Alkyne-azide click chemistry mediated carbanucleosides synthesis.
Hitherto unknown 1,4-disubstituted-[1,2,3]-triazolo-4',4'-dihydroxymethyl-3'-deoxy carbanucleosides were synthesized based on a "click approach." Various alkynes were introduced on a key azido intermediate by the "click" 1,3-dipolar Huisgen cycloaddition. Their antiviral activities and cellular toxicities were evaluated on vaccinia virus. None of the synthesized compounds exhibited a significant antiviral activity.
Broggi
Julie
J
Institut de Chimie Organique et Analytique, UMR 6005, Université d'Orléans, Orléans, France.
Joubert
Nicolas
N
Aucagne
Vincent
V
Berteina-Raboin
Sabine
S
Diez-Gonzalez
S
S
Nolan
Steve
S
Topalis
Dimitri
D
Deville-Bonne
Dominique
D
Balzarini
Jan
J
Neyts
Johan
J
Andrei
Graciela
G
Snoeck
Robert
R
Agrofoglio
Luigi A
LA
D000480:Alkynes / Q000737:chemistry*; D000998:Antiviral Agents / Q000138:chemical synthesis*; D001386:Azides / Q000737:chemistry*; D003500:Cyclization; D008872:Microwaves; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis*; D014230:Triazoles / Q000138:chemical synthesis*
D000480:Alkynes; D000998:Antiviral Agents; D001386:Azides; D009705:Nucleosides; D014230:Triazoles