Murray Anne F, Palatini Kimberly, Komarnytsky Slavko, Gianfagna Thomas J, Munafo John P
Department of Food Science, University of Tennessee Institute of Agriculture, Knoxville, Tennessee 37996, United States.
Plants for Human Health Institute, FBNS, North Carolina State University, 600 Laureate Way, Kannapolis, North Carolina 28081, United States.
ACS Omega. 2019 Jun 19;4(6):10670-10676. doi: 10.1021/acsomega.9b00751. eCollection 2019 Jun 30.
An activity-guided fractionation approach revealed several phenylpropanoid glycerol glucosides isolated from the bulbs of Thunb. (Easter lily) with gluconeogenesis inhibitory activities. The strongest activity was observed for (2)-1---coumaroyl-2--β-d-glucopyranosylglycerol (), (2)-1--caffeoyl-2--β-d-glucopyranosylglycerol (), and (2)-1--β-d-glucopyranosyl-2-coumaroylglycerol () with inhibitions of 51.2, 39.2, and 36.8%, respectively. The coumaroyl-based () and its acetylated derivative () exhibited differential inhibition activity (51.2% as compared to 3.6%), suggesting that natural acetylation decreases the hypoglycemic activity of these compounds. Direct structure-activity analysis of phenylpropanoid glycerol glucosides indicated that the hydroxylation pattern of the hydroxy cinnamic acid moiety and acetylation were responsible for the differences in activity. This is the first report of phenylpropanoid glycerol glucosides as a phytochemical class of hepatic glucose production inhibitors.
一种基于活性的分级分离方法揭示了从麝香百合鳞茎中分离出的几种具有糖异生抑制活性的苯丙素甘油糖苷。对(2)-1---香豆酰基-2--β-d-吡喃葡萄糖基甘油()、(2)-1--咖啡酰基-2--β-d-吡喃葡萄糖基甘油()和(2)-1--β-d-吡喃葡萄糖基-2-香豆酰基甘油()观察到最强的活性,其抑制率分别为51.2%、39.2%和36.8%。基于香豆酰基的()及其乙酰化衍生物()表现出不同的抑制活性(分别为51.2%和3.6%),这表明天然乙酰化降低了这些化合物的降血糖活性。对苯丙素甘油糖苷的直接构效分析表明,羟基肉桂酸部分的羟基化模式和乙酰化是活性差异的原因。这是关于苯丙素甘油糖苷作为一类肝脏葡萄糖生成抑制剂的植物化学物质的首次报道。