Grgurić-Šipka, Sanja

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Authority KeyName Variants
orcid::0000-0003-1906-535X
  • Grgurić-Šipka, Sanja (115)
Projects
Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry) 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)
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 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)
Synthesis, characterization and activity of organic and coordination composition and their application in (bio) nanotechnology Strengthening of the MagBioVin Research and Innovation Team for Development of Novel Approaches for Tumour Therapy based on Nanostructured Materials
Design, synthesis, characterization and assessment of practical applications of coordination and organometallic compounds Structure-properties relationships of natural and synthetic molecules and their metal complexes
Modulation of intracellular energy balance-controlling signalling pathways in therapy of cancer and neuro-immuno-endocrine disorders COST Action [CM1105]
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] FoodEnTwin-Twinning of research activities for the frontier research in the fields of food, nutrition and environmental omics
Molecular properties and modifications of some respiratory and nutritional allergens Molecular mechanisms of physiological and pharmacological control of inflammation and cancer
Study of structure-function relationships in the plant cell wall and modifications of the wall structure by enzyme engineering Sinteza, analiza i aktivnost novih organskih polidentatnih liganada i njihovih kompleksa sa d-metalima
Farmakodinamska i farmakogenetska istraživanja novih lekova i prediktivna/prognostička vrednost farmakoterapije u onkologiji 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). General Secretariat for Research and Technology (GSRT)
Hellenic Foundation for Research and Innovation (HFRI), Greek Ministry of Education, Research and Religion Hercules Foundation (3D-SPACE: 3D Structural Platform Aiming for Chemical Excellence) [AUGE/11/029]

Author's Bibliography

Exploring heterometallic bridged Pt(II)-Zn(II) complexes as potential antitumor agent

Mrkalić, Emina; Šmit, Biljana; Matić, Sanja; Jelić, Ratomir; Ćendić Serafinović, Marina; Gligorijević, Nevenka; Čavić, Milena; Aranđelović, Sandra; Grgurić-Šipka, Sanja; Soldatović, Tanja

(Elsevier, 2023)

TY  - JOUR
AU  - Mrkalić, Emina
AU  - Šmit, Biljana
AU  - Matić, Sanja
AU  - Jelić, Ratomir
AU  - Ćendić Serafinović, Marina
AU  - Gligorijević, Nevenka
AU  - Čavić, Milena
AU  - Aranđelović, Sandra
AU  - Grgurić-Šipka, Sanja
AU  - Soldatović, Tanja
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5880
AB  - The four novel complexes [{cis-PtCl(NH3)2(μ-4,4′ -bipyridyl)ZnCl(terpy)}](ClO4)2 (C1), [{trans-PtCl(NH3)2(μ-
4,4′ -bipyridyl)ZnCl(terpy)}](ClO4)2 (C2), [{cis-PtCl(NH3)2(μ-pyrazine)ZnCl(terpy)}](ClO4)2 (C3) and [{trans-
PtCl(NH3)2(μ-pyrazine)ZnCl(terpy)}](ClO4)2 (C4) (where terpy = 2,2′ :6′ ,2′ ′ -terpyridine) were synthesized and
characterized. Acid–base titrations and concentration dependent kinetic measurements for the reactions with
biologically relevant ligands such as guanosine-5′ -monophosphate (5′ -GMP), inosine-5′ -monophosphate (5′ -IMP)
and glutathione (GSH), were studied at pH 7.4 and 37 ◦C. The binding of the heterometallic bridged cis- or trans-
Pt(II)-Zn(II) complexes to calf thymus DNA (CT-DNA) was studied by UV absorption and fluorescence emission
spectroscopy and molecular docking. The results indicated that the complexes bind strongly to DNA, through
groove binding, hydrogen bonds, and hydrophobic or electrostatic interaction. The possible in vitro DNA protective
effect of cis- and trans-Pt-L-Zn complexes has shown that C3 had significant dose-dependent DNA-protective
effect and the same ability to inhibit peroxyl as well as hydroxyl radicals. Antiproliferative effect of the
complexes, mRNA expression of apoptosis and repair-related genes after treatment in cancer cells indicated that
newly synthesized C2 exhibited highly selective cytotoxicity toward colon carcinoma HCT116 cells. Only
treatment with trans analog C2 induced effect similar to the typical DNA damaging agent such as cisplatin,
characterized by p53 mediated cell response, cell cycle arrest and certain induction of apoptotic related genes.
Both cis- and trans-isomers C1 and C2 showed potency to elicit expression of PARP1 mRNA and in vitro DNA
binding.
PB  - Elsevier
T2  - J. Inorg. Biochem.
T1  - Exploring heterometallic bridged Pt(II)-Zn(II) complexes as potential antitumor agent
VL  - 240
DO  - https://doi.org/10.1016/j.jinorgbio.2022.112100
ER  - 
@article{
author = "Mrkalić, Emina and Šmit, Biljana and Matić, Sanja and Jelić, Ratomir and Ćendić Serafinović, Marina and Gligorijević, Nevenka and Čavić, Milena and Aranđelović, Sandra and Grgurić-Šipka, Sanja and Soldatović, Tanja",
year = "2023",
abstract = "The four novel complexes [{cis-PtCl(NH3)2(μ-4,4′ -bipyridyl)ZnCl(terpy)}](ClO4)2 (C1), [{trans-PtCl(NH3)2(μ-
4,4′ -bipyridyl)ZnCl(terpy)}](ClO4)2 (C2), [{cis-PtCl(NH3)2(μ-pyrazine)ZnCl(terpy)}](ClO4)2 (C3) and [{trans-
PtCl(NH3)2(μ-pyrazine)ZnCl(terpy)}](ClO4)2 (C4) (where terpy = 2,2′ :6′ ,2′ ′ -terpyridine) were synthesized and
characterized. Acid–base titrations and concentration dependent kinetic measurements for the reactions with
biologically relevant ligands such as guanosine-5′ -monophosphate (5′ -GMP), inosine-5′ -monophosphate (5′ -IMP)
and glutathione (GSH), were studied at pH 7.4 and 37 ◦C. The binding of the heterometallic bridged cis- or trans-
Pt(II)-Zn(II) complexes to calf thymus DNA (CT-DNA) was studied by UV absorption and fluorescence emission
spectroscopy and molecular docking. The results indicated that the complexes bind strongly to DNA, through
groove binding, hydrogen bonds, and hydrophobic or electrostatic interaction. The possible in vitro DNA protective
effect of cis- and trans-Pt-L-Zn complexes has shown that C3 had significant dose-dependent DNA-protective
effect and the same ability to inhibit peroxyl as well as hydroxyl radicals. Antiproliferative effect of the
complexes, mRNA expression of apoptosis and repair-related genes after treatment in cancer cells indicated that
newly synthesized C2 exhibited highly selective cytotoxicity toward colon carcinoma HCT116 cells. Only
treatment with trans analog C2 induced effect similar to the typical DNA damaging agent such as cisplatin,
characterized by p53 mediated cell response, cell cycle arrest and certain induction of apoptotic related genes.
Both cis- and trans-isomers C1 and C2 showed potency to elicit expression of PARP1 mRNA and in vitro DNA
binding.",
publisher = "Elsevier",
journal = "J. Inorg. Biochem.",
title = "Exploring heterometallic bridged Pt(II)-Zn(II) complexes as potential antitumor agent",
volume = "240",
doi = "https://doi.org/10.1016/j.jinorgbio.2022.112100"
}
Mrkalić, E., Šmit, B., Matić, S., Jelić, R., Ćendić Serafinović, M., Gligorijević, N., Čavić, M., Aranđelović, S., Grgurić-Šipka, S.,& Soldatović, T.. (2023). Exploring heterometallic bridged Pt(II)-Zn(II) complexes as potential antitumor agent. in J. Inorg. Biochem.
Elsevier., 240.
https://doi.org/https://doi.org/10.1016/j.jinorgbio.2022.112100
Mrkalić E, Šmit B, Matić S, Jelić R, Ćendić Serafinović M, Gligorijević N, Čavić M, Aranđelović S, Grgurić-Šipka S, Soldatović T. Exploring heterometallic bridged Pt(II)-Zn(II) complexes as potential antitumor agent. in J. Inorg. Biochem.. 2023;240.
doi:https://doi.org/10.1016/j.jinorgbio.2022.112100 .
Mrkalić, Emina, Šmit, Biljana, Matić, Sanja, Jelić, Ratomir, Ćendić Serafinović, Marina, Gligorijević, Nevenka, Čavić, Milena, Aranđelović, Sandra, Grgurić-Šipka, Sanja, Soldatović, Tanja, "Exploring heterometallic bridged Pt(II)-Zn(II) complexes as potential antitumor agent" in J. Inorg. Biochem., 240 (2023),
https://doi.org/https://doi.org/10.1016/j.jinorgbio.2022.112100 . .

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 .

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
4
4

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 .

Synthesis, chemical characterization, and antimicrobial potency of picolinate-based halfsandwich Ru(II) complexes

Dimitrijević, Marija; Mihajlović-Lalić, Ljiljana; Grgurić-Šipka, Sanja; Mihajlov-Krstev, Tatjana; Miladinović, Dragoljub; Poljarević, Jelena

(Taylor & Francis, 2023)

TY  - JOUR
AU  - Dimitrijević, Marija
AU  - Mihajlović-Lalić, Ljiljana
AU  - Grgurić-Šipka, Sanja
AU  - Mihajlov-Krstev, Tatjana
AU  - Miladinović, Dragoljub
AU  - Poljarević, Jelena
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5903
AB  - Eleven new and three reported half-sandwich Ru(II) arene complexes were synthesized using [Ru(g6-benzene)Cl(l-Cl)]2 and
[Ru(g6-toluene)Cl(l-Cl)]2 and four pyridine carboxylic acid-based
ligands (dicarboxylic acids and halogen derivatives). The structures
and purity of synthesized compounds were confirmed using 1H
and 13C NMR spectroscopy, infrared spectroscopy, mass spectrometry, and elemental analysis. The stability of synthesized compounds in dimethyl sulfoxide solution was confirmed using 1H
NMR spectroscopy. The seven ligands, two complex precursors
(CP1 and CP2), and 14 half-sandwich Ru(II) picolinate complexes
(C1–C14) were evaluated for in vitro antibacterial and antifungal
activity against pathogens, such as Staphylococcus aureus, Bacillus
cereus, Proteus mirabilis, Klebsiella pneumoniae, Ecsherichia coli,
Pseudomonas aeruginosa, Salmonella enteritidis, Enterobacter aerogenes, and yeast Candida albicans, using the microwell-dilution
method. Among the tested samples, the ligands showed better
inhibitory effect against Gram-positive bacteria when compared
to the metal complexes. The most susceptible Gram-negative bacteria was Ecsherichia coli, with a MIC value of 1.25 mg/mL, for C3,
C6, and C10. All synthesized complexes showed similar, slightly
better activity against Candida albicans.
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Synthesis, chemical characterization, and antimicrobial potency of picolinate-based halfsandwich Ru(II) complexes
VL  - 76
IS  - 5-6
SP  - 783
EP  - 797
DO  - 10.1080/00958972.2023.2195965
ER  - 
@article{
author = "Dimitrijević, Marija and Mihajlović-Lalić, Ljiljana and Grgurić-Šipka, Sanja and Mihajlov-Krstev, Tatjana and Miladinović, Dragoljub and Poljarević, Jelena",
year = "2023",
abstract = "Eleven new and three reported half-sandwich Ru(II) arene complexes were synthesized using [Ru(g6-benzene)Cl(l-Cl)]2 and
[Ru(g6-toluene)Cl(l-Cl)]2 and four pyridine carboxylic acid-based
ligands (dicarboxylic acids and halogen derivatives). The structures
and purity of synthesized compounds were confirmed using 1H
and 13C NMR spectroscopy, infrared spectroscopy, mass spectrometry, and elemental analysis. The stability of synthesized compounds in dimethyl sulfoxide solution was confirmed using 1H
NMR spectroscopy. The seven ligands, two complex precursors
(CP1 and CP2), and 14 half-sandwich Ru(II) picolinate complexes
(C1–C14) were evaluated for in vitro antibacterial and antifungal
activity against pathogens, such as Staphylococcus aureus, Bacillus
cereus, Proteus mirabilis, Klebsiella pneumoniae, Ecsherichia coli,
Pseudomonas aeruginosa, Salmonella enteritidis, Enterobacter aerogenes, and yeast Candida albicans, using the microwell-dilution
method. Among the tested samples, the ligands showed better
inhibitory effect against Gram-positive bacteria when compared
to the metal complexes. The most susceptible Gram-negative bacteria was Ecsherichia coli, with a MIC value of 1.25 mg/mL, for C3,
C6, and C10. All synthesized complexes showed similar, slightly
better activity against Candida albicans.",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Synthesis, chemical characterization, and antimicrobial potency of picolinate-based halfsandwich Ru(II) complexes",
volume = "76",
number = "5-6",
pages = "783-797",
doi = "10.1080/00958972.2023.2195965"
}
Dimitrijević, M., Mihajlović-Lalić, L., Grgurić-Šipka, S., Mihajlov-Krstev, T., Miladinović, D.,& Poljarević, J.. (2023). Synthesis, chemical characterization, and antimicrobial potency of picolinate-based halfsandwich Ru(II) complexes. in Journal of Coordination Chemistry
Taylor & Francis., 76(5-6), 783-797.
https://doi.org/10.1080/00958972.2023.2195965
Dimitrijević M, Mihajlović-Lalić L, Grgurić-Šipka S, Mihajlov-Krstev T, Miladinović D, Poljarević J. Synthesis, chemical characterization, and antimicrobial potency of picolinate-based halfsandwich Ru(II) complexes. in Journal of Coordination Chemistry. 2023;76(5-6):783-797.
doi:10.1080/00958972.2023.2195965 .
Dimitrijević, Marija, Mihajlović-Lalić, Ljiljana, Grgurić-Šipka, Sanja, Mihajlov-Krstev, Tatjana, Miladinović, Dragoljub, Poljarević, Jelena, "Synthesis, chemical characterization, and antimicrobial potency of picolinate-based halfsandwich Ru(II) complexes" in Journal of Coordination Chemistry, 76, no. 5-6 (2023):783-797,
https://doi.org/10.1080/00958972.2023.2195965 . .
4
4
1

Tumor Selective Ru(III) Schiff Bases Complexes with Strong In Vitro Activity Toward Cisplatin-Resistant MDA-MB-231 Breast Cancer Cells

Pavlović, Marijana; Kahrović, Emira; Aranđelović, Sandra; Radulović, Siniša; Ilich, Predrag-Peter; Grgurić-Šipka, Sanja; Ljubijankić, Nevzeta; Žilić, Dijana; Jurec, Jurica

(Springer, 2023)

TY  - JOUR
AU  - Pavlović, Marijana
AU  - Kahrović, Emira
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Ilich, Predrag-Peter
AU  - Grgurić-Šipka, Sanja
AU  - Ljubijankić, Nevzeta
AU  - Žilić, Dijana
AU  - Jurec, Jurica
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5901
AB  - Novel ruthenium(III) complexes of general formula Na[
RuCl2(L1−3-N,O)2] where L(
1–3) denote deprotonated Schiff bases
(
HL1-HL3) derived from 5-substituted salicyladehyde and alkylamine (propyl- or butylamine) were prepared and characterized
based on elemental analysis, mass spectra, infrared, electron spin/paramagnetic resonance (ESR/EPR) spectroscopy,
and cyclovoltammetric study. Optimization of five isomers of complex C1 was done by DFT calculation. The interaction
of C1–C3 complexes with DNA (Deoxyribonucleic acid) and BSA (Bovine serum albumin) was investigated by electron
spectroscopy and fluorescence quenching. The cytotoxic activity of C1–C3 was investigated in a panel of four human cancer
cell lines (K562, A549, EA.hy926, MDA-MB-231) and one human non-tumor cell line (MRC-5). Complexes displayed an
apparent cytoselective profile, with IC50
values in the low micromolar range from 1.6 ± 0.3 to 23.0 ± 0.1 μM. Cisplatinresistant
triple-negative breast cancer cells MDA-MB-231 displayed the highest sensitivity to complexes, with Ru(III)
compound containing two chlorides and two deprotonated N-propyl-5-chloro-salicylidenimine (hereinafter C1) as the most
potent (
IC50 = 1.6 μM), and approximately ten times more active than cisplatin (
IC50 = 21.9 μM). MDA-MB-231 cells treated
for 24 h with C1 presented with apoptotic morphology, as seen by acridine orange/ethidium bromide staining, while 48 h of
treatment induced DNA fragmentation, and necrotic changes in cells, as seen by flow cytometry analysis. Drug-accumulation
study by inductively coupled plasma mass spectrometry (ICP-MS) demonstrated markedly higher intracellular accumulation
of C1 compared with cisplatin.
PB  - Springer
T2  - J. Biol. Inorg. Chem.
T1  - Tumor Selective Ru(III) Schiff Bases Complexes with Strong In Vitro Activity Toward Cisplatin-Resistant MDA-MB-231 Breast Cancer Cells
VL  - 28
SP  - 263
EP  - 284
DO  - 10.1007/s00775-023-01989-0
ER  - 
@article{
author = "Pavlović, Marijana and Kahrović, Emira and Aranđelović, Sandra and Radulović, Siniša and Ilich, Predrag-Peter and Grgurić-Šipka, Sanja and Ljubijankić, Nevzeta and Žilić, Dijana and Jurec, Jurica",
year = "2023",
abstract = "Novel ruthenium(III) complexes of general formula Na[
RuCl2(L1−3-N,O)2] where L(
1–3) denote deprotonated Schiff bases
(
HL1-HL3) derived from 5-substituted salicyladehyde and alkylamine (propyl- or butylamine) were prepared and characterized
based on elemental analysis, mass spectra, infrared, electron spin/paramagnetic resonance (ESR/EPR) spectroscopy,
and cyclovoltammetric study. Optimization of five isomers of complex C1 was done by DFT calculation. The interaction
of C1–C3 complexes with DNA (Deoxyribonucleic acid) and BSA (Bovine serum albumin) was investigated by electron
spectroscopy and fluorescence quenching. The cytotoxic activity of C1–C3 was investigated in a panel of four human cancer
cell lines (K562, A549, EA.hy926, MDA-MB-231) and one human non-tumor cell line (MRC-5). Complexes displayed an
apparent cytoselective profile, with IC50
values in the low micromolar range from 1.6 ± 0.3 to 23.0 ± 0.1 μM. Cisplatinresistant
triple-negative breast cancer cells MDA-MB-231 displayed the highest sensitivity to complexes, with Ru(III)
compound containing two chlorides and two deprotonated N-propyl-5-chloro-salicylidenimine (hereinafter C1) as the most
potent (
IC50 = 1.6 μM), and approximately ten times more active than cisplatin (
IC50 = 21.9 μM). MDA-MB-231 cells treated
for 24 h with C1 presented with apoptotic morphology, as seen by acridine orange/ethidium bromide staining, while 48 h of
treatment induced DNA fragmentation, and necrotic changes in cells, as seen by flow cytometry analysis. Drug-accumulation
study by inductively coupled plasma mass spectrometry (ICP-MS) demonstrated markedly higher intracellular accumulation
of C1 compared with cisplatin.",
publisher = "Springer",
journal = "J. Biol. Inorg. Chem.",
title = "Tumor Selective Ru(III) Schiff Bases Complexes with Strong In Vitro Activity Toward Cisplatin-Resistant MDA-MB-231 Breast Cancer Cells",
volume = "28",
pages = "263-284",
doi = "10.1007/s00775-023-01989-0"
}
Pavlović, M., Kahrović, E., Aranđelović, S., Radulović, S., Ilich, P., Grgurić-Šipka, S., Ljubijankić, N., Žilić, D.,& Jurec, J.. (2023). Tumor Selective Ru(III) Schiff Bases Complexes with Strong In Vitro Activity Toward Cisplatin-Resistant MDA-MB-231 Breast Cancer Cells. in J. Biol. Inorg. Chem.
Springer., 28, 263-284.
https://doi.org/10.1007/s00775-023-01989-0
Pavlović M, Kahrović E, Aranđelović S, Radulović S, Ilich P, Grgurić-Šipka S, Ljubijankić N, Žilić D, Jurec J. Tumor Selective Ru(III) Schiff Bases Complexes with Strong In Vitro Activity Toward Cisplatin-Resistant MDA-MB-231 Breast Cancer Cells. in J. Biol. Inorg. Chem.. 2023;28:263-284.
doi:10.1007/s00775-023-01989-0 .
Pavlović, Marijana, Kahrović, Emira, Aranđelović, Sandra, Radulović, Siniša, Ilich, Predrag-Peter, Grgurić-Šipka, Sanja, Ljubijankić, Nevzeta, Žilić, Dijana, Jurec, Jurica, "Tumor Selective Ru(III) Schiff Bases Complexes with Strong In Vitro Activity Toward Cisplatin-Resistant MDA-MB-231 Breast Cancer Cells" in J. Biol. Inorg. Chem., 28 (2023):263-284,
https://doi.org/10.1007/s00775-023-01989-0 . .
3
4
3

(Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs

Mihajlović-Lalić, Ljiljana; Stanković, Dalibor; Novaković, Irena T.; Grgurić-Šipka, Sanja

(Taylor and Francis, 2022)

TY  - JOUR
AU  - Mihajlović-Lalić, Ljiljana
AU  - Stanković, Dalibor
AU  - Novaković, Irena T.
AU  - Grgurić-Šipka, Sanja
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5902
AB  - Three ruthenium-bipyridine complexes (1–3) carrying acetylpyridine ligand unit were synthesized in methanol via the reaction of [RuCl2(bpy)2] with corresponding acetylpyridine (2-, 3-, and 4-acpy). Obtained complexes were characterized by (1H and 13C) NMR and IR spectroscopy, MS spectrometry, UV‒vis spectrophotometry, and cyclic voltammetry. Their structural characterization revealed bidentate coordination mode for 2-acpy while 3- and 4-acpy acted as monodentate ligands. The electrochemical profile of newly synthesized compounds was investigated by cyclic voltammetry which confirmed their electrochemical activity. Voltammetric responses within the −1.20 < Ep < 1.50 V range of potentials were summarized in two major events: Ru(II)→Ru(III) oxidation spotted at app. ΔEp = 0.65 V and successive reductions of bpy units located from ‒0.79 V to 0.47 V (vs. Ag/AgCl (3 M) electrode). The DNA-binding activity of the complexes was evaluated by both UV‒vis spectrophotometry and cyclic voltammetry indicating DNA-intercalation with a slight contribution of electrostatic interactions. Furthermore, antimicrobial activity was tested against bacterial and fungal strains, for which moderate activity was observed. Assessment of in vitro toxicity against freshly hatched nauplii of Artemia salina as well as radical scavenging capacity was evaluated. The test compounds showed neither toxicity nor antioxidant activity.
PB  - Taylor and Francis
T2  - Journal of Coordination Chemistry
T1  - (Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs
VL  - 75
IS  - 7-8
SP  - 1035
EP  - 1049
DO  - 10.1080/00958972.2022.2090247
ER  - 
@article{
author = "Mihajlović-Lalić, Ljiljana and Stanković, Dalibor and Novaković, Irena T. and Grgurić-Šipka, Sanja",
year = "2022",
abstract = "Three ruthenium-bipyridine complexes (1–3) carrying acetylpyridine ligand unit were synthesized in methanol via the reaction of [RuCl2(bpy)2] with corresponding acetylpyridine (2-, 3-, and 4-acpy). Obtained complexes were characterized by (1H and 13C) NMR and IR spectroscopy, MS spectrometry, UV‒vis spectrophotometry, and cyclic voltammetry. Their structural characterization revealed bidentate coordination mode for 2-acpy while 3- and 4-acpy acted as monodentate ligands. The electrochemical profile of newly synthesized compounds was investigated by cyclic voltammetry which confirmed their electrochemical activity. Voltammetric responses within the −1.20 < Ep < 1.50 V range of potentials were summarized in two major events: Ru(II)→Ru(III) oxidation spotted at app. ΔEp = 0.65 V and successive reductions of bpy units located from ‒0.79 V to 0.47 V (vs. Ag/AgCl (3 M) electrode). The DNA-binding activity of the complexes was evaluated by both UV‒vis spectrophotometry and cyclic voltammetry indicating DNA-intercalation with a slight contribution of electrostatic interactions. Furthermore, antimicrobial activity was tested against bacterial and fungal strains, for which moderate activity was observed. Assessment of in vitro toxicity against freshly hatched nauplii of Artemia salina as well as radical scavenging capacity was evaluated. The test compounds showed neither toxicity nor antioxidant activity.",
publisher = "Taylor and Francis",
journal = "Journal of Coordination Chemistry",
title = "(Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs",
volume = "75",
number = "7-8",
pages = "1035-1049",
doi = "10.1080/00958972.2022.2090247"
}
Mihajlović-Lalić, L., Stanković, D., Novaković, I. T.,& Grgurić-Šipka, S.. (2022). (Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs. in Journal of Coordination Chemistry
Taylor and Francis., 75(7-8), 1035-1049.
https://doi.org/10.1080/00958972.2022.2090247
Mihajlović-Lalić L, Stanković D, Novaković IT, Grgurić-Šipka S. (Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs. in Journal of Coordination Chemistry. 2022;75(7-8):1035-1049.
doi:10.1080/00958972.2022.2090247 .
Mihajlović-Lalić, Ljiljana, Stanković, Dalibor, Novaković, Irena T., Grgurić-Šipka, Sanja, "(Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs" in Journal of Coordination Chemistry, 75, no. 7-8 (2022):1035-1049,
https://doi.org/10.1080/00958972.2022.2090247 . .
3
3
2

Drug combination study of novel oxorhenium(V) complexes

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

(Elsevier, 2022)

TY  - JOUR
AU  - Petrović, Tamara
AU  - Gligorijević, Nevenka
AU  - Belaj, Ferdinand
AU  - Aranđelović, Sandra
AU  - Mihajlović-Lalić, Ljiljana
AU  - Grgurić-Šipka, Sanja
AU  - Poljarević, Jelena
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5047
AB  - Three Re(V) complexes of structural formulas [ReOCl2L(PPh3)], where L is pyridine-2-carboxylic acid (C1), 3-methyl-pyridine-2-carboxylic acid (C2) and 6-methyl-pyridine-2-carboxylic acid (C3) were synthesized andcharacterized using NMR, IR spectroscopy and mass spectrometry. Crystal structures of all three complexes havebeen additionally confirmed by X-ray analysis. The biological activity has been investigated in the panel of tumorcell lines A549, PANC-1, MDA-MB-231, MCF-7, LS-174, EAhy.926 and one in non-tumor cell line MRC-5. OnlyC1 showed dose-dependent cytotoxic potential, particularly toward triple-negative breast adenocarcinoma cellsMDA-MB-231 with IC50 68.90 ± 1.73 μM and pancreatic adenocarcinoma cells PANC-1 with IC50 69.84 ± 2.3μM. Both cell lines are characterized by a highly invasive and resistant phenotype. Drug combination studies inPANC-1 cells with C1 and Verapamil hydrochloride (VRP), which is the established inhibitor of efflux transporterP-glycoprotein (Pgp), revealed enhancement of antiproliferative action of the complex in a dose-dependentmanner, and slight arrest of cell cycle in the S phase. Also, a depletion of the glutathione (GSH) level by Lbuthionine-sulfoximine (L-BSO) at sub-toxic concentrations (100 μM) caused an increase of activity of C1 to theIC50 57.67 ± 6.51 (μM). A morphological analysis in PANC-1 cells by dual acridine orange/ethidium bromidestaining, revealed apoptotic potential of complex C1 and a slower kinetic of cell death induction, suggesting adifferent mechanism of action compared to cisplatin.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Drug combination study of novel oxorhenium(V) complexes
VL  - 231
SP  - 111807
DO  - 10.1016/j.jinorgbio.2022.111807
ER  - 
@article{
author = "Petrović, Tamara and Gligorijević, Nevenka and Belaj, Ferdinand and Aranđelović, Sandra and Mihajlović-Lalić, Ljiljana and Grgurić-Šipka, Sanja and Poljarević, Jelena",
year = "2022",
abstract = "Three Re(V) complexes of structural formulas [ReOCl2L(PPh3)], where L is pyridine-2-carboxylic acid (C1), 3-methyl-pyridine-2-carboxylic acid (C2) and 6-methyl-pyridine-2-carboxylic acid (C3) were synthesized andcharacterized using NMR, IR spectroscopy and mass spectrometry. Crystal structures of all three complexes havebeen additionally confirmed by X-ray analysis. The biological activity has been investigated in the panel of tumorcell lines A549, PANC-1, MDA-MB-231, MCF-7, LS-174, EAhy.926 and one in non-tumor cell line MRC-5. OnlyC1 showed dose-dependent cytotoxic potential, particularly toward triple-negative breast adenocarcinoma cellsMDA-MB-231 with IC50 68.90 ± 1.73 μM and pancreatic adenocarcinoma cells PANC-1 with IC50 69.84 ± 2.3μM. Both cell lines are characterized by a highly invasive and resistant phenotype. Drug combination studies inPANC-1 cells with C1 and Verapamil hydrochloride (VRP), which is the established inhibitor of efflux transporterP-glycoprotein (Pgp), revealed enhancement of antiproliferative action of the complex in a dose-dependentmanner, and slight arrest of cell cycle in the S phase. Also, a depletion of the glutathione (GSH) level by Lbuthionine-sulfoximine (L-BSO) at sub-toxic concentrations (100 μM) caused an increase of activity of C1 to theIC50 57.67 ± 6.51 (μM). A morphological analysis in PANC-1 cells by dual acridine orange/ethidium bromidestaining, revealed apoptotic potential of complex C1 and a slower kinetic of cell death induction, suggesting adifferent mechanism of action compared to cisplatin.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Drug combination study of novel oxorhenium(V) complexes",
volume = "231",
pages = "111807",
doi = "10.1016/j.jinorgbio.2022.111807"
}
Petrović, T., Gligorijević, N., Belaj, F., Aranđelović, S., Mihajlović-Lalić, L., Grgurić-Šipka, S.,& Poljarević, J.. (2022). Drug combination study of novel oxorhenium(V) complexes. in Journal of Inorganic Biochemistry
Elsevier., 231, 111807.
https://doi.org/10.1016/j.jinorgbio.2022.111807
Petrović T, Gligorijević N, Belaj F, Aranđelović S, Mihajlović-Lalić L, Grgurić-Šipka S, Poljarević J. Drug combination study of novel oxorhenium(V) complexes. in Journal of Inorganic Biochemistry. 2022;231:111807.
doi:10.1016/j.jinorgbio.2022.111807 .
Petrović, Tamara, Gligorijević, Nevenka, Belaj, Ferdinand, Aranđelović, Sandra, Mihajlović-Lalić, Ljiljana, Grgurić-Šipka, Sanja, Poljarević, Jelena, "Drug combination study of novel oxorhenium(V) complexes" in Journal of Inorganic Biochemistry, 231 (2022):111807,
https://doi.org/10.1016/j.jinorgbio.2022.111807 . .
2
4
4
2

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 .

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 .

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 .

Drug combination study of novel oxorhenium(V) complexes

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

(Elsevier, 2022)

TY  - JOUR
AU  - Petrović, Tamara
AU  - Gligorijević, Nevenka
AU  - Belaj, Ferdinand
AU  - Aranđelović, Sandra
AU  - Mihajlović-Lalić, Ljiljana
AU  - Grgurić-Šipka, Sanja
AU  - Poljarević, Jelena
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5046
AB  - Three Re(V) complexes of structural formulas [ReOCl2L(PPh3)], where L is pyridine-2-carboxylic acid (C1), 3-
methyl-pyridine-2-carboxylic acid (C2) and 6-methyl-pyridine-2-carboxylic acid (C3) were synthesized and
characterized using NMR, IR spectroscopy and mass spectrometry. Crystal structures of all three complexes have
been additionally confirmed by X-ray analysis. The biological activity has been investigated in the panel of tumor
cell lines A549, PANC-1, MDA-MB-231, MCF-7, LS-174, EAhy.926 and one in non-tumor cell line MRC-5. Only
C1 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 69.84 ± 2.3
μM. Both cell lines are characterized by a highly invasive and resistant phenotype. Drug combination studies in
PANC-1 cells with C1 and Verapamil hydrochloride (VRP), which is the established inhibitor of efflux transporter
P-glycoprotein (Pgp), revealed enhancement of antiproliferative action of the complex in a dose-dependent
manner, and slight arrest of cell cycle in the S phase. Also, a depletion of the glutathione (GSH) level by Lbuthionine-sulfoximine (L-BSO) at sub-toxic concentrations (100 μM) caused an increase of activity of C1 to the
IC50 57.67 ± 6.51 (μM). A morphological analysis in PANC-1 cells by dual acridine orange/ethidium bromide
staining, revealed apoptotic potential of complex C1 and a slower kinetic of cell death induction, suggesting a
different mechanism of action compared to cisplatin.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Drug combination study of novel oxorhenium(V) complexes
VL  - 231
SP  - 111807
DO  - 10.1016/j.jinorgbio.2022.111807
ER  - 
@article{
author = "Petrović, Tamara and Gligorijević, Nevenka and Belaj, Ferdinand and Aranđelović, Sandra and Mihajlović-Lalić, Ljiljana and Grgurić-Šipka, Sanja and Poljarević, Jelena",
year = "2022",
abstract = "Three Re(V) complexes of structural formulas [ReOCl2L(PPh3)], where L is pyridine-2-carboxylic acid (C1), 3-
methyl-pyridine-2-carboxylic acid (C2) and 6-methyl-pyridine-2-carboxylic acid (C3) were synthesized and
characterized using NMR, IR spectroscopy and mass spectrometry. Crystal structures of all three complexes have
been additionally confirmed by X-ray analysis. The biological activity has been investigated in the panel of tumor
cell lines A549, PANC-1, MDA-MB-231, MCF-7, LS-174, EAhy.926 and one in non-tumor cell line MRC-5. Only
C1 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 69.84 ± 2.3
μM. Both cell lines are characterized by a highly invasive and resistant phenotype. Drug combination studies in
PANC-1 cells with C1 and Verapamil hydrochloride (VRP), which is the established inhibitor of efflux transporter
P-glycoprotein (Pgp), revealed enhancement of antiproliferative action of the complex in a dose-dependent
manner, and slight arrest of cell cycle in the S phase. Also, a depletion of the glutathione (GSH) level by Lbuthionine-sulfoximine (L-BSO) at sub-toxic concentrations (100 μM) caused an increase of activity of C1 to the
IC50 57.67 ± 6.51 (μM). A morphological analysis in PANC-1 cells by dual acridine orange/ethidium bromide
staining, revealed apoptotic potential of complex C1 and a slower kinetic of cell death induction, suggesting a
different mechanism of action compared to cisplatin.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Drug combination study of novel oxorhenium(V) complexes",
volume = "231",
pages = "111807",
doi = "10.1016/j.jinorgbio.2022.111807"
}
Petrović, T., Gligorijević, N., Belaj, F., Aranđelović, S., Mihajlović-Lalić, L., Grgurić-Šipka, S.,& Poljarević, J.. (2022). Drug combination study of novel oxorhenium(V) complexes. in Journal of Inorganic Biochemistry
Elsevier., 231, 111807.
https://doi.org/10.1016/j.jinorgbio.2022.111807
Petrović T, Gligorijević N, Belaj F, Aranđelović S, Mihajlović-Lalić L, Grgurić-Šipka S, Poljarević J. Drug combination study of novel oxorhenium(V) complexes. in Journal of Inorganic Biochemistry. 2022;231:111807.
doi:10.1016/j.jinorgbio.2022.111807 .
Petrović, Tamara, Gligorijević, Nevenka, Belaj, Ferdinand, Aranđelović, Sandra, Mihajlović-Lalić, Ljiljana, Grgurić-Šipka, Sanja, Poljarević, Jelena, "Drug combination study of novel oxorhenium(V) complexes" in Journal of Inorganic Biochemistry, 231 (2022):111807,
https://doi.org/10.1016/j.jinorgbio.2022.111807 . .
2
4
4
2

Editorial: The Golden Future in Medicinal Chemistry: Perspectives and Resources From Old and New Gold-Based Drug Candidates

Massai, Lara; Grgurić-Šipka, Sanja; Liu, Wukun; Bertrand, Benoît; Pratesi, Alessandro

(Frontiers, 2021)

TY  - JOUR
AU  - Massai, Lara
AU  - Grgurić-Šipka, Sanja
AU  - Liu, Wukun
AU  - Bertrand, Benoît
AU  - Pratesi, Alessandro
PY  - 2021
UR  - https://www.frontiersin.org/articles/10.3389/fchem.2021.665244/full
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4478
AB  - Editorial: The Golden Future in Medicinal Chemistry: Perspectives and Resources From Old and New Gold-Based Drug Candidates
PB  - Frontiers
T2  - Frontiers in Chemistry
T1  - Editorial: The Golden Future in Medicinal Chemistry: Perspectives and Resources From Old and New Gold-Based Drug Candidates
VL  - 9
SP  - 665244
DO  - 10.3389/fchem.2021.665244
ER  - 
@article{
author = "Massai, Lara and Grgurić-Šipka, Sanja and Liu, Wukun and Bertrand, Benoît and Pratesi, Alessandro",
year = "2021",
abstract = "Editorial: The Golden Future in Medicinal Chemistry: Perspectives and Resources From Old and New Gold-Based Drug Candidates",
publisher = "Frontiers",
journal = "Frontiers in Chemistry",
title = "Editorial: The Golden Future in Medicinal Chemistry: Perspectives and Resources From Old and New Gold-Based Drug Candidates",
volume = "9",
pages = "665244",
doi = "10.3389/fchem.2021.665244"
}
Massai, L., Grgurić-Šipka, S., Liu, W., Bertrand, B.,& Pratesi, A.. (2021). Editorial: The Golden Future in Medicinal Chemistry: Perspectives and Resources From Old and New Gold-Based Drug Candidates. in Frontiers in Chemistry
Frontiers., 9, 665244.
https://doi.org/10.3389/fchem.2021.665244
Massai L, Grgurić-Šipka S, Liu W, Bertrand B, Pratesi A. Editorial: The Golden Future in Medicinal Chemistry: Perspectives and Resources From Old and New Gold-Based Drug Candidates. in Frontiers in Chemistry. 2021;9:665244.
doi:10.3389/fchem.2021.665244 .
Massai, Lara, Grgurić-Šipka, Sanja, Liu, Wukun, Bertrand, Benoît, Pratesi, Alessandro, "Editorial: The Golden Future in Medicinal Chemistry: Perspectives and Resources From Old and New Gold-Based Drug Candidates" in Frontiers in Chemistry, 9 (2021):665244,
https://doi.org/10.3389/fchem.2021.665244 . .
1
5
1
4
4

Metal complexes with α-picolinic acid frameworks and their antitumor activity

Mihajlović-Lalić, Ljiljana; Poljarević, Jelena; Grgurić-Šipka, Sanja

(Elsevier, 2021)

TY  - JOUR
AU  - Mihajlović-Lalić, Ljiljana
AU  - Poljarević, Jelena
AU  - Grgurić-Šipka, Sanja
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S0020169321003388
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4662
AB  - Pyridine (carboxylate) type of molecules has been intensively studied since early 2000s as it provides diverse design capabilities in terms of coordination to metal ions. Several structural motifs featuring mono-, bi-, and pentadentate binding modes are discussed in a combination with a variety of different substituents with the pyridine unit. In this context, the current review underlines a brief summary of advances on metal complexes with pyridine-based ligands aimed for further development as metallodrug. In line with this, we also highlight their key properties, different synthetic strategies employed in the preparation, and possible structure–property correlations, indicating advantages and limitations of the applied methods used within documented studies.
PB  - Elsevier
T2  - Inorganica Chimica Acta
T1  - Metal complexes with α-picolinic acid frameworks and their antitumor activity
VL  - 527
SP  - 120582
DO  - 10.1016/j.ica.2021.120582
ER  - 
@article{
author = "Mihajlović-Lalić, Ljiljana and Poljarević, Jelena and Grgurić-Šipka, Sanja",
year = "2021",
abstract = "Pyridine (carboxylate) type of molecules has been intensively studied since early 2000s as it provides diverse design capabilities in terms of coordination to metal ions. Several structural motifs featuring mono-, bi-, and pentadentate binding modes are discussed in a combination with a variety of different substituents with the pyridine unit. In this context, the current review underlines a brief summary of advances on metal complexes with pyridine-based ligands aimed for further development as metallodrug. In line with this, we also highlight their key properties, different synthetic strategies employed in the preparation, and possible structure–property correlations, indicating advantages and limitations of the applied methods used within documented studies.",
publisher = "Elsevier",
journal = "Inorganica Chimica Acta",
title = "Metal complexes with α-picolinic acid frameworks and their antitumor activity",
volume = "527",
pages = "120582",
doi = "10.1016/j.ica.2021.120582"
}
Mihajlović-Lalić, L., Poljarević, J.,& Grgurić-Šipka, S.. (2021). Metal complexes with α-picolinic acid frameworks and their antitumor activity. in Inorganica Chimica Acta
Elsevier., 527, 120582.
https://doi.org/10.1016/j.ica.2021.120582
Mihajlović-Lalić L, Poljarević J, Grgurić-Šipka S. Metal complexes with α-picolinic acid frameworks and their antitumor activity. in Inorganica Chimica Acta. 2021;527:120582.
doi:10.1016/j.ica.2021.120582 .
Mihajlović-Lalić, Ljiljana, Poljarević, Jelena, Grgurić-Šipka, Sanja, "Metal complexes with α-picolinic acid frameworks and their antitumor activity" in Inorganica Chimica Acta, 527 (2021):120582,
https://doi.org/10.1016/j.ica.2021.120582 . .
11
1
6
6

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/123456789/3859
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 . .
9
3
8
7

Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells

Pavlović, Marijana; Tadić, Ana; Gligorijević, Nevenka; Poljarević, Jelena; Petrović, Tamara; Dojčinović, Biljana P.; Savić, Aleksandar; Radulović, Siniša; Grgurić-Šipka, Sanja; Aranđelović, Sandra

(Elsevier, 2020)

TY  - JOUR
AU  - Pavlović, Marijana
AU  - Tadić, Ana
AU  - Gligorijević, Nevenka
AU  - Poljarević, Jelena
AU  - Petrović, Tamara
AU  - Dojčinović, Biljana P.
AU  - Savić, Aleksandar
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
AU  - Aranđelović, Sandra
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4048
AB  - Inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1) showed remarkable clinical efficacy in BRCA-mutated tumors. Based on the rational drug design, derivatives of PARP inhibitor 3-aminobenzamide (3-AB), 2-amino-4-methylbenzamide (L1) and 3-amino-N-methylbenzamide (L2), were coordinated to the ruthenium(II) ion, to form potential drugs affecting DNA and inhibiting PARP enzyme. The four conjugated complexes of formula: C1 [(ƞ6-toluene)Ru(L1)Cl]PF6, C2 [(ƞ6-p-cymene)Ru(L1)Cl]PF6, C3 [(ƞ6-toluene)Ru(L2)Cl2] and C4 [(ƞ6-p-cymene)Ru(L2)Cl2], have been synthesized and characterized. Colorimetric 3-(4.5-dimethylthiazol-2-yl)-2.5-diphenyltetrazolium bromide (MTT) assay showed the highest antiproliferative activity of C1 in HCC1937, MDA-MB-231, and MCF-7 breast cancer cells. Efficiency of inhibition of PARP-1 enzymatic activity in vitro decreased in order: C2 > C4 > 3-AB>C1 > C3. ICP-MS study of intracellular accumulation and distribution in BRCA1-mutated HCC1937 revealed that C1-C4 entered cells within 24 h. The complex C1 showed the highest intracellular accumulation, nuclear-targeting properties, and exhibited the highest DNA binding (39.2 ± 0.6 pg of Ru per μg of DNA) that resulted in the cell cycle arrest in the S phase.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells
VL  - 210
SP  - 111155
DO  - 10.1016/j.jinorgbio.2020.111155
ER  - 
@article{
author = "Pavlović, Marijana and Tadić, Ana and Gligorijević, Nevenka and Poljarević, Jelena and Petrović, Tamara and Dojčinović, Biljana P. and Savić, Aleksandar and Radulović, Siniša and Grgurić-Šipka, Sanja and Aranđelović, Sandra",
year = "2020",
abstract = "Inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1) showed remarkable clinical efficacy in BRCA-mutated tumors. Based on the rational drug design, derivatives of PARP inhibitor 3-aminobenzamide (3-AB), 2-amino-4-methylbenzamide (L1) and 3-amino-N-methylbenzamide (L2), were coordinated to the ruthenium(II) ion, to form potential drugs affecting DNA and inhibiting PARP enzyme. The four conjugated complexes of formula: C1 [(ƞ6-toluene)Ru(L1)Cl]PF6, C2 [(ƞ6-p-cymene)Ru(L1)Cl]PF6, C3 [(ƞ6-toluene)Ru(L2)Cl2] and C4 [(ƞ6-p-cymene)Ru(L2)Cl2], have been synthesized and characterized. Colorimetric 3-(4.5-dimethylthiazol-2-yl)-2.5-diphenyltetrazolium bromide (MTT) assay showed the highest antiproliferative activity of C1 in HCC1937, MDA-MB-231, and MCF-7 breast cancer cells. Efficiency of inhibition of PARP-1 enzymatic activity in vitro decreased in order: C2 > C4 > 3-AB>C1 > C3. ICP-MS study of intracellular accumulation and distribution in BRCA1-mutated HCC1937 revealed that C1-C4 entered cells within 24 h. The complex C1 showed the highest intracellular accumulation, nuclear-targeting properties, and exhibited the highest DNA binding (39.2 ± 0.6 pg of Ru per μg of DNA) that resulted in the cell cycle arrest in the S phase.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells",
volume = "210",
pages = "111155",
doi = "10.1016/j.jinorgbio.2020.111155"
}
Pavlović, M., Tadić, A., Gligorijević, N., Poljarević, J., Petrović, T., Dojčinović, B. P., Savić, A., Radulović, S., Grgurić-Šipka, S.,& Aranđelović, S.. (2020). Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells. in Journal of Inorganic Biochemistry
Elsevier., 210, 111155.
https://doi.org/10.1016/j.jinorgbio.2020.111155
Pavlović M, Tadić A, Gligorijević N, Poljarević J, Petrović T, Dojčinović BP, Savić A, Radulović S, Grgurić-Šipka S, Aranđelović S. Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells. in Journal of Inorganic Biochemistry. 2020;210:111155.
doi:10.1016/j.jinorgbio.2020.111155 .
Pavlović, Marijana, Tadić, Ana, Gligorijević, Nevenka, Poljarević, Jelena, Petrović, Tamara, Dojčinović, Biljana P., Savić, Aleksandar, Radulović, Siniša, Grgurić-Šipka, Sanja, Aranđelović, Sandra, "Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells" in Journal of Inorganic Biochemistry, 210 (2020):111155,
https://doi.org/10.1016/j.jinorgbio.2020.111155 . .
1
14
6
14
12

Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155

Pavlović, Marijana; Tadić, Ana; Gligorijević, Nevenka; Poljarević, Jelena; Petrović, Tamara; Dojčinović, Biljana P.; Savić, Aleksandar; Radulović, Siniša; Grgurić-Šipka, Sanja; Aranđelović, Sandra

(Elsevier, 2020)

TY  - DATA
AU  - Pavlović, Marijana
AU  - Tadić, Ana
AU  - Gligorijević, Nevenka
AU  - Poljarević, Jelena
AU  - Petrović, Tamara
AU  - Dojčinović, Biljana P.
AU  - Savić, Aleksandar
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
AU  - Aranđelović, Sandra
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4049
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4049
ER  - 
@misc{
author = "Pavlović, Marijana and Tadić, Ana and Gligorijević, Nevenka and Poljarević, Jelena and Petrović, Tamara and Dojčinović, Biljana P. and Savić, Aleksandar and Radulović, Siniša and Grgurić-Šipka, Sanja and Aranđelović, Sandra",
year = "2020",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4049"
}
Pavlović, M., Tadić, A., Gligorijević, N., Poljarević, J., Petrović, T., Dojčinović, B. P., Savić, A., Radulović, S., Grgurić-Šipka, S.,& Aranđelović, S.. (2020). Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155. in Journal of Inorganic Biochemistry
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_4049
Pavlović M, Tadić A, Gligorijević N, Poljarević J, Petrović T, Dojčinović BP, Savić A, Radulović S, Grgurić-Šipka S, Aranđelović S. Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155. in Journal of Inorganic Biochemistry. 2020;.
https://hdl.handle.net/21.15107/rcub_cherry_4049 .
Pavlović, Marijana, Tadić, Ana, Gligorijević, Nevenka, Poljarević, Jelena, Petrović, Tamara, Dojčinović, Biljana P., Savić, Aleksandar, Radulović, Siniša, Grgurić-Šipka, Sanja, Aranđelović, Sandra, "Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155" in Journal of Inorganic Biochemistry (2020),
https://hdl.handle.net/21.15107/rcub_cherry_4049 .

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 . .
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Ferrous iron binding to epinephrine promotes the oxidation of iron and impedes activation of adrenergic receptors

Korać Jačić, Jelena; Nikolić, Ljiljana; Stanković, Dalibor; Opačić, Miloš; Dimitrijević, Milena; Savić, Danijela; Grgurić-Šipka, Sanja; Spasojević, Ivan; Bogdanović Pristov, Jelena

(Elsevier, 2020)

TY  - JOUR
AU  - Korać Jačić, Jelena
AU  - Nikolić, Ljiljana
AU  - Stanković, Dalibor
AU  - Opačić, Miloš
AU  - Dimitrijević, Milena
AU  - Savić, Danijela
AU  - Grgurić-Šipka, Sanja
AU  - Spasojević, Ivan
AU  - Bogdanović Pristov, Jelena
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3809
AB  - Upon release in response to stress, epinephrine (Epi) may interact with labile iron pool in human plasma with potentially important (patho)physiological consequences. We have shown that Epi and Fe3+ build stable 1:1 high-spin bidentate complex at physiological pH, and that Epi does not undergo degradation in the presence of iron. However, the interactions of Epi with the more soluble Fe2+, and the impact of iron on biological activity of Epi are still not known. Herein we showed that Epi and Fe2+ build colorless complex which is stable under anaerobic conditions. In the presence of O2, Epi promoted the oxidation of Fe2+ and the formation of Epi-Fe3+ complex. Cyclic voltammetry showed that mid-point potential of Epi-Fe2+ complex is very low (−582 mV vs. standard hydrogen electrode), which explains catalyzed oxidation of Fe2+. Next, we examined the impact of iron binding on biological performance of Epi using patch clamping in cell culture with constitutive expression of adrenergic receptors. Epi alone evoked an increase of outward currents, whereas Epi in the complex with Fe3+ did not. This implies that the binding of Epi to adrenergic receptors and their activation is prevented by the formation of complex with iron. Pro-oxidative activity of Epi-Fe2+ complex may represent a link between chronic stress and cardiovascular problems. On the other hand, labile iron could serve as a modulator of biological activity of ligands. Such interactions may be important in human pathologies that are related to iron overload or deficiency.
PB  - Elsevier
T2  - Free Radical Biology and Medicine
T1  - Ferrous iron binding to epinephrine promotes the oxidation of iron and impedes activation of adrenergic receptors
VL  - 148
SP  - 123
EP  - 127
DO  - 10.1016/j.freeradbiomed.2020.01.001
ER  - 
@article{
author = "Korać Jačić, Jelena and Nikolić, Ljiljana and Stanković, Dalibor and Opačić, Miloš and Dimitrijević, Milena and Savić, Danijela and Grgurić-Šipka, Sanja and Spasojević, Ivan and Bogdanović Pristov, Jelena",
year = "2020",
abstract = "Upon release in response to stress, epinephrine (Epi) may interact with labile iron pool in human plasma with potentially important (patho)physiological consequences. We have shown that Epi and Fe3+ build stable 1:1 high-spin bidentate complex at physiological pH, and that Epi does not undergo degradation in the presence of iron. However, the interactions of Epi with the more soluble Fe2+, and the impact of iron on biological activity of Epi are still not known. Herein we showed that Epi and Fe2+ build colorless complex which is stable under anaerobic conditions. In the presence of O2, Epi promoted the oxidation of Fe2+ and the formation of Epi-Fe3+ complex. Cyclic voltammetry showed that mid-point potential of Epi-Fe2+ complex is very low (−582 mV vs. standard hydrogen electrode), which explains catalyzed oxidation of Fe2+. Next, we examined the impact of iron binding on biological performance of Epi using patch clamping in cell culture with constitutive expression of adrenergic receptors. Epi alone evoked an increase of outward currents, whereas Epi in the complex with Fe3+ did not. This implies that the binding of Epi to adrenergic receptors and their activation is prevented by the formation of complex with iron. Pro-oxidative activity of Epi-Fe2+ complex may represent a link between chronic stress and cardiovascular problems. On the other hand, labile iron could serve as a modulator of biological activity of ligands. Such interactions may be important in human pathologies that are related to iron overload or deficiency.",
publisher = "Elsevier",
journal = "Free Radical Biology and Medicine",
title = "Ferrous iron binding to epinephrine promotes the oxidation of iron and impedes activation of adrenergic receptors",
volume = "148",
pages = "123-127",
doi = "10.1016/j.freeradbiomed.2020.01.001"
}
Korać Jačić, J., Nikolić, L., Stanković, D., Opačić, M., Dimitrijević, M., Savić, D., Grgurić-Šipka, S., Spasojević, I.,& Bogdanović Pristov, J.. (2020). Ferrous iron binding to epinephrine promotes the oxidation of iron and impedes activation of adrenergic receptors. in Free Radical Biology and Medicine
Elsevier., 148, 123-127.
https://doi.org/10.1016/j.freeradbiomed.2020.01.001
Korać Jačić J, Nikolić L, Stanković D, Opačić M, Dimitrijević M, Savić D, Grgurić-Šipka S, Spasojević I, Bogdanović Pristov J. Ferrous iron binding to epinephrine promotes the oxidation of iron and impedes activation of adrenergic receptors. in Free Radical Biology and Medicine. 2020;148:123-127.
doi:10.1016/j.freeradbiomed.2020.01.001 .
Korać Jačić, Jelena, Nikolić, Ljiljana, Stanković, Dalibor, Opačić, Miloš, Dimitrijević, Milena, Savić, Danijela, Grgurić-Šipka, Sanja, Spasojević, Ivan, Bogdanović Pristov, Jelena, "Ferrous iron binding to epinephrine promotes the oxidation of iron and impedes activation of adrenergic receptors" in Free Radical Biology and Medicine, 148 (2020):123-127,
https://doi.org/10.1016/j.freeradbiomed.2020.01.001 . .
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