医薬品の体内変化に関する研究(第7報) : スルファモノメトキシンの体内変化物について

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Three kinds of biological products were found in the human urine after administration of sulfamonomethoxine (I). The unchanged I and N^4-acetylsulfamonomethoxine were identified by comparison with authentic samples by paper chromatography. The other was extracted by the following procedure and identified as sulfamonomethoxine-N^1-glucosiduronic acid, N^1-[N^1-(4-methoxy-6-pyrimidinyl) sulfanilamido] glucopyranosiduronic acid, which was synthesized by a separate method. Extraction of the biological product of I was made by adsorption on activated charcoal, its elution with ammonia alkaline solvent, and concentration of the extract solution. The extract solution was treated consecutively with Dowex 50W-X8 and Amberlite IRA-68,by precipitation With lead acetate and basic lead acetate, paper partition thromatography, and further treatments with Duolite C-10 and Dowex 4,finally affording a crystalline residue. For the synthesis, potassium salt of I was condensed with methyl (2,3,4-tri-O-acetyl-α-D-bromo) glucopyranosiduronate, the condensate was hydrolyzed with ammonia, and purified by treatments with Dowex 50W-X8,Amberlite IRA-68,Duolite C-10,and Dowex 4. The extracted crystals and the synthesized products agreed well in elemental analytical values, paper chromatographic results, and ultraviolet and infrared spectral data. Absorption band of SO_2 at 1160cm^<-1> in their infrared spectra indicated that the glucuronic acid is bonded at N^1-position.
公益社団法人日本薬学会の論文
1967-04-25

医薬品の体内変化に関する研究(第7報) : スルファモノメトキシンの体内変化物について

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