Free Radical Mediated Oxidative Degradation of Carotenes and Xanthophylls

Molecules. 2020 Feb 26;25(5):1038. doi: 10.3390/molecules25051038.

Abstract

This article reviews the excited-state quenching, pro-vitamin A activity and anticarcinogenicity of carotenes and xanthophylls in relation to their chemical structures. Excited-state quenching improved with the length of the conjugated chain structure. Pro-vitamin A activity was dependent on the presence of at least one beta-ionyl ring structure. The effectiveness of carotenoids as antioxidants depended on their ability to trap peroxyl radicals with production of resonance-stabilized carotenyl radicals. The products identified from oxidations of carotenes and xanthophylls with molecular oxygen and other oxidizing agents are presented. The free radical-mediated mechanisms that have been proposed to account for the different classes of products are reviewed.

Keywords: apo-carotenoids; canthaxanthin; carotenoids; free radicals; oxidation; retinal; xanthophylls; β-carotene; β-ionone.

Publication types

  • Review

MeSH terms

  • Animals
  • Antioxidants / chemistry
  • Carcinogenesis / pathology
  • Carotenoids / chemistry*
  • Free Radicals / chemistry*
  • Humans
  • Oxidation-Reduction
  • Xanthophylls / chemistry*

Substances

  • Antioxidants
  • Free Radicals
  • Xanthophylls
  • Carotenoids