THE CHEMISTRY OF 2',3'-SECONUCLEOSIDES .4. SYNTHESIS AND REACTIONS OF 3'-AZIDO-2',3'-DIDEOXY-2',3'-SECOTHYMIDINE AND RELATED ANALOGS

被引:26
作者
KUMAR, A [1 ]
WALKER, RT [1 ]
机构
[1] UNIV BIRMINGHAM,SCH CHEM,BIRMINGHAM B15 2TT,W MIDLANDS,ENGLAND
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4020(01)85449-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a series of 2,3-seconucleoside analogues related to nucleosides previously shown to possess anti-HIV activity is described. Using strategies to distinguish between the three primary hydroxyl groups of a 2,3-seconucleoside, 3-azido-2,3-dideoxy-2,3-secothymidine and 2,3-dideoxy-2,3- secothymidine have been prepared. These compounds, several of the intermediates in their synthesis, as well as O22-anhydro-3-azido-3-deoxy-2,3-secothymidine and several 2,3-secouridine analogues have been tested for their ability to prevent infection of cells by HIV. None showed any significant toxicity or antiviral activity. © 1990.
引用
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页码:3101 / 3110
页数:10
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