Synthesis of 35-deoxy amphotericin B methyl ester: A strategy for molecular editing

Alex M. Szpilman, Damiano M. Cereghetti, Nicholas R. Wurtz, Jeffrey M. Manthorpe, Erick M. Carreira

Research output: Contribution to journalArticlepeer-review

56 Scopus citations

Abstract

(Chemical Presented) A modular strategy for the assembly of amphotericin B analogues with modifications in the macrolactone ring relies on the efficient gram-scale synthesis of all major and minor motifs of amphotericin B. Proof of concept has been achieved by the preparation of the 35-deoxy aglycone en route to the long-sought-after 35-deoxy analogue of amphotericin B.

Original languageEnglish
Pages (from-to)4335-4338
Number of pages4
JournalAngewandte Chemie - International Edition
Volume47
Issue number23
DOIs
StatePublished - 26 May 2008
Externally publishedYes

Keywords

  • Amphotericin B
  • Antifungal agents
  • Asymmetric synthesis
  • Natural products
  • Total synthesis

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