Significant improvement of antifungal activity of polyene macrolides by bisalkylation of the mycosamine

Organic Letters
Valérie Paquet, Erick M Carreira

Abstract

[reaction: see text] New derivatives of Amphotericin B (AmB) were synthesized through a double reductive alkylation of the mycosamine. These derivatives of AmB displayed superior antifungal activity against Saccharomyces cerevisiae wild-type strain and especially in the case of an AmB-resistant Candida albicans strain. Moreover, these compounds are potential drug candidates because of significantly reduced hemotoxicity compared to AmB. Furthermore, the same mycosamine modification can be applied to other polyene macrolides such as Nystatin and Pimaricin to improve their antifungal activity.

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Citations

Aug 27, 2009·Applied Microbiology and Biotechnology·Domingo MiranzoFrancisco Malpartida
May 30, 2013·Antimicrobial Agents and Chemotherapy·Anna N TevyashovaMaria N Preobrazhenskaya
Apr 9, 2013·Bioscience, Biotechnology, and Biochemistry·Niamh StephensPatrick Caffrey
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