Total synthesis of azumamide A and azumamide E, evaluation as histone deacetylase inhibitors, and design of a more potent analogue

Shijun Wen, Krystle L. Carey, Yoichi Nakao, Nobuhiro Fusetani, Graham Packham, A. Ganesan

Research output: Contribution to journalArticle

47 Citations (Scopus)

Abstract

(Chemical Equation Presented) The unprecedented diastereoselective Mannich reaction of a Z-allylsulfoximine was a key step in the total synthesis of the marine natural products azumamide A and E, and an unnatural analogue. Their relative potency as histone deacetylase inhibitors was evaluated and found to correlate with predicted zinc-binding affinity.

Original languageEnglish
Pages (from-to)1105-1108
Number of pages4
JournalOrganic Letters
Volume9
Issue number6
DOIs
Publication statusPublished - 2007 Mar 15
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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