Evaluating the effects of disubstituted 3-hydroxy-1H-pyrrol-2(5H)-one analog as novel tyrosinase inhibitors

In the present study, a series of 3-hydroxy-1H-pyrrol-2(5H)-one derivative were rationally designed and synthesized. The structure of targeted compounds was confirmed by IR, H-1 NMR, C-13 NMR, and elemental analysis. Next, all derivatives were evaluated as tyrosinase inhibitors, and among the synthesized derivatives, compound 6a was proved to be the most potent inhibitor with an IC50 value of 6.98 +/- 1.05 mu M. Kinetic study of compound 6a confirmed the mixed type of inhibitory activity towards tyrosinase. Furthermore, the results of the molecular docking study showed that this compound fitted well in the active site of tyrosinase and exhibited interaction with important residues of the binding site.

Automated summary

A series of 3-hydroxy-1H-pyrrol-2(5H)-one derivatives were synthesized and evaluated as tyrosinase inhibitors. Compound 6a showed the most potent inhibitory activity and exhibited mixed type inhibition towards tyrosinase. Molecular docking study revealed that this compound fit well in the active site of tyrosinase and interacted with important residues of the binding site.