Synthesis of 3'-deoxy-3'-C-methyl nucleoside derivatives.
2',3'-Dideoxy-3'-C-methyl nucleosides bearing the five naturally occurring nucleic acid bases were synthesized. Additionally, the 3'-deoxy-3'-C-methyl nucleoside analogues bearing 5-aminoimidazole-4-carboxamide as well as 1,2,4-triazole-3-carboxamide moieties were prepared. The synthesis of the corresponding 2',3'-dideoxy-3'-C-methyl triazole derivative was also accomplished. The dideoxynucleoside derivatives were prepared by radical deoxygenation from their 3'-deoxy-3'-C-methyl parent ribonucleosides. When evaluated for their antiviral activity in cell culture experiments, none of these compounds showed any significant antiviral activity.
Aljarah
Mohamed
M
Institut des Biomolécules Max Mousseron, UMR 5247 CNRS-UM 1-UM 2, Université Montpellier 2, Case Courrier 1705, Place E. Bataillon, 34095 Montpellier cedex 05, France.
Couturier
Sarah
S
Mathé
Christophe
C
Périgaud
Christian
C
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000998:Antiviral Agents; D009705:Nucleosides