Synthesis, molecular docking and anti-inflammatory evaluation of new trisubstituted pyrazoline derivatives bearing benzenesulfonamide moiety

Abstract

A new series of trisubstituted pyrazoline bearing benzenesulfonamide moiety 6a,b–10a,b were designed, synthesised and evaluated for their anti-inflammatory in vitro. Before starting the synthesis, docking study has been used to insert compounds within the COX-2 structure active site using celecoxib drug as a reference. Final compounds 6a,b–10a,b were synthesised by condensing chalcones bearing pyridine moiety 1a,b–5a,b with 4-hydrazinyl benzenesulfonamide hydrochloride. In vitro, their anti-inflammatory activity was assessed using egg-white paw edema method, they showed moderate to strong inhibitory activity. Notably, Compounds 6a (29.78%), 7a (28.43%), 9a (27.92%) and 10a (27.92%) exhibited significant percentage inhibition at 300 min and results are comparable with percentage inhibition drug celecoxib (22.67%) and this result is highly agreement with docking scoring study.

Graphical abstract

Keywords:

• Anti-inflammatory
• benzenesulfonamide
• Celecoxib
• molecular docking
• trisubstituted pyrazoline

Acknowledgement

The authors are grateful to chairman and members of department of pharmaceutical chemistry, college of pharmacy, Mustansiriyah University for their help and support.

Disclosure statement

The authors declare that they don't have any conflict of interest.

Funding

The author(s) reported there is no funding associated with the work featured in this article.