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Morris, Robert E; Aird, Rhona E; del Socorro Murdoch, Piedad; Chen, Haimei; Cummings, Jeff; Hughes, Nathan D; Parsons, Simon; Parkin, Andrew; Boyd, Gary; Jodrell, Duncan I; Sadler, Peter J
Journal of medicinal chemistry, 10/2001, Volume: 44, Issue: 22Journal Article
Inhibition of the growth of the human ovarian cancer cell line A2780 by organometallic ruthenium(II) complexes of the type (η6-arene)Ru(X)(Y)(Z), where arene is benzene or substituted benzene, X, Y, and Z are halide, acetonitrile, or isonicotinamide, or X,Y is ethylenediamine (en) or N-ethylethylenediamine, has been investigated. The X-ray crystal structures of the complexes (η6-p-cymene)Ru(en)ClPF6 (5), (η6-p-cymene)RuCl2(isonicotinamide) (7), and (η6-biphenyl)Ru(en)ClPF6 (9) are reported. They have “piano stool” geometries with η6 coordination of the arene ligand. Complexes with X,Y as a chelated en ligand and Z as a monofunctional leaving group had the highest activity. Complexes 5, 6 (the iodo analogue of 5), 9, and 10 (ethylethylenediamine analogue of 9) were as active as carboplatin. Hydrolysis of the reactive Ru−Cl bond in complex 5 was detected by HPLC but was suppressed by the addition of chloride ions. Complex 5 binds strongly and selectively to G bases on DNA oligonucleotides to form monofunctional adducts. No inhibition of topoisomerase I or II by complexes 5, 6, or 9 was detected. These chelated Ru(II) arene complexes have potential as novel metal-based anticancer agents with a mechanism of action different from that of the Ru(III) complex currently on clinical trial.
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