Na^+-Glucose Cotransporter Inhibitors as Antidiabetic Agents. II. Synthesis and Structure-Activity Relationships of 4'-Dehydroxyphlorizin Derivatives

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概要

• 論文の詳細を見る

• A novel series of 4'-dehydroxyphlorizin derivatives was synthesized and the effects of these compounds on urinary glucose excretion were evaluated in rats. There was a strict structural requirement for activity. Introduction of a small substituent or a flat ring at the 3- and/or the 4-position on the A ring was permissible, but any change at the bridge part between the A and B rings or in the sugar moiety resulted in complete loss of activity. The 6'-OH group on the B ring was also necessary, and even small structural modifications of the 6'-OH group reduced the activity considerably. Among the compounds synthesizez, the 5-benzofuryl derivative 25 was the most potent and was selected as a new lead for further structure-activity relationship investigations.

• 公益社団法人日本薬学会の論文
• 1998-01-15

著者

• Matsumoto M

  Osaka Medical Center For Cancer And Cardiovascular Diseases Osaka

• Matsumoto Misako

  Department Of Immunology Osaka Medical Center For Cancer And Cardiovascular Diseases

• TSUDA Kinsuke

  Laboratory of Metabolism, Graduate School of Human and Environmental Studies, Kyoto University

• Matsumoto Mitsuharu

  Takeda Chemical Industries Ltd. Pharmaceutical Research Division

• Kano-ishihara Tomomi

  Discovery Research Laboratory Tanabe Seiyaku Co. Ltd.

• Funami Nobuyuki

  Lead Optimization Research Laboratory Tanabe Seiyaku Co. Ltd.

• Tsujihara K

  Discovery Research Laboratory Tanabe Seiyaku Co. Ltd.

• Hongu M

  Lead Optimization Research Laboratory Tanabe Seiyaku Co. Ltd.

• Hongu Mitsuya

  Lead Optimization Research Laboratory Tanabe Seiyaku Co. Ltd.

• TANAKA Takashi

  Lead Optimization Research Laboratory, Tanabe Seiyaku Co., Ltd.,

• SAITO Kunio

  Lead Optimization Research Laboratory, Tanabe Seiyaku Co., Ltd.,

• ARAKAWA Kenji

  Lead Optimization Research Laboratory, Tanabe Seiyaku Co., Ltd.,

• MATSUMOTO Mamoru

  Lead Optimization Research Laboratory, Tanabe Seiyaku Co., Ltd.,

• TSUJIHARA Kenji

  Lead Optimization Research Laboratory, Tanabe Seiyaku Co., Ltd.,

• Tsuda Kinsuke

  Laboratory Of Metabolism Graduate School Of Human And Environmental Studies Kyoto University

• Tsuda Kinsuke

  Graduate School Of Human Science Kyoto University

• Arakawa K

  Pharmacology Research Laboratories Tanabe Seiyaku Co. Ltd.

• Tsuda Kinsuke

  Kyoto Univ. Kyoto Jpn

• Matsumoto Mitsuhiro

  First Department Of Internal Medicine Kumamoto University School Of Medicine

• Saito K

  Graduate School Of Pharmaceutical Sciences Chiba University

• Saito K

  Saitama Institute Of Public Health

• Saito Kazuki

  Faculty Of Pharmaceutical Sciences Laboratory Of Molecular Biology And Biotechnology Research Center

• Tanaka Takashi

  Lead Optimization Research Laboratory Tanabe Seiyaku Co. Ltd.

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