Inhibitory activity of natural occurring antioxidants on thiyl radical-induced trans-arachidonic acid formation

Wei Lun Hung, Chi Tang Ho, Lucy Sun Hwang

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

trans-Fatty acids in humans not only may be obtained exogenously from food intake but also could be generated endogenously in tissues. The endogenous generation of trans-fatty acids, especially in the cell membranes induced by radical stress, is an inevitable source for the living species. Thiyl radicals generated from thiols act as the catalyst for the cis-trans isomerization of fatty acids. Arachidonic acid (5c,8c,11c,14c-20:4) with only two of the four double bonds deriving from linoleic acid in the diet can be used to differentiate the exogenous or endogenous formation of double bonds. The aim of this study is to evaluate the effective compounds in preventing thiyl radical-induced trans-arachidonic acid formation during UV irradiation in vitro. The trans-arachidonic acids were found to be 75% after 30 min UV irradiation of all-cis-arachidonic acid. Myricetin, luteolin, and quercetin had the highest thiyl radical scavenging activities, whereas sesamol, gallic acid, and vitamins A, C, and E had the lowest. The structures of flavonoids with higher thiyl radical scavenging activities were a 3′,4′-o-dihydroxyl group in the B ring and a 2,3-double bond combined with a 4-keto group in the C ring. These effective compounds found in the present work may be used as lead compounds for the potential inhibitors in the formation of trans-fatty acids in vivo.

Original languageEnglish
Pages (from-to)1968-1973
Number of pages6
JournalJournal of Agricultural and Food Chemistry
Volume59
Issue number5
DOIs
Publication statusPublished - Mar 9 2011
Externally publishedYes

Fingerprint

Trans Fatty Acids
arachidonic acid
Arachidonic Acid
Antioxidants
trans fatty acids
antioxidants
Scavenging
Irradiation
Arachidonic Acids
Lead compounds
Luteolin
Gallic Acid
irradiation
Quercetin
Linoleic Acid
Cell membranes
Nutrition
Isomerization
Vitamin A
Vitamin E

Keywords

  • antioxidants
  • arachidonic acid
  • flavonoids
  • thiyl radicals
  • trans-fatty acids

ASJC Scopus subject areas

  • Agricultural and Biological Sciences(all)
  • Chemistry(all)

Cite this

Inhibitory activity of natural occurring antioxidants on thiyl radical-induced trans-arachidonic acid formation. / Hung, Wei Lun; Ho, Chi Tang; Hwang, Lucy Sun.

In: Journal of Agricultural and Food Chemistry, Vol. 59, No. 5, 09.03.2011, p. 1968-1973.

Research output: Contribution to journalArticle

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