YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
2,3位置換1,4-ナフトキノン類の研究 (第7報)
1,4-ナフトキノン2位及び2,3位置換体の抗菌機構について
池田 仁三郎
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1955 年 75 巻 9 号 p. 1073-1077

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The antibacterial action of 1, 4-naphthoquinones substituted in 2- or 2, 3-positions vary in accordance with the substituents. The compounds with a strong antibacterial action also inhibit the growth of fungi and yeast (Table I). These substituents effect prolongation of the induction period in bacterial growth and the antibacterial action of these compounds decreases by reduction (Figs. 1 and 2). Reduction potential of 2- and 2, 3-substituted 1, 4-naphthoquinones were measured (Table II). Comparison of the reduction potential and the antibacterial power examined by the cup method showed (Table III) that the two values went in parallel. The antibacterial mechanism of the 1, 4-naphthoquinone derivatives here synthesized was assumed to be as follows: In 2-monosubstituted quinones, such a reaction mechanism involves growth inhibition chiefly by combination with SH-group, essential to bacterial growth, and in 2, 3-disubstituted derivatives, the compounds behave as the hydrogen carrier with oxygen as the direct acceptor and inhibit growth by effecting bacterial respiration with abnormal oxidation, while recovering the quinoid form.

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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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