1957 年 77 巻 11 号 p. 1236-1239
5-Alkylidene or 5-carboxyalkylidene-4-thiazolidinones were synthesized by the condensation of aliphatic ketones and ketocarboxylic acids with 4-thiazolidinones possessing thioxo, oxo, or imino group in 2-position. Since the synthesized compounds possess α, β-unsaturated carbonyl group in their structure, they were expected to react with SH-system enzyme groups, necessary for the bacterial metabolism, and thereby inhibit the growth of bacteria. It was found through their antibactrial tests with tubercle bacilli in vitro that the compounds having thioxo or oxo group in 2-position had the strongest growth inhibitory action, while antibacterial activity increased with the increase of the carbon chain at 5-position, the maximum effect being found in (IV) and (XVII) with seven carbon atoms. The antibacterial activity decreased in carbocyclic compounds and those with carboxyl at the terminal end of the alkylidene group. Effect of the presence or absence of methyl or phenyl group at 3-positiou was not clear.