显脉羊蹄甲中酚酸类成分研究

Phenolic acid derivatives from Bauhinia glauca subsp. pernervosa

为了研究显脉羊蹄甲中抗糖尿病活性成分,采用硅胶、ODS、MCI以及Sephadex LH-20等柱色谱方法从显脉羊蹄甲95%乙醇提取物中分离得到11个酚酸类成分,其结构经多种波谱技术鉴定为6'-O-没食子酰基葡萄糖异丙苷(1)、6'-O-没食子酰基葡萄糖乙苷(2)、3,4,5-三甲氧基苯酚-1-O-β-D-(6'-O-没食子酰基)吡喃葡萄糖苷(3)、3,4,5-三甲氧基苯酚葡萄糖苷(4)、没食子酸(5)、没食子酸甲酯(6)、没食子酸乙酯(7)、原儿茶酸(8)、3,5-二甲氧基-4-羟基苯甲酸(9)、erigeside C(10)和丁香酸葡萄糖苷(11)。化合物1为新化合物,化合物2、10和11为首次从羊蹄甲属植物中分离得到,其余化合物为首次从该植物中分离得到。化合物6和8对蛋白酪氨酸磷酸酶1B(protein tyrosine phosphatase1B,PTP1B)显示较好的抑制活性,其IC50值分别为72.3和54.1μmol.L-1。

To study the chemical constituents of Bauhinia glauca subsp.pernervosa,eleven phenolic acids were isolated from a 95% ethanol extract by using a combination of various chromatographic techniques including column chromatography over silica gel,ODS,MCI,Sephadex LH-20,and semi-preparative HPLC.By spectroscopic techniques including 1H NMR,13C NMR,2D NMR,and HR-ESI-MS,these compounds were identified as isopropyl O-β-（6＇-O-galloyl）-glucopyranoside（1）,ethyl O-β-（6＇-O-galloyl）-glucopyranoside（2）,3,4,5-trimethoxyphenyl-（6＇-O-galloyl）-O-β-D-glucopyranoside（3）,3,4,5-trimethoxyphenyl-β-D-glucopyranoside（4）,gallic acid（5）,methyl gallate（6）,ethyl gallate（7）,protocatechuic acid（8）,3,5-dimethoxy-4-hydroxybenzoic acid（9）,erigeside C（10） and glucosyringic acid（11）.Among them,compound 1 is a new polyhydroxyl compound;compounds 2,10,and 11 were isolated from the genus Bauhinia for the first time,and the other compounds were isolated from the plant for the first time.Compounds 6 and 8 showed signi？cant protein tyrosine phosphatase1B（PTP1B） inhibitory activity in vitro with the IC50 values of 72.3 and 54.1 -mol-L-1,respectively.