Synthesis and biological activities of novel amine-derived bis-azoles as potential antibacterial and antifungal agents

Eur J Med Chem. 2010 Sep;45(9):4388-98. doi: 10.1016/j.ejmech.2010.06.012. Epub 2010 Jun 12.


A series of novel amine-derived bis-azole compounds were designed by the systematical structural modification of Fluconazole and synthesized by a convenient and efficient method, and the antimicrobial activities for all prepared compounds were evaluated in vitro against six representative bacterial strains and two fungal strains. Bioactive results indicated that some synthesized compounds exhibited moderate or even better activities in comparison with the reference drugs. Especially, bis-imidazole 5b and its salts gave significant antibacterial efficacy against all tested bacteria strains including MRSA, while bis-triazoles 4b-c and their corresponding salts exhibited better activities against Candida albicans, Bacillus proteus than standard drugs Fluconazole and Norfloxacin respectively. Unexpectedly, bis-bromides 3a-f presented excellent activities against all tested microbial strains.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry*
  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / chemistry*
  • Antifungal Agents / pharmacology*
  • Azoles / chemical synthesis
  • Azoles / chemistry*
  • Azoles / pharmacology*
  • Bacteria / drug effects
  • Fungi / drug effects
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Structure-Activity Relationship


  • Amines
  • Anti-Bacterial Agents
  • Antifungal Agents
  • Azoles