Synthesis and characterization of a dehydrogenation product arising from the oxidation of aminoethylcysteine ketimine decarboxylated dimer

J Nat Prod. 2007 Jun;70(6):1046-8. doi: 10.1021/np060641t. Epub 2007 May 1.

Abstract

While investigating the antioxidant properties of aminoethylcysteine ketimine decarboxylated dimer (1) (a natural substance occurring in biological fluids such as human urine and plasma and in bovine cerebellum), a previously unreported oxidation product was obtained. This compound was identified and characterized through comparison with an authentic sample prepared via Pd-catalyzed dehydrogenation of 1. This molecule is an example of an alternative oxidation pathway involving 1.

MeSH terms

  • Animals
  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Cattle
  • Cerebellum / chemistry
  • Humans
  • Molecular Structure
  • Morpholines / blood
  • Morpholines / chemical synthesis*
  • Morpholines / chemistry
  • Morpholines / urine
  • Oxidation-Reduction
  • Palladium / chemistry

Substances

  • 5,9a-dihydro-5-oxopyrrolo(2,1-c-3,4-b')dithiomorpholine
  • Antioxidants
  • Morpholines
  • Palladium