3′-fluoro-3′-deoxy-5′-noraristeromycin derivatives:: Synthesis and antiviral analysis

被引:15
|
作者
Roy, Atanu [1 ]
Serbessa, Tesfaye [1 ]
Schneller, Stewart W. [1 ]
机构
[1] Auburn Univ, Dept Chem & Biochem, Auburn, AL 36849 USA
关键词
fluoro carbocyclic nucleosides; difluoromethylene; DAST;
D O I
10.1016/j.bmc.2006.03.011
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The promising antiviral properties of 3'-fluoro-3'-deoxyadenosine and 4',4'-difluoro-4'-deoxy-5'-noraristeromycin prompted the synthesis of the corresponding 3'-fluoro derivatives of 5'-noraristeromycin. These target compounds, which were prepared from the same readily accessible cyclopentenol, were found to be inactive when subjected to 31 viral assays. The results have some implications on the mechanism of antiviral action of 5'-noraristeromycin and provide guidance for future geminal-difluoro analog design. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4980 / 4986
页数:7
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