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

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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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Publication details

The article was received on 20 Jan 2011, accepted on 19 May 2011 and first published on 12 Jul 2011

Article type: Paper
DOI: 10.1039/C1CP20183B
Phys. Chem. Chem. Phys., 2011,13, 14510-14515

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    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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