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It has been shown (<jats:italic>J. Med. Chem.<\/jats:italic> <jats:bold>2008<\/jats:bold>, <jats:italic>51<\/jats:italic>, 5310) that <jats:bold>1<\/jats:bold> exhibits promising cytotoxic effects in human tumor cells, whereas <jats:bold>2<\/jats:bold> and <jats:bold>3<\/jats:bold> are much less cytotoxic; concomitantly with the high cytotoxicity of <jats:bold>1<\/jats:bold>, its DNA binding mode involves combined intercalative and monofunctional (coordination) binding modes, whereas less cytotoxic compounds <jats:bold>2<\/jats:bold> and <jats:bold>3<\/jats:bold> bind to DNA only through a monofunctional coordination to DNA bases. An analysis of conformational distortions induced in DNA by adducts of <jats:bold>1<\/jats:bold> and <jats:bold>2<\/jats:bold> revealed more extensive and stronger distortion and concomitantly greater thermodynamic destabilization of DNA by the adducts of nonintercalating <jats:bold>2<\/jats:bold>. Moreover, affinity of replication protein\u2005A to the DNA duplex containing adduct of <jats:bold>1<\/jats:bold> was pronouncedly lower than to the adduct of <jats:bold>2<\/jats:bold>. On the other hand, another damaged\u2010DNA\u2010binding protein, xeroderma pigmentosum protein\u2005A, did not recognize the DNA adduct of <jats:bold>1<\/jats:bold> or <jats:bold>2<\/jats:bold>. Importantly, the adducts of <jats:bold>1<\/jats:bold> induced a considerably lower level of repair synthesis than the adducts of <jats:bold>2<\/jats:bold>, which suggests enhanced persistence of the adducts of the more potent and intercalating <jats:bold>1<\/jats:bold> in comparison with the adducts of the less potent and nonintercalating <jats:bold>2<\/jats:bold>. Also interestingly, the adducts of <jats:bold>1<\/jats:bold> inhibited DNA polymerization more efficiently than the adducts of <jats:bold>2<\/jats:bold>, and they could also be bypassed by DNA polymerases with greater difficulty. Results of the present work along with those previously published support the view that monodentate Ru<jats:sup>II<\/jats:sup> arene complexes belong to a class of anticancer agents for which structure\u2013pharmacological relationships might be correlated with their DNA\u2010binding modes.<\/jats:p>","DOI":"10.1002\/chem.200903078","type":"journal-article","created":{"date-parts":[[2010,4,6]],"date-time":"2010-04-06T22:52:31Z","timestamp":1270594351000},"page":"5744-5754","source":"Crossref","is-referenced-by-count":24,"title":["Energetics, Conformation, and Recognition of DNA Duplexes Modified by Monodentate Ru<sup>II<\/sup> Complexes Containing Terphenyl 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