Synthesis and Hypnotic and Anti-Human Immunodeficiency Virus-1 Activities of N^3-Substituted 2'-Deoxy-2'-fluorouridines

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概要

• 論文の詳細を見る

• Reaction of 9-[3,5-di-O-(tetrahydropyran-2-yl)-β-D-arabinofuranosyl]uracil (2) with diethylaminosulfur trifluoride in the presence of pyridine afforded 2'-deoxy-2'-fluororiboside 3a, from which 2'-deoxy-2'-fluorocytidine (4b) has been synthesized in good yield. Compound 3a was deprotected and subsequently treated with various benzyl halides or 2-chloro-4-fluoroacetophenone to give corresponding N^3-substituted 2'-deoxy-2'-fluorouridines 5a-c and 6. Compounds 5a-c, as well as 6,showed weak hypnotic activity in mice. Compound 4b showed moderate antiviral activity against human immunodeficiency virus-1 but 3b, 5a-c, and 6 were virtually inactive.

• 社団法人日本薬学会の論文
• 1994-03-15

著者

• 佐藤 美洋

  北海道大学大学院薬学研究院

• 山本 郁男

  Department of Hygienic Chemistry, Faculty of Pharmaceutical Sciences, Hokuriku University

• 佐藤 佳子

  Department Of Pharmaceutical Sciences Tokushima Bunri University

• Sato Y

  Osaka Prefecture University

• 丸山 徳見

  Department of Pharmaceutical Sciences, Tokushima Bunri University

• 内海 邦彦

  Department of Pharmaceutical Sciences, Tokushima Bunri University

• 木村 敏行

  Department of Hygienic Chemistry, Faculty of Pharmaceutical Sciences, Hokuriku University

• RICHMAN Douglas

  Departments of Pathology and Medicine, University of California

• Sato Y

  (present Address)tsukuba Research Institute Banyu Pharmaceutical Co. Ltd.

• 内海 邦彦

  Department Of Pharmaceutical Sciences Tokushima Bunri University

• Richman Douglas

  Departments Of Pathology And Medicine University Of California

• 丸山 徳見

  徳島文理大 薬

• 佐藤 嘉信

  Department Of Chemical Engineering University Of Osaka Prefecture

• 丸山 徳見

  Department Of Pharmaceutical Sciences Tokushima Bunri University

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