Literature DB >> 17141814

The flavonoid herbacetin diglucoside as a constituent of the lignan macromolecule from flaxseed hulls.

Karin Struijs1, Jean-Paul Vincken, René Verhoef, Willemiek H M van Oostveen-van Casteren, Alphons G J Voragen, Harry Gruppen.   

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.

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Year:  2006        PMID: 17141814     DOI: 10.1016/j.phytochem.2006.10.022

Source DB:  PubMed          Journal:  Phytochemistry        ISSN: 0031-9422            Impact factor:   4.072


  9 in total

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Journal:  Nutr Rev       Date:  2010-10       Impact factor: 7.110

2.  Presence of caffeic acid in flaxseed lignan macromolecule.

Authors:  Agnieszka Kosińska; Kamila Penkacik; Wiesław Wiczkowski; Ryszard Amarowicz
Journal:  Plant Foods Hum Nutr       Date:  2011-09       Impact factor: 3.921

3.  Crossbreeding of transgenic flax plants overproducing flavonoids and glucosyltransferase results in progeny with improved antifungal and antioxidative properties.

Authors:  Justyna Mierziak; Wioleta Wojtasik; Kamil Kostyn; Tadeusz Czuj; Jan Szopa; Anna Kulma
Journal:  Mol Breed       Date:  2014-08-21       Impact factor: 2.589

4.  Microwave-assisted extraction of herbacetin diglucoside from flax (Linum usitatissimum L.) seed cakes and its quantification using an RP-HPLC-UV system.

Authors:  Ophélie Fliniaux; Cyrielle Corbin; Aina Ramsay; Sullivan Renouard; Vickram Beejmohun; Joël Doussot; Annie Falguières; Clotilde Ferroud; Frédéric Lamblin; Eric Lainé; Albrecht Roscher; Eric Grand; François Mesnard; Christophe Hano
Journal:  Molecules       Date:  2014-03-10       Impact factor: 4.411

5.  Insight into the Influence of Cultivar Type, Cultivation Year, and Site on the Lignans and Related Phenolic Profiles, and the Health-Promoting Antioxidant Potential of Flax (Linum usitatissimum L.) Seeds.

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Journal:  Molecules       Date:  2018-10-14       Impact factor: 4.411

Review 6.  Flaxseed Lignans as Important Dietary Polyphenols for Cancer Prevention and Treatment: Chemistry, Pharmacokinetics, and Molecular Targets.

Authors:  S Franklyn De Silva; Jane Alcorn
Journal:  Pharmaceuticals (Basel)       Date:  2019-05-05

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Journal:  Plants (Basel)       Date:  2021-01-14

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Journal:  Molecules       Date:  2017-12-01       Impact factor: 4.411

9.  Features of Profiles of Biologically Active Compounds of Primary and Secondary Metabolism of Lines from VIR Flax Genetic Collection, Contrasting in Size and Color of Seeds.

Authors:  Elizaveta A Porokhovinova; Tatyana V Shelenga; Yulia A Kerv; Valentina I Khoreva; Alexey V Konarev; Tamara V Yakusheva; Andrey V Pavlov; Anastasia A Slobodkina; Nina B Brutch
Journal:  Plants (Basel)       Date:  2022-03-11
  9 in total

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