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

A1 Originalartikel i en vetenskaplig tidskrift (referentgranskad)


Interna författare/redaktörer


Publikationens författare: Filip S. Ekholm, Patrik Eklund, Reko Leino
Förläggare: ELSEVIER SCI LTD
Publiceringsår: 2010
Tidskrift: Carbohydrate Research
Tidskriftsakronym: CARBOHYD RES
Volym: 345
Nummer: 13
Artikelns första sida, sidnummer: 1963
Artikelns sista sida, sidnummer: 1967
Antal sidor: 5
ISSN: 0008-6215


Abstrakt

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.


Nyckelord

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

Senast uppdaterad 2020-01-06 vid 03:19