N-ヘテロ芳香族の電子的性状(第30報) : 化学発ガン剤その7 : アスコルビン酸の存在下4-Nitrouquinoline 1-Oxideから4-Hydroxyaminoquinoline 1-Oxideの生成

概要

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Qualitative and quantitative studies were made on the reduction of 4-nitroquinoline 1-oxide by ascorbic acid. It was confirmed that 4-hydroxyaminoquinoline 1-oxide and 4-aminoquinoline 1-oxide were formed as the main and minor reduction products, respective1y, of the nitro compound. Methods for the determination of these reduction products were established, which included paper chromatographic separation and fluorometric measurements of N-oxide compounds. By using these methods examinations were made on the effect of pH, temperature, and ascorbic acid concentration on the yields of both reaction products. In a typical experiment carried out at pH 8.0 and 37°, 87% of the nitro compound was converted into the hydroxyamino compound. It was revealed that the formation of the hydroxyamino compound in alkaline solution was inhibited by the presence of thiol compounds, such as glutathione, L-cysteine, and thiamine. From the experimental results it was presumed that the amino compound was formed through self-oxidation-reduction of the hydroxyamino compound. Possible significance of the above observations in chemical carcinogenesis has also been discussed.
社団法人日本薬学会の論文
1969-01-25