Mutagenicity of the Reaction Products of L-Ascorbic Acid and L-Tryptophan

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  • アスコルビン酸とトリブトファンの反応生成物とその変異原性
  • アスコルビン酸とトリプトファンの反応生成物とその変異原性
  • アスコルビンサン ト トリプトファン ノ ハンノウ セイセイブツ ト ソノ ヘ

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Abstract

Several amino acids and ammonia were allowed to react with L-ascorbic acid or D-glucose in 0.1 M phosphate buffer (pH 7.0) at 37°C for 2 months. The reaction mixtures were submitted to mutagenic assay and structural analysis. The browning products from L-tryptophan (0.25M) and L-ascorbic acid (1M) showed a DNA-damaging potency to B. subtilis. They also gave a mutagenic activity to S. typhimurium TA 100 but not TA 98. By extracting the reaction products with benzene and ethyl acetate, followed by purifying them through silica-gel column and thin layer chromatographies (Kiesel-gel 60), 6 β-carbolyl and 4 furyl derivatives were identified. Among them, 1-(2-furyl)-9H-pyrido-[3, 4-b] indole exhibited a mutagenic activity to S. typhimurium TA 100 with or without S-9 mixture and 1-(2-furyl)-9H-pyrido [3, 4-b] indole-3-carboxylic acid showed the activity to S. typhimurium TA 100 only in the absence of S-9 mixture.

Journal

  • YAKUGAKU ZASSHI

    YAKUGAKU ZASSHI 101 (7), 596-604, 1981

    The Pharmaceutical Society of Japan

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