Complexes of dichloro[2-(dimethylaminomethyl)phenyl-C1,N]gold(III), [Au(damp-C1,N)Cl2], with formylferrocene thiosemicarbazones: synthesis, structure and cytotoxicity

J Inorg Biochem. 2004 Jun;98(6):1009-16. doi: 10.1016/j.jinorgbio.2004.02.019.

Abstract

Dichloro[2-(dimethylaminomethyl)phenyl- phenyl-C1,N]gold(III), [Au(damp-C1,N)Cl2], reacts with the formylferrocene thiosemicarbazones derived from 4-methyl-, 4-phenyl-, 4-ethyl- and 4,4-dimethyl-3-thiosemicarbazides, HFcTSC, to give complexes of general formula [Au(Hdamp-1C)Cl(FcTSC)]Cl. These complexes were isolated and characterized by elemental analysis, mass spectrometry and IR, 1H NMR and (13)C NMR spectroscopy. In some cases, cyclic voltammetric studies were carried out and these showed that the complexation of gold affects the redox behaviour of the ferrocene unit. The in vitro antitumor activity against the HeLa cell line was also determined for the more soluble complexes. The IC(50) values were found to be higher than that of cisplatin but the maximum antiproliferative activity was similar.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / toxicity*
  • Cisplatin / toxicity
  • Ferric Compounds / chemical synthesis*
  • Ferric Compounds / chemistry
  • Ferric Compounds / toxicity*
  • Gold Compounds / chemical synthesis*
  • Gold Compounds / chemistry
  • Gold Compounds / toxicity*
  • HeLa Cells
  • Humans
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / toxicity*
  • Thiosemicarbazones / chemical synthesis*
  • Thiosemicarbazones / chemistry
  • Thiosemicarbazones / toxicity*

Substances

  • Antineoplastic Agents
  • Ferric Compounds
  • Gold Compounds
  • Organometallic Compounds
  • Thiosemicarbazones
  • Cisplatin