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

A1 Journal article (refereed)


Internal Authors/Editors


Publication Details

List of Authors: Filip S. Ekholm, Patrik Eklund, Reko Leino
Publisher: ELSEVIER SCI LTD
Publication year: 2010
Journal: Carbohydrate Research
Journal acronym: CARBOHYD RES
Volume number: 345
Issue number: 13
Start page: 1963
End page: 1967
Number of pages: 5
ISSN: 0008-6215


Abstract

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.


Keywords

Lignan glycoside, NMR spectroscopy, Semi-synthesis, Trachelospermum asiaticum var. intermedium

Last updated on 2019-16-11 at 03:12