山豆根化学成分及降糖活性研究

Chemical consitituents and hypoglycemic activity of Sophora tonkinensis

采用硅胶、ODS、Sephadex LH-20柱色谱和半制备HPLC对山豆根95%乙醇提取物的乙酸乙酯部位进行分离纯化,得到11个化合物,根据理化性质并结合UV、IR、HR-ESI-MS和NMR等波谱技术分别鉴定为7-hydroxy-8-isopentenylchromone(1)、furo[2,3-f]-1,3-benzodioxole-7-carboxylicacid(2)、6-[3-(2′,4′-dihydroxyphenyl)acryloyl]-7-hydroxy-2,2-dimethyl-8-(3-methyl-2-butenyl)-2H-benzopyran(3)、flemichapparin B(4)、鸢尾苷元(5)、染料木素(6)、6-hydroxy-1,3-benzodioxole-5-carboxylic acid(7)、香草酸(8)、原儿茶酸(9)、2,4-二羟基苯甲酸(10)和对羟基苯甲酸(11)。其中,化合物1和2为新化合物。药理活性研究表明,化合物3对α-葡萄糖苷酶和蛋白酪氨酸磷酸酶1B(PTP1B)均表现出显著的抑制活性,IC_(50)值分别为5.595和0.320μmol·L^(-1)。

Eleven compounds were isolated from the ethyl acetate fraction of the 95%aqueous ethanol extract of the roots of Sophora tonkinensis by silica gel,ODS,Sephadex LH-20 column chromatography,and semipreparative RP-HPLC.Their structures were identified as 7-hydroxy-8-isopentenylchromone(1),furo[2,3-f]-1,3-benzodioxole-7-carboxylic acid(2),6-[3-(2′,4′-dihydroxyphenyl)acryloyl]-7-hydroxy-2,2-dimethyl-8-(3-methyl-2-butenyl)-2H-benzopyran(3),flemichapparin B(4),tectorigenin(5),genistein(6),6-hydroxy-1,3-benzodioxole-5-carboxylic acid(7),vanillic acid(8),protocatechuic acid(9),2,4-dihydroxybenzoic acid(10),and p-hydroxybenzoic acid(11)through extensive spectroscopic data(IR,UV,HR-ESI-MS,and NMR spectra).Among them,compounds 1 and 2 were new compounds.In addition,compound 3 showed significantα-glucosidase and protein tyrosine phosphatase-1B(PTP1B)inhibitory activities with IC_(50)values of 5.595 and 0.320μmol·L^(-1),respectively.