SYNTHESIS AND ANTI-HIV ACTIVITY OF ISONUCLEOSIDES

被引：66

作者：

HURYN, DM ^{[1
]}

SLUBOSKI, BC ^{[1
]}

TAM, SY ^{[1
]}

WEIGELE, M ^{[1
]}

SIM, I ^{[1
]}

ANDERSON, BD ^{[1
]}

MITSUYA, H ^{[1
]}

BRODER, S ^{[1
]}

机构：

[1] NCI,CLIN ONCOL PROGRAM,BETHESDA,MD 20892

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1992年 / 35卷 / 13期

关键词：

D O I：

10.1021/jm00091a001

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of isomeric 2',3'-dideoxynucleosides which contains a modified carbohydrate moiety has been prepared. This class of compounds was designed to mimic the activity of known anti-HIV dideoxynucleosides, while imparting enhanced chemical and enzymatic stability. Isonucleosides containing the standard heterocyclic bases (A, C, G, T) were synthesized via nucleophilic addition of the base to an isomeric sugar unit. Modified derivatives were generated by manipulation of the intact isonucleoside. Two of the compounds prepared, iso-ddA (1) and iso-ddG (6), exhibit significant and selective anti-HIV activity, as well as beneficial hydrolytic stability.

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页码：2347 / 2354

页数：8

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