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Issue 5, 2017
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Synthesis and in vitro study of novel borneol derivatives as potent inhibitors of the influenza A virus

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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.

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

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Publication details

The article was received on 28 Nov 2016, accepted on 28 Feb 2017 and first published on 03 Mar 2017


Article type: Research Article
DOI: 10.1039/C6MD00657D
Citation: Med. Chem. Commun., 2017,8, 960-963
  • Open access: Creative Commons BY-NC license
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    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 and N. F. Salakhutdinov, Med. Chem. Commun., 2017, 8, 960
    DOI: 10.1039/C6MD00657D

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