Identification of Thuja occidentalis lignans and its biosynthetic relationship

被引：23

作者：

Kawai, S ^{[1
]}

Sugishita, K ^{[1
]}

Ohashi, H ^{[1
]}

机构：

[1] Gifu Univ, Fac Agr, Dept Appl Bioorgan Chem, Gifu 5011193, Japan

来源：

PHYTOCHEMISTRY | 1999年 / 51卷 / 02期

关键词：

Thuja occidentalis; Cupressaceae; lignan biosynthesis; gymnosperm lignin; 3,5-dimethoxy-4-hydroxyphenyl group; stereochemistry;

D O I：

10.1016/S0031-9422(99)00004-7

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：

Five lignans, (8R,8'R)-(-)-matairesinol, (8R,8'R)-(-)-thujaplicatin methyl ether, (8S,8'S)-(-)-wikstromol, 8-hydroxy-thujaplicatin methyl ether and epi-pinoresinol were isolated from Thuja occidentalis branch xylem, besides the previously identified (8R,8'R)-(-)-4-O-demethylyatein. Chiral HPLC analyses of matairesinol, thujaplicatin methyl ether, wikstromol and 4-O-demethylyatein indicated that these compounds were optically pure. A neolignan, dihydrodehydrodiconiferyl alcohol, was isolated from the acid-hydrolyzed extracts of T. occidentalis leaves. The lignans pinoresinol and secoisolariciresinol were also identified by GC-MS analysis of the extracts of xylem and leaves, respectively. Feeding experiments of [9-H-2(2), (OCH3)-H-2]coniferyl alcohol into T. occidentalis young shoots showed that two molecules of coniferyl alcohol were incorporated into pinoresinol and lariciresinol. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：243 / 247

页数：5

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