Issue 16, 2010

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

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

Supplementary files

Additions and corrections

Article information

Article type
Paper
Submitted
06 Jan 2010
Accepted
19 Feb 2010
First published
18 Mar 2010

Dalton Trans., 2010,39, 3990-3998

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

S. Vasudevan, J. A. Smith, M. Wojdyla, T. McCabe, N. C. Fletcher, S. J. Quinn and J. M. Kelly, Dalton Trans., 2010, 39, 3990 DOI: 10.1039/C000150C

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