Polymeric fractions containing phenol glucosides in flaxseed

Pernilla Johnsson, Nienke Peerlkamp, Afaf Kamal-Eldin, Rolf E. Andersson, Roger Andersson, Lennart N. Lundgren, Per Åman

Research output: Contribution to journalArticlepeer-review

69 Citations (Scopus)

Abstract

Extract rich in phenolic compounds was obtained from flaxseed with 1,4-dioxane:ethanol (1:1, v/v). This extract (whole polymer) was fractionated by solid-phase extraction into three "polymeric" fractions of comparable polarity. HPLC analyses of the base hydrolysates of the three polymeric fractions showed that they contain the same UV-absorbing components, though at different levels and all contained substantial amounts of a lignan, secoisolariciresinoldiglucoside (SDG). Fractionation of the base hydrolysates by column chromatography, followed by high performance liquid chromatography (HPLC) yielded two pure hydroxycinnamic acid derivatives; 4-O-β-D-glucopyranosyl-p-coumaric acid and 4-O-β-D-glucopyranosylferulic acid, whose structures were identified by nuclear magnetic resonance spectroscopy (NMR). NMR analysis showed all three polymeric fractions to have phenolic and aliphatic components and, in line with HPLC, suggested some structural variations between these fractions. The results of this study suggest that the glucosylated phenolic compounds of flaxseed exist in polymeric structure(s) containing ester linkages.

Original languageEnglish
Pages (from-to)207-212
Number of pages6
JournalFood Chemistry
Volume76
Issue number2
DOIs
Publication statusPublished - 2002
Externally publishedYes

Keywords

  • Ferulic acid glucoside
  • Flaxseed
  • Phenol glucoside polymers
  • Secoisolariciresinol diglucoside
  • p-Coumaric acid glucoside

ASJC Scopus subject areas

  • Analytical Chemistry
  • Food Science

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