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.
引用
收藏
页码：357 / 360
页数：4
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