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Issue 2, 2012
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DNA binding and nucleolytic properties of Cu(II) complexes of salicylaldehyde semicarbazones

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Abstract

The copper(II) complexes of two salicylaldehyde semicarbazones, HOC6H4CH[double bond, length as m-dash]N-NHCONR2 [H2Bnz2 (R = CH2Ph) and H2Bu2 (R = Bu)], were evaluated for their DNA binding and cleavage properties by spectrophotometric DNA titration, ethidium bromide displacement assay and electrophoretic mobility shift assay. Results showed that the Cu(II) complexes can bind to DNA via a partial intercalation mode with binding constants of 1.1 × 104 and 9.5 × 103 M−1 for [Cu(HBnz2)Cl] and [Cu(HBu2)Cl], respectively. These complexes also cleave DNA in the presence of ascorbic acid, most likely through hydroxyl radicals that are generated via the reduction of a Cu(II) to a Cu(I) species. The complexes show similar DNA cleavage activity, which is reflected in the similarity of their frontier molecular orbital energies calculated by density functional theory. These results are discussed in relation to the anticancer properties of the complexes.

Graphical abstract: DNA binding and nucleolytic properties of Cu(ii) complexes of salicylaldehyde semicarbazones

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Publication details

The article was received on 01 Sep 2011, accepted on 10 Nov 2011 and first published on 02 Dec 2011


Article type: Paper
DOI: 10.1039/C1MT00147G
Metallomics, 2012,4, 188-196

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    DNA binding and nucleolytic properties of Cu(II) complexes of salicylaldehyde semicarbazones

    W. Y. Lee, Y. K. Yan, P. P. F. Lee, S. J. Tan and K. H. Lim, Metallomics, 2012, 4, 188
    DOI: 10.1039/C1MT00147G

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