A unified approach to polyene macrolides: synthesis of candidin and nystatin polyols.

ABSTRACT: Polyene macrolide antibiotics are naturally occurring antifungal agents. Members of this class include amphotericin B, which has been used widely to treat systemic fungal infections. A general synthetic strategy has been devised to prepare polyol chains associated with the polyene macrolides. Cyanohydrin acetonide alkylations were used to assemble the carbon skeleton, and a simple modification of the strategy allowed an advanced intermediate to be converted to either the candidin polyol or the nystatin polyol. The candidin polyol was further elaborated to a protected candidin aglycone. This strategy will be applicable to other members of the polyene macrolide natural products.

SUBMITTER: Kadota I 

PROVIDER: S-EPMC514422 | biostudies-literature | 2004 Aug

REPOSITORIES: biostudies-literature