Synthesis and antimicrobial activity of azepine and thiepine derivatives

NINA BOŽINOVIĆ, IRENA NOVAKOVIĆ, SLAĐANA KOSTIĆ RAJAČIĆ, IGOR M. OPSENICA, BOGDAN A. ŠOLAJA

Abstract


A series of new pyridobenzazepine and pyridobenzothiepine derivatives was synthesized by Pd-catalyzed formation of C–N and C–S bonds. All synthesized compounds were tested for their in vitro antimicrobial activity. The pyridobenzazepine derivatives showed better antibacterial and antifungal activity than the corresponding dipyridoazepine analogue. Among the synthesized azepines, derivative 8 displayed potent activity against the tested bacteria (MIC ranged 39–78 µg mL-1), while azepine 12 showed promising antifungal activity (MIC ranged 156–313 µg mL-1). The synthesized thiepine derivatives exhibited weak antibacterial activity, but showed pronounced antifungal activity.

Keywords


azepines; thiepines; heterocycles; palladium; antibacterials; antifungal



DOI: https://doi.org/10.2298/JSC150116013B

Copyright (c) 2015 Journal of the Serbian Chemical Society - J. Serb. Chem. Soc.

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