Add time:08/03/2019         Source:sciencedirect.com

A novel series of phthalimide-1,2,3-trizole hybrids linked to benzyl ring containing different substituents were synthesized and evaluated for their tyrosinase inhibitory activity (inhibitory activity and inhibition kinetic). It was found that compounds 2-((1-(2-nitrobenzyl)-1H-1,2,3-triazol-4-yl)methyl)isoindoline-1,3-dione (6m) and 2-((1-(2-bromobenzyl)-1H-1,2,3-triazol-4-yl)methyl)isoindoline-1,3-dione (6k), exhibited the best tyrosinase inhibitory activity, with IC50 values of 26.20 ± 1.55 and 26.55 ± 2.31 μM, respectively. The inhibition kinetic analysis of 6m indicated that the compound inhibited tyrosinase in a competitive manner. Moreover, molecular docking analysis was performed to study the interactions and binding modes of the tested compounds. Docking results confirmed that the active inhibitors well accumulated in the mushroom tyrosinase active site.

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