ビタミンB_1の拮抗物質にかんする研究 : (XIII)Imidazolethiamine誘導体の乳酸菌および酵母におよぼす影響

抄録

Benzylaminothiamine (I), N-(1-methyl-2-benzylamino-4-hydroxy-1-butenyl)-N-[(2-methyl-4-amino-5-pyrimidinyl)-methyl]-formamide or butylaminothiamine (II), N-[1-methyl-2-(n-butylamino)-4-hydroxy-1-butenyl]-N-[(2-methyl-4-amino-5-pyrimidinyl)-methyl]-formamide was shown to be inhibitory to the growth of L. fermenti 36 and Kl. apiculata. The inhibitory effect of I or II was competitive and recovered only by thiamine. The acid catalysed cyclization product of I or II, benzylimidazolethiamine (III), 1-[(2-methyl-4-amino-5-pyrimidinyl)-methyl]-3-benzyl-4-(2-hydroxyethyl)-5-methylimidazolium chloride-HCl or butylimidazolethiamine (IV), 1-[(2-methyl-4-amino-5-pyrimidinyl)-methyl]-3-(n-butyl)-4-(2-hydroxyethyl)-5-methylimidazolium bromide-HBr showed the same inhibitory activity as I or II ; the inhibition index of III or IV was 1,230 or 1,070 for L. fermenti and 420 or 990 for Kl. apiculata. Reversible conversion was observed between I and III or II and IV by changing of pH in its aqueous solution. Growth-inhibitory effect of I or II seemed to be due to III or IV which was transformed from I or II in broth. III or IV also was shown to be inhibitory to the growth of Sacch. carlsbergensis. This growth-inhibitory effect by III or IV was recovered specifically by pyridoxine.