Total Synthesis of (±)-Acetomycin and Design of Esterase-Resistant Analogs

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概要

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• The synthesis of acetomycin and related analogs was investigated. Acetomycin was synthesized from diethyl allyl(methyl)malonate in 6.5% yield over 18 steps. The total number of steps was improved compared to our previous synthesis; i.e., four steps shorter, and the total yield was 4.5% greater than the previous synthesis. Acetomycin analogs with benzoyloxy and pivaloyloxy groups, instead of an acetoxy group at the 5-position of the γ-butyrolactone ring were designed as esterase-resistant models and prepared similarly.Although they showed a similar level of cytotoxicity as acetomycin in vitro, they were not resistant to porcine liver esterase, and lost cytotoxicity in vivo.

• 公益社団法人日本薬学会の論文
• 1999-04-15

著者

• YAMADA Yuji

  Taiho Pharmaceutical Co. Ltd

• SASAKI Takuma

  Department of Experimental Therapeutics, Kanazawa University Cancer Research Institute

• KOBAYASHI Naoko

  Department of Nursing, Keio University Hospital

• Kobayashi Naoko

  Departmen Of Chemistry Okayama University Of Science

• YONEMITSU Osamu

  Department of Chemistry, Okayama University of Science

• Sasaki Takuma

  Department Of Experimental Therapeutics Cancer Research Insitute Kanazawa University

• Yonemitsu Osamu

  Departmen Of Chemistry Okayama University Of Science

• KOMINE Shiho

  Departmen of Chemistry, Okayama University of Science

• OKADAI Takeshi

  Departmen of Chemistry, Okayama University of Science

• Komine Shiho

  Departmen Of Chemistry Okayama University Of Science

• Okadai Takeshi

  Departmen Of Chemistry Okayama University Of Science

• Uenishi Jun'ichi

  Departmen Of Chemistry Okayama University Of Science

• Yamada Yuji

  Taiho Pharmaceutical Co. Ltd.

• Sasaki Takuma

  Department Of Expenmental Therapeutlcs Cancer Research Institute Kanazawa University

• Uenishi Jun

  Departmen of Chemistry, Okayama University of Science

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