Abyssomicins from the South China Sea deep-sea sediment verrucosispora sp.

natural thioether michael addition adducts as antitubercular prodrugs

Qian Wang, Fuhang Song, Xue Xiao, Pei Huang, Li Li, Aaron Monte, Wael M. Abdel-Mageed, Jian Wang, Hui Guo, Wenni He, Feng Xie, Huanqin Dai, Miaomiao Liu, Caixia Chen, Hao Xu, Mei Liu, Andrew M. Piggott, Xueting Liu*, Robert J. Capon, Lixin Zhang

*Corresponding author for this work

Research output: Contribution to journalArticle

80 Citations (Scopus)

Abstract

From the deep: The title actinomycete yielded three new abyssomicins J-L. The dimeric thioether J (see scheme) represents a unique example of a masked Michael acceptor with anti-TB properties. Mechanistic insights into the biosynthesis, biomimetic synthesis, stability, and biological mechanism of action of abyssomicins aid our understanding of, and prospects for the development of Michael-acceptor-based drugs.

Original languageEnglish
Pages (from-to)1231-1234
Number of pages4
JournalAngewandte Chemie - International Edition
Volume52
Issue number4
DOIs
Publication statusPublished - 21 Jan 2013
Externally publishedYes

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Keywords

  • natural products
  • polyketides
  • prodrugs
  • structure elucidation
  • tuberculosis

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