Microwave assisted one pot synthesis of some novel 2,5-disubstituted 1,3,4-oxadiazoles as antifungal agents

Bioorg Med Chem Lett. 2011 Jan 1;21(1):444-8. doi: 10.1016/j.bmcl.2010.10.120. Epub 2010 Oct 30.

Abstract

Sodium bisulfite has been reported first time for the synthesis of 2,5-disubstituted 1,3,4-oxadiazole using microwave and conventional method in ethanol-water. The yields obtained are in the range of 90-95% using microwave and 87-91% using conventional method. All the synthesized compounds (8a-8s) are novel and were evaluated for their in vitro antifungal activity. SAR for the series has been developed by comparing their MIC values with miconazole and fluconazole. Some of the compounds from the series like 8k was equipotent with miconazole against Candida albicans and Fusarium oxysporum. Also compound 8n was equipotent with miconazole against F. oxysporum.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Candida albicans / drug effects
  • Catalysis
  • Fluconazole / chemistry
  • Fluconazole / pharmacology
  • Fusarium / drug effects
  • Miconazole / chemistry
  • Miconazole / pharmacology
  • Microbial Sensitivity Tests
  • Microwaves*
  • Oxadiazoles / chemical synthesis
  • Oxadiazoles / chemistry*
  • Oxadiazoles / pharmacology
  • Structure-Activity Relationship
  • Sulfites / chemistry

Substances

  • Antifungal Agents
  • Oxadiazoles
  • Sulfites
  • Miconazole
  • Fluconazole
  • sodium bisulfite