Synthesis, Spectroscopic Characterization, Antibacterial Activity, and Computational Studies of Novel Pyridazinone Derivatives
Said Daoui,
Şahin Direkel,
Munjed M. Ibrahim,
Burak Tüzün,
Tarik Chelfi,
Mohammed Al-Ghorbani,
Mustapha Bouatia,
Miloud El Karbane,
Anass Doukkali,
Noureddine Benchat,
Khalid Karrouchi
Affiliations
Said Daoui
Laboratory of Applied Chemistry and Environment (LCAE), Department of Chemistry, Faculty of Sciences, University Mohammed I, Oujda 60000, Morocco
Şahin Direkel
Department of Medical Microbiology, Faculty of Medicine, Giresun University, Giresun 28100, Turkey
Munjed M. Ibrahim
Department of Pharmaceutical Chemistry, College of Pharmacy, Umm Al-Qura University, Makkah 21955, Saudi Arabia
Burak Tüzün
Science Faculty, Department of Chemistry, Cumhuriyet University, Sivas 58140, Turkey
Tarik Chelfi
Laboratory of Applied Chemistry and Environment (LCAE), Department of Chemistry, Faculty of Sciences, University Mohammed I, Oujda 60000, Morocco
Mohammed Al-Ghorbani
Department of Chemistry, Ulla Science and Art College, Taibah University, KSA, Medina 42353, Saudi Arabia
Mustapha Bouatia
Laboratory of Analytical Chemistry and Bromatology, Team of Formulation and Quality Control of Health Products, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, Rabat 10100, Morocco
Miloud El Karbane
Laboratory of Analytical Chemistry and Bromatology, Team of Formulation and Quality Control of Health Products, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, Rabat 10100, Morocco
Anass Doukkali
Laboratory of Analytical Chemistry and Bromatology, Team of Formulation and Quality Control of Health Products, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, Rabat 10100, Morocco
Noureddine Benchat
Laboratory of Applied Chemistry and Environment (LCAE), Department of Chemistry, Faculty of Sciences, University Mohammed I, Oujda 60000, Morocco
Khalid Karrouchi
Laboratory of Analytical Chemistry and Bromatology, Team of Formulation and Quality Control of Health Products, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, Rabat 10100, Morocco
In this work, a novel series of pyridazinone derivatives (3–17) were synthesized and characterized by NMR (1H and 13C), FT-IR spectroscopies, and ESI-MS methods. All synthesized compounds were screened for their antibacterial activities against Staphylococcus aureus (Methicillin-resistant), Escherichia coli, Salmonella typhimurium, Pseudomonas aeruginosa, and Acinetobacter baumannii. Among the series, compounds 7 and 13 were found to be active against S. aureus (MRSA), P. aeruginosa, and A. baumannii with the lowest MIC value range of 3.74–8.92 µM. Afterwards, DFT calculations of B3LYP/6-31++G(d,p) level were carried out to investigate geometry structures, frontier molecular orbital, molecular electrostatic potential maps, and gap energies of the synthesized compounds. In addition, the activities of these compounds against various bacterial proteins were compared with molecular-docking calculations. Finally, ADMET studies were performed to investigate the possibility of using of the target compounds as drugs.
