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Issue 9, 2017
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Sugar modified pyrimido[4,5-b]indole nucleosides: synthesis and antiviral activity

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Abstract

Three types of sugar modified pyrimido[4,5-b]indole nucleosides (2′-deoxy-2′-fluororibo-, 2′-deoxy-2′-fluoroarabino- and arabinonucleosides) were synthesized by glycosylation of 4,6-dichloropyrimido[4,5-b]indole followed by modification of sugar moiety and introduction of substituents into position 4 by cross-coupling reactions or nucleophilic substitutions. Some 2′-fluororibo- and 2′-fluoroarabinonucleosides displayed interesting anti-HCV activities (IC50 = 1.6–20 μM) and the latter compounds also some anti-dengue activities (IC50 = 10.8–40 μM).

Graphical abstract: Sugar modified pyrimido[4,5-b]indole nucleosides: synthesis and antiviral activity

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Publication details

The article was received on 26 Jun 2017, accepted on 24 Aug 2017 and first published on 25 Aug 2017


Article type: Research Article
DOI: 10.1039/C7MD00319F
Citation: Med. Chem. Commun., 2017,8, 1856-1862
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    Sugar modified pyrimido[4,5-b]indole nucleosides: synthesis and antiviral activity

    J. Konč, M. Tichý, R. Pohl, J. Hodek, P. Džubák, M. Hajdúch and M. Hocek, Med. Chem. Commun., 2017, 8, 1856
    DOI: 10.1039/C7MD00319F

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