p-Methylaminophenolのエーテル型グルクロナイドの単離
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A glucuronic acid conjugate was isolated from the urine of rabbits receiving p-(methyl-amino)phenol by the lead acetate method and recrystallized from hydrous ethanol to colorless needles (I), m.p. 219°(decomp.), [α]^ <15>_D-70°(H_2O). The fact that hydrolysis of I with β-glucuronidase gave p-methylaminophenol and glucuronic acid, together with the results of elementary analysis, indicated that I was p-methylaminophenyl β-D-glucopyranosiduronic acid containing one-half molecule of water (C_<13>H_<17>O_7N・1/2H_2O). Synthetic evidence for the structure of I was provided by the fact that methylacetyl derivative obtained by methylation and acetylation of I was found to be identical with authentic methyl [p-(N-methylacetamido)phenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid]uronate prepared from p-(N-methylacetamido)phenol and methyl (2,3,4-tri-O-acetyl-α-D-gluco-pyranosylbromid)uronate by mixed m.p. and infrared spectra.
- 公益社団法人日本薬学会の論文
- 1966-12-25
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