Efficient synthesis and anti-enteroviral activity of 9-arylpurines.
To further explore the anti-enteroviral activity of 9-aryl-6-chloropurines, three different series of compounds with a dialkylamino, (alkyl)amido, or oxazolidinone substituent at the aryl ring have been synthesized, in most cases with the aid of microwave-assisted synthesis. The resulting compounds efficiently inhibit Coxsackie virus type B3 (CVB3) replication with EC(50) values varying from 3 to 15 μM, and with no significant toxicity in Vero cells. The most potent compounds also selectively inhibit the replication of other enteroviruses including Coxsackie virus B4 and Echo virus 11. The cross-resistance studies performed with different 9-aryl-6-chloropurines indicate that they all belong to the same pharmacological family and differ from other CVB3 drugs such as enviroxime.
Instituto de Química Médica (IQM-CSIC), Madrid, Spain.
Leire
L
Aguado
María-Dolores
MD
Canela
Hendrik Jan
HJ
Thibaut
Eva-María
EM
Priego
María-José
MJ
Camarasa
Pieter
P
Leyssen
Johan
J
Neyts
María-Jesús
MJ
Pérez-Pérez
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002460:Cell Line; D002522:Chlorocebus aethiops; D029822:Enterovirus B, Human / Q000187:drug effects*; D004769:Enterovirus Infections / Q000188:drug therapy; D054879:Halogenation; D006801:Humans; D008826:Microbial Sensitivity Tests; D008872:Microwaves; D008958:Models, Molecular; D023303:Oxazolidinones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D011687:Purines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D014709:Vero Cells
D000998:Antiviral Agents; D023303:Oxazolidinones; D011687:Purines