DNA binding, DNA cleavage, antioxidant and cytotoxicity studies on ruthenium(II) complexes of benzaldehyde 4-methyl-3-thiosemicarbazones

Spectrochim Acta A Mol Biomol Spectrosc. 2013 Mar 15:105:582-92. doi: 10.1016/j.saa.2012.12.064. Epub 2013 Jan 2.

Abstract

Four new ruthenium(II) complexes with N(4)-methyl thiosemicarbazone ligands, (E)-2-(2-chlorobenzylidene)-N-methylhydrazinecarbothioamide (HL(1)) and (E)-N-methyl-2-(2-nitrobenzylidene)hydrazinecarbothioamide (HL(2)), were prepared and fully characterized by various spectro-analytical techniques. The Schiff bases act as bidentate, monobasic chelating ligands with S and N as the donor sites and are preferably found in the thiol form in all the complexes studied. The molecular structure of HL(1) and HL(2) were determined by single crystal X-ray diffraction method. DNA binding of the compounds was investigated by absorption spectroscopy which indicated that the complexes bind to DNA via intercalation. The oxidative cleavage of the complexes with CT-DNA inferred that the effects of cleavage are dose dependent. Antioxidant studies of the ligands and complexes showed the significant antioxidant activity against DPPH radical. In addition, the in vitro cytotoxicity of the ligands and complexes against MCF-7 cell line was assayed which showed higher cytotoxic activity with the lower IC(50) values indicating their efficiency in killing the cancer cells even at low concentrations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology
  • Antioxidants / chemistry*
  • Antioxidants / pharmacology
  • Benzaldehydes / chemistry
  • Benzaldehydes / pharmacology
  • Biphenyl Compounds / chemistry
  • Breast / drug effects
  • Breast / pathology
  • Breast Neoplasms / drug therapy*
  • Breast Neoplasms / pathology
  • Cattle
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Crystallography, X-Ray
  • DNA / chemistry
  • DNA Cleavage / drug effects*
  • Female
  • Free Radicals / chemistry
  • Humans
  • Models, Molecular
  • Picrates / chemistry
  • Ruthenium / chemistry*
  • Ruthenium / pharmacology
  • Thiosemicarbazones / chemistry*
  • Thiosemicarbazones / pharmacology

Substances

  • Antineoplastic Agents
  • Antioxidants
  • Benzaldehydes
  • Biphenyl Compounds
  • Free Radicals
  • Picrates
  • Thiosemicarbazones
  • Ruthenium
  • DNA
  • calf thymus DNA
  • 1,1-diphenyl-2-picrylhydrazyl
  • benzaldehyde