[Acyclic analogs of ribavirin. Synthesis and antiviral activity].
Activity of several ribavirin analogues, viz.1-(2-hydroxyethoxymethyl)-, 1-(3-hydroxypropoxymethyl)-, 1-(4-hydroxybutoxymethyl)- and 1-(2,3-dihydroxypropyl)-1,2,4-triazole 5- and 3-carboxamides, against human adenovirus type 2 in the Hep-2 cell culture has been studied. The ether oxygen atom imitating the ribose O4' was shown to be essential for the antiviral activity. 1-(2-Hydroxyethoxymethyl)-1,2,4-triazole 3-carboxamide, a structural analogue of ribavirin in which the hydroxyl group is apparently equivalent to the ribose 5'-OH, possesses the highest activity among the compounds studied. Lengthening of the alkyl side chain reduces essentially the antiviral activity.
T L
TL
Tsilevich
I L
IL
Shchaveleva
L N
LN
Nosach
V L
VL
Zhovnovataia
I P
IP
Smirnov
D000260:Adenoviruses, Human / Q000187:drug effects; D000998:Antiviral Agents / Q000138:chemical synthesis*; D002460:Cell Line; D055598:Chemical Phenomena; D002621:Chemistry; D006801:Humans; D012254:Ribavirin / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D012263:Ribonucleosides / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship
D000998:Antiviral Agents; D012263:Ribonucleosides; D012254:Ribavirin
Atsiklicheskie analogi ribavirina. Sintez i protivovirusnaia aktivnost'.