Abstract
THE identification of 5 : 6-dimethyl benzimidazole (I) as an acid degradation product of vitamin B12 was made in 1949 by Brink and Folkers1 and independently by Holiday and Petrow2. The latter authors also speculated on the biogenesis of vitamin B12 and riboflavin, and suggested the possibility of their common derivation from 4 : 5-dimethyl-o-phenylenediamine (II)—a chemical precursor of (I). Furthermore, both these compounds were shown by Emerson et al. 3 to possess vitamin B12-like activity in the rat. McNair Scott, Rogers and Rose4 tested 49 substituted benzimidazoles on several bacterial systems—including the vitamin B12-requiring E. coli 113-3. In particular, they found that—SH and — NO2 substitution in the 4-position was associated with competitive vitamin B12 antagonism. More recently, Timmis and Epstein5 demonstrated that 4,5,6-trichloro benzimidazole and its corresponding 1-β-D-ribofuranosyl were non-competitive and competitive antagonists respectively in the highly sensitive vitamin B12-dependent flagellated green alga Euglena gracilis var. z.
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References
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Epstein, S. S., and Timmis, G. M., Brit. J. Pharmacol. and Chem. (in the press).
Hirschberg, E., Gellhorn, A., and Gump, W. S., Canc. Res., 17, 904 (1957).
Timmis, G. M., and Hudson, R. F., Ann. N.Y. Acad. Sci., 68 (3), 727 (1958).
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EPSTEIN, S. Effect of Some Benzimidazoles on a Vitamin B12-requiring Alga. Nature 188, 143–144 (1960). https://doi.org/10.1038/188143a0
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DOI: https://doi.org/10.1038/188143a0
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