[4'-Thio-5-ethyl-2'-deoxyuridine 5'-phosphonates: synthesis and antiviral activity].
A number of new 5'-phosphonate derivatives of 4'-thio-5-ethyl-2'-deoxyuridine (TEDU) were synthesized. These compounds displayed a low cytotoxicity and, except for TEDU 5'-fluorophosphate, antiherpes activity similar to that of 9-[(2-hydroxyethoxy)methyl]guanine (acyclovir) and 9-(4-hydroxy-3-hydroxymethylbut-1-yl)guanine (pencyclovir). 5'-Ethoxycarbonylphosphonate and 5'-aminocarbonylphosphonate of TEDU were also found to suppress the reproduction of herpes simplex type 1 virus, which is resistant to acyclovir.
Aleksandrova
L A
LA
Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, ul. Vavilova 32, GSP Moscow, 119991 Russia. chernov@imb.imb.ac.ru
Andronova
V L
VL
Karpenko
I L
IL
Skoblov
Iu S
IuS
Adani
A
A
Galegov
G A
GA
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D002522:Chlorocebus aethiops; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D004355:Drug Stability; D018259:Herpesvirus 1, Human / Q000187:drug effects* / Q000254:growth & development; D006801:Humans; D063065:Organophosphonates / Q000737:chemistry*; D014709:Vero Cells
D000998:Antiviral Agents; D063065:Organophosphonates; D003857:Deoxyuridine