Synthesis and Structure-Activity Relationships of Novel 2', 2'-Difluoro Analogues of Docetaxel
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概要
- 論文の詳細を見る
To investigate the role of the 2'-hydroxy group at the C-13 side chain of docetaxel in the antitumor activity, we prepared several 2', 2'-difluoro derivatives of docetaxel and evaluated their cytotoxicity against mouse leukemia and human tumor cell lines and their microtubule disassembly-inhibitory activity. These analogues were prepared by esterification of protected 10-deacetylbaccatin III (21) with appropriate α, α-difluorinated carboxylic acids (Charts 1 and 2). Among these 2', 2'-difluorodocetaxel derivatives, 2', 2'-difluorodocetaxel (23b) was approximately 3-10 times as active as 2'-fluorodocetaxel (29a) in terms of cytotoxicity. In addition, the 3'-(2-furyl) (23h) and 3'-(2-pyrrolyl)(23p) analogues showed activity comparable or superior to that of docetaxel (2).
- 公益社団法人日本薬学会の論文
- 1997-11-15
著者
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HIROTA Yasuhide
New Product Research Laboratories III R&D Division, Daiichi Pharmaceutical Company Ltd.
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HIROTA Yukiko
Sagami Chemical Research Center
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Hirota Y
Sagami Chemical Research Center
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Ishii M
Department Of Physical Chemistry Graduate School Of Pharmaceutical Sciences Chiba University
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Mitsui Ikuo
New Product Research Laboratories Iv Daiichi Pharmaceitucal Co. Ltd.
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Ohsuki S
Medicinal Chemistry Research Laboratory Daiichi Pharmaceutical Co. Ltd.
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Uoto K
Medicinal Chemistry Research Laboratory Daiichi Pharmaceutical Co. Ltd. Tokyo R&d Center
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Terasawa H
Medicinal Chemistry Research Laboratory Daiichi Pharmaceutical Co. Ltd. Tokyo R&d Center
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Hirota Yasuhide
New Product Research Laboratories Iii R&d Division Daiichi Pharmaceutical Company Ltd.
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Soga T
Medicinal Chemistry Research Laboratory Daiichi Pharmaceutical Co. Ltd. Tokyo R&d Center
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UOTO Kouichi
New Product Research Laboratories IV, Daiichi pharmaceitucal Co., Ltd.,
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TAKENOSHITA Haruhiro
New Product Research Laboratories IV, Daiichi pharmaceitucal Co., Ltd.,
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TERASAWA Hirofumi
New Product Research Laboratories IV, Daiichi pharmaceitucal Co., Ltd.,
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SOGA Tsunehiko
New Product Research Laboratories IV, Daiichi pharmaceitucal Co., Ltd.,
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ISHIYAMA Takashi
New Product Research Laboratories IV, Daiichi Pharmaceutical Co., Ltd.,
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OHSUKI Satoru
New Product Research Laboratories IV, Daiichi Pharmaceutical Co., Ltd.,
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IIMURA Shin
New Product Research Laboratories IV, Daiichi Pharmaceutical Co., Ltd.,
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Ishiyama Takashi
New Product Research Laboratories Iv Daiichi Pharmaceutical Co. Ltd.
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