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

Mirasorvone: a masked 20-ketopregnane from the defensive secretion of a diving beetle (Thermonectus marmoratus).
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Mirasorvone:一种来自潜水甲虫 (Thermonectus marmoratus) 防御性分泌物的 20-酮孕烷。

DOI:
10.1073/pnas.95.6.2733
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发表时间:
1998
影响因子:
11.1
通讯作者:
Eisner,T
Eisner,T
中科院分区:
综合性期刊1区
文献类型:
--
作者:
Meinwald,J;Huang,Q;Vrkoc,J;Herath,KB;Yang,ZC;Schröder,F;Attygalle,AB;Iyengar,VK;Morgan,RC;Eisner,T

文献摘要

相似文献

旭日潜水甲虫(Thermonectus marmoratus)在受到干扰时,会从其前胸防御腺体中喷出乳白色液体。这种分泌物的两种主要挥发性成分是类固醇。 cybisterone(结构7)约占挥发物的20%,而一种新类固醇米拉索酮(mirasorvone)约占50%。根据大量光谱数据,Miravorvone 被指定为 18-氧化孕烷结构(结构 9)。虽然之前没有从昆虫来源描述过 18-氧化类固醇,但已从大鼠的肾上腺中分离出一种与盐皮质激素活性密切相关的激素 18-羟基脱氧皮质酮(结构 13)。
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.