Synthesis and biological studies of 35-deoxy amphotericin B methyl ester

Alex M. Szpilman, Jeffrey M. Manthorpe, Erick M. Carreira

Research output: Contribution to journalArticlepeer-review

43 Scopus citations

Abstract

(Chemical Presented) An indispensable OH group: The synthesis of 35-deoxy amphotericin B methyl ester was completed by using a novel method for the coupling of the mycosamine to the aglycone. The investigation of the antifungal activity and efflux-inducing ability of this compound provided data that underscore the relevance of the hydroxy group at C35 and supports the involvement of double-barrel ion channels.

Original languageEnglish
Pages (from-to)4339-4342
Number of pages4
JournalAngewandte Chemie - International Edition
Volume47
Issue number23
DOIs
StatePublished - 26 May 2008
Externally publishedYes

Keywords

  • Amphotericin B
  • Antifungal agents
  • Mechanism of action
  • Natural products
  • Total synthesis

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