Synthesis, Biological Evaluation, and Docking Study of Novel 2-Phenyl-1- Benzopyran-4-One Derivatives - As a Potent Cyclooxygenase-2 Inhibitor

Abstract

Objective: The inflammation and oxidative stress were related together in the generation of reactive oxygen species, which is responsible for the enhancement of inflammation associated with various chronic diseases.
 Methods: The aim of this study is to synthezise and characterizes the flavones (2-phenyl-1-benzopyran-4-one) derivatives and analyzed by their docking hypothetical data as an effective anti-inflammatory mediator against cyclooxygenase-2 (COX-2) enzyme. Further, the evaluation of various in vitro antioxidant and anti-inflammatory studies was carried out.
 Results: The 10 compounds were synthesized and characterized by ultraviolet, infrared, nuclear magnetic resonance, and mass spectroscopic techniques. The docking data results of these 10 flavones derivatives against COX-2 enzymes (Protein Data Bank ID: 3LN1) showed the binding energy ranging between −5.53 kcal/mol and −7.02 kcal/mol when compared with that of the standard diclofenac (−6.34 kcal/mol). The in vitro studies suggest that the lipophilic character of the side chain donor, along with the hydroxyl substituted flavones found to have significant half maximal inhibitory concentration values.
 Conclusion: Based on these in silico and in vitro evaluation results, these synthesized compounds could act as a promising inhibitor to target the COX- 2 enzyme. Hence, those compounds were effective in the management of chronic diseases by exhibits free radical scavenging and anti-inflammatory property.

Dual evaluation of some novel chalcone annulated pyrazolines as anti-inflammatory and antimicrobial agents via in-silico target study on cyclooxygenase-2

“…The enzyme cyclooxygenases catalyze the metabolism of arachidonic acid which causes in lammation through the formation of prostaglandins H 2 that practically affects the diverse biological processes such as regulation of immune function, and maintenance of renal blood low, reproductive biology, and gastrointestinal integrity. This could be regulated by the COX-2 inhibitor, which possesses 1,3 aryl groups attached to the heterocyclic ring system (Singh et al, 2019;Kiruthiga et al, 2019). However, the production of pro-in lammatory prostaglandins could be blocked by the inhibition of prostaglandins production through COX-2 inhibitors.…”