結核菌に対する化挙療法剤の研究 (第14報)

2-Salicylidenehydrazono-4-thiazolidone関連化合物の合成及び抗菌作用 その7

抄録

2-Salicylidenehydrazono-4-thiazolidone (I) and its 5-methyl derivative possess extremely strong antibacterial action against tubercle bacilli but their solubility in water and organic solvents is very small. In the present series of experiments, 2-α-methylsalicylidenehydrazono-4-thiazolidone (II) and its 5-methyl derivative (III), and 4 kinds of 2-α-methylarylidenehydrazono-4-thiazolidones, in which the hydrogen in α-position of salicylidene group had been substituted with a methyl radical, were synthesized as having improved solubility and the antibacterial activity of these compounds was compared with that of the original compound (I). It was found that the activity had decreased markedly in (II) and (III), indicating that the substitution of a methyl group in the α-position of salicylidene had clearly obstructed appearance of antibacterial activity. However, compounds containing the hydroxyl group in the ortho position, such as (II) and (III), were found to possess some antibacterial action, as compared to other substances not having such a group and this fact agrees with the relationship between chemical structure and antibacterial properties described earlier. The test meterial were prepared in the manner similar to those described in an earlier paper.