α-葡萄糖苷酶抑制作用导向分离翻白草活性成分

α-Glucosidase inhibitory activities guided isolation of chemical constituents from Potenlilla discolor

目的研究翻白草Potenlilladiscolor的化学成分及其α-葡萄糖苷酶抑制活性。方法以4-硝基苯基-α-吡喃葡萄糖苷(PNPG)为底物进行α-葡萄糖苷酶抑制活性筛选。利用硅胶、聚酰胺、Sephadex LH-20凝胶、ODS及反相HPLC等柱色谱方法进行分离和纯化,并运用核磁共振波谱鉴定化合物的结构。结果翻白草全草95%乙醇水浸提物的二氯甲烷、醋酸乙酯、正丁醇等萃取物经D101大孔吸附树脂分离的30%乙醇水洗脱部分显示强的α-葡萄糖苷酶抑制活性,对其进一步的化学成分研究共分离得到17个化合物,分别鉴定为3,3′,4,4′-四羟基联苯(1)、反式银椴苷(2)、顺式银椴苷(3)、柚皮素-5-O-β-葡萄糖苷(4)、异杞柳苷(5)、黑色五味子单体苷(6)、紫椴苷B(7)、(-)-异落叶松脂素-9′-O-β-D-吡喃木糖苷(8)、2-羰基-坡模酸(9)、齐墩果酸(10)、熊果酸(11)、2α,3α,19α-三羟基-12-烯-28-熊果酸(12)、2α-羟基齐墩果酸(13)、覆盆子酸(14)、山柰酚(15)、山柰酚-3-O-β-D-葡萄糖醛酸苷(16)、槲皮素-3-O-β-D-葡萄糖醛酸-6′′-甲酯(17)。结论化合物1、3~8均为首次从委陵菜属植物中分离得到,化合物9~17均对α-葡萄糖苷酶有抑制作用。

Objective To study the chemical constituents of Potentilla discolor and their α-glucosidase inhibitory activity. Methods The constituents were isolated and purified by silica gel, polyamide, ODS, Sephadex LH-20, and RP-HPLC column chromatography. Their structures were elucidated by NMR spectra. PNPG method was used to determine the α-glucosidase inhibitory activity. Results Dichloromethane extract, ethyl acetate extract, 30% ethanol elution fraction of n-butanol extract separated by D101 macroporous resin showed potent α-glucosidase inhibitory activity. Further chemical study resulted in the purification of 17 compounds and they were identified as 3,3′,4,4′-tetrahydroxybiphenyl(1), trans-tiliroside(2), cis-tiliroside(3), naringenin-5-O-β-glucoside(4), isosalipurposide(5), schizandriside(6), tiliamuroside B(7),(-)-isolariciresinol-9′-O-β-D-xylopyranoside(8), 2-oxo-pomolic acid(9), oleanolic acid(10), ursolic acid(11), 2α,3α,19α-trihydroxy-12-ursen-28-oic acid(12), 2α,3β-dihydroxyolean-12-en-28-oic acid(13), fupenzic acid(14), kaempferol(15), kaempferol-3-O-β-D-glucuronide(16), and quercetin-3-O-β-D-glucuronide-6′′-methyl ester(17). Conclusion This is the first report of compounds 1, 3—8 isolated from the genus of Potenlilla. Compounds 9—17 show α-glucosidase inhibitory activity.