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Substituted dipyridophenazine complexes of Cr(iii): Synthesis, enantiomeric resolution and binding interactions with calf thymus DNA†
Suni Vasudevan,Jayden A. Smith,Michal Wojdyla,Thomas McCabe,Nicholas C. Fletcher,Susan J. Quinn,John M. Kelly
Dalton Transactions Pub Date : 03/18/2010 00:00:00 , DOI:10.1039/C000150C
Abstract

[Cr(phen)2(X2dppz)]3+ {X = H, Me, or F} have been synthesised, characterised, and chromatographically resolved into their constituent Δ and Λ enantiomers. The DNA-binding interactions of each of the racemic complexes were investigated, with the results of linear dichroism, thermal denaturation, and emission quenching studies indicative of intercalative binding to CT-DNA with a significant electrostatic contribution. UV/Vis absorption titrations suggest strong DNA binding by each of the racemic complexes, with the methylated analogue [Cr(phen)2(Me2dppz)]3+ exhibiting the largest equilibrium binding constant. Emission quenching and UV-Vis titrations of the enantiomers of [Cr(phen)2(dppz)]3+ imply similar binding affinities for the Δ and Λ isomers, although significant differences between the circular dichroism spectra of the enantiomers in the presence of DNA connote differences in binding orientation and/or conformation between the two.

Graphical abstract: Substituted dipyridophenazine complexes of Cr(iii): Synthesis, enantiomeric resolution and binding interactions with calf thymus DNA
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