Synthesis and Investigation of Anti-Inflammatory Activity of New Thiourea Derivatives of Naproxen

• Main Authors: Nikola Nedeljković (Author), Vladimir Dobričić (Author), Jelena Bošković (Author), Marina Vesović (Author), Jovana Bradić (Author), Marijana Anđić (Author), Aleksandar Kočović (Author), Nevena Jeremić (Author), Jovana Novaković (Author), Vladimir Jakovljević (Author), Zorica Vujić (Author), Miloš Nikolić (Author)
• Format: Book
• Published: MDPI AG, 2023-04-01T00:00:00Z.
• Subjects: article
• Online Access: Connect to this object online.

Summary

The aim of the study was a synthesis and investigation of the dose-dependent anti-inflammatory effect of new thiourea derivatives of naproxen with selected aromatic amines and esters of aromatic amino acids. The results of the in vivo study indicate that derivatives of <i>m</i>-anisidine (<b>4</b>) and <i>N</i>-methyl tryptophan methyl ester (<b>7</b>) showed the most potent anti-inflammatory activity four hours after injection of carrageenan, with the percentage of inhibition of 54.01% and 54.12%, respectively. In vitro assays of COX-2 inhibition demonstrated that none of the tested compounds achieved 50% inhibition at concentrations lower than 100 µM. On the other hand, the aromatic amine derivatives (<b>1</b>-<b>5</b>) accomplished significant inhibition of 5-LOX, and the lowest IC₅₀ value was observed for compound <b>4</b> (0.30 μM). High anti-edematous activity of compound <b>4</b> in the rat paw edema model, together with potent inhibition of 5-LOX, highlight this compound as a promising anti-inflammatory agent.

Item Description

10.3390/ph16050666
1424-8247