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Issue 32, 2011
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π-Stacking between Casiopeinas® and DNA bases

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Abstract

Casiopeínas® are copper complexes with the general formula [Cu(N–N)(N–O)]NO3 and [Cu(N–N)(O–O)]NO3 where N–N denotes a substituted bipyridine or phenanthroline, N–O indicates α-aminoacidate or peptide and O–O represents acetylacetonate or salicylaldehyde. This family of compounds has been evaluated in vitro and in vivo showing cytotoxic, genotoxic, and antineoplastic activity. The action mechanism is still not completely elucidated, but the possibility exists that these compounds interact with DNA by intercalation due to the aromatic moiety. In this work we found, using the properties of the electron density of a π-complex model base–Casiopeína®–base, that the stacking mechanism between Casiopeínas® and DNA bases is due to an electron density deficiency of the ligand of the Casiopeína® which is compensated for by an electron transfer from adenines by a π–π interaction.

Graphical abstract: π-Stacking between Casiopeinas® and DNA bases

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Supplementary files

Article information


Submitted
20 Jan 2011
Accepted
19 May 2011
First published
12 Jul 2011

Phys. Chem. Chem. Phys., 2011,13, 14510-14515
Article type
Paper

π-Stacking between Casiopeinas® and DNA bases

R. Galindo-Murillo, J. Hernandez-Lima, M. González-Rendón, F. Cortés-Guzmán, L. Ruíz-Azuara and R. Moreno-Esparza, Phys. Chem. Chem. Phys., 2011, 13, 14510
DOI: 10.1039/C1CP20183B

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