Chemical Modification of Ansamitocins. II. Synthesis of 3-Epimaytansionoids via 3-Maytansinones
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概要
- 論文の詳細を見る
As part of our recent search for new semisynthetic analogs of maytansinoids having a better therapeutic ratio than maytansine, we synthesized 3-epimaytansinoids (VIIIa-c) starting from ansamitocin P-3,a fermentation product of Nocardia sp., via maytansinol (I). A key intermediate, 3-epimaytansinol (VI), was synthesized by oxidation of I with pyridinium chlorochromate to 3-maytansinone (IV), followed by stereoselective reduction with NaBH_4. Esterification of VI with appropriate carboxylic acids gave the corresponding 3-epimaytansinoids (VIIIa-c) in high yields. These compounds did not show the biological activity characteristic of natural maytansinoids to any appreciable degree.
- 公益社団法人日本薬学会の論文
- 1984-07-25
著者
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橋本 直人
Central Research Division Takeda Chemical Industries Ltd.
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野村 容朗
Research and Development Division, Eisai Company, Ltd.,
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河合 昭悦
Central Research Division, Takeda Chemical Industries, Ltd.
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秋元 浩
Chemistry Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.
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河合 昭悦
Chemistry Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.
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橋本 直人
Chemistry Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.
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野村 容朗
Chemistry Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.
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野村 容朗
Research And Development Division Eisai Company Ltd.
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Nomura Hiroaki
Research And Development Division Eisai Company Ltd.
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秋元 浩
武田薬品工業(株)
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秋元 浩
武田薬品工業
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秋元 浩
武田薬品工業(株)化学研究所
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河合 昭悦
Central Research Division Takeda Chemical Industries Ltd.
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