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

Isao Kadota, Yueqing Hu, Garrick K. Packard, Scott D. Rychnovsky

Research output: Contribution to journalArticle

20 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)11992-11995
Number of pages4
JournalProceedings of the National Academy of Sciences of the United States of America
Volume101
Issue number33
DOIs
Publication statusPublished - Aug 17 2004
Externally publishedYes

Fingerprint

Polyenes
Nystatin
Macrolides
Mycoses
Antifungal Agents
Alkylation
Amphotericin B
Biological Products
Skeleton
Carbon
Anti-Bacterial Agents
polyol
candidin

ASJC Scopus subject areas

  • Genetics
  • General

Cite this

A unified approach to polyene macrolides : Synthesis of candidin and nystatin polyols. / Kadota, Isao; Hu, Yueqing; Packard, Garrick K.; Rychnovsky, Scott D.

In: Proceedings of the National Academy of Sciences of the United States of America, Vol. 101, No. 33, 17.08.2004, p. 11992-11995.

Research output: Contribution to journalArticle

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