从红背桂叶中分离得到的(+)-松脂醇4-O-[6''-O-没食子酰基]-β-D-吡喃葡萄糖苷、红背桂苷E和F的绝对构型

Absolute configuration of (+)-pinoresinol 4-O-[6''-O-galloyl]-beta-D-glucopyranoside, macarangiosides E, and F isolated from the leaves of Macaranga tanarius.

作者信息

Matsunami Katsuyoshi, Otsuka Hideaki, Kondo Kazunari, Shinzato Takakazu, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Yoshio

机构信息

Department of Pharmacognosy, Graduate School of Biomedical Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8553, Japan.

出版信息

Phytochemistry. 2009 Jul;70(10):1277-85. doi: 10.1016/j.phytochem.2009.07.020. Epub 2009 Aug 13.

DOI:10.1016/j.phytochem.2009.07.020

PMID:19683319

Abstract

A lignan glucoside, (+)-pinoresinol 4-O-[6''-O-galloyl]-beta-D-glucopyranoside (1), and two megastigmane glucosides, named macarangiosides E and F (2,3), together with 15 known compounds (4-18) were isolated from leaves of Macaranga tanarius (L.) Müll.-Arg. (Euphorbiaceae). Their structures were elucidated by spectroscopic and chemical analyses. In addition, the absolute stereochemistry of macarangiosides B and C isolated previously from the same plant was also determined for the first time. Compounds 1 and 2 were galloylated on glucose and possessed potent DPPH radical-scavenging activity.

摘要

从红背桂（大戟科土沉香属）的叶子中分离出一种木脂素糖苷，（+）-松脂醇4-O-[6''-O-没食子酰基]-β-D-吡喃葡萄糖苷（1），以及两种巨大戟烷糖苷，分别命名为红背桂苷E和F（2,3），同时还分离出15种已知化合物（4-18）。通过光谱和化学分析确定了它们的结构。此外，还首次确定了先前从同一植物中分离出的红背桂苷B和C的绝对立体化学结构。化合物1和2在葡萄糖上被没食子酰化，具有较强的清除DPPH自由基的活性。