Structure of arnebinol, a new ANSA-type monoterpenylbenzenoid with inhibitory effect to prostaglandin biosynthesis

Yao Xin-Sheng, Yutaka Ebizuka, Hiroshi Noguchi, Fumiyuki Kiuchi, Yoichi Iitaka, Ushio Sankawa, Haruo Seto

Research output: Contribution to journalArticle

39 Citations (Scopus)

Abstract

The two inhibitors of prostaglandin biosynthesis were isolated from the root of Arnebia euchroma (Boraginaceae). A colourless crystalline compound was identified to be a polyketide, des-0-methyllasiodiplodin (3) formerly obtained from a fungus, Lasiodiplodia theobromae. The structure of the other colourless crystalline compound, named arnebinol (1), was deduced from spectral investigations to be a dehydroderivative of geranylhydroquinone and finally determined by X-ray analysis to be a novel ansa-type monoterpenylbenzenoid.

Original languageEnglish
Pages (from-to)2407-2410
Number of pages4
JournalTetrahedron Letters
Volume24
Issue number23
DOIs
Publication statusPublished - 1983
Externally publishedYes

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Boraginaceae
Biosynthesis
Prostaglandins
Crystalline materials
Polyketides
Prostaglandin Antagonists
X ray analysis
Fungi
X-Rays
arnebinol

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Structure of arnebinol, a new ANSA-type monoterpenylbenzenoid with inhibitory effect to prostaglandin biosynthesis. / Xin-Sheng, Yao; Ebizuka, Yutaka; Noguchi, Hiroshi; Kiuchi, Fumiyuki; Iitaka, Yoichi; Sankawa, Ushio; Seto, Haruo.

In: Tetrahedron Letters, Vol. 24, No. 23, 1983, p. 2407-2410.

Research output: Contribution to journalArticle

Xin-Sheng, Yao ; Ebizuka, Yutaka ; Noguchi, Hiroshi ; Kiuchi, Fumiyuki ; Iitaka, Yoichi ; Sankawa, Ushio ; Seto, Haruo. / Structure of arnebinol, a new ANSA-type monoterpenylbenzenoid with inhibitory effect to prostaglandin biosynthesis. In: Tetrahedron Letters. 1983 ; Vol. 24, No. 23. pp. 2407-2410.
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AU - Iitaka, Yoichi

AU - Sankawa, Ushio

AU - Seto, Haruo

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