1977 Volume 97 Issue 1 Pages 82-86
2'-Butylthiothiamine (II), 2'-butylthiamine (III), 4-amino-2-butylthio-5-hydroxy-methylpyrimidine (V), and 4-amino-2-butyl-5-hydroxymethylpyrimidine (VI) were synthesized and their inhibitory effect on the growth of thiamine-requiring Kloeckera apiculata and Lactobacillus fermenti was compared with thiamine antagonists such as 2'-methylthiothiamine (I) and 4-amino-5-hydroxymethyl-2-methylpyrimidine (IV). Effectiveness of these compounds as an inhibitor for Kl. apiculata decreased in the order of I, III, II, IV, V, and VI, and that for L. fermenti in the order of II, I, IV, V, and VI. III did not show any inhibitory effect on the growth of L. fermenti. The inhibition of thiamine derivatives, but not of pyrimidine derivatives, was recovered by thiamine, Effect of these compounds were examined on the growth of Lactobacillus arabinosus, which does not require thiamine for its growth. I, III, and VI did not show any inhibitory effect, but II and V which have a butylthio group in their structure showed an inhibitory effect, suggesting that there are some differences between I and II in their inhibitory effect on the growth of microorganisms.