SYNTHESIS OF A DIFLUOROMETHYLENEPHOSPHONATE ANALOG OF AZT-5'-TRIPHOSPHATE AND ITS INHIBITION OF HIV-1 REVERSE-TRANSCRIPTASE

被引：34

作者：

HEBEL, D ^{[1
]}

KIRK, KL ^{[1
]}

KINJO, J ^{[1
]}

KOVACS, T ^{[1
]}

LESIAK, K ^{[1
]}

BALZARINI, J ^{[1
]}

DECLERCQ, E ^{[1
]}

TORRENCE, PF ^{[1
]}

机构：

[1] REGA INST,B-3000 LOUVAIN,BELGIUM

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1991年 / 1卷 / 07期

关键词：

D O I：

10.1016/S0960-894X(01)80472-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Difluoromethylenebisphosphonic acid was prepared by acetyl hypofluorite-mediated fluorination of tetraisopropyl methylenebisphosphonate and ester hydrolysis. Coupling to 3'-azido-3'-deoxythymidine 5'-monophosphate gave the title compound. The difluoromethylenephosphonate was 30-fold less effective than AZT-triphosphate as a competitive inhibitor of HIV-1 reverse transcriptase but 10-fold more effective than the methylenephosphonate analogue.

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页码：357 / 360

页数：4

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