1953 年 73 巻 7 号 p. 705-708
Application of acylation agent, such as benzoyl chloride, acetic anhydride, and p-nitrobenzoyl chloride, to the thiol-type vitamin B1 respectively yielded crystals of m. p. 173-174° (decomp.) (VII), m. p. 122-123° (decomp.) (VIII), and m. p. 135° (decomp.) (IX). These compounds gave negative thiochrome reaction but the reaction became positive after treatment with acid or alkali. From such facts and from their elemental analytical values, they were respectively assumed as 2-methyl-4-amino-5-[N-(3′-benzoylmer-capto-5′- benzoy-Δ2′-pentenyl-2′)]-formaminomethylpyrimidine (VII), (O, S-dibenzoyl B1) 2-methyl-4-amino-5-[N-(3′-acetylmercapto-5′-acetoxy-Δ2′-pentenyl-2′)]-formaminomethyl-pyrimidine (VIII) (O, S-diacetyl B1), and 2-methyl-4-amino-5-[N-(3′-p-nitrobenzoylmercapto-5′-hydroxy-Δ2′-pentenyl-2′)]-formaminomethylpyrimidine (IX) (S-p-nitrobenzoyl B1). These compounds were tested for the prevention of B1-deficiency in Uroloncha domestica and were found to have almost equal efficacy as vitamin B1. It was also found that the absorption of (VII) and (VIII) through the alimentary canal was better compared to vitamin B1. Since (VIII) is easily formed from vitamin B1 and vice versa, it may be assumed that, as a part of biochemical actions of vitamin B1, the pyrophosphate of S-acetyl B1 undergoes transacetylation and acetylates coenzyme A to form acetylcoenzyme A.