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

MedChemComm Pub Date: 2017-03-03 DOI: 10.1039/C6MD00657D

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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