A short semi-synthesis and complete NMR-spectroscopic characterization of the naturally occurring lignan glycoside matairesinol 4,4′-di-O-β-D-diglucoside

被引：7

作者：

Ekholm, Filip S. ^{[1
]}

Eklund, Patrik ^{[1
]}

Leino, Reko ^{[1
]}

机构：

[1] Abo Akad Univ, Organ Chem Lab, FI-20500 Turku, Finland

来源：

CARBOHYDRATE RESEARCH | 2010年 / 345卷 / 13期

基金：

芬兰科学院;

关键词：

Lignan glycoside; Semi-synthesis; NMR spectroscopy; Trachelospermum asiaticum var. intermedium; HYDROXYMATAIRESINOL; STRATEGIES;

D O I：

10.1016/j.carres.2010.06.008

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 convenient semi-synthesis of (8R,8'R)-matairesinol 4,4'-di-O-beta-D-glucopyranoside (MDG), found in the stems of Trachelospermum asiaticum var. intermedium, is described starting from the readily available starting materials D-glucose and hydroxymatairesinol. By this approach the synthesis of MDG can be accomplished in six steps with an overall yield of 28%. In addition, the first complete NMR-spectroscopic characterization of MDG was accomplished by the combination of standard NMR techniques and spectral simulations performed with the PERCH NMR simulation software. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：1963 / 1967

页数：5