Chemical Problems; 2027; V. 25(1); p. 29-52
PREPARATION, SPECTRAL CHARACTERIZATION, MOLECULAR DOCKING, ANDANTIOXIDANT ACTIVITY OF NEW SYMMETRICAL DIMERS DERIVATIVES OFOXAZEPINE STARTING FROM PYRIDINE-5,7-DIONE ANHYDRIDE
Department of Applied Chemistry, College of Applied Sciences-Hit, University of Anbar, Anbar, Iraq.
Department of Biology, College of Science, University of Raparin, Rania, Sulaymaneyah Governorate 46012
Department of Environment, College of Applied Sciences-Hit, University of Anbar, Anbar, Iraq.
E-mail:
*manafguma@uoanbar.edu.iq
Received Date: 2025-05-13
Accepted Date: 2025-08-29
Keywords:
Pyridine-5, 7-dione anhydride, Antioxidant activity, Oxazepine derivatives, docked protein.
Notes:
This study reports the synthesis of a series of oxazepine derivatives via a condensation reaction between amines and various benzaldehyde derivatives, using benzene as the solvent. The resulting intermediates were subsequently reacted with pyridine-5,7-dione anhydride in dry benzene to afford oxazepine derivatives (H1–H6). The synthesized compounds were characterized by Fourier-transform infrared (FT-IR) spectroscopy, proton nuclear magnetic resonance (¹H-NMR) spectroscopy, and mass spectrometry. Reaction progress was monitored using thin-layer chromatography (TLC).
The antioxidant activity of compounds H1–H6 was evaluated and compared with that of vitamin C. In addition, molecular docking studies were performed for selected compounds (H1, H4, and H6) against tyrosinase (PDB ID: 3NM8) to identify optimal binding sites and evaluate interactions with neighboring residues. The docked complexes exhibited RMSD values of 1.16, 1.40, and 1.30 Å for H1, H4, and H6, respectively. Among the tested compounds, H4 showed the highest binding affinity, in good agreement with the experimental results.
Overall, the synthesized oxazepine derivatives demonstrated moderate antioxidant activity, warranting further in vivo investigation.