Antioxidative and antimutagenic activities of 4-vinyl-2,6-dimethoxyphenol (canolol) isolated from canola oil

Hideo Kuwahara, Ayako Kanazawa, Daisuke Wakamatu, Shigeru Morimura, Kenji Kida, Takaaki Akaike, Hiroshi Maeda

Research output: Contribution to journalArticlepeer-review

114 Citations (Scopus)


A potent antioxidative compound in crude canola oil, canolol, was recently identified, and reported herein are studies of its scavenging capacity against the endogenous mutagen peroxynitrite (ONOO-). ONOO- is generated by the reaction between superoxide anion radical and nitric oxide, both of which are produced by inflammatory leukocytes. Among various antioxidative substances of natural or synthetic origin, canolol was one of the most potent antimutagenic compounds when Salmonella typhimurium TA102 was used in the modified Ames test. Its potency was higher than that of flavonoids (e.g., rutin) and α-tocopherol and was equivalent to that of ebselen. Canolol suppressed ONOO--induced bactericidal action. It also reduced intracellular oxidative stress and apoptosis in human cancer SW480 cells when used at a concentration below 20 μM under H2O2-induced oxidative stress. In addition, canolol suppressed plasmid DNA (pUC19) strand breakage induced by ONOO-, as revealed by agarose gel electrophoresis.

Original languageEnglish
Pages (from-to)4380-4387
Number of pages8
JournalJournal of Agricultural and Food Chemistry
Issue number14
Publication statusPublished - 2004 Jul 14
Externally publishedYes


  • Antioxidant
  • Canola oil
  • Canolol
  • DNA breaks
  • Mutagenicity
  • ONOO
  • Radical scavenger

ASJC Scopus subject areas

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


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