Salicylate–urea-based soluble epoxide hydrolase inhibitors with high metabolic and chemical stabilities

We investigated N-adamantyl-N′-phenyl urea derivatives as simple sEH inhibitors. Salicylate ester derivatives have high inhibitory activities against human sEH, while the free benzoic acids are less active. The methyl salicylate derivative is a potent sEH inhibitor, which also has high metabolic and chemical stabilities; suggesting that such inhibitors are potential lead molecule for bioactive compounds acting in vivo.

Graphical abstractThe methyl salicylate-based urea 28 was synthesized as a soluble epoxide hydrolase inhibitor. This compound had not only strong inhibitory activity but also relatively high metabolic and chemical stabilities.Figure optionsDownload full-size imageDownload as PowerPoint slide