Reinvestigation of the stereochemistry of kulokekahilide-2

Yuuki Takada, Eriko Mori, Masahiro Umehara, Yoichi Nakao, Junji Kimura*

*この研究の対応する著者

研究成果査読

13 被引用数 (Scopus)

抄録

An attempt to carry out a total synthesis of kulokekahilide-2 (1) by macrolactonization of a seco acid prepared from a suitably protected hexapeptide and a dioxy acid moiety unexpectedly resulted in the formation of the 43-epimer (1a) of the cytotoxic depsipeptide, for which structure 1b has previously been proposed. A second attempt involving macrolactamization of the corresponding amino acid gave the target product, 1b, but the spectral data of the product did not match those of natural 1. Furthermore, neither 1a nor 1b showed any cytotoxicity, from which it is concluded that the structure of natural 1 is incorrect and should be re-examined.

本文言語English
ページ(範囲)7653-7656
ページ数4
ジャーナルTetrahedron Letters
48
43
DOI
出版ステータスPublished - 2007 10 22

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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