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  • Title: [Acyclic analogs of ribavirin. Synthesis and antiviral activity].
    Author: Tsilevich TL, Shchaveleva IL, Nosach LN, Zhovnovataia VL, Smirnov IP.
    Journal: Bioorg Khim; 1988 May; 14(5):689-93. PubMed ID: 3422011.
    Abstract:
    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.
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