期刊名称：Journal of Nutritional Science and Vitaminology
印刷版ISSN：0301-4800
电子版ISSN：1881-7742
出版年度：1978
卷号：24
期号：4
页码：339-350
DOI：10.3177/jnsv.24.339
出版社：Center for Academic Publications Japan
摘要：Three new 8 N -alkyl analogues of roseoflavin (MM), i.e. , 8-ethylamino (EH), 8-methylethylamino (ME), 8-diethylamino-8-demethyl-D-riboflavin (EE), their tetraacetates, and 8-amino-8-demethyl-Driboflavin (HH) tetraacetate, were synthesized. A relation between the anti-riboflavin activity and the chemical structure of 8 N -alkyl analogues (8 N -methyl, ethyl) was studied by a restoration by riboflavin (RF) of inhibitory effect of the analogues on a growth of Grampositive bacteria, i.e., Sarcina lutea, Bacillus cereus , and Staphylococcus aureus. The inhibitory effect of most of the analogues was restored by RF. But in some cases, i.e. , 8-methylamino-8-demethyl-D-riboflavin (MH) in Sar. lutea and MM in Staph. aureus , the effect was not completely restored. Apparently, the inhibition in early phase of growth was restored, but the maximum growth was still suppressed. The non-alkylated amino analogue (HH) showed only unrestorable suppression of maximum growth in Sar. lutea. Of restorable effect by RF of N-alkyl analogues, approximate decreasing orders of anti-RF activity were as follows. Dialkylated analogue>monoalkylated. HH showed insignificant anti-RF activity. In each group, methylated analogue>ethylated. In B. cereus monoalkylated analogues, and in Staph. aureus monoalkylated and EE showed no significant inhibitory effect. Redox potentials of the N -alkyl analogues were measured, and a definite relation between the chemical structure and the potential was found (RF=EE>ME>MM>>HH>EH>MH). But the anti-RF activity of the analogues was not completely explained by the difference of the redox potential from RF.
