Antiproliferative, Anti-Inflammatory and Anti-Microbial Activities of Synthesized Benzo[f]benzo[4,5]imidazo[1,2-d][1,4]oxazepine and Benzo[f]benzo[4,5]oxazolo[3,2-d][1,4]oxazepine Derivatives

Abstract

Synthesized benzoxazepine derivatives have been characterized and evaluated using 1 H, 13C nuclear magnetic resonance (NMR), DEPT 135 (distortionless enhancement by polarization transfer), and high resolution mass spectrometry (HRMS) to confirm the leading benzoxazepine chemical structures. X-ray crystal structure of compounds 10 and 13 (10,11-dimethyl-6,7-dihydrobenzo[f] benzo[4,5]imidazo[1,2-d][1,4]oxazepine and 8,9-dihydrobenzo[4,5]imidazo[1,2-d]naphtho[1,2-f] [1,4]oxazepine) were obtained after successful diffraction of the compound crystals. The anti-microbial, anti-cancer and anti-inflammatory activities of the synthesized benzoxazepine derivatives were evaluated. The effect of benzoxazepine derivatives on cancer cell proliferation and microbial growth was studied. Our results revealed limited antimicrobial activity to the synthesized benzoxazepine derivatives with significant activities against certain bacterial pathogens for two compounds. The synthesized benzoxazepine derivatives displayed cytotoxicity against selected solid tumor cell lines with varying effects on the release of human interleukin-6 (IL-6) and tumor necrosis factor-α (TNF-α) pro-inflammatory cytokines depending on the cancer cell type used. The results of the study suggest that the synthesized benzoxazepine derivatives show anti-cancer and anti-inflammatory agents, though with dependence on the type of cancer cell line.