Straightforward synthesis of triazoloacyclonucleotide phosphonates as potential HCV inhibitors.
Preparation of several triazoloacyclic nucleoside phosphonates is described. The key step of the synthesis involves a copper(I)-catalysed azide-alkyne 1,3-dipolar cycloaddition between azidoalkylphosphonates and propargylated nucleobases. The antiviral properties of these new analogues have been evaluated and revealed interesting potencies.
Institut des Biomolécules Max Mousseron, UMR 5247 CNRS-UM1-UM2, Université Montpellier II, Montpellier, France.
Hanane
H
Elayadi
Michael
M
Smietana
Christophe
C
Pannecouque
Pieter
P
Leyssen
Johan
J
Neyts
Jean-Jacques
JJ
Vasseur
Hassan B
HB
Lazrek
D000480:Alkynes / Q000737:chemistry; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D001386:Azides / Q000737:chemistry; D002384:Catalysis; D045744:Cell Line, Tumor; D003300:Copper / Q000737:chemistry; D016174:Hepacivirus / Q000187:drug effects*; D006801:Humans; D009711:Nucleotides / Q000737:chemistry*; D063065:Organophosphonates / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000737:chemistry*; D014779:Virus Replication / Q000187:drug effects
D000480:Alkynes; D000998:Antiviral Agents; D001386:Azides; D009711:Nucleotides; D063065:Organophosphonates; D014230:Triazoles; D003300:Copper