リノール酸の自動酸化に対するインドール化合物の抗酸化作用

DOI Web Site 被引用文献20件

書誌事項

タイトル別名
  • Antioxidative Action of Indole Compounds during the Autoxidation of Linoleic Acid
  • リノールサン ノ ジドウ サンカ ニ タイスル インドール カゴウブツ ノ コウサンカ サヨウ

この論文をさがす

抄録

Antioxidative activity of aromatic amino acids and indole compounds for the autoxidation of linoleic acid was found to correlate in some extent with the highest occupied molecular orbital energy which represents the electron donor property of respective molecule. 5-Hydroxytryptophan, one of the best electron donor among the compounds tested, was the most effective antioxidant. However, antioxidative activity of some indole compounds could not be interpreted simply by their highest molecular orbital energies.<BR>Neither the chelating action for the possible metal traces nor the accelerated decomposition of hydroperoxide produced during the course of the reaction explained these actions of indoles. Tryptophan, while preventing the autoxidation of linoleic acid, underwent the ring cleavage at the position of between C2 and C3 or hydroxylation at C5 to yield formylkynurenine, kynurenine, 3-hydroxykynurenine, 5-hydroxytryptophan, 5-hydroxyindoleacetic acid, etc. Following mechanisms which were compatible with the experimental results were proposed for the antioxidative action of indoles; indole donates an electron from its π-pool to linoleic acid radical or peroxy radical produced during the autoxidation of linoleic acid to form a loose charge transfer complex through a “local” interaction; an electron transfer occurs within the complex, which brings cleavage of indole rings and an inhibition of autoxidation.

収録刊行物

  • 栄養と食糧

    栄養と食糧 19 (3), 210-214, 1966

    公益社団法人 日本栄養・食糧学会

被引用文献 (20)*注記

もっと見る

詳細情報 詳細情報について

問題の指摘

ページトップへ