Staff Publications

Staff Publications

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    'Staff publications' is the digital repository of Wageningen University & Research

    'Staff publications' contains references to publications authored by Wageningen University staff from 1976 onward.

    Publications authored by the staff of the Research Institutes are available from 1995 onwards.

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Record number 362431
Title The flavonoid herbacetin diglucoside as a constituent of the lignan macromolecule from flaxseed hulls
Author(s) Struijs, K.; Vincken, J.P.; Verhoef, R.P.; Oostveen, W.H.M. van; Voragen, A.G.J.; Gruppen, H.
Source Phytochemistry 68 (2007)8. - ISSN 0031-9422 - p. 1227 - 1235.
DOI https://doi.org/10.1016/j.phytochem.2006.10.022
Department(s) Food Chemistry Group
VLAG
Publication type Refereed Article in a scientific journal
Publication year 2007
Keyword(s) secoisolariciresinol diglucoside - breast-cancer - pinoresinol - growth - food - quantification - enterolactone - lariciresinol - matairesinol - samples
Abstract 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. Graphical abstract Herbacetin diglucoside (HDG) is, besides secoisolariciresinol diglucoside (SDG), found to be a substructure of the lignan macromolecule from flaxseed hulls. Fragments consisting of HDG and the linker-molecule hydroxy-methyl-glutaric acid show that HDG is incorporated in the lignan macromolecule via the same linker-molecule as SDG. Keywords: Flaxseed hull; Lignan macromolecule; Flavonoid; Secoisolariciresinol diglucoside (SDG); Herbacetin diglucoside (HDG)
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