Synthesis of carotenoid-cysteine conjugates

Acta Biochim Pol. 2012;59(1):149-50. Epub 2012 Mar 17.

Abstract

Isozeaxanthin under acidic conditions forms an allylic cation which reacts readily with thiol nucleophiles. With N-acetylcysteine as a nucleophile the products obtained are carotenoid-cysteine conjugates in which the amino acid moiety is attached to the carotenoid via sulphur in position 4. The water solubility of the products can be increased by deprotection of the amino group. The antioxidant activity of the products were examined on human liver cells under conditions of hydrogen-peroxide induced oxidative stress.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carotenoids / chemical synthesis
  • Carotenoids / chemistry*
  • Carotenoids / pharmacology
  • Cell Line
  • Cysteine / chemistry*
  • Humans
  • Hydrogen Peroxide / pharmacology
  • Molecular Structure
  • Oxidative Stress / drug effects
  • Solubility

Substances

  • Carotenoids
  • Hydrogen Peroxide
  • Cysteine