Synthesis, X-ray crystal structure, DNA binding, antioxidant and cytotoxicity studies of Ni(ii) and Pd(ii) thiosemicarbazone complexes

Metallomics. 2012 Feb;4(2):218-27. doi: 10.1039/c1mt00143d. Epub 2011 Nov 21.

Abstract

New complexes, [Ni(HL)(PPh(3))]Cl (1), [Pd(L)(PPh(3))](2), and [Pd(L)(AsPh(3))](3), were synthesized from the reactions of 4-chloro-5-methyl-salicylaldehyde thiosemicarbazone [H(2)L] with [NiCl(2)(PPh(3))(2)], [PdCl(2)(PPh(3))(2)] and [PdCl(2)(AsPh(3))(2)]. They were characterized by IR, electronic, (1)H-NMR spectral data. Further, the structures of the complexes have been determined by single crystal X-ray diffraction. While the thiosemicarbazone coordinated as binegative tridentate (ONS) in complexes 2 and 3, it is coordinated as mono negative tridentate (ONS) in 1. The interactions of the new complexes with calf thymus DNA was examined by absorption and emission spectra, and viscosity measurements. Moreover, the antioxidant properties of the new complexes have also been tested against DPPH radical in which complex 1 exhibited better activity than that of the other two complexes 2 and 3. The in vitro cytotoxicity of complexes 1-3 against A549 and HepG2 cell lines was assayed, and the new complexes exhibited higher cytotoxic activity with lower IC(50) values indicating their efficiency in killing the cancer cells even at very low concentrations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Aldehydes / pharmacokinetics
  • Aldehydes / pharmacology
  • Animals
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacokinetics
  • Antineoplastic Agents / pharmacology
  • Antioxidants / chemistry
  • Antioxidants / pharmacokinetics
  • Antioxidants / pharmacology
  • Biphenyl Compounds / chemistry
  • Cattle
  • Cell Line
  • Cell Survival / drug effects
  • Coordination Complexes / chemistry*
  • Coordination Complexes / pharmacokinetics
  • Coordination Complexes / pharmacology
  • Crystallography, X-Ray
  • DNA / drug effects
  • DNA / metabolism
  • Hep G2 Cells
  • Humans
  • L-Lactate Dehydrogenase / metabolism
  • Models, Molecular
  • Nickel / chemistry*
  • Nickel / pharmacokinetics
  • Nickel / pharmacology
  • Nitric Oxide / metabolism
  • Palladium / chemistry*
  • Palladium / pharmacokinetics
  • Palladium / pharmacology
  • Picrates / chemistry
  • Spectrometry, Fluorescence
  • Thiosemicarbazones / chemistry*
  • Thiosemicarbazones / pharmacokinetics
  • Thiosemicarbazones / pharmacology
  • Viscosity

Substances

  • Aldehydes
  • Antineoplastic Agents
  • Antioxidants
  • Biphenyl Compounds
  • Coordination Complexes
  • Picrates
  • Thiosemicarbazones
  • Nitric Oxide
  • salicylaldehyde thiosemicarbazone
  • Palladium
  • Nickel
  • DNA
  • calf thymus DNA
  • 1,1-diphenyl-2-picrylhydrazyl
  • L-Lactate Dehydrogenase