Thiolysis-HPLC characterization of apple procyanidins covering a large range of polymerization states

J Agric Food Chem. 2001 Jan;49(1):14-20. doi: 10.1021/jf000814z.

Abstract

Procyanidins from the cortex of two cider apple varieties (Malus domestica; Kermerrien and Avrolles) were extracted by solvents. After a solid-phase extraction step, they were fractionated by normal- or reversed-phase HPLC at the semipreparative scale to obtain a series of purified fractions covering a wide range of polymerization states. Freeze-dried fractions were characterized by reversed-phase HPLC following thiolysis. Elution on normal-phase HPLC gave oligomeric procyanidins fractions with (average degree of polymerization) values varying from 2 to 8, whereas polymeric fractions ( values varying from 7 to 190) were obtained by reversed-phase HPLC. Constitutive units were mainly (-)-epicatechin with a proportion above 95% for all fractions. Thiolysis yields were wholly homogeneous with an average value of 75%, which indicates that the efficiency of the reaction did not depend on the polymerization state of the procyanidin fractions.

MeSH terms

  • Antioxidants / analysis*
  • Biflavonoids*
  • Catechin / analysis*
  • Chemical Fractionation
  • Chromatography, High Pressure Liquid / methods*
  • Flavonoids*
  • Fruit / chemistry*
  • Phenols
  • Polymers / chemistry*
  • Proanthocyanidins*
  • Sulfhydryl Compounds / chemistry*

Substances

  • Antioxidants
  • Biflavonoids
  • Flavonoids
  • Phenols
  • Polymers
  • Proanthocyanidins
  • Sulfhydryl Compounds
  • procyanidin
  • Catechin