Multifunctional antioxidant activities of alkyl gallates

Isao Kubo, Noriyoshi Masuoka, Tae Joung Ha, Kuniyoshi Shimizu, Ken ichi Nihei

研究成果: ジャーナルへの寄稿学術誌査読

24 被引用数 (Scopus)

抄録

A series (C1 to C16) of alkyl gallates was tested for their antioxidant activity for food protection and human health. One molecule of alkyl gallate, regardless of alkyl chain length, scavenges six molecules of 1,1-diphenyl-2-picrylhydrazyl (DPPH). Alkyl gallates inhibited the linoleic acid peroxidation catalyzed by soybean lipoxygenase-1 (EC 1.13.11.12, Type 1) without being oxidized. The progress curves for enzyme reactions were recorded by both spectrophotometric and polarographic methods and the inhibitory activity was a parabolic function of their lipophilicity (log P) and maximized with alkyl chain length between C12 and C16. Tetradecanyl (C14) gallate exhibited the most potent inhibition with an IC50 of 0.06 μM. The inhibition kinetics of dodecyl gallate (C12) revealed competitive and slow-binding inhibition. Alkyl gallates chelate transition metal ions and this chelation ability should be of considerable advantage as antioxidants. Additionally, gallic acid was found to inhibit superoxide anion generated by xanthine oxidase (EC 1.1.3.22) but did not inhibit enzymatically catalyzed uric acid formation.

本文言語英語
ページ(範囲)1-11
ページ数11
ジャーナルOpen Bioactive Compounds Journal
3
DOI
出版ステータス出版済み - 2010
外部発表はい

!!!All Science Journal Classification (ASJC) codes

  • 分子医療
  • 分子生物学
  • 生化学
  • 薬理学
  • 創薬
  • 薬科学

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