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The flavonoid herbacetin diglucoside as a constituent of the lignan macromolecule from flaxseed hulls.
Phytochemistry. 2007 Apr; 68(8):1227-35.P

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.

Authors+Show Affiliations

Laboratory of Food Chemistry, Wageningen University, P.O. Box 8129, 6700 EV Wageningen, The Netherlands.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17141814

Citation

Struijs, Karin, et al. "The Flavonoid Herbacetin Diglucoside as a Constituent of the Lignan Macromolecule From Flaxseed Hulls." Phytochemistry, vol. 68, no. 8, 2007, pp. 1227-35.
Struijs K, Vincken JP, Verhoef R, et al. The flavonoid herbacetin diglucoside as a constituent of the lignan macromolecule from flaxseed hulls. Phytochemistry. 2007;68(8):1227-35.
Struijs, K., Vincken, J. P., Verhoef, R., van Oostveen-van Casteren, W. H., Voragen, A. G., & Gruppen, H. (2007). The flavonoid herbacetin diglucoside as a constituent of the lignan macromolecule from flaxseed hulls. Phytochemistry, 68(8), 1227-35.
Struijs K, et al. The Flavonoid Herbacetin Diglucoside as a Constituent of the Lignan Macromolecule From Flaxseed Hulls. Phytochemistry. 2007;68(8):1227-35. PubMed PMID: 17141814.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - The flavonoid herbacetin diglucoside as a constituent of the lignan macromolecule from flaxseed hulls. AU - Struijs,Karin, AU - Vincken,Jean-Paul, AU - Verhoef,René, AU - van Oostveen-van Casteren,Willemiek H M, AU - Voragen,Alphons G J, AU - Gruppen,Harry, Y1 - 2006/12/04/ PY - 2006/03/21/received PY - 2006/07/21/revised PY - 2006/10/20/accepted PY - 2006/12/5/pubmed PY - 2007/8/19/medline PY - 2006/12/5/entrez SP - 1227 EP - 35 JF - Phytochemistry JO - Phytochemistry VL - 68 IS - 8 N2 - 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. SN - 0031-9422 UR - https://www.unboundmedicine.com/medline/citation/17141814/The_flavonoid_herbacetin_diglucoside_as_a_constituent_of_the_lignan_macromolecule_from_flaxseed_hulls_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0031-9422(06)00664-9 DB - PRIME DP - Unbound Medicine ER -