Synthesis and Bioactivity of New Chalcone Derivatives as Potential Tyrosinase Activator Based on the Click Chemistry

A new series of (E)-1-(4-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-3-phenylprop-2-en-1-one 1a(4-((1-benzyl-1H-1,2,3-triazol-4-yl) methoxy)phenyl)-1-phenylprop-2-en-1-one 1b–15b were designed, synthesized based on click chemistry, and biologically evaluated for their activity on tyrosinase. The result showed that most of prepared compounds 1a–15a have potent activating effect on tyrosinase, especially for 3a, 8a–10a and 14a–15a. Among them, compounds 10a and 14a demonstrated the best activity with EC50=1.71 and 5.60 µmol·L−1 respectively, even better than the positive control 8-MOP (EC50=14.8 µmol·L−1). Conversely, compounds 3b, 5b–6b, 9b–10b, and 15b induced enzymatic inhibition on tyrosinase.

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