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 .

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 .

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 . .

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 . .

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 .

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 .

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

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

Krstić, M., Santibanez, J., Poljarević, J., Nikolić, S., Grgurić-Šipka, S.,& Borozan, S.. (2022). Influence of Ru(II) complex on possible pathways of apoptosis in K562 leukemia cells. in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings
Belgrade : Serbian Chemical Society., 89-89.
https://hdl.handle.net/21.15107/rcub_cherry_5823

Krstić M, Santibanez J, Poljarević J, Nikolić S, Grgurić-Šipka S, Borozan S. Influence of Ru(II) complex on possible pathways of apoptosis in K562 leukemia cells. in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings. 2022;:89-89.
https://hdl.handle.net/21.15107/rcub_cherry_5823 .

Krstić, Milena, Santibanez, J, Poljarević, Jelena, Nikolić, Stefan, Grgurić-Šipka, Sanja, Borozan, Sunčica, "Influence of Ru(II) complex on possible pathways of apoptosis in K562 leukemia cells" in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings (2022):89-89,
https://hdl.handle.net/21.15107/rcub_cherry_5823 .

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 .

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 .

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 . .

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 . .

TY  - JOUR
AU  - Mészáros, János P.
AU  - Németi, Gábor
AU  - Poljarević, Jelena
AU  - Holczbauer, Tamás
AU  - May, Nóra V.
AU  - Enyedy, Éva A.
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4815
AB  - Solution speciation of Rh(η5-C5Me5), Ru(η6-p-cymene) and Ru(η6-toluene) complexes of 2,4-pyridinedicarboxylic acid (2,4-dipicH2) was studied and compared to that of 2-picolinic acid (picH) in addition to their reactivity towards chloride and bromide ions, 1-methylimidazole and guanosine. Structures of [Rh(η5-C5Me5)(2,4-dipicH)Cl] ⋅ 3H2O (1), 2[Ru(η6-toluene)(2,4-dipicH)Cl] ⋅ 3H2O (2) and [Ru(η6-toluene)(2,4-dipic)]3 ⋅ 7H2O (3) were analyzed by X-ray diffraction. 1 and 2 show typical piano stool geometry, while 3 is a triangular complex stabilized via the monodentate coordination of the second carboxylate group to the neighboring Ru(II) center. High stability [M(arene)L(H2O/Cl)] species predominate at pH 7.4. 2,4-Dipic forms more stable complexes with Ru(η6-arene) than pic, with this difference being minor in the case of the Rh(η5-C5Me5) complexes. A lower affinity of 2,4-dipic complexes to halide ions was found compared to the corresponding pic complexes due to the additional COO− moiety.
PB  - Wiley
T2  - European Journal of Inorganic Chemistry
T1  - Effect of the Additional Carboxyl Group in Half-Sandwich Organometallic 2,4-Dipicolinate Complexes on Solution Speciation and Structure
VL  - 2021
IS  - 19
SP  - 1858
EP  - 1868
DO  - 10.1002/ejic.202100122
ER  - 

@article{
author = "Mészáros, János P. and Németi, Gábor and Poljarević, Jelena and Holczbauer, Tamás and May, Nóra V. and Enyedy, Éva A.",
year = "2021",
abstract = "Solution speciation of Rh(η5-C5Me5), Ru(η6-p-cymene) and Ru(η6-toluene) complexes of 2,4-pyridinedicarboxylic acid (2,4-dipicH2) was studied and compared to that of 2-picolinic acid (picH) in addition to their reactivity towards chloride and bromide ions, 1-methylimidazole and guanosine. Structures of [Rh(η5-C5Me5)(2,4-dipicH)Cl] ⋅ 3H2O (1), 2[Ru(η6-toluene)(2,4-dipicH)Cl] ⋅ 3H2O (2) and [Ru(η6-toluene)(2,4-dipic)]3 ⋅ 7H2O (3) were analyzed by X-ray diffraction. 1 and 2 show typical piano stool geometry, while 3 is a triangular complex stabilized via the monodentate coordination of the second carboxylate group to the neighboring Ru(II) center. High stability [M(arene)L(H2O/Cl)] species predominate at pH 7.4. 2,4-Dipic forms more stable complexes with Ru(η6-arene) than pic, with this difference being minor in the case of the Rh(η5-C5Me5) complexes. A lower affinity of 2,4-dipic complexes to halide ions was found compared to the corresponding pic complexes due to the additional COO− moiety.",
publisher = "Wiley",
journal = "European Journal of Inorganic Chemistry",
title = "Effect of the Additional Carboxyl Group in Half-Sandwich Organometallic 2,4-Dipicolinate Complexes on Solution Speciation and Structure",
volume = "2021",
number = "19",
pages = "1858-1868",
doi = "10.1002/ejic.202100122"
}

Mészáros, J. P., Németi, G., Poljarević, J., Holczbauer, T., May, N. V.,& Enyedy, É. A.. (2021). Effect of the Additional Carboxyl Group in Half-Sandwich Organometallic 2,4-Dipicolinate Complexes on Solution Speciation and Structure. in European Journal of Inorganic Chemistry
Wiley., 2021(19), 1858-1868.
https://doi.org/10.1002/ejic.202100122

Mészáros JP, Németi G, Poljarević J, Holczbauer T, May NV, Enyedy ÉA. Effect of the Additional Carboxyl Group in Half-Sandwich Organometallic 2,4-Dipicolinate Complexes on Solution Speciation and Structure. in European Journal of Inorganic Chemistry. 2021;2021(19):1858-1868.
doi:10.1002/ejic.202100122 .

Mészáros, János P., Németi, Gábor, Poljarević, Jelena, Holczbauer, Tamás, May, Nóra V., Enyedy, Éva A., "Effect of the Additional Carboxyl Group in Half-Sandwich Organometallic 2,4-Dipicolinate Complexes on Solution Speciation and Structure" in European Journal of Inorganic Chemistry, 2021, no. 19 (2021):1858-1868,
https://doi.org/10.1002/ejic.202100122 . .

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

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

Pavlović, M., Tadić, A., Gligorijević, N., Poljarević, J., Petrović, T., Dojčinović, B. P., Savić, A., Radulović, S., Grgurić-Šipka, S.,& Aranđelović, S.. (2020). Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells. in Journal of Inorganic Biochemistry
Elsevier., 210, 111155.
https://doi.org/10.1016/j.jinorgbio.2020.111155

Pavlović M, Tadić A, Gligorijević N, Poljarević J, Petrović T, Dojčinović BP, Savić A, Radulović S, Grgurić-Šipka S, Aranđelović S. Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells. in Journal of Inorganic Biochemistry. 2020;210:111155.
doi:10.1016/j.jinorgbio.2020.111155 .

Pavlović, Marijana, Tadić, Ana, Gligorijević, Nevenka, Poljarević, Jelena, Petrović, Tamara, Dojčinović, Biljana P., Savić, Aleksandar, Radulović, Siniša, Grgurić-Šipka, Sanja, Aranđelović, Sandra, "Synthesis, chemical characterization, PARP inhibition, DNA binding and cellular uptake of novel ruthenium(II)-arene complexes bearing benzamide derivatives in human breast cancer cells" in Journal of Inorganic Biochemistry, 210 (2020):111155,
https://doi.org/10.1016/j.jinorgbio.2020.111155 . .

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

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

Pavlović, M., Tadić, A., Gligorijević, N., Poljarević, J., Petrović, T., Dojčinović, B. P., Savić, A., Radulović, S., Grgurić-Šipka, S.,& Aranđelović, S.. (2020). Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155. in Journal of Inorganic Biochemistry
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_4049

Pavlović M, Tadić A, Gligorijević N, Poljarević J, Petrović T, Dojčinović BP, Savić A, Radulović S, Grgurić-Šipka S, Aranđelović S. Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155. in Journal of Inorganic Biochemistry. 2020;.
https://hdl.handle.net/21.15107/rcub_cherry_4049 .

Pavlović, Marijana, Tadić, Ana, Gligorijević, Nevenka, Poljarević, Jelena, Petrović, Tamara, Dojčinović, Biljana P., Savić, Aleksandar, Radulović, Siniša, Grgurić-Šipka, Sanja, Aranđelović, Sandra, "Supplementary data for the article: Pavlović, M.; Tadić, A.; Gligorijević, N.; Poljarević, J.; Petrović, T.; Dojčinović, B.; Savić, A.; Radulović, S.; Grgurić-Šipka, S.; Aranđelović, S. Synthesis, Chemical Characterization, PARP Inhibition, DNA Binding and Cellular Uptake of Novel Ruthenium(II)-Arene Complexes Bearing Benzamide Derivatives in Human Breast Cancer Cells. Journal of Inorganic Biochemistry 2020, 210, 111155. https://doi.org/10.1016/j.jinorgbio.2020.111155" in Journal of Inorganic Biochemistry (2020),
https://hdl.handle.net/21.15107/rcub_cherry_4049 .

TY  - DATA
AU  - Tubić, Biljana K.
AU  - Dobričić, Vladimir
AU  - Poljarević, Jelena
AU  - Savić, Aleksandar
AU  - Sabo, Tibor
AU  - Marković, Bojan D.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3870
PB  - Elsevier B.V.
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Supplementary data for the article: Tubić, B.; Dobričić, V.; Poljarević, J.; Savić, A.; Sabo, T.; Marković, B. Estimation of Passive Gastrointestinal Absorption and Membrane Retention Using PAMPA Test, Quantitative Structure-Permeability and Quantitative Structure-Retention Relationship Analyses of Ethylenediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid and 1,3-Propanediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid Derivatives. Journal of Pharmaceutical and Biomedical Analysis 2020, 184. https://doi.org/10.1016/j.jpba.2020.113213
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3870
ER  - 

@misc{
author = "Tubić, Biljana K. and Dobričić, Vladimir and Poljarević, Jelena and Savić, Aleksandar and Sabo, Tibor and Marković, Bojan D.",
year = "2020",
publisher = "Elsevier B.V.",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Supplementary data for the article: Tubić, B.; Dobričić, V.; Poljarević, J.; Savić, A.; Sabo, T.; Marković, B. Estimation of Passive Gastrointestinal Absorption and Membrane Retention Using PAMPA Test, Quantitative Structure-Permeability and Quantitative Structure-Retention Relationship Analyses of Ethylenediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid and 1,3-Propanediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid Derivatives. Journal of Pharmaceutical and Biomedical Analysis 2020, 184. https://doi.org/10.1016/j.jpba.2020.113213",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3870"
}

Tubić, B. K., Dobričić, V., Poljarević, J., Savić, A., Sabo, T.,& Marković, B. D.. (2020). Supplementary data for the article: Tubić, B.; Dobričić, V.; Poljarević, J.; Savić, A.; Sabo, T.; Marković, B. Estimation of Passive Gastrointestinal Absorption and Membrane Retention Using PAMPA Test, Quantitative Structure-Permeability and Quantitative Structure-Retention Relationship Analyses of Ethylenediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid and 1,3-Propanediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid Derivatives. Journal of Pharmaceutical and Biomedical Analysis 2020, 184. https://doi.org/10.1016/j.jpba.2020.113213. in Journal of Pharmaceutical and Biomedical Analysis
Elsevier B.V...
https://hdl.handle.net/21.15107/rcub_cherry_3870

Tubić BK, Dobričić V, Poljarević J, Savić A, Sabo T, Marković BD. Supplementary data for the article: Tubić, B.; Dobričić, V.; Poljarević, J.; Savić, A.; Sabo, T.; Marković, B. Estimation of Passive Gastrointestinal Absorption and Membrane Retention Using PAMPA Test, Quantitative Structure-Permeability and Quantitative Structure-Retention Relationship Analyses of Ethylenediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid and 1,3-Propanediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid Derivatives. Journal of Pharmaceutical and Biomedical Analysis 2020, 184. https://doi.org/10.1016/j.jpba.2020.113213. in Journal of Pharmaceutical and Biomedical Analysis. 2020;.
https://hdl.handle.net/21.15107/rcub_cherry_3870 .

Tubić, Biljana K., Dobričić, Vladimir, Poljarević, Jelena, Savić, Aleksandar, Sabo, Tibor, Marković, Bojan D., "Supplementary data for the article: Tubić, B.; Dobričić, V.; Poljarević, J.; Savić, A.; Sabo, T.; Marković, B. Estimation of Passive Gastrointestinal Absorption and Membrane Retention Using PAMPA Test, Quantitative Structure-Permeability and Quantitative Structure-Retention Relationship Analyses of Ethylenediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid and 1,3-Propanediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid Derivatives. Journal of Pharmaceutical and Biomedical Analysis 2020, 184. https://doi.org/10.1016/j.jpba.2020.113213" in Journal of Pharmaceutical and Biomedical Analysis (2020),
https://hdl.handle.net/21.15107/rcub_cherry_3870 .

TY  - JOUR
AU  - Tubić, Biljana K.
AU  - Dobričić, Vladimir
AU  - Poljarević, Jelena
AU  - Savić, Aleksandar
AU  - Sabo, Tibor
AU  - Marković, Bojan D.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3868
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3869
AB  - Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.
PB  - Elsevier B.V.
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives
VL  - 184
DO  - 10.1016/j.jpba.2020.113213
ER  - 

@article{
author = "Tubić, Biljana K. and Dobričić, Vladimir and Poljarević, Jelena and Savić, Aleksandar and Sabo, Tibor and Marković, Bojan D.",
year = "2020",
abstract = "Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.",
publisher = "Elsevier B.V.",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives",
volume = "184",
doi = "10.1016/j.jpba.2020.113213"
}

Tubić, B. K., Dobričić, V., Poljarević, J., Savić, A., Sabo, T.,& Marković, B. D.. (2020). Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives. in Journal of Pharmaceutical and Biomedical Analysis
Elsevier B.V.., 184.
https://doi.org/10.1016/j.jpba.2020.113213

Tubić BK, Dobričić V, Poljarević J, Savić A, Sabo T, Marković BD. Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives. in Journal of Pharmaceutical and Biomedical Analysis. 2020;184.
doi:10.1016/j.jpba.2020.113213 .

Tubić, Biljana K., Dobričić, Vladimir, Poljarević, Jelena, Savić, Aleksandar, Sabo, Tibor, Marković, Bojan D., "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives" in Journal of Pharmaceutical and Biomedical Analysis, 184 (2020),
https://doi.org/10.1016/j.jpba.2020.113213 . .

TY  - JOUR
AU  - Tubić, Biljana K.
AU  - Dobričić, Vladimir
AU  - Poljarević, Jelena
AU  - Savić, Aleksandar
AU  - Sabo, Tibor
AU  - Marković, Bojan D.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3868
AB  - Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.
PB  - Elsevier B.V.
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives
VL  - 184
DO  - 10.1016/j.jpba.2020.113213
ER  - 

@article{
author = "Tubić, Biljana K. and Dobričić, Vladimir and Poljarević, Jelena and Savić, Aleksandar and Sabo, Tibor and Marković, Bojan D.",
year = "2020",
abstract = "Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.",
publisher = "Elsevier B.V.",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives",
volume = "184",
doi = "10.1016/j.jpba.2020.113213"
}

Tubić, B. K., Dobričić, V., Poljarević, J., Savić, A., Sabo, T.,& Marković, B. D.. (2020). Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives. in Journal of Pharmaceutical and Biomedical Analysis
Elsevier B.V.., 184.
https://doi.org/10.1016/j.jpba.2020.113213

Tubić BK, Dobričić V, Poljarević J, Savić A, Sabo T, Marković BD. Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives. in Journal of Pharmaceutical and Biomedical Analysis. 2020;184.
doi:10.1016/j.jpba.2020.113213 .

Tubić, Biljana K., Dobričić, Vladimir, Poljarević, Jelena, Savić, Aleksandar, Sabo, Tibor, Marković, Bojan D., "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives" in Journal of Pharmaceutical and Biomedical Analysis, 184 (2020),
https://doi.org/10.1016/j.jpba.2020.113213 . .

TY  - JOUR
AU  - Mészáros, János P.
AU  - Geisler, Heiko
AU  - Poljarević, Jelena
AU  - Roller, Alexander
AU  - Legina, Maria S.
AU  - Hejl, Michaela
AU  - Jakupec, Michael A.
AU  - Keppler, Bernhard K.
AU  - Kandioller, Wolfgang
AU  - Enyedy, Éva A.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3804
AB  - Half-sandwich organometallic complexes featuring Ru(II), Os(II) and Rh(III) metal centers and naturally occurring bidentate 2-hydroxy-[1,4]-naphthoquinone ligands (lawsone and phthiocol) have been synthesized and characterized in both solid state and solution phase by analytical, spectroscopic, electrochemical and single crystal X-ray diffraction techniques. Comparative studies revealed the influence of the respective metal center (Ru, Os, Rh), leaving group (Cl, Br, I) and arene (p-cymene, toluene, pentamethylcyclopentadienyl), as well as the naphthoquinone ligand on the structural properties and solution speciation. Additionally, cytotoxicity was tested in SW480, CH1/PA-1 and A549 human cancer cell lines showing a broad range of IC50 values.
PB  - Elsevier
T2  - Journal of Organometallic Chemistry
T1  - Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations
VL  - 907
DO  - 10.1016/j.jorganchem.2019.121070
ER  - 

@article{
author = "Mészáros, János P. and Geisler, Heiko and Poljarević, Jelena and Roller, Alexander and Legina, Maria S. and Hejl, Michaela and Jakupec, Michael A. and Keppler, Bernhard K. and Kandioller, Wolfgang and Enyedy, Éva A.",
year = "2020",
abstract = "Half-sandwich organometallic complexes featuring Ru(II), Os(II) and Rh(III) metal centers and naturally occurring bidentate 2-hydroxy-[1,4]-naphthoquinone ligands (lawsone and phthiocol) have been synthesized and characterized in both solid state and solution phase by analytical, spectroscopic, electrochemical and single crystal X-ray diffraction techniques. Comparative studies revealed the influence of the respective metal center (Ru, Os, Rh), leaving group (Cl, Br, I) and arene (p-cymene, toluene, pentamethylcyclopentadienyl), as well as the naphthoquinone ligand on the structural properties and solution speciation. Additionally, cytotoxicity was tested in SW480, CH1/PA-1 and A549 human cancer cell lines showing a broad range of IC50 values.",
publisher = "Elsevier",
journal = "Journal of Organometallic Chemistry",
title = "Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations",
volume = "907",
doi = "10.1016/j.jorganchem.2019.121070"
}

Mészáros, J. P., Geisler, H., Poljarević, J., Roller, A., Legina, M. S., Hejl, M., Jakupec, M. A., Keppler, B. K., Kandioller, W.,& Enyedy, É. A.. (2020). Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations. in Journal of Organometallic Chemistry
Elsevier., 907.
https://doi.org/10.1016/j.jorganchem.2019.121070

Mészáros JP, Geisler H, Poljarević J, Roller A, Legina MS, Hejl M, Jakupec MA, Keppler BK, Kandioller W, Enyedy ÉA. Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations. in Journal of Organometallic Chemistry. 2020;907.
doi:10.1016/j.jorganchem.2019.121070 .

Mészáros, János P., Geisler, Heiko, Poljarević, Jelena, Roller, Alexander, Legina, Maria S., Hejl, Michaela, Jakupec, Michael A., Keppler, Bernhard K., Kandioller, Wolfgang, Enyedy, Éva A., "Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations" in Journal of Organometallic Chemistry, 907 (2020),
https://doi.org/10.1016/j.jorganchem.2019.121070 . .

TY  - DATA
AU  - Mészáros, János P.
AU  - Geisler, Heiko
AU  - Poljarević, Jelena
AU  - Roller, Alexander
AU  - Legina, Maria S.
AU  - Hejl, Michaela
AU  - Jakupec, Michael A.
AU  - Keppler, Bernhard K.
AU  - Kandioller, Wolfgang
AU  - Enyedy, Éva A.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3805
PB  - Elsevier
T2  - Journal of Organometallic Chemistry
T1  - Supplementary data for article: Mészáros, J. P.; Geisler, H.; Poljarević, J. M.; Roller, A.; Legina, M. S.; Hejl, M.; Jakupec, M. A.; Keppler, B. K.; Kandioller, W.; Enyedy, É. A. Naphthoquinones of Natural Origin: Aqueous Chemistry and Coordination to Half-Sandwich Organometallic Cations. Journal of Organometallic Chemistry 2020, 907. https://doi.org/10.1016/j.jorganchem.2019.121070
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3805
ER  - 

@misc{
author = "Mészáros, János P. and Geisler, Heiko and Poljarević, Jelena and Roller, Alexander and Legina, Maria S. and Hejl, Michaela and Jakupec, Michael A. and Keppler, Bernhard K. and Kandioller, Wolfgang and Enyedy, Éva A.",
year = "2020",
publisher = "Elsevier",
journal = "Journal of Organometallic Chemistry",
title = "Supplementary data for article: Mészáros, J. P.; Geisler, H.; Poljarević, J. M.; Roller, A.; Legina, M. S.; Hejl, M.; Jakupec, M. A.; Keppler, B. K.; Kandioller, W.; Enyedy, É. A. Naphthoquinones of Natural Origin: Aqueous Chemistry and Coordination to Half-Sandwich Organometallic Cations. Journal of Organometallic Chemistry 2020, 907. https://doi.org/10.1016/j.jorganchem.2019.121070",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3805"
}

Mészáros, J. P., Geisler, H., Poljarević, J., Roller, A., Legina, M. S., Hejl, M., Jakupec, M. A., Keppler, B. K., Kandioller, W.,& Enyedy, É. A.. (2020). Supplementary data for article: Mészáros, J. P.; Geisler, H.; Poljarević, J. M.; Roller, A.; Legina, M. S.; Hejl, M.; Jakupec, M. A.; Keppler, B. K.; Kandioller, W.; Enyedy, É. A. Naphthoquinones of Natural Origin: Aqueous Chemistry and Coordination to Half-Sandwich Organometallic Cations. Journal of Organometallic Chemistry 2020, 907. https://doi.org/10.1016/j.jorganchem.2019.121070. in Journal of Organometallic Chemistry
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_3805

Mészáros JP, Geisler H, Poljarević J, Roller A, Legina MS, Hejl M, Jakupec MA, Keppler BK, Kandioller W, Enyedy ÉA. Supplementary data for article: Mészáros, J. P.; Geisler, H.; Poljarević, J. M.; Roller, A.; Legina, M. S.; Hejl, M.; Jakupec, M. A.; Keppler, B. K.; Kandioller, W.; Enyedy, É. A. Naphthoquinones of Natural Origin: Aqueous Chemistry and Coordination to Half-Sandwich Organometallic Cations. Journal of Organometallic Chemistry 2020, 907. https://doi.org/10.1016/j.jorganchem.2019.121070. in Journal of Organometallic Chemistry. 2020;.
https://hdl.handle.net/21.15107/rcub_cherry_3805 .

Mészáros, János P., Geisler, Heiko, Poljarević, Jelena, Roller, Alexander, Legina, Maria S., Hejl, Michaela, Jakupec, Michael A., Keppler, Bernhard K., Kandioller, Wolfgang, Enyedy, Éva A., "Supplementary data for article: Mészáros, J. P.; Geisler, H.; Poljarević, J. M.; Roller, A.; Legina, M. S.; Hejl, M.; Jakupec, M. A.; Keppler, B. K.; Kandioller, W.; Enyedy, É. A. Naphthoquinones of Natural Origin: Aqueous Chemistry and Coordination to Half-Sandwich Organometallic Cations. Journal of Organometallic Chemistry 2020, 907. https://doi.org/10.1016/j.jorganchem.2019.121070" in Journal of Organometallic Chemistry (2020),
https://hdl.handle.net/21.15107/rcub_cherry_3805 .

TY  - JOUR
AU  - Mészáros, János P.
AU  - Poljarević, Jelena
AU  - Szatmári, István
AU  - Csuvik, Oszkár
AU  - Fülöp, Ferenc
AU  - Szoboszlai, Norbert
AU  - Spengler, Gabriella
AU  - Enyedy, Éva A.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4050
AB  - Herein the design and synthesis of a new 8-hydroxyquinoline derivative, (S)-5-chloro-7-((proline-1-yl)methyl)8-hydroxyquinoline (HQCl-Pro), with good water solubility and multidrug resistance reversal activity are reported. In this work the proton dissociation processes of HQCl-Pro and its complex formation with [Rh(η5-C5Me5)(H2O)3]2+, [Ru(η6-p-cymene)(H2O)3]2+and [Ru(η6-toluene)(H2O)3]2+were investigated by the combined use of pH-potentiometry, UV-visible spectrometry and1H NMR spectroscopy. Our results revealed the prominent solution stability of the complexes in all cases. The lipophilicity of the complexes increased with the chloride ion concentration, and the complexes showed moderate log Dvalues (−0.8 to +0.4) at pH 7.4 at all tested Cl−concentrations. The formation of mixed hydroxido complexes from the aqua complexes was characterized by relatively high pKavalues (8.45-9.62 in chloride-free medium). Complexation processes are much slower with the Ru(η6-arene) triaqua cations than with [Rh(η5-C5Me5)(H2O)3]2+. Both the pKavalues and H2O/Cl−exchange constants of the Ru-complexes are lower by 0.5-1.0 orders of magnitude than those of the Rh analogue. Arene loss (p-cymene and toluene) and oxidation were found in the case of Ru-complexes when an excess of HQCl-Pro and aromatic (N,N) bidentate ligands was added. The cytotoxicity and antiproliferative effect of HQCl-Pro and its complexes were assayedin vitro. In contrast to the structurally familiar 8-hydroxyquinoline, HQCl-Pro and its Rh(η5-C5Me5) complex were somewhat more effective against drug resistant Colo 320 adenocarcinoma human cells compared to the drug sensitive Colo 205 cells. The Ru- and Rh-complexes showed a similar metal uptake level after 4 h, while a longer incubation time resulted in higher cellular Rh concentration.
PB  - Royal Society of Chemistry
T2  - Dalton Transactions
T1  - An 8-hydroxyquinoline–proline hybrid with multidrug resistance reversal activity and the solution chemistry of its half-sandwich organometallic Ru and Rh complexes
VL  - 49
IS  - 23
SP  - 7977
EP  - 7992
DO  - 10.1039/d0dt01256d
ER  - 

@article{
author = "Mészáros, János P. and Poljarević, Jelena and Szatmári, István and Csuvik, Oszkár and Fülöp, Ferenc and Szoboszlai, Norbert and Spengler, Gabriella and Enyedy, Éva A.",
year = "2020",
abstract = "Herein the design and synthesis of a new 8-hydroxyquinoline derivative, (S)-5-chloro-7-((proline-1-yl)methyl)8-hydroxyquinoline (HQCl-Pro), with good water solubility and multidrug resistance reversal activity are reported. In this work the proton dissociation processes of HQCl-Pro and its complex formation with [Rh(η5-C5Me5)(H2O)3]2+, [Ru(η6-p-cymene)(H2O)3]2+and [Ru(η6-toluene)(H2O)3]2+were investigated by the combined use of pH-potentiometry, UV-visible spectrometry and1H NMR spectroscopy. Our results revealed the prominent solution stability of the complexes in all cases. The lipophilicity of the complexes increased with the chloride ion concentration, and the complexes showed moderate log Dvalues (−0.8 to +0.4) at pH 7.4 at all tested Cl−concentrations. The formation of mixed hydroxido complexes from the aqua complexes was characterized by relatively high pKavalues (8.45-9.62 in chloride-free medium). Complexation processes are much slower with the Ru(η6-arene) triaqua cations than with [Rh(η5-C5Me5)(H2O)3]2+. Both the pKavalues and H2O/Cl−exchange constants of the Ru-complexes are lower by 0.5-1.0 orders of magnitude than those of the Rh analogue. Arene loss (p-cymene and toluene) and oxidation were found in the case of Ru-complexes when an excess of HQCl-Pro and aromatic (N,N) bidentate ligands was added. The cytotoxicity and antiproliferative effect of HQCl-Pro and its complexes were assayedin vitro. In contrast to the structurally familiar 8-hydroxyquinoline, HQCl-Pro and its Rh(η5-C5Me5) complex were somewhat more effective against drug resistant Colo 320 adenocarcinoma human cells compared to the drug sensitive Colo 205 cells. The Ru- and Rh-complexes showed a similar metal uptake level after 4 h, while a longer incubation time resulted in higher cellular Rh concentration.",
publisher = "Royal Society of Chemistry",
journal = "Dalton Transactions",
title = "An 8-hydroxyquinoline–proline hybrid with multidrug resistance reversal activity and the solution chemistry of its half-sandwich organometallic Ru and Rh complexes",
volume = "49",
number = "23",
pages = "7977-7992",
doi = "10.1039/d0dt01256d"
}

Mészáros, J. P., Poljarević, J., Szatmári, I., Csuvik, O., Fülöp, F., Szoboszlai, N., Spengler, G.,& Enyedy, É. A.. (2020). An 8-hydroxyquinoline–proline hybrid with multidrug resistance reversal activity and the solution chemistry of its half-sandwich organometallic Ru and Rh complexes. in Dalton Transactions
Royal Society of Chemistry., 49(23), 7977-7992.
https://doi.org/10.1039/d0dt01256d

Mészáros JP, Poljarević J, Szatmári I, Csuvik O, Fülöp F, Szoboszlai N, Spengler G, Enyedy ÉA. An 8-hydroxyquinoline–proline hybrid with multidrug resistance reversal activity and the solution chemistry of its half-sandwich organometallic Ru and Rh complexes. in Dalton Transactions. 2020;49(23):7977-7992.
doi:10.1039/d0dt01256d .

Mészáros, János P., Poljarević, Jelena, Szatmári, István, Csuvik, Oszkár, Fülöp, Ferenc, Szoboszlai, Norbert, Spengler, Gabriella, Enyedy, Éva A., "An 8-hydroxyquinoline–proline hybrid with multidrug resistance reversal activity and the solution chemistry of its half-sandwich organometallic Ru and Rh complexes" in Dalton Transactions, 49, no. 23 (2020):7977-7992,
https://doi.org/10.1039/d0dt01256d . .

TY  - JOUR
AU  - Misirlić-Denčić, Sonja
AU  - Poljarević, Jelena
AU  - Isaković, Anđelka M.
AU  - Sabo, Tibor
AU  - Marković, Ivanka
AU  - Trajković, Vladimir S.
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5072
AB  - Background: The discovery of cisplatin and the subsequent research revealed the importance of dinitrogen-containing moiety for the anticancer action of metal complexes. Moreover, certain diamine ligands alone display cytotoxicity that contributes to the overall activity of corresponding complexes.

Objective: To summarize the current knowledge on the anticancer efficacy, selectivity, and the mechanisms of action of metal complexes with various types of diamine ligands.

Methods: The contribution of aliphatic acyclic, aliphatic cyclic, and aromatic diamine ligands to the anticancer activity and selectivity/toxicity of metal complexes with different metal ions were analyzed by comparison with organic ligand alone and/or conventional platinum-based chemotherapeutics.

Results: The aliphatic acyclic diamine ligands are present mostly in complexes with platinum. Aliphatic cyclic diamines are part of Pt(II), Ru(II) and Au(III) complexes, while aromatic diamine ligands are found in Pt(II), Ru(II), Pd(II) and Ir(III) complexes. The type and oxidation state of metal ions greatly influences the cytotoxicity of metal complexes with aliphatic acyclic diamine ligands. Lipophilicity of organic ligands, dependent on alkyl-side chain length and structure, determines their cellular uptake, with edda and eddp/eddip ligands being most useful in this regard. Aliphatic cyclic diamine ligands improved the activity/toxicity ratio of oxaliplatin-type complexes. The complexes with aromatic diamine ligands remain unexplored regarding their anticancer mechanism. The investigated complexes mainly caused apoptotic or necrotic cell death.

Conclusion: Metal complexes with diamine ligands are promising candidates for efficient and more selective alternatives to conventional platinum-based chemotherapeutics. Further research is required to reveal the chemico-physical properties and molecular mechanisms underlying their biological activity.
PB  - Bentham Science
T2  - Current Medicinal Chemistry
T1  - Current development of metal complexes with diamine ligands as potential anticancer agents
VL  - 27
IS  - 3
SP  - 380
EP  - 410
DO  - 10.2174/0929867325666181031114306
ER  - 

@article{
author = "Misirlić-Denčić, Sonja and Poljarević, Jelena and Isaković, Anđelka M. and Sabo, Tibor and Marković, Ivanka and Trajković, Vladimir S.",
year = "2020",
abstract = "Background: The discovery of cisplatin and the subsequent research revealed the importance of dinitrogen-containing moiety for the anticancer action of metal complexes. Moreover, certain diamine ligands alone display cytotoxicity that contributes to the overall activity of corresponding complexes.

Objective: To summarize the current knowledge on the anticancer efficacy, selectivity, and the mechanisms of action of metal complexes with various types of diamine ligands.

Methods: The contribution of aliphatic acyclic, aliphatic cyclic, and aromatic diamine ligands to the anticancer activity and selectivity/toxicity of metal complexes with different metal ions were analyzed by comparison with organic ligand alone and/or conventional platinum-based chemotherapeutics.

Results: The aliphatic acyclic diamine ligands are present mostly in complexes with platinum. Aliphatic cyclic diamines are part of Pt(II), Ru(II) and Au(III) complexes, while aromatic diamine ligands are found in Pt(II), Ru(II), Pd(II) and Ir(III) complexes. The type and oxidation state of metal ions greatly influences the cytotoxicity of metal complexes with aliphatic acyclic diamine ligands. Lipophilicity of organic ligands, dependent on alkyl-side chain length and structure, determines their cellular uptake, with edda and eddp/eddip ligands being most useful in this regard. Aliphatic cyclic diamine ligands improved the activity/toxicity ratio of oxaliplatin-type complexes. The complexes with aromatic diamine ligands remain unexplored regarding their anticancer mechanism. The investigated complexes mainly caused apoptotic or necrotic cell death.

Conclusion: Metal complexes with diamine ligands are promising candidates for efficient and more selective alternatives to conventional platinum-based chemotherapeutics. Further research is required to reveal the chemico-physical properties and molecular mechanisms underlying their biological activity.",
publisher = "Bentham Science",
journal = "Current Medicinal Chemistry",
title = "Current development of metal complexes with diamine ligands as potential anticancer agents",
volume = "27",
number = "3",
pages = "380-410",
doi = "10.2174/0929867325666181031114306"
}

Misirlić-Denčić, S., Poljarević, J., Isaković, A. M., Sabo, T., Marković, I.,& Trajković, V. S.. (2020). Current development of metal complexes with diamine ligands as potential anticancer agents. in Current Medicinal Chemistry
Bentham Science., 27(3), 380-410.
https://doi.org/10.2174/0929867325666181031114306

Misirlić-Denčić S, Poljarević J, Isaković AM, Sabo T, Marković I, Trajković VS. Current development of metal complexes with diamine ligands as potential anticancer agents. in Current Medicinal Chemistry. 2020;27(3):380-410.
doi:10.2174/0929867325666181031114306 .

Misirlić-Denčić, Sonja, Poljarević, Jelena, Isaković, Anđelka M., Sabo, Tibor, Marković, Ivanka, Trajković, Vladimir S., "Current development of metal complexes with diamine ligands as potential anticancer agents" in Current Medicinal Chemistry, 27, no. 3 (2020):380-410,
https://doi.org/10.2174/0929867325666181031114306 . .

TY  - DATA
AU  - Meszaros, Janos P.
AU  - Poljarević, Jelena
AU  - Gal, Tamas G.
AU  - May, Nora V.
AU  - Spengler, Gabriella
AU  - Enyedy, Eva A.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2875
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary data for the article: Meszaros, J. P.; Poljarević, J.; Gal, T. G.; May, N. V.; Spengler, G.; Enyedy, E. A. Comparative Solution and Structural Studies of Half-Sandwich Rhodium and Ruthenium Complexes Bearing Curcumin and Acetylacetone. Journal of Inorganic Biochemistry 2019, 195, 91–100. https://doi.org/10.1016/j.jinorgbio.2019.02.015
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2875
ER  - 

@misc{
author = "Meszaros, Janos P. and Poljarević, Jelena and Gal, Tamas G. and May, Nora V. and Spengler, Gabriella and Enyedy, Eva A.",
year = "2019",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary data for the article: Meszaros, J. P.; Poljarević, J.; Gal, T. G.; May, N. V.; Spengler, G.; Enyedy, E. A. Comparative Solution and Structural Studies of Half-Sandwich Rhodium and Ruthenium Complexes Bearing Curcumin and Acetylacetone. Journal of Inorganic Biochemistry 2019, 195, 91–100. https://doi.org/10.1016/j.jinorgbio.2019.02.015",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2875"
}

Meszaros, J. P., Poljarević, J., Gal, T. G., May, N. V., Spengler, G.,& Enyedy, E. A.. (2019). Supplementary data for the article: Meszaros, J. P.; Poljarević, J.; Gal, T. G.; May, N. V.; Spengler, G.; Enyedy, E. A. Comparative Solution and Structural Studies of Half-Sandwich Rhodium and Ruthenium Complexes Bearing Curcumin and Acetylacetone. Journal of Inorganic Biochemistry 2019, 195, 91–100. https://doi.org/10.1016/j.jinorgbio.2019.02.015. in Journal of Inorganic Biochemistry
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_2875

Meszaros JP, Poljarević J, Gal TG, May NV, Spengler G, Enyedy EA. Supplementary data for the article: Meszaros, J. P.; Poljarević, J.; Gal, T. G.; May, N. V.; Spengler, G.; Enyedy, E. A. Comparative Solution and Structural Studies of Half-Sandwich Rhodium and Ruthenium Complexes Bearing Curcumin and Acetylacetone. Journal of Inorganic Biochemistry 2019, 195, 91–100. https://doi.org/10.1016/j.jinorgbio.2019.02.015. in Journal of Inorganic Biochemistry. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_2875 .

Meszaros, Janos P., Poljarević, Jelena, Gal, Tamas G., May, Nora V., Spengler, Gabriella, Enyedy, Eva A., "Supplementary data for the article: Meszaros, J. P.; Poljarević, J.; Gal, T. G.; May, N. V.; Spengler, G.; Enyedy, E. A. Comparative Solution and Structural Studies of Half-Sandwich Rhodium and Ruthenium Complexes Bearing Curcumin and Acetylacetone. Journal of Inorganic Biochemistry 2019, 195, 91–100. https://doi.org/10.1016/j.jinorgbio.2019.02.015" in Journal of Inorganic Biochemistry (2019),
https://hdl.handle.net/21.15107/rcub_cherry_2875 .

TY  - JOUR
AU  - Šmigić, Jelena
AU  - Sabo, Tibor
AU  - Vranić, Aleksandra
AU  - Živković, Vladimir
AU  - Srejović, Ivan
AU  - Turnić, Tamara N.
AU  - Milosavljević, Isidora
AU  - Poljarević, Jelena
AU  - Krivokapić, Miloš
AU  - Bolevich, Sergey
AU  - Jakovljević, Vladimir
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3721
AB  - The aim of the present study was to compare the cardiodynamic parameters in the isolated rat heart in animals chronically treated with cisplatin, platinum(IV) complex and its diamine ligand. Sixty Wistar albino rats (8 weeks old) were divided into five groups: three experimental and two control groups. Animals in all groups were treated with a dose of 4 mg/kg body weight once a week for 4 weeks with different substances; experimental groups received cisplatin, ligand and octahedral platinum(IV) complex, and control groups received saline and dimethyl sulfoxide. After sacrificing the animals, hearts were isolated and perfused according to the Langendorff technique at gradually increased coronary perfusion pressures (40–120 cmH2O). The following parameters of cardiac function were continuously recorded: maximum and minimum rate of change of pressure in the left ventricle, systolic and diastolic left ventricular pressure, heart rate and coronary flow. The results showed statistically significant differences between all experimental groups in maximum and minimum rate of pressure development as well as in systolic pressure of the left ventricle, whereas cisplatin, ligand and the platinum(IV) complex had effects on heart contractility without significant influences on coronary circulation. The findings of the present study could be important for a better understanding of anticancer drug cardiac side effects. Our results indicate that compared to cisplatin as a “gold standard”, novel platinum complexes and ligands do not possess fewer negative effects on the heart, indicating insufficient safety for their usage in terms of affecting cardiac function, a result that can be of great interest for further investigations.
PB  - Springer Science+Business Media, LLC
T2  - Molecular and Cellular Biochemistry
T1  - Chronic effects of platinum(IV) complex and its diamine ligand on rat heart function: comparison with cisplatin
VL  - 458
IS  - 1-2
SP  - 89
EP  - 98
DO  - 10.1007/s11010-019-03533-8
ER  - 

@article{
author = "Šmigić, Jelena and Sabo, Tibor and Vranić, Aleksandra and Živković, Vladimir and Srejović, Ivan and Turnić, Tamara N. and Milosavljević, Isidora and Poljarević, Jelena and Krivokapić, Miloš and Bolevich, Sergey and Jakovljević, Vladimir",
year = "2019",
abstract = "The aim of the present study was to compare the cardiodynamic parameters in the isolated rat heart in animals chronically treated with cisplatin, platinum(IV) complex and its diamine ligand. Sixty Wistar albino rats (8 weeks old) were divided into five groups: three experimental and two control groups. Animals in all groups were treated with a dose of 4 mg/kg body weight once a week for 4 weeks with different substances; experimental groups received cisplatin, ligand and octahedral platinum(IV) complex, and control groups received saline and dimethyl sulfoxide. After sacrificing the animals, hearts were isolated and perfused according to the Langendorff technique at gradually increased coronary perfusion pressures (40–120 cmH2O). The following parameters of cardiac function were continuously recorded: maximum and minimum rate of change of pressure in the left ventricle, systolic and diastolic left ventricular pressure, heart rate and coronary flow. The results showed statistically significant differences between all experimental groups in maximum and minimum rate of pressure development as well as in systolic pressure of the left ventricle, whereas cisplatin, ligand and the platinum(IV) complex had effects on heart contractility without significant influences on coronary circulation. The findings of the present study could be important for a better understanding of anticancer drug cardiac side effects. Our results indicate that compared to cisplatin as a “gold standard”, novel platinum complexes and ligands do not possess fewer negative effects on the heart, indicating insufficient safety for their usage in terms of affecting cardiac function, a result that can be of great interest for further investigations.",
publisher = "Springer Science+Business Media, LLC",
journal = "Molecular and Cellular Biochemistry",
title = "Chronic effects of platinum(IV) complex and its diamine ligand on rat heart function: comparison with cisplatin",
volume = "458",
number = "1-2",
pages = "89-98",
doi = "10.1007/s11010-019-03533-8"
}

Šmigić, J., Sabo, T., Vranić, A., Živković, V., Srejović, I., Turnić, T. N., Milosavljević, I., Poljarević, J., Krivokapić, M., Bolevich, S.,& Jakovljević, V.. (2019). Chronic effects of platinum(IV) complex and its diamine ligand on rat heart function: comparison with cisplatin. in Molecular and Cellular Biochemistry
Springer Science+Business Media, LLC., 458(1-2), 89-98.
https://doi.org/10.1007/s11010-019-03533-8

Šmigić J, Sabo T, Vranić A, Živković V, Srejović I, Turnić TN, Milosavljević I, Poljarević J, Krivokapić M, Bolevich S, Jakovljević V. Chronic effects of platinum(IV) complex and its diamine ligand on rat heart function: comparison with cisplatin. in Molecular and Cellular Biochemistry. 2019;458(1-2):89-98.
doi:10.1007/s11010-019-03533-8 .

Šmigić, Jelena, Sabo, Tibor, Vranić, Aleksandra, Živković, Vladimir, Srejović, Ivan, Turnić, Tamara N., Milosavljević, Isidora, Poljarević, Jelena, Krivokapić, Miloš, Bolevich, Sergey, Jakovljević, Vladimir, "Chronic effects of platinum(IV) complex and its diamine ligand on rat heart function: comparison with cisplatin" in Molecular and Cellular Biochemistry, 458, no. 1-2 (2019):89-98,
https://doi.org/10.1007/s11010-019-03533-8 . .

TY  - JOUR
AU  - Meszaros, Janos P.
AU  - Poljarević, Jelena
AU  - Gal, Tamas G.
AU  - May, Nora V.
AU  - Spengler, Gabriella
AU  - Enyedy, Eva A.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2873
AB  - Half-sandwich organometallic complexes of curcumin are extensively investigated as anticancer compounds.
Speciation studies were performed to explore the solution stability of curcumin complexes formed with [Rh(η5- C5Me5)(H2O)3]2+. Acetylacetone (Hacac), as the simplest β-diketone ligand bearing (O,O) donor set, was involved for comparison and its Ru(η6‑p‑cymene), Ru(η6‑toluene) complexes were also studied. 1H NMR, UV–visible and pH-potentiometric titrations revealed a clear trend of stability constants of the acac complexes: Ru(η6‑p‑cymene) > Ru(η6‑toluene) > Rh(η5-C5Me5). Despite this order, the highest extent of complex formation is seen for the Rh(η5-C5Me5) complexes at pH 7.4. Formation constant of [Rh(η5-C5Me5)(H2curcumin) (H2O)]+ reveals similar solution stability to that of the acac complex. Additionally, structures of two complexes were determined by X-ray crystallography. The in vitro cytotoxicity of curcumin was not improved by the complexation with these organometallic cations.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone
VL  - 195
SP  - 91
EP  - 100
DO  - 10.1016/j.jinorgbio.2019.02.015
ER  - 

@article{
author = "Meszaros, Janos P. and Poljarević, Jelena and Gal, Tamas G. and May, Nora V. and Spengler, Gabriella and Enyedy, Eva A.",
year = "2019",
abstract = "Half-sandwich organometallic complexes of curcumin are extensively investigated as anticancer compounds.
Speciation studies were performed to explore the solution stability of curcumin complexes formed with [Rh(η5- C5Me5)(H2O)3]2+. Acetylacetone (Hacac), as the simplest β-diketone ligand bearing (O,O) donor set, was involved for comparison and its Ru(η6‑p‑cymene), Ru(η6‑toluene) complexes were also studied. 1H NMR, UV–visible and pH-potentiometric titrations revealed a clear trend of stability constants of the acac complexes: Ru(η6‑p‑cymene) > Ru(η6‑toluene) > Rh(η5-C5Me5). Despite this order, the highest extent of complex formation is seen for the Rh(η5-C5Me5) complexes at pH 7.4. Formation constant of [Rh(η5-C5Me5)(H2curcumin) (H2O)]+ reveals similar solution stability to that of the acac complex. Additionally, structures of two complexes were determined by X-ray crystallography. The in vitro cytotoxicity of curcumin was not improved by the complexation with these organometallic cations.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone",
volume = "195",
pages = "91-100",
doi = "10.1016/j.jinorgbio.2019.02.015"
}

Meszaros, J. P., Poljarević, J., Gal, T. G., May, N. V., Spengler, G.,& Enyedy, E. A.. (2019). Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone. in Journal of Inorganic Biochemistry
Elsevier., 195, 91-100.
https://doi.org/10.1016/j.jinorgbio.2019.02.015

Meszaros JP, Poljarević J, Gal TG, May NV, Spengler G, Enyedy EA. Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone. in Journal of Inorganic Biochemistry. 2019;195:91-100.
doi:10.1016/j.jinorgbio.2019.02.015 .

Meszaros, Janos P., Poljarević, Jelena, Gal, Tamas G., May, Nora V., Spengler, Gabriella, Enyedy, Eva A., "Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone" in Journal of Inorganic Biochemistry, 195 (2019):91-100,
https://doi.org/10.1016/j.jinorgbio.2019.02.015 . .

TY  - JOUR
AU  - Meszaros, Janos P.
AU  - Poljarević, Jelena
AU  - Gal, Tamas G.
AU  - May, Nora V.
AU  - Spengler, Gabriella
AU  - Enyedy, Eva A.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2891
AB  - Half-sandwich organometallic complexes of curcumin are extensively investigated as anticancer compounds.Speciation studies were performed to explore the solution stability of curcumin complexes formed with [Rh(η5- C5Me5)(H2O)3]2+. Acetylacetone (Hacac), as the simplest β-diketone ligand bearing (O,O) donor set, was involved for comparison and its Ru(η6‑p‑cymene), Ru(η6‑toluene) complexes were also studied. 1H NMR, UV–visible and pH-potentiometric titrations revealed a clear trend of stability constants of the acac complexes: Ru(η6‑p‑cymene) > Ru(η6‑toluene) > Rh(η5-C5Me5). Despite this order, the highest extent of complex formation is seen for the Rh(η5-C5Me5) complexes at pH 7.4. Formation constant of [Rh(η5-C5Me5)(H2curcumin) (H2O)]+ reveals similar solution stability to that of the acac complex. Additionally, structures of two complexes were determined by X-ray crystallography. The in vitro cytotoxicity of curcumin was not improved by the complexation with these organometallic cations.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone
VL  - 195
SP  - 91
EP  - 100
DO  - 10.1016/j.jinorgbio.2019.02.015
ER  - 

@article{
author = "Meszaros, Janos P. and Poljarević, Jelena and Gal, Tamas G. and May, Nora V. and Spengler, Gabriella and Enyedy, Eva A.",
year = "2019",
abstract = "Half-sandwich organometallic complexes of curcumin are extensively investigated as anticancer compounds.Speciation studies were performed to explore the solution stability of curcumin complexes formed with [Rh(η5- C5Me5)(H2O)3]2+. Acetylacetone (Hacac), as the simplest β-diketone ligand bearing (O,O) donor set, was involved for comparison and its Ru(η6‑p‑cymene), Ru(η6‑toluene) complexes were also studied. 1H NMR, UV–visible and pH-potentiometric titrations revealed a clear trend of stability constants of the acac complexes: Ru(η6‑p‑cymene) > Ru(η6‑toluene) > Rh(η5-C5Me5). Despite this order, the highest extent of complex formation is seen for the Rh(η5-C5Me5) complexes at pH 7.4. Formation constant of [Rh(η5-C5Me5)(H2curcumin) (H2O)]+ reveals similar solution stability to that of the acac complex. Additionally, structures of two complexes were determined by X-ray crystallography. The in vitro cytotoxicity of curcumin was not improved by the complexation with these organometallic cations.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone",
volume = "195",
pages = "91-100",
doi = "10.1016/j.jinorgbio.2019.02.015"
}

Meszaros, J. P., Poljarević, J., Gal, T. G., May, N. V., Spengler, G.,& Enyedy, E. A.. (2019). Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone. in Journal of Inorganic Biochemistry
Elsevier., 195, 91-100.
https://doi.org/10.1016/j.jinorgbio.2019.02.015

Meszaros JP, Poljarević J, Gal TG, May NV, Spengler G, Enyedy EA. Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone. in Journal of Inorganic Biochemistry. 2019;195:91-100.
doi:10.1016/j.jinorgbio.2019.02.015 .

Meszaros, Janos P., Poljarević, Jelena, Gal, Tamas G., May, Nora V., Spengler, Gabriella, Enyedy, Eva A., "Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone" in Journal of Inorganic Biochemistry, 195 (2019):91-100,
https://doi.org/10.1016/j.jinorgbio.2019.02.015 . .