SYNTHESIS AND ANTIVIRAL EVALUATION OF ENANTIOMERIC 2',3'-DIDEOXY-2',3'-DIDEOXY-4'-THIONUCLEOSIDES AND 2',3'-DIDEHYDRO-2',3'-DIDEOXY-4'-THIONUCLEOSIDES

被引：52
|
作者：
YOUNG, RJ
SHAWPONTER, S
THOMSON, JB
MILLER, JA
CUMMING, JG
PUGH, AW
RIDER, P
机构：
[1] Department of Medicinal Chemistry, The Wellcome Foundation Ltd., Beckenham
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1995年 / 5卷 / 22期
关键词：
D O I：
10.1016/0960-894X(95)00472-6
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The synthesis and antiviral evaluation of 2',3'-dideoxy and 2',3'-didehydro-2',3'-dideoxy 4'-thionucleosides in both enantiomeric series are described. Enantiomeric 4-O-silylated-4-hydroxymethyl-4-thiobutyrolactones, produced in high yield from chiral glycidols, provided suitable chiral synthons: phenylselenation of these intermediates resulted in anomeric selectivity in nucleobase glycosidations. L-d4-cytidine analogues showed marked anti-HBV and anti-HIV activity.
引用
收藏
页码：2599 / 2604
页数：6
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