Structure and biological activity of 8-deoxyheronamide C from a marine-derived streptomyces sp. Heronamides target saturated hydrocarbon chains in lipid membranes

Ryosuke Sugiyama, Shinichi Nishimura, Nobuaki Matsumori, Yuta Tsunematsu, Akira Hattori, Hideaki Kakeya

研究成果: ジャーナルへの寄稿学術誌査読

42 被引用数 (Scopus)

抄録

Polyene macrolactams are a class of microbial metabolites, many of which show potent biological activities with unidentified modes of action. Here we report that 8-deoxyheronamide C, a new 20-membered polyene macrolactam from a marine-derived actinomycete Streptomyces sp., is a unique membrane binder. 8-Deoxyheronamide C showed a characteristic sensitivity profile against fission yeast sterol mutant cells, indicating that the metabolite targets cell membranes. We detected tight physical interaction between heronamides including 8-deoxyheronamide C and heronamide C and saturated hydrocarbon chains in lipid membranes using surface plasmon resonance experiments. We further show that heronamides induced abnormal cell wall morphology in fission yeast probably by perturbing the structure of membrane microdomains. This work will accelerate the biological and medical investigation of polyene macrolactams.

本文言語英語
ページ(範囲)5209-5212
ページ数4
ジャーナルJournal of the American Chemical Society
136
14
DOI
出版ステータス出版済み - 4月 9 2014
外部発表はい

!!!All Science Journal Classification (ASJC) codes

  • 触媒
  • 化学 (全般)
  • 生化学
  • コロイド化学および表面化学

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