Structure and Antioxidant Activities of Proanthocyanidins from Elephant Apple (Dillenia indica Linn.)

J Food Sci. 2015 Oct;80(10):C2191-9. doi: 10.1111/1750-3841.13005. Epub 2015 Sep 28.

Abstract

Proanthocyanidins were isolated and purified from fruits of elephant apple (Dillenia indica Linn.) and their structural and bioactive properties were examined. Bate-Smith alcoholysis, FTIR, and (13) C NMR spectra revealed that elephant apple proanthocyanidins (EAPs) contained a dominant amount of B-type procyanidins (PC) with a minor amount of B-type prodelphinidins (PD) but no A-type interflavan linkage. (13) C NMR spectrum indicated that the cis isomer was dominant in EAPs. The electron spray ionization and matrix-assisted laser desorption ionization time of flight mass spectra of EAPs showed the clear ion peaks corresponding to B-type PC dimer to B-type PD with degree of polymerization of 11. EAPs had strong antioxidant activity, which was evidenced by the high oxygen radical scavenging capacity at 1.06 × 10(4) μmol TE/g and ferric reducing antioxidant power of 2320 μmol Fe(II)/g. The results suggest that EAPs could be extracted to be used as promising functional food materials.

Practical application: In this study, the elephant apple proanthocyanidins (EAPs) with a yield of 0.23% were identified for the first time as dominant B-type poly(catechin/epicatechin) but no A-type interflavan linkage. EAPs had higher ORAC and FRAP values compared to commercial grape seed proanthocyanidins, suggesting that EAPs may be used as promising functional food materials.

Keywords: Dillenia indica Linn; elephant apple; ferric-ion reducing antioxidant power; oxygen radical absorbance capacity; proanthocyanidins.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthocyanins / analysis
  • Anthocyanins / chemistry
  • Anthocyanins / pharmacology
  • Antioxidants / analysis
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Biflavonoids / analysis
  • Biflavonoids / chemistry
  • Biflavonoids / pharmacology*
  • Catechin / analysis
  • Catechin / chemistry
  • Catechin / pharmacology*
  • Dilleniaceae / chemistry*
  • Fruit / chemistry*
  • Grape Seed Extract / pharmacology
  • Molecular Structure
  • Oxidation-Reduction
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Proanthocyanidins / analysis
  • Proanthocyanidins / chemistry
  • Proanthocyanidins / isolation & purification
  • Proanthocyanidins / pharmacology*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

  • Anthocyanins
  • Antioxidants
  • Biflavonoids
  • Grape Seed Extract
  • Grape Seed Proanthocyanidins
  • Plant Extracts
  • Proanthocyanidins
  • procyanidin B
  • Catechin