Fabacyl acetate, a germination stimulant for root parasitic plants from Pisum sativum

被引：47

作者：

Xie, Xiaonan ^{[1
,2
]}

Yoneyama, Kaori ^{[1
]}

Harada, Yuta ^{[1
]}

Fusegi, Norio ^{[1
]}

Yamada, Yoichi ^{[3
]}

Ito, Satoshi ^{[4
]}

Yokota, Takao ^{[5
]}

Takeuchi, Yasutomo ^{[1
]}

Yoneyama, Koichi ^{[1
]}

机构：

[1] Utsunomiya Univ, Weed Sci Lab, Utsunomiya, Tochigi 3218505, Japan

[2] Tokyo Univ Agr & Technol, United Grad Sch Agr Sci, Fuchu, Tokyo 1838509, Japan

[3] Utsunomiya Univ, Fac Educ, Utsunomiya, Tochigi 3218505, Japan

[4] Utsunomiya Univ, Fac Engn, Utsunomiya, Tochigi 3218505, Japan

[5] Teikyo Univ, Dept Biosci, Utsunomiya, Tochigi 3208551, Japan

来源：

PHYTOCHEMISTRY | 2009年 / 70卷 / 02期

基金：

日本学术振兴会;

关键词：

Pisum sativum; Fabaceae; Orobanche minor; Orobanchaceae; Strigolactone; ARBUSCULAR MYCORRHIZAL FUNGI; 8; STEREOISOMERS; RED-CLOVER; STRIGOLACTONES; OROBANCHE; STRIGA; INHIBITION; ALECTROL;

D O I：

10.1016/j.phytochem.2008.12.013

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：

A germination stimulant, fabacyl acetate. was purified from root exudates of pea (Pisum sativum L.) and its structure was determined as ent-2'-epi-4a,8a-epoxyorobanchyl acetate [(3aR,4R,4aR,8bS,E)-4a,8a-epoxy-8,8-dimethyl-3-(((R)-4-methyl-5-oxo-2,5-dihydrofuran-2-yloxy)methylene)-2-oxo- 3,3a,4,5,6,7,8,8b-decahydro-2H-indeno[1,2-b]furan-4-yl acetate], by 1D and 2D NMR spectroscopic, ESI-and E1-MS spectrometric, X-ray crystallographic analyses, and by comparing the H-1 NMR spectroscopic data and relative retention times (RRt) in LC-MS and CC-MS with those of synthetic standards prepared from (+)-orobanchol and (+)-2'-epiorobanchol. The H-1 NMR spectroscopic data and RRt of fabacyl acetate were identical with those of an isomer prepared from (+)-2'-epiorobanchol except for the opposite sign in CD spectra. This is the first natural ent-strigolactone containing an epoxide group. Fabacyl acetate was previously detected in root exudates of other Fabaceae plants including faba bean (Vicia faba Q and alfalfa (Medicago sativa L). (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：211 / 215

页数：5

共 19 条

[1] Plant sesquiterpenes induce hyphal branching in arbuscular mycorrhizal fungi [J].