Studies on Glucuronosides of Heterocyclic Compounds. I. Studies on the Synthesis and Properties of 2-Pyridyl β-D-Glucopyranosiduronic Acid and Its O→N Rearrangement
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概要
- 論文の詳細を見る
Condensation of methyl (tri-O-acetyl-a-D-glucopyranosyl bromide) uronate with silver 2-pyridyl oxide in toluene gave methyl (2-pyridyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)-uronate (III). Removal of the protecting groups from III afforded the O-glucuronide of 2-hydroxy pyridine (V). The O→N rearrangement of the glucuronosyl residue in III was effected by refluxing the toluene solution of III in the presence of mercuric bromide. An attempt to hydrolyze V and VIII by the β-glucuronidase was made. It was found that whereas the O-glycoside (V) is hydrolysable by this enzyme, the N-glycoside (VIII) is completely inert to it. Acid-and alkali-catalyzed hydrolyses of V and VIII were also investigated.
- 社団法人日本薬学会の論文
- 1969-04-25
著者
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滝谷 昭司
Faculty Of Pharmaceutical Sciences Science University Of Tokyo
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及川 裕二
Faculty Of Pharmaceutical Sciences Hokkaido University
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岸川 虎比古
Research Laboratories, Morishita Pharmaceutical Co., Ltd.
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岸川 虎比古
Faculty of Pharmaceutical Sciences, Science University of Tokyo
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岸川 虎比古
Research Laboratories Morishita Pharmaceutical Co. Ltd.
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及川 裕二
Faculty Of Pharmaceutical Sciences Science University Of Tokyo
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