Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors

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info:eu-repo/grantAgreement/MESTD/Integrated and Interdisciplinary Research (IIR or III)/41026/RS//

Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors (en)
Фармакодинамска и фармакогеномска испитивања новијих лекова у лечењу солидних тумора (sr)
Farmakodinamska i farmakogenomska ispitivanja novijih lekova u lečenju solidnih tumora (sr_RS)
Authors

Publications

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

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

(Springer, 2023)

TY  - JOUR
AU  - Pavlović, Marijana
AU  - Kahrović, Emira
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Ilich, Predrag-Peter
AU  - Grgurić-Šipka, Sanja
AU  - Ljubijankić, Nevzeta
AU  - Žilić, Dijana
AU  - Jurec, Jurica
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5901
AB  - Novel ruthenium(III) complexes of general formula Na[
RuCl2(L1−3-N,O)2] where L(
1–3) denote deprotonated Schiff bases
(
HL1-HL3) derived from 5-substituted salicyladehyde and alkylamine (propyl- or butylamine) were prepared and characterized
based on elemental analysis, mass spectra, infrared, electron spin/paramagnetic resonance (ESR/EPR) spectroscopy,
and cyclovoltammetric study. Optimization of five isomers of complex C1 was done by DFT calculation. The interaction
of C1–C3 complexes with DNA (Deoxyribonucleic acid) and BSA (Bovine serum albumin) was investigated by electron
spectroscopy and fluorescence quenching. The cytotoxic activity of C1–C3 was investigated in a panel of four human cancer
cell lines (K562, A549, EA.hy926, MDA-MB-231) and one human non-tumor cell line (MRC-5). Complexes displayed an
apparent cytoselective profile, with IC50
values in the low micromolar range from 1.6 ± 0.3 to 23.0 ± 0.1 μM. Cisplatinresistant
triple-negative breast cancer cells MDA-MB-231 displayed the highest sensitivity to complexes, with Ru(III)
compound containing two chlorides and two deprotonated N-propyl-5-chloro-salicylidenimine (hereinafter C1) as the most
potent (
IC50 = 1.6 μM), and approximately ten times more active than cisplatin (
IC50 = 21.9 μM). MDA-MB-231 cells treated
for 24 h with C1 presented with apoptotic morphology, as seen by acridine orange/ethidium bromide staining, while 48 h of
treatment induced DNA fragmentation, and necrotic changes in cells, as seen by flow cytometry analysis. Drug-accumulation
study by inductively coupled plasma mass spectrometry (ICP-MS) demonstrated markedly higher intracellular accumulation
of C1 compared with cisplatin.
PB  - Springer
T2  - J. Biol. Inorg. Chem.
T1  - Tumor Selective Ru(III) Schiff Bases Complexes with Strong In Vitro Activity Toward Cisplatin-Resistant MDA-MB-231 Breast Cancer Cells
VL  - 28
SP  - 263
EP  - 284
DO  - 10.1007/s00775-023-01989-0
ER  - 
@article{
author = "Pavlović, Marijana and Kahrović, Emira and Aranđelović, Sandra and Radulović, Siniša and Ilich, Predrag-Peter and Grgurić-Šipka, Sanja and Ljubijankić, Nevzeta and Žilić, Dijana and Jurec, Jurica",
year = "2023",
abstract = "Novel ruthenium(III) complexes of general formula Na[
RuCl2(L1−3-N,O)2] where L(
1–3) denote deprotonated Schiff bases
(
HL1-HL3) derived from 5-substituted salicyladehyde and alkylamine (propyl- or butylamine) were prepared and characterized
based on elemental analysis, mass spectra, infrared, electron spin/paramagnetic resonance (ESR/EPR) spectroscopy,
and cyclovoltammetric study. Optimization of five isomers of complex C1 was done by DFT calculation. The interaction
of C1–C3 complexes with DNA (Deoxyribonucleic acid) and BSA (Bovine serum albumin) was investigated by electron
spectroscopy and fluorescence quenching. The cytotoxic activity of C1–C3 was investigated in a panel of four human cancer
cell lines (K562, A549, EA.hy926, MDA-MB-231) and one human non-tumor cell line (MRC-5). Complexes displayed an
apparent cytoselective profile, with IC50
values in the low micromolar range from 1.6 ± 0.3 to 23.0 ± 0.1 μM. Cisplatinresistant
triple-negative breast cancer cells MDA-MB-231 displayed the highest sensitivity to complexes, with Ru(III)
compound containing two chlorides and two deprotonated N-propyl-5-chloro-salicylidenimine (hereinafter C1) as the most
potent (
IC50 = 1.6 μM), and approximately ten times more active than cisplatin (
IC50 = 21.9 μM). MDA-MB-231 cells treated
for 24 h with C1 presented with apoptotic morphology, as seen by acridine orange/ethidium bromide staining, while 48 h of
treatment induced DNA fragmentation, and necrotic changes in cells, as seen by flow cytometry analysis. Drug-accumulation
study by inductively coupled plasma mass spectrometry (ICP-MS) demonstrated markedly higher intracellular accumulation
of C1 compared with cisplatin.",
publisher = "Springer",
journal = "J. Biol. Inorg. Chem.",
title = "Tumor Selective Ru(III) Schiff Bases Complexes with Strong In Vitro Activity Toward Cisplatin-Resistant MDA-MB-231 Breast Cancer Cells",
volume = "28",
pages = "263-284",
doi = "10.1007/s00775-023-01989-0"
}
Pavlović, M., Kahrović, E., Aranđelović, S., Radulović, S., Ilich, P., Grgurić-Šipka, S., Ljubijankić, N., Žilić, D.,& Jurec, J.. (2023). Tumor Selective Ru(III) Schiff Bases Complexes with Strong In Vitro Activity Toward Cisplatin-Resistant MDA-MB-231 Breast Cancer Cells. in J. Biol. Inorg. Chem.
Springer., 28, 263-284.
https://doi.org/10.1007/s00775-023-01989-0
Pavlović M, Kahrović E, Aranđelović S, Radulović S, Ilich P, Grgurić-Šipka S, Ljubijankić N, Žilić D, Jurec J. Tumor Selective Ru(III) Schiff Bases Complexes with Strong In Vitro Activity Toward Cisplatin-Resistant MDA-MB-231 Breast Cancer Cells. in J. Biol. Inorg. Chem.. 2023;28:263-284.
doi:10.1007/s00775-023-01989-0 .
Pavlović, Marijana, Kahrović, Emira, Aranđelović, Sandra, Radulović, Siniša, Ilich, Predrag-Peter, Grgurić-Šipka, Sanja, Ljubijankić, Nevzeta, Žilić, Dijana, Jurec, Jurica, "Tumor Selective Ru(III) Schiff Bases Complexes with Strong In Vitro Activity Toward Cisplatin-Resistant MDA-MB-231 Breast Cancer Cells" in J. Biol. Inorg. Chem., 28 (2023):263-284,
https://doi.org/10.1007/s00775-023-01989-0 . .
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Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity

Savić, Aleksandar; Gligorijević, Nevenka; Aranđelović, Sandra; Dojčinović, Biljana P.; Kaczmarek, Anna M.; Radulović, Siniša; Van Deun, Rik; Van Hecke, Kristof

(Elsevier, 2020)

TY  - JOUR
AU  - Savić, Aleksandar
AU  - Gligorijević, Nevenka
AU  - Aranđelović, Sandra
AU  - Dojčinović, Biljana P.
AU  - Kaczmarek, Anna M.
AU  - Radulović, Siniša
AU  - Van Deun, Rik
AU  - Van Hecke, Kristof
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3781
AB  - The monocationic chloro complexes containing chelating N∩N ligands: [(η6-p-cymene)Ru(L1–4)Cl]+ (1–4), where L1 = 4-methyl-1,10-phenantroline, L2 = dipyrido[3,2-a:2′,3′-c]phenazine, L3 = 11-chloro-dipyrido[3,2-a:2′,3′-c]phenazine, L4 = 11-nitro-dipyrido[3,2-a:2′,3′-c]phenazine; p-cymene = 1-methyl-4-isopropylbenzene) have been prepared and characterized as the hexafluorophosphate salts. The biological activity of 1–4 has been investigated in selected 2D monolayer cell cultures (A549, PANC-1, MDA-MB-231, MRC-5). All investigated ruthenium complexes showed similar or even better cytotoxicity to cisplatin. However, there was no significant reduction in growth of PANC-1 cells in a 3D cell culture of multicellular tumor spheroids (MCTS) after treatment with 2–4, while the cisplatin treatment induced retardation in MCTS growth. Flow cytometry analysis of the cell cycle of PANC-1 cells shows that 3 caused changes of cell cycle phase distribution characterized by slight accumulation of cells in the G2-M phase. Absence of the Sub-G1 phase in the cell cycle of the treated cells indicated that there was no fragmentation of DNA for the analyzed time intervals (48 and 72 h treatment). Fluorescent microscopy, after acridine orange/ethidium bromide staining, revealed that the investigated ruthenium complexes induced some characteristics of apoptotic morphology (shrinking and condensation of chromatin) with notably preserved integrity of the plasma membrane. Investigation of cellular uptake and DNA - fraction accumulation performed by inductively coupled plasma mass spectrometry in PANC-1 cells with equimolar concentrations (5 μM) of 2–4 and cisplatin showed more efficient cellular uptake and DNA - fraction accumulation of complex 3 compared to complexes 2 and 4.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity
VL  - 202
SP  - 110869
DO  - 10.1016/j.jinorgbio.2019.110869
ER  - 
@article{
author = "Savić, Aleksandar and Gligorijević, Nevenka and Aranđelović, Sandra and Dojčinović, Biljana P. and Kaczmarek, Anna M. and Radulović, Siniša and Van Deun, Rik and Van Hecke, Kristof",
year = "2020",
abstract = "The monocationic chloro complexes containing chelating N∩N ligands: [(η6-p-cymene)Ru(L1–4)Cl]+ (1–4), where L1 = 4-methyl-1,10-phenantroline, L2 = dipyrido[3,2-a:2′,3′-c]phenazine, L3 = 11-chloro-dipyrido[3,2-a:2′,3′-c]phenazine, L4 = 11-nitro-dipyrido[3,2-a:2′,3′-c]phenazine; p-cymene = 1-methyl-4-isopropylbenzene) have been prepared and characterized as the hexafluorophosphate salts. The biological activity of 1–4 has been investigated in selected 2D monolayer cell cultures (A549, PANC-1, MDA-MB-231, MRC-5). All investigated ruthenium complexes showed similar or even better cytotoxicity to cisplatin. However, there was no significant reduction in growth of PANC-1 cells in a 3D cell culture of multicellular tumor spheroids (MCTS) after treatment with 2–4, while the cisplatin treatment induced retardation in MCTS growth. Flow cytometry analysis of the cell cycle of PANC-1 cells shows that 3 caused changes of cell cycle phase distribution characterized by slight accumulation of cells in the G2-M phase. Absence of the Sub-G1 phase in the cell cycle of the treated cells indicated that there was no fragmentation of DNA for the analyzed time intervals (48 and 72 h treatment). Fluorescent microscopy, after acridine orange/ethidium bromide staining, revealed that the investigated ruthenium complexes induced some characteristics of apoptotic morphology (shrinking and condensation of chromatin) with notably preserved integrity of the plasma membrane. Investigation of cellular uptake and DNA - fraction accumulation performed by inductively coupled plasma mass spectrometry in PANC-1 cells with equimolar concentrations (5 μM) of 2–4 and cisplatin showed more efficient cellular uptake and DNA - fraction accumulation of complex 3 compared to complexes 2 and 4.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity",
volume = "202",
pages = "110869",
doi = "10.1016/j.jinorgbio.2019.110869"
}
Savić, A., Gligorijević, N., Aranđelović, S., Dojčinović, B. P., Kaczmarek, A. M., Radulović, S., Van Deun, R.,& Van Hecke, K.. (2020). Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity. in Journal of Inorganic Biochemistry
Elsevier., 202, 110869.
https://doi.org/10.1016/j.jinorgbio.2019.110869
Savić A, Gligorijević N, Aranđelović S, Dojčinović BP, Kaczmarek AM, Radulović S, Van Deun R, Van Hecke K. Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity. in Journal of Inorganic Biochemistry. 2020;202:110869.
doi:10.1016/j.jinorgbio.2019.110869 .
Savić, Aleksandar, Gligorijević, Nevenka, Aranđelović, Sandra, Dojčinović, Biljana P., Kaczmarek, Anna M., Radulović, Siniša, Van Deun, Rik, Van Hecke, Kristof, "Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity" in Journal of Inorganic Biochemistry, 202 (2020):110869,
https://doi.org/10.1016/j.jinorgbio.2019.110869 . .
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Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity

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

(2019)

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

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

(2019)

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

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

(2019)

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

The Polyphenols as Potential Agents in Prevention and Therapy of Prostate Diseases

Pejčić, Tomislav; Tosti, Tomislav; Džamić, Zoran; Gašić, Uroš M.; Vuksanović, Aleksandar; Dolićanin, Zana; Tešić, Živoslav Lj.

(MDPI, 2019)

TY  - JOUR
AU  - Pejčić, Tomislav
AU  - Tosti, Tomislav
AU  - Džamić, Zoran
AU  - Gašić, Uroš M.
AU  - Vuksanović, Aleksandar
AU  - Dolićanin, Zana
AU  - Tešić, Živoslav Lj.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3938
AB  - In recent years, the progress of science and medicine greatly has influenced human life
span and health. However, lifestyle habits, like physical activity, smoking cessation, moderate alcohol
consumption, diet, and maintaining a normal body weight represent measures that greatly reduce
the risk of various diseases. The type of diet is very important for disease development. Numerous
epidemiological clinical data confirm that longevity is linked to predominantly plant-based diets
and it is related to a long life; whereas the western diet, rich in red meat and fats, increases the risk
of oxidative stress and thus the risk of developing various diseases and pre-aging. This review is
focused on the bioavailability of polyphenols and the use of polyphenols for the prevention of prostate
diseases. Special focus in this paper is placed on the isoflavonoids and flavan-3-ols, subgroups of
polyphenols, and their protective e ects against the development of prostate diseases.
PB  - MDPI
T2  - Molecules
T1  - The Polyphenols as Potential Agents in Prevention and Therapy of Prostate Diseases
VL  - 24
IS  - 21
SP  - 3982
DO  - 10.3390/molecules24213982
ER  - 
@article{
author = "Pejčić, Tomislav and Tosti, Tomislav and Džamić, Zoran and Gašić, Uroš M. and Vuksanović, Aleksandar and Dolićanin, Zana and Tešić, Živoslav Lj.",
year = "2019",
abstract = "In recent years, the progress of science and medicine greatly has influenced human life
span and health. However, lifestyle habits, like physical activity, smoking cessation, moderate alcohol
consumption, diet, and maintaining a normal body weight represent measures that greatly reduce
the risk of various diseases. The type of diet is very important for disease development. Numerous
epidemiological clinical data confirm that longevity is linked to predominantly plant-based diets
and it is related to a long life; whereas the western diet, rich in red meat and fats, increases the risk
of oxidative stress and thus the risk of developing various diseases and pre-aging. This review is
focused on the bioavailability of polyphenols and the use of polyphenols for the prevention of prostate
diseases. Special focus in this paper is placed on the isoflavonoids and flavan-3-ols, subgroups of
polyphenols, and their protective e ects against the development of prostate diseases.",
publisher = "MDPI",
journal = "Molecules",
title = "The Polyphenols as Potential Agents in Prevention and Therapy of Prostate Diseases",
volume = "24",
number = "21",
pages = "3982",
doi = "10.3390/molecules24213982"
}
Pejčić, T., Tosti, T., Džamić, Z., Gašić, U. M., Vuksanović, A., Dolićanin, Z.,& Tešić, Ž. Lj.. (2019). The Polyphenols as Potential Agents in Prevention and Therapy of Prostate Diseases. in Molecules
MDPI., 24(21), 3982.
https://doi.org/10.3390/molecules24213982
Pejčić T, Tosti T, Džamić Z, Gašić UM, Vuksanović A, Dolićanin Z, Tešić ŽL. The Polyphenols as Potential Agents in Prevention and Therapy of Prostate Diseases. in Molecules. 2019;24(21):3982.
doi:10.3390/molecules24213982 .
Pejčić, Tomislav, Tosti, Tomislav, Džamić, Zoran, Gašić, Uroš M., Vuksanović, Aleksandar, Dolićanin, Zana, Tešić, Živoslav Lj., "The Polyphenols as Potential Agents in Prevention and Therapy of Prostate Diseases" in Molecules, 24, no. 21 (2019):3982,
https://doi.org/10.3390/molecules24213982 . .
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New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action

Pavlović, Marijana; Nikolić, Stefan; Gligorijević, Nevenka; Dojčinović, Biljana P.; Aranđelović, Sandra; Grgurić-Šipka, Sanja; Radulović, Siniša

(Springer Link, 2019)

TY  - JOUR
AU  - Pavlović, Marijana
AU  - Nikolić, Stefan
AU  - Gligorijević, Nevenka
AU  - Dojčinović, Biljana P.
AU  - Aranđelović, Sandra
AU  - Grgurić-Šipka, Sanja
AU  - Radulović, Siniša
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2854
AB  - Three new ruthenium(II)-arene complexes with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline (ppf) of general formula: C1 ([(ƞ 6 -benzene)Ru(ppf)Cl]PF 6 , C2 ([(ƞ 6 -toluene)Ru(ppf)Cl]PF 6 ) and C3 ([(ƞ 6 -p-cymene)Ru(ppf)Cl]PF 6 ) have been synthesized. The structures of complexes were determined by elemental analysis, IR, ESI–MS, as well as with 1 H and 13 C NMR spectroscopy. Cytotoxic activity has been evaluated in three different human neoplastic cell lines (A549, A375, LS 174T) and in one human non-tumor cell line (MRC-5), by the MTT assay. Complexes C1–C3 showed IC 50 values in the micromolar range below 100 µM. Complex C3, carrying ƞ 6 -p-cymene as the arene ligand, exhibited cytoselective activity toward human malignant melanoma A375 cells (IC 50 = 15.8 ± 2.7 µM), and has been selected for further analyses of its biological effects. Drug-accumulation study performed in the A375 cells disclosed that C3 possess lower ability of entering the cells compared to cisplatin and distributes approximately equally in the cytosol and membrane/organelle fraction of cells. Investigations in the 3D model of A375 cells, disclosed different effects of the complex C3 and cisplatin on growth of multicellular tumor spheroids (MCTSs). While the size of cisplatin-treated MCTSs decreased with time, MCTSs treated with C3 continued to growth. Differences in structural organization and biological activity of this type of ruthenium(II)-arene complexes versus cisplatin in A375 malignant melanoma cells pointed out their different modes of action, and necessity for further biological studies and optimizations for potential applications.
PB  - Springer Link
T2  - Journal of Biological Inorganic Chemistry
T1  - New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action
VL  - 24
IS  - 2
SP  - 297
EP  - 310
DO  - 10.1007/s00775-019-01647-4
ER  - 
@article{
author = "Pavlović, Marijana and Nikolić, Stefan and Gligorijević, Nevenka and Dojčinović, Biljana P. and Aranđelović, Sandra and Grgurić-Šipka, Sanja and Radulović, Siniša",
year = "2019",
abstract = "Three new ruthenium(II)-arene complexes with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline (ppf) of general formula: C1 ([(ƞ 6 -benzene)Ru(ppf)Cl]PF 6 , C2 ([(ƞ 6 -toluene)Ru(ppf)Cl]PF 6 ) and C3 ([(ƞ 6 -p-cymene)Ru(ppf)Cl]PF 6 ) have been synthesized. The structures of complexes were determined by elemental analysis, IR, ESI–MS, as well as with 1 H and 13 C NMR spectroscopy. Cytotoxic activity has been evaluated in three different human neoplastic cell lines (A549, A375, LS 174T) and in one human non-tumor cell line (MRC-5), by the MTT assay. Complexes C1–C3 showed IC 50 values in the micromolar range below 100 µM. Complex C3, carrying ƞ 6 -p-cymene as the arene ligand, exhibited cytoselective activity toward human malignant melanoma A375 cells (IC 50 = 15.8 ± 2.7 µM), and has been selected for further analyses of its biological effects. Drug-accumulation study performed in the A375 cells disclosed that C3 possess lower ability of entering the cells compared to cisplatin and distributes approximately equally in the cytosol and membrane/organelle fraction of cells. Investigations in the 3D model of A375 cells, disclosed different effects of the complex C3 and cisplatin on growth of multicellular tumor spheroids (MCTSs). While the size of cisplatin-treated MCTSs decreased with time, MCTSs treated with C3 continued to growth. Differences in structural organization and biological activity of this type of ruthenium(II)-arene complexes versus cisplatin in A375 malignant melanoma cells pointed out their different modes of action, and necessity for further biological studies and optimizations for potential applications.",
publisher = "Springer Link",
journal = "Journal of Biological Inorganic Chemistry",
title = "New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action",
volume = "24",
number = "2",
pages = "297-310",
doi = "10.1007/s00775-019-01647-4"
}
Pavlović, M., Nikolić, S., Gligorijević, N., Dojčinović, B. P., Aranđelović, S., Grgurić-Šipka, S.,& Radulović, S.. (2019). New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action. in Journal of Biological Inorganic Chemistry
Springer Link., 24(2), 297-310.
https://doi.org/10.1007/s00775-019-01647-4
Pavlović M, Nikolić S, Gligorijević N, Dojčinović BP, Aranđelović S, Grgurić-Šipka S, Radulović S. New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action. in Journal of Biological Inorganic Chemistry. 2019;24(2):297-310.
doi:10.1007/s00775-019-01647-4 .
Pavlović, Marijana, Nikolić, Stefan, Gligorijević, Nevenka, Dojčinović, Biljana P., Aranđelović, Sandra, Grgurić-Šipka, Sanja, Radulović, Siniša, "New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action" in Journal of Biological Inorganic Chemistry, 24, no. 2 (2019):297-310,
https://doi.org/10.1007/s00775-019-01647-4 . .
11
2
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Supplementary data for the article: Tadić, A.; Poljarević, J.; Krstić, M.; Kajzerberger, M.; Aranelović, S.; Radulović, S.; Kakoulidou, C.; Papadopoulos, A. N.; Psomas, G.; Grgurić-Šipka, S. Ruthenium-Arene Complexes with NSAIDs: Synthesis, Characterization and Bioactivity. New Journal of Chemistry 2018, 42 (4), 3001–3019. https://doi.org/10.1039/c7nj04416j

Tadić, Ana; Poljarević, Jelena; Krstić, Milena; Kajzerberger, Marijana; Aranđelović, Sandra; Radulović, Siniša; Kakoulidou, Chrisoula; Papadopoulos, Athanasios N.; Psomas, George; Grgurić-Šipka, Sanja

(Royal Soc Chemistry, Cambridge, 2018)

TY  - DATA
AU  - Tadić, Ana
AU  - Poljarević, Jelena
AU  - Krstić, Milena
AU  - Kajzerberger, Marijana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Kakoulidou, Chrisoula
AU  - Papadopoulos, Athanasios N.
AU  - Psomas, George
AU  - Grgurić-Šipka, Sanja
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3038
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Supplementary data for the article: Tadić, A.; Poljarević, J.; Krstić, M.; Kajzerberger, M.; Aranelović, S.; Radulović, S.; Kakoulidou, C.; Papadopoulos, A. N.; Psomas, G.; Grgurić-Šipka, S. Ruthenium-Arene Complexes with NSAIDs: Synthesis, Characterization and Bioactivity. New Journal of Chemistry 2018, 42 (4), 3001–3019. https://doi.org/10.1039/c7nj04416j
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3038
ER  - 
@misc{
author = "Tadić, Ana and Poljarević, Jelena and Krstić, Milena and Kajzerberger, Marijana and Aranđelović, Sandra and Radulović, Siniša and Kakoulidou, Chrisoula and Papadopoulos, Athanasios N. and Psomas, George and Grgurić-Šipka, Sanja",
year = "2018",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Supplementary data for the article: Tadić, A.; Poljarević, J.; Krstić, M.; Kajzerberger, M.; Aranelović, S.; Radulović, S.; Kakoulidou, C.; Papadopoulos, A. N.; Psomas, G.; Grgurić-Šipka, S. Ruthenium-Arene Complexes with NSAIDs: Synthesis, Characterization and Bioactivity. New Journal of Chemistry 2018, 42 (4), 3001–3019. https://doi.org/10.1039/c7nj04416j",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3038"
}
Tadić, A., Poljarević, J., Krstić, M., Kajzerberger, M., Aranđelović, S., Radulović, S., Kakoulidou, C., Papadopoulos, A. N., Psomas, G.,& Grgurić-Šipka, S.. (2018). Supplementary data for the article: Tadić, A.; Poljarević, J.; Krstić, M.; Kajzerberger, M.; Aranelović, S.; Radulović, S.; Kakoulidou, C.; Papadopoulos, A. N.; Psomas, G.; Grgurić-Šipka, S. Ruthenium-Arene Complexes with NSAIDs: Synthesis, Characterization and Bioactivity. New Journal of Chemistry 2018, 42 (4), 3001–3019. https://doi.org/10.1039/c7nj04416j. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3038
Tadić A, Poljarević J, Krstić M, Kajzerberger M, Aranđelović S, Radulović S, Kakoulidou C, Papadopoulos AN, Psomas G, Grgurić-Šipka S. Supplementary data for the article: Tadić, A.; Poljarević, J.; Krstić, M.; Kajzerberger, M.; Aranelović, S.; Radulović, S.; Kakoulidou, C.; Papadopoulos, A. N.; Psomas, G.; Grgurić-Šipka, S. Ruthenium-Arene Complexes with NSAIDs: Synthesis, Characterization and Bioactivity. New Journal of Chemistry 2018, 42 (4), 3001–3019. https://doi.org/10.1039/c7nj04416j. in New Journal of Chemistry. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_3038 .
Tadić, Ana, Poljarević, Jelena, Krstić, Milena, Kajzerberger, Marijana, Aranđelović, Sandra, Radulović, Siniša, Kakoulidou, Chrisoula, Papadopoulos, Athanasios N., Psomas, George, Grgurić-Šipka, Sanja, "Supplementary data for the article: Tadić, A.; Poljarević, J.; Krstić, M.; Kajzerberger, M.; Aranelović, S.; Radulović, S.; Kakoulidou, C.; Papadopoulos, A. N.; Psomas, G.; Grgurić-Šipka, S. Ruthenium-Arene Complexes with NSAIDs: Synthesis, Characterization and Bioactivity. New Journal of Chemistry 2018, 42 (4), 3001–3019. https://doi.org/10.1039/c7nj04416j" in New Journal of Chemistry (2018),
https://hdl.handle.net/21.15107/rcub_cherry_3038 .

Ruthenium-arene complexes with NSAIDs: synthesis, characterization and bioactivity

Tadić, Ana; Poljarević, Jelena; Krstić, Milena; Kajzerberger, Marijana; Aranđelović, Sandra; Radulović, Siniša; Kakoulidou, Chrisoula; Papadopoulos, Athanasios N.; Psomas, George; Grgurić-Šipka, Sanja

(Royal Soc Chemistry, Cambridge, 2018)

TY  - JOUR
AU  - Tadić, Ana
AU  - Poljarević, Jelena
AU  - Krstić, Milena
AU  - Kajzerberger, Marijana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Kakoulidou, Chrisoula
AU  - Papadopoulos, Athanasios N.
AU  - Psomas, George
AU  - Grgurić-Šipka, Sanja
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2093
AB  - Two non-steroidal antiinflammatory drugs indomethacin and mefenamic acid were coordinated to Ru(II)-arenes to afford four new complexes. The cytotoxic activities of the ligands and ruthenium complexes were tested in three human cancer cell lines (K562, A549, MDA-MB-231) and non-tumour human fetal lung fibroblast cells (MRC-5) by MTT assay. Cytotoxicity studies revealed that indomethacin Ru(II)-arene complexes 1 and 3 displayed good cytotoxicity and apparent cytoselective profiles. The IC50 values obtained in leukemia K562 cells were comparable to those of cisplatin (10.3 mu M (CDDP), 11.9 mu M (1) and 13.2 mu M (3)). Flow cytometric analysis of 1 and 3 in triple-negative breast cancer MDA-MB-231 cells revealed an interesting mechanism of action. At IC50 concentrations, 1 and 3 arrested cell cycle progression in S phase and caused rapid accumulation of cells in sub-G1 phase (up to 48%), while Annexin V-FITC/PI staining showed simultaneous occurrence of apoptotic and necrotic cell populations at approximately similar levels of 20%. Measurement of reactive oxygen species (ROS) production by DCFH-DA staining confirmed the potential of 1 and 3 to increase ROS even more than cisplatin. The interaction of the complexes with serum albumins showed their potential ability to bind tightly and reversibly to albumins. The affinity of the complexes to calf-thymus DNA was investigated by UV-vis spectroscopy, viscosity measurements and fluorescence emission spectroscopy for competitive studies of the complexes with ethidium bromide, revealing that their interaction probably occurs via intercalation. Taken together, the results strongly suggest the potential of complexes 1 and 3 to alter cell cycle progression and cause DNA-damage by means of direct DNA-binding or indirectly by ROS production.
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Ruthenium-arene complexes with NSAIDs: synthesis, characterization and bioactivity
VL  - 42
IS  - 4
SP  - 3001
EP  - 3019
DO  - 10.1039/c7nj04416j
ER  - 
@article{
author = "Tadić, Ana and Poljarević, Jelena and Krstić, Milena and Kajzerberger, Marijana and Aranđelović, Sandra and Radulović, Siniša and Kakoulidou, Chrisoula and Papadopoulos, Athanasios N. and Psomas, George and Grgurić-Šipka, Sanja",
year = "2018",
abstract = "Two non-steroidal antiinflammatory drugs indomethacin and mefenamic acid were coordinated to Ru(II)-arenes to afford four new complexes. The cytotoxic activities of the ligands and ruthenium complexes were tested in three human cancer cell lines (K562, A549, MDA-MB-231) and non-tumour human fetal lung fibroblast cells (MRC-5) by MTT assay. Cytotoxicity studies revealed that indomethacin Ru(II)-arene complexes 1 and 3 displayed good cytotoxicity and apparent cytoselective profiles. The IC50 values obtained in leukemia K562 cells were comparable to those of cisplatin (10.3 mu M (CDDP), 11.9 mu M (1) and 13.2 mu M (3)). Flow cytometric analysis of 1 and 3 in triple-negative breast cancer MDA-MB-231 cells revealed an interesting mechanism of action. At IC50 concentrations, 1 and 3 arrested cell cycle progression in S phase and caused rapid accumulation of cells in sub-G1 phase (up to 48%), while Annexin V-FITC/PI staining showed simultaneous occurrence of apoptotic and necrotic cell populations at approximately similar levels of 20%. Measurement of reactive oxygen species (ROS) production by DCFH-DA staining confirmed the potential of 1 and 3 to increase ROS even more than cisplatin. The interaction of the complexes with serum albumins showed their potential ability to bind tightly and reversibly to albumins. The affinity of the complexes to calf-thymus DNA was investigated by UV-vis spectroscopy, viscosity measurements and fluorescence emission spectroscopy for competitive studies of the complexes with ethidium bromide, revealing that their interaction probably occurs via intercalation. Taken together, the results strongly suggest the potential of complexes 1 and 3 to alter cell cycle progression and cause DNA-damage by means of direct DNA-binding or indirectly by ROS production.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Ruthenium-arene complexes with NSAIDs: synthesis, characterization and bioactivity",
volume = "42",
number = "4",
pages = "3001-3019",
doi = "10.1039/c7nj04416j"
}
Tadić, A., Poljarević, J., Krstić, M., Kajzerberger, M., Aranđelović, S., Radulović, S., Kakoulidou, C., Papadopoulos, A. N., Psomas, G.,& Grgurić-Šipka, S.. (2018). Ruthenium-arene complexes with NSAIDs: synthesis, characterization and bioactivity. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge., 42(4), 3001-3019.
https://doi.org/10.1039/c7nj04416j
Tadić A, Poljarević J, Krstić M, Kajzerberger M, Aranđelović S, Radulović S, Kakoulidou C, Papadopoulos AN, Psomas G, Grgurić-Šipka S. Ruthenium-arene complexes with NSAIDs: synthesis, characterization and bioactivity. in New Journal of Chemistry. 2018;42(4):3001-3019.
doi:10.1039/c7nj04416j .
Tadić, Ana, Poljarević, Jelena, Krstić, Milena, Kajzerberger, Marijana, Aranđelović, Sandra, Radulović, Siniša, Kakoulidou, Chrisoula, Papadopoulos, Athanasios N., Psomas, George, Grgurić-Šipka, Sanja, "Ruthenium-arene complexes with NSAIDs: synthesis, characterization and bioactivity" in New Journal of Chemistry, 42, no. 4 (2018):3001-3019,
https://doi.org/10.1039/c7nj04416j . .
3
25
17
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In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid

Zmejkovski, Bojana B.; Pantelić, Nebojša Đ.; Filipović, Lana; Aranđelović, Sandra; Radulović, Siniša; Sabo, Tibor; Kaluđerović, Goran N.

(Bentham Science Publ Ltd, Sharjah, 2017)

TY  - JOUR
AU  - Zmejkovski, Bojana B.
AU  - Pantelić, Nebojša Đ.
AU  - Filipović, Lana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2501
AB  - Aims: Platinum(II) and platinum(IV) complexes [PtCln{(S,S)-(i-Am)(2)eddip}] (n = 2, 4: 1, 2, respectively; (S,S)-(i-Am)(2)eddip = O,O'-diisoamyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate) were synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and mass spectrometry. Method: Quantum chemical calculations were used to predict formed isomers of 1 and 2. Furthermore, reduction of 2 with ascorbic acid was followed by time-dependant C-13 NMR spectroscopy in order to enable assignation of the formed isomers for complex 1. In vitro cytotoxic activity was determined for 1 and 2 on a panel of five human tumor cell lines derived from cervix adenocarcinoma (HeLa), alveolar basal adenocarcinoma (A549), breast adenocarcinoma (MDA-453), colorectal cancer (LS 174), erythromyeloblastoid leukemia (K562), as well as one non-malignant human lung fibroblast cell line (MRC-5), using MTT assay. Result: Both complexes exhibited high (2 against K562: IC50 = 5.4 mu M), more active than cisplatin, to moderate activity (1). Both complexes caused considerable decrease of cell number in K562 cells in G1, S and G2 phases, concordantly increasing subpopulation in sub-G1 fraction. Morphological analysis of K562 cell death induced by platinum(II/IV) complexes indicate apoptosis.
PB  - Bentham Science Publ Ltd, Sharjah
T2  - Anti-Cancer Agents in Medicinal Chemistry
T1  - In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid
VL  - 17
IS  - 8
SP  - 1136
EP  - 1143
DO  - 10.2174/1871520616666161207155634
ER  - 
@article{
author = "Zmejkovski, Bojana B. and Pantelić, Nebojša Đ. and Filipović, Lana and Aranđelović, Sandra and Radulović, Siniša and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2017",
abstract = "Aims: Platinum(II) and platinum(IV) complexes [PtCln{(S,S)-(i-Am)(2)eddip}] (n = 2, 4: 1, 2, respectively; (S,S)-(i-Am)(2)eddip = O,O'-diisoamyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate) were synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and mass spectrometry. Method: Quantum chemical calculations were used to predict formed isomers of 1 and 2. Furthermore, reduction of 2 with ascorbic acid was followed by time-dependant C-13 NMR spectroscopy in order to enable assignation of the formed isomers for complex 1. In vitro cytotoxic activity was determined for 1 and 2 on a panel of five human tumor cell lines derived from cervix adenocarcinoma (HeLa), alveolar basal adenocarcinoma (A549), breast adenocarcinoma (MDA-453), colorectal cancer (LS 174), erythromyeloblastoid leukemia (K562), as well as one non-malignant human lung fibroblast cell line (MRC-5), using MTT assay. Result: Both complexes exhibited high (2 against K562: IC50 = 5.4 mu M), more active than cisplatin, to moderate activity (1). Both complexes caused considerable decrease of cell number in K562 cells in G1, S and G2 phases, concordantly increasing subpopulation in sub-G1 fraction. Morphological analysis of K562 cell death induced by platinum(II/IV) complexes indicate apoptosis.",
publisher = "Bentham Science Publ Ltd, Sharjah",
journal = "Anti-Cancer Agents in Medicinal Chemistry",
title = "In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid",
volume = "17",
number = "8",
pages = "1136-1143",
doi = "10.2174/1871520616666161207155634"
}
Zmejkovski, B. B., Pantelić, N. Đ., Filipović, L., Aranđelović, S., Radulović, S., Sabo, T.,& Kaluđerović, G. N.. (2017). In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid. in Anti-Cancer Agents in Medicinal Chemistry
Bentham Science Publ Ltd, Sharjah., 17(8), 1136-1143.
https://doi.org/10.2174/1871520616666161207155634
Zmejkovski BB, Pantelić NĐ, Filipović L, Aranđelović S, Radulović S, Sabo T, Kaluđerović GN. In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid. in Anti-Cancer Agents in Medicinal Chemistry. 2017;17(8):1136-1143.
doi:10.2174/1871520616666161207155634 .
Zmejkovski, Bojana B., Pantelić, Nebojša Đ., Filipović, Lana, Aranđelović, Sandra, Radulović, Siniša, Sabo, Tibor, Kaluđerović, Goran N., "In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid" in Anti-Cancer Agents in Medicinal Chemistry, 17, no. 8 (2017):1136-1143,
https://doi.org/10.2174/1871520616666161207155634 . .
1
1
1

(Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines

Todorović, Tamara; Vukašinović, Jelena; Portalone, Gustavo; Suleiman, Sherif; Gligorijević, Nevenka; Bjelogrlić, Snežana K.; Jovanović, Katarina; Radulović, Siniša; Anđelković, Katarina K.; Cassar, Analisse; Filipović, Nenad R.; Schembri-Wismayer, Pierre

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Todorović, Tamara
AU  - Vukašinović, Jelena
AU  - Portalone, Gustavo
AU  - Suleiman, Sherif
AU  - Gligorijević, Nevenka
AU  - Bjelogrlić, Snežana K.
AU  - Jovanović, Katarina
AU  - Radulović, Siniša
AU  - Anđelković, Katarina K.
AU  - Cassar, Analisse
AU  - Filipović, Nenad R.
AU  - Schembri-Wismayer, Pierre
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2418
AB  - Cobalt complexes with semi-and thiosemicarbazones of 8-quinolinecarboxaldehyde have been synthesized and characterized by X-ray diffraction analysis. These novel complexes and a previously synthesized cobalt complex with a selenium-based selenosemicarbazone ligand showed myeloid differentiation activity on all trans retinoic acid resistant HL-60 acute myeloid leukaemia cells. They also showed varying levels of cytotoxicity on five human tumor cell lines: cervix carcinoma cells (HeLa), lung adenocarcinoma cells (A549), colorectal adenocarcinoma cells (LS-174), breast carcinoma cells (MDA-MB-361), and chronic myeloid leukaemia (K562) as well as one normal human cell line: fetal lung fibroblast cells (MRC-5). Leukaemia differentiation was most strongly induced by a metal-free oxygen ligand and the selenium ligand, whilst the latter and the cobalt(II) complex with an oxygen ligand showed the strongest dose-dependent cytotoxic activity. In four out of five investigated tumor cell lines, it was of the same order of magnitude as cisplatin. These best compounds, however, had lower toxicity on non-transformed MRC-5 cells than cisplatin.
PB  - Royal Soc Chemistry, Cambridge
T2  - MedChemComm
T1  - (Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines
VL  - 8
IS  - 1
SP  - 103
EP  - 111
DO  - 10.1039/c6md00501b
ER  - 
@article{
author = "Todorović, Tamara and Vukašinović, Jelena and Portalone, Gustavo and Suleiman, Sherif and Gligorijević, Nevenka and Bjelogrlić, Snežana K. and Jovanović, Katarina and Radulović, Siniša and Anđelković, Katarina K. and Cassar, Analisse and Filipović, Nenad R. and Schembri-Wismayer, Pierre",
year = "2017",
abstract = "Cobalt complexes with semi-and thiosemicarbazones of 8-quinolinecarboxaldehyde have been synthesized and characterized by X-ray diffraction analysis. These novel complexes and a previously synthesized cobalt complex with a selenium-based selenosemicarbazone ligand showed myeloid differentiation activity on all trans retinoic acid resistant HL-60 acute myeloid leukaemia cells. They also showed varying levels of cytotoxicity on five human tumor cell lines: cervix carcinoma cells (HeLa), lung adenocarcinoma cells (A549), colorectal adenocarcinoma cells (LS-174), breast carcinoma cells (MDA-MB-361), and chronic myeloid leukaemia (K562) as well as one normal human cell line: fetal lung fibroblast cells (MRC-5). Leukaemia differentiation was most strongly induced by a metal-free oxygen ligand and the selenium ligand, whilst the latter and the cobalt(II) complex with an oxygen ligand showed the strongest dose-dependent cytotoxic activity. In four out of five investigated tumor cell lines, it was of the same order of magnitude as cisplatin. These best compounds, however, had lower toxicity on non-transformed MRC-5 cells than cisplatin.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "MedChemComm",
title = "(Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines",
volume = "8",
number = "1",
pages = "103-111",
doi = "10.1039/c6md00501b"
}
Todorović, T., Vukašinović, J., Portalone, G., Suleiman, S., Gligorijević, N., Bjelogrlić, S. K., Jovanović, K., Radulović, S., Anđelković, K. K., Cassar, A., Filipović, N. R.,& Schembri-Wismayer, P.. (2017). (Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines. in MedChemComm
Royal Soc Chemistry, Cambridge., 8(1), 103-111.
https://doi.org/10.1039/c6md00501b
Todorović T, Vukašinović J, Portalone G, Suleiman S, Gligorijević N, Bjelogrlić SK, Jovanović K, Radulović S, Anđelković KK, Cassar A, Filipović NR, Schembri-Wismayer P. (Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines. in MedChemComm. 2017;8(1):103-111.
doi:10.1039/c6md00501b .
Todorović, Tamara, Vukašinović, Jelena, Portalone, Gustavo, Suleiman, Sherif, Gligorijević, Nevenka, Bjelogrlić, Snežana K., Jovanović, Katarina, Radulović, Siniša, Anđelković, Katarina K., Cassar, Analisse, Filipović, Nenad R., Schembri-Wismayer, Pierre, "(Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines" in MedChemComm, 8, no. 1 (2017):103-111,
https://doi.org/10.1039/c6md00501b . .
15
13
16
14

(Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines

Todorović, Tamara; Vukašinović, Jelena; Portalone, Gustavo; Suleiman, Sherif; Gligorijević, Nevenka; Bjelogrlić, Snežana K.; Jovanović, Katarina; Radulović, Siniša; Anđelković, Katarina K.; Cassar, Analisse; Filipović, Nenad R.; Schembri-Wismayer, Pierre

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Todorović, Tamara
AU  - Vukašinović, Jelena
AU  - Portalone, Gustavo
AU  - Suleiman, Sherif
AU  - Gligorijević, Nevenka
AU  - Bjelogrlić, Snežana K.
AU  - Jovanović, Katarina
AU  - Radulović, Siniša
AU  - Anđelković, Katarina K.
AU  - Cassar, Analisse
AU  - Filipović, Nenad R.
AU  - Schembri-Wismayer, Pierre
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3092
AB  - Cobalt complexes with semi-and thiosemicarbazones of 8-quinolinecarboxaldehyde have been synthesized and characterized by X-ray diffraction analysis. These novel complexes and a previously synthesized cobalt complex with a selenium-based selenosemicarbazone ligand showed myeloid differentiation activity on all trans retinoic acid resistant HL-60 acute myeloid leukaemia cells. They also showed varying levels of cytotoxicity on five human tumor cell lines: cervix carcinoma cells (HeLa), lung adenocarcinoma cells (A549), colorectal adenocarcinoma cells (LS-174), breast carcinoma cells (MDA-MB-361), and chronic myeloid leukaemia (K562) as well as one normal human cell line: fetal lung fibroblast cells (MRC-5). Leukaemia differentiation was most strongly induced by a metal-free oxygen ligand and the selenium ligand, whilst the latter and the cobalt(II) complex with an oxygen ligand showed the strongest dose-dependent cytotoxic activity. In four out of five investigated tumor cell lines, it was of the same order of magnitude as cisplatin. These best compounds, however, had lower toxicity on non-transformed MRC-5 cells than cisplatin.
PB  - Royal Soc Chemistry, Cambridge
T2  - MedChemComm
T1  - (Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines
VL  - 8
IS  - 1
SP  - 103
EP  - 111
DO  - 10.1039/c6md00501b
ER  - 
@article{
author = "Todorović, Tamara and Vukašinović, Jelena and Portalone, Gustavo and Suleiman, Sherif and Gligorijević, Nevenka and Bjelogrlić, Snežana K. and Jovanović, Katarina and Radulović, Siniša and Anđelković, Katarina K. and Cassar, Analisse and Filipović, Nenad R. and Schembri-Wismayer, Pierre",
year = "2017",
abstract = "Cobalt complexes with semi-and thiosemicarbazones of 8-quinolinecarboxaldehyde have been synthesized and characterized by X-ray diffraction analysis. These novel complexes and a previously synthesized cobalt complex with a selenium-based selenosemicarbazone ligand showed myeloid differentiation activity on all trans retinoic acid resistant HL-60 acute myeloid leukaemia cells. They also showed varying levels of cytotoxicity on five human tumor cell lines: cervix carcinoma cells (HeLa), lung adenocarcinoma cells (A549), colorectal adenocarcinoma cells (LS-174), breast carcinoma cells (MDA-MB-361), and chronic myeloid leukaemia (K562) as well as one normal human cell line: fetal lung fibroblast cells (MRC-5). Leukaemia differentiation was most strongly induced by a metal-free oxygen ligand and the selenium ligand, whilst the latter and the cobalt(II) complex with an oxygen ligand showed the strongest dose-dependent cytotoxic activity. In four out of five investigated tumor cell lines, it was of the same order of magnitude as cisplatin. These best compounds, however, had lower toxicity on non-transformed MRC-5 cells than cisplatin.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "MedChemComm",
title = "(Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines",
volume = "8",
number = "1",
pages = "103-111",
doi = "10.1039/c6md00501b"
}
Todorović, T., Vukašinović, J., Portalone, G., Suleiman, S., Gligorijević, N., Bjelogrlić, S. K., Jovanović, K., Radulović, S., Anđelković, K. K., Cassar, A., Filipović, N. R.,& Schembri-Wismayer, P.. (2017). (Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines. in MedChemComm
Royal Soc Chemistry, Cambridge., 8(1), 103-111.
https://doi.org/10.1039/c6md00501b
Todorović T, Vukašinović J, Portalone G, Suleiman S, Gligorijević N, Bjelogrlić SK, Jovanović K, Radulović S, Anđelković KK, Cassar A, Filipović NR, Schembri-Wismayer P. (Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines. in MedChemComm. 2017;8(1):103-111.
doi:10.1039/c6md00501b .
Todorović, Tamara, Vukašinović, Jelena, Portalone, Gustavo, Suleiman, Sherif, Gligorijević, Nevenka, Bjelogrlić, Snežana K., Jovanović, Katarina, Radulović, Siniša, Anđelković, Katarina K., Cassar, Analisse, Filipović, Nenad R., Schembri-Wismayer, Pierre, "(Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines" in MedChemComm, 8, no. 1 (2017):103-111,
https://doi.org/10.1039/c6md00501b . .
15
13
16
14

Supplementary data for article : Todorović, T. R.; Vukašinović, J.; Portalone, G.; Suleiman, S.; Gligorijević, N.; Bjelogrlić, S.; Jovanović, K.; Radulović, S.; Anđelković, K.; Cassar, A.; et al. (Chalcogen)Semicarbazones and Their Cobalt Complexes Differentiate HL-60 Myeloid Leukaemia Cells and Are Cytotoxic towards Tumor Cell Lines. MedChemComm 2017, 8 (1), 103–111. https://doi.org/10.1039/c6md00501b

Todorović, Tamara; Vukašinović, Jelena; Portalone, Gustavo; Suleiman, Sherif; Gligorijević, Nevenka; Bjelogrlić, Snežana K.; Jovanović, Katarina; Radulović, Siniša; Anđelković, Katarina K.; Cassar, Analisse; Filipović, Nenad R.; Schembri-Wismayer, Pierre

(Royal Soc Chemistry, Cambridge, 2017)

TY  - DATA
AU  - Todorović, Tamara
AU  - Vukašinović, Jelena
AU  - Portalone, Gustavo
AU  - Suleiman, Sherif
AU  - Gligorijević, Nevenka
AU  - Bjelogrlić, Snežana K.
AU  - Jovanović, Katarina
AU  - Radulović, Siniša
AU  - Anđelković, Katarina K.
AU  - Cassar, Analisse
AU  - Filipović, Nenad R.
AU  - Schembri-Wismayer, Pierre
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3093
PB  - Royal Soc Chemistry, Cambridge
T2  - MedChemComm
T1  - Supplementary data for article : Todorović, T. R.; Vukašinović, J.; Portalone, G.; Suleiman, S.; Gligorijević, N.; Bjelogrlić, S.; Jovanović, K.; Radulović, S.; Anđelković, K.; Cassar, A.; et al. (Chalcogen)Semicarbazones and Their Cobalt Complexes Differentiate HL-60 Myeloid Leukaemia Cells and Are Cytotoxic towards Tumor Cell Lines. MedChemComm 2017, 8 (1), 103–111. https://doi.org/10.1039/c6md00501b
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3093
ER  - 
@misc{
author = "Todorović, Tamara and Vukašinović, Jelena and Portalone, Gustavo and Suleiman, Sherif and Gligorijević, Nevenka and Bjelogrlić, Snežana K. and Jovanović, Katarina and Radulović, Siniša and Anđelković, Katarina K. and Cassar, Analisse and Filipović, Nenad R. and Schembri-Wismayer, Pierre",
year = "2017",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "MedChemComm",
title = "Supplementary data for article : Todorović, T. R.; Vukašinović, J.; Portalone, G.; Suleiman, S.; Gligorijević, N.; Bjelogrlić, S.; Jovanović, K.; Radulović, S.; Anđelković, K.; Cassar, A.; et al. (Chalcogen)Semicarbazones and Their Cobalt Complexes Differentiate HL-60 Myeloid Leukaemia Cells and Are Cytotoxic towards Tumor Cell Lines. MedChemComm 2017, 8 (1), 103–111. https://doi.org/10.1039/c6md00501b",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3093"
}
Todorović, T., Vukašinović, J., Portalone, G., Suleiman, S., Gligorijević, N., Bjelogrlić, S. K., Jovanović, K., Radulović, S., Anđelković, K. K., Cassar, A., Filipović, N. R.,& Schembri-Wismayer, P.. (2017). Supplementary data for article : Todorović, T. R.; Vukašinović, J.; Portalone, G.; Suleiman, S.; Gligorijević, N.; Bjelogrlić, S.; Jovanović, K.; Radulović, S.; Anđelković, K.; Cassar, A.; et al. (Chalcogen)Semicarbazones and Their Cobalt Complexes Differentiate HL-60 Myeloid Leukaemia Cells and Are Cytotoxic towards Tumor Cell Lines. MedChemComm 2017, 8 (1), 103–111. https://doi.org/10.1039/c6md00501b. in MedChemComm
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3093
Todorović T, Vukašinović J, Portalone G, Suleiman S, Gligorijević N, Bjelogrlić SK, Jovanović K, Radulović S, Anđelković KK, Cassar A, Filipović NR, Schembri-Wismayer P. Supplementary data for article : Todorović, T. R.; Vukašinović, J.; Portalone, G.; Suleiman, S.; Gligorijević, N.; Bjelogrlić, S.; Jovanović, K.; Radulović, S.; Anđelković, K.; Cassar, A.; et al. (Chalcogen)Semicarbazones and Their Cobalt Complexes Differentiate HL-60 Myeloid Leukaemia Cells and Are Cytotoxic towards Tumor Cell Lines. MedChemComm 2017, 8 (1), 103–111. https://doi.org/10.1039/c6md00501b. in MedChemComm. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3093 .
Todorović, Tamara, Vukašinović, Jelena, Portalone, Gustavo, Suleiman, Sherif, Gligorijević, Nevenka, Bjelogrlić, Snežana K., Jovanović, Katarina, Radulović, Siniša, Anđelković, Katarina K., Cassar, Analisse, Filipović, Nenad R., Schembri-Wismayer, Pierre, "Supplementary data for article : Todorović, T. R.; Vukašinović, J.; Portalone, G.; Suleiman, S.; Gligorijević, N.; Bjelogrlić, S.; Jovanović, K.; Radulović, S.; Anđelković, K.; Cassar, A.; et al. (Chalcogen)Semicarbazones and Their Cobalt Complexes Differentiate HL-60 Myeloid Leukaemia Cells and Are Cytotoxic towards Tumor Cell Lines. MedChemComm 2017, 8 (1), 103–111. https://doi.org/10.1039/c6md00501b" in MedChemComm (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3093 .

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

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

(Taylor & Francis Ltd, Abingdon, 2017)

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

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

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

(Taylor & Francis Ltd, Abingdon, 2017)

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

The Development of Ru(II)-p-Cymene Complexes with Pyridine Derivatives as Anti-Cancer Agents

Gligorijević, Nevenka; Aranđelović, Nevenka; Jovanović, Katarina K.; Grgurić-Šipka, Sanja; Radulović, Siniša

(Pan Stanford Publishing Pte. Ltd., 2017)

TY  - CHAP
AU  - Gligorijević, Nevenka
AU  - Aranđelović, Nevenka
AU  - Jovanović, Katarina K.
AU  - Grgurić-Šipka, Sanja
AU  - Radulović, Siniša
PY  - 2017
UR  - https://www.worldcat.org/title/ruthenium-chemistry/oclc/1032703727&referer=brief_results
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5074
PB  - Pan Stanford Publishing Pte. Ltd.
T2  - Ruthenium chemistry
T1  - The Development of Ru(II)-p-Cymene Complexes with Pyridine Derivatives as Anti-Cancer Agents
SP  - 215
EP  - 258
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5074
ER  - 
@inbook{
author = "Gligorijević, Nevenka and Aranđelović, Nevenka and Jovanović, Katarina K. and Grgurić-Šipka, Sanja and Radulović, Siniša",
year = "2017",
publisher = "Pan Stanford Publishing Pte. Ltd.",
journal = "Ruthenium chemistry",
booktitle = "The Development of Ru(II)-p-Cymene Complexes with Pyridine Derivatives as Anti-Cancer Agents",
pages = "215-258",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5074"
}
Gligorijević, N., Aranđelović, N., Jovanović, K. K., Grgurić-Šipka, S.,& Radulović, S.. (2017). The Development of Ru(II)-p-Cymene Complexes with Pyridine Derivatives as Anti-Cancer Agents. in Ruthenium chemistry
Pan Stanford Publishing Pte. Ltd.., 215-258.
https://hdl.handle.net/21.15107/rcub_cherry_5074
Gligorijević N, Aranđelović N, Jovanović KK, Grgurić-Šipka S, Radulović S. The Development of Ru(II)-p-Cymene Complexes with Pyridine Derivatives as Anti-Cancer Agents. in Ruthenium chemistry. 2017;:215-258.
https://hdl.handle.net/21.15107/rcub_cherry_5074 .
Gligorijević, Nevenka, Aranđelović, Nevenka, Jovanović, Katarina K., Grgurić-Šipka, Sanja, Radulović, Siniša, "The Development of Ru(II)-p-Cymene Complexes with Pyridine Derivatives as Anti-Cancer Agents" in Ruthenium chemistry (2017):215-258,
https://hdl.handle.net/21.15107/rcub_cherry_5074 .

Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand

Jovanović, Katarina K.; Tanić, Miljana; Ivanović, Ivanka; Gligorijević, Nevenka; Dojčinović, Biljana P.; Radulović, Siniša

(Elsevier, 2016)

TY  - JOUR
AU  - Jovanović, Katarina K.
AU  - Tanić, Miljana
AU  - Ivanović, Ivanka
AU  - Gligorijević, Nevenka
AU  - Dojčinović, Biljana P.
AU  - Radulović, Siniša
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6318
AB  - Ruthenium(II)arene complexes are promising drug candidates for the therapy of solid tumors. Inprevious work, seven new compounds of the general formula [Ru(η6-p-cymene)(L1–7)Cl] were synthesized and characterized, of which the complex with L=isoquinoline-3-carboxylic acid (RuT7) was two times as active on HeLa cells compared to normal cell line MRC-5, as indicated by IC50 values determined after48 h of incubation (45.4±3.0 vs. 84.2±5.7 μM, respectively). In the present study, cell cycle analysis of HeLa cells treated with RuT7 showed S phase arrest and an increase in sub-G1 population.The apoptotic potential of the title compound was confirmed with the Annexin V-FITC/PI assay together with a morphological evaluation of cells using fluorescent microscopy. Analysis of the intracellular accumulation of ruthenium showed 8.9 ng Ru / 10 6 cells after 6 h of incubation.To gain further insight in the molecular mechanism of action of RuT7 on HeLa cells, a whole-transcriptome microarray gene expression analysis was performed. Analysis of functional categories and signaling and biochemical pathways associated with the response of HeLa cells to treatment with RuT7 showed that it leads the cells through the intrinsic (mitochondrial) apoptotic pathway, via indirect DNA damage due to the action of reactive oxygens pecies, and through direct DNA binding of RuT7. Statistical analysis for enrichment of gene sets associated with known drug-induced toxicities identified fewer associated toxicity profiles in RuT7-treated cells compared to cisplatin treatment. Altogether these results provide the basis for further development of RuT7 in animal and pre-clinical studies as a potential drug candidate.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand
VL  - 163
SP  - 362
EP  - 373
DO  - 10.1016/j.jinorgbio.2016.04.011
ER  - 
@article{
author = "Jovanović, Katarina K. and Tanić, Miljana and Ivanović, Ivanka and Gligorijević, Nevenka and Dojčinović, Biljana P. and Radulović, Siniša",
year = "2016",
abstract = "Ruthenium(II)arene complexes are promising drug candidates for the therapy of solid tumors. Inprevious work, seven new compounds of the general formula [Ru(η6-p-cymene)(L1–7)Cl] were synthesized and characterized, of which the complex with L=isoquinoline-3-carboxylic acid (RuT7) was two times as active on HeLa cells compared to normal cell line MRC-5, as indicated by IC50 values determined after48 h of incubation (45.4±3.0 vs. 84.2±5.7 μM, respectively). In the present study, cell cycle analysis of HeLa cells treated with RuT7 showed S phase arrest and an increase in sub-G1 population.The apoptotic potential of the title compound was confirmed with the Annexin V-FITC/PI assay together with a morphological evaluation of cells using fluorescent microscopy. Analysis of the intracellular accumulation of ruthenium showed 8.9 ng Ru / 10 6 cells after 6 h of incubation.To gain further insight in the molecular mechanism of action of RuT7 on HeLa cells, a whole-transcriptome microarray gene expression analysis was performed. Analysis of functional categories and signaling and biochemical pathways associated with the response of HeLa cells to treatment with RuT7 showed that it leads the cells through the intrinsic (mitochondrial) apoptotic pathway, via indirect DNA damage due to the action of reactive oxygens pecies, and through direct DNA binding of RuT7. Statistical analysis for enrichment of gene sets associated with known drug-induced toxicities identified fewer associated toxicity profiles in RuT7-treated cells compared to cisplatin treatment. Altogether these results provide the basis for further development of RuT7 in animal and pre-clinical studies as a potential drug candidate.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand",
volume = "163",
pages = "362-373",
doi = "10.1016/j.jinorgbio.2016.04.011"
}
Jovanović, K. K., Tanić, M., Ivanović, I., Gligorijević, N., Dojčinović, B. P.,& Radulović, S.. (2016). Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand. in Journal of Inorganic Biochemistry
Elsevier., 163, 362-373.
https://doi.org/10.1016/j.jinorgbio.2016.04.011
Jovanović KK, Tanić M, Ivanović I, Gligorijević N, Dojčinović BP, Radulović S. Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand. in Journal of Inorganic Biochemistry. 2016;163:362-373.
doi:10.1016/j.jinorgbio.2016.04.011 .
Jovanović, Katarina K., Tanić, Miljana, Ivanović, Ivanka, Gligorijević, Nevenka, Dojčinović, Biljana P., Radulović, Siniša, "Cell cycle, apoptosis, cellular uptake and whole-transcriptome microarray gene expression analysis of HeLa cells treated with a ruthenium(II)-arene complex with an isoquinoline-3-carboxylic acid ligand" in Journal of Inorganic Biochemistry, 163 (2016):362-373,
https://doi.org/10.1016/j.jinorgbio.2016.04.011 . .
2
20
19
20
17

Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands

Nikolić, Stefan; Rangasamy, Loganathan; Gligorijević, Nevenka; Aranđelović, Sandra; Radulović, Siniša; Gasser, Gilles; Grgurić-Šipka, Sanja

(Elsevier Science Inc, New York, 2016)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Rangasamy, Loganathan
AU  - Gligorijević, Nevenka
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Gasser, Gilles
AU  - Grgurić-Šipka, Sanja
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3638
AB  - Three new ruthenium(II)-arene complexes, namely [(eta(6)-p-cymene)Ru(Me(2)dppz)Cl]PF6 (1), [(eta(6)-benzene)Ru(Me(2)dppz)Cl]PF6 (2) and [(eta(6)-p-cymene)Ru(aip)Cl]PF6 (3) (Me(2)dppz = 11,12-dimethyldipyrido[3,2-a:2',3'-c]phenazine; aip = 2-(9-anthryl)-1H-imidazo[4,5-f] [1,10] phenanthroline) have been synthesized and characterized using different spectroscopic techniques including elemental analysis. The complexes were found to be well soluble and stable in DMSO. The biological activity of the three complexes was tested in three different human cancer cell lines (A549, MDA-MB-231 and HeLa) and in one human non-cancerous cell line (MRC-5). Complexes 1 and 3, carrying eta(6)-p-cymene as the arene ligand, were shown to be toxic in all cell lines in the low micromolar/subnanomolar range, with complex 1 being the most cytotoxic complex of the series. Flow cytometry analysis revealed that complex 1 caused concentration- and time-dependent arrest of the cell cycle in G2-M and S phases in HeLa cells. This event is followed by the accumulation of the sub-G1 DNA content after 48 h, in levels higher than cisplatin and in the absence of phosphatidylserine externalization. Fluorescent microscopy and acridine orange/ethidium bromide staining revealed that complex 1 induced both apoptotic and necrotic cell morphology characteristics. Drug-accumulation and DNA-binding studies performed by inductively coupled plasma mass spectrometry in HeLa cells showed that the total ruthenium uptake increased in a time- and concentration-dependent manner, and that complex 1 accumulated more efficiently than cisplatin at equimolar concentrations. The introduction of a Me(2)dppz ligand into the ruthenium(II)-p-cymene scaffold was found to allow the discovery of a strongly cytotoxic complex with significantly higher cellular uptake and DNA-binding properties than cisplatin. (C) 2016 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands
VL  - 160
SP  - 156
EP  - 165
DO  - 10.1016/j.jinorgbio.2016.01.005
ER  - 
@article{
author = "Nikolić, Stefan and Rangasamy, Loganathan and Gligorijević, Nevenka and Aranđelović, Sandra and Radulović, Siniša and Gasser, Gilles and Grgurić-Šipka, Sanja",
year = "2016",
abstract = "Three new ruthenium(II)-arene complexes, namely [(eta(6)-p-cymene)Ru(Me(2)dppz)Cl]PF6 (1), [(eta(6)-benzene)Ru(Me(2)dppz)Cl]PF6 (2) and [(eta(6)-p-cymene)Ru(aip)Cl]PF6 (3) (Me(2)dppz = 11,12-dimethyldipyrido[3,2-a:2',3'-c]phenazine; aip = 2-(9-anthryl)-1H-imidazo[4,5-f] [1,10] phenanthroline) have been synthesized and characterized using different spectroscopic techniques including elemental analysis. The complexes were found to be well soluble and stable in DMSO. The biological activity of the three complexes was tested in three different human cancer cell lines (A549, MDA-MB-231 and HeLa) and in one human non-cancerous cell line (MRC-5). Complexes 1 and 3, carrying eta(6)-p-cymene as the arene ligand, were shown to be toxic in all cell lines in the low micromolar/subnanomolar range, with complex 1 being the most cytotoxic complex of the series. Flow cytometry analysis revealed that complex 1 caused concentration- and time-dependent arrest of the cell cycle in G2-M and S phases in HeLa cells. This event is followed by the accumulation of the sub-G1 DNA content after 48 h, in levels higher than cisplatin and in the absence of phosphatidylserine externalization. Fluorescent microscopy and acridine orange/ethidium bromide staining revealed that complex 1 induced both apoptotic and necrotic cell morphology characteristics. Drug-accumulation and DNA-binding studies performed by inductively coupled plasma mass spectrometry in HeLa cells showed that the total ruthenium uptake increased in a time- and concentration-dependent manner, and that complex 1 accumulated more efficiently than cisplatin at equimolar concentrations. The introduction of a Me(2)dppz ligand into the ruthenium(II)-p-cymene scaffold was found to allow the discovery of a strongly cytotoxic complex with significantly higher cellular uptake and DNA-binding properties than cisplatin. (C) 2016 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands",
volume = "160",
pages = "156-165",
doi = "10.1016/j.jinorgbio.2016.01.005"
}
Nikolić, S., Rangasamy, L., Gligorijević, N., Aranđelović, S., Radulović, S., Gasser, G.,& Grgurić-Šipka, S.. (2016). Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 160, 156-165.
https://doi.org/10.1016/j.jinorgbio.2016.01.005
Nikolić S, Rangasamy L, Gligorijević N, Aranđelović S, Radulović S, Gasser G, Grgurić-Šipka S. Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands. in Journal of Inorganic Biochemistry. 2016;160:156-165.
doi:10.1016/j.jinorgbio.2016.01.005 .
Nikolić, Stefan, Rangasamy, Loganathan, Gligorijević, Nevenka, Aranđelović, Sandra, Radulović, Siniša, Gasser, Gilles, Grgurić-Šipka, Sanja, "Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands" in Journal of Inorganic Biochemistry, 160 (2016):156-165,
https://doi.org/10.1016/j.jinorgbio.2016.01.005 . .
39
32
39
36

Supplementary data for the article: Nikolic, S.; Rangasamy, L.; Gligorijevic, N.; Arandelovic, S.; Radulovic, S.; Gasser, G.; Grguric-Sipka, S. Synthesis, Characterization and Biological Evaluation of Novel Ru(II)-Arene Complexes Containing Intercalating Ligands. J. Inorg. Biochem. 2016, 160, 156–165. https://doi.org/10.1016/j.jinorgbio.2016.01.005

Nikolić, Stefan; Rangasamy, Loganathan; Gligorijević, Nevenka; Aranđelović, Sandra; Radulović, Siniša; Gasser, Gilles; Grgurić-Šipka, Sanja

(Elsevier Science Inc, New York, 2016)

TY  - DATA
AU  - Nikolić, Stefan
AU  - Rangasamy, Loganathan
AU  - Gligorijević, Nevenka
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Gasser, Gilles
AU  - Grgurić-Šipka, Sanja
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3639
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary data for the article: Nikolic, S.; Rangasamy, L.; Gligorijevic, N.; Arandelovic, S.; Radulovic, S.; Gasser, G.; Grguric-Sipka, S. Synthesis, Characterization and Biological Evaluation of Novel Ru(II)-Arene Complexes Containing Intercalating Ligands. J. Inorg. Biochem. 2016, 160, 156–165. https://doi.org/10.1016/j.jinorgbio.2016.01.005
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3639
ER  - 
@misc{
author = "Nikolić, Stefan and Rangasamy, Loganathan and Gligorijević, Nevenka and Aranđelović, Sandra and Radulović, Siniša and Gasser, Gilles and Grgurić-Šipka, Sanja",
year = "2016",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary data for the article: Nikolic, S.; Rangasamy, L.; Gligorijevic, N.; Arandelovic, S.; Radulovic, S.; Gasser, G.; Grguric-Sipka, S. Synthesis, Characterization and Biological Evaluation of Novel Ru(II)-Arene Complexes Containing Intercalating Ligands. J. Inorg. Biochem. 2016, 160, 156–165. https://doi.org/10.1016/j.jinorgbio.2016.01.005",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3639"
}
Nikolić, S., Rangasamy, L., Gligorijević, N., Aranđelović, S., Radulović, S., Gasser, G.,& Grgurić-Šipka, S.. (2016). Supplementary data for the article: Nikolic, S.; Rangasamy, L.; Gligorijevic, N.; Arandelovic, S.; Radulovic, S.; Gasser, G.; Grguric-Sipka, S. Synthesis, Characterization and Biological Evaluation of Novel Ru(II)-Arene Complexes Containing Intercalating Ligands. J. Inorg. Biochem. 2016, 160, 156–165. https://doi.org/10.1016/j.jinorgbio.2016.01.005. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York..
https://hdl.handle.net/21.15107/rcub_cherry_3639
Nikolić S, Rangasamy L, Gligorijević N, Aranđelović S, Radulović S, Gasser G, Grgurić-Šipka S. Supplementary data for the article: Nikolic, S.; Rangasamy, L.; Gligorijevic, N.; Arandelovic, S.; Radulovic, S.; Gasser, G.; Grguric-Sipka, S. Synthesis, Characterization and Biological Evaluation of Novel Ru(II)-Arene Complexes Containing Intercalating Ligands. J. Inorg. Biochem. 2016, 160, 156–165. https://doi.org/10.1016/j.jinorgbio.2016.01.005. in Journal of Inorganic Biochemistry. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3639 .
Nikolić, Stefan, Rangasamy, Loganathan, Gligorijević, Nevenka, Aranđelović, Sandra, Radulović, Siniša, Gasser, Gilles, Grgurić-Šipka, Sanja, "Supplementary data for the article: Nikolic, S.; Rangasamy, L.; Gligorijevic, N.; Arandelovic, S.; Radulovic, S.; Gasser, G.; Grguric-Sipka, S. Synthesis, Characterization and Biological Evaluation of Novel Ru(II)-Arene Complexes Containing Intercalating Ligands. J. Inorg. Biochem. 2016, 160, 156–165. https://doi.org/10.1016/j.jinorgbio.2016.01.005" in Journal of Inorganic Biochemistry (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3639 .

Supplementary material for the article: Čobeljić, B.; Milenković, M.; Pevec, A.; Turel, I.; Vujčić, M.; Janović, B.; Gligorijević, N.; Sladić, D.; Radulović, S.; Jovanović, K.; et al. Investigation of Antitumor Potential of Ni(II) Complexes with Tridentate PNO Acylhydrazones of 2-(Diphenylphosphino)Benzaldehyde and Monodentate Pseudohalides. Journal of Biological Inorganic Chemistry 2016, 21 (2), 145–162. https://doi.org/10.1007/s00775-015-1315-x

Čobeljić, Božidar; Milenković, Milica R.; Pevec, Andrej; Turel, Iztok; Vujčić, Miroslava; Janović, Barbara; Gligorijević, Nevenka; Sladić, Dušan; Radulović, Siniša; Jovanović, Katarina; Anđelković, Katarina K.

(Springer, New York, 2016)

TY  - DATA
AU  - Čobeljić, Božidar
AU  - Milenković, Milica R.
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Gligorijević, Nevenka
AU  - Sladić, Dušan
AU  - Radulović, Siniša
AU  - Jovanović, Katarina
AU  - Anđelković, Katarina K.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3547
PB  - Springer, New York
T2  - Journal of Biological Inorganic Chemistry
T1  - Supplementary material for the article: Čobeljić, B.; Milenković, M.; Pevec, A.; Turel, I.; Vujčić, M.; Janović, B.; Gligorijević, N.; Sladić, D.; Radulović, S.; Jovanović, K.; et al. Investigation of Antitumor Potential of Ni(II) Complexes with Tridentate PNO Acylhydrazones of 2-(Diphenylphosphino)Benzaldehyde and Monodentate Pseudohalides. Journal of Biological Inorganic Chemistry 2016, 21 (2), 145–162. https://doi.org/10.1007/s00775-015-1315-x
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3547
ER  - 
@misc{
author = "Čobeljić, Božidar and Milenković, Milica R. and Pevec, Andrej and Turel, Iztok and Vujčić, Miroslava and Janović, Barbara and Gligorijević, Nevenka and Sladić, Dušan and Radulović, Siniša and Jovanović, Katarina and Anđelković, Katarina K.",
year = "2016",
publisher = "Springer, New York",
journal = "Journal of Biological Inorganic Chemistry",
title = "Supplementary material for the article: Čobeljić, B.; Milenković, M.; Pevec, A.; Turel, I.; Vujčić, M.; Janović, B.; Gligorijević, N.; Sladić, D.; Radulović, S.; Jovanović, K.; et al. Investigation of Antitumor Potential of Ni(II) Complexes with Tridentate PNO Acylhydrazones of 2-(Diphenylphosphino)Benzaldehyde and Monodentate Pseudohalides. Journal of Biological Inorganic Chemistry 2016, 21 (2), 145–162. https://doi.org/10.1007/s00775-015-1315-x",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3547"
}
Čobeljić, B., Milenković, M. R., Pevec, A., Turel, I., Vujčić, M., Janović, B., Gligorijević, N., Sladić, D., Radulović, S., Jovanović, K.,& Anđelković, K. K.. (2016). Supplementary material for the article: Čobeljić, B.; Milenković, M.; Pevec, A.; Turel, I.; Vujčić, M.; Janović, B.; Gligorijević, N.; Sladić, D.; Radulović, S.; Jovanović, K.; et al. Investigation of Antitumor Potential of Ni(II) Complexes with Tridentate PNO Acylhydrazones of 2-(Diphenylphosphino)Benzaldehyde and Monodentate Pseudohalides. Journal of Biological Inorganic Chemistry 2016, 21 (2), 145–162. https://doi.org/10.1007/s00775-015-1315-x. in Journal of Biological Inorganic Chemistry
Springer, New York..
https://hdl.handle.net/21.15107/rcub_cherry_3547
Čobeljić B, Milenković MR, Pevec A, Turel I, Vujčić M, Janović B, Gligorijević N, Sladić D, Radulović S, Jovanović K, Anđelković KK. Supplementary material for the article: Čobeljić, B.; Milenković, M.; Pevec, A.; Turel, I.; Vujčić, M.; Janović, B.; Gligorijević, N.; Sladić, D.; Radulović, S.; Jovanović, K.; et al. Investigation of Antitumor Potential of Ni(II) Complexes with Tridentate PNO Acylhydrazones of 2-(Diphenylphosphino)Benzaldehyde and Monodentate Pseudohalides. Journal of Biological Inorganic Chemistry 2016, 21 (2), 145–162. https://doi.org/10.1007/s00775-015-1315-x. in Journal of Biological Inorganic Chemistry. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3547 .
Čobeljić, Božidar, Milenković, Milica R., Pevec, Andrej, Turel, Iztok, Vujčić, Miroslava, Janović, Barbara, Gligorijević, Nevenka, Sladić, Dušan, Radulović, Siniša, Jovanović, Katarina, Anđelković, Katarina K., "Supplementary material for the article: Čobeljić, B.; Milenković, M.; Pevec, A.; Turel, I.; Vujčić, M.; Janović, B.; Gligorijević, N.; Sladić, D.; Radulović, S.; Jovanović, K.; et al. Investigation of Antitumor Potential of Ni(II) Complexes with Tridentate PNO Acylhydrazones of 2-(Diphenylphosphino)Benzaldehyde and Monodentate Pseudohalides. Journal of Biological Inorganic Chemistry 2016, 21 (2), 145–162. https://doi.org/10.1007/s00775-015-1315-x" in Journal of Biological Inorganic Chemistry (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3547 .

Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024

Pantić, Darko N.; Aranđelović, Sandra; Radulović, Siniša; Roller, Alexander; Arion, Vladimir B.; Grgurić-Šipka, Sanja

(Elsevier Science Sa, Lausanne, 2016)

TY  - DATA
AU  - Pantić, Darko N.
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Roller, Alexander
AU  - Arion, Vladimir B.
AU  - Grgurić-Šipka, Sanja
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3633
PB  - Elsevier Science Sa, Lausanne
T2  - Journal of Organometallic Chemistry
T1  - Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3633
ER  - 
@misc{
author = "Pantić, Darko N. and Aranđelović, Sandra and Radulović, Siniša and Roller, Alexander and Arion, Vladimir B. and Grgurić-Šipka, Sanja",
year = "2016",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Journal of Organometallic Chemistry",
title = "Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3633"
}
Pantić, D. N., Aranđelović, S., Radulović, S., Roller, A., Arion, V. B.,& Grgurić-Šipka, S.. (2016). Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024. in Journal of Organometallic Chemistry
Elsevier Science Sa, Lausanne..
https://hdl.handle.net/21.15107/rcub_cherry_3633
Pantić DN, Aranđelović S, Radulović S, Roller A, Arion VB, Grgurić-Šipka S. Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024. in Journal of Organometallic Chemistry. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3633 .
Pantić, Darko N., Aranđelović, Sandra, Radulović, Siniša, Roller, Alexander, Arion, Vladimir B., Grgurić-Šipka, Sanja, "Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024" in Journal of Organometallic Chemistry (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3633 .

Korelacija strukture i hromatografskog ponašanja polioksigenovanih steroida u uslovima planarne hromatografije

Tosti, Tomislav

(Универзитет у Београду, Хемијски факултет, 2016)

TY  - THES
AU  - Tosti, Tomislav
PY  - 2016
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=4944
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:15511/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=48848399
UR  - http://nardus.mpn.gov.rs/123456789/8083
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2727
AB  - U okviru ove doktorske disertacije detaljno je proučavan uticaj supstituenata vezanih za A prsten na hromatografsko ponašanje serije polioksigenovanih steroida u uslovima tankoslojne hromatografije.U cilju proučavanja uticaja polarnosti sorbenta na retenciju ispitivanih jedinjenja upotrebljena su dva veoma različita sorbenta: polarni nemodifikovani silika-gel i nepolarni C-18 modifikovani silika-gel. Posebna pažnja posvećena je razmatranju uticaja sastava primenjenih mobilnih faza na retenciju radi što boljeg razumevanja odnosa hromatografskog ponašanja i lipofilnosti ispitivanih jedinjenja.Uzimajući u obzir svojstva sorbenta kao i korišćenih mobilnih faza, retenciono ponašanje je izučavano u uslovima normalno-fazne i reverzno-fazne hromatografije. Kao tipični normalnofazni sistemi upotrebljeni su polarni silika-gel kao stacionarna faza i manje polarni rastvarači (aceton, heksan, acetonitril, dihlormetan) kao mobilna faza. Reverzno-fazni sistemi sastojali su se od smeše voda ˗ organski rastvarač (aceton, metanol ili acetonitril) i oktadecilmodifikovanog silika-gela kao stacionarne faze. U uslovima normalno-fazne hromatografije sistem aceton/nheksan se pokazao kao pogodan za ispitivanje uticaja sastava mobilne faze na hromatografsko ponašanje polioksigenovanih steroidnih jedinjenja. U uslovima reverzno-fazne hromatografije najbolja selektivnost je postignuta primenom mobilne faze metanol - voda.U okviru ovog rada proučena je i mogućnost primene tankoslojne hromatografije za brzo i jednostavno određivanje lipofilnosti kao važnog parametra biološke aktivnosti ispitivanih steroida. Utvrđeno je da postoji linearna zavisnost između retencionih parametara ispitivanih jedinjenja i sastava dvokomponetnih mobilnih faza. Ispitivanjem korelacije između hromatografski određenih parametara lipofilnosti i teorijski izračunatih logP vrednosti utvrđeno je da je reverzno-fazna hromatografija pogodnija za procenu lipofilnosti ispitivanih jedinjenja.Takođe pokazano je da ispitivani polioksigenovani steroidi sa supstituisanim A prstenom predstavljaju kongenernu seriju. Primenom višestruke linearne regresije (multiple linear regression, MLR) i metode parcijalne regresije najmanjih kvadrata (partial least squares, PLS) proučavane su moguće zavisnosti između hromatografskog ponašanja i molekulskih svojstava analita. Na osnovu statističkih parametara dobijenih za tri reverzno-fazna hromatografska sistema najbolje korelacije između RM 0 i deskriptora bile su u sistemu C-18 / metanol-voda što izdvaja ovaj hromatografski sistem kao najpogodniji za određivanje lipofilnosti analita. Na osnovu regresionih modela određeni su deskriptori koji najbolje opisuju ponašanje analita u odnosu na utvrđene retencione parametre. Dobijeni su statistički značajni modeli kvantitativnog odnosa strukture i retencije (QSRR). Izračunata lipofilnost izražena kao XlogP, površinski napon (ST) i Hansenovo vodonično vezivanje (HHB) su deskriptori koji najbolje opisuju QSRR i u višestrukoj linearnoj regresiji i uparcijalnoj regresiji najmanjih kvadrata.
AB  - The framework of this thesis was to thoroughly investigate influence of structural moiety attached to A ring on chromatographic behavior of series polyoxigenated steroids under thin-layer chromatography conditions.In order to examine the effect of sorbent polarity on retention behavior of the investigated substances, two different sorbents were selected: polar unmodified silica gel and non-polar C-18 modified silica. In addition, influence of the mobile phase composition was discussed with view to determine relationship between chromatographic behavior and lipophilicity.Taking into account the nature of both sorbents and chromatographic solvents used, the chromatographic behavior of the substances was investigated under normal- and reversed-phase conditions. Polar silica gel with less polar solvents was used as typical normal-phase systems, whereas alkyl modified silica gel (RP-18 silica) in combination with polar water–organic mobile phases (methanol, acetone or acetonitrile) - for typical reversed-phase separation. It was found that in normal-phase chromatography acetone/n-hexane was more suitable for studyingrelationship between chromatographic behavior of the polioxigenated steroids and mobile phase composition.Under reversed-phase condition the best selectivity was achieved by the use of methanol-water mobile phase. An additional goal of this thesis was to investigate possibility of application of thin-layer chromatography for rapid and simple determination of lipophilicity as parameter of special importance for biologically active substances. A linear relationship between retention parameters of the investigated compounds and composition of the binary mobile phase used was established. On the basis of correlation between chromatographically determined lipophilicity and calculated logP values it was found that reversed-phase chromatography is useful method for lipophilicity estimation. In addition, it is appear that investigated polyoxigenated steroids represent a congeneric series of compounds. Chromatographically determined parameters of lipophilicity (RM0) were used for developing appropriate models for structure-retention relationships by multivariate statistical analysis. The retention data for system methanol-water on C-18 silica phase has the most significant correlation between RM 0 and descriptors indicating this chromatographic system as mostsuitable for lipophilicity determination of the studied compounds. Retention data were correlated to molecular characteristics of the analytes with view to examine possible relationships by the means of multiple linear regression and partial least square regression. On the basis of comparison of the statistical parameters obtained for both multiple linear regression and partial least square regression models, descriptors best describing the analyte behavior were selected. Statistically significant and physically meaningful structure-retentionrelationships were obtained. Calculated lipophilicity expressed as XlogP as well surface tension and Hansen hydrogen bonding was included in both multiple linear regression and partial least square regression models.
PB  - Универзитет у Београду, Хемијски факултет
T2  - Универзитет у Београду
T1  - Korelacija strukture i hromatografskog ponašanja polioksigenovanih steroida u uslovima planarne hromatografije
UR  - https://hdl.handle.net/21.15107/rcub_nardus_8083
ER  - 
@phdthesis{
author = "Tosti, Tomislav",
year = "2016",
abstract = "U okviru ove doktorske disertacije detaljno je proučavan uticaj supstituenata vezanih za A prsten na hromatografsko ponašanje serije polioksigenovanih steroida u uslovima tankoslojne hromatografije.U cilju proučavanja uticaja polarnosti sorbenta na retenciju ispitivanih jedinjenja upotrebljena su dva veoma različita sorbenta: polarni nemodifikovani silika-gel i nepolarni C-18 modifikovani silika-gel. Posebna pažnja posvećena je razmatranju uticaja sastava primenjenih mobilnih faza na retenciju radi što boljeg razumevanja odnosa hromatografskog ponašanja i lipofilnosti ispitivanih jedinjenja.Uzimajući u obzir svojstva sorbenta kao i korišćenih mobilnih faza, retenciono ponašanje je izučavano u uslovima normalno-fazne i reverzno-fazne hromatografije. Kao tipični normalnofazni sistemi upotrebljeni su polarni silika-gel kao stacionarna faza i manje polarni rastvarači (aceton, heksan, acetonitril, dihlormetan) kao mobilna faza. Reverzno-fazni sistemi sastojali su se od smeše voda ˗ organski rastvarač (aceton, metanol ili acetonitril) i oktadecilmodifikovanog silika-gela kao stacionarne faze. U uslovima normalno-fazne hromatografije sistem aceton/nheksan se pokazao kao pogodan za ispitivanje uticaja sastava mobilne faze na hromatografsko ponašanje polioksigenovanih steroidnih jedinjenja. U uslovima reverzno-fazne hromatografije najbolja selektivnost je postignuta primenom mobilne faze metanol - voda.U okviru ovog rada proučena je i mogućnost primene tankoslojne hromatografije za brzo i jednostavno određivanje lipofilnosti kao važnog parametra biološke aktivnosti ispitivanih steroida. Utvrđeno je da postoji linearna zavisnost između retencionih parametara ispitivanih jedinjenja i sastava dvokomponetnih mobilnih faza. Ispitivanjem korelacije između hromatografski određenih parametara lipofilnosti i teorijski izračunatih logP vrednosti utvrđeno je da je reverzno-fazna hromatografija pogodnija za procenu lipofilnosti ispitivanih jedinjenja.Takođe pokazano je da ispitivani polioksigenovani steroidi sa supstituisanim A prstenom predstavljaju kongenernu seriju. Primenom višestruke linearne regresije (multiple linear regression, MLR) i metode parcijalne regresije najmanjih kvadrata (partial least squares, PLS) proučavane su moguće zavisnosti između hromatografskog ponašanja i molekulskih svojstava analita. Na osnovu statističkih parametara dobijenih za tri reverzno-fazna hromatografska sistema najbolje korelacije između RM 0 i deskriptora bile su u sistemu C-18 / metanol-voda što izdvaja ovaj hromatografski sistem kao najpogodniji za određivanje lipofilnosti analita. Na osnovu regresionih modela određeni su deskriptori koji najbolje opisuju ponašanje analita u odnosu na utvrđene retencione parametre. Dobijeni su statistički značajni modeli kvantitativnog odnosa strukture i retencije (QSRR). Izračunata lipofilnost izražena kao XlogP, površinski napon (ST) i Hansenovo vodonično vezivanje (HHB) su deskriptori koji najbolje opisuju QSRR i u višestrukoj linearnoj regresiji i uparcijalnoj regresiji najmanjih kvadrata., The framework of this thesis was to thoroughly investigate influence of structural moiety attached to A ring on chromatographic behavior of series polyoxigenated steroids under thin-layer chromatography conditions.In order to examine the effect of sorbent polarity on retention behavior of the investigated substances, two different sorbents were selected: polar unmodified silica gel and non-polar C-18 modified silica. In addition, influence of the mobile phase composition was discussed with view to determine relationship between chromatographic behavior and lipophilicity.Taking into account the nature of both sorbents and chromatographic solvents used, the chromatographic behavior of the substances was investigated under normal- and reversed-phase conditions. Polar silica gel with less polar solvents was used as typical normal-phase systems, whereas alkyl modified silica gel (RP-18 silica) in combination with polar water–organic mobile phases (methanol, acetone or acetonitrile) - for typical reversed-phase separation. It was found that in normal-phase chromatography acetone/n-hexane was more suitable for studyingrelationship between chromatographic behavior of the polioxigenated steroids and mobile phase composition.Under reversed-phase condition the best selectivity was achieved by the use of methanol-water mobile phase. An additional goal of this thesis was to investigate possibility of application of thin-layer chromatography for rapid and simple determination of lipophilicity as parameter of special importance for biologically active substances. A linear relationship between retention parameters of the investigated compounds and composition of the binary mobile phase used was established. On the basis of correlation between chromatographically determined lipophilicity and calculated logP values it was found that reversed-phase chromatography is useful method for lipophilicity estimation. In addition, it is appear that investigated polyoxigenated steroids represent a congeneric series of compounds. Chromatographically determined parameters of lipophilicity (RM0) were used for developing appropriate models for structure-retention relationships by multivariate statistical analysis. The retention data for system methanol-water on C-18 silica phase has the most significant correlation between RM 0 and descriptors indicating this chromatographic system as mostsuitable for lipophilicity determination of the studied compounds. Retention data were correlated to molecular characteristics of the analytes with view to examine possible relationships by the means of multiple linear regression and partial least square regression. On the basis of comparison of the statistical parameters obtained for both multiple linear regression and partial least square regression models, descriptors best describing the analyte behavior were selected. Statistically significant and physically meaningful structure-retentionrelationships were obtained. Calculated lipophilicity expressed as XlogP as well surface tension and Hansen hydrogen bonding was included in both multiple linear regression and partial least square regression models.",
publisher = "Универзитет у Београду, Хемијски факултет",
journal = "Универзитет у Београду",
title = "Korelacija strukture i hromatografskog ponašanja polioksigenovanih steroida u uslovima planarne hromatografije",
url = "https://hdl.handle.net/21.15107/rcub_nardus_8083"
}
Tosti, T.. (2016). Korelacija strukture i hromatografskog ponašanja polioksigenovanih steroida u uslovima planarne hromatografije. in Универзитет у Београду
Универзитет у Београду, Хемијски факултет..
https://hdl.handle.net/21.15107/rcub_nardus_8083
Tosti T. Korelacija strukture i hromatografskog ponašanja polioksigenovanih steroida u uslovima planarne hromatografije. in Универзитет у Београду. 2016;.
https://hdl.handle.net/21.15107/rcub_nardus_8083 .
Tosti, Tomislav, "Korelacija strukture i hromatografskog ponašanja polioksigenovanih steroida u uslovima planarne hromatografije" in Универзитет у Београду (2016),
https://hdl.handle.net/21.15107/rcub_nardus_8083 .

Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides

Čobeljić, Božidar; Milenković, Milica R.; Pevec, Andrej; Turel, Iztok; Vujčić, Miroslava; Janović, Barbara; Gligorijević, Nevenka; Sladić, Dušan; Radulović, Siniša; Jovanović, Katarina; Anđelković, Katarina K.

(Springer, New York, 2016)

TY  - JOUR
AU  - Čobeljić, Božidar
AU  - Milenković, Milica R.
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Gligorijević, Nevenka
AU  - Sladić, Dušan
AU  - Radulović, Siniša
AU  - Jovanović, Katarina
AU  - Anđelković, Katarina K.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1906
AB  - Square-planar azido Ni(II) complex with condensation product of 2-(diphenylphosphino)benzaldehyde and Girard's T reagent was synthesized and its crystal structure was determined. Cytotoxic activity of the azido complex and previously synthesized isothiocyanato, cyanato and chlorido Ni(II) complexes with this ligand was examined on six tumor cell lines (HeLa, A549, K562, MDA-MB-453, MDA-MB-361 and LS-174) and two normal cell line (MRC-5 and BEAS-2B). All the investigated nickel(II) complexes were cytotoxic against all tumor cell lines. The newly synthesized azido complex showed selectivity to HeLa and A549 tumor cell lines compared to the normal cells (for A549 IC50 was similar to that of cisplatin). Azido complex interferes with cell cycle phase distribution of A549 and HeLa cells and possesses nuclease activity towards supercoiled DNA. The observed selectivity of the azido complex for some tumor cell lines can be connected with its strong DNA damaging activity.
PB  - Springer, New York
T2  - Journal of Biological Inorganic Chemistry
T1  - Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides
VL  - 21
IS  - 2
SP  - 145
EP  - 162
DO  - 10.1007/s00775-015-1315-x
ER  - 
@article{
author = "Čobeljić, Božidar and Milenković, Milica R. and Pevec, Andrej and Turel, Iztok and Vujčić, Miroslava and Janović, Barbara and Gligorijević, Nevenka and Sladić, Dušan and Radulović, Siniša and Jovanović, Katarina and Anđelković, Katarina K.",
year = "2016",
abstract = "Square-planar azido Ni(II) complex with condensation product of 2-(diphenylphosphino)benzaldehyde and Girard's T reagent was synthesized and its crystal structure was determined. Cytotoxic activity of the azido complex and previously synthesized isothiocyanato, cyanato and chlorido Ni(II) complexes with this ligand was examined on six tumor cell lines (HeLa, A549, K562, MDA-MB-453, MDA-MB-361 and LS-174) and two normal cell line (MRC-5 and BEAS-2B). All the investigated nickel(II) complexes were cytotoxic against all tumor cell lines. The newly synthesized azido complex showed selectivity to HeLa and A549 tumor cell lines compared to the normal cells (for A549 IC50 was similar to that of cisplatin). Azido complex interferes with cell cycle phase distribution of A549 and HeLa cells and possesses nuclease activity towards supercoiled DNA. The observed selectivity of the azido complex for some tumor cell lines can be connected with its strong DNA damaging activity.",
publisher = "Springer, New York",
journal = "Journal of Biological Inorganic Chemistry",
title = "Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides",
volume = "21",
number = "2",
pages = "145-162",
doi = "10.1007/s00775-015-1315-x"
}
Čobeljić, B., Milenković, M. R., Pevec, A., Turel, I., Vujčić, M., Janović, B., Gligorijević, N., Sladić, D., Radulović, S., Jovanović, K.,& Anđelković, K. K.. (2016). Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides. in Journal of Biological Inorganic Chemistry
Springer, New York., 21(2), 145-162.
https://doi.org/10.1007/s00775-015-1315-x
Čobeljić B, Milenković MR, Pevec A, Turel I, Vujčić M, Janović B, Gligorijević N, Sladić D, Radulović S, Jovanović K, Anđelković KK. Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides. in Journal of Biological Inorganic Chemistry. 2016;21(2):145-162.
doi:10.1007/s00775-015-1315-x .
Čobeljić, Božidar, Milenković, Milica R., Pevec, Andrej, Turel, Iztok, Vujčić, Miroslava, Janović, Barbara, Gligorijević, Nevenka, Sladić, Dušan, Radulović, Siniša, Jovanović, Katarina, Anđelković, Katarina K., "Investigation of antitumor potential of Ni(II) complexes with tridentate PNO acylhydrazones of 2-(diphenylphosphino)benzaldehyde and monodentate pseudohalides" in Journal of Biological Inorganic Chemistry, 21, no. 2 (2016):145-162,
https://doi.org/10.1007/s00775-015-1315-x . .
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Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands

Nikolić, Stefan; Rangasamy, Loganathan; Gligorijević, Nevenka; Aranđelović, Sandra; Radulović, Siniša; Gasser, Gilles; Grgurić-Šipka, Sanja

(Elsevier Science Inc, New York, 2016)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Rangasamy, Loganathan
AU  - Gligorijević, Nevenka
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Gasser, Gilles
AU  - Grgurić-Šipka, Sanja
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2272
AB  - Three new ruthenium(II)-arene complexes, namely [(eta(6)-p-cymene)Ru(Me(2)dppz)Cl]PF6 (1), [(eta(6)-benzene)Ru(Me(2)dppz)Cl]PF6 (2) and [(eta(6)-p-cymene)Ru(aip)Cl]PF6 (3) (Me(2)dppz = 11,12-dimethyldipyrido[3,2-a:2',3'-c]phenazine; aip = 2-(9-anthryl)-1H-imidazo[4,5-f] [1,10] phenanthroline) have been synthesized and characterized using different spectroscopic techniques including elemental analysis. The complexes were found to be well soluble and stable in DMSO. The biological activity of the three complexes was tested in three different human cancer cell lines (A549, MDA-MB-231 and HeLa) and in one human non-cancerous cell line (MRC-5). Complexes 1 and 3, carrying eta(6)-p-cymene as the arene ligand, were shown to be toxic in all cell lines in the low micromolar/subnanomolar range, with complex 1 being the most cytotoxic complex of the series. Flow cytometry analysis revealed that complex 1 caused concentration- and time-dependent arrest of the cell cycle in G2-M and S phases in HeLa cells. This event is followed by the accumulation of the sub-G1 DNA content after 48 h, in levels higher than cisplatin and in the absence of phosphatidylserine externalization. Fluorescent microscopy and acridine orange/ethidium bromide staining revealed that complex 1 induced both apoptotic and necrotic cell morphology characteristics. Drug-accumulation and DNA-binding studies performed by inductively coupled plasma mass spectrometry in HeLa cells showed that the total ruthenium uptake increased in a time- and concentration-dependent manner, and that complex 1 accumulated more efficiently than cisplatin at equimolar concentrations. The introduction of a Me(2)dppz ligand into the ruthenium(II)-p-cymene scaffold was found to allow the discovery of a strongly cytotoxic complex with significantly higher cellular uptake and DNA-binding properties than cisplatin. (C) 2016 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands
VL  - 160
SP  - 156
EP  - 165
DO  - 10.1016/j.jinorgbio.2016.01.005
ER  - 
@article{
author = "Nikolić, Stefan and Rangasamy, Loganathan and Gligorijević, Nevenka and Aranđelović, Sandra and Radulović, Siniša and Gasser, Gilles and Grgurić-Šipka, Sanja",
year = "2016",
abstract = "Three new ruthenium(II)-arene complexes, namely [(eta(6)-p-cymene)Ru(Me(2)dppz)Cl]PF6 (1), [(eta(6)-benzene)Ru(Me(2)dppz)Cl]PF6 (2) and [(eta(6)-p-cymene)Ru(aip)Cl]PF6 (3) (Me(2)dppz = 11,12-dimethyldipyrido[3,2-a:2',3'-c]phenazine; aip = 2-(9-anthryl)-1H-imidazo[4,5-f] [1,10] phenanthroline) have been synthesized and characterized using different spectroscopic techniques including elemental analysis. The complexes were found to be well soluble and stable in DMSO. The biological activity of the three complexes was tested in three different human cancer cell lines (A549, MDA-MB-231 and HeLa) and in one human non-cancerous cell line (MRC-5). Complexes 1 and 3, carrying eta(6)-p-cymene as the arene ligand, were shown to be toxic in all cell lines in the low micromolar/subnanomolar range, with complex 1 being the most cytotoxic complex of the series. Flow cytometry analysis revealed that complex 1 caused concentration- and time-dependent arrest of the cell cycle in G2-M and S phases in HeLa cells. This event is followed by the accumulation of the sub-G1 DNA content after 48 h, in levels higher than cisplatin and in the absence of phosphatidylserine externalization. Fluorescent microscopy and acridine orange/ethidium bromide staining revealed that complex 1 induced both apoptotic and necrotic cell morphology characteristics. Drug-accumulation and DNA-binding studies performed by inductively coupled plasma mass spectrometry in HeLa cells showed that the total ruthenium uptake increased in a time- and concentration-dependent manner, and that complex 1 accumulated more efficiently than cisplatin at equimolar concentrations. The introduction of a Me(2)dppz ligand into the ruthenium(II)-p-cymene scaffold was found to allow the discovery of a strongly cytotoxic complex with significantly higher cellular uptake and DNA-binding properties than cisplatin. (C) 2016 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands",
volume = "160",
pages = "156-165",
doi = "10.1016/j.jinorgbio.2016.01.005"
}
Nikolić, S., Rangasamy, L., Gligorijević, N., Aranđelović, S., Radulović, S., Gasser, G.,& Grgurić-Šipka, S.. (2016). Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 160, 156-165.
https://doi.org/10.1016/j.jinorgbio.2016.01.005
Nikolić S, Rangasamy L, Gligorijević N, Aranđelović S, Radulović S, Gasser G, Grgurić-Šipka S. Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands. in Journal of Inorganic Biochemistry. 2016;160:156-165.
doi:10.1016/j.jinorgbio.2016.01.005 .
Nikolić, Stefan, Rangasamy, Loganathan, Gligorijević, Nevenka, Aranđelović, Sandra, Radulović, Siniša, Gasser, Gilles, Grgurić-Šipka, Sanja, "Synthesis, characterization and biological evaluation of novel Ru(II)-arene complexes containing intercalating ligands" in Journal of Inorganic Biochemistry, 160 (2016):156-165,
https://doi.org/10.1016/j.jinorgbio.2016.01.005 . .
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Synthesis, characterisation and cytotoxic activity of organoruthenium(II)-halido complexes with 1H-benzimidazole-2-carboxylic acid

Pantić, Darko N.; Aranđelović, Sandra; Radulović, Siniša; Roller, Alexander; Arion, Vladimir B.; Grgurić-Šipka, Sanja

(Elsevier Science Sa, Lausanne, 2016)

TY  - JOUR
AU  - Pantić, Darko N.
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Roller, Alexander
AU  - Arion, Vladimir B.
AU  - Grgurić-Šipka, Sanja
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2297
AB  - Three new ruthenium(II)-earene halido complexes of general formula [(eta(6-)p-cymene)RuX(L)] (C1-C3) were synthesised by reaction of [(eta(6)-p-cymene)RuX2](2) (X- = Cl-, Br-, I-) with 1H-benzimidazole-2-carboxylic acid (HL) in ethanol. The complexes were characterised by elemental analysis, mass spectrometry, IR, H-1 and C-13 NMR spectroscopy. The 1H-benzimidazole-2-carboxylate was found to act as a bidentate N,-Oechelating ligand. Single-crystal X-ray diffraction analysis confirmed the "piano-stool" geometry of C3. The cytotoxic activity of the ligand precursor and ruthenium complexes was tested in human cancer cell lines: cervical carcinoma (HeLa), breast carcinoma (MDA-MB-231), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5), by MTT assay. The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to that of HL. The latter was devoid of activity in the range of concentrations up to 300 mu M. Complex C3, carrying an iodido leaving ligand, exhibited moderate, but selective cytotoxicity toward HeLa, MDA-MB-231 and K562 cell lines, with IC50 values: 73.7, 60.9 and 53.9 mu M, respectively, being less toxic against MRC-5 cells (IC50 - 175.9 mu M). Complexes C1 and C2 showed moderate to low cytotoxicity in HeLa and K562 cells. (C) 2016 Elsevier B.V. All rights reserved.
PB  - Elsevier Science Sa, Lausanne
T2  - Journal of Organometallic Chemistry
T1  - Synthesis, characterisation and cytotoxic activity of organoruthenium(II)-halido complexes with 1H-benzimidazole-2-carboxylic acid
VL  - 819
SP  - 61
EP  - 68
DO  - 10.1016/j.jorganchem.2016.06.024
ER  - 
@article{
author = "Pantić, Darko N. and Aranđelović, Sandra and Radulović, Siniša and Roller, Alexander and Arion, Vladimir B. and Grgurić-Šipka, Sanja",
year = "2016",
abstract = "Three new ruthenium(II)-earene halido complexes of general formula [(eta(6-)p-cymene)RuX(L)] (C1-C3) were synthesised by reaction of [(eta(6)-p-cymene)RuX2](2) (X- = Cl-, Br-, I-) with 1H-benzimidazole-2-carboxylic acid (HL) in ethanol. The complexes were characterised by elemental analysis, mass spectrometry, IR, H-1 and C-13 NMR spectroscopy. The 1H-benzimidazole-2-carboxylate was found to act as a bidentate N,-Oechelating ligand. Single-crystal X-ray diffraction analysis confirmed the "piano-stool" geometry of C3. The cytotoxic activity of the ligand precursor and ruthenium complexes was tested in human cancer cell lines: cervical carcinoma (HeLa), breast carcinoma (MDA-MB-231), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5), by MTT assay. The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to that of HL. The latter was devoid of activity in the range of concentrations up to 300 mu M. Complex C3, carrying an iodido leaving ligand, exhibited moderate, but selective cytotoxicity toward HeLa, MDA-MB-231 and K562 cell lines, with IC50 values: 73.7, 60.9 and 53.9 mu M, respectively, being less toxic against MRC-5 cells (IC50 - 175.9 mu M). Complexes C1 and C2 showed moderate to low cytotoxicity in HeLa and K562 cells. (C) 2016 Elsevier B.V. All rights reserved.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Journal of Organometallic Chemistry",
title = "Synthesis, characterisation and cytotoxic activity of organoruthenium(II)-halido complexes with 1H-benzimidazole-2-carboxylic acid",
volume = "819",
pages = "61-68",
doi = "10.1016/j.jorganchem.2016.06.024"
}
Pantić, D. N., Aranđelović, S., Radulović, S., Roller, A., Arion, V. B.,& Grgurić-Šipka, S.. (2016). Synthesis, characterisation and cytotoxic activity of organoruthenium(II)-halido complexes with 1H-benzimidazole-2-carboxylic acid. in Journal of Organometallic Chemistry
Elsevier Science Sa, Lausanne., 819, 61-68.
https://doi.org/10.1016/j.jorganchem.2016.06.024
Pantić DN, Aranđelović S, Radulović S, Roller A, Arion VB, Grgurić-Šipka S. Synthesis, characterisation and cytotoxic activity of organoruthenium(II)-halido complexes with 1H-benzimidazole-2-carboxylic acid. in Journal of Organometallic Chemistry. 2016;819:61-68.
doi:10.1016/j.jorganchem.2016.06.024 .
Pantić, Darko N., Aranđelović, Sandra, Radulović, Siniša, Roller, Alexander, Arion, Vladimir B., Grgurić-Šipka, Sanja, "Synthesis, characterisation and cytotoxic activity of organoruthenium(II)-halido complexes with 1H-benzimidazole-2-carboxylic acid" in Journal of Organometallic Chemistry, 819 (2016):61-68,
https://doi.org/10.1016/j.jorganchem.2016.06.024 . .
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