Motilides, Macrolides with Gastrointestinal Motor Stimulating Activity. : I. O-Substituted and Tertiary N-Substituted Derivatives of 8,9-Anhydroerythromycin A 6,9-Hemiacetal

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概要

• 論文の詳細を見る

• Chemical modifications of 8,9-anhydroerythromycin A 6,9-hemiacetal (1), which showed gastrointestinal motor stimulating (GMS) activity 10 times more potent than that of erythromycin A (EM-A), were undertaken to search for derivatives having stronger GMS activity and no antimicrobial activity; details are described in this and a subsequent paper. Displacement of a methyl group of the dimethylamino group of 1 with an ethyl group and an isopropyl group provided de(N-methyl)-N-ethyl-8,9-anhydroerythromycin A 6,9-hemiacetal (55) and de(N-methyl)-N-isopropyl-8,9-anhydroerythromycin A 6,9-hemiacetal (58), respectively. They showed significant GMS activity and no antibacterial activity. In particular, the GMS activity of 58 was increased to 248 times that of EM-A. EM-A and the derivatives obtained in this study mimic exogenous motilin in the dog. The name "motilide", meaning a motilin-like macrolide, is proposed for this new family of macrolide compounds.

• 公益社団法人日本薬学会の論文
• 1989-10-25

著者

• 大村 智

  The Kitasato Institute

• 豊田 元

  The Kitasato Institute And School Of Pharmaceutical Sciences Kitasato University

• 圓井 省吾

  Pharmaceutical Research Laboratories III, Takeda Chemical Industries, Ltd.,

• 砂塚 敏明

  The Kitasato Institute and School of Pharmaceutical Science of Kitasato University

• 続木 一夫

  The Kitasato Institute and School of Pharmaceutical Science of Kitasato University

• 圓井 省吾

  The Kitasato Institute and School of Pharmaceutical Science of Kitasato University

• 稲富 信博

  College of Medical Technology of Gunma University

• 伊藤 漸

  College of Medical Technology of Gunma University

• 圓井 省吾

  Pharmaceutical Research Laboratories Iii Takeda Chemical Industries Ltd.

• 続木 一夫

  The Kitasato Institute And School Of Pharmaceutical Sciences Kitasato University

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• Motilides, Macrolides with Gastrointestinal Motor Stimulating Activity. : II. Quaternary N-Substituted Derivatives of 8,9-Anhydroerythromycin A 6,9-Hemiacetal and 9,9-Dihydroerythromycin A 6,9-Epoxide
• Motilides, Macrolides with Gastrointestinal Motor Stimulating Activity. : I. O-Substituted and Tertiary N-Substituted Derivatives of 8,9-Anhydroerythromycin A 6,9-Hemiacetal

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