Mihajlović-Lalić, Ljiljana

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Authority KeyName Variants
orcid::0000-0003-4802-432X
  • Mihajlović-Lalić, Ljiljana (31)
Projects
Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (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
Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors Strengthening of the MagBioVin Research and Innovation Team for Development of Novel Approaches for Tumour Therapy based on Nanostructured Materials
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) Education, Audiovisual and Culture Executive Agency of the European Commission (EACEA)
Hercules Foundation (3D-SPACE: 3D Structural Platform Aiming for Chemical Excellence) [AUGE/11/029] Oxide-based environmentally-friendly porous materials for genotoxic substances removal
Application of advanced oxidation processes and nanostructured oxide materials for the removal of pollutants from the environment, development and optimisation of instrumental techniques for efficiency monitoring Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200113 (Univeristy of Niš, Faculty of Medicine) Amorphous and nanostructural chalcogenides
NAWI Graz Research Fund-Flanders (FWO)
Hercules Foundation [AUGE/11/029] Dynamics of nonlinear physicochemical and biochemical systems with modeling and predicting of their behavior under nonequilibrium conditions
Advanced multicomponent metal systems and nanostructured materials with diverse functional properties Molecular mechanisms of physiological and pharmacological control of inflammation and cancer
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200017 (University of Belgrade, Institute of Nuclear Sciences 'Vinča', Belgrade-Vinča) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM)
Research Foundation - Flanders (FWO) [1.5.216.15N]

Author's Bibliography

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

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

(2023)

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

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

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

(Belgrade : Serbian Chemical Society, 2023)

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

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
2
1

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 . .
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4
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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 .

(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
2
2

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 .

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

Co(III), Ni(II), and Cu(II) complexes with tetradentate Schiff base ligand: Synthesis, Characterization, Electrochemical Behavior, Binding assessment and In vitro cytotoxicity activity

Mirković, Marija D.; Radović, Magdalena; Stanković, Dalibor; Vranješ-Đurić, Sanja; Janković, Drina; Petrović, Djordje; Mihajlović-Lalić, Ljiljana; Prijović, Željko; Milanović, Zorana

(Taylor & Francis Ltd, 2022)

TY  - JOUR
AU  - Mirković, Marija D.
AU  - Radović, Magdalena
AU  - Stanković, Dalibor
AU  - Vranješ-Đurić, Sanja
AU  - Janković, Drina
AU  - Petrović, Djordje
AU  - Mihajlović-Lalić, Ljiljana
AU  - Prijović, Željko
AU  - Milanović, Zorana
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5135
AB  - Two new Schiff base cobalt(III) ([Co(LH)Cl2], 1) and nickel(II) ([Ni(LH)ClO4], 2) complexes with a diimine-dioxime ligand, (4,9-diaza-3,10-diethyl-3,9-dodecadiene-2,11-dione bis oxime (LH2)), were synthesized and characterized. The compounds were obtained in MeOH from corresponding metal salts and LH2 in molar ratio 1:1 and further characterized by mass spectrometry, IR spectroscopy, electrochemistry, and elemental analysis. Previously reported copper(II) analog, ([Cu2(LH)2]·(ClO4)2, 3) was joined to 1 and 2, and the three metal analogs, 1-3, were further investigated in terms of their electrochemical behavior. The binding studies of the complexes with deoxyribonucleic acid (DNA) and human serum albumin (HSA) were carried out using both spectrophotometric and electrochemical methods. All three complexes exhibit binding affinity towards the DNA chain through intercalative interaction. The binding reaction with HSA showed for 1 and 3 complexes decrease in the peak current obtained in the case of complexes before the addition of HSA, while resulted compound obtained from Ni complex – HSA possesses the same electroactivity as starting complex. Furthermore, the cytotoxicity of LH2 as well as its metal complexes, and cisplatin were evaluated on CT-26 mouse colon carcinoma and human LS174T cancer cell lines employing MTT assay. The copper(II) complex exhibited very promising anticancer activity compared with cisplatin.
PB  - Taylor & Francis Ltd
T2  - Journal of Coordination Chemistry
T1  - Co(III), Ni(II), and Cu(II) complexes with tetradentate Schiff base ligand: Synthesis, Characterization, Electrochemical Behavior, Binding assessment and In vitro cytotoxicity activity
VL  - 75
IS  - 1-2
DO  - 10.1080/00958972.2022.2032683
ER  - 
@article{
author = "Mirković, Marija D. and Radović, Magdalena and Stanković, Dalibor and Vranješ-Đurić, Sanja and Janković, Drina and Petrović, Djordje and Mihajlović-Lalić, Ljiljana and Prijović, Željko and Milanović, Zorana",
year = "2022",
abstract = "Two new Schiff base cobalt(III) ([Co(LH)Cl2], 1) and nickel(II) ([Ni(LH)ClO4], 2) complexes with a diimine-dioxime ligand, (4,9-diaza-3,10-diethyl-3,9-dodecadiene-2,11-dione bis oxime (LH2)), were synthesized and characterized. The compounds were obtained in MeOH from corresponding metal salts and LH2 in molar ratio 1:1 and further characterized by mass spectrometry, IR spectroscopy, electrochemistry, and elemental analysis. Previously reported copper(II) analog, ([Cu2(LH)2]·(ClO4)2, 3) was joined to 1 and 2, and the three metal analogs, 1-3, were further investigated in terms of their electrochemical behavior. The binding studies of the complexes with deoxyribonucleic acid (DNA) and human serum albumin (HSA) were carried out using both spectrophotometric and electrochemical methods. All three complexes exhibit binding affinity towards the DNA chain through intercalative interaction. The binding reaction with HSA showed for 1 and 3 complexes decrease in the peak current obtained in the case of complexes before the addition of HSA, while resulted compound obtained from Ni complex – HSA possesses the same electroactivity as starting complex. Furthermore, the cytotoxicity of LH2 as well as its metal complexes, and cisplatin were evaluated on CT-26 mouse colon carcinoma and human LS174T cancer cell lines employing MTT assay. The copper(II) complex exhibited very promising anticancer activity compared with cisplatin.",
publisher = "Taylor & Francis Ltd",
journal = "Journal of Coordination Chemistry",
title = "Co(III), Ni(II), and Cu(II) complexes with tetradentate Schiff base ligand: Synthesis, Characterization, Electrochemical Behavior, Binding assessment and In vitro cytotoxicity activity",
volume = "75",
number = "1-2",
doi = "10.1080/00958972.2022.2032683"
}
Mirković, M. D., Radović, M., Stanković, D., Vranješ-Đurić, S., Janković, D., Petrović, D., Mihajlović-Lalić, L., Prijović, Ž.,& Milanović, Z.. (2022). Co(III), Ni(II), and Cu(II) complexes with tetradentate Schiff base ligand: Synthesis, Characterization, Electrochemical Behavior, Binding assessment and In vitro cytotoxicity activity. in Journal of Coordination Chemistry
Taylor & Francis Ltd., 75(1-2).
https://doi.org/10.1080/00958972.2022.2032683
Mirković MD, Radović M, Stanković D, Vranješ-Đurić S, Janković D, Petrović D, Mihajlović-Lalić L, Prijović Ž, Milanović Z. Co(III), Ni(II), and Cu(II) complexes with tetradentate Schiff base ligand: Synthesis, Characterization, Electrochemical Behavior, Binding assessment and In vitro cytotoxicity activity. in Journal of Coordination Chemistry. 2022;75(1-2).
doi:10.1080/00958972.2022.2032683 .
Mirković, Marija D., Radović, Magdalena, Stanković, Dalibor, Vranješ-Đurić, Sanja, Janković, Drina, Petrović, Djordje, Mihajlović-Lalić, Ljiljana, Prijović, Željko, Milanović, Zorana, "Co(III), Ni(II), and Cu(II) complexes with tetradentate Schiff base ligand: Synthesis, Characterization, Electrochemical Behavior, Binding assessment and In vitro cytotoxicity activity" in Journal of Coordination Chemistry, 75, no. 1-2 (2022),
https://doi.org/10.1080/00958972.2022.2032683 . .
1
1
1

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 . .
8
1
4
6

Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid

Pantić, Darko N.; Mihajlović-Lalić, Ljiljana; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - JOUR
AU  - Pantić, Darko N.
AU  - Mihajlović-Lalić, Ljiljana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3116
AB  - Three new ruthenium(II)-arene halido complexes, [(η 6 -p-cymene) RuX(L)] (1–3), were synthesized in a reaction of [(η 6 -p-cymene)RuX 2 ] 2 with 5-chloro-1H-benzimidazole-2-carboxylic acid (HL) in ethanol (X – = Cl – (1), Br – (2), I – (3)). The complexes were characterized by elemental analysis, mass spectrometry, IR, 1 H and 13 C NMR spectroscopy. The cytotoxic activity of the ligand precursor and its ruthenium complexes was tested by MTT assay in human cancer cell lines: lung adenocarcinoma (A549), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5). The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to HL in the range of concentrations up to 300 µM. In terms of halido ligand substitution, cytotoxic activity toward A549 and K562 cell lines in 1–3 serie significantly increased (e.g., IC 50 values for K562: 1: 205.76 µM; 2: 174.77 µM; 3: 83.97 µM). All studied compounds were found to be ineffective toward MRC-5. Hydrolysis of 1–3 was followed by UV-vis spectroscopy at 25 °C, revealing ligand-substitution reactions at the Ru(II) center. Compounds 2 and 3 underwent rapid hydrolysis ranging from a few minutes for the aquation to ca. 20 min, confirming typical Ru-arene behavior in aqueous solutions.
T2  - Journal of Coordination Chemistry
T1  - Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid
VL  - 72
IS  - 5-7
SP  - 908
EP  - 919
DO  - 10.1080/00958972.2019.1583332
ER  - 
@article{
author = "Pantić, Darko N. and Mihajlović-Lalić, Ljiljana and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
abstract = "Three new ruthenium(II)-arene halido complexes, [(η 6 -p-cymene) RuX(L)] (1–3), were synthesized in a reaction of [(η 6 -p-cymene)RuX 2 ] 2 with 5-chloro-1H-benzimidazole-2-carboxylic acid (HL) in ethanol (X – = Cl – (1), Br – (2), I – (3)). The complexes were characterized by elemental analysis, mass spectrometry, IR, 1 H and 13 C NMR spectroscopy. The cytotoxic activity of the ligand precursor and its ruthenium complexes was tested by MTT assay in human cancer cell lines: lung adenocarcinoma (A549), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5). The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to HL in the range of concentrations up to 300 µM. In terms of halido ligand substitution, cytotoxic activity toward A549 and K562 cell lines in 1–3 serie significantly increased (e.g., IC 50 values for K562: 1: 205.76 µM; 2: 174.77 µM; 3: 83.97 µM). All studied compounds were found to be ineffective toward MRC-5. Hydrolysis of 1–3 was followed by UV-vis spectroscopy at 25 °C, revealing ligand-substitution reactions at the Ru(II) center. Compounds 2 and 3 underwent rapid hydrolysis ranging from a few minutes for the aquation to ca. 20 min, confirming typical Ru-arene behavior in aqueous solutions.",
journal = "Journal of Coordination Chemistry",
title = "Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid",
volume = "72",
number = "5-7",
pages = "908-919",
doi = "10.1080/00958972.2019.1583332"
}
Pantić, D. N., Mihajlović-Lalić, L., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S.. (2019). Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid. in Journal of Coordination Chemistry, 72(5-7), 908-919.
https://doi.org/10.1080/00958972.2019.1583332
Pantić DN, Mihajlović-Lalić L, Aranđelović S, Radulović S, Grgurić-Šipka S. Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid. in Journal of Coordination Chemistry. 2019;72(5-7):908-919.
doi:10.1080/00958972.2019.1583332 .
Pantić, Darko N., Mihajlović-Lalić, Ljiljana, Aranđelović, Sandra, Radulović, Siniša, Grgurić-Šipka, Sanja, "Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid" in Journal of Coordination Chemistry, 72, no. 5-7 (2019):908-919,
https://doi.org/10.1080/00958972.2019.1583332 . .
4
4
5
4

Supplementary material for the article: Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019, 72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332

Pantić, Darko N.; Mihajlović-Lalić, Ljiljana; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - DATA
AU  - Pantić, Darko N.
AU  - Mihajlović-Lalić, Ljiljana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3117
T2  - Journal of Coordination Chemistry
T1  - Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3117
ER  - 
@misc{
author = "Pantić, Darko N. and Mihajlović-Lalić, Ljiljana and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
journal = "Journal of Coordination Chemistry",
title = "Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3117"
}
Pantić, D. N., Mihajlović-Lalić, L., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S.. (2019). Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332. in Journal of Coordination Chemistry.
https://hdl.handle.net/21.15107/rcub_cherry_3117
Pantić DN, Mihajlović-Lalić L, Aranđelović S, Radulović S, Grgurić-Šipka S. Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332. in Journal of Coordination Chemistry. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_3117 .
Pantić, Darko N., Mihajlović-Lalić, Ljiljana, Aranđelović, Sandra, Radulović, Siniša, Grgurić-Šipka, Sanja, "Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332" in Journal of Coordination Chemistry (2019),
https://hdl.handle.net/21.15107/rcub_cherry_3117 .

Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity

Nikolić, Stefan; Mihajlović-Lalić, Ljiljana; Vidosavljević, Marija; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Mihajlović-Lalić, Ljiljana
AU  - Vidosavljević, Marija
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3640
AB  - Four mono- (1–4) and four binuclear Ru(II) arene (5–8) complexes have been isolated from the reaction of [Ru(η6-benzene)Cl(μ-Cl)]2 or [Ru(η6-toluene)Cl(μ-Cl)]2 with 2-pyridinecarboxylic acid and 6-fluoro-2-pyridinecarboxylic acid. Their structural characterization included IR and NMR spectroscopy and MS spectrometry. The cytotoxic potential of the compounds has been tested by MTT assay in seven human cancer cell lines: alveolar basal adenocarcinoma (A549), large cell lung carcinoma (HTB177), colorectal carcinoma (HCT116), malignant melanoma (A375), prostate adenocarcinoma (PC3), breast carcinoma (MDA-MB-453), cervix adenocarcinoma (HeLa), and one human non-malignant lung fibroblast cell line (MRC-5). Mononuclear complexes 1 and 3 carrying 2-pyridinecarboxylic acid have displayed moderate antiproliferative effect toward HCT116 and HeLa, slightly better in comparison to their binuclear analogues, 5 and 7. The highest activity and cytoselectivity has been observed 1 as it has reduced viability of HCT116 cells 1.5 times more efficiently (IC50 = 27.5 μM), than of the MRC-5 cells (IC50 = 41.3 μM). In contrast to 1 and 3, compounds 2, 4–8 have been found to exhibit lack of cytotoxicity or mild cytotoxicity with IC50 values ranging from 100 to 300 μM.
T2  - Journal of Organometallic Chemistry
T1  - Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity
VL  - 902
DO  - 10.1016/j.jorganchem.2019.120966
ER  - 
@article{
author = "Nikolić, Stefan and Mihajlović-Lalić, Ljiljana and Vidosavljević, Marija and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
abstract = "Four mono- (1–4) and four binuclear Ru(II) arene (5–8) complexes have been isolated from the reaction of [Ru(η6-benzene)Cl(μ-Cl)]2 or [Ru(η6-toluene)Cl(μ-Cl)]2 with 2-pyridinecarboxylic acid and 6-fluoro-2-pyridinecarboxylic acid. Their structural characterization included IR and NMR spectroscopy and MS spectrometry. The cytotoxic potential of the compounds has been tested by MTT assay in seven human cancer cell lines: alveolar basal adenocarcinoma (A549), large cell lung carcinoma (HTB177), colorectal carcinoma (HCT116), malignant melanoma (A375), prostate adenocarcinoma (PC3), breast carcinoma (MDA-MB-453), cervix adenocarcinoma (HeLa), and one human non-malignant lung fibroblast cell line (MRC-5). Mononuclear complexes 1 and 3 carrying 2-pyridinecarboxylic acid have displayed moderate antiproliferative effect toward HCT116 and HeLa, slightly better in comparison to their binuclear analogues, 5 and 7. The highest activity and cytoselectivity has been observed 1 as it has reduced viability of HCT116 cells 1.5 times more efficiently (IC50 = 27.5 μM), than of the MRC-5 cells (IC50 = 41.3 μM). In contrast to 1 and 3, compounds 2, 4–8 have been found to exhibit lack of cytotoxicity or mild cytotoxicity with IC50 values ranging from 100 to 300 μM.",
journal = "Journal of Organometallic Chemistry",
title = "Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity",
volume = "902",
doi = "10.1016/j.jorganchem.2019.120966"
}
Nikolić, S., Mihajlović-Lalić, L., Vidosavljević, M., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S.. (2019). Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity. in Journal of Organometallic Chemistry, 902.
https://doi.org/10.1016/j.jorganchem.2019.120966
Nikolić S, Mihajlović-Lalić L, Vidosavljević M, Aranđelović S, Radulović S, Grgurić-Šipka S. Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity. in Journal of Organometallic Chemistry. 2019;902.
doi:10.1016/j.jorganchem.2019.120966 .
Nikolić, Stefan, Mihajlović-Lalić, Ljiljana, Vidosavljević, Marija, Aranđelović, Sandra, Radulović, Siniša, Grgurić-Šipka, Sanja, "Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity" in Journal of Organometallic Chemistry, 902 (2019),
https://doi.org/10.1016/j.jorganchem.2019.120966 . .
7
4
5
6

Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity

Nikolić, Stefan; Mihajlović-Lalić, Ljiljana; Vidosavljević, Marija; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Mihajlović-Lalić, Ljiljana
AU  - Vidosavljević, Marija
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3641
AB  - Four mono- (1–4) and four binuclear Ru(II) arene (5–8) complexes have been isolated from the reaction of [Ru(η6-benzene)Cl(μ-Cl)]2 or [Ru(η6-toluene)Cl(μ-Cl)]2 with 2-pyridinecarboxylic acid and 6-fluoro-2-pyridinecarboxylic acid. Their structural characterization included IR and NMR spectroscopy and MS spectrometry. The cytotoxic potential of the compounds has been tested by MTT assay in seven human cancer cell lines: alveolar basal adenocarcinoma (A549), large cell lung carcinoma (HTB177), colorectal carcinoma (HCT116), malignant melanoma (A375), prostate adenocarcinoma (PC3), breast carcinoma (MDA-MB-453), cervix adenocarcinoma (HeLa), and one human non-malignant lung fibroblast cell line (MRC-5). Mononuclear complexes 1 and 3 carrying 2-pyridinecarboxylic acid have displayed moderate antiproliferative effect toward HCT116 and HeLa, slightly better in comparison to their binuclear analogues, 5 and 7. The highest activity and cytoselectivity has been observed 1 as it has reduced viability of HCT116 cells 1.5 times more efficiently (IC50 = 27.5 μM), than of the MRC-5 cells (IC50 = 41.3 μM). In contrast to 1 and 3, compounds 2, 4–8 have been found to exhibit lack of cytotoxicity or mild cytotoxicity with IC50 values ranging from 100 to 300 μM.
T2  - Journal of Organometallic Chemistry
T1  - Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity
VL  - 902
DO  - 10.1016/j.jorganchem.2019.120966
ER  - 
@article{
author = "Nikolić, Stefan and Mihajlović-Lalić, Ljiljana and Vidosavljević, Marija and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
abstract = "Four mono- (1–4) and four binuclear Ru(II) arene (5–8) complexes have been isolated from the reaction of [Ru(η6-benzene)Cl(μ-Cl)]2 or [Ru(η6-toluene)Cl(μ-Cl)]2 with 2-pyridinecarboxylic acid and 6-fluoro-2-pyridinecarboxylic acid. Their structural characterization included IR and NMR spectroscopy and MS spectrometry. The cytotoxic potential of the compounds has been tested by MTT assay in seven human cancer cell lines: alveolar basal adenocarcinoma (A549), large cell lung carcinoma (HTB177), colorectal carcinoma (HCT116), malignant melanoma (A375), prostate adenocarcinoma (PC3), breast carcinoma (MDA-MB-453), cervix adenocarcinoma (HeLa), and one human non-malignant lung fibroblast cell line (MRC-5). Mononuclear complexes 1 and 3 carrying 2-pyridinecarboxylic acid have displayed moderate antiproliferative effect toward HCT116 and HeLa, slightly better in comparison to their binuclear analogues, 5 and 7. The highest activity and cytoselectivity has been observed 1 as it has reduced viability of HCT116 cells 1.5 times more efficiently (IC50 = 27.5 μM), than of the MRC-5 cells (IC50 = 41.3 μM). In contrast to 1 and 3, compounds 2, 4–8 have been found to exhibit lack of cytotoxicity or mild cytotoxicity with IC50 values ranging from 100 to 300 μM.",
journal = "Journal of Organometallic Chemistry",
title = "Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity",
volume = "902",
doi = "10.1016/j.jorganchem.2019.120966"
}
Nikolić, S., Mihajlović-Lalić, L., Vidosavljević, M., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S.. (2019). Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity. in Journal of Organometallic Chemistry, 902.
https://doi.org/10.1016/j.jorganchem.2019.120966
Nikolić S, Mihajlović-Lalić L, Vidosavljević M, Aranđelović S, Radulović S, Grgurić-Šipka S. Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity. in Journal of Organometallic Chemistry. 2019;902.
doi:10.1016/j.jorganchem.2019.120966 .
Nikolić, Stefan, Mihajlović-Lalić, Ljiljana, Vidosavljević, Marija, Aranđelović, Sandra, Radulović, Siniša, Grgurić-Šipka, Sanja, "Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity" in Journal of Organometallic Chemistry, 902 (2019),
https://doi.org/10.1016/j.jorganchem.2019.120966 . .
7
4
5
6

Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966

Nikolić, Stefan; Mihajlović-Lalić, Ljiljana; Vidosavljević, Marija; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - DATA
AU  - Nikolić, Stefan
AU  - Mihajlović-Lalić, Ljiljana
AU  - Vidosavljević, Marija
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3642
T2  - Journal of Organometallic Chemistry
T1  - Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966
VL  - 902
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3642
ER  - 
@misc{
author = "Nikolić, Stefan and Mihajlović-Lalić, Ljiljana and Vidosavljević, Marija and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
journal = "Journal of Organometallic Chemistry",
title = "Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966",
volume = "902",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3642"
}
Nikolić, S., Mihajlović-Lalić, L., Vidosavljević, M., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S.. (2019). Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966. in Journal of Organometallic Chemistry, 902.
https://hdl.handle.net/21.15107/rcub_cherry_3642
Nikolić S, Mihajlović-Lalić L, Vidosavljević M, Aranđelović S, Radulović S, Grgurić-Šipka S. Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966. in Journal of Organometallic Chemistry. 2019;902.
https://hdl.handle.net/21.15107/rcub_cherry_3642 .
Nikolić, Stefan, Mihajlović-Lalić, Ljiljana, Vidosavljević, Marija, Aranđelović, Sandra, Radulović, Siniša, Grgurić-Šipka, Sanja, "Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966" in Journal of Organometallic Chemistry, 902 (2019),
https://hdl.handle.net/21.15107/rcub_cherry_3642 .

Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands

Mihajlović-Lalić, Ljiljana; Stanković, Dalibor; Poljarević, Jelena; Sabo, Tibor; Manojlović, Dragan D.

(Electrochemical Soc Inc, Pennington, 2018)

TY  - JOUR
AU  - Mihajlović-Lalić, Ljiljana
AU  - Stanković, Dalibor
AU  - Poljarević, Jelena
AU  - Sabo, Tibor
AU  - Manojlović, Dragan D.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2196
AB  - The electrochemical behavior of four dialkyl esters (methyl, ethyl, n-propyl and n-butyl) of (S,S)-alpha,alpha'-(1,2-ethanediyldiimino)-bis[cyclohexanepropanoic acid] with moderate antitumor activity has been studied by cyclic voltammetry. I-E curves recorded at boron-doped diamond electrode in -2.00  lt  E-p  lt  0.00 V range show a single oxidative peak located in the -0.95  lt  E-p,E-a  lt  -0.52 V region in a form of one-electron wave. The electrochemical processes appear to be irreversible for all compounds except for the compound with methyl substituent which demonstrates well-defined reversible electron transfer. Derivatives with bulkier moieties are easier to oxidize. For all investigated compounds an amine-centered redox process is dominant. Further investigation indicates that electrochemical reaction is diffusion controlled, chemically irreversible process. The results are discussed in terms of linking their electrochemical activity to antitumor effect. (C) 2018 The Electrochemical Society.
PB  - Electrochemical Soc Inc, Pennington
T2  - Journal of the Electrochemical Society
T1  - Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands
VL  - 165
IS  - 10
DO  - 10.1149/2.1121810jes
ER  - 
@article{
author = "Mihajlović-Lalić, Ljiljana and Stanković, Dalibor and Poljarević, Jelena and Sabo, Tibor and Manojlović, Dragan D.",
year = "2018",
abstract = "The electrochemical behavior of four dialkyl esters (methyl, ethyl, n-propyl and n-butyl) of (S,S)-alpha,alpha'-(1,2-ethanediyldiimino)-bis[cyclohexanepropanoic acid] with moderate antitumor activity has been studied by cyclic voltammetry. I-E curves recorded at boron-doped diamond electrode in -2.00  lt  E-p  lt  0.00 V range show a single oxidative peak located in the -0.95  lt  E-p,E-a  lt  -0.52 V region in a form of one-electron wave. The electrochemical processes appear to be irreversible for all compounds except for the compound with methyl substituent which demonstrates well-defined reversible electron transfer. Derivatives with bulkier moieties are easier to oxidize. For all investigated compounds an amine-centered redox process is dominant. Further investigation indicates that electrochemical reaction is diffusion controlled, chemically irreversible process. The results are discussed in terms of linking their electrochemical activity to antitumor effect. (C) 2018 The Electrochemical Society.",
publisher = "Electrochemical Soc Inc, Pennington",
journal = "Journal of the Electrochemical Society",
title = "Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands",
volume = "165",
number = "10",
doi = "10.1149/2.1121810jes"
}
Mihajlović-Lalić, L., Stanković, D., Poljarević, J., Sabo, T.,& Manojlović, D. D.. (2018). Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands. in Journal of the Electrochemical Society
Electrochemical Soc Inc, Pennington., 165(10).
https://doi.org/10.1149/2.1121810jes
Mihajlović-Lalić L, Stanković D, Poljarević J, Sabo T, Manojlović DD. Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands. in Journal of the Electrochemical Society. 2018;165(10).
doi:10.1149/2.1121810jes .
Mihajlović-Lalić, Ljiljana, Stanković, Dalibor, Poljarević, Jelena, Sabo, Tibor, Manojlović, Dragan D., "Voltammetric Study of Antitumor Efficient Ethylenediamine-Type of Ligands" in Journal of the Electrochemical Society, 165, no. 10 (2018),
https://doi.org/10.1149/2.1121810jes . .
1
1
1
1

Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation

Baroud, Afya A.; Mihajlović-Lalić, Ljiljana; Gligorijević, Nevenka; Aranđelović, Sandra; Stanković, Dalibor; Radulović, Siniša; Van Hecke, Kristof; Savić, Aleksandar; Grgurić-Šipka, Sanja

(Taylor & Francis Ltd, Abingdon, 2017)

TY  - JOUR
AU  - Baroud, Afya A.
AU  - Mihajlović-Lalić, Ljiljana
AU  - Gligorijević, Nevenka
AU  - Aranđelović, Sandra
AU  - Stanković, Dalibor
AU  - Radulović, Siniša
AU  - Van Hecke, Kristof
AU  - Savić, Aleksandar
AU  - Grgurić-Šipka, Sanja
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2423
AB  - Complexes 1-4, [Ru(L)(bpy)(2)]PF6, where bpy=2,2-bipyridine; HL=3-methylpyridine-2-carboxylic acid (HL1), 6-methylpyridine-2-carboxylic acid (HL2), 5-bromopyridine-2-carboxylic acid (HL3) and 6-bromopyridine-2-carboxylic acid (HL4), were synthesized and characterized. The electrochemical character of the complexes was investigated by cyclic voltammetry revealing two reversible reduction waves in the negative range of potentials, most likely due to a reduction of the bipyridine moiety. Cytotoxicity studies by MTT assay for 72h of drug action revealed that 2-4 exhibited moderate activity in cervical human tumor cells (HeLa). Complex 2 exhibited low activity in colon cancer LS-174 cells (180 +/- 10), while all complexes were devoid of activity in lung cancer A549 and non-tumor MRC-5 cells, up to 200M. Combinational studies of the most active complex 2, with pharmacological modulators of cell redox status, L-buthionine-sulfoximine (L-BSO) or N-acetyl-L-cysteine (NAC), showed that when L-BSO potentiated, 2 induced a sub-G1 peak of the cell cycle in the HeLa cell line. UV-vis and cyclic voltammetry were performed in order to investigate the binding mode of 2 to DNA and suggested intercalation for the complex-DNA interaction. [GRAPHICS]
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Coordination Chemistry
T1  - Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation
VL  - 70
IS  - 5
SP  - 831
EP  - 847
DO  - 10.1080/00958972.2017.1282611
ER  - 
@article{
author = "Baroud, Afya A. and Mihajlović-Lalić, Ljiljana and Gligorijević, Nevenka and Aranđelović, Sandra and Stanković, Dalibor and Radulović, Siniša and Van Hecke, Kristof and Savić, Aleksandar and Grgurić-Šipka, Sanja",
year = "2017",
abstract = "Complexes 1-4, [Ru(L)(bpy)(2)]PF6, where bpy=2,2-bipyridine; HL=3-methylpyridine-2-carboxylic acid (HL1), 6-methylpyridine-2-carboxylic acid (HL2), 5-bromopyridine-2-carboxylic acid (HL3) and 6-bromopyridine-2-carboxylic acid (HL4), were synthesized and characterized. The electrochemical character of the complexes was investigated by cyclic voltammetry revealing two reversible reduction waves in the negative range of potentials, most likely due to a reduction of the bipyridine moiety. Cytotoxicity studies by MTT assay for 72h of drug action revealed that 2-4 exhibited moderate activity in cervical human tumor cells (HeLa). Complex 2 exhibited low activity in colon cancer LS-174 cells (180 +/- 10), while all complexes were devoid of activity in lung cancer A549 and non-tumor MRC-5 cells, up to 200M. Combinational studies of the most active complex 2, with pharmacological modulators of cell redox status, L-buthionine-sulfoximine (L-BSO) or N-acetyl-L-cysteine (NAC), showed that when L-BSO potentiated, 2 induced a sub-G1 peak of the cell cycle in the HeLa cell line. UV-vis and cyclic voltammetry were performed in order to investigate the binding mode of 2 to DNA and suggested intercalation for the complex-DNA interaction. [GRAPHICS]",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Coordination Chemistry",
title = "Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation",
volume = "70",
number = "5",
pages = "831-847",
doi = "10.1080/00958972.2017.1282611"
}
Baroud, A. A., Mihajlović-Lalić, L., Gligorijević, N., Aranđelović, S., Stanković, D., Radulović, S., Van Hecke, K., Savić, A.,& Grgurić-Šipka, S.. (2017). Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation. in Journal of Coordination Chemistry
Taylor & Francis Ltd, Abingdon., 70(5), 831-847.
https://doi.org/10.1080/00958972.2017.1282611
Baroud AA, Mihajlović-Lalić L, Gligorijević N, Aranđelović S, Stanković D, Radulović S, Van Hecke K, Savić A, Grgurić-Šipka S. Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation. in Journal of Coordination Chemistry. 2017;70(5):831-847.
doi:10.1080/00958972.2017.1282611 .
Baroud, Afya A., Mihajlović-Lalić, Ljiljana, Gligorijević, Nevenka, Aranđelović, Sandra, Stanković, Dalibor, Radulović, Siniša, Van Hecke, Kristof, Savić, Aleksandar, Grgurić-Šipka, Sanja, "Ruthenium(II) bipyridine complexes: from synthesis and crystal structures to electrochemical and cytotoxicity investigation" in Journal of Coordination Chemistry, 70, no. 5 (2017):831-847,
https://doi.org/10.1080/00958972.2017.1282611 . .
19
12
18
18

New ruthenium(II) bipyridyl complex: Synthesis, crystal structure and cytotoxicity

Baroud, Afya A.; Mihajlović-Lalić, Ljiljana; Stanković, Dalibor; Kajzerberger, Marijana; Van Hecke, Kristof; Grgurić-Šipka, Sanja; Savić, Aleksandar

(Serbian Chemical Soc, Belgrade, 2017)

TY  - JOUR
AU  - Baroud, Afya A.
AU  - Mihajlović-Lalić, Ljiljana
AU  - Stanković, Dalibor
AU  - Kajzerberger, Marijana
AU  - Van Hecke, Kristof
AU  - Grgurić-Šipka, Sanja
AU  - Savić, Aleksandar
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2457
AB  - A new Ru(II) bipyridyl complex with O-4-hydrogenpyridine-2,4-dicarboxylate was synthesized and characterized by IR, NMR and mass spectrometry, X-ray diffraction analysis and elemental analysis. The electrochemical characteristics of the complex were investigated by cyclic voltammetry, revealing Ru(II)/Ru(III) electron transfer in the positive range of potentials. On the opposite potential side, multiple partially reversible peaks were dominant, representing subsequent reductions of the bulky bipyridyl moiety. The cytotoxic activity of the complex was tested in two human cancer cell lines: A549 (lung cancer) and K562 (leukemia) as well as non-tumor MRC-5 cells, by MTT assays. The IC50 values were  gt 300 and 177.63+/-2.28 mu M for the A549 and K562 cells, respectively.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - New ruthenium(II) bipyridyl complex: Synthesis, crystal structure and cytotoxicity
VL  - 82
IS  - 3
SP  - 267
EP  - 275
DO  - 10.2298/JSC170109025B
ER  - 
@article{
author = "Baroud, Afya A. and Mihajlović-Lalić, Ljiljana and Stanković, Dalibor and Kajzerberger, Marijana and Van Hecke, Kristof and Grgurić-Šipka, Sanja and Savić, Aleksandar",
year = "2017",
abstract = "A new Ru(II) bipyridyl complex with O-4-hydrogenpyridine-2,4-dicarboxylate was synthesized and characterized by IR, NMR and mass spectrometry, X-ray diffraction analysis and elemental analysis. The electrochemical characteristics of the complex were investigated by cyclic voltammetry, revealing Ru(II)/Ru(III) electron transfer in the positive range of potentials. On the opposite potential side, multiple partially reversible peaks were dominant, representing subsequent reductions of the bulky bipyridyl moiety. The cytotoxic activity of the complex was tested in two human cancer cell lines: A549 (lung cancer) and K562 (leukemia) as well as non-tumor MRC-5 cells, by MTT assays. The IC50 values were  gt 300 and 177.63+/-2.28 mu M for the A549 and K562 cells, respectively.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "New ruthenium(II) bipyridyl complex: Synthesis, crystal structure and cytotoxicity",
volume = "82",
number = "3",
pages = "267-275",
doi = "10.2298/JSC170109025B"
}
Baroud, A. A., Mihajlović-Lalić, L., Stanković, D., Kajzerberger, M., Van Hecke, K., Grgurić-Šipka, S.,& Savić, A.. (2017). New ruthenium(II) bipyridyl complex: Synthesis, crystal structure and cytotoxicity. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 82(3), 267-275.
https://doi.org/10.2298/JSC170109025B
Baroud AA, Mihajlović-Lalić L, Stanković D, Kajzerberger M, Van Hecke K, Grgurić-Šipka S, Savić A. New ruthenium(II) bipyridyl complex: Synthesis, crystal structure and cytotoxicity. in Journal of the Serbian Chemical Society. 2017;82(3):267-275.
doi:10.2298/JSC170109025B .
Baroud, Afya A., Mihajlović-Lalić, Ljiljana, Stanković, Dalibor, Kajzerberger, Marijana, Van Hecke, Kristof, Grgurić-Šipka, Sanja, Savić, Aleksandar, "New ruthenium(II) bipyridyl complex: Synthesis, crystal structure and cytotoxicity" in Journal of the Serbian Chemical Society, 82, no. 3 (2017):267-275,
https://doi.org/10.2298/JSC170109025B . .
1
4
4
4
4

Supplementary data for article: Baroud, A. A.; Mihajlović-Lalić, L. E.; Gligorijević, N.; Aranđelović, S.; Stanković, D.; Radulović, S.; Van Hecke, K.; Savić, A.; Grgurić-Šipka, S. Ruthenium(II) Bipyridine Complexes: From Synthesis and Crystal Structures to Electrochemical and Cytotoxicity Investigation. Journal of Coordination Chemistry 2017, 70 (5), 831–847. https://doi.org/10.1080/00958972.2017.1282611

Baroud, Afya A.; Mihajlović-Lalić, Ljiljana; Gligorijević, Nevenka; Aranđelović, Sandra; Stanković, Dalibor; Radulović, Siniša; Van Hecke, Kristof; Savić, Aleksandar; Grgurić-Šipka, Sanja

(Taylor & Francis Ltd, Abingdon, 2017)

TY  - DATA
AU  - Baroud, Afya A.
AU  - Mihajlović-Lalić, Ljiljana
AU  - Gligorijević, Nevenka
AU  - Aranđelović, Sandra
AU  - Stanković, Dalibor
AU  - Radulović, Siniša
AU  - Van Hecke, Kristof
AU  - Savić, Aleksandar
AU  - Grgurić-Šipka, Sanja
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3138
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Coordination Chemistry
T1  - Supplementary data for article:  Baroud, A. A.; Mihajlović-Lalić, L. E.; Gligorijević, N.; Aranđelović, S.; Stanković, D.; Radulović, S.; Van Hecke, K.; Savić, A.; Grgurić-Šipka, S. Ruthenium(II) Bipyridine Complexes: From Synthesis and Crystal Structures to Electrochemical and Cytotoxicity Investigation. Journal of Coordination Chemistry 2017, 70 (5), 831–847. https://doi.org/10.1080/00958972.2017.1282611
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3138
ER  - 
@misc{
author = "Baroud, Afya A. and Mihajlović-Lalić, Ljiljana and Gligorijević, Nevenka and Aranđelović, Sandra and Stanković, Dalibor and Radulović, Siniša and Van Hecke, Kristof and Savić, Aleksandar and Grgurić-Šipka, Sanja",
year = "2017",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Coordination Chemistry",
title = "Supplementary data for article:  Baroud, A. A.; Mihajlović-Lalić, L. E.; Gligorijević, N.; Aranđelović, S.; Stanković, D.; Radulović, S.; Van Hecke, K.; Savić, A.; Grgurić-Šipka, S. Ruthenium(II) Bipyridine Complexes: From Synthesis and Crystal Structures to Electrochemical and Cytotoxicity Investigation. Journal of Coordination Chemistry 2017, 70 (5), 831–847. https://doi.org/10.1080/00958972.2017.1282611",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3138"
}
Baroud, A. A., Mihajlović-Lalić, L., Gligorijević, N., Aranđelović, S., Stanković, D., Radulović, S., Van Hecke, K., Savić, A.,& Grgurić-Šipka, S.. (2017). Supplementary data for article:  Baroud, A. A.; Mihajlović-Lalić, L. E.; Gligorijević, N.; Aranđelović, S.; Stanković, D.; Radulović, S.; Van Hecke, K.; Savić, A.; Grgurić-Šipka, S. Ruthenium(II) Bipyridine Complexes: From Synthesis and Crystal Structures to Electrochemical and Cytotoxicity Investigation. Journal of Coordination Chemistry 2017, 70 (5), 831–847. https://doi.org/10.1080/00958972.2017.1282611. in Journal of Coordination Chemistry
Taylor & Francis Ltd, Abingdon..
https://hdl.handle.net/21.15107/rcub_cherry_3138
Baroud AA, Mihajlović-Lalić L, Gligorijević N, Aranđelović S, Stanković D, Radulović S, Van Hecke K, Savić A, Grgurić-Šipka S. Supplementary data for article:  Baroud, A. A.; Mihajlović-Lalić, L. E.; Gligorijević, N.; Aranđelović, S.; Stanković, D.; Radulović, S.; Van Hecke, K.; Savić, A.; Grgurić-Šipka, S. Ruthenium(II) Bipyridine Complexes: From Synthesis and Crystal Structures to Electrochemical and Cytotoxicity Investigation. Journal of Coordination Chemistry 2017, 70 (5), 831–847. https://doi.org/10.1080/00958972.2017.1282611. in Journal of Coordination Chemistry. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3138 .
Baroud, Afya A., Mihajlović-Lalić, Ljiljana, Gligorijević, Nevenka, Aranđelović, Sandra, Stanković, Dalibor, Radulović, Siniša, Van Hecke, Kristof, Savić, Aleksandar, Grgurić-Šipka, Sanja, "Supplementary data for article:  Baroud, A. A.; Mihajlović-Lalić, L. E.; Gligorijević, N.; Aranđelović, S.; Stanković, D.; Radulović, S.; Van Hecke, K.; Savić, A.; Grgurić-Šipka, S. Ruthenium(II) Bipyridine Complexes: From Synthesis and Crystal Structures to Electrochemical and Cytotoxicity Investigation. Journal of Coordination Chemistry 2017, 70 (5), 831–847. https://doi.org/10.1080/00958972.2017.1282611" in Journal of Coordination Chemistry (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3138 .

Cytotoxic Pt(IV) and Ru(II) complexes containing a biologically relevant edda-type ligand: A comparative study of their thermal properties

Mihajlović-Lalić, Ljiljana; Damjanovic, Ljiljana; Šumar-Ristović, Maja; Savić, Aleksandar; Sabo, Tibor; Dondur, Vera; Grgurić-Šipka, Sanja

(Serbian Chemical Soc, Belgrade, 2016)

TY  - JOUR
AU  - Mihajlović-Lalić, Ljiljana
AU  - Damjanovic, Ljiljana
AU  - Šumar-Ristović, Maja
AU  - Savić, Aleksandar
AU  - Sabo, Tibor
AU  - Dondur, Vera
AU  - Grgurić-Šipka, Sanja
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2325
AB  - The thermal behaviour of a Pt(IV) and a Ru(II) complex coordinated to dibutyl (S,S)-alpha,alpha'-(1,2-ethanediyldiimino)biscyclohexanepropanoate was investigated using thermogravimetry (TG) and differential scanning calorimetry (DSC). The study included an investigation of the thermal decomposition of these complexes in the temperature range of 30 to 590 degrees C and an evaluation of the activation energy for the first decomposition steps. For both metal complexes, broad DSC peaks indicated complex thermal transformation processes. The two-step decomposition of the Pt(IV) complex started at 175 and ended at about 418 degrees C, leaving elemental platinum as the final residue. On the other hand, the Ru(II) analogue decomposed in three stages. Thermal degradation was evident beginning at 144 degrees C and suggested the decomposition of a coordinated ligand as the dominant process. For this complex, the proposed final residue was RuO2. Kinetic parameters for the first decomposition step were obtained by means of the multi-heating rates method, in this case the Kissinger-Akahira-Sunose (KAS) method. The mean activation energy calculated for 0.2  lt  alpha  lt  0.8 were 122.0 kJ mol(-1) for the Pt(IV) and 118.9 kJ mol(-1) for the Ru(II) complex and decreased constantly, a characteristic of a multi-step process.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Cytotoxic Pt(IV) and Ru(II) complexes containing a biologically relevant edda-type ligand: A comparative study of their thermal properties
VL  - 81
IS  - 8
SP  - 897
EP  - 905
DO  - 10.2298/JSC160320059M
ER  - 
@article{
author = "Mihajlović-Lalić, Ljiljana and Damjanovic, Ljiljana and Šumar-Ristović, Maja and Savić, Aleksandar and Sabo, Tibor and Dondur, Vera and Grgurić-Šipka, Sanja",
year = "2016",
abstract = "The thermal behaviour of a Pt(IV) and a Ru(II) complex coordinated to dibutyl (S,S)-alpha,alpha'-(1,2-ethanediyldiimino)biscyclohexanepropanoate was investigated using thermogravimetry (TG) and differential scanning calorimetry (DSC). The study included an investigation of the thermal decomposition of these complexes in the temperature range of 30 to 590 degrees C and an evaluation of the activation energy for the first decomposition steps. For both metal complexes, broad DSC peaks indicated complex thermal transformation processes. The two-step decomposition of the Pt(IV) complex started at 175 and ended at about 418 degrees C, leaving elemental platinum as the final residue. On the other hand, the Ru(II) analogue decomposed in three stages. Thermal degradation was evident beginning at 144 degrees C and suggested the decomposition of a coordinated ligand as the dominant process. For this complex, the proposed final residue was RuO2. Kinetic parameters for the first decomposition step were obtained by means of the multi-heating rates method, in this case the Kissinger-Akahira-Sunose (KAS) method. The mean activation energy calculated for 0.2  lt  alpha  lt  0.8 were 122.0 kJ mol(-1) for the Pt(IV) and 118.9 kJ mol(-1) for the Ru(II) complex and decreased constantly, a characteristic of a multi-step process.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Cytotoxic Pt(IV) and Ru(II) complexes containing a biologically relevant edda-type ligand: A comparative study of their thermal properties",
volume = "81",
number = "8",
pages = "897-905",
doi = "10.2298/JSC160320059M"
}
Mihajlović-Lalić, L., Damjanovic, L., Šumar-Ristović, M., Savić, A., Sabo, T., Dondur, V.,& Grgurić-Šipka, S.. (2016). Cytotoxic Pt(IV) and Ru(II) complexes containing a biologically relevant edda-type ligand: A comparative study of their thermal properties. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 81(8), 897-905.
https://doi.org/10.2298/JSC160320059M
Mihajlović-Lalić L, Damjanovic L, Šumar-Ristović M, Savić A, Sabo T, Dondur V, Grgurić-Šipka S. Cytotoxic Pt(IV) and Ru(II) complexes containing a biologically relevant edda-type ligand: A comparative study of their thermal properties. in Journal of the Serbian Chemical Society. 2016;81(8):897-905.
doi:10.2298/JSC160320059M .
Mihajlović-Lalić, Ljiljana, Damjanovic, Ljiljana, Šumar-Ristović, Maja, Savić, Aleksandar, Sabo, Tibor, Dondur, Vera, Grgurić-Šipka, Sanja, "Cytotoxic Pt(IV) and Ru(II) complexes containing a biologically relevant edda-type ligand: A comparative study of their thermal properties" in Journal of the Serbian Chemical Society, 81, no. 8 (2016):897-905,
https://doi.org/10.2298/JSC160320059M . .

Supplementary material for the article: Mihajlović-Lalić, L. E.; Damjanović, L.; Šumar-Ristović, M.; Savić, A.; Sabo, T. J.; Dondur, V.; Grgurić-Šipka, S. Cytotoxic Pt(IV) and Ru(II) Complexes Containing a Biologically Relevant Edda-Type Ligand: A Comparative Study of Their Thermal Properties. Journal of the Serbian Chemical Society 2016, 81 (8), 897–905. https://doi.org/10.2298/JSC160320059M

Mihajlović-Lalić, Ljiljana; Damjanovic, Ljiljana; Šumar-Ristović, Maja; Savić, Aleksandar; Sabo, Tibor; Dondur, Vera; Grgurić-Šipka, Sanja

(Serbian Chemical Soc, Belgrade, 2016)

TY  - DATA
AU  - Mihajlović-Lalić, Ljiljana
AU  - Damjanovic, Ljiljana
AU  - Šumar-Ristović, Maja
AU  - Savić, Aleksandar
AU  - Sabo, Tibor
AU  - Dondur, Vera
AU  - Grgurić-Šipka, Sanja
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3434
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Supplementary material for the article: Mihajlović-Lalić, L. E.; Damjanović, L.; Šumar-Ristović, M.; Savić, A.; Sabo, T. J.; Dondur, V.; Grgurić-Šipka, S. Cytotoxic Pt(IV) and Ru(II) Complexes Containing a Biologically Relevant Edda-Type Ligand: A Comparative Study of Their Thermal Properties. Journal of the Serbian Chemical Society 2016, 81 (8), 897–905. https://doi.org/10.2298/JSC160320059M
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3434
ER  - 
@misc{
author = "Mihajlović-Lalić, Ljiljana and Damjanovic, Ljiljana and Šumar-Ristović, Maja and Savić, Aleksandar and Sabo, Tibor and Dondur, Vera and Grgurić-Šipka, Sanja",
year = "2016",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Supplementary material for the article: Mihajlović-Lalić, L. E.; Damjanović, L.; Šumar-Ristović, M.; Savić, A.; Sabo, T. J.; Dondur, V.; Grgurić-Šipka, S. Cytotoxic Pt(IV) and Ru(II) Complexes Containing a Biologically Relevant Edda-Type Ligand: A Comparative Study of Their Thermal Properties. Journal of the Serbian Chemical Society 2016, 81 (8), 897–905. https://doi.org/10.2298/JSC160320059M",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3434"
}
Mihajlović-Lalić, L., Damjanovic, L., Šumar-Ristović, M., Savić, A., Sabo, T., Dondur, V.,& Grgurić-Šipka, S.. (2016). Supplementary material for the article: Mihajlović-Lalić, L. E.; Damjanović, L.; Šumar-Ristović, M.; Savić, A.; Sabo, T. J.; Dondur, V.; Grgurić-Šipka, S. Cytotoxic Pt(IV) and Ru(II) Complexes Containing a Biologically Relevant Edda-Type Ligand: A Comparative Study of Their Thermal Properties. Journal of the Serbian Chemical Society 2016, 81 (8), 897–905. https://doi.org/10.2298/JSC160320059M. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade..
https://hdl.handle.net/21.15107/rcub_cherry_3434
Mihajlović-Lalić L, Damjanovic L, Šumar-Ristović M, Savić A, Sabo T, Dondur V, Grgurić-Šipka S. Supplementary material for the article: Mihajlović-Lalić, L. E.; Damjanović, L.; Šumar-Ristović, M.; Savić, A.; Sabo, T. J.; Dondur, V.; Grgurić-Šipka, S. Cytotoxic Pt(IV) and Ru(II) Complexes Containing a Biologically Relevant Edda-Type Ligand: A Comparative Study of Their Thermal Properties. Journal of the Serbian Chemical Society 2016, 81 (8), 897–905. https://doi.org/10.2298/JSC160320059M. in Journal of the Serbian Chemical Society. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3434 .
Mihajlović-Lalić, Ljiljana, Damjanovic, Ljiljana, Šumar-Ristović, Maja, Savić, Aleksandar, Sabo, Tibor, Dondur, Vera, Grgurić-Šipka, Sanja, "Supplementary material for the article: Mihajlović-Lalić, L. E.; Damjanović, L.; Šumar-Ristović, M.; Savić, A.; Sabo, T. J.; Dondur, V.; Grgurić-Šipka, S. Cytotoxic Pt(IV) and Ru(II) Complexes Containing a Biologically Relevant Edda-Type Ligand: A Comparative Study of Their Thermal Properties. Journal of the Serbian Chemical Society 2016, 81 (8), 897–905. https://doi.org/10.2298/JSC160320059M" in Journal of the Serbian Chemical Society (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3434 .

Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes

Peschel, Lydia M.; Holzer, Christof; Mihajlović-Lalić, Ljiljana; Belaj, Ferdinand; Moesch-Zanetti, Nadia C.

(Wiley-V C H Verlag Gmbh, Weinheim, 2015)

TY  - JOUR
AU  - Peschel, Lydia M.
AU  - Holzer, Christof
AU  - Mihajlović-Lalić, Ljiljana
AU  - Belaj, Ferdinand
AU  - Moesch-Zanetti, Nadia C.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1677
AB  - The synthesis, full characterization, and molecular structures of seven new coordination compounds that feature the 2-(4',4'-dimethyloxazolin-2'-yl)thiophenolate ligand (S-Phoz) with group 10 metals Ni, Pd, and Pt in the +II oxidation state are presented. The ML2 complexes [Pt(S-Phoz)(2)] (1a), [Pd(S-Phoz)(2)] (1b), and [Ni(S-Phoz)(2)] (2) were prepared starting from MCl2. Compound 1a was obtained isomerically pure in a trans arrangement, whereas its Pd analogue 1b exhibits a dynamic, solvent-dependent cis/trans equilibrium, and 2 adopts a tetrahedral arrangement. The reaction of LiS-Phoz with [cis-MCl2(PPh3)(2)] precursors resulted in full replacement of the PPh3 for M = Ni and in partial substitution for M = Pt, Pd to yield [Ni(S-Phoz)(2)] (2), [Pt(kappa(2)-S-Phoz)(kappa(1)-S-Phoz)-(PPh3)] (3a), and [Pd(kappa(2)-S-Phoz)(kappa(1)-S-Phoz)(PPh3)] (3b). The Pd compound 3b exhibits an interesting solvent-dependent equilibrium with 1b and PPh3 as demonstrated by H-1 and P-31 NMR spectroscopy. Compounds [{PdCl(S-Phoz)}(2)] (4) and [PdCl(S-Phoz)(PPh3)] (5) were synthesized from [PdCl2(NCMe)(2)]. Molecular structures of compounds trans-1a, trans-1b, 2, 3a, 3b, 4, and 5 were determined by singlecrystal X-ray diffraction studies. With the exception of the Ni complex 2, all compounds exhibit distorted square-planar geometries.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Inorganic Chemistry
T1  - Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes
IS  - 9
SP  - 1569
EP  - 1578
DO  - 10.1002/ejic.201403108
ER  - 
@article{
author = "Peschel, Lydia M. and Holzer, Christof and Mihajlović-Lalić, Ljiljana and Belaj, Ferdinand and Moesch-Zanetti, Nadia C.",
year = "2015",
abstract = "The synthesis, full characterization, and molecular structures of seven new coordination compounds that feature the 2-(4',4'-dimethyloxazolin-2'-yl)thiophenolate ligand (S-Phoz) with group 10 metals Ni, Pd, and Pt in the +II oxidation state are presented. The ML2 complexes [Pt(S-Phoz)(2)] (1a), [Pd(S-Phoz)(2)] (1b), and [Ni(S-Phoz)(2)] (2) were prepared starting from MCl2. Compound 1a was obtained isomerically pure in a trans arrangement, whereas its Pd analogue 1b exhibits a dynamic, solvent-dependent cis/trans equilibrium, and 2 adopts a tetrahedral arrangement. The reaction of LiS-Phoz with [cis-MCl2(PPh3)(2)] precursors resulted in full replacement of the PPh3 for M = Ni and in partial substitution for M = Pt, Pd to yield [Ni(S-Phoz)(2)] (2), [Pt(kappa(2)-S-Phoz)(kappa(1)-S-Phoz)-(PPh3)] (3a), and [Pd(kappa(2)-S-Phoz)(kappa(1)-S-Phoz)(PPh3)] (3b). The Pd compound 3b exhibits an interesting solvent-dependent equilibrium with 1b and PPh3 as demonstrated by H-1 and P-31 NMR spectroscopy. Compounds [{PdCl(S-Phoz)}(2)] (4) and [PdCl(S-Phoz)(PPh3)] (5) were synthesized from [PdCl2(NCMe)(2)]. Molecular structures of compounds trans-1a, trans-1b, 2, 3a, 3b, 4, and 5 were determined by singlecrystal X-ray diffraction studies. With the exception of the Ni complex 2, all compounds exhibit distorted square-planar geometries.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Inorganic Chemistry",
title = "Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes",
number = "9",
pages = "1569-1578",
doi = "10.1002/ejic.201403108"
}
Peschel, L. M., Holzer, C., Mihajlović-Lalić, L., Belaj, F.,& Moesch-Zanetti, N. C.. (2015). Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes. in European Journal of Inorganic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(9), 1569-1578.
https://doi.org/10.1002/ejic.201403108
Peschel LM, Holzer C, Mihajlović-Lalić L, Belaj F, Moesch-Zanetti NC. Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes. in European Journal of Inorganic Chemistry. 2015;(9):1569-1578.
doi:10.1002/ejic.201403108 .
Peschel, Lydia M., Holzer, Christof, Mihajlović-Lalić, Ljiljana, Belaj, Ferdinand, Moesch-Zanetti, Nadia C., "Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes" in European Journal of Inorganic Chemistry, no. 9 (2015):1569-1578,
https://doi.org/10.1002/ejic.201403108 . .
2
8
6
7
8

Supplementary data for article: Peschel, L. M.; Holzer, C.; Mihajlovic-Lalic, L.; Belaj, F.; Mösch-Zanetti, N. C. Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes. European Journal of Inorganic Chemistry 2015, 2015 (9), 1569–1578. https://doi.org/10.1002/ejic.201403108

Peschel, Lydia M.; Holzer, Christof; Mihajlović-Lalić, Ljiljana; Belaj, Ferdinand; Moesch-Zanetti, Nadia C.

(Wiley-V C H Verlag Gmbh, Weinheim, 2015)

TY  - DATA
AU  - Peschel, Lydia M.
AU  - Holzer, Christof
AU  - Mihajlović-Lalić, Ljiljana
AU  - Belaj, Ferdinand
AU  - Moesch-Zanetti, Nadia C.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3361
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Inorganic Chemistry
T1  - Supplementary data for article: Peschel, L. M.; Holzer, C.; Mihajlovic-Lalic, L.; Belaj, F.; Mösch-Zanetti, N. C. Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes. European Journal of Inorganic Chemistry 2015, 2015 (9), 1569–1578. https://doi.org/10.1002/ejic.201403108
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3361
ER  - 
@misc{
author = "Peschel, Lydia M. and Holzer, Christof and Mihajlović-Lalić, Ljiljana and Belaj, Ferdinand and Moesch-Zanetti, Nadia C.",
year = "2015",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Inorganic Chemistry",
title = "Supplementary data for article: Peschel, L. M.; Holzer, C.; Mihajlovic-Lalic, L.; Belaj, F.; Mösch-Zanetti, N. C. Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes. European Journal of Inorganic Chemistry 2015, 2015 (9), 1569–1578. https://doi.org/10.1002/ejic.201403108",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3361"
}
Peschel, L. M., Holzer, C., Mihajlović-Lalić, L., Belaj, F.,& Moesch-Zanetti, N. C.. (2015). Supplementary data for article: Peschel, L. M.; Holzer, C.; Mihajlovic-Lalic, L.; Belaj, F.; Mösch-Zanetti, N. C. Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes. European Journal of Inorganic Chemistry 2015, 2015 (9), 1569–1578. https://doi.org/10.1002/ejic.201403108. in European Journal of Inorganic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim..
https://hdl.handle.net/21.15107/rcub_cherry_3361
Peschel LM, Holzer C, Mihajlović-Lalić L, Belaj F, Moesch-Zanetti NC. Supplementary data for article: Peschel, L. M.; Holzer, C.; Mihajlovic-Lalic, L.; Belaj, F.; Mösch-Zanetti, N. C. Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes. European Journal of Inorganic Chemistry 2015, 2015 (9), 1569–1578. https://doi.org/10.1002/ejic.201403108. in European Journal of Inorganic Chemistry. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3361 .
Peschel, Lydia M., Holzer, Christof, Mihajlović-Lalić, Ljiljana, Belaj, Ferdinand, Moesch-Zanetti, Nadia C., "Supplementary data for article: Peschel, L. M.; Holzer, C.; Mihajlovic-Lalic, L.; Belaj, F.; Mösch-Zanetti, N. C. Coordinative Flexibility of a Thiophenolate Oxazoline Ligand in Nickel(II), Palladium(II), and Platinum(II) Complexes. European Journal of Inorganic Chemistry 2015, 2015 (9), 1569–1578. https://doi.org/10.1002/ejic.201403108" in European Journal of Inorganic Chemistry (2015),
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