Inhibitory Effects of Kurarinol, Kuraridinol, and Trifolirhizin from Sophora flavescens on Tyrosinase and Melanin Synthesis

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  • Hyun Sook Kyung
    Division of Food Science and Biotechnology, Pukyong National University
  • Lee Won-Hee
    College of Pharmacy and Research Center for Bioresources and Health
  • Jeong Da Mi
    Division of Food Science and Biotechnology, Pukyong National University
  • Kim Youngsoo
    College of Pharmacy and Research Center for Bioresources and Health
  • Choi Jae Sue
    Division of Food Science and Biotechnology, Pukyong National University

書誌事項

公開日
2008
DOI
  • 10.1248/bpb.31.154
公開者
公益社団法人 日本薬学会

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説明

Previously, it was reported that some prenylated flavonoids contained in the dichloromethane fraction of the ethanolic extract of Sophora flavescens, such as kuraridin, sophoraflavanone G, kurarinone, and kushenol F, are tyrosinase inhibitors; however, based on the level of these inhibitors in the extract, its inhibitory effect on tyrosinase activity was higher than expected. This has led us to further investigate other possible constituents that may contribute to the extract's strong inhibitory activity. The results of this study indicate that kurarinol (1), kuraridinol (2), and trifolirhizin (3), from the ethyl acetate fraction of Sophora extract, can inhibit tyrosinase activity. Compared with kojic acid (16.22±1.71 μM), compounds 1—3 possessed potent tyrosinase inhibitory activity with IC50 values of 8.60±0.51, 0.88±0.06, and 506.77±4.94 μM, respectively. These three compounds were further tested for their inhibitory effects on melanogenesis. In cultured B16 melanoma cells, 1—3 markedly inhibited (>50%) melanin synthesis at 50 μM. This is the first study indicating that 1—3 exert varying degrees of inhibition on tyrosinase-dependent melanin biosynthesis, and therefore, are candidates as skin-whitening agents.

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