Influence of chirality of V(V) Schiff base complexes on DNA, BSA binding and cleavage activity

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Journal Article
European Journal of Medicinal Chemistry, 2011, 46 (10), pp. 5074 - 5085
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New chiral V(V) Schiff base complexes (S)-[VO(OMe)L] and (R)-[VO(OMe)L] were synthesized and characterized by microanalysis, infrared (IR), UV-Visible, Circular dichroism (CD) spectroscopy and single crystal X-ray studies. The interaction of these complexes with calf thymus (CT) DNA and bovine serum albumin (BSA) protein showed chiral expression DNA/protein binding strength. The influence of chirality was also observed in cytotoxicity assay of Hep 2 cells. (R)-[VO(OMe)L] enantiomer exhibited higher binding constant (5 ± 1 × 10 5 M -1) as compared to (S)-[VO(OMe)L] (8 ± 1 × 10 4 M -1). The fluorescence quenching, thermal melting and viscosity data suggest DNA surface and/or groove binding nature of the complexes and electrophoresis studies also showed greater activity for (R)-[VO(OMe)L] in cleaving DNA and protein as against (S)-[VO(OMe)L]. © 2011 Elsevier Masson SAS. All rights reserved.
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