Nikolić, Stefan

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Authority KeyName Variants
orcid::0000-0002-0164-134X
  • Nikolić, Stefan (37)
Projects
Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200288 (Innovation Center of the Faculty of Chemistry)
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry) Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors
Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research Molecular properties and modifications of some respiratory and nutritional allergens
FoodEnTwin-Twinning of research activities for the frontier research in the fields of food, nutrition and environmental omics Austrian-Serbian mobility grant New potential anticancer drugs based on organoruthenium compounds with organic co-ligands [451-03-01039/2015-09/03, SRB-08/2016-2017]
COST Action [CM1105] Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200017 (University of Belgrade, Institute of Nuclear Sciences 'Vinča', Belgrade-Vinča)
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM) Novartis Jubilee Foundation
Stiftung fur wissenschaftliche Forschung of the University of Zurich Swiss Government Excellence Scholarship for Postdoctoral Researcher [2014.0942/India/OP]
Swiss National Science Foundation (SNSF) [PP00P2_133568, PP00P2_157545] UBS Promedica Stiftung
University of Zurich City University of Hong Kong (project 7005614).
City University of Hong Kong (project 9610518). The synthesis of aminoquinoline-based antimalarials and botulinum neurotoxin A inhibitors
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200043 (Institute of Oncology and Radiology of Serbia, Belgrade) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200177 (Immunology Research Centre 'Branislav Janković' Torlak, Belgrade)
City University of Hong Kong (projects 9610518 and 7005614). Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200042 (University of Belgrade, Institute of Molecular Genetics and Genetic Engineering)
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200113 (Univeristy of Niš, Faculty of Medicine) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200143 (University of Belgrade, Faculty of Veterinary Medicine)

Author's Bibliography

Oxorhenium(V) complexes with N,O ligands – synthesis and biological studies

Petrović, Tamara; Gligorijević, Nevenka; Ferdinand, Belaj; Poljarević, Jelena; Mihajlović-Lalić, Ljiljana; Aranđelović, Sandra; Nikolić, Stefan; Grgurić-Šipka, Sanja

(2023)

TY  - CONF
AU  - Petrović, Tamara
AU  - Gligorijević, Nevenka
AU  - Ferdinand, Belaj
AU  - Poljarević, Jelena
AU  - Mihajlović-Lalić, Ljiljana
AU  - Aranđelović, Sandra
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5957
AB  - Rhenium complexes merit particular attention in the area of metallodrug design due to
rhenium’s broad spectrum of oxidation states and consequently, the possibility to design
compounds of great structural diversity [1,2]. Thus, the synthesis, chemical characterization,
and antitumor activity in vitro of the six Re(V) complexes are described. Novel compounds
were obtained via reaction of [ReOCl3(PPh3)2] with corresponding ligands (pyridine-2-
carboxylic acid, 3-methylpyridine-2-carboxylic acid, 6-methylpyridine-2-carboxylic acid, 2,3-
pyridinedicarboxylic acid, 2,5-pyridinedicarboxylic acid, and 2,6-pyridinedicarboxylic acid) in
acetonitrile or dichloromethane/methanol at 78 °C for 3h. The complexes were fully
characterized using NMR, IR, MS, and elemental analysis. Results of X-ray diffraction analysis
for three of these compounds confirmed the proposed octahedral geometry with bidentate
coordinated ligands, via both oxygen and nitrogen atoms. The antiproliferative effect was
determined by MTT assay. All complexes expressed moderate to low cytotoxic potential.
Complex with pyridine-2-carboxylic acid showed dose-dependent cytotoxic potential,
particularly toward triple-negative breast adenocarcinoma cells MDA-MB-231 and pancreatic
adenocarcinoma cells PANC-1. Drug combination studies in PANC-1 cells with that complex
and Verapamil hydrochloride (VRP) showed a slight arrest of the cell cycle in the S phase and
also increase its antiproliferative potential.
C3  - 16th International Symposium on Applied Bioinorganic Chemistry (16-ISABC), Ioannina, Greece, June 11-14, 2023
T1  - Oxorhenium(V) complexes with N,O ligands – synthesis and biological studies
SP  - 241
EP  - 241
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5957
ER  - 
@conference{
author = "Petrović, Tamara and Gligorijević, Nevenka and Ferdinand, Belaj and Poljarević, Jelena and Mihajlović-Lalić, Ljiljana and Aranđelović, Sandra and Nikolić, Stefan and Grgurić-Šipka, Sanja",
year = "2023",
abstract = "Rhenium complexes merit particular attention in the area of metallodrug design due to
rhenium’s broad spectrum of oxidation states and consequently, the possibility to design
compounds of great structural diversity [1,2]. Thus, the synthesis, chemical characterization,
and antitumor activity in vitro of the six Re(V) complexes are described. Novel compounds
were obtained via reaction of [ReOCl3(PPh3)2] with corresponding ligands (pyridine-2-
carboxylic acid, 3-methylpyridine-2-carboxylic acid, 6-methylpyridine-2-carboxylic acid, 2,3-
pyridinedicarboxylic acid, 2,5-pyridinedicarboxylic acid, and 2,6-pyridinedicarboxylic acid) in
acetonitrile or dichloromethane/methanol at 78 °C for 3h. The complexes were fully
characterized using NMR, IR, MS, and elemental analysis. Results of X-ray diffraction analysis
for three of these compounds confirmed the proposed octahedral geometry with bidentate
coordinated ligands, via both oxygen and nitrogen atoms. The antiproliferative effect was
determined by MTT assay. All complexes expressed moderate to low cytotoxic potential.
Complex with pyridine-2-carboxylic acid showed dose-dependent cytotoxic potential,
particularly toward triple-negative breast adenocarcinoma cells MDA-MB-231 and pancreatic
adenocarcinoma cells PANC-1. Drug combination studies in PANC-1 cells with that complex
and Verapamil hydrochloride (VRP) showed a slight arrest of the cell cycle in the S phase and
also increase its antiproliferative potential.",
journal = "16th International Symposium on Applied Bioinorganic Chemistry (16-ISABC), Ioannina, Greece, June 11-14, 2023",
title = "Oxorhenium(V) complexes with N,O ligands – synthesis and biological studies",
pages = "241-241",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5957"
}
Petrović, T., Gligorijević, N., Ferdinand, B., Poljarević, J., Mihajlović-Lalić, L., Aranđelović, S., Nikolić, S.,& Grgurić-Šipka, S.. (2023). Oxorhenium(V) complexes with N,O ligands – synthesis and biological studies. in 16th International Symposium on Applied Bioinorganic Chemistry (16-ISABC), Ioannina, Greece, June 11-14, 2023, 241-241.
https://hdl.handle.net/21.15107/rcub_cherry_5957
Petrović T, Gligorijević N, Ferdinand B, Poljarević J, Mihajlović-Lalić L, Aranđelović S, Nikolić S, Grgurić-Šipka S. Oxorhenium(V) complexes with N,O ligands – synthesis and biological studies. in 16th International Symposium on Applied Bioinorganic Chemistry (16-ISABC), Ioannina, Greece, June 11-14, 2023. 2023;:241-241.
https://hdl.handle.net/21.15107/rcub_cherry_5957 .
Petrović, Tamara, Gligorijević, Nevenka, Ferdinand, Belaj, Poljarević, Jelena, Mihajlović-Lalić, Ljiljana, Aranđelović, Sandra, Nikolić, Stefan, Grgurić-Šipka, Sanja, "Oxorhenium(V) complexes with N,O ligands – synthesis and biological studies" in 16th International Symposium on Applied Bioinorganic Chemistry (16-ISABC), Ioannina, Greece, June 11-14, 2023 (2023):241-241,
https://hdl.handle.net/21.15107/rcub_cherry_5957 .

Ru(II) arene based pyridil complexes: synthesis and antimicrobial potency

Dimitrijević, Marija; Mihajlović-Lalić, Ljiljana; Grgurić-Šipka, Sanja; Nikolić, Stefan; Petrović, Tamara; Poljarević, Jelena

(Belgrade : Serbian Chemical Society, 2023)

TY  - CONF
AU  - Dimitrijević, Marija
AU  - Mihajlović-Lalić, Ljiljana
AU  - Grgurić-Šipka, Sanja
AU  - Nikolić, Stefan
AU  - Petrović, Tamara
AU  - Poljarević, Jelena
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5904
AB  - Metal-based compounds are rarely good antimicrobial compounds. Here we report
synthesis, chemical characterization and antimicrobial potency of fourteen Ru(II) arene
complexes with pyridine-based ligands. The structures and purity of synthesized
compounds were confirmed using 1H and 13C NMR spectroscopy, IR spectroscopy, MS, and
EA. A micro-well dilution assay was used to determine the minimum inhibitory
concentration (MIC), and minimum bactericidal concentration. of evaluated compounds.
Streptomycin and chloramphenicol were used as a positive control. The best activity of all
tested bacteria was observed against E. coli, with a MIC value of 1.25 mg/mL, for
complexes with 2,4- i 2,5-pyridinedicarboxylic ligands. Also, all synthesized complexes
showed the same activity against C. Albicans.
AB  - Kompleksi metala retko se koriste kao potencijalni antimikrobni agensi. U ovom radu smo prikazali sintezu, hemijsku karakterizaciju i antimikrobnu aktivnost 14 arenskih Ru(II) kompleksa sa piridinskim ligandima. Strukturu i čistoću dobijenih jedinjenja potvrdili smo koristeći 1H, 13C NMR i IC spektroskopiju, MS i EA. Mikrodilucioni esej je korišćen za određivanje minimalne inhibitorne koncentracije (MIC) i minimalne baktericidne koncentracije sintetisanih jedinjenja. Streptomicin i hloramfenikol su korišćeni kao standard. Najbolja aktivnost prema ispitivanim sojevima bakterija zapažena je na soju E. coli, sa MIC vrednošću 1,25 mg/mL, kompleksa sa 2,4- i 2,5-piridindikarboksilnim ligandima. Svi sintetisani kompleksi pokazali su podjednako dobru aktivnost prema C. Albicans.
PB  - Belgrade : Serbian Chemical Society
C3  - 59th Meeting of the Serbian Chemical Society, Book of Abstracts, June 1-2, 2023, Novi Sad, Serbia
T1  - Ru(II) arene based pyridil complexes: synthesis and antimicrobial potency
SP  - 74
EP  - 74
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5904
ER  - 
@conference{
author = "Dimitrijević, Marija and Mihajlović-Lalić, Ljiljana and Grgurić-Šipka, Sanja and Nikolić, Stefan and Petrović, Tamara and Poljarević, Jelena",
year = "2023",
abstract = "Metal-based compounds are rarely good antimicrobial compounds. Here we report
synthesis, chemical characterization and antimicrobial potency of fourteen Ru(II) arene
complexes with pyridine-based ligands. The structures and purity of synthesized
compounds were confirmed using 1H and 13C NMR spectroscopy, IR spectroscopy, MS, and
EA. A micro-well dilution assay was used to determine the minimum inhibitory
concentration (MIC), and minimum bactericidal concentration. of evaluated compounds.
Streptomycin and chloramphenicol were used as a positive control. The best activity of all
tested bacteria was observed against E. coli, with a MIC value of 1.25 mg/mL, for
complexes with 2,4- i 2,5-pyridinedicarboxylic ligands. Also, all synthesized complexes
showed the same activity against C. Albicans., Kompleksi metala retko se koriste kao potencijalni antimikrobni agensi. U ovom radu smo prikazali sintezu, hemijsku karakterizaciju i antimikrobnu aktivnost 14 arenskih Ru(II) kompleksa sa piridinskim ligandima. Strukturu i čistoću dobijenih jedinjenja potvrdili smo koristeći 1H, 13C NMR i IC spektroskopiju, MS i EA. Mikrodilucioni esej je korišćen za određivanje minimalne inhibitorne koncentracije (MIC) i minimalne baktericidne koncentracije sintetisanih jedinjenja. Streptomicin i hloramfenikol su korišćeni kao standard. Najbolja aktivnost prema ispitivanim sojevima bakterija zapažena je na soju E. coli, sa MIC vrednošću 1,25 mg/mL, kompleksa sa 2,4- i 2,5-piridindikarboksilnim ligandima. Svi sintetisani kompleksi pokazali su podjednako dobru aktivnost prema C. Albicans.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "59th Meeting of the Serbian Chemical Society, Book of Abstracts, June 1-2, 2023, Novi Sad, Serbia",
title = "Ru(II) arene based pyridil complexes: synthesis and antimicrobial potency",
pages = "74-74",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5904"
}
Dimitrijević, M., Mihajlović-Lalić, L., Grgurić-Šipka, S., Nikolić, S., Petrović, T.,& Poljarević, J.. (2023). Ru(II) arene based pyridil complexes: synthesis and antimicrobial potency. in 59th Meeting of the Serbian Chemical Society, Book of Abstracts, June 1-2, 2023, Novi Sad, Serbia
Belgrade : Serbian Chemical Society., 74-74.
https://hdl.handle.net/21.15107/rcub_cherry_5904
Dimitrijević M, Mihajlović-Lalić L, Grgurić-Šipka S, Nikolić S, Petrović T, Poljarević J. Ru(II) arene based pyridil complexes: synthesis and antimicrobial potency. in 59th Meeting of the Serbian Chemical Society, Book of Abstracts, June 1-2, 2023, Novi Sad, Serbia. 2023;:74-74.
https://hdl.handle.net/21.15107/rcub_cherry_5904 .
Dimitrijević, Marija, Mihajlović-Lalić, Ljiljana, Grgurić-Šipka, Sanja, Nikolić, Stefan, Petrović, Tamara, Poljarević, Jelena, "Ru(II) arene based pyridil complexes: synthesis and antimicrobial potency" in 59th Meeting of the Serbian Chemical Society, Book of Abstracts, June 1-2, 2023, Novi Sad, Serbia (2023):74-74,
https://hdl.handle.net/21.15107/rcub_cherry_5904 .

New organoruthenium complexes with dipyrido[3,2-a:2’,3’- c]phenazine based ligands

Nikolić, Stefan; Arakelyan, Jemma; Kushnarev, Vladimir; Alfadul, Samah Mutasim; Stanković, Dalibor; Kraynik, Yaroslav I.; Babak, Maria V.; Grgurić-Šipka, Sanja

(2023)

TY  - CONF
AU  - Nikolić, Stefan
AU  - Arakelyan, Jemma
AU  - Kushnarev, Vladimir
AU  - Alfadul, Samah Mutasim
AU  - Stanković, Dalibor
AU  - Kraynik, Yaroslav I.
AU  - Babak, Maria V.
AU  - Grgurić-Šipka, Sanja
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5958
AB  - Ruthenium complexes with dipyrido[3,2-a:2’,3’-c]phenazine (dppz) ligands have been
extensively investigated as potential anticancer agents due to possibility of modulation of their
intracellular accumulation and respective anticancer mechanism of action [1,2]. In recent years
we have explored the anticancer activity of a variety of ruthenium(II)-arene complexes with
dppz based ligands and some of them demonstrated remarkable cytotoxic activity [3].
Following these studies here we present a series of Ru(II)-arene complexes with the general
formula [(η6-arene)Ru(dppz-R)Cl]PF6, where arene fragment was benzene, toluene or pcymene and R was -NO2, -Me or -COOMe with aim to study influence of both of half-sandwich
Ru(II)-arene fragments and the variation of dppz ligands on improvement of the therapeutic
potential of those complexes. All compounds were fully characterized by physico-chemical
methods. The anticancer activity of dppz ligands and respective Ru complexes was assessed
against MDA-MB-231, HCT116 and CT26 cancer cell lines and healthy MRC5 lung
fibroblasts. In vivo efficacy of lead Ru-dppz complex revealed significantly reduction of tumor
burden in mice with colorectal cancers without inducing liver and kidney toxicity. Thus, all the
results indicated that introducing appropriate dppz into ruthenium-arene scaffold was a
promising strategy for developing potent antitumor agents.
C3  - 16th International Symposium on Applied Bioinorganic Chemistry (16-ISABC), Ioannina, Greece, June 11-14, 2023
T1  - New organoruthenium complexes with dipyrido[3,2-a:2’,3’- c]phenazine based ligands
SP  - 130
EP  - 130
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5958
ER  - 
@conference{
author = "Nikolić, Stefan and Arakelyan, Jemma and Kushnarev, Vladimir and Alfadul, Samah Mutasim and Stanković, Dalibor and Kraynik, Yaroslav I. and Babak, Maria V. and Grgurić-Šipka, Sanja",
year = "2023",
abstract = "Ruthenium complexes with dipyrido[3,2-a:2’,3’-c]phenazine (dppz) ligands have been
extensively investigated as potential anticancer agents due to possibility of modulation of their
intracellular accumulation and respective anticancer mechanism of action [1,2]. In recent years
we have explored the anticancer activity of a variety of ruthenium(II)-arene complexes with
dppz based ligands and some of them demonstrated remarkable cytotoxic activity [3].
Following these studies here we present a series of Ru(II)-arene complexes with the general
formula [(η6-arene)Ru(dppz-R)Cl]PF6, where arene fragment was benzene, toluene or pcymene and R was -NO2, -Me or -COOMe with aim to study influence of both of half-sandwich
Ru(II)-arene fragments and the variation of dppz ligands on improvement of the therapeutic
potential of those complexes. All compounds were fully characterized by physico-chemical
methods. The anticancer activity of dppz ligands and respective Ru complexes was assessed
against MDA-MB-231, HCT116 and CT26 cancer cell lines and healthy MRC5 lung
fibroblasts. In vivo efficacy of lead Ru-dppz complex revealed significantly reduction of tumor
burden in mice with colorectal cancers without inducing liver and kidney toxicity. Thus, all the
results indicated that introducing appropriate dppz into ruthenium-arene scaffold was a
promising strategy for developing potent antitumor agents.",
journal = "16th International Symposium on Applied Bioinorganic Chemistry (16-ISABC), Ioannina, Greece, June 11-14, 2023",
title = "New organoruthenium complexes with dipyrido[3,2-a:2’,3’- c]phenazine based ligands",
pages = "130-130",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5958"
}
Nikolić, S., Arakelyan, J., Kushnarev, V., Alfadul, S. M., Stanković, D., Kraynik, Y. I., Babak, M. V.,& Grgurić-Šipka, S.. (2023). New organoruthenium complexes with dipyrido[3,2-a:2’,3’- c]phenazine based ligands. in 16th International Symposium on Applied Bioinorganic Chemistry (16-ISABC), Ioannina, Greece, June 11-14, 2023, 130-130.
https://hdl.handle.net/21.15107/rcub_cherry_5958
Nikolić S, Arakelyan J, Kushnarev V, Alfadul SM, Stanković D, Kraynik YI, Babak MV, Grgurić-Šipka S. New organoruthenium complexes with dipyrido[3,2-a:2’,3’- c]phenazine based ligands. in 16th International Symposium on Applied Bioinorganic Chemistry (16-ISABC), Ioannina, Greece, June 11-14, 2023. 2023;:130-130.
https://hdl.handle.net/21.15107/rcub_cherry_5958 .
Nikolić, Stefan, Arakelyan, Jemma, Kushnarev, Vladimir, Alfadul, Samah Mutasim, Stanković, Dalibor, Kraynik, Yaroslav I., Babak, Maria V., Grgurić-Šipka, Sanja, "New organoruthenium complexes with dipyrido[3,2-a:2’,3’- c]phenazine based ligands" in 16th International Symposium on Applied Bioinorganic Chemistry (16-ISABC), Ioannina, Greece, June 11-14, 2023 (2023):130-130,
https://hdl.handle.net/21.15107/rcub_cherry_5958 .

Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase

Šokarda Slavić, Marinela; Kojić, Milan; Margetić, Aleksandra; Ristović, Marina; Pavlović, Marija; Nikolić, Stefan; Vujčić, Zoran

(Wiley, 2023)

TY  - JOUR
AU  - Šokarda Slavić, Marinela
AU  - Kojić, Milan
AU  - Margetić, Aleksandra
AU  - Ristović, Marina
AU  - Pavlović, Marija
AU  - Nikolić, Stefan
AU  - Vujčić, Zoran
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5992
AB  - The combination ofb-oligosaccharides from enzymatically hydrolysed barleyb-glucan has attracted inter-est recently due to its positive effects on human health. This study aimed to assess the impact of theendo-b-1,3-1,4-glucanase enzyme fromBacillus  subtilis168 on improving the nutritional and bioactiveproperties of barleyb-glucan. A new procedure for the isolation ofb-glucan was developed, at a lowertemperature (45°C), enabling purity from starch contamination, without affecting the yield (6 gb-glucanfrom 100 g of barley flour). The endo-b-1,3-1,4-glucanase is cloned intoE. colipQE_Ek enables the highproduction and purification (82% yield, 1.8 mg mL 1and 440 U mg 1) of an enzyme identical to thenatural one (25.5 kDa). The enzymatic reaction showed high efficiency ofb-glucan degradation by recom-binant enzyme, giving a mixture of products (of which 3-O-b-cellobiosyl-D-glucose and 3-O-b-cellotriosyl-D-glucose are the most abundant), the reduction of viscosity (17%) and increase in antioxidant capacitiesby 15.2%, 30.9% and 44.0% assessed by ABTS, DPPH and ORAC, respectively. These results indicatethe possible application of endo-b-1,3-1,4-glucanase enzyme in improving the properties of barleyb-glucan used as functional foods.
PB  - Wiley
T2  - International Journal of Food Science and Technology
T1  - Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase
VL  - 58
IS  - 12
SP  - 6825
EP  - 6835
DO  - 10.1111/ijfs.16647
ER  - 
@article{
author = "Šokarda Slavić, Marinela and Kojić, Milan and Margetić, Aleksandra and Ristović, Marina and Pavlović, Marija and Nikolić, Stefan and Vujčić, Zoran",
year = "2023",
abstract = "The combination ofb-oligosaccharides from enzymatically hydrolysed barleyb-glucan has attracted inter-est recently due to its positive effects on human health. This study aimed to assess the impact of theendo-b-1,3-1,4-glucanase enzyme fromBacillus  subtilis168 on improving the nutritional and bioactiveproperties of barleyb-glucan. A new procedure for the isolation ofb-glucan was developed, at a lowertemperature (45°C), enabling purity from starch contamination, without affecting the yield (6 gb-glucanfrom 100 g of barley flour). The endo-b-1,3-1,4-glucanase is cloned intoE. colipQE_Ek enables the highproduction and purification (82% yield, 1.8 mg mL 1and 440 U mg 1) of an enzyme identical to thenatural one (25.5 kDa). The enzymatic reaction showed high efficiency ofb-glucan degradation by recom-binant enzyme, giving a mixture of products (of which 3-O-b-cellobiosyl-D-glucose and 3-O-b-cellotriosyl-D-glucose are the most abundant), the reduction of viscosity (17%) and increase in antioxidant capacitiesby 15.2%, 30.9% and 44.0% assessed by ABTS, DPPH and ORAC, respectively. These results indicatethe possible application of endo-b-1,3-1,4-glucanase enzyme in improving the properties of barleyb-glucan used as functional foods.",
publisher = "Wiley",
journal = "International Journal of Food Science and Technology",
title = "Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase",
volume = "58",
number = "12",
pages = "6825-6835",
doi = "10.1111/ijfs.16647"
}
Šokarda Slavić, M., Kojić, M., Margetić, A., Ristović, M., Pavlović, M., Nikolić, S.,& Vujčić, Z.. (2023). Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase. in International Journal of Food Science and Technology
Wiley., 58(12), 6825-6835.
https://doi.org/10.1111/ijfs.16647
Šokarda Slavić M, Kojić M, Margetić A, Ristović M, Pavlović M, Nikolić S, Vujčić Z. Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase. in International Journal of Food Science and Technology. 2023;58(12):6825-6835.
doi:10.1111/ijfs.16647 .
Šokarda Slavić, Marinela, Kojić, Milan, Margetić, Aleksandra, Ristović, Marina, Pavlović, Marija, Nikolić, Stefan, Vujčić, Zoran, "Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase" in International Journal of Food Science and Technology, 58, no. 12 (2023):6825-6835,
https://doi.org/10.1111/ijfs.16647 . .
1
1

Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase

Šokarda Slavić, Marinela; Kojić, Milan; Margetić, Aleksandra; Ristović, Marina; Pavlović, Marija; Nikolić, Stefan; Vujčić, Zoran

(Wiley, 2023)

TY  - JOUR
AU  - Šokarda Slavić, Marinela
AU  - Kojić, Milan
AU  - Margetić, Aleksandra
AU  - Ristović, Marina
AU  - Pavlović, Marija
AU  - Nikolić, Stefan
AU  - Vujčić, Zoran
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6008
AB  - The combination ofb-oligosaccharides from enzymatically hydrolysed barleyb-glucan has attracted inter-est recently due to its positive effects on human health. This study aimed to assess the impact of theendo-b-1,3-1,4-glucanase enzyme fromBacillus  subtilis168 on improving the nutritional and bioactiveproperties of barleyb-glucan. A new procedure for the isolation ofb-glucan was developed, at a lowertemperature (45°C), enabling purity from starch contamination, without affecting the yield (6 gb-glucanfrom 100 g of barley flour). The endo-b-1,3-1,4-glucanase is cloned intoE. colipQE_Ek enables the highproduction and purification (82% yield, 1.8 mg mL 1and 440 U mg 1) of an enzyme identical to thenatural one (25.5 kDa). The enzymatic reaction showed high efficiency ofb-glucan degradation by recom-binant enzyme, giving a mixture of products (of which 3-O-b-cellobiosyl-D-glucose and 3-O-b-cellotriosyl-D-glucose are the most abundant), the reduction of viscosity (17%) and increase in antioxidant capacitiesby 15.2%, 30.9% and 44.0% assessed by ABTS, DPPH and ORAC, respectively. These results indicatethe possible application of endo-b-1,3-1,4-glucanase enzyme in improving the properties of barleyb-glucan used as functional foods.
PB  - Wiley
T2  - International Journal of Food Science and Technology
T1  - Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase
VL  - 58
IS  - 12
SP  - 6825
EP  - 6835
DO  - 10.1111/ijfs.16647
ER  - 
@article{
author = "Šokarda Slavić, Marinela and Kojić, Milan and Margetić, Aleksandra and Ristović, Marina and Pavlović, Marija and Nikolić, Stefan and Vujčić, Zoran",
year = "2023",
abstract = "The combination ofb-oligosaccharides from enzymatically hydrolysed barleyb-glucan has attracted inter-est recently due to its positive effects on human health. This study aimed to assess the impact of theendo-b-1,3-1,4-glucanase enzyme fromBacillus  subtilis168 on improving the nutritional and bioactiveproperties of barleyb-glucan. A new procedure for the isolation ofb-glucan was developed, at a lowertemperature (45°C), enabling purity from starch contamination, without affecting the yield (6 gb-glucanfrom 100 g of barley flour). The endo-b-1,3-1,4-glucanase is cloned intoE. colipQE_Ek enables the highproduction and purification (82% yield, 1.8 mg mL 1and 440 U mg 1) of an enzyme identical to thenatural one (25.5 kDa). The enzymatic reaction showed high efficiency ofb-glucan degradation by recom-binant enzyme, giving a mixture of products (of which 3-O-b-cellobiosyl-D-glucose and 3-O-b-cellotriosyl-D-glucose are the most abundant), the reduction of viscosity (17%) and increase in antioxidant capacitiesby 15.2%, 30.9% and 44.0% assessed by ABTS, DPPH and ORAC, respectively. These results indicatethe possible application of endo-b-1,3-1,4-glucanase enzyme in improving the properties of barleyb-glucan used as functional foods.",
publisher = "Wiley",
journal = "International Journal of Food Science and Technology",
title = "Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase",
volume = "58",
number = "12",
pages = "6825-6835",
doi = "10.1111/ijfs.16647"
}
Šokarda Slavić, M., Kojić, M., Margetić, A., Ristović, M., Pavlović, M., Nikolić, S.,& Vujčić, Z.. (2023). Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase. in International Journal of Food Science and Technology
Wiley., 58(12), 6825-6835.
https://doi.org/10.1111/ijfs.16647
Šokarda Slavić M, Kojić M, Margetić A, Ristović M, Pavlović M, Nikolić S, Vujčić Z. Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase. in International Journal of Food Science and Technology. 2023;58(12):6825-6835.
doi:10.1111/ijfs.16647 .
Šokarda Slavić, Marinela, Kojić, Milan, Margetić, Aleksandra, Ristović, Marina, Pavlović, Marija, Nikolić, Stefan, Vujčić, Zoran, "Improvement of nutritional and bioactive properties of barleyb-glucan-based food products usingBacillus subtilis168endo-b-1,3-1,4-glucanase" in International Journal of Food Science and Technology, 58, no. 12 (2023):6825-6835,
https://doi.org/10.1111/ijfs.16647 . .
1

Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity

Nikolić, Stefan; Arakelyan, Jemma; Kushnarev, Vladimir; Mutasim Alfadul, Samah; Stanković, Dalibor; Kraynik, Yaroslav; Grgurić-Šipka, Sanja; Babak, Maria

(Inorganic Chemistry, 2023)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Arakelyan, Jemma
AU  - Kushnarev, Vladimir
AU  - Mutasim Alfadul, Samah
AU  - Stanković, Dalibor
AU  - Kraynik, Yaroslav
AU  - Grgurić-Šipka, Sanja
AU  - Babak, Maria
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5899
AB  - Despite extensive research on the anticancer properties of Ru
complexes with dipyrido[3,2-a:2′,3′-c]phenazine (dppz) ligands, their in vivo
efficacy is rarely investigated. Aiming to understand whether the coordination of
certain half-sandwich Ru(II)-arene fragments might improve the therapeutic
potential of dppz ligands, we prepared a series of Ru(II)-arene complexes with
the general formula [(η6-arene)Ru(dppz-R)Cl]PF6, where the arene fragment
was benzene, toluene, or p-cymene and R was -NO2, -Me, or -COOMe. All
compounds were fully characterized by 1H and 13C NMR spectroscopy and high-
resolution ESI mass-spectrometry, and their purity was verified by elemental
analysis. The electrochemical activity was investigated using cyclic voltammetry.
 The anticancer activity of dppz ligands and their respective Ru complexes was
assessed against several cancer cell lines, and their selectivity toward cancer cells
was assessed using healthy MRC5 lung fibroblasts. The substitution of benzene
with a p-cymene fragment resulted in a more than 17-fold increase of anticancer
activity and selectivity of Ru complexes and significantly enhanced DNA degradation in HCT116 cells. All Ru complexes were electrochemically active in the biologically accessible redox window and were shown to markedly induce the production of ROS in mitochondria. The lead Ru-dppz complex significantly reduced tumor burden in mice with colorectal cancers without inducing liver
 and kidney toxicity.
PB  - Inorganic Chemistry
T2  - Inorganic Chemistry
T1  - Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity
VL  - 62
SP  - 8188
EP  - 8199
DO  - 10.1021/acs.inorgchem.3c00570
ER  - 
@article{
author = "Nikolić, Stefan and Arakelyan, Jemma and Kushnarev, Vladimir and Mutasim Alfadul, Samah and Stanković, Dalibor and Kraynik, Yaroslav and Grgurić-Šipka, Sanja and Babak, Maria",
year = "2023",
abstract = "Despite extensive research on the anticancer properties of Ru
complexes with dipyrido[3,2-a:2′,3′-c]phenazine (dppz) ligands, their in vivo
efficacy is rarely investigated. Aiming to understand whether the coordination of
certain half-sandwich Ru(II)-arene fragments might improve the therapeutic
potential of dppz ligands, we prepared a series of Ru(II)-arene complexes with
the general formula [(η6-arene)Ru(dppz-R)Cl]PF6, where the arene fragment
was benzene, toluene, or p-cymene and R was -NO2, -Me, or -COOMe. All
compounds were fully characterized by 1H and 13C NMR spectroscopy and high-
resolution ESI mass-spectrometry, and their purity was verified by elemental
analysis. The electrochemical activity was investigated using cyclic voltammetry.
 The anticancer activity of dppz ligands and their respective Ru complexes was
assessed against several cancer cell lines, and their selectivity toward cancer cells
was assessed using healthy MRC5 lung fibroblasts. The substitution of benzene
with a p-cymene fragment resulted in a more than 17-fold increase of anticancer
activity and selectivity of Ru complexes and significantly enhanced DNA degradation in HCT116 cells. All Ru complexes were electrochemically active in the biologically accessible redox window and were shown to markedly induce the production of ROS in mitochondria. The lead Ru-dppz complex significantly reduced tumor burden in mice with colorectal cancers without inducing liver
 and kidney toxicity.",
publisher = "Inorganic Chemistry",
journal = "Inorganic Chemistry",
title = "Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity",
volume = "62",
pages = "8188-8199",
doi = "10.1021/acs.inorgchem.3c00570"
}
Nikolić, S., Arakelyan, J., Kushnarev, V., Mutasim Alfadul, S., Stanković, D., Kraynik, Y., Grgurić-Šipka, S.,& Babak, M.. (2023). Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity. in Inorganic Chemistry
Inorganic Chemistry., 62, 8188-8199.
https://doi.org/10.1021/acs.inorgchem.3c00570
Nikolić S, Arakelyan J, Kushnarev V, Mutasim Alfadul S, Stanković D, Kraynik Y, Grgurić-Šipka S, Babak M. Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity. in Inorganic Chemistry. 2023;62:8188-8199.
doi:10.1021/acs.inorgchem.3c00570 .
Nikolić, Stefan, Arakelyan, Jemma, Kushnarev, Vladimir, Mutasim Alfadul, Samah, Stanković, Dalibor, Kraynik, Yaroslav, Grgurić-Šipka, Sanja, Babak, Maria, "Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity" in Inorganic Chemistry, 62 (2023):8188-8199,
https://doi.org/10.1021/acs.inorgchem.3c00570 . .
5
3
2

Supplementary material for: Nikolić, S., Arakelyan, J., Kushnarev, V., Mutasim Alfadul, S., Stanković, D., Kraynik, Y., Grgurić-Šipka, S.,& Babak, M.. (2023). Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity. in Inorganic Chemistry Inorganic Chemistry., 62, 8188-8199. https://doi.org/10.1021/acs.inorgchem.3c00570

Nikolić, Stefan; Arakelyan, Jemma; Kushnarev, Vladimir; Mutasim Alfadul, Samah; Stanković, Dalibor; Kraynik, Yaroslav; Grgurić-Šipka, Sanja; Babak, Maria

(Inorganic Chemistry, 2023)

TY  - DATA
AU  - Nikolić, Stefan
AU  - Arakelyan, Jemma
AU  - Kushnarev, Vladimir
AU  - Mutasim Alfadul, Samah
AU  - Stanković, Dalibor
AU  - Kraynik, Yaroslav
AU  - Grgurić-Šipka, Sanja
AU  - Babak, Maria
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5900
AB  - Despite extensive research on the anticancer properties of Rucomplexes with dipyrido[3,2-a:2′,3′-c]phenazine (dppz) ligands, their in vivoefficacy is rarely investigated. Aiming to understand whether the coordination ofcertain half-sandwich Ru(II)-arene fragments might improve the therapeuticpotential of dppz ligands, we prepared a series of Ru(II)-arene complexes withthe general formula [(η6-arene)Ru(dppz-R)Cl]PF6, where the arene fragmentwas benzene, toluene, or p-cymene and R was -NO2, -Me, or -COOMe. Allcompounds were fully characterized by 1H and 13C NMR spectroscopy and high-resolution ESI mass-spectrometry, and their purity was verified by elementalanalysis. The electrochemical activity was investigated using cyclic voltammetry. The anticancer activity of dppz ligands and their respective Ru complexes wasassessed against several cancer cell lines, and their selectivity toward cancer cellswas assessed using healthy MRC5 lung fibroblasts. The substitution of benzenewith a p-cymene fragment resulted in a more than 17-fold increase of anticanceractivity and selectivity of Ru complexes and significantly enhanced DNA degradation in HCT116 cells. All Ru complexes were electrochemically active in the biologically accessible redox window and were shown to markedly induce the production of ROS in mitochondria. The lead Ru-dppz complex significantly reduced tumor burden in mice with colorectal cancers without inducing liver and kidney toxicity.
PB  - Inorganic Chemistry
T2  - Inorganic Chemistry
T1  - Supplementary material for: Nikolić, S., Arakelyan, J., Kushnarev, V., Mutasim Alfadul, S., Stanković, D., Kraynik, Y., Grgurić-Šipka, S.,& Babak, M.. (2023). Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity. in Inorganic Chemistry Inorganic Chemistry., 62, 8188-8199. https://doi.org/10.1021/acs.inorgchem.3c00570
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5900
ER  - 
@misc{
author = "Nikolić, Stefan and Arakelyan, Jemma and Kushnarev, Vladimir and Mutasim Alfadul, Samah and Stanković, Dalibor and Kraynik, Yaroslav and Grgurić-Šipka, Sanja and Babak, Maria",
year = "2023",
abstract = "Despite extensive research on the anticancer properties of Rucomplexes with dipyrido[3,2-a:2′,3′-c]phenazine (dppz) ligands, their in vivoefficacy is rarely investigated. Aiming to understand whether the coordination ofcertain half-sandwich Ru(II)-arene fragments might improve the therapeuticpotential of dppz ligands, we prepared a series of Ru(II)-arene complexes withthe general formula [(η6-arene)Ru(dppz-R)Cl]PF6, where the arene fragmentwas benzene, toluene, or p-cymene and R was -NO2, -Me, or -COOMe. Allcompounds were fully characterized by 1H and 13C NMR spectroscopy and high-resolution ESI mass-spectrometry, and their purity was verified by elementalanalysis. The electrochemical activity was investigated using cyclic voltammetry. The anticancer activity of dppz ligands and their respective Ru complexes wasassessed against several cancer cell lines, and their selectivity toward cancer cellswas assessed using healthy MRC5 lung fibroblasts. The substitution of benzenewith a p-cymene fragment resulted in a more than 17-fold increase of anticanceractivity and selectivity of Ru complexes and significantly enhanced DNA degradation in HCT116 cells. All Ru complexes were electrochemically active in the biologically accessible redox window and were shown to markedly induce the production of ROS in mitochondria. The lead Ru-dppz complex significantly reduced tumor burden in mice with colorectal cancers without inducing liver and kidney toxicity.",
publisher = "Inorganic Chemistry",
journal = "Inorganic Chemistry",
title = "Supplementary material for: Nikolić, S., Arakelyan, J., Kushnarev, V., Mutasim Alfadul, S., Stanković, D., Kraynik, Y., Grgurić-Šipka, S.,& Babak, M.. (2023). Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity. in Inorganic Chemistry Inorganic Chemistry., 62, 8188-8199. https://doi.org/10.1021/acs.inorgchem.3c00570",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5900"
}
Nikolić, S., Arakelyan, J., Kushnarev, V., Mutasim Alfadul, S., Stanković, D., Kraynik, Y., Grgurić-Šipka, S.,& Babak, M.. (2023). Supplementary material for: Nikolić, S., Arakelyan, J., Kushnarev, V., Mutasim Alfadul, S., Stanković, D., Kraynik, Y., Grgurić-Šipka, S.,& Babak, M.. (2023). Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity. in Inorganic Chemistry Inorganic Chemistry., 62, 8188-8199. https://doi.org/10.1021/acs.inorgchem.3c00570. in Inorganic Chemistry
Inorganic Chemistry..
https://hdl.handle.net/21.15107/rcub_cherry_5900
Nikolić S, Arakelyan J, Kushnarev V, Mutasim Alfadul S, Stanković D, Kraynik Y, Grgurić-Šipka S, Babak M. Supplementary material for: Nikolić, S., Arakelyan, J., Kushnarev, V., Mutasim Alfadul, S., Stanković, D., Kraynik, Y., Grgurić-Šipka, S.,& Babak, M.. (2023). Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity. in Inorganic Chemistry Inorganic Chemistry., 62, 8188-8199. https://doi.org/10.1021/acs.inorgchem.3c00570. in Inorganic Chemistry. 2023;.
https://hdl.handle.net/21.15107/rcub_cherry_5900 .
Nikolić, Stefan, Arakelyan, Jemma, Kushnarev, Vladimir, Mutasim Alfadul, Samah, Stanković, Dalibor, Kraynik, Yaroslav, Grgurić-Šipka, Sanja, Babak, Maria, "Supplementary material for: Nikolić, S., Arakelyan, J., Kushnarev, V., Mutasim Alfadul, S., Stanković, D., Kraynik, Y., Grgurić-Šipka, S.,& Babak, M.. (2023). Coordination of Ru(II)-Arene Fragments to Dipyridophenazine 2 Ligands Leads to the Modulation of Their In Vitro and In Vivo 3 Anticancer Activity. in Inorganic Chemistry Inorganic Chemistry., 62, 8188-8199. https://doi.org/10.1021/acs.inorgchem.3c00570" in Inorganic Chemistry (2023),
https://hdl.handle.net/21.15107/rcub_cherry_5900 .

Oxorhenium(V) complexes in the drug combination study

Petrović, Tamara; Gligorijević, Nevenka; Belaj, Ferdinand; Grgurić-Šipka, Sanja; Nikolić, Stefan; Krstić, Milena; Poljarević, Jelena; Mihajlović-Lalić, Ljiljana

(Belgrade : Serbian Chemical Society, 2022)

TY  - CONF
AU  - Petrović, Tamara
AU  - Gligorijević, Nevenka
AU  - Belaj, Ferdinand
AU  - Grgurić-Šipka, Sanja
AU  - Nikolić, Stefan
AU  - Krstić, Milena
AU  - Poljarević, Jelena
AU  - Mihajlović-Lalić, Ljiljana
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5824
AB  - Rhenium complexes merit particular attention in the area of metallodrug design due to rhenium’s broad spectrum of oxidation states and consequently, the possibility to design compounds of a great structural diversity. Thus, the synthesis, chemical characterization and antitumor activity in vitro of the three Re(V) complexes is described. Novel compounds were obtained via reaction of [ReOCl3(PPh3)2] with corresponding ligands (pyridine-2-carboxylic acid, 3-methylpyridine-2-carboxylic acid and 6-methylpyridine-2-carboxylic acid) in acetonitrile at 78 °C for 3h. The complexes were fully characterized using NMR, IR, MS and elemental analysis. Their octahedral geometry with bidentate NO ligand was confirmed by X-ray diffraction analysis. Antiproliferative effect was determined by MTT assay and only the complex with pyridine-2-carboxylic acid (1) showed dose-dependent cytotoxic potential, particularly toward triple-negative breast adenocarcinoma cells MDA-MB-231 with IC50 68.90 ± 1.73 µM and pancreatic adenocarcinoma cells PANC-1 with IC50 69.8 ± 2.3 µM. Drug combination studies in PANC-1 cells with 1 and Verapamil hydrochloride (VRP) showed slight arrest of cell cycle in the S phase and also it increase its antiproliferative potential to IC50 51.4 ± 2.8 μM. Part of the research included a depletion of the glutathione (GSH) level by L-buthionine-sulfoximine (L-BSO) at sub-toxic concentrations (100 μM) in PANC-1 cells which caused an increase of activity of 1 to the IC50 57.67 ± 6.51 μM.
PB  - Belgrade : Serbian Chemical Society
PB  - Belgrade : Serbian Young Chemists’ Club
C3  - 8 th Conference of Young Chemists of Serbia Belgrade, 29th October 2022
T1  - Oxorhenium(V) complexes in the drug combination study
SP  - 81
EP  - 81
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5824
ER  - 
@conference{
author = "Petrović, Tamara and Gligorijević, Nevenka and Belaj, Ferdinand and Grgurić-Šipka, Sanja and Nikolić, Stefan and Krstić, Milena and Poljarević, Jelena and Mihajlović-Lalić, Ljiljana",
year = "2022",
abstract = "Rhenium complexes merit particular attention in the area of metallodrug design due to rhenium’s broad spectrum of oxidation states and consequently, the possibility to design compounds of a great structural diversity. Thus, the synthesis, chemical characterization and antitumor activity in vitro of the three Re(V) complexes is described. Novel compounds were obtained via reaction of [ReOCl3(PPh3)2] with corresponding ligands (pyridine-2-carboxylic acid, 3-methylpyridine-2-carboxylic acid and 6-methylpyridine-2-carboxylic acid) in acetonitrile at 78 °C for 3h. The complexes were fully characterized using NMR, IR, MS and elemental analysis. Their octahedral geometry with bidentate NO ligand was confirmed by X-ray diffraction analysis. Antiproliferative effect was determined by MTT assay and only the complex with pyridine-2-carboxylic acid (1) showed dose-dependent cytotoxic potential, particularly toward triple-negative breast adenocarcinoma cells MDA-MB-231 with IC50 68.90 ± 1.73 µM and pancreatic adenocarcinoma cells PANC-1 with IC50 69.8 ± 2.3 µM. Drug combination studies in PANC-1 cells with 1 and Verapamil hydrochloride (VRP) showed slight arrest of cell cycle in the S phase and also it increase its antiproliferative potential to IC50 51.4 ± 2.8 μM. Part of the research included a depletion of the glutathione (GSH) level by L-buthionine-sulfoximine (L-BSO) at sub-toxic concentrations (100 μM) in PANC-1 cells which caused an increase of activity of 1 to the IC50 57.67 ± 6.51 μM.",
publisher = "Belgrade : Serbian Chemical Society, Belgrade : Serbian Young Chemists’ Club",
journal = "8 th Conference of Young Chemists of Serbia Belgrade, 29th October 2022",
title = "Oxorhenium(V) complexes in the drug combination study",
pages = "81-81",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5824"
}
Petrović, T., Gligorijević, N., Belaj, F., Grgurić-Šipka, S., Nikolić, S., Krstić, M., Poljarević, J.,& Mihajlović-Lalić, L.. (2022). Oxorhenium(V) complexes in the drug combination study. in 8 th Conference of Young Chemists of Serbia Belgrade, 29th October 2022
Belgrade : Serbian Chemical Society., 81-81.
https://hdl.handle.net/21.15107/rcub_cherry_5824
Petrović T, Gligorijević N, Belaj F, Grgurić-Šipka S, Nikolić S, Krstić M, Poljarević J, Mihajlović-Lalić L. Oxorhenium(V) complexes in the drug combination study. in 8 th Conference of Young Chemists of Serbia Belgrade, 29th October 2022. 2022;:81-81.
https://hdl.handle.net/21.15107/rcub_cherry_5824 .
Petrović, Tamara, Gligorijević, Nevenka, Belaj, Ferdinand, Grgurić-Šipka, Sanja, Nikolić, Stefan, Krstić, Milena, Poljarević, Jelena, Mihajlović-Lalić, Ljiljana, "Oxorhenium(V) complexes in the drug combination study" in 8 th Conference of Young Chemists of Serbia Belgrade, 29th October 2022 (2022):81-81,
https://hdl.handle.net/21.15107/rcub_cherry_5824 .

PO-017 Oxorhenium(V) complexes in the drug combination study

Petrović, Tamara; Gligorijević, Nevenka; Belaj, Ferdinand; Grgurić-Šipka, Sanja; Nikolić, Stefan; Krstić, Milena; Poljarević, Jelena; Mihajlović-Lalić, Ljiljana

(Wien, Österreich : Nibelungengasse, 2022)

TY  - CONF
AU  - Petrović, Tamara
AU  - Gligorijević, Nevenka
AU  - Belaj, Ferdinand
AU  - Grgurić-Šipka, Sanja
AU  - Nikolić, Stefan
AU  - Krstić, Milena
AU  - Poljarević, Jelena
AU  - Mihajlović-Lalić, Ljiljana
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5865
AB  - Rhenium complexes merit particular attention in the area of metallodrug design due to rhenium’s broad spectrum of oxidation states and consequently, the possibility to design compounds of a great structural diversity. Thus, the synthesis, chemical characterization and antitumor activity in vitro of the three Re(V) complexes is described. Novel compounds were obtained via reaction of [ReOCl3(PPh3)2] with corresponding ligands (pyridine-2-carboxylic acid, 3-methylpyridine-2-carboxylic acid and 6-methylpyridine- 2-carboxylic acid) in acetonitrile at 78 °C for 3h. The complexes were fully characterized using NMR, IR, MS and elemental analysis. Their octahedral geometry with bidentate N^O ligand was confirmed by X-ray diffraction analysis. Antiproliferative effect was determined by MTT assay and only the complex with pyridine-2-carboxylic acid (1) showed dose-dependent cytotoxic potential, particularly toward triple-negative breast adenocarcinoma cells MDA-MB-231 with IC50 68.90 ±
1.73 μM and pancreatic adenocarcinoma cells PANC-1 with IC50 69.8 ± 2.3 μM. Drug combination studies in PANC-1 cells with 1 and Verapamil hydrochloride (VRP) showed slight arrest of cell cycle in the S phase and also it increase its antiproliferative potential to IC50 51.4 ± 2.8 μM. Part of the research included a depletion of the glutathione (GSH) level by L-buthionine-sulfoximine (L-BSO) at sub-toxic concentrations (100 μM) in PANC-1 cells which caused an increase of activity of 1 to the IC50 57.67 ± 6.51 μM.
PB  - Wien, Österreich : Nibelungengasse
C3  - Österreichische Chemische Gesellschaft, September 20, 22, 2022, Vienna, Austria
T1  - PO-017 Oxorhenium(V) complexes in the drug combination study
SP  - 90
EP  - 90
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5865
ER  - 
@conference{
author = "Petrović, Tamara and Gligorijević, Nevenka and Belaj, Ferdinand and Grgurić-Šipka, Sanja and Nikolić, Stefan and Krstić, Milena and Poljarević, Jelena and Mihajlović-Lalić, Ljiljana",
year = "2022",
abstract = "Rhenium complexes merit particular attention in the area of metallodrug design due to rhenium’s broad spectrum of oxidation states and consequently, the possibility to design compounds of a great structural diversity. Thus, the synthesis, chemical characterization and antitumor activity in vitro of the three Re(V) complexes is described. Novel compounds were obtained via reaction of [ReOCl3(PPh3)2] with corresponding ligands (pyridine-2-carboxylic acid, 3-methylpyridine-2-carboxylic acid and 6-methylpyridine- 2-carboxylic acid) in acetonitrile at 78 °C for 3h. The complexes were fully characterized using NMR, IR, MS and elemental analysis. Their octahedral geometry with bidentate N^O ligand was confirmed by X-ray diffraction analysis. Antiproliferative effect was determined by MTT assay and only the complex with pyridine-2-carboxylic acid (1) showed dose-dependent cytotoxic potential, particularly toward triple-negative breast adenocarcinoma cells MDA-MB-231 with IC50 68.90 ±
1.73 μM and pancreatic adenocarcinoma cells PANC-1 with IC50 69.8 ± 2.3 μM. Drug combination studies in PANC-1 cells with 1 and Verapamil hydrochloride (VRP) showed slight arrest of cell cycle in the S phase and also it increase its antiproliferative potential to IC50 51.4 ± 2.8 μM. Part of the research included a depletion of the glutathione (GSH) level by L-buthionine-sulfoximine (L-BSO) at sub-toxic concentrations (100 μM) in PANC-1 cells which caused an increase of activity of 1 to the IC50 57.67 ± 6.51 μM.",
publisher = "Wien, Österreich : Nibelungengasse",
journal = "Österreichische Chemische Gesellschaft, September 20, 22, 2022, Vienna, Austria",
title = "PO-017 Oxorhenium(V) complexes in the drug combination study",
pages = "90-90",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5865"
}
Petrović, T., Gligorijević, N., Belaj, F., Grgurić-Šipka, S., Nikolić, S., Krstić, M., Poljarević, J.,& Mihajlović-Lalić, L.. (2022). PO-017 Oxorhenium(V) complexes in the drug combination study. in Österreichische Chemische Gesellschaft, September 20, 22, 2022, Vienna, Austria
Wien, Österreich : Nibelungengasse., 90-90.
https://hdl.handle.net/21.15107/rcub_cherry_5865
Petrović T, Gligorijević N, Belaj F, Grgurić-Šipka S, Nikolić S, Krstić M, Poljarević J, Mihajlović-Lalić L. PO-017 Oxorhenium(V) complexes in the drug combination study. in Österreichische Chemische Gesellschaft, September 20, 22, 2022, Vienna, Austria. 2022;:90-90.
https://hdl.handle.net/21.15107/rcub_cherry_5865 .
Petrović, Tamara, Gligorijević, Nevenka, Belaj, Ferdinand, Grgurić-Šipka, Sanja, Nikolić, Stefan, Krstić, Milena, Poljarević, Jelena, Mihajlović-Lalić, Ljiljana, "PO-017 Oxorhenium(V) complexes in the drug combination study" in Österreichische Chemische Gesellschaft, September 20, 22, 2022, Vienna, Austria (2022):90-90,
https://hdl.handle.net/21.15107/rcub_cherry_5865 .

Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp.

Tomić, Katarina; Šokarda Slavić, Marinela; Kojić, Milan; Stanisavljević, Nemanja S.; Nikolić, Stefan; Vujčić, Zoran

(University of Belgrade - Faculty of Chemistry, 2022)

TY  - CONF
AU  - Tomić, Katarina
AU  - Šokarda Slavić, Marinela
AU  - Kojić, Milan
AU  - Stanisavljević, Nemanja S.
AU  - Nikolić, Stefan
AU  - Vujčić, Zoran
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5863
AB  - One of the most abundant natural polymers with multidimensional and multifaceted application is starch. Due to energy fuel sustainability concern, the world is focusing on renewable energy including energy from renewable biological materials like starch1. The importance of the enzymatic hydrolysis of granular starch below the temperature of gelatinization has been well recognized, mainly due to energy savings and the effective utilization of biomass, which reduces the overall cost of starch processing2. A new α-amylase gene (Amy35) was cloned from newly isolated thermophilic Anoxybacillus sp. ST4 and expressed in Escherichia coli. The purified recombinant α-amylase had an wide pH optimum range from 4.5 to 8.5 and optimum temperature of 75°C. The enzyme retained 95% of its activity after 3h of incubation at 50 and 60°C. Hydrolysis rates of potato, horseradish and corn starches, at 1% concentration were 20, 70 and 65%, respectively, in a period of 16 h. Analysis of the enzyme properties proved its high efficacy for the digestion of diverse raw starches below gelatinization temperature and, therefore, its potential commercial value for use as an industrial enzyme.
PB  - University of Belgrade - Faculty of Chemistry
PB  - Belgrade : Serbian Biochemical Society
C3  - Serbian Biochemical Society Eleventh Conference: Scientific meeting of an international character “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia
T1  - Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp.
SP  - 147
EP  - 147
UR  - https://hdl.handle.net/21.15107/rcub_cer_5917
ER  - 
@conference{
author = "Tomić, Katarina and Šokarda Slavić, Marinela and Kojić, Milan and Stanisavljević, Nemanja S. and Nikolić, Stefan and Vujčić, Zoran",
year = "2022",
abstract = "One of the most abundant natural polymers with multidimensional and multifaceted application is starch. Due to energy fuel sustainability concern, the world is focusing on renewable energy including energy from renewable biological materials like starch1. The importance of the enzymatic hydrolysis of granular starch below the temperature of gelatinization has been well recognized, mainly due to energy savings and the effective utilization of biomass, which reduces the overall cost of starch processing2. A new α-amylase gene (Amy35) was cloned from newly isolated thermophilic Anoxybacillus sp. ST4 and expressed in Escherichia coli. The purified recombinant α-amylase had an wide pH optimum range from 4.5 to 8.5 and optimum temperature of 75°C. The enzyme retained 95% of its activity after 3h of incubation at 50 and 60°C. Hydrolysis rates of potato, horseradish and corn starches, at 1% concentration were 20, 70 and 65%, respectively, in a period of 16 h. Analysis of the enzyme properties proved its high efficacy for the digestion of diverse raw starches below gelatinization temperature and, therefore, its potential commercial value for use as an industrial enzyme.",
publisher = "University of Belgrade - Faculty of Chemistry, Belgrade : Serbian Biochemical Society",
journal = "Serbian Biochemical Society Eleventh Conference: Scientific meeting of an international character “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia",
title = "Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp.",
pages = "147-147",
url = "https://hdl.handle.net/21.15107/rcub_cer_5917"
}
Tomić, K., Šokarda Slavić, M., Kojić, M., Stanisavljević, N. S., Nikolić, S.,& Vujčić, Z.. (2022). Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp.. in Serbian Biochemical Society Eleventh Conference: Scientific meeting of an international character “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia
University of Belgrade - Faculty of Chemistry., 147-147.
https://hdl.handle.net/21.15107/rcub_cer_5917
Tomić K, Šokarda Slavić M, Kojić M, Stanisavljević NS, Nikolić S, Vujčić Z. Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp.. in Serbian Biochemical Society Eleventh Conference: Scientific meeting of an international character “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia. 2022;:147-147.
https://hdl.handle.net/21.15107/rcub_cer_5917 .
Tomić, Katarina, Šokarda Slavić, Marinela, Kojić, Milan, Stanisavljević, Nemanja S., Nikolić, Stefan, Vujčić, Zoran, "Cloning and characterization of new raw starch digestion α-amylase from thermophilic Anoxybacillus sp." in Serbian Biochemical Society Eleventh Conference: Scientific meeting of an international character “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia (2022):147-147,
https://hdl.handle.net/21.15107/rcub_cer_5917 .

Influence of Ru(II) complex on possible pathways of apoptosis in K562 leukemia cells

Krstić, Milena; Santibanez, J; Poljarević, Jelena; Nikolić, Stefan; Grgurić-Šipka, Sanja; Borozan, Sunčica

(Belgrade : Serbian Chemical Society, 2022)

TY  - CONF
AU  - Krstić, Milena
AU  - Santibanez, J
AU  - Poljarević, Jelena
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
AU  - Borozan, Sunčica
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5823
AB  - Ruthenium complexes are of significant interest in the treatment of malignancies. Ru(II)
complexes with N-alkylphenothiazines (chlorpromazine, trifluoperazine, and thioridazine)
were used in the study of possible apoptosis pathways in K562 cells.
Spectrophotometrically extracellular LDH was quantified and immunochemical expression
of COX-2, t-JNK, p-JNK and -actin after SDS electrophoresis was determined. The
Ru(II) complex with trifluoperazine at a concentration of 10 μM reduced t-JNK
expression, inhibited COX-2 by about 42%, significantly increased the amount of
extracellular LDH compared to the untreated K562 cells and thus confirmed apoptosis.
AB  - U cilju pronalaženja adekvatne terapije u lečenju maligniteta kompleksi rutenijuma
pokazali su zavidan potencijal. Kompleksi Ru(II) sa N-alkilfenotiazinima,
hlorpromazinom, trifluoperazinom i tioridazinom, korišćeni su u ispitivanju mogućih
puteva apoptoze u K562 ćelijama. Ispitivana je spektrofotometrijski ekstracelularna LDH,
ekspresija COX-2, t-JNK, p-JNK i β-aktina imunohemijski nakon SDS elektroforeze.
Kompleks Ru(II) sa trifluoperazinom u koncentraciji od 10 µM smanjuje ekspresiju t-JNK,
inhibira COX-2 oko 42%, značajno povećava količinu ekstracelularne LDH u odnosu na
netretirane K562 ćelije i time potvrdjuje apoptozu ovih ćelija.
PB  - Belgrade : Serbian Chemical Society
C3  - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings
T1  - Influence of Ru(II) complex on possible pathways of apoptosis in K562 leukemia cells
T1  - Uticaj kompleksa Ru(II) na moguće puteve apoptoze u K562 ćelijama leukemije
SP  - 89
EP  - 89
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5823
ER  - 
@conference{
author = "Krstić, Milena and Santibanez, J and Poljarević, Jelena and Nikolić, Stefan and Grgurić-Šipka, Sanja and Borozan, Sunčica",
year = "2022",
abstract = "Ruthenium complexes are of significant interest in the treatment of malignancies. Ru(II)
complexes with N-alkylphenothiazines (chlorpromazine, trifluoperazine, and thioridazine)
were used in the study of possible apoptosis pathways in K562 cells.
Spectrophotometrically extracellular LDH was quantified and immunochemical expression
of COX-2, t-JNK, p-JNK and -actin after SDS electrophoresis was determined. The
Ru(II) complex with trifluoperazine at a concentration of 10 μM reduced t-JNK
expression, inhibited COX-2 by about 42%, significantly increased the amount of
extracellular LDH compared to the untreated K562 cells and thus confirmed apoptosis., U cilju pronalaženja adekvatne terapije u lečenju maligniteta kompleksi rutenijuma
pokazali su zavidan potencijal. Kompleksi Ru(II) sa N-alkilfenotiazinima,
hlorpromazinom, trifluoperazinom i tioridazinom, korišćeni su u ispitivanju mogućih
puteva apoptoze u K562 ćelijama. Ispitivana je spektrofotometrijski ekstracelularna LDH,
ekspresija COX-2, t-JNK, p-JNK i β-aktina imunohemijski nakon SDS elektroforeze.
Kompleks Ru(II) sa trifluoperazinom u koncentraciji od 10 µM smanjuje ekspresiju t-JNK,
inhibira COX-2 oko 42%, značajno povećava količinu ekstracelularne LDH u odnosu na
netretirane K562 ćelije i time potvrdjuje apoptozu ovih ćelija.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings",
title = "Influence of Ru(II) complex on possible pathways of apoptosis in K562 leukemia cells, Uticaj kompleksa Ru(II) na moguće puteve apoptoze u K562 ćelijama leukemije",
pages = "89-89",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5823"
}
Krstić, M., Santibanez, J., Poljarević, J., Nikolić, S., Grgurić-Šipka, S.,& Borozan, S.. (2022). Influence of Ru(II) complex on possible pathways of apoptosis in K562 leukemia cells. in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings
Belgrade : Serbian Chemical Society., 89-89.
https://hdl.handle.net/21.15107/rcub_cherry_5823
Krstić M, Santibanez J, Poljarević J, Nikolić S, Grgurić-Šipka S, Borozan S. Influence of Ru(II) complex on possible pathways of apoptosis in K562 leukemia cells. in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings. 2022;:89-89.
https://hdl.handle.net/21.15107/rcub_cherry_5823 .
Krstić, Milena, Santibanez, J, Poljarević, Jelena, Nikolić, Stefan, Grgurić-Šipka, Sanja, Borozan, Sunčica, "Influence of Ru(II) complex on possible pathways of apoptosis in K562 leukemia cells" in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings (2022):89-89,
https://hdl.handle.net/21.15107/rcub_cherry_5823 .

Ru(II) bipyridine complexes with acetylpyridine analogues spectral and electrochemical characterization

Mihajlović-Lalić, Ljiljana; Poljarević, Jelena; Nikolić, Stefan; Petrović, Tamara; Stanković, Dalibor; Grgurić-Šipka, Sanja

(Belgrade : Serbian Chemical Society, 2022)

TY  - CONF
AU  - Mihajlović-Lalić, Ljiljana
AU  - Poljarević, Jelena
AU  - Nikolić, Stefan
AU  - Petrović, Tamara
AU  - Stanković, Dalibor
AU  - Grgurić-Šipka, Sanja
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5822
AB  - The versatile chemistry of ruthenium complexes involves thousands of compounds aimed
for different applications related to e.g. homogenous catalysis, cancer therapy, tumor
diagnosis, and advanced materials.1 Thus, the synthesis and full (electro)chemical
characterization of three new Ru(II) complexes carrying acetylpyridine (acpy) ligand unitis
is described. The complexes were obtained via reaction of three ligand equivalents (2-, 3-,
and 4-acpy) with an equimolar amount of metal precursor, [RuCl2(bpy)2] in methanol.
After the overnight reflux, the reaction mixture was left to cool when equimolar amount of
NH4PF6 was added. The products were isolated in a form of dark red powder. The
complexes were characterized by IR, NMR and MS revealing bidentate coordination of 2-
acpy and monodentate binding of 3- and 4-acpy. Their electrochemical profile was studied
by cyclic voltammetry which confirmed rich redox chemistry.
AB  - Raznovrsna hemija kompleksa rutenijuma obuhvata hiljade jedinjenja namenjenih za
različite primene, npr. homogenu katalizu, terapiju kancera, dijagnozu tumora i moderne
materijale.1
 S tim u vezi se opisuje sinteza i kompletna (elektro)hemijska karakterizacija tri
nova Ru(II) kompleksa sa acetilpiridinskim ligandom (acpy). Kompleksi su dobijeni
reakcijom tri ekvivalenta liganda (2-, 3-, i 4-acpy) sa ekvimolarnom količinom prekursora
metala, [RuCl2(bpy)2] u metanolu. Nakon refluksa preko noći, reakciona smeša je
ostavljena da se ohladi kad je dodata ekvimolarna količina NH4PF6. Produkti su izolovani
u obliku tamnocrvenog praha. Kompleksi su okarakterisani IC, NMR i MS pokazujući
bidentatnu koordinaciju 2-acpy i monodentatno vezivanje 3- i 4-acpy. Njihov
elektrohemijski profil je ispitan cikličnom voltametrijom koja je potvrdila bogatu redoks
hemiju.
PB  - Belgrade : Serbian Chemical Society
C3  - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings
T1  - Ru(II) bipyridine complexes with acetylpyridine analogues spectral and electrochemical characterization
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5822
ER  - 
@conference{
author = "Mihajlović-Lalić, Ljiljana and Poljarević, Jelena and Nikolić, Stefan and Petrović, Tamara and Stanković, Dalibor and Grgurić-Šipka, Sanja",
year = "2022",
abstract = "The versatile chemistry of ruthenium complexes involves thousands of compounds aimed
for different applications related to e.g. homogenous catalysis, cancer therapy, tumor
diagnosis, and advanced materials.1 Thus, the synthesis and full (electro)chemical
characterization of three new Ru(II) complexes carrying acetylpyridine (acpy) ligand unitis
is described. The complexes were obtained via reaction of three ligand equivalents (2-, 3-,
and 4-acpy) with an equimolar amount of metal precursor, [RuCl2(bpy)2] in methanol.
After the overnight reflux, the reaction mixture was left to cool when equimolar amount of
NH4PF6 was added. The products were isolated in a form of dark red powder. The
complexes were characterized by IR, NMR and MS revealing bidentate coordination of 2-
acpy and monodentate binding of 3- and 4-acpy. Their electrochemical profile was studied
by cyclic voltammetry which confirmed rich redox chemistry., Raznovrsna hemija kompleksa rutenijuma obuhvata hiljade jedinjenja namenjenih za
različite primene, npr. homogenu katalizu, terapiju kancera, dijagnozu tumora i moderne
materijale.1
 S tim u vezi se opisuje sinteza i kompletna (elektro)hemijska karakterizacija tri
nova Ru(II) kompleksa sa acetilpiridinskim ligandom (acpy). Kompleksi su dobijeni
reakcijom tri ekvivalenta liganda (2-, 3-, i 4-acpy) sa ekvimolarnom količinom prekursora
metala, [RuCl2(bpy)2] u metanolu. Nakon refluksa preko noći, reakciona smeša je
ostavljena da se ohladi kad je dodata ekvimolarna količina NH4PF6. Produkti su izolovani
u obliku tamnocrvenog praha. Kompleksi su okarakterisani IC, NMR i MS pokazujući
bidentatnu koordinaciju 2-acpy i monodentatno vezivanje 3- i 4-acpy. Njihov
elektrohemijski profil je ispitan cikličnom voltametrijom koja je potvrdila bogatu redoks
hemiju.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings",
title = "Ru(II) bipyridine complexes with acetylpyridine analogues spectral and electrochemical characterization",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5822"
}
Mihajlović-Lalić, L., Poljarević, J., Nikolić, S., Petrović, T., Stanković, D.,& Grgurić-Šipka, S.. (2022). Ru(II) bipyridine complexes with acetylpyridine analogues spectral and electrochemical characterization. in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings
Belgrade : Serbian Chemical Society..
https://hdl.handle.net/21.15107/rcub_cherry_5822
Mihajlović-Lalić L, Poljarević J, Nikolić S, Petrović T, Stanković D, Grgurić-Šipka S. Ru(II) bipyridine complexes with acetylpyridine analogues spectral and electrochemical characterization. in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_5822 .
Mihajlović-Lalić, Ljiljana, Poljarević, Jelena, Nikolić, Stefan, Petrović, Tamara, Stanković, Dalibor, Grgurić-Šipka, Sanja, "Ru(II) bipyridine complexes with acetylpyridine analogues spectral and electrochemical characterization" in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings (2022),
https://hdl.handle.net/21.15107/rcub_cherry_5822 .

Production and application of pectinases in the liquefaction of apricot and blueberry juice

Pavlović, Marija; Margetić, Aleksandra; Šokarda Slavić, Marinela; Ristović, Marina; Pavlović, Ratko; Nikolić, Stefan; Vujčić, Zoran

(University of Belgrade - Faculty of Chemistry, 2022)

TY  - CONF
AU  - Pavlović, Marija
AU  - Margetić, Aleksandra
AU  - Šokarda Slavić, Marinela
AU  - Ristović, Marina
AU  - Pavlović, Ratko
AU  - Nikolić, Stefan
AU  - Vujčić, Zoran
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5862
AB  - Pectinases are widely used in the fruit juice industry for clarification, liquefaction and stabilization of juices1. One of the biggest problems in the production of fruit juices is the turbidity of the juice, which is mainly caused by the presence of pectin polysaccharides. Therefore, pectinase is used in juice clarification, which breaks down the pectin structure and reduces unwanted cloudiness and sediment2. In this work, the production of pectinases was optimized by solid state fermentation using Aspergillus tubingensis strain, which proved to be an efficient producer of these enzymes. Statistical method Design of Experiment was used to optimize the medium and conditions for enzyme production. The total pectinase activity obtained was determined by the DNS method (47 U/mL). Endo-pectinases activity is determined by reduction of viscosity of pectin solutions. The resulting complex of pectinase enzymes was used for the liquefaction of apricot and blueberry pulp, with a juice yield of 72% and 81%, respectively. Also, apricot juice treated with enzymes was clarified by 77% compared to juice that was not treated with enzymes. Blueberry juice obtained after treatment with pectinase enzymes has a higher antioxidant activity than the untreated juice, as determined by the DPPH assay.
PB  - University of Belgrade - Faculty of Chemistry
PB  - Belgrade : Serbian Biochemical Society
C3  - Serbian Biochemical Society Eleventh Conference: Scientific meeting of an international character  “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia
T1  - Production and application of pectinases in the liquefaction of apricot and blueberry juice
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5862
ER  - 
@conference{
author = "Pavlović, Marija and Margetić, Aleksandra and Šokarda Slavić, Marinela and Ristović, Marina and Pavlović, Ratko and Nikolić, Stefan and Vujčić, Zoran",
year = "2022",
abstract = "Pectinases are widely used in the fruit juice industry for clarification, liquefaction and stabilization of juices1. One of the biggest problems in the production of fruit juices is the turbidity of the juice, which is mainly caused by the presence of pectin polysaccharides. Therefore, pectinase is used in juice clarification, which breaks down the pectin structure and reduces unwanted cloudiness and sediment2. In this work, the production of pectinases was optimized by solid state fermentation using Aspergillus tubingensis strain, which proved to be an efficient producer of these enzymes. Statistical method Design of Experiment was used to optimize the medium and conditions for enzyme production. The total pectinase activity obtained was determined by the DNS method (47 U/mL). Endo-pectinases activity is determined by reduction of viscosity of pectin solutions. The resulting complex of pectinase enzymes was used for the liquefaction of apricot and blueberry pulp, with a juice yield of 72% and 81%, respectively. Also, apricot juice treated with enzymes was clarified by 77% compared to juice that was not treated with enzymes. Blueberry juice obtained after treatment with pectinase enzymes has a higher antioxidant activity than the untreated juice, as determined by the DPPH assay.",
publisher = "University of Belgrade - Faculty of Chemistry, Belgrade : Serbian Biochemical Society",
journal = "Serbian Biochemical Society Eleventh Conference: Scientific meeting of an international character  “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia",
title = "Production and application of pectinases in the liquefaction of apricot and blueberry juice",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5862"
}
Pavlović, M., Margetić, A., Šokarda Slavić, M., Ristović, M., Pavlović, R., Nikolić, S.,& Vujčić, Z.. (2022). Production and application of pectinases in the liquefaction of apricot and blueberry juice. in Serbian Biochemical Society Eleventh Conference: Scientific meeting of an international character  “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia
University of Belgrade - Faculty of Chemistry..
https://hdl.handle.net/21.15107/rcub_cherry_5862
Pavlović M, Margetić A, Šokarda Slavić M, Ristović M, Pavlović R, Nikolić S, Vujčić Z. Production and application of pectinases in the liquefaction of apricot and blueberry juice. in Serbian Biochemical Society Eleventh Conference: Scientific meeting of an international character  “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_5862 .
Pavlović, Marija, Margetić, Aleksandra, Šokarda Slavić, Marinela, Ristović, Marina, Pavlović, Ratko, Nikolić, Stefan, Vujčić, Zoran, "Production and application of pectinases in the liquefaction of apricot and blueberry juice" in Serbian Biochemical Society Eleventh Conference: Scientific meeting of an international character  “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia (2022),
https://hdl.handle.net/21.15107/rcub_cherry_5862 .

Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA

Margetić, Aleksandra; Nikolić, Stefan; Grgurić-Šipka, Sanja; Vujčić, Miroslava

(2022)

TY  - JOUR
AU  - Margetić, Aleksandra
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
AU  - Vujčić, Miroslava
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5859
AB  - The interaction of four arene ruthenium
complexes [(η6-p-cymene)Ru(Me2dppz)Cl]PF6 (1)
with Me2dppz
= 11,12-dimethyldipyrido[3,2-a:2′,3′-c]
phenazine, [(η6-p-cymene)Ru(aip)Cl]PF6 (2) with
aip = 2-(9-anthryl)-1H-imidazo[4,5-f][1,10] phenanthroline),
([(ƞ6-toluene)Ru(ppf)Cl]PF6) (3) and ([(ƞ6-pcymene)
Ru(ppf)Cl]PF6) (4) with ppf = pyrido[2′,3′:5,6]
pyrazino[2,3-f][1,10]phenanthroline with calf thymus
DNA were investigated. All of four complexes exhibit
DNA-binding activity. UV–Vis spectroscopic studies
revealed the intrinsic binding constants of the order
104
M−
1 of magnitude, indicating non-intercalative
mode. Fluorescence quenching analysis showed that all
complexes interfere with intercalator ethidium bromide
and minor groove binder Hoechst 33258 by a singular
non-intercalative mode with extent that differs by two
orders of magnitude. Gel electrophoresis results on DNA cleavage assay demonstrated that all complexes
produced conformational changes of supercoiled
circular plasmid pUC19 in concentration dependent
way. The results of fluorescence titration bovine
serum albumin by 1, 2, 3 and 4 showed that all complexes
significantly quench tryptophan residues fluorescence
through a static quenching mechanism. The
antimicrobial activity against both Gram-positive and
Gram-negative bacteria analyzed. Complex 1 was most
active, even on Escherichia coli was more active than
positive control compound.
T2  - Biometals
T1  - Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA
VL  - 35
SP  - 813
EP  - 829
DO  - 10.1007/s10534-022-00404-6
ER  - 
@article{
author = "Margetić, Aleksandra and Nikolić, Stefan and Grgurić-Šipka, Sanja and Vujčić, Miroslava",
year = "2022",
abstract = "The interaction of four arene ruthenium
complexes [(η6-p-cymene)Ru(Me2dppz)Cl]PF6 (1)
with Me2dppz
= 11,12-dimethyldipyrido[3,2-a:2′,3′-c]
phenazine, [(η6-p-cymene)Ru(aip)Cl]PF6 (2) with
aip = 2-(9-anthryl)-1H-imidazo[4,5-f][1,10] phenanthroline),
([(ƞ6-toluene)Ru(ppf)Cl]PF6) (3) and ([(ƞ6-pcymene)
Ru(ppf)Cl]PF6) (4) with ppf = pyrido[2′,3′:5,6]
pyrazino[2,3-f][1,10]phenanthroline with calf thymus
DNA were investigated. All of four complexes exhibit
DNA-binding activity. UV–Vis spectroscopic studies
revealed the intrinsic binding constants of the order
104
M−
1 of magnitude, indicating non-intercalative
mode. Fluorescence quenching analysis showed that all
complexes interfere with intercalator ethidium bromide
and minor groove binder Hoechst 33258 by a singular
non-intercalative mode with extent that differs by two
orders of magnitude. Gel electrophoresis results on DNA cleavage assay demonstrated that all complexes
produced conformational changes of supercoiled
circular plasmid pUC19 in concentration dependent
way. The results of fluorescence titration bovine
serum albumin by 1, 2, 3 and 4 showed that all complexes
significantly quench tryptophan residues fluorescence
through a static quenching mechanism. The
antimicrobial activity against both Gram-positive and
Gram-negative bacteria analyzed. Complex 1 was most
active, even on Escherichia coli was more active than
positive control compound.",
journal = "Biometals",
title = "Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA",
volume = "35",
pages = "813-829",
doi = "10.1007/s10534-022-00404-6"
}
Margetić, A., Nikolić, S., Grgurić-Šipka, S.,& Vujčić, M.. (2022). Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA. in Biometals, 35, 813-829.
https://doi.org/10.1007/s10534-022-00404-6
Margetić A, Nikolić S, Grgurić-Šipka S, Vujčić M. Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA. in Biometals. 2022;35:813-829.
doi:10.1007/s10534-022-00404-6 .
Margetić, Aleksandra, Nikolić, Stefan, Grgurić-Šipka, Sanja, Vujčić, Miroslava, "Interaction of organoruthenium(II)-polypyridyl complexes with DNA and BSA" in Biometals, 35 (2022):813-829,
https://doi.org/10.1007/s10534-022-00404-6 . .
1
1
1

Antimicrobial potency of Ru(II) arene based pyridil complexes

Nikolić, Stefan; Dimitrijević, Marija; Poljarević, Jelena; Mihajlović-Lalić, Ljiljana; Grgurić-Šipka, Sanja

(Belgrade : Faculty of Chemistry, 2022)

TY  - CONF
AU  - Nikolić, Stefan
AU  - Dimitrijević, Marija
AU  - Poljarević, Jelena
AU  - Mihajlović-Lalić, Ljiljana
AU  - Grgurić-Šipka, Sanja
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5821
AB  - Discover a new class of ruthenium-based complexes that were investigated as potential antimicrobial agents: dinuclear polypyridil ruthenium(II) complexes exhibited excellent growth inhibition, and Ru(II) arene complexes with acetyl pyridine ligands exhibited moderate antimicrobial activity in the panel of bacteria1. Here we have synthesized 14 new Ru(II) arene complexes with pyridine-based ligands and examined their antimicrobial potency, trying to correlate their structure and biological activity. Reported complexes were obtained in a reaction of [Ru(η6-benzene)Cl(μ-Cl)]2 or [Ru(η6-toluene)Cl(μ-Cl)]2 with halogen derivatives of picolinic acid or pyridine dicarboxylic acids in a 1:2 molar ratio in ethanol. The complexes were soluble in DMSO and water. Their structural characterization included IR and NMR spectroscopy and MS spectrometry, and purity was confirmed by elemental analysis. In this report, we demonstrate the activities of these novel compounds against six typical gram-negative and two gram-positive bacteria. A micro-well dilution assay was used to determine the minimum inhibitory concentration (MIC), and minimum bactericidal concentration. Streptomycin and chloramphenicol, commercial antibiotics, were used as a positive control. The best activity of all tested bacteria was observed against E. coli, with a MIC value of 1.25 mg/mL, for C3, C6, and C10 complexes. Also, all synthesized complexes showed the same activity against C. albicans.
PB  - Belgrade : Faculty of Chemistry
C3  - Serbian Biochemical Society Eleventh Conference “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia
T1  - Antimicrobial potency of Ru(II) arene based pyridil complexes
SP  - 110
EP  - 110
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5821
ER  - 
@conference{
author = "Nikolić, Stefan and Dimitrijević, Marija and Poljarević, Jelena and Mihajlović-Lalić, Ljiljana and Grgurić-Šipka, Sanja",
year = "2022",
abstract = "Discover a new class of ruthenium-based complexes that were investigated as potential antimicrobial agents: dinuclear polypyridil ruthenium(II) complexes exhibited excellent growth inhibition, and Ru(II) arene complexes with acetyl pyridine ligands exhibited moderate antimicrobial activity in the panel of bacteria1. Here we have synthesized 14 new Ru(II) arene complexes with pyridine-based ligands and examined their antimicrobial potency, trying to correlate their structure and biological activity. Reported complexes were obtained in a reaction of [Ru(η6-benzene)Cl(μ-Cl)]2 or [Ru(η6-toluene)Cl(μ-Cl)]2 with halogen derivatives of picolinic acid or pyridine dicarboxylic acids in a 1:2 molar ratio in ethanol. The complexes were soluble in DMSO and water. Their structural characterization included IR and NMR spectroscopy and MS spectrometry, and purity was confirmed by elemental analysis. In this report, we demonstrate the activities of these novel compounds against six typical gram-negative and two gram-positive bacteria. A micro-well dilution assay was used to determine the minimum inhibitory concentration (MIC), and minimum bactericidal concentration. Streptomycin and chloramphenicol, commercial antibiotics, were used as a positive control. The best activity of all tested bacteria was observed against E. coli, with a MIC value of 1.25 mg/mL, for C3, C6, and C10 complexes. Also, all synthesized complexes showed the same activity against C. albicans.",
publisher = "Belgrade : Faculty of Chemistry",
journal = "Serbian Biochemical Society Eleventh Conference “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia",
title = "Antimicrobial potency of Ru(II) arene based pyridil complexes",
pages = "110-110",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5821"
}
Nikolić, S., Dimitrijević, M., Poljarević, J., Mihajlović-Lalić, L.,& Grgurić-Šipka, S.. (2022). Antimicrobial potency of Ru(II) arene based pyridil complexes. in Serbian Biochemical Society Eleventh Conference “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia
Belgrade : Faculty of Chemistry., 110-110.
https://hdl.handle.net/21.15107/rcub_cherry_5821
Nikolić S, Dimitrijević M, Poljarević J, Mihajlović-Lalić L, Grgurić-Šipka S. Antimicrobial potency of Ru(II) arene based pyridil complexes. in Serbian Biochemical Society Eleventh Conference “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia. 2022;:110-110.
https://hdl.handle.net/21.15107/rcub_cherry_5821 .
Nikolić, Stefan, Dimitrijević, Marija, Poljarević, Jelena, Mihajlović-Lalić, Ljiljana, Grgurić-Šipka, Sanja, "Antimicrobial potency of Ru(II) arene based pyridil complexes" in Serbian Biochemical Society Eleventh Conference “Amazing Biochemistry”, September 22nd and 23rd, 2022, Novi Sad, Serbia (2022):110-110,
https://hdl.handle.net/21.15107/rcub_cherry_5821 .

The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c

Stanić-Vučinić, Dragana; Nikolić, Stefan; Vlajić, Katarina; Radomirović, Mirjana Ž.; Mihailović, Jelena; Ćirković-Veličković, Tanja; Grgurić-Šipka, Sanja

(Springer, 2020)

TY  - JOUR
AU  - Stanić-Vučinić, Dragana
AU  - Nikolić, Stefan
AU  - Vlajić, Katarina
AU  - Radomirović, Mirjana Ž.
AU  - Mihailović, Jelena
AU  - Ćirković-Veličković, Tanja
AU  - Grgurić-Šipka, Sanja
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3859
AB  - The reactions of four cymene-capped ruthenium(II) compounds with pro-apaptotic protein, cytochrome c (Cyt), and anti-proliferating protein lysozyme (Ly) in carbonate buffer were investigated by ESI-MS, UV–Vis absorption and CD spectroscopy. The complexes with two chloride ligands (C2 and C3) were more reactive toward proteins than those with only one (C1 and C4), and the complex with S,N-chelating ligand (C4) was less reactive than one with O,N-chelating ligand (C1). Dehalogenated complexes are most likely species initially coordinating proteins for all tested complexes. During the time, protein adducts vividly exchanged non-arene organic ligand L with CO32- and OH-, while cymene moiety was retained. In water, only dehalogenated adducts were identified suggesting that in vivo, in the presence of various anions, dynamic ligand exchange could generate different intermediate protein species. Although all complexes reduced Cyt, the reduction was not dependent on their reactivity to protein, implying that initially noncovalent binding to Cyt occures, causing its reduction, followed by coordination to protein. Cyt reduction was accompanied with rupture of ferro-Met 80 and occupation of this hem coordination site by a histidine His-33/26. Therefore, in Cyt with C2 and C3 less intensive reduction of hem iron leave more unoccupied target residues for Ru coordination, leading to more efficient formation of covalent adducts, in comparison to C1 and C4. This study contribute to development of new protein-targeted Ru(II) cymene complexes, and to design of new cancer therapies based on targeted delivery of Ru(II) arene complexes bound on pro-apoptotic/anti-proliferating proteins as vehicles.
PB  - Springer
T2  - Journal of Biological Inorganic Chemistry
T1  - The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c
VL  - 25
IS  - 2
SP  - 253
EP  - 265
DO  - 10.1007/s00775-020-01758-3
ER  - 
@article{
author = "Stanić-Vučinić, Dragana and Nikolić, Stefan and Vlajić, Katarina and Radomirović, Mirjana Ž. and Mihailović, Jelena and Ćirković-Veličković, Tanja and Grgurić-Šipka, Sanja",
year = "2020",
abstract = "The reactions of four cymene-capped ruthenium(II) compounds with pro-apaptotic protein, cytochrome c (Cyt), and anti-proliferating protein lysozyme (Ly) in carbonate buffer were investigated by ESI-MS, UV–Vis absorption and CD spectroscopy. The complexes with two chloride ligands (C2 and C3) were more reactive toward proteins than those with only one (C1 and C4), and the complex with S,N-chelating ligand (C4) was less reactive than one with O,N-chelating ligand (C1). Dehalogenated complexes are most likely species initially coordinating proteins for all tested complexes. During the time, protein adducts vividly exchanged non-arene organic ligand L with CO32- and OH-, while cymene moiety was retained. In water, only dehalogenated adducts were identified suggesting that in vivo, in the presence of various anions, dynamic ligand exchange could generate different intermediate protein species. Although all complexes reduced Cyt, the reduction was not dependent on their reactivity to protein, implying that initially noncovalent binding to Cyt occures, causing its reduction, followed by coordination to protein. Cyt reduction was accompanied with rupture of ferro-Met 80 and occupation of this hem coordination site by a histidine His-33/26. Therefore, in Cyt with C2 and C3 less intensive reduction of hem iron leave more unoccupied target residues for Ru coordination, leading to more efficient formation of covalent adducts, in comparison to C1 and C4. This study contribute to development of new protein-targeted Ru(II) cymene complexes, and to design of new cancer therapies based on targeted delivery of Ru(II) arene complexes bound on pro-apoptotic/anti-proliferating proteins as vehicles.",
publisher = "Springer",
journal = "Journal of Biological Inorganic Chemistry",
title = "The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c",
volume = "25",
number = "2",
pages = "253-265",
doi = "10.1007/s00775-020-01758-3"
}
Stanić-Vučinić, D., Nikolić, S., Vlajić, K., Radomirović, M. Ž., Mihailović, J., Ćirković-Veličković, T.,& Grgurić-Šipka, S.. (2020). The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c. in Journal of Biological Inorganic Chemistry
Springer., 25(2), 253-265.
https://doi.org/10.1007/s00775-020-01758-3
Stanić-Vučinić D, Nikolić S, Vlajić K, Radomirović MŽ, Mihailović J, Ćirković-Veličković T, Grgurić-Šipka S. The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c. in Journal of Biological Inorganic Chemistry. 2020;25(2):253-265.
doi:10.1007/s00775-020-01758-3 .
Stanić-Vučinić, Dragana, Nikolić, Stefan, Vlajić, Katarina, Radomirović, Mirjana Ž., Mihailović, Jelena, Ćirković-Veličković, Tanja, Grgurić-Šipka, Sanja, "The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c" in Journal of Biological Inorganic Chemistry, 25, no. 2 (2020):253-265,
https://doi.org/10.1007/s00775-020-01758-3 . .
8
3
6
7

Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3

Stanić-Vučinić, Dragana; Nikolić, Stefan; Vlajić, Katarina; Radomirović, Mirjana Ž.; Mihailović, Jelena; Ćirković-Veličković, Tanja; Grgurić-Šipka, Sanja

(Springer, 2020)

TY  - DATA
AU  - Stanić-Vučinić, Dragana
AU  - Nikolić, Stefan
AU  - Vlajić, Katarina
AU  - Radomirović, Mirjana Ž.
AU  - Mihailović, Jelena
AU  - Ćirković-Veličković, Tanja
AU  - Grgurić-Šipka, Sanja
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3863
PB  - Springer
T2  - Journal of Biological Inorganic Chemistry
T1  - Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3863
ER  - 
@misc{
author = "Stanić-Vučinić, Dragana and Nikolić, Stefan and Vlajić, Katarina and Radomirović, Mirjana Ž. and Mihailović, Jelena and Ćirković-Veličković, Tanja and Grgurić-Šipka, Sanja",
year = "2020",
publisher = "Springer",
journal = "Journal of Biological Inorganic Chemistry",
title = "Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3863"
}
Stanić-Vučinić, D., Nikolić, S., Vlajić, K., Radomirović, M. Ž., Mihailović, J., Ćirković-Veličković, T.,& Grgurić-Šipka, S.. (2020). Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3. in Journal of Biological Inorganic Chemistry
Springer..
https://hdl.handle.net/21.15107/rcub_cherry_3863
Stanić-Vučinić D, Nikolić S, Vlajić K, Radomirović MŽ, Mihailović J, Ćirković-Veličković T, Grgurić-Šipka S. Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3. in Journal of Biological Inorganic Chemistry. 2020;.
https://hdl.handle.net/21.15107/rcub_cherry_3863 .
Stanić-Vučinić, Dragana, Nikolić, Stefan, Vlajić, Katarina, Radomirović, Mirjana Ž., Mihailović, Jelena, Ćirković-Veličković, Tanja, Grgurić-Šipka, Sanja, "Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3" in Journal of Biological Inorganic Chemistry (2020),
https://hdl.handle.net/21.15107/rcub_cherry_3863 .

The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c

Stanić-Vučinić, Dragana; Nikolić, Stefan; Vlajić, Katarina; Radomirović, Mirjana Ž.; Mihailović, Jelena; Ćirković-Veličković, Tanja; Grgurić-Šipka, Sanja

(Springer, 2020)

TY  - JOUR
AU  - Stanić-Vučinić, Dragana
AU  - Nikolić, Stefan
AU  - Vlajić, Katarina
AU  - Radomirović, Mirjana Ž.
AU  - Mihailović, Jelena
AU  - Ćirković-Veličković, Tanja
AU  - Grgurić-Šipka, Sanja
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3942
AB  - The reactions of four cymene-capped ruthenium(II) compounds with pro-apaptotic protein, cytochrome c (Cyt), and anti-proliferating protein lysozyme (Ly) in carbonate buffer were investigated by ESI-MS, UV–Vis absorption and CD spectroscopy. The complexes with two chloride ligands (C2 and C3) were more reactive toward proteins than those with only one (C1 and C4), and the complex with S,N-chelating ligand (C4) was less reactive than one with O,N-chelating ligand (C1). Dehalogenated complexes are most likely species initially coordinating proteins for all tested complexes. During the time, protein adducts vividly exchanged non-arene organic ligand L with CO32- and OH-, while cymene moiety was retained. In water, only dehalogenated adducts were identified suggesting that in vivo, in the presence of various anions, dynamic ligand exchange could generate different intermediate protein species. Although all complexes reduced Cyt, the reduction was not dependent on their reactivity to protein, implying that initially noncovalent binding to Cyt occures, causing its reduction, followed by coordination to protein. Cyt reduction was accompanied with rupture of ferro-Met 80 and occupation of this hem coordination site by a histidine His-33/26. Therefore, in Cyt with C2 and C3 less intensive reduction of hem iron leave more unoccupied target residues for Ru coordination, leading to more efficient formation of covalent adducts, in comparison to C1 and C4. This study contribute to development of new protein-targeted Ru(II) cymene complexes, and to design of new cancer therapies based on targeted delivery of Ru(II) arene complexes bound on pro-apoptotic/anti-proliferating proteins as vehicles.
PB  - Springer
T2  - Journal of Biological Inorganic Chemistry
T1  - The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c
VL  - 25
IS  - 2
SP  - 253
EP  - 265
DO  - 10.1007/s00775-020-01758-3
ER  - 
@article{
author = "Stanić-Vučinić, Dragana and Nikolić, Stefan and Vlajić, Katarina and Radomirović, Mirjana Ž. and Mihailović, Jelena and Ćirković-Veličković, Tanja and Grgurić-Šipka, Sanja",
year = "2020",
abstract = "The reactions of four cymene-capped ruthenium(II) compounds with pro-apaptotic protein, cytochrome c (Cyt), and anti-proliferating protein lysozyme (Ly) in carbonate buffer were investigated by ESI-MS, UV–Vis absorption and CD spectroscopy. The complexes with two chloride ligands (C2 and C3) were more reactive toward proteins than those with only one (C1 and C4), and the complex with S,N-chelating ligand (C4) was less reactive than one with O,N-chelating ligand (C1). Dehalogenated complexes are most likely species initially coordinating proteins for all tested complexes. During the time, protein adducts vividly exchanged non-arene organic ligand L with CO32- and OH-, while cymene moiety was retained. In water, only dehalogenated adducts were identified suggesting that in vivo, in the presence of various anions, dynamic ligand exchange could generate different intermediate protein species. Although all complexes reduced Cyt, the reduction was not dependent on their reactivity to protein, implying that initially noncovalent binding to Cyt occures, causing its reduction, followed by coordination to protein. Cyt reduction was accompanied with rupture of ferro-Met 80 and occupation of this hem coordination site by a histidine His-33/26. Therefore, in Cyt with C2 and C3 less intensive reduction of hem iron leave more unoccupied target residues for Ru coordination, leading to more efficient formation of covalent adducts, in comparison to C1 and C4. This study contribute to development of new protein-targeted Ru(II) cymene complexes, and to design of new cancer therapies based on targeted delivery of Ru(II) arene complexes bound on pro-apoptotic/anti-proliferating proteins as vehicles.",
publisher = "Springer",
journal = "Journal of Biological Inorganic Chemistry",
title = "The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c",
volume = "25",
number = "2",
pages = "253-265",
doi = "10.1007/s00775-020-01758-3"
}
Stanić-Vučinić, D., Nikolić, S., Vlajić, K., Radomirović, M. Ž., Mihailović, J., Ćirković-Veličković, T.,& Grgurić-Šipka, S.. (2020). The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c. in Journal of Biological Inorganic Chemistry
Springer., 25(2), 253-265.
https://doi.org/10.1007/s00775-020-01758-3
Stanić-Vučinić D, Nikolić S, Vlajić K, Radomirović MŽ, Mihailović J, Ćirković-Veličković T, Grgurić-Šipka S. The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c. in Journal of Biological Inorganic Chemistry. 2020;25(2):253-265.
doi:10.1007/s00775-020-01758-3 .
Stanić-Vučinić, Dragana, Nikolić, Stefan, Vlajić, Katarina, Radomirović, Mirjana Ž., Mihailović, Jelena, Ćirković-Veličković, Tanja, Grgurić-Šipka, Sanja, "The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c" in Journal of Biological Inorganic Chemistry, 25, no. 2 (2020):253-265,
https://doi.org/10.1007/s00775-020-01758-3 . .
8
3
6
7

Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives

Obradović, Dragiša; Nikolić, Stefan; Milenković, Ivana; Milenković, Marina; Jovanović, Predrag M.; Savić, Vladimir; Roller, Alexander; Đorđi Crnogorac, Marija; Stanojković, Tatjana; Grgurić-Šipka, Sanja

(Elsevier, 2020)

TY  - JOUR
AU  - Obradović, Dragiša
AU  - Nikolić, Stefan
AU  - Milenković, Ivana
AU  - Milenković, Marina
AU  - Jovanović, Predrag M.
AU  - Savić, Vladimir
AU  - Roller, Alexander
AU  - Đorđi Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Grgurić-Šipka, Sanja
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5137
AB  - Three new ruthenium(II)-arene complexes, [Ru(η6
-p-cymene)(L1
)Cl2] (C1) where L1 is N-((4 methoxyphenyl)
carbamothioyl)benzamide; [Ru(η6
-p-cymene)(L2
)Cl2] (C2) where L2 is 4-(3-benzoylthioureido)benzoic acid and
[Ru(η6
-p-cymene)(L3
)Cl2] (C3) where L3 is methyl 4-(3- benzoylthioureido)benzoate have been synthetized,
characterized and evaluated for their antimicrobial and anticancer activity. Characterization was performed
using 1
H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Ray
diffraction analysis. X-Ray diffraction analysis of C1 showed typical expected “piano-stool” geometry with ruthenium coordinated to ligand via nitrogen and sulfur atoms of benzoylthiourea derivatives. Interesting, in
herein described complex, upon coordination the four-membered ring was formed, instead of six-membered
chelate common for this type of ligands. Cytotoxic activity was determined in human cervix adenocarcinoma
(HeLa) cell line and IC50 values ranged from 29.68 to 52.36 μM and the complexes were more active than related
ligands (except in case of C2 where it is found that IC50 value is close to IC50 value of related ligand). Complex
[Ru(η6
-p-cymene)(L1
)Cl2] (C1) expressed the highest cytotoxic activity with IC50 value of 29.7 μM. Complexes
and ligands were tested against nine Gram-positive and Gram-negative bacteria and one yeast- Candida albicans.
Clinical Candida spp. strains from microbiological laboratories were included in testing processes as well.
Minimum inhibitory concentrations values ranged from 62.5 μg/ml for complexes against Candida albicans to
over 1000 μg/ml for several bacterial species.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives
VL  - 210
SP  - 111164
DO  - 10.1016/j.jinorgbio.2020.111164
ER  - 
@article{
author = "Obradović, Dragiša and Nikolić, Stefan and Milenković, Ivana and Milenković, Marina and Jovanović, Predrag M. and Savić, Vladimir and Roller, Alexander and Đorđi Crnogorac, Marija and Stanojković, Tatjana and Grgurić-Šipka, Sanja",
year = "2020",
abstract = "Three new ruthenium(II)-arene complexes, [Ru(η6
-p-cymene)(L1
)Cl2] (C1) where L1 is N-((4 methoxyphenyl)
carbamothioyl)benzamide; [Ru(η6
-p-cymene)(L2
)Cl2] (C2) where L2 is 4-(3-benzoylthioureido)benzoic acid and
[Ru(η6
-p-cymene)(L3
)Cl2] (C3) where L3 is methyl 4-(3- benzoylthioureido)benzoate have been synthetized,
characterized and evaluated for their antimicrobial and anticancer activity. Characterization was performed
using 1
H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Ray
diffraction analysis. X-Ray diffraction analysis of C1 showed typical expected “piano-stool” geometry with ruthenium coordinated to ligand via nitrogen and sulfur atoms of benzoylthiourea derivatives. Interesting, in
herein described complex, upon coordination the four-membered ring was formed, instead of six-membered
chelate common for this type of ligands. Cytotoxic activity was determined in human cervix adenocarcinoma
(HeLa) cell line and IC50 values ranged from 29.68 to 52.36 μM and the complexes were more active than related
ligands (except in case of C2 where it is found that IC50 value is close to IC50 value of related ligand). Complex
[Ru(η6
-p-cymene)(L1
)Cl2] (C1) expressed the highest cytotoxic activity with IC50 value of 29.7 μM. Complexes
and ligands were tested against nine Gram-positive and Gram-negative bacteria and one yeast- Candida albicans.
Clinical Candida spp. strains from microbiological laboratories were included in testing processes as well.
Minimum inhibitory concentrations values ranged from 62.5 μg/ml for complexes against Candida albicans to
over 1000 μg/ml for several bacterial species.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives",
volume = "210",
pages = "111164",
doi = "10.1016/j.jinorgbio.2020.111164"
}
Obradović, D., Nikolić, S., Milenković, I., Milenković, M., Jovanović, P. M., Savić, V., Roller, A., Đorđi Crnogorac, M., Stanojković, T.,& Grgurić-Šipka, S.. (2020). Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives. in Journal of Inorganic Biochemistry
Elsevier., 210, 111164.
https://doi.org/10.1016/j.jinorgbio.2020.111164
Obradović D, Nikolić S, Milenković I, Milenković M, Jovanović PM, Savić V, Roller A, Đorđi Crnogorac M, Stanojković T, Grgurić-Šipka S. Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives. in Journal of Inorganic Biochemistry. 2020;210:111164.
doi:10.1016/j.jinorgbio.2020.111164 .
Obradović, Dragiša, Nikolić, Stefan, Milenković, Ivana, Milenković, Marina, Jovanović, Predrag M., Savić, Vladimir, Roller, Alexander, Đorđi Crnogorac, Marija, Stanojković, Tatjana, Grgurić-Šipka, Sanja, "Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives" in Journal of Inorganic Biochemistry, 210 (2020):111164,
https://doi.org/10.1016/j.jinorgbio.2020.111164 . .
19
20
17

Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives

Obradović, Dragiša; Nikolić, Stefan; Milenković, Ivana; Milenković, Marina; Jovanović, Predrag M.; Savić, Vladimir; Roller, Alexander; Đorđi Crnogorac, Marija; Stanojković, Tatjana; Grgurić-Šipka, Sanja

(Elsevier, 2020)

TY  - JOUR
AU  - Obradović, Dragiša
AU  - Nikolić, Stefan
AU  - Milenković, Ivana
AU  - Milenković, Marina
AU  - Jovanović, Predrag M.
AU  - Savić, Vladimir
AU  - Roller, Alexander
AU  - Đorđi Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Grgurić-Šipka, Sanja
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5138
AB  - Three new ruthenium(II)-arene complexes, [Ru(η6-p-cymene)(L1)Cl2] (C1) where L1 is N-((4 methoxyphenyl)carbamothioyl)benzamide; [Ru(η6-p-cymene)(L2)Cl2] (C2) where L2 is 4-(3-benzoylthioureido)benzoic acid and[Ru(η6-p-cymene)(L3)Cl2] (C3) where L3 is methyl 4-(3- benzoylthioureido)benzoate have been synthetized,characterized and evaluated for their antimicrobial and anticancer activity. Characterization was performedusing 1H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Raydiffraction analysis. X-Ray diffraction analysis of C1 showed typical expected “piano-stool” geometry with ruthenium coordinated to ligand via nitrogen and sulfur atoms of benzoylthiourea derivatives. Interesting, inherein described complex, upon coordination the four-membered ring was formed, instead of six-memberedchelate common for this type of ligands. Cytotoxic activity was determined in human cervix adenocarcinoma(HeLa) cell line and IC50 values ranged from 29.68 to 52.36 μM and the complexes were more active than relatedligands (except in case of C2 where it is found that IC50 value is close to IC50 value of related ligand). Complex[Ru(η6-p-cymene)(L1)Cl2] (C1) expressed the highest cytotoxic activity with IC50 value of 29.7 μM. Complexesand ligands were tested against nine Gram-positive and Gram-negative bacteria and one yeast- Candida albicans.Clinical Candida spp. strains from microbiological laboratories were included in testing processes as well.Minimum inhibitory concentrations values ranged from 62.5 μg/ml for complexes against Candida albicans toover 1000 μg/ml for several bacterial species.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives
VL  - 210
SP  - 111164
DO  - 10.1016/j.jinorgbio.2020.111164
ER  - 
@article{
author = "Obradović, Dragiša and Nikolić, Stefan and Milenković, Ivana and Milenković, Marina and Jovanović, Predrag M. and Savić, Vladimir and Roller, Alexander and Đorđi Crnogorac, Marija and Stanojković, Tatjana and Grgurić-Šipka, Sanja",
year = "2020",
abstract = "Three new ruthenium(II)-arene complexes, [Ru(η6-p-cymene)(L1)Cl2] (C1) where L1 is N-((4 methoxyphenyl)carbamothioyl)benzamide; [Ru(η6-p-cymene)(L2)Cl2] (C2) where L2 is 4-(3-benzoylthioureido)benzoic acid and[Ru(η6-p-cymene)(L3)Cl2] (C3) where L3 is methyl 4-(3- benzoylthioureido)benzoate have been synthetized,characterized and evaluated for their antimicrobial and anticancer activity. Characterization was performedusing 1H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Raydiffraction analysis. X-Ray diffraction analysis of C1 showed typical expected “piano-stool” geometry with ruthenium coordinated to ligand via nitrogen and sulfur atoms of benzoylthiourea derivatives. Interesting, inherein described complex, upon coordination the four-membered ring was formed, instead of six-memberedchelate common for this type of ligands. Cytotoxic activity was determined in human cervix adenocarcinoma(HeLa) cell line and IC50 values ranged from 29.68 to 52.36 μM and the complexes were more active than relatedligands (except in case of C2 where it is found that IC50 value is close to IC50 value of related ligand). Complex[Ru(η6-p-cymene)(L1)Cl2] (C1) expressed the highest cytotoxic activity with IC50 value of 29.7 μM. Complexesand ligands were tested against nine Gram-positive and Gram-negative bacteria and one yeast- Candida albicans.Clinical Candida spp. strains from microbiological laboratories were included in testing processes as well.Minimum inhibitory concentrations values ranged from 62.5 μg/ml for complexes against Candida albicans toover 1000 μg/ml for several bacterial species.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives",
volume = "210",
pages = "111164",
doi = "10.1016/j.jinorgbio.2020.111164"
}
Obradović, D., Nikolić, S., Milenković, I., Milenković, M., Jovanović, P. M., Savić, V., Roller, A., Đorđi Crnogorac, M., Stanojković, T.,& Grgurić-Šipka, S.. (2020). Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives. in Journal of Inorganic Biochemistry
Elsevier., 210, 111164.
https://doi.org/10.1016/j.jinorgbio.2020.111164
Obradović D, Nikolić S, Milenković I, Milenković M, Jovanović PM, Savić V, Roller A, Đorđi Crnogorac M, Stanojković T, Grgurić-Šipka S. Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives. in Journal of Inorganic Biochemistry. 2020;210:111164.
doi:10.1016/j.jinorgbio.2020.111164 .
Obradović, Dragiša, Nikolić, Stefan, Milenković, Ivana, Milenković, Marina, Jovanović, Predrag M., Savić, Vladimir, Roller, Alexander, Đorđi Crnogorac, Marija, Stanojković, Tatjana, Grgurić-Šipka, Sanja, "Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives" in Journal of Inorganic Biochemistry, 210 (2020):111164,
https://doi.org/10.1016/j.jinorgbio.2020.111164 . .
19
20
17

Interactions of ruthenium(II)-cymene complexes with cytochrome c

Radomirović, Mirjana Ž.; Stanić-Vučinić, Dragana; Nikolić, Stefan; Mihailović, Jelena; Ćirković-Veličković, Tanja; Grgurić Šipka, Sanja

(2019)

TY  - CONF
AU  - Radomirović, Mirjana Ž.
AU  - Stanić-Vučinić, Dragana
AU  - Nikolić, Stefan
AU  - Mihailović, Jelena
AU  - Ćirković-Veličković, Tanja
AU  - Grgurić Šipka, Sanja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6037
AB  - The ruthenium-based antitumour compounds act more via protein targets involved in carcinogenesis, in contrast to platinum-based compounds. Also, after intravenous administration of antitumour complexes proteins are the first binding targets in circulation. Therefore, interactions of anticancer compounds with proteins are important for elucidation of their pharmacokinetic pathways. Four half-sandwich ruthenium(II)-cymene complexes (C1, C2, C3 and C4), developed earlier and with promising cytotoxic activity, are investigated for their interactions with cytochrome c (Cyt). Complexes  were incubated with Cyt for 48 h at 37 °C and high-resolution LTQ-Orbitrap ESI MS was used to monitor the formed adducts. The changes in heme state and tertiary structure around the heme were monitored by CD and UV-VIS spectra in the presence of oxygen. The complexes containing two chloride ligands (C2 and C3) were more reactive toward Cyt than those with only one (C1 and C4). The complex with S,N-chelating ligand (C4) was less reactive than one with O,N-chelating ligand (C1). All complexes reduced heme iron of Cyt, but the extent of reduction was inverse to the order of their reactivity to Cyt (C1>C4>>C2>C3). CD spectra in Soret region indicated that Cyt reduction was accompanied with slight tertiary structure change, the rupture of ferro-Met-80 and occupation of this heme coordination site by His-33/His-26. Extent of  heme reduction by complexes inverse with respect to their reactivity implies that initially noncovalent binding of complexes occures, causing heme reduction, followed by comlex coordination to protein. In the presence of less reactive complexes more intensive reduction of heme leaves less available histidine residues (main targets for Ru coordination), leading to less efficient formation of adducts.
C3  - 1st FoodEnTwin Workshop “Food and Environmental –Omics”, Belgrade, Serbia, 20th-21st June, 2019. In: Book of Abstracts
T1  - Interactions of ruthenium(II)-cymene complexes with cytochrome c
SP  - 24
EP  - 24
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6037
ER  - 
@conference{
author = "Radomirović, Mirjana Ž. and Stanić-Vučinić, Dragana and Nikolić, Stefan and Mihailović, Jelena and Ćirković-Veličković, Tanja and Grgurić Šipka, Sanja",
year = "2019",
abstract = "The ruthenium-based antitumour compounds act more via protein targets involved in carcinogenesis, in contrast to platinum-based compounds. Also, after intravenous administration of antitumour complexes proteins are the first binding targets in circulation. Therefore, interactions of anticancer compounds with proteins are important for elucidation of their pharmacokinetic pathways. Four half-sandwich ruthenium(II)-cymene complexes (C1, C2, C3 and C4), developed earlier and with promising cytotoxic activity, are investigated for their interactions with cytochrome c (Cyt). Complexes  were incubated with Cyt for 48 h at 37 °C and high-resolution LTQ-Orbitrap ESI MS was used to monitor the formed adducts. The changes in heme state and tertiary structure around the heme were monitored by CD and UV-VIS spectra in the presence of oxygen. The complexes containing two chloride ligands (C2 and C3) were more reactive toward Cyt than those with only one (C1 and C4). The complex with S,N-chelating ligand (C4) was less reactive than one with O,N-chelating ligand (C1). All complexes reduced heme iron of Cyt, but the extent of reduction was inverse to the order of their reactivity to Cyt (C1>C4>>C2>C3). CD spectra in Soret region indicated that Cyt reduction was accompanied with slight tertiary structure change, the rupture of ferro-Met-80 and occupation of this heme coordination site by His-33/His-26. Extent of  heme reduction by complexes inverse with respect to their reactivity implies that initially noncovalent binding of complexes occures, causing heme reduction, followed by comlex coordination to protein. In the presence of less reactive complexes more intensive reduction of heme leaves less available histidine residues (main targets for Ru coordination), leading to less efficient formation of adducts.",
journal = "1st FoodEnTwin Workshop “Food and Environmental –Omics”, Belgrade, Serbia, 20th-21st June, 2019. In: Book of Abstracts",
title = "Interactions of ruthenium(II)-cymene complexes with cytochrome c",
pages = "24-24",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6037"
}
Radomirović, M. Ž., Stanić-Vučinić, D., Nikolić, S., Mihailović, J., Ćirković-Veličković, T.,& Grgurić Šipka, S.. (2019). Interactions of ruthenium(II)-cymene complexes with cytochrome c. in 1st FoodEnTwin Workshop “Food and Environmental –Omics”, Belgrade, Serbia, 20th-21st June, 2019. In: Book of Abstracts, 24-24.
https://hdl.handle.net/21.15107/rcub_cherry_6037
Radomirović MŽ, Stanić-Vučinić D, Nikolić S, Mihailović J, Ćirković-Veličković T, Grgurić Šipka S. Interactions of ruthenium(II)-cymene complexes with cytochrome c. in 1st FoodEnTwin Workshop “Food and Environmental –Omics”, Belgrade, Serbia, 20th-21st June, 2019. In: Book of Abstracts. 2019;:24-24.
https://hdl.handle.net/21.15107/rcub_cherry_6037 .
Radomirović, Mirjana Ž., Stanić-Vučinić, Dragana, Nikolić, Stefan, Mihailović, Jelena, Ćirković-Veličković, Tanja, Grgurić Šipka, Sanja, "Interactions of ruthenium(II)-cymene complexes with cytochrome c" in 1st FoodEnTwin Workshop “Food and Environmental –Omics”, Belgrade, Serbia, 20th-21st June, 2019. In: Book of Abstracts (2019):24-24,
https://hdl.handle.net/21.15107/rcub_cherry_6037 .

Lysozyme and Cytochrome C adducts of ruthenium(II)-cymene complexes

Radomirović, Mirjana Ž.; Stanić-Vučinić, Dragana; Nikolić, Stefan; Mihailović, Jelena; Ćirković-Veličković, Tanja; Grgurić Šipka, Sanja

(Faculty of Sciences, 2019)

TY  - CONF
AU  - Radomirović, Mirjana Ž.
AU  - Stanić-Vučinić, Dragana
AU  - Nikolić, Stefan
AU  - Mihailović, Jelena
AU  - Ćirković-Veličković, Tanja
AU  - Grgurić Šipka, Sanja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6038
AB  - Objective. In contrast to platinum-based antitumour compounds, the mode of action of ruthenium-based compounds is via protein targets involved in cellular signaling pathways and the histone proteins. As proteins are the first potential binding targets for the complexes in the bloodstream after their intravenous administration, interactions of anticancer therapeutics with proteins are very important to be investigated with aim to elucidate their pharmacokinetic pathways. Four half-sandwich ruthenium(II)-cymene complexes, developed earlier and with promising cytotoxic activity, are investigated  for their interactions with proteins, cytochrome c and lysozyme.

Material and Methods. Ruthenium(II)-cymene complexes were incubated for 24 and 48 h at 37 °C in the presence of cytochrome c and lysozyme, both in 20 mM ammonium hydrogen carbonate pH 7.4 and water. High-resolution LTQ-Orbitrap ESI MS was used to monitor the adducts formed between ruthenium complexes and proteins.

Results. The complexes with two Cl- ligands have shown higher reactivity to proteins than those with only one, and were more reactive toward cytochrome c in comparison to lysozyme. The complex with S,N-chelating ligand was less reactive to proteins than one with O,N-chelating ligand. Species initially coordinating the proteins are most likely dehalogenated complexes. During the time, vivid ligand exchange of non-arene organic ligand L with CO32- and OH- takes place after initial formation of protein adducts. In water, only dehalogenated adducts were identified suggesting that in vivo, in the presence of various anions, dynamic ligand exchange could be expected generating different intermediate protein species. 

Conclusions. Protein reactivity toward Ru(II) complexes is determined by protein structure and ligands in Ru(II) coordination sphere, but this reactivity should be described from both kinetics, as well as stability aspect. In extracellular or intracellular milieu, ability of metal binding ligands (such as carbonate ions) to bind and to leave, determinate both the extent and mechanism of the binding of ruthenium complexes to the target biomacromolecules for cancer therapy.
PB  - Faculty of Sciences
PB  - University of Novi Sad
PB  - Serbian Proteomics Assosication
C3  - V SePA symposium: Proteomics in the analysis of food, environmental protection and medical research, Novi Sad, Serbia, 31st May, 2019. In: The Book of Abstracts
T1  - Lysozyme and Cytochrome C adducts of ruthenium(II)-cymene complexes
SP  - P2
EP  - P2
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6038
ER  - 
@conference{
author = "Radomirović, Mirjana Ž. and Stanić-Vučinić, Dragana and Nikolić, Stefan and Mihailović, Jelena and Ćirković-Veličković, Tanja and Grgurić Šipka, Sanja",
year = "2019",
abstract = "Objective. In contrast to platinum-based antitumour compounds, the mode of action of ruthenium-based compounds is via protein targets involved in cellular signaling pathways and the histone proteins. As proteins are the first potential binding targets for the complexes in the bloodstream after their intravenous administration, interactions of anticancer therapeutics with proteins are very important to be investigated with aim to elucidate their pharmacokinetic pathways. Four half-sandwich ruthenium(II)-cymene complexes, developed earlier and with promising cytotoxic activity, are investigated  for their interactions with proteins, cytochrome c and lysozyme.

Material and Methods. Ruthenium(II)-cymene complexes were incubated for 24 and 48 h at 37 °C in the presence of cytochrome c and lysozyme, both in 20 mM ammonium hydrogen carbonate pH 7.4 and water. High-resolution LTQ-Orbitrap ESI MS was used to monitor the adducts formed between ruthenium complexes and proteins.

Results. The complexes with two Cl- ligands have shown higher reactivity to proteins than those with only one, and were more reactive toward cytochrome c in comparison to lysozyme. The complex with S,N-chelating ligand was less reactive to proteins than one with O,N-chelating ligand. Species initially coordinating the proteins are most likely dehalogenated complexes. During the time, vivid ligand exchange of non-arene organic ligand L with CO32- and OH- takes place after initial formation of protein adducts. In water, only dehalogenated adducts were identified suggesting that in vivo, in the presence of various anions, dynamic ligand exchange could be expected generating different intermediate protein species. 

Conclusions. Protein reactivity toward Ru(II) complexes is determined by protein structure and ligands in Ru(II) coordination sphere, but this reactivity should be described from both kinetics, as well as stability aspect. In extracellular or intracellular milieu, ability of metal binding ligands (such as carbonate ions) to bind and to leave, determinate both the extent and mechanism of the binding of ruthenium complexes to the target biomacromolecules for cancer therapy.",
publisher = "Faculty of Sciences, University of Novi Sad, Serbian Proteomics Assosication",
journal = "V SePA symposium: Proteomics in the analysis of food, environmental protection and medical research, Novi Sad, Serbia, 31st May, 2019. In: The Book of Abstracts",
title = "Lysozyme and Cytochrome C adducts of ruthenium(II)-cymene complexes",
pages = "P2-P2",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6038"
}
Radomirović, M. Ž., Stanić-Vučinić, D., Nikolić, S., Mihailović, J., Ćirković-Veličković, T.,& Grgurić Šipka, S.. (2019). Lysozyme and Cytochrome C adducts of ruthenium(II)-cymene complexes. in V SePA symposium: Proteomics in the analysis of food, environmental protection and medical research, Novi Sad, Serbia, 31st May, 2019. In: The Book of Abstracts
Faculty of Sciences., P2-P2.
https://hdl.handle.net/21.15107/rcub_cherry_6038
Radomirović MŽ, Stanić-Vučinić D, Nikolić S, Mihailović J, Ćirković-Veličković T, Grgurić Šipka S. Lysozyme and Cytochrome C adducts of ruthenium(II)-cymene complexes. in V SePA symposium: Proteomics in the analysis of food, environmental protection and medical research, Novi Sad, Serbia, 31st May, 2019. In: The Book of Abstracts. 2019;:P2-P2.
https://hdl.handle.net/21.15107/rcub_cherry_6038 .
Radomirović, Mirjana Ž., Stanić-Vučinić, Dragana, Nikolić, Stefan, Mihailović, Jelena, Ćirković-Veličković, Tanja, Grgurić Šipka, Sanja, "Lysozyme and Cytochrome C adducts of ruthenium(II)-cymene complexes" in V SePA symposium: Proteomics in the analysis of food, environmental protection and medical research, Novi Sad, Serbia, 31st May, 2019. In: The Book of Abstracts (2019):P2-P2,
https://hdl.handle.net/21.15107/rcub_cherry_6038 .

Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling

Nikolić, Stefan; Grgurić-Šipka, Sanja; Đorđević, Ivana S.; Dahmani, Rahma; Dekanski, Dragana; Vidičević, Sašenka; Tošić, Jelena; Mitić, Dragana; Grubišić, Sonja

(Taylor & Francis, 2019)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
AU  - Đorđević, Ivana S.
AU  - Dahmani, Rahma
AU  - Dekanski, Dragana
AU  - Vidičević, Sašenka
AU  - Tošić, Jelena
AU  - Mitić, Dragana
AU  - Grubišić, Sonja
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2934
AB  - In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling
VL  - 72
IS  - 1
SP  - 148
EP  - 163
DO  - 10.1080/00958972.2018.1553298
ER  - 
@article{
author = "Nikolić, Stefan and Grgurić-Šipka, Sanja and Đorđević, Ivana S. and Dahmani, Rahma and Dekanski, Dragana and Vidičević, Sašenka and Tošić, Jelena and Mitić, Dragana and Grubišić, Sonja",
year = "2019",
abstract = "In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling",
volume = "72",
number = "1",
pages = "148-163",
doi = "10.1080/00958972.2018.1553298"
}
Nikolić, S., Grgurić-Šipka, S., Đorđević, I. S., Dahmani, R., Dekanski, D., Vidičević, S., Tošić, J., Mitić, D.,& Grubišić, S.. (2019). Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling. in Journal of Coordination Chemistry
Taylor & Francis., 72(1), 148-163.
https://doi.org/10.1080/00958972.2018.1553298
Nikolić S, Grgurić-Šipka S, Đorđević IS, Dahmani R, Dekanski D, Vidičević S, Tošić J, Mitić D, Grubišić S. Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling. in Journal of Coordination Chemistry. 2019;72(1):148-163.
doi:10.1080/00958972.2018.1553298 .
Nikolić, Stefan, Grgurić-Šipka, Sanja, Đorđević, Ivana S., Dahmani, Rahma, Dekanski, Dragana, Vidičević, Sašenka, Tošić, Jelena, Mitić, Dragana, Grubišić, Sonja, "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling" in Journal of Coordination Chemistry, 72, no. 1 (2019):148-163,
https://doi.org/10.1080/00958972.2018.1553298 . .
4
3
1

Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.; Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis, Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of Coordination Chemistry 2019, 72 (1), 148–163. https://doi.org/10.1080/00958972.2018.1553298

Nikolić, Stefan; Grgurić-Šipka, Sanja; Đorđević, Ivana S.; Dahmani, Rahma; Dekanski, Dragana; Vidičević, Sašenka; Tošić, Jelena; Mitić, Dragana; Grubišić, Sonja

(Taylor & Francis, 2019)

TY  - DATA
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
AU  - Đorđević, Ivana S.
AU  - Dahmani, Rahma
AU  - Dekanski, Dragana
AU  - Vidičević, Sašenka
AU  - Tošić, Jelena
AU  - Mitić, Dragana
AU  - Grubišić, Sonja
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3753
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.;  Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis,  Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of  Coordination Chemistry 2019, 72 (1), 148–163.  https://doi.org/10.1080/00958972.2018.1553298
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3753
ER  - 
@misc{
author = "Nikolić, Stefan and Grgurić-Šipka, Sanja and Đorđević, Ivana S. and Dahmani, Rahma and Dekanski, Dragana and Vidičević, Sašenka and Tošić, Jelena and Mitić, Dragana and Grubišić, Sonja",
year = "2019",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.;  Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis,  Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of  Coordination Chemistry 2019, 72 (1), 148–163.  https://doi.org/10.1080/00958972.2018.1553298",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3753"
}
Nikolić, S., Grgurić-Šipka, S., Đorđević, I. S., Dahmani, R., Dekanski, D., Vidičević, S., Tošić, J., Mitić, D.,& Grubišić, S.. (2019). Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.;  Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis,  Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of  Coordination Chemistry 2019, 72 (1), 148–163.  https://doi.org/10.1080/00958972.2018.1553298. in Journal of Coordination Chemistry
Taylor & Francis..
https://hdl.handle.net/21.15107/rcub_cherry_3753
Nikolić S, Grgurić-Šipka S, Đorđević IS, Dahmani R, Dekanski D, Vidičević S, Tošić J, Mitić D, Grubišić S. Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.;  Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis,  Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of  Coordination Chemistry 2019, 72 (1), 148–163.  https://doi.org/10.1080/00958972.2018.1553298. in Journal of Coordination Chemistry. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_3753 .
Nikolić, Stefan, Grgurić-Šipka, Sanja, Đorđević, Ivana S., Dahmani, Rahma, Dekanski, Dragana, Vidičević, Sašenka, Tošić, Jelena, Mitić, Dragana, Grubišić, Sonja, "Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.;  Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis,  Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of  Coordination Chemistry 2019, 72 (1), 148–163.  https://doi.org/10.1080/00958972.2018.1553298" in Journal of Coordination Chemistry (2019),
https://hdl.handle.net/21.15107/rcub_cherry_3753 .

Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling

Nikolić, Stefan; Grgurić-Šipka, Sanja; Đorđević, Ivana S.; Dahmani, Rahma; Dekanski, Dragana; Vidičević, Sašenka; Tošić, Jelena; Mitić, Dragana; Grubišić, Sonja

(Taylor & Francis, 2019)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
AU  - Đorđević, Ivana S.
AU  - Dahmani, Rahma
AU  - Dekanski, Dragana
AU  - Vidičević, Sašenka
AU  - Tošić, Jelena
AU  - Mitić, Dragana
AU  - Grubišić, Sonja
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3758
AB  - In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling
VL  - 72
IS  - 1
SP  - 148
EP  - 163
DO  - 10.1080/00958972.2018.1553298
ER  - 
@article{
author = "Nikolić, Stefan and Grgurić-Šipka, Sanja and Đorđević, Ivana S. and Dahmani, Rahma and Dekanski, Dragana and Vidičević, Sašenka and Tošić, Jelena and Mitić, Dragana and Grubišić, Sonja",
year = "2019",
abstract = "In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling",
volume = "72",
number = "1",
pages = "148-163",
doi = "10.1080/00958972.2018.1553298"
}
Nikolić, S., Grgurić-Šipka, S., Đorđević, I. S., Dahmani, R., Dekanski, D., Vidičević, S., Tošić, J., Mitić, D.,& Grubišić, S.. (2019). Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling. in Journal of Coordination Chemistry
Taylor & Francis., 72(1), 148-163.
https://doi.org/10.1080/00958972.2018.1553298
Nikolić S, Grgurić-Šipka S, Đorđević IS, Dahmani R, Dekanski D, Vidičević S, Tošić J, Mitić D, Grubišić S. Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling. in Journal of Coordination Chemistry. 2019;72(1):148-163.
doi:10.1080/00958972.2018.1553298 .
Nikolić, Stefan, Grgurić-Šipka, Sanja, Đorđević, Ivana S., Dahmani, Rahma, Dekanski, Dragana, Vidičević, Sašenka, Tošić, Jelena, Mitić, Dragana, Grubišić, Sonja, "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling" in Journal of Coordination Chemistry, 72, no. 1 (2019):148-163,
https://doi.org/10.1080/00958972.2018.1553298 . .
4
3
1