Synthesis and antiviral activity of some C2-, C4-, and C6-substituted pyrazolo[3,4-D]pyrimidine acyclonucleosides with the alkylating chains of ACV, HBG, and ISO-DHPG.
A useful route to obtain trisubstituted pyrazolo[3,4-d]pyrimidines 14-17 is described. Those later were coupled with the alkylating agents 18-20 as in ACV, HBG, and iso-DHPG to give, after deprotection, the desired acylonucleosides 33-44. Almost all of the new compounds were evaluated for their inhibitory effects against the replication of various DNA viruses in culture.
Moukha-Chafiq
Omar
O
Laboratoire de Chimie Bio-Organique, Faculte des Sciences, Agadir, Maroc.
Taha
Mohamed Labd
ML
Lazrek
Hassan Bihi
HB
Vasseur
Jean-Jacques
JJ
Clercq
Erik De
ED
D000212:Acyclovir / Q000737:chemistry; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002478:Cells, Cultured; D006801:Humans; D011720:Pyrazoles / Q000737:chemistry*; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D011743:Pyrimidines / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry; D045789:Sesquiterpenes, Guaiane; D014779:Virus Replication / Q000187:drug effects
C487266:9alpha,10beta-dihydroxy-2beta,4beta-peroxy-1alpha,5beta,7alphaH-guaiane; D000998:Antiviral Agents; D011720:Pyrazoles; D011741:Pyrimidine Nucleosides; D011743:Pyrimidines; D012717:Sesquiterpenes; D045789:Sesquiterpenes, Guaiane; C014175:pyrazolo(3,4-d)pyrimidine; D000212:Acyclovir