Kanamienamide, an Enamide with an Enol Ether from the Marine Cyanobacterium Moorea bouillonii

Shimpei Sumimoto, Arihiro Iwasaki, Osamu Ohno, Kosuke Sueyoshi, Toshiaki Teruya, Kiyotake Suenaga

研究成果: Article

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Kanamienamide, an enamide with an enol ether, was isolated from the marine cyanobacterium Moorea bouillonii. The gross structure was established by spectroscopic analyses, and the relative stereochemistry was elucidated on the basis of the analyses of NOESY correlations and 1H-1H coupling constants. The absolute configuration was determined on the basis of the chiral HPLC analysis of the N-Me-Leu derived from kanamienamide. This is the first report of a natural product that possesses an N-Me-enamide adjacent to an enol ether. Kanamienamide showed growth-inhibitory activity toward HeLa cells with an IC50 value of 2.5 μM and induced apoptosis-like cell death.

元の言語English
ページ(範囲)4884-4887
ページ数4
ジャーナルOrganic Letters
18
発行部数19
DOI
出版物ステータスPublished - 2016 10 7

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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