Synthesis, stability, and antimicrobial studies of electronically tuned silver acetate N-heterocyclic carbenes

J Med Chem. 2008 Mar 27;51(6):1577-83. doi: 10.1021/jm0708679. Epub 2008 Feb 21.

Abstract

A series of methylated imidazolium salts with varying substituents on the 4 and 5 positions of the imidazole ring were synthesized. These salts were reacted with silver acetate to afford their corresponding silver N-heterocyclic carbene (NHC) complexes. These complexes were then evaluated for their stability in water as well as for their antimicrobial efficacy against a variety of bacterial strains associated with cystic fibrosis and chronic lung infections.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Acetates / chemistry*
  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Burkholderia / drug effects*
  • Burkholderia / growth & development
  • Crystallography, X-Ray
  • Dose-Response Relationship, Drug
  • Electrons
  • Escherichia coli / drug effects*
  • Escherichia coli / growth & development
  • Heterocyclic Compounds / chemistry
  • Methane / analogs & derivatives
  • Methane / chemistry
  • Methylation
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Structure
  • Organometallic Compounds* / chemical synthesis
  • Organometallic Compounds* / chemistry
  • Organometallic Compounds* / pharmacology
  • Pseudomonas aeruginosa / drug effects*
  • Pseudomonas aeruginosa / growth & development
  • Silver Compounds / chemistry*
  • Structure-Activity Relationship
  • Water / chemistry

Substances

  • Acetates
  • Anti-Bacterial Agents
  • Heterocyclic Compounds
  • Organometallic Compounds
  • Silver Compounds
  • Water
  • silver acetate
  • carbene
  • Methane