YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
抗酸性菌に対する化学療法剤の研究 (第16報)
4H-1-Benzothiopyran-4-one 1,1-Dioxide関連化合物の抗菌性について
南原 利夫竹森 義男岡本 せつ子
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1961 年 81 巻 1 号 p. 1-7

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In order to test the bacteriostatic activity, some compounds related to 4H-1-benzothiopyran-4-one 1, 1-dioxide, a kind of isoster of 1, 4-naphthoquinone, were prepared as illustrated in Chart 1. Contrary to expectations, none of these compounds showed strong activity in vitro against Mycobac. tuberculosis and E. coli. It is supposed that the redox potential of quinones plays an important rôle in their bacteriostatic activity.
The half-wave potentials of some typical derivatives were measured by polarography. It was clarified that these compounds, which possessed 3-oxopropenylsulfonyl (-CO-CH=CH-SO2-) structure, showed comparatively positive reduction potential. This result agreed with the fact that 2-(phenylthio)thiochroman-4-one 1, 1-dioxide was easily produced from 3-bromo-4H-1-benzothiopyran-4-one 1, 1-dioxide and thiophenol in alkaline medium.

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