TY - JOUR PY - 2010// TI - Identifying 8-hydroxynaringenin as a suicide substrate of mushroom tyrosinase JO - Journal of Cosmetic Science A1 - Chang, Te-Sheng A1 - Lin, Meng-Yi A1 - Lin, Hsuan-Jung SP - 205 EP - 210 VL - 61 IS - 3 N2 - A biotransformed metabolite of naringenin was isolated from the fermentation broth of Aspergillus oryzae, fed with naringenin, and identified as 8-hydroxynaringenin based on the mass and (1)H- and (13)C-NMR spectral data. The compound showed characteristics of both an irreversible inhibitor and a substrate of mushroom tyrosinase in preincubation and HPLC analysis. These results demonstrate that 8-hydroxynaringenin belongs to a suicide substrate of mushroom tyrosinase. The partition ratio between the compound's molecules in the formation of product and in the inactivation of the enzyme was determined to be 283 +/- 21. The present study's results, together with our previous findings, which proved that both 8-hydroxydaidzein and 8-hydroxygenistein are suicide substrates of mushroom tyrosinase, show that 7,8,4'-trihydroxyl functional groups on flavonoids' skeletons play important roles in producing suicide substrate properties toward mushroom tyrosinase.

Language: en

LA - en SN - 1525-7886 UR - http://dx.doi.org/ ID - ref1 ER -