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

被引:2
|
作者
Abu Khadra, Khalid M. [1 ]
AL-Saadi, Huda A. [2 ]
Assaf, Areej M. [3 ]
Awwadi, Firas F. [4 ]
Mizyed, Shehadeh [2 ]
机构
[1] Yarmouk Univ, Dept Biol Sci, Irbid 21163, Jordan
[2] Yarmouk Univ, Chem Dept, Irbid 21163, Jordan
[3] Univ Jordan, Sch Pharm, Amman 11942, Jordan
[4] Univ Jordan, Fac Sci, Chem Dept, Amman 11942, Jordan
关键词
benzoxazepine derivatives; heterocyclic compounds; X-ray structures; anti-cancer; anti-inflammatory and anti-microbial activities; BENZOXAZEPINE DERIVATIVES; IL-6;
D O I
10.21577/0103-5053.20230116
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Synthesized benzoxazepine derivatives have been characterized and evaluated using 1H, 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-& alpha; (TNF-& alpha;) 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.
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页数:11
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