Document Detail


The flavonoid herbacetin diglucoside as a constituent of the lignan macromolecule from flaxseed hulls.
MedLine Citation:
PMID:  17141814     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Lignans in flaxseed are known to be part of a macromolecule in which they are connected through the linker-molecule hydroxy-methyl-glutaric acid (HMGA). In this study, the lignan macromolecule was extracted from flaxseed hulls and degraded to its monomeric constituents by complete saponification. Besides secoisolariciresinol diglucoside (SDG), the phenolic compounds p-coumaric acid glucoside (CouAG) and ferulic acid glucoside (FeAG) were isolated, which was expected based on indications from the literature. Also the flavonoid herbacetin diglucoside (HDG) was found. The presence of HDG was confirmed by NMR following preparative RP-HPLC purification. Also the presence of the three other constituents (CouAG, FeAG and SDG) was confirmed by NMR. To prove that HDG is a substructure of the lignan macromolecule, the macromolecule was fragmented by partial saponification. A fragment consisting of HDG and HMGA was indicated. This fragment was isolated by preparative RP-HPLC and its identity was confirmed by NMR. It is concluded that the flavonoid HDG is a substructure of the lignan macromolecule from flaxseed hulls and that it is incorporated in the macromolecule via the same linker-molecule as SDG.
Authors:
Karin Struijs; Jean-Paul Vincken; René Verhoef; Willemiek H M van Oostveen-van Casteren; Alphons G J Voragen; Harry Gruppen
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Publication Detail:
Type:  Journal Article     Date:  2006-12-04
Journal Detail:
Title:  Phytochemistry     Volume:  68     ISSN:  0031-9422     ISO Abbreviation:  Phytochemistry     Publication Date:  2007 Apr 
Date Detail:
Created Date:  2007-04-09     Completed Date:  2007-08-16     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0151434     Medline TA:  Phytochemistry     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1227-35     Citation Subset:  IM    
Affiliation:
Laboratory of Food Chemistry, Wageningen University, P.O. Box 8129, 6700 EV Wageningen, The Netherlands.
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MeSH Terms
Descriptor/Qualifier:
Chemical Fractionation
Coumaric Acids / chemistry,  isolation & purification
Flavonoids / chemistry*,  isolation & purification
Flax / chemistry*
Glucosides / chemistry*,  isolation & purification
Lignans / chemistry*,  isolation & purification
Nuclear Magnetic Resonance, Biomolecular
Chemical
Reg. No./Substance:
0/Coumaric Acids; 0/Flavonoids; 0/Glucosides; 0/Lignans; 0/herbacetin diglucoside; 7400-08-0/4-coumaric acid

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