S-aryltriazole acyclonucleosides: synthesis and biological evaluation against hepatitis C virus.
Novel S-aryltriazole acyclonucleosides were designed as structural analogs based on the previously identified antiviral aryltriazole acyclonucleosides in our laboratories. These S-aryltriazole nucleosides were synthesized in excellent yields via S(N)Ar-mediated S-arylation, followed by subsequent ammonolysis. X-ray structural analysis revealed special structural feature brought by the S-linkage, which may represent an unfavorable factor contributing to the lack of anti-HCV activity for this family of triazole nucleosides.
Liu
Yang
Y
State Key Laboratory of Virology, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, PR China.
Xia
Yi
Y
Li
Wei
W
Cong
Mei
M
Maggiani
Alain
A
Leyssen
Pieter
P
Qu
Fanqi
F
Neyts
Johan
J
Peng
Ling
L
D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry*; D016174:Hepacivirus / Q000187:drug effects*; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013455:Sulfur / Q000737:chemistry; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D014961:X-Ray Diffraction
D000998:Antiviral Agents; D009705:Nucleosides; D014230:Triazoles; D013455:Sulfur