Benzyl benzoates: New phlorizin analogs as mushroom tyrosinase inhibitors

In our research, 14 benzyl benzoates with hydroxyl(s) (3–16) were synthesized and their inhibitory activity on mushroom tyrosinase was tested. Results indicated that among these compounds, 4-hydroxybenzyl 3,5-dihydroxybenzoate (3), 4-hydroxybenzyl 2,4-dihydroxybenzoate (5), 4-hydroxybenzyl 2,4,6-dihydroxybenzoate (7), 3-hydroxybenzyl 3,5-dihydroxybenzoate (8), 3-hydroxybenzyl 2,4-dihydroxybenzoate (10) exhibited inhibitory activity with their IC50 less than 10 μM. Further studies showed these five compounds were competitive inhibitors of tyrosinase and their structure–activity relationships were investigated in this article.

Fourteen Benzyl benzoates with hydroxyl(s) (3–16) were synthesised and their inhibitory activity on mushroom tyrosinase were tested. Results indicated that five among these 14 compounds exhibited an IC50 value less than 10 μM, while 4-hydroxybenzyl 2,4-dihydroxybenzoate (5), got the best inhibitory activity. Further studies showed these five compounds were competitive inhibitors of tyrosinase.Figure optionsDownload as PowerPoint slide