SYNTHESIS AND ANTIVIRAL ACTIVITY OF MONOFLUORO AND DIFLUORO ANALOGS OF PYRIMIDINE DEOXYRIBONUCLEOSIDES AGAINST HUMAN-IMMUNODEFICIENCY-VIRUS (HIV-1)

被引：69

作者：

MARTIN, JA ^{[1
]}

BUSHNELL, DJ ^{[1
]}

DUNCAN, IB ^{[1
]}

DUNSDON, SJ ^{[1
]}

HALL, MJ ^{[1
]}

MACHIN, PJ ^{[1
]}

MERRETT, JH ^{[1
]}

PARKES, KEB ^{[1
]}

ROBERTS, NA ^{[1
]}

THOMAS, GJ ^{[1
]}

GALPIN, SA ^{[1
]}

KINCHINGTON, D ^{[1
]}

机构：

[1] ST MARYS HOSP,SCH MED,DEPT MED MICROBIOL,DIV VIROL,LONDON W2 1PG,ENGLAND

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1990年 / 33卷 / 08期

关键词：

D O I：

10.1021/jm00170a015

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A range of 2‘-fluoro and 2‘,3‘-difluoro analogues of pyrimidine deoxyribonucleosides have been synthesized and evaluated against human immunodeficiency virus (HIV-1) in a human lymphoblastoid cell line. Among these compounds, l-(2,3-dideoxy-2-fluoro-β-D-threopentofuranosyl)cytosine (12), 2',3'-didehydro-2‘,3'-dideoxy-2‘-fluorocytidine (35), l-(2,3-dideoxy-2,3-difluoro-β-D-arabinofuranosyl)cytosine (41), and 3‘-deoxy-2’,3‘-didehydro-2‘-fluorothymidine (45) were found to have significant antiviral activity, with IC50 values of 0.65, 10, 10, and 100 uM, respectively. The structure—activity relationships are discussed. © 1990, American Chemical Society. All rights reserved.

引用

页码：2137 / 2145

页数：9

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