Synthesis of a paclitaxel isomer: C-2-acetoxy-C-4-Benzoate paclitaxel

被引：6

作者：

Chen, SH ^{[1
]}

Farina, V ^{[1
]}

Vyas, DM ^{[1
]}

Doyle, TW ^{[1
]}

机构：

[1] Bristol Myers Squibb Co, Pharmaceut Res Inst, Wallingford, CT 06492 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 16期

关键词：

D O I：

10.1016/S0960-894X(98)00383-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A synthesis of the C-2-acetoxy-C-4-benzoate paclitaxel 2 is described. This analog has the substituents at C-2 and C-4 transposed. The key steps in the synthesis include the sequential use of Red-Al as reducing agent for the regioselective reduction of the C-2 benzoate and the C-4 acetoxy within the baccatin core. Iso-paclitaxel 2 was considerably less potent than paclitaxel in tubulin polymerization and in vitro cytotoxicity assays. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2227 / 2230

页数：4

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