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  - 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  - 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 . .