N,N-dimethylbiguanide complexes displaying low cytotoxicity as potential large spectrum antimicrobial agents

Eur J Med Chem. 2010 Jul;45(7):3027-34. doi: 10.1016/j.ejmech.2010.03.033. Epub 2010 Mar 27.

Abstract

The new complexes M(DMBG)(2)(ClO(4))(2) (M:Mn, Ni, Cu and Zn; DMBG: N,N-dimethylbiguanide) have been synthesized and characterized by IR, EPR, (1)H NMR, (13)C NMR as well as electronic spectroscopy data. Complex [Ni(DMBG)(2)](ClO(4))(2).2DMF (DMF: N,N-dimethylformamide) crystallizes in the monoclinic P2(1)/c space group while [Cu(DMBG)(2)](ClO(4))(2) adopt monoclinic P21/c space group as X-ray single crystal data indicate. The redox behavior of complexes was investigated by cyclic voltammetry. The metal-free N,N-dimethylbiguanide and complexes exhibit specific anti-infective properties as demonstrated the low MIC values, a large antimicrobial spectrum and also inhibit the ability of Pseudomonas aeruginosa and Staphylococcus aureus strains to colonize the inert surfaces. The complexes exhibit also a low cytotoxicity levels on HeLa cells.

MeSH terms

  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology*
  • Anti-Infective Agents / toxicity
  • Bacteria / drug effects
  • Crystallography, X-Ray
  • Electrochemistry
  • Fungi / drug effects
  • HeLa Cells
  • Humans
  • Metformin / chemistry*
  • Metformin / pharmacology*
  • Metformin / toxicity
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology
  • Organometallic Compounds / toxicity
  • Oxidation-Reduction
  • Spectrum Analysis
  • Stereoisomerism

Substances

  • Anti-Infective Agents
  • Organometallic Compounds
  • Metformin