Synthesis of 5-aza-7-deazaguanine nucleoside derivatives as potential anti-flavivirus agents.
Coupling suitable sugars (D- or L-ribofuranose, 2' or 3-deoxysugar, branched sugars) with 2-aminoimidazo[1,2-a]-s-triazin-4-one was carried out using the different reaction conditions: 1) condensation in the presence of sodium hydride; or 2) condensation using Vorbrüggen's methods. The 5-aza- 7-deazaguanine nucleoside analogues obtained were evaluated in cell culture experiments for the inhibition of the replication of a number of RNA viruses, including BVDV, YFV, and WNV.
Dukhan
D
D
Laboratoire Coopératif Idenix-CNRS, Université Montpellier II, Montpellier Cedex 5, France.
Leroy
F
F
Peyronnet
J
J
Bosc
E
E
Chaves
D
D
Durka
M
M
Storer
R
R
La Colla
P
P
Seela
F
F
Gosselin
G
G
D000998:Antiviral Agents / Q000737:chemistry / Q000494:pharmacology*; D002626:Chemistry, Pharmaceutical / Q000379:methods; D015195:Drug Design; D005416:Flavivirus / Q000378:metabolism*; D018177:Flavivirus Infections / Q000188:drug therapy*; D006147:Guanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D006151:Guanosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D006801:Humans; D008956:Models, Chemical; D009705:Nucleosides / Q000737:chemistry; D011741:Pyrimidine Nucleosides / Q000737:chemistry; D012263:Ribonucleosides / Q000737:chemistry
D000998:Antiviral Agents; D009705:Nucleosides; D011741:Pyrimidine Nucleosides; D012263:Ribonucleosides; D006151:Guanosine; D006147:Guanine; C066856:7-deazaguanine