SYNTHESIS AND ANTIVIRAL ACTIVITY OF 3'-HETEROCYCLIC SUBSTITUTED 3'-DEOXYTHYMIDINES

被引：41

作者：

WIGERINCK, P

VANAERSCHOT, A

JANSSEN, G

CLAES, P

BALZARINI, J

DECLERCQ, E

HERDEWIJN, P

机构：

[1] CATHOLIC UNIV LEUVEN,REGA INST MED RES,PHARMACEUT CHEM LAB,MINDERBROEDERSST 10,B-3000 LOUVAIN,BELGIUM

[2] CATHOLIC UNIV LEUVEN,CHEMOTHERAPY LAB,B-3000 LOUVAIN,BELGIUM

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1990年 / 33卷 / 02期

关键词：

D O I：

10.1021/jm00164a063

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Various 3'-deoxythymidine analogues with an heterocyclic five-membered ring in the 3'-erythro position have been synthesized. The pyrrol-1-yl (3) and the 1,2,4-triazol-4-yl (5) compounds were synthesized from l-(3-amino-2,3-dideoxy-β-D-eryhiro-pentofuranosyl)thymine. The pyrazol-1-yl (16a), imidazol-1-yl (16b), and 1,2,4-triazol-1-yl (16c) derivatives were obtained by epoxide opening of the corresponding l-(2,3-anhydro-β-D-lyxofuranosyl)thymines followed by 2'-deoxygenation. Only the 3'-pyrrol-l-yl derivative showed marginal antiviral activity against human immunodeficiency virus. © 1990, American Chemical Society. All rights reserved.

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页码：868 / 873

页数：6

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