HETEROAROMATIC TAXOL ANALOGS - THE CHEMISTRY AND BIOLOGICAL-ACTIVITIES OF 3'-FURYL AND 3'-PYRIDYL SUBSTITUTED TAXANES

被引：30

作者：

GEORG, GI ^{[1
]}

HARRIMAN, GCB ^{[1
]}

HEPPERLE, M ^{[1
]}

HIMES, RH ^{[1
]}

机构：

[1] UNIV KANSAS,DEPT BIOCHEM,LAWRENCE,KS 66045

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1994年 / 4卷 / 11期

关键词：

D O I：

10.1016/S0960-894X(01)80366-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel heterocyclic taxol analogues has been synthesized utilizing 2-azetidinones derived from the ester enolate-imine cyclocondensation. 2-Azetidinones possessing stereochemistry complementary to that of taxol's phenylisoserine side chain were synthesized in fair to high enantiomeric purity utilizing the chiral glycolate derived from Oppolzer's chiral auxiliary and the appropriate N-trimethylsilylaldimines. These novel analogues were evaluated in the microtubule assembly assay as well as tested for cytotoxicity against B16 melanoma cells. The 2-furyl analogue 29 proved to be more active than the parent, taxol.

引用

页码：1381 / 1384

页数：4

共 18 条

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