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米拉萨罗文:一种来自潜水甲虫(大理石色热水龟虫)防御性分泌物的隐蔽型20-酮孕烷。

Mirasorvone: a masked 20-ketopregnane from the defensive secretion of a diving beetle (Thermonectus marmoratus).

作者信息

Meinwald J, Huang Q, Vrkoc J, Herath K B, Yang Z C, Schröder F, Attygalle A B, Iyengar V K, Morgan R C, Eisner T

机构信息

Department of Chemistry, Cornell University, Ithaca, NY 14853, USA.

出版信息

Proc Natl Acad Sci U S A. 1998 Mar 17;95(6):2733-7. doi: 10.1073/pnas.95.6.2733.

Abstract

The sunburst diving beetle, Thermonectus marmoratus, ejects a milky fluid from its prothoracic defensive glands when disturbed. Two major volatile components of this secretion are steroids; cybisterone (structure 7) constitutes about 20% of the volatiles, and a new steroid, mirasorvone, about 50%. Mirasorvone is assigned an 18-oxygenated pregnane structure (structure 9) on the basis of extensive spectroscopic data. Although no 18-oxygenated steroid has been described previously from an insect source, a closely related hormone with mineralocorticoid activity, 18-hydroxydeoxycorticosterone (structure 13), has been isolated from the adrenal glands of rats.

摘要

太阳爆纹潜水甲虫(Thermonectus marmoratus)受到干扰时会从其前胸防御腺中喷出一种乳白色液体。这种分泌物的两种主要挥发性成分是类固醇;环斑甾酮(结构7)约占挥发物的20%,一种新的类固醇,米拉斯沃酮,约占50%。基于广泛的光谱数据,米拉斯沃酮被确定为具有18-氧代孕烷结构(结构9)。尽管此前尚未从昆虫来源描述过18-氧代类固醇,但一种具有盐皮质激素活性的密切相关激素,18-羟基脱氧皮质酮(结构13),已从大鼠肾上腺中分离出来。

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本文引用的文献

6
[Cybisteron, a new arthroped steroid].[西比司特龙,一种新型节肢动物类固醇]
Justus Liebigs Ann Chem. 1967 Apr;703:182-9. doi: 10.1002/jlac.19677030122.

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