Biological activity of complexes derived from pyridine-2-carbaldehyde thiosemicarbazone. Structure of

J Inorg Biochem. 2001 Apr;84(3-4):271-8. doi: 10.1016/s0162-0134(01)00184-2.

Abstract

Biological studies on [Fe(L)2](NO3).0.5H2O (1), [Fe(L)2][PF6] (2), [Co(L)2](NCS) (3), [Ni(HL)2]Cl2.3H2O (4) and Cu(L)(NO3) (5), where HL=C7H8N4S, pyridine-2-carbaldehyde thiosemicarbazone, have been carried out. The crystal structure of compound 3 has been solved. It consists of discrete monomeric cationic entities containing cobalt(III) ions in a distorted octahedral environment. The metal ion is bonded to one sulfur and two nitrogen atoms of each thiosemicarbazone molecule. The thiocyanate molecules act as counterions. The copper(II) and iron(III) complexes react with reduced glutathione and 2-mercaptoethanol. The reaction of compound 1 with the above thiols causes the reduction of the metal ion and bis(thiosemicarbazonato)iron(II) species are obtained. The redox activity, and in particular the reaction with cell thiols, seems to be related to the cytotoxicity of these complexes against Friend erithroleukemia cells and melanoma B16F10 cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology
  • Cell Survival / drug effects
  • Crystallography, X-Ray
  • Glutathione / metabolism
  • Humans
  • Mercaptoethanol / metabolism
  • Molecular Structure
  • Thiosemicarbazones / chemistry*
  • Thiosemicarbazones / metabolism
  • Thiosemicarbazones / pharmacology*
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents
  • Thiosemicarbazones
  • 2-formylpyridine thiosemicarbazone
  • Mercaptoethanol
  • Glutathione