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The goal of this study was to identify phytochemicals with inhibitory activity against tyrosinase. Nine compounds 1 - 9 were isolated from the tubers of Apios americana. This is the first report of aromadendrin 5-methyl ether ( 1 ) being isolated from the Apios species. Among them, compounds 2 and 8 showed inhibitory activity toward tyrosinase. Based on a Dixon plot, the potential K  i values of competitive inhibitors 2 and 8 were calculated as 10.3 ± 0.8 µM and 44.2 ± 1.7 µM, respectively. An IC 50 value of 13.2 ± 1.0 µM was calculated for the slow-binding inhibitor 2 after preincubation with tyrosinase. Additionally, the predicted binding sites between the receptor and ligand, as well as secondary structure changes, in the presence of 2 were examined by molecular simulation.

Chemical Constituents from Apios americana and Their Inhibitory Activity on Tyrosinase