Synthesis and antiviral activities of 1,2,3-triazole functionalized thymidines: 1,3-dipolar cycloaddition for efficient regioselective diversity generation.
Efficient regioselective synthesis of nucleoside conjugates was achieved by cycloaddition reaction of azides and alkynes using sodium ascorbate/ CuSO4 system as a catalyst. These 16 novel thymidine analogues were obtained in excellent yields (75-100%), employing mild reaction conditions with a broad scope of structural modification. For the compounds tested, no specific antiviral effects could be witnessed against a broad range of viruses.
Zhou
Longhu
L
Department of Chemistry and Biochemistry, Northern Arizona University, AZ, USA.
Amer
Adel
A
Korn
Michael
M
Burda
Robert
R
Balzarini
Jan
J
De Clercq
Erik
E
Kern
Earl R
ER
Torrence
Paul F
PF
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D015195:Drug Design; D008958:Models, Molecular; D013329:Structure-Activity Relationship; D013936:Thymidine / Q000031:analogs & derivatives* / Q000494:pharmacology*; D014230:Triazoles / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000627:therapeutic use
D019380:Anti-HIV Agents; D000998:Antiviral Agents; D014230:Triazoles; D013936:Thymidine