Mushroom tyrosinase inhibitors from Aloe barbadensis Miller

作者:Wu, Xiaofang; Yin, Sheng; Zhong, Jiasheng; Ding, Wenjing; Wan, Jinzhi*; Xie, Zhiyong
来源:Fitoterapia, 2012, 83(8): 1706-1711.
DOI:10.1016/j.fitote.2012.09.028

摘要

Two new chromones, 5-((S)-2'-oxo-4'-hydroxypentyl)-2-(beta-glucopyranosyl-oxy-methyl) chromone (1) and 5-((S)-2'-oxo-4'-hydroxypentyl)-2-methoxychromone (2), together with four known analogues, 8-C-glucosyl-7-O-methyl-(S)-aloesol (3), isoaloeresin D (4), 8-C-glucosyl-(R)-aloesol (5), and aloesin (6) were isolated from the aqueous extract of Aloe barbadensis Miller. Their structures were determined on the basis of spectroscopic evidences (1-D and 2-D NMR, HRMS, UV, and IR data), chemical methods and the literature data. The Mosher's method was applied to establish the absolute configuration of compounds 1 and 2. The inhibitory effects of these chromones on the activity of mushroom tyrosinase were examined, and compound 6 was identified as a noncompetitive tyrosinase inhibitor with an IC50 value of 108.62 mu g.mL(-1).