doiSerbia

Synthesis and antimicrobial activity of azepine and thiepine derivatives

Božinović Nina (Faculty of Chemistry, Belgrade)
Novaković Irena (Institute of Chemistry, Technology, and Metallurgy, Belgrade)
Kostić-Rajačić Slađana (Institute of Chemistry, Technology, and Metallurgy, Belgrade)
Opsenica Igor M. (Faculty of Chemistry, Belgrade)
Šolaja Bogdan A. (Faculty of Chemistry, Belgrade)

A series of new 5H-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 5H-pyridobenzazepine derivatives showed better antibacterial and antifungal activity than corresponding 5H-dipyridoazepine analogs. Among the synthesized azepines, derivative 8 displayed potent activity against tested bacteria (MIC = 39-78 μg/mL), while azepine 12 showed promising antifungal activity (MIC = 156-313 μg/mL). The synthesized thiepine derivatives exhibited weak antibacterial activity, but showed pronounced antifungal activity.

Keywords: azepines, thiepines, heterocycles, palladium, antibacterials, anti-fungal

Projekat Ministarstva nauke Republike Srbije, br. 172008