Synthesis and antiviral evaluation of the beta-L-enantiomers of some thymine 3 '-deoxypentofuranonucleoside derivatives

Citation
C. Mathe et G. Gosselin, Synthesis and antiviral evaluation of the beta-L-enantiomers of some thymine 3 '-deoxypentofuranonucleoside derivatives, NUCLEOS NUC, 19(10-12), 2000, pp. 1517-1530
Citations number
31
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
ISSN journal
15257770 → ACNP
Volume
19
Issue
10-12
Year of publication
2000
Pages
1517 - 1530
Database
ISI
SICI code
1525-7770(2000)19:10-12<1517:SAAEOT>2.0.ZU;2-P
Abstract
3'-Deoxy-beta -L-erythro- (3), 3'-deoxy-beta -L-threo- (6), 2'-fluoro- (7) and 2'-azido-2',3'-dideoxy-beta -L-elythro- (10) pentofuranonucleoside deri vatives of thymine have been synthesized and their antiviral properties exa mined. All these derivatives were stereospecifically prepared by glycosylat ion of thymine with a suitable peracylated 3-deoxy-L-elythro-pentofuranose sugar (1), followed by appropriate chemical modifications. The prepared com pounds were tested for their activity against HIV, but they did not show an antiviral effect.