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Evaluating the effects of disubstituted 3-hydroxy-1H-pyrrol-2(5H)-one analog as novel tyrosinase inhibitors. 2022
Naiemeh Alizadeh, and
Mohammad Hossein Sayahi, and
Aida Iraji, and
Rozita Yazzaf, and
Ali Moazzam, and
Koroush Mobaraki, and
Mehdi Adib, and
Mahshid Attarroshan, and
Bagher Larijani, and
Hossein Rastegar, and
Mehdi Khoshneviszadeh, and
Mohammad Mahdavi
School of Chemistry, College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran.
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, 1H NMR, 13C 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 µM. 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.
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