Synthesis and determination of the relative structure of akaterpin, a potent inhibitor of PI-PLC

Hayato Hosoi, Nobuyuki Kawai, Hideki Hagiwara, Takahiro Suzuki, Atsuo Nakazaki, Ken Ichi Takao, Kazuo Umezawa, Susumu Kobayashi

研究成果: Article査読

5 被引用数 (Scopus)

抄録

We describe the first total synthesis and structural determination of akaterpin, an inhibitor of phosphatidylinositol-specific phospholipase C (PI-PLC). The key features of the synthetic strategy include a regio- and stereoselective C-alkylation at the angular C1′ position and an exo-selective intermolecular Diels-Alder reaction. The relative stereochemistry was determined by a comparison of the NMR spectra of synthetic akaterpin with those of natural akaterpin.

本文言語English
ページ(範囲)4961-4964
ページ数4
ジャーナルTetrahedron Letters
52
38
DOI
出版ステータスPublished - 2011 9 21
外部発表はい

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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