Presence of caffeic acid in flaxseed lignan macromolecule

Plant Foods Hum Nutr. 2011 Sep;66(3):270-4. doi: 10.1007/s11130-011-0245-1.

Abstract

Phenolic compounds were extracted from defatted flaxseeds using ethanol-dioxane (1:1, v/v). The crude extract obtained was purified using Amberlite XAD-16 column chromatography with water and methanol as mobile phases. RP-HPLC and SE-HPLC showed a lignan macromolecule (LM) as a dominant phenolic compound in the purified extract. After the alkaline hydrolysis of LM caffeic acid glucoside (CaAG) was isolated using a semi-preparative HPLC and its structure was confirmed by LC-ESI-MS. In LM of the investigated flaxseed, one molecule of caffeic acid corresponded with five molecules of p-coumaric acid and two molecules of ferulic acid. The presence of caffeic acid in the lignan molecule might be very beneficial due to its high antioxidant activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Caffeic Acids / chemistry
  • Caffeic Acids / isolation & purification*
  • Chromatography, High Pressure Liquid
  • Coumaric Acids / isolation & purification*
  • Flax / chemistry*
  • Glucosides / chemistry*
  • Glucosides / isolation & purification
  • Lignans / chemistry*
  • Lignans / isolation & purification
  • Macromolecular Substances / chemistry
  • Mass Spectrometry
  • Molecular Structure
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Polymers
  • Propionates
  • Seeds / chemistry*

Substances

  • Caffeic Acids
  • Coumaric Acids
  • Glucosides
  • Lignans
  • Macromolecular Substances
  • Plant Extracts
  • Polymers
  • Propionates
  • Amberlite XAD-16
  • ferulic acid
  • p-coumaric acid
  • caffeic acid