Germacrenes from fresh costus roots

被引：55
作者：
de Kraker, JW
Franssen, MCR
de Groot, A
Shibata, T
Bouwmeester, HJ
机构：
[1] Univ Wageningen & Res Ctr, Organ Chem Lab, NL-6703 HB Wageningen, Netherlands
[2] Plant Res Int, NL-6700 AA Wageningen, Netherlands
[3] Natl Inst Hlth Sci, Hokkaido Expt Stn Med Plants, Nayoro, Hokkaido 0960065, Japan
来源：
PHYTOCHEMISTRY | 2001年 / 58卷 / 03期
关键词：
Saussurea lappa; Asteraceae; sesquiterpenes; sesquiterpene lactone biosynthesis; germacrenes; elemenes; eudesmanes;
D O I：
10.1016/S0031-9422(01)00291-6
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Four germacrenes, previously shown to be intermediates in sesquiterpene lactone biosynthesis, were isolated from fresh costus roots (Saussurea lappa). The structures of (+)-germacrene A. gerniacra-1(10),4,11(13)-trien-12-ol, germacra-1(10),4,11(13)-trien-12-al, and germacra-1(10),4,11(13)-trien-12-oic acid were deduced by a combination of spectral data and chemical transformations. Heating of these compounds yields (-)-beta -elemene, (-)-elema-1,3,11(13)-trien-12-ol, (-)-elema-1,3,11(13)-trien-12-al, and elema-1,3,11(13)-trien-12-oic acid respectively, in addition to small amounts of their diastereomers. Acid induced cyclisation of the germacrenes yields selinene, costol, costal, and costic acid respectively. It is highly probable that the elemenes reported in literature for costus root oil are artefacts. (C) 2001 Elsevier Science Ltd. All rights reserved.
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收藏
页码：481 / 487
页数：7
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