茶条槭叶化学成分的分离鉴定及其α-葡萄糖苷酶抑制活性研究

Chemical constituents from leaves of Acer tataricum subsp.ginnala and their anti-α-glucosidase activities

目的研究茶条槭Acer tataricum subsp.ginnala树叶80%乙醇提取物中的化学成分及其α-葡萄糖苷酶抑制活性。方法实验采用硅胶,ToyopearlHW-40c、SephadexLH-20凝胶和制备液相色谱等手段进行分离纯化,并应用1H-NMR、13C-NMR、MS等波谱技术鉴定了化合物结构,并对部分单体化合物进行α-葡萄糖苷酶抑制活性测试。结果从茶条槭叶的乙酸乙酯和正丁醇部位中分离得到23个化合物,分别鉴定为maplexinB(1)、3″-O-galloyl-benzyl-O-α-Lrhamnopyranosyl-(1→6)-β-D-glucopyranoside(2)、没食子酸甲酯(3)、没食子酸(4)、槲皮素-3-O-β-D-吡喃半乳糖苷(5)、槲皮素-3-O-β-D-葡萄糖苷(6)、槲皮素-3-O-β-D-来苏糖苷(7)、槲皮素-3-O-(2″-没食子酰基)-α-L-鼠李糖苷(8)、槲皮素-3-O-(2″-O-没食子酰基)-β-D-葡萄糖苷(9)、槲皮素-3-O-(6″-没食子酰基)-β-D-半乳糖苷(10)、槲皮素-3-O-α-L-鼠李糖苷(11)、槲皮素-3-O-(2″,6″-二-O-没食子酰基)-β-D-半乳糖苷(12)、3,6-di-O-没食子酰基-1,5脱水葡萄糖醇(13)、槲皮素-3-O-(2″-O-没食子酰基)-α-L-阿拉伯糖苷(14)、山柰酚-3-O-(2″-没食子酰基)-α-L-鼠李糖苷(15)、山柰酚-3-O-(6″-没食子酰基)-β-D-半乳糖苷(16)、槲皮素(17)、山柰酚(18)、1-p-香豆酰基-β-D-葡萄糖苷(19)、茶条槭素B(20)、茶条槭素C(21)、茶条槭素A(22)、槲皮素-3-O-(2″-O-没食子酰基)-β-D-半乳糖苷(23)。结论化合物1、2、10、12、16、19为首次从本植物分离得到,化合物2、10、12、16、19同时为本科植物中首次分离得到。化合物8、12、14~16具有较好的α-葡萄糖苷酶抑制活性。

Objective To isolate and identify the chemical constituents with anti-α-glucosidase activities from the 80%ethanol extract in the leaves of Acer tataricum subsp.ginnala.Methods The chemical constituents were isolated and purified by silica gel,Toyopearl HW-40c,Sephadex LH-20 gel and high performance liquid chromatography.The structures of these compounds were identified by spectroscopic methods(1H-,13C-NMR and MS).The anti-α-glucosidase activities of the compounds were also evaluated in vitro.Results Twenty-three compounds were isolated from the ethyl acetate and n-butanol parts from the leaves of A.tataricum subsp.ginnala and were identified as maplexin B(1),3″-O-galloyl-benzyl-O-α-L-rhamnopyranosyl-(1→6)-β-Dglucopyranoside(2),methyl gallate(3),gallic acid(4),quercetin-3-O-β-D-galatopyranoside(5),quercetin-3-O-β-D-glucopyranoside(6),quercetin-3-O-β-D-lyxoside(7),quercetin-3-O-(2″-galloyl)-α-L-rhamnoside(8),quercetin-3-O-(2″-galloyl)-β-D-glucoside(9),quercetin-3-O-(6″-galloyl)-β-D-galatopyranoside(10),quercetin-3-O-α-L-rhamnoside(11),quercetin-3-O-(2″,6″-digalloyl)-β-Dgalatopyranoside(12),3,6-di-O-galloyl-1,5-anhydro-D-glucitol(13),quercetin-3-O-(2″-galloyl)-α-L-arabinoside(14),kaempferol-3-O-(2″-galloyl)-α-L-rhamnoside(15),kaempferol-3-O-(6″-galloyl)-β-D-galatopyranoside(16),quercetin(17),kaempferol(18),1-p-coumaroyl-β-D-glucopyranoside(19),ginnalin B(20),ginnalin C(21),ginnalin A(22),quercetin-3-O-(2″-galloyl)-β-D-galatopyranoside(23).Conclusion Compounds 1,2,10,12,16,19 are isolated from A.tataricum subsp.ginnala for the first time,and compounds 2,10,12,16,19 are isolated from the genus Acer/family Aceraceae for the first time.Compounds 8,12,14-16 showed the strong anti-α-glucosidase activities.