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

doi:10.1016/S0040-4039(00)81939-5

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 journal › Article › peer-review

47 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 language	English
Pages (from-to)	2407-2410
Number of pages	4
Journal	Tetrahedron Letters
Volume	24
Issue number	23
DOIs	https://doi.org/10.1016/S0040-4039(00)81939-5
Publication status	Published - 1983
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)81939-5

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

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.",

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

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T1 - Structure of arnebinol, a new ANSA-type monoterpenylbenzenoid with inhibitory effect to prostaglandin biosynthesis

AU - Xin-Sheng, Yao

AU - Ebizuka, Yutaka

AU - Noguchi, Hiroshi

AU - Kiuchi, Fumiyuki

AU - Iitaka, Yoichi

AU - Sankawa, Ushio

AU - Seto, Haruo

PY - 1983

Y1 - 1983

N2 - 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.

AB - 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.

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

Abstract

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