6-Mercaptopurine complexes with silver and gold ions: anti-tuberculosis and anti-cancer activities

Biomed Pharmacother. 2011 Aug;65(5):334-8. doi: 10.1016/j.biopha.2011.04.012. Epub 2011 Jun 12.

Abstract

Synthesis, characterization and biological studies of silver and gold complexes with 6-mercaptopurine (H2MP) are described. The Ag(I) and Au(I) complexes with HMP-, AgHMP and AuIHMP, were obtained by mixing an acidified H2MP aqueous solution with an equimolar aqueous solution of AgNO3 or Au(CN)2. The Au(III) complex with HMP-, AuIIIHMP, was obtained by adding an aqueous solution of K(AuCl4) to an acidified H2MP aqueous solution (1:1 molar ratio) and the final solution was acidified with HCl to pH=1.0. The Au(III)MP complex, KAu(MP)2, was obtained by adding an aqueous solution of K(AuCl4) to a basic H2MP solution (M:L - 1:2 molar ratio). Formulas for the complexes are: (Ag[C5H3N4S])*½H2O for AgHMP, (Au[C5H3N4S]) for AuIHMP, (Au[C5H3N4S][Cl]2)*2H2O for AuIIIHMP and K(Au[C5H2N4S]2)·2H2O for KAu(MP)2. The AuIHMP and KAu(MP)2 complexes decreased cell viability of HeLa cancer cells in vitro. The IC50 values for AuIHMP and KAu(MP)2 are 3.0 and 30.0 μM, respectively. Anti-M.tuberculosis assays showed a MIC value of 2.24 μM for AuIHMP and 5.12 μM for free MP while AgHMP is active at the concentration 93.2 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Antitubercular Agents / chemical synthesis
  • Antitubercular Agents / chemistry
  • Antitubercular Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Coordination Complexes / chemical synthesis*
  • Coordination Complexes / chemistry
  • Coordination Complexes / pharmacology*
  • Gold / chemistry*
  • HeLa Cells
  • Humans
  • Inhibitory Concentration 50
  • Iodides / chemistry
  • Mercaptopurine / analogs & derivatives*
  • Mercaptopurine / chemical synthesis
  • Mercaptopurine / chemistry
  • Mercaptopurine / pharmacology
  • Mycobacterium tuberculosis / drug effects
  • Organogold Compounds / chemical synthesis
  • Organogold Compounds / chemistry
  • Organogold Compounds / pharmacology
  • Silver / chemistry*
  • Silver Compounds / chemistry
  • Solutions / chemistry
  • Spectroscopy, Near-Infrared / methods

Substances

  • Antineoplastic Agents
  • Antitubercular Agents
  • Coordination Complexes
  • Iodides
  • Organogold Compounds
  • Silver Compounds
  • Solutions
  • Silver
  • Gold
  • silver iodide
  • Mercaptopurine