Isolation and stereostructure of aurilide, a novel cyclodepsipeptide from the Japanese sea hare Dolabella auricularia

Kiyotake Suenaga, Tsuyoshi Mutou, Takunobu Shibata, Takashi Itoh, Hideo Kigoshi, Kiyoyuki Yamada

Research output: Contribution to journalArticle

52 Citations (Scopus)

Abstract

Aurilide (1), a new 26-membered cyclodepsipeptide, has been isolated from the Japanese sea hare Dolabella auricularia. The gross structure of 1 was established by spectroscopic analysis. The absolute stereostructure of 1 was determined by HPLC analysis of amino acid components and isoleucic acid obtained from acidic hydrolysis of 1 and by the enantioselective synthesis of the tris(p-bromobenzoate) 3 derived from the dihydroxy acid moiety.

Original languageEnglish
Pages (from-to)6771-6774
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number37
DOIs
Publication statusPublished - 1996 Sep 9
Externally publishedYes

Fingerprint

Depsipeptides
Hares
Oceans and Seas
Bromobenzoates
Acids
Spectroscopic analysis
Hydrolysis
High Pressure Liquid Chromatography
Amino Acids
aurilide

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Isolation and stereostructure of aurilide, a novel cyclodepsipeptide from the Japanese sea hare Dolabella auricularia. / Suenaga, Kiyotake; Mutou, Tsuyoshi; Shibata, Takunobu; Itoh, Takashi; Kigoshi, Hideo; Yamada, Kiyoyuki.

In: Tetrahedron Letters, Vol. 37, No. 37, 09.09.1996, p. 6771-6774.

Research output: Contribution to journalArticle

Suenaga, Kiyotake ; Mutou, Tsuyoshi ; Shibata, Takunobu ; Itoh, Takashi ; Kigoshi, Hideo ; Yamada, Kiyoyuki. / Isolation and stereostructure of aurilide, a novel cyclodepsipeptide from the Japanese sea hare Dolabella auricularia. In: Tetrahedron Letters. 1996 ; Vol. 37, No. 37. pp. 6771-6774.
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