Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity
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2014
Authors
Ivanović, IvankaJovanović, Katarina K.
Gligorijević, Nevenka
Radulović, Siniša
Arion, Vladimir B.
Sheweshein, Khalil Salem A. M.
Tešić, Živoslav Lj.
Grgurić-Šipka, Sanja
Article (Published version)
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A series of seven new ruthenium(II)-arene complexes of general formula [Ru(eta(6)-p-cymene)(L1-7)Cl], where L1-7 are fluoro, chloro, bromo or methyl derivatives of picolinic acid or isoquinoline-3-carboxylic acid has been synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and ESI mass spectrometry. X-ray diffraction studies of two compounds showed the usual piano-stool geometry, with coordination of picolinato ligands through the pyridine nitrogen and the carboxylic group oxygen atom (N/COO- donor set). Cytotoxicity of complexes in vitro has been evaluated in three human tumor cell lines: cervix carcinoma (HeLa), melanoma (FemX), lung adenocarcinoma (A549) and one normal cell line (MRC-5). Complex with isoqinoline-3-carboxylic acid as ligand, exhibited significantly lower cytotoxic activity in normal cells (MRC-5) against high activity observed in panel of tumor cells and prominent cell type selectivity among tumor cells. (C) 2013 Elsevier B. V. All ...rights reserved.
Keywords:
Ruthenium(II)-arene / Picolinato ligands / X-ray diffraction / Anticancer activitySource:
Journal of Organometallic Chemistry, 2014, 749, 343-349Publisher:
- Elsevier Science Sa, Lausanne
Funding / projects:
- Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors (RS-MESTD-Integrated and Interdisciplinary Research (IIR or III)-41026)
- Structure-properties relationships of natural and synthetic molecules and their metal complexes (RS-MESTD-Basic Research (BR or ON)-172017)
DOI: 10.1016/j.jorganchem.2013.10.023
ISSN: 0022-328X
WoS: 000327939000050
Scopus: 2-s2.0-84887113529
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Ivanović, Ivanka AU - Jovanović, Katarina K. AU - Gligorijević, Nevenka AU - Radulović, Siniša AU - Arion, Vladimir B. AU - Sheweshein, Khalil Salem A. M. AU - Tešić, Živoslav Lj. AU - Grgurić-Šipka, Sanja PY - 2014 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1451 AB - A series of seven new ruthenium(II)-arene complexes of general formula [Ru(eta(6)-p-cymene)(L1-7)Cl], where L1-7 are fluoro, chloro, bromo or methyl derivatives of picolinic acid or isoquinoline-3-carboxylic acid has been synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and ESI mass spectrometry. X-ray diffraction studies of two compounds showed the usual piano-stool geometry, with coordination of picolinato ligands through the pyridine nitrogen and the carboxylic group oxygen atom (N/COO- donor set). Cytotoxicity of complexes in vitro has been evaluated in three human tumor cell lines: cervix carcinoma (HeLa), melanoma (FemX), lung adenocarcinoma (A549) and one normal cell line (MRC-5). Complex with isoqinoline-3-carboxylic acid as ligand, exhibited significantly lower cytotoxic activity in normal cells (MRC-5) against high activity observed in panel of tumor cells and prominent cell type selectivity among tumor cells. (C) 2013 Elsevier B. V. All rights reserved. PB - Elsevier Science Sa, Lausanne T2 - Journal of Organometallic Chemistry T1 - Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity VL - 749 SP - 343 EP - 349 DO - 10.1016/j.jorganchem.2013.10.023 ER -
@article{ author = "Ivanović, Ivanka and Jovanović, Katarina K. and Gligorijević, Nevenka and Radulović, Siniša and Arion, Vladimir B. and Sheweshein, Khalil Salem A. M. and Tešić, Živoslav Lj. and Grgurić-Šipka, Sanja", year = "2014", abstract = "A series of seven new ruthenium(II)-arene complexes of general formula [Ru(eta(6)-p-cymene)(L1-7)Cl], where L1-7 are fluoro, chloro, bromo or methyl derivatives of picolinic acid or isoquinoline-3-carboxylic acid has been synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and ESI mass spectrometry. X-ray diffraction studies of two compounds showed the usual piano-stool geometry, with coordination of picolinato ligands through the pyridine nitrogen and the carboxylic group oxygen atom (N/COO- donor set). Cytotoxicity of complexes in vitro has been evaluated in three human tumor cell lines: cervix carcinoma (HeLa), melanoma (FemX), lung adenocarcinoma (A549) and one normal cell line (MRC-5). Complex with isoqinoline-3-carboxylic acid as ligand, exhibited significantly lower cytotoxic activity in normal cells (MRC-5) against high activity observed in panel of tumor cells and prominent cell type selectivity among tumor cells. (C) 2013 Elsevier B. V. All rights reserved.", publisher = "Elsevier Science Sa, Lausanne", journal = "Journal of Organometallic Chemistry", title = "Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity", volume = "749", pages = "343-349", doi = "10.1016/j.jorganchem.2013.10.023" }
Ivanović, I., Jovanović, K. K., Gligorijević, N., Radulović, S., Arion, V. B., Sheweshein, K. S. A. M., Tešić, Ž. Lj.,& Grgurić-Šipka, S.. (2014). Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity. in Journal of Organometallic Chemistry Elsevier Science Sa, Lausanne., 749, 343-349. https://doi.org/10.1016/j.jorganchem.2013.10.023
Ivanović I, Jovanović KK, Gligorijević N, Radulović S, Arion VB, Sheweshein KSAM, Tešić ŽL, Grgurić-Šipka S. Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity. in Journal of Organometallic Chemistry. 2014;749:343-349. doi:10.1016/j.jorganchem.2013.10.023 .
Ivanović, Ivanka, Jovanović, Katarina K., Gligorijević, Nevenka, Radulović, Siniša, Arion, Vladimir B., Sheweshein, Khalil Salem A. M., Tešić, Živoslav Lj., Grgurić-Šipka, Sanja, "Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity" in Journal of Organometallic Chemistry, 749 (2014):343-349, https://doi.org/10.1016/j.jorganchem.2013.10.023 . .