Effects of curcumin and related compounds on processes involving α-hydroxyethyl radicals

Free Radic Res. 2012 Mar;46(3):295-302. doi: 10.3109/10715762.2011.653966. Epub 2012 Feb 6.

Abstract

Effects of curcumin and related compounds on product formation in radiolysis of aerated and deaerated ethanol were studied. Ab initio calculations of enthalpy values relating to O-H bond dissociation and H-atom addition to > C = O bonds of the compounds under study have been performed. The obtained data allowed the conclusion that the presence of a 7-carbon chain containing conjugated > C = C < and > C = O bonds in the structures of curcumin and its analogues makes these compounds capable of inhibiting the reactions involving α-hydroxyl-containing carbon-centered radicals. This finding broadens the existing views concerning radical-regulating properties of curcuminoids, and it should be taken into account when practical use of these compounds is envisaged.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrolein / analogs & derivatives
  • Aldehydes / pharmacology
  • Antioxidants / pharmacology*
  • Chalcone / pharmacology
  • Curcumin / pharmacology*
  • Ethanol / radiation effects
  • Free Radicals*
  • Guaiacol / pharmacology
  • Hexanones / pharmacology
  • Hydrogen
  • Molecular Structure
  • Oxygen
  • Pentanones / pharmacology
  • Pulse Radiolysis
  • Structure-Activity Relationship
  • Styrenes / pharmacology
  • Thermodynamics

Substances

  • Aldehydes
  • Antioxidants
  • Free Radicals
  • Hexanones
  • Pentanones
  • Styrenes
  • coniferaldehyde
  • Ethanol
  • Chalcone
  • Guaiacol
  • mesityl oxide
  • Acrolein
  • Hydrogen
  • methyl-3-methoxy-4-hydroxystyryl ketone
  • dibenzylidene acetone
  • Curcumin
  • Oxygen