Differential behaviors of tea catechins under thermal processing: Formation of non-enzymatic oligomers

Food Chem. 2016 Apr 1:196:347-54. doi: 10.1016/j.foodchem.2015.09.056. Epub 2015 Sep 16.

Abstract

Tea catechins as a member of flavan-3-ols subclass with the same skeleton may behave differentially. This study investigated the chemical conversions of 8 catechins under heat treatment with the involvement of epimerization, hydrolysis and oxidation/condensation reactions. Three reactions were enhanced as temperature increased from 30 °C to 90 °C. The epimerization of non-gallated catechins was favored by epi-configuration but hindered by pyrogallol moiety, and the hydrolysis reaction of gallated catechins was facilitated by pyrogallol moiety. Epicatechin and epigallocatechin had the lowest thermostabilities due to epimerization and oxidation/condensation reactions respectively. Sufficient O2 was not a precondition for the occurrence of chemical conversions of catechins under heat treatment. Non-enzymatic oligomerization occurred to epi type catechins and catechin under heat treatment, and dehydrodicatechins A were mainly responsible for the browning of epicatechin and catechin solutions. The evidence of generation of catechin oligomers provides a novel way to explain sensory change of tea and relevant products during thermal processing.

Keywords: Catechins; Dimer; Low O(2); Steric configuration; Thermostability.

MeSH terms

  • Catechin / analogs & derivatives*
  • Catechin / chemistry*
  • Drug Stability
  • Hot Temperature*
  • Hydrolysis
  • Oxidation-Reduction
  • Pyrogallol / chemistry
  • Tea / chemistry*

Substances

  • Tea
  • Pyrogallol
  • Catechin
  • gallocatechol