Evaluation of DNA binding, antioxidant and cytotoxic activity of mononuclear Co(III) complexes of 2-oxo-1,2-dihydrobenzo[h]quinoline-3-carbaldehyde thiosemicarbazones

Eur J Med Chem. 2012 Apr:50:405-15. doi: 10.1016/j.ejmech.2012.02.026. Epub 2012 Feb 18.

Abstract

Four new 2-oxo-1,2-dihydrobenzo[h]quinoline-3-carbaldehyde N-substituted thiosemicarbazone ligands (H(2)-LR, where R = H, Me, Et or Ph) and their corresponding new cobalt(III) complexes have been synthesized and characterized. The structures of the complexes 2 and 3 were determined by single crystal X-ray diffraction analysis. The interactions of the new complexes with DNA were investigated by absorption, emission and viscosity studies which indicated that the complexes bind to DNA via intercalation. Antioxidant studies of the new complexes showed that the significant antioxidant activity against DPPH radical. In addition, the in vitro cytotoxicity of complexes 1-4 against A549 cell line was assayed which showed higher cytotoxic activity with lower IC(50) values indicating their efficiency in killing the cancer cells even at very low concentrations.

Publication types

  • Evaluation Study
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology*
  • Antioxidants / chemical synthesis*
  • Antioxidants / pharmacology*
  • Binding, Competitive
  • Biphenyl Compounds / pharmacology
  • Cell Line, Tumor
  • Cell Proliferation / drug effects*
  • Cobalt / chemistry*
  • Crystallography, X-Ray
  • DNA / metabolism*
  • Ethidium / metabolism
  • Ferric Compounds / chemistry
  • Humans
  • Indicators and Reagents / pharmacology
  • L-Lactate Dehydrogenase / metabolism
  • Lung Neoplasms / drug therapy
  • Lung Neoplasms / metabolism
  • Models, Molecular
  • Molecular Structure
  • Nitric Oxide / metabolism
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / pharmacology
  • Picrates / pharmacology
  • Structure-Activity Relationship
  • Thiosemicarbazones / chemistry*

Substances

  • Antineoplastic Agents
  • Antioxidants
  • Biphenyl Compounds
  • Ferric Compounds
  • Indicators and Reagents
  • Organometallic Compounds
  • Picrates
  • Thiosemicarbazones
  • Nitric Oxide
  • Cobalt
  • DNA
  • calf thymus DNA
  • 1,1-diphenyl-2-picrylhydrazyl
  • L-Lactate Dehydrogenase
  • Ethidium