Biomimetic oxidation of curcumin with hydrogen peroxide catalyzed by 5,10,15,20-tetraarylporphyrinatoiron(III) chlorides in dichloromethane

Chem Pharm Bull (Tokyo). 2003 Nov;51(11):1345-7. doi: 10.1248/cpb.51.1345.

Abstract

The biomimetic oxidation of curcumin, a main turmeric pigment with hydrogen peroxide catalyzed by different 5,10,15,20-tetraarylporphyrinatoiron(III) chlorides [TAPFe(III)Cl] in dichloromethane has been studied to give a C-C coupled curcumin dimer in 40-70% yield. The structure of the dimer has been elucidated by (1)H-, (13)C-NMR, IR and FAB-Mass spectroscopic data.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Curcumin / chemistry*
  • Hydrogen Peroxide / chemistry*
  • Indicators and Reagents
  • Iron / chemistry*
  • Magnetic Resonance Spectroscopy
  • Metalloporphyrins / chemistry*
  • Methylene Chloride
  • Oxidants / chemistry*
  • Oxidation-Reduction
  • Solvents
  • Spectrometry, Mass, Fast Atom Bombardment

Substances

  • Indicators and Reagents
  • Metalloporphyrins
  • Oxidants
  • Solvents
  • Methylene Chloride
  • Hydrogen Peroxide
  • Iron
  • Curcumin