Degradation of cyanidin 3-rutinoside in the presence of (-)-epicatechin and litchi pericarp polyphenol oxidase

J Agric Food Chem. 2007 Oct 31;55(22):9074-8. doi: 10.1021/jf071931y. Epub 2007 Oct 4.

Abstract

The degradation mechanism of cyanidin 3-rutinoside in the presence of (-)-epicatechin and litchi pericarp polyphenol oxidase (PPO) was investigated using several model systems. The enzymically generated (-)-epicatechin o-quinone could induce cyanidin 3-rutinoside degradation. The results obtained in this study allowed us to propose a pathway for cyanidin 3-rutinoside degradation in the presence of (-)-epicatechin and litchi pericarp PPO. First, enzymatic oxidation of (-)-epicatechin produced the corresponding o-quinone, and then cyanidin 3-rutinoside and (-)-epicatechin competed for (-)-epicatechin o-quinone, resulting in degradation of cyanidin 3-rutinoside and regeneration of (-)-epicatechin. Moreover, the results of kinetic studies indicated this competition was influenced by both (-)-epicatechin concentration and cyanidin 3-rutinoside concentration in the model system.

MeSH terms

  • Anthocyanins / metabolism*
  • Catechin / metabolism
  • Catechin / pharmacology*
  • Catechol Oxidase / metabolism*
  • Fruit / enzymology
  • Kinetics
  • Litchi / enzymology*
  • Oxidation-Reduction
  • Quinones / metabolism

Substances

  • Anthocyanins
  • Quinones
  • Catechin
  • Catechol Oxidase
  • cyanidin 3-rutinoside