1. Ruthenium(II)-arene complexes with functionalized pyridines: synthesis, characterization and cytotoxic activity.
- Author
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Grgurić-Sipka S, Ivanović I, Rakić G, Todorović N, Gligorijević N, Radulović S, Arion VB, Keppler BK, and Tesić ZLj
- Subjects
- Antineoplastic Agents chemistry, Cell Line, Tumor, Crystallography, X-Ray, Drug Screening Assays, Antitumor, HeLa Cells, Humans, Hydrogen Bonding, Inhibitory Concentration 50, Magnetic Resonance Spectroscopy, Models, Molecular, Molecular Structure, Neoplasms drug therapy, Antineoplastic Agents chemical synthesis, Antineoplastic Agents toxicity, Organometallic Compounds chemical synthesis, Organometallic Compounds chemistry, Organometallic Compounds toxicity, Ruthenium chemistry, Ruthenium toxicity
- Abstract
Ruthenium(II)-arene complexes of general formulae [(eta(6)-p-cymene)Ru(L(1-3))Cl(2)], where L(1-3) is 3-acetylpyridine (1), 4-acetylpyridine (2) and 2-amino-5-chloropyridine (3), correspondingly, [(eta(6)-p-cymene)Ru(HL(4,5))Cl(2)], where HL(4) and HL(5) are respectively isonicotinic acid (4) and nicotinic acid (5) and [(eta(6)-p-cymene)Ru(HL(6-9))Cl], where H(2)L(6-9) represent 2,3-pyridinedicarboxylic acid (6), 2,4-pyridinedicarboxylic acid (7), 2,5-pyridinedicarboxylic acid (8) and 2,6-pyridinedicarboxylic acid (9), were prepared by the reaction of [(eta(6)-p-cymene)(2)RuCl(2)](2) (10) with the corresponding ligand in 1:2 molar ratio in isopropanol. The complexes were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopies. According to these data the molecules adopt the usual "three-leg piano-stool" geometry which is common for this type of complexes. The structures of 1 and 7 were determined by X-ray crystallography. The complexes revealed low antiproliferative activity in six investigated tumor cell lines (HeLa, B16, FemX, MDA-MB-361, MDA-MB-453 and LS-174). The reaction of 6 with 9-methyladenine was studied by (1)H NMR, (1)H, (1)H COSY and (1)H, (1)H NOESY spectroscopy., (Copyright (c) 2009 Elsevier Masson SAS. All rights reserved.)
- Published
- 2010
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