Antioxidant properties of ferulic acid and its related compounds

J Agric Food Chem. 2002 Mar 27;50(7):2161-8. doi: 10.1021/jf011348w.

Abstract

Antioxidant activity of 24 ferulic acid related compounds together with 6 gallic acid related compounds was evaluated using several different physical systems as well as their radical scavenging activity. The radical scavenging activity on 1,1-diphenyl-2-picrylhydrazyl (DPPH) decreased in the order caffeic acid > sinapic acid > ferulic acid > ferulic acid esters > p-coumaric acid. In bulk methyl linoleate, test hydroxycinnamic acids and ferulic acid esters showed antioxidant activity in parallel with their radical scavenging activity. In an ethanol-buffer solution of linoleic acid, the activity of test compounds was not always associated with their radical scavenging activity. Ferulic acid was most effective among the tested phenolic acids. Esterification of ferulic acid resulted in increasing activity. The activity of alkyl ferulates was somewhat influenced by the chain length of alcohol moiety. When the inhibitory effects of alkyl ferulates against oxidation of liposome induced by AAPH were tested, hexyl, octyl, and 2-ethyl-1-hexyl ferulates were more active than the other alkyl ferulates. Furthermore, lauryl gallate is most effective among the tested alkyl gallates. These results indicated that not only the radical scavenging activity of antioxidants, but also their affinity with lipid substrates, might be important factors in their activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / pharmacology*
  • Bepridil / analogs & derivatives*
  • Bepridil / chemistry
  • Biphenyl Compounds
  • Buffers
  • Caffeic Acids / pharmacology
  • Coumaric Acids / pharmacology*
  • Esterification
  • Ethanol
  • Free Radical Scavengers
  • Free Radicals
  • Gallic Acid / pharmacology
  • Hot Temperature
  • Linoleic Acid / chemistry
  • Liposomes / chemistry
  • Oryza / chemistry
  • Picrates*
  • Plant Structures / chemistry
  • Solutions

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Buffers
  • Caffeic Acids
  • Coumaric Acids
  • Free Radical Scavengers
  • Free Radicals
  • Liposomes
  • Picrates
  • Solutions
  • Ethanol
  • Gallic Acid
  • sinapinic acid
  • Bepridil
  • Linoleic Acid
  • ferulic acid
  • 1,1-diphenyl-2-picrylhydrazyl
  • caffeic acid