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

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.

Keywords::

• Antifungal agents
• Candida albicans
• Candida glabrata
• conazole
• isoxazole

Acknowledgements

This research was supported by a grant from the “Région des Pays de la Loire”.