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具有异戊烯基化苯并类化合物和丁-2-烯内酯部分的新型花生(落花生)植保素。

New peanut (Arachis hypogaea) phytoalexin with prenylated benzenoid and but-2-enolide moieties.

作者信息

Sobolev Victor S, Deyrup Stephen T, Gloer James B

机构信息

National Peanut Research Laboratory, Agricultural Research Service, U.S. Department of Agriculture, P.O. Box 509, Dawson, Georgia 39842, USA.

出版信息

J Agric Food Chem. 2006 Mar 22;54(6):2111-5. doi: 10.1021/jf052948o.

DOI:10.1021/jf052948o
PMID:16536583
Abstract

A new pigmented, optically active, low molecular weight metabolite has been isolated from peanut (Arachis hypogaea) kernels challenged by four species of Aspergillus. The structure of the new compound, termed SB-1, was elucidated by analysis of 1H NMR, 13C NMR, and mass spectrometric data. The SB-1 molecule bears prenylated benzenoid and but-2-enolide moieties and represents an unusual class of compounds. The closest known analogue to SB-1 was isolated from heartwood of Pericopsis elata. Both A. hypogaea and P. elata belong to the family Leguminosae. The new metabolite was accumulated in different peanut genotypes challenged by five Aspergillus species and may be an important representative of a new class of peanut phytoalexins. SB-1 production often exceeds production of major known stilbenes.

摘要

从受到四种曲霉菌侵染的花生(Arachis hypogaea)种子中分离出一种新的具有色素、光学活性的低分子量代谢产物。通过对1H NMR、13C NMR和质谱数据的分析,阐明了这种名为SB-1的新化合物的结构。SB-1分子含有异戊烯基化的苯类和丁-2-烯内酯部分,代表了一类不同寻常的化合物。与SB-1最接近的已知类似物是从非洲崖豆木(Pericopsis elata)的心材中分离得到的。花生和非洲崖豆木都属于豆科。这种新的代谢产物在受到五种曲霉菌侵染的不同花生基因型中积累,可能是一类新的花生植物抗毒素的重要代表。SB-1的产量常常超过主要已知芪类化合物的产量。

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