PHOSPHONATE ANALOGS OF CARBOCYCLIC NUCLEOTIDES

被引：22

作者：

ELLIOTT, RD ^{[1
]}

RENER, GA ^{[1
]}

RIORDAN, JM ^{[1
]}

SECRIST, JA ^{[1
]}

BENNETT, LL ^{[1
]}

PARKER, WB ^{[1
]}

MONTGOMERY, JA ^{[1
]}

机构：

[1] SO RES INST,POB 55305,BIRMINGHAM,AL 35255

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1994年 / 37卷 / 06期

关键词：

D O I：

10.1021/jm00032a006

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Cyclopentadiene was converted in six steps to the key intermediate (+/-)-(1alpha,2beta,4alpha)-4-amino-2-(benzyloxy)cyclopentanol (10), which in turn was converted to the carbocyclic nucleoside analogs 14 and 19 by standard procedures developed in these laboratories. Compounds 14 and 19 were then further converted to the target phosphonates 1b and 2b by modification of literature procedures. The phosphonate 1b was 40-fold more cytotoxic to HEp-2 cells than its parent, CDG, presumably after conversion to the diphosphoryl phosphonate.

引用

页码：739 / 744

页数：6

共 22 条

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