Synthesis of new isoxazoles and dihydroisoxazoles and in vitro evaluation of their antifungal activity

J Enzyme Inhib Med Chem. 2007 Oct;22(5):563-9. doi: 10.1080/14756360701425279.

Abstract

New 2-(2,4-dihalogenophenyl)-1-(1H-imidazol-1-yl)-3-(isoxazol-5-yl)propan-2-ols and 2-(2,4-dihalogenophenyl)-1-(1H-imidazol-1-yl)-3-(4,5-dihydroisoxazol-5-yl)propan-2-ols were synthesized by 1,3-dipolar cycloaddition between homopropargylic or homoallylic alcohols and in-situ generated nitrile oxide. Their antifungal activity was evaluated against Candida albicans, C. glabrata, Aspergillus fumigatus and an azole-resistant petite mutant of C. glabrata. Preliminary SAR results are discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Aspergillus fumigatus / drug effects*
  • Candida albicans / drug effects*
  • Candida glabrata / drug effects*
  • Candida glabrata / genetics
  • Isoxazoles* / chemical synthesis
  • Isoxazoles* / chemistry
  • Isoxazoles* / pharmacology
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Mutation

Substances

  • Antifungal Agents
  • Isoxazoles