抗菌性を有する界面活性剤についての研究 (第4報)

アルキルジヒドロキシ安息香酸の低重合ポリエチレングリコールモノエステルの合成と抗菌性

抄録

Tri- and tetraethyleneglycol monoesters of pentyl-, hexyl-, heptyl- and octyldihydroxybenzoic acids were prepared by the reaction of tri- and tetraethyleneglycol monochloride with alkyldihydroxybenzoic acids which had been obtained from resorcynol by acylation and then reduction to alkylresorcynol, followed by carboxylation. Surface tension of aqueous solutions of these esters was determined and it was found that the surface tension lowered to about 40 dyne/cm and with triethylene glycol monoesters, cmc were about 10^-3 M and with tetraethyleneglycol monoesters, about 10^-4 M. Antibacterial and antifungal activities were evaluated in terms of minimum inhibitory concentration by a dilution method. Antibacterial activity of the tetraethyleneglycol monoesters was found to increase markedly with increase in the number of carbon atoms of their alkyl group and the monoester of octyldihydroxy benzoic acid was as active as a commercial cationic surfactant. In the series of triethyleneglycol monoesters, that of heptyldihydroxybenzoic acid showed the highest activity. All the monoesters except tetraethylene- glycol monoester of pentyldihydroxybenzoic acid were highly active to M. gypseum and T. interdigital, unlike monoether of alkyl resorcynols.