| Autor: |
Kurbanova MM; Organic Chemistry Department, Baku State University, Z. Khalilov 23, Baku 1148, Azerbaijan., Maharramov AM; Organic Chemistry Department, Baku State University, Z. Khalilov 23, Baku 1148, Azerbaijan., Sadigova AZ; Organic Chemistry Department, Baku State University, Z. Khalilov 23, Baku 1148, Azerbaijan., Gurbanova FZ; Department of Pharmacy and Biotechnology, Bioinformatics, University of Bologna, Via Marsala, 49/A, 40126 Bologna, Italy., Mali SN; Department of Pharmaceutical Sciences and Technology, Birla Institute of Technology, Mesra 835215, India., Al-Salahi R; Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia., El Bakri Y; Department of Theoretical and Applied Chemistry, South Ural State University, Lenin Prospect 76, Chelyabinsk 454080, Russia., Lai CH; Department of Medical Applied Chemistry, Chung Shan Medical University, Taichung 40241, Taiwan. |
| Abstrakt: |
Despite extensive genetic and biochemical characterization, the molecular genetic basis underlying the biosynthesis of β-diketones remains largely unexplored. β-Diketones and their complexes find broad applications as biologically active compounds. In this study, in silico molecular docking results revealed that two β-diketone derivatives, namely 2-(2-(4-fluorophenyl)hydrazono)-5,5-dimethylcyclohexane-1,3-dione and 5,5-dimethyl-2-(2-(2-(trifluoromethyl)phenyl)hydrazono)cyclohexane-1,3-dione, exhibit anti-COX-2 activities. However, recent docking results indicated that the relative anti-COX-2 activity of these two studied β-diketones was influenced by the employed docking programs. For improved design of COX-2 inhibitors from β-diketones, we conducted molecular dynamics simulations, density functional theory (DFT) calculations, Hirshfeld surface analysis, energy framework, and ADMET studies. The goal was to understand the interaction mechanisms and evaluate the inhibitory characteristics. The results indicate that 5,5-dimethyl-2-(2-(2-(trifluoromethyl)phenyl)hydrazono)cyclohexane-1,3-dione shows greater anti-COX-2 activity compared to 2-(2-(4-fluorophenyl)hydrazono)-5,5-dimethylcyclohexane-1,3-dione. |
