Ellagitannins, flavonoids, and other phenolics in red raspberries and their contribution to antioxidant capacity and vasorelaxation properties

J Agric Food Chem. 2002 Aug 28;50(18):5191-6. doi: 10.1021/jf020140n.

Abstract

Analysis of extracts of Glen Ample raspberries (Rubus idaeus L.) by gradient, reverse phase HPLC with diode array and tandem mass spectrometry identified eleven anthocyanins, including cyanidin-3-sophoroside, cyanidin-3-(2(G)-glucosylrutinoside), cyanidin-3-glucoside, cyanidin-3-rutinoside, pelargonidin-3-sophoroside, pelargonidin-3-(2(G)-glucosylrutinoside), and pelargonidin-3-glucoside. Significant quantities of an ellagitannin, sanguiin H-6, with an M(r) of 1870 were detected along with lower levels of a second ellagitannin, lambertianin C, which has an M(r) of 2804. Other phenolic compounds that were detected included trace levels of ellagic acid and its sugar conjugates along with one kaempferol- and four quercetin-based flavonol conjugates. Fractionation by preparative HPLC revealed that sanguiin H-6 was a major contributor to the antioxidant capacity of raspberries together with vitamin C and the anthocyanins. Vasodilation activity was restricted to fractions containing lambertianin C and sanguiin H-6.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthocyanins / analysis
  • Antioxidants / analysis*
  • Antioxidants / pharmacology
  • Chemical Fractionation
  • Chromatography, High Pressure Liquid
  • Electron Spin Resonance Spectroscopy
  • Flavonoids / analysis*
  • Flavonoids / pharmacology
  • Fruit / chemistry*
  • Hydrolyzable Tannins*
  • Male
  • Mass Spectrometry
  • Phenols / analysis
  • Phenols / pharmacology
  • Plant Extracts / chemistry
  • Rabbits
  • Rosaceae / chemistry*
  • Tannins / analysis*
  • Tannins / pharmacology
  • Vasodilator Agents / analysis*
  • Vasodilator Agents / pharmacology

Substances

  • Anthocyanins
  • Antioxidants
  • Flavonoids
  • Hydrolyzable Tannins
  • Phenols
  • Plant Extracts
  • Tannins
  • Vasodilator Agents
  • ellagitannin
  • sanguiin H 6