Synthesis and in vitro study of novel borneol derivatives as potent inhibitors of the influenza A virus

A. S. Sokolova, O. I. Yarovaya, M. D. Semenova, A. A. Shtro, I. R. Orshanskaya, V. V. Zarubaev, N. F. Salakhutdinov

    Research output: Contribution to journalArticlepeer-review

    22 Citations (Scopus)

    Abstract

    Herein, we present the design and synthesis of a series of novel heterocyclic derivatives of (-)-borneol and (-)-isoborneol as potent inhibitors of the influenza A virus. All compounds were tested for their toxicity against MDCK cells and for virus-inhibiting activity against the influenza virus A/Puerto Rico/8/34 (H1N1). Compounds 7, 16 and 26 containing a morpholine fragment exhibited the highest efficiency as agents inhibiting the replication of the influenza virus A(H1N1) with selectivity indices of 82, 45 and 65, correspondingly. Derivatives 9 (SI = 23) and 18 (SI = 25) containing a 1-methylpiperazine motif showed moderate antiviral activity. Structure-activity analysis of this new series of borneol derivatives revealed that a 1,7,7-trimethylbicyclo[2.2.1]heptan scaffold is required for the antiviral activity.

    Original languageEnglish
    Pages (from-to)960-963
    Number of pages4
    JournalMedChemComm
    Volume8
    Issue number5
    DOIs
    Publication statusPublished - 1 May 2017

    Keywords

    • CHANNEL
    • DISCOVERY
    • OSELTAMIVIR-RESISTANT INFLUENZA
    • UNITED-STATES
    • VIVO

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