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 . .

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

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

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

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

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

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

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

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

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

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

TY  - JOUR
AU  - Gašić, Uroš M.
AU  - Ćirić, Ivanka
AU  - Pejčić, Tomislav
AU  - Radenković, Dejan
AU  - Đorđević, Vladimir
AU  - Radulović, Siniša
AU  - Tešić, Živoslav Lj.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4080
AB  - Pancreatic cancer (PC) is very aggressive and it is estimated that it kills nearly 50% of patients within the first six months. The lack of symptoms specific to this disease prevents early diagnosis and treatment. Today, gemcitabine alone or in combination with other cytostatic agents such as cisplatin (Cis), 5-fluorouracil (5-FU), irinotecan, capecitabine, or oxaliplatin (Oxa) is used in conventional therapy. Outgoing literature provides data on the use of polyphenols, biologically active compounds, in the treatment of pancreatic cancer and the prevention of acute pancreatitis. Therefore, the first part of this review gives a brief overview of the state of pancreatic disease as well as the procedures for its treatment. The second part provides a detailed overview of the research regarding the anticancer effects of both pure polyphenols and their plant extracts. The results regarding the antiproliferative, antimetastatic, as well as inhibitory effects of polyphenols against PC cell lines as well as the prevention of acute pancreatitis are presented in detail. Finally, particular emphasis is given to the polyphenolic profiles of apples, berries, cherries, sour cherries, and grapes, given the fact that these fruits are rich in polyphenols and anthocyanins. Polyphenolic profiles, the content of individual polyphenols, and their relationships are discussed. Based on this, significant data can be obtained regarding the amount of fruit that should be consumed daily to achieve a therapeutic effect.
PB  - MDPI
T2  - Antioxidants
T1  - Polyphenols as Possible Agents for Pancreatic Diseases
VL  - 9
IS  - 6
SP  - 547
DO  - 10.3390/antiox9060547
ER  - 

@article{
author = "Gašić, Uroš M. and Ćirić, Ivanka and Pejčić, Tomislav and Radenković, Dejan and Đorđević, Vladimir and Radulović, Siniša and Tešić, Živoslav Lj.",
year = "2020",
abstract = "Pancreatic cancer (PC) is very aggressive and it is estimated that it kills nearly 50% of patients within the first six months. The lack of symptoms specific to this disease prevents early diagnosis and treatment. Today, gemcitabine alone or in combination with other cytostatic agents such as cisplatin (Cis), 5-fluorouracil (5-FU), irinotecan, capecitabine, or oxaliplatin (Oxa) is used in conventional therapy. Outgoing literature provides data on the use of polyphenols, biologically active compounds, in the treatment of pancreatic cancer and the prevention of acute pancreatitis. Therefore, the first part of this review gives a brief overview of the state of pancreatic disease as well as the procedures for its treatment. The second part provides a detailed overview of the research regarding the anticancer effects of both pure polyphenols and their plant extracts. The results regarding the antiproliferative, antimetastatic, as well as inhibitory effects of polyphenols against PC cell lines as well as the prevention of acute pancreatitis are presented in detail. Finally, particular emphasis is given to the polyphenolic profiles of apples, berries, cherries, sour cherries, and grapes, given the fact that these fruits are rich in polyphenols and anthocyanins. Polyphenolic profiles, the content of individual polyphenols, and their relationships are discussed. Based on this, significant data can be obtained regarding the amount of fruit that should be consumed daily to achieve a therapeutic effect.",
publisher = "MDPI",
journal = "Antioxidants",
title = "Polyphenols as Possible Agents for Pancreatic Diseases",
volume = "9",
number = "6",
pages = "547",
doi = "10.3390/antiox9060547"
}

Gašić, U. M., Ćirić, I., Pejčić, T., Radenković, D., Đorđević, V., Radulović, S.,& Tešić, Ž. Lj.. (2020). Polyphenols as Possible Agents for Pancreatic Diseases. in Antioxidants
MDPI., 9(6), 547.
https://doi.org/10.3390/antiox9060547

Gašić UM, Ćirić I, Pejčić T, Radenković D, Đorđević V, Radulović S, Tešić ŽL. Polyphenols as Possible Agents for Pancreatic Diseases. in Antioxidants. 2020;9(6):547.
doi:10.3390/antiox9060547 .

Gašić, Uroš M., Ćirić, Ivanka, Pejčić, Tomislav, Radenković, Dejan, Đorđević, Vladimir, Radulović, Siniša, Tešić, Živoslav Lj., "Polyphenols as Possible Agents for Pancreatic Diseases" in Antioxidants, 9, no. 6 (2020):547,
https://doi.org/10.3390/antiox9060547 . .

TY  - JOUR
AU  - Pantić, Darko N.
AU  - Mihajlović-Lalić, Ljiljana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3116
AB  - Three new ruthenium(II)-arene halido complexes, [(η 6 -p-cymene) RuX(L)] (1–3), were synthesized in a reaction of [(η 6 -p-cymene)RuX 2 ] 2 with 5-chloro-1H-benzimidazole-2-carboxylic acid (HL) in ethanol (X – = Cl – (1), Br – (2), I – (3)). The complexes were characterized by elemental analysis, mass spectrometry, IR, 1 H and 13 C NMR spectroscopy. The cytotoxic activity of the ligand precursor and its ruthenium complexes was tested by MTT assay in human cancer cell lines: lung adenocarcinoma (A549), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5). The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to HL in the range of concentrations up to 300 µM. In terms of halido ligand substitution, cytotoxic activity toward A549 and K562 cell lines in 1–3 serie significantly increased (e.g., IC 50 values for K562: 1: 205.76 µM; 2: 174.77 µM; 3: 83.97 µM). All studied compounds were found to be ineffective toward MRC-5. Hydrolysis of 1–3 was followed by UV-vis spectroscopy at 25 °C, revealing ligand-substitution reactions at the Ru(II) center. Compounds 2 and 3 underwent rapid hydrolysis ranging from a few minutes for the aquation to ca. 20 min, confirming typical Ru-arene behavior in aqueous solutions.
T2  - Journal of Coordination Chemistry
T1  - Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid
VL  - 72
IS  - 5-7
SP  - 908
EP  - 919
DO  - 10.1080/00958972.2019.1583332
ER  - 

@article{
author = "Pantić, Darko N. and Mihajlović-Lalić, Ljiljana and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
abstract = "Three new ruthenium(II)-arene halido complexes, [(η 6 -p-cymene) RuX(L)] (1–3), were synthesized in a reaction of [(η 6 -p-cymene)RuX 2 ] 2 with 5-chloro-1H-benzimidazole-2-carboxylic acid (HL) in ethanol (X – = Cl – (1), Br – (2), I – (3)). The complexes were characterized by elemental analysis, mass spectrometry, IR, 1 H and 13 C NMR spectroscopy. The cytotoxic activity of the ligand precursor and its ruthenium complexes was tested by MTT assay in human cancer cell lines: lung adenocarcinoma (A549), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5). The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to HL in the range of concentrations up to 300 µM. In terms of halido ligand substitution, cytotoxic activity toward A549 and K562 cell lines in 1–3 serie significantly increased (e.g., IC 50 values for K562: 1: 205.76 µM; 2: 174.77 µM; 3: 83.97 µM). All studied compounds were found to be ineffective toward MRC-5. Hydrolysis of 1–3 was followed by UV-vis spectroscopy at 25 °C, revealing ligand-substitution reactions at the Ru(II) center. Compounds 2 and 3 underwent rapid hydrolysis ranging from a few minutes for the aquation to ca. 20 min, confirming typical Ru-arene behavior in aqueous solutions.",
journal = "Journal of Coordination Chemistry",
title = "Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid",
volume = "72",
number = "5-7",
pages = "908-919",
doi = "10.1080/00958972.2019.1583332"
}

Pantić, D. N., Mihajlović-Lalić, L., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S.. (2019). Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid. in Journal of Coordination Chemistry, 72(5-7), 908-919.
https://doi.org/10.1080/00958972.2019.1583332

Pantić DN, Mihajlović-Lalić L, Aranđelović S, Radulović S, Grgurić-Šipka S. Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid. in Journal of Coordination Chemistry. 2019;72(5-7):908-919.
doi:10.1080/00958972.2019.1583332 .

Pantić, Darko N., Mihajlović-Lalić, Ljiljana, Aranđelović, Sandra, Radulović, Siniša, Grgurić-Šipka, Sanja, "Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid" in Journal of Coordination Chemistry, 72, no. 5-7 (2019):908-919,
https://doi.org/10.1080/00958972.2019.1583332 . .

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

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

Pantić, D. N., Mihajlović-Lalić, L., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S.. (2019). Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332. in Journal of Coordination Chemistry.
https://hdl.handle.net/21.15107/rcub_cherry_3117

Pantić DN, Mihajlović-Lalić L, Aranđelović S, Radulović S, Grgurić-Šipka S. Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332. in Journal of Coordination Chemistry. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_3117 .

Pantić, Darko N., Mihajlović-Lalić, Ljiljana, Aranđelović, Sandra, Radulović, Siniša, Grgurić-Šipka, Sanja, "Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332" in Journal of Coordination Chemistry (2019),
https://hdl.handle.net/21.15107/rcub_cherry_3117 .

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 . .

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 . .

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 .

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 . .

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 .

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 . .

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 . .

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 . .

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 . .

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 .

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 . .

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 .

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 . .

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 .

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 .

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 .

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 . .

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 . .

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 . .