青钱柳叶化学成分及其PTP1B抑制活性的研究

Chemical constituents and their PTP1B inhibitory activities in the leaves of Cyclocarya paliurus

目的研究青钱柳叶的化学成分及其PTP1B抑制活性。方法利用反向色谱法分离水溶性成分,利用正向色谱法分离脂溶性成分,根据化合物的化学性质与波谱数据(如IR、ESI-MS、~1H-NMR、^(13)C-NMR、HMQC、HMBC等)鉴定化合物结构,PTP1B抑制活性模型测定化学成分的抑制活性。结果得到16个化合物(1~16),分别为山柰酚3-O-β-D-葡萄糖醛酸苷(1),山柰酚-3-O-α-L-鼠李糖苷(2),山柰酚-3-O-β-D-葡萄糖苷(3),槲皮素3-O-α-L-鼠李糖(4),山柰酚(5),苯甲酸(6),没食子酸(7),(+)-2α-落叶松脂素硫酸钠(8),山柰酚-3-O-α-D-半乳糖苷(9),邻苯二甲酸二(2-乙基己基)酯(10),六氢姜黄素(11),5S-5-羟基-1-(4-羟基-3-甲氧基苯基)-7-(4-羟苯基)-3-庚酮(12),(+)-丁香脂素(13),浙贝素(14),鹅掌揪树脂酚A(15),烟酰胺(16)。结论化合物8~16为首次从青钱柳属植物中分得。化合物10具有PTP1B抑制活性,IC50为(4.89±0.37)μmol·L^(-1)。

Objective To study the chemical constituents and their protein tyrosine phosphatase 1B（PTP1B） inhibition of Cyclocarya paliurus（Batal） Ijinskaja. Methods The chemical constituents were isolated with a combination of reverse-phased materials and normal-phased materials. The PTP1 B inhibitory activities of the isolated compounds were assayed in vitro. Results Totally 16 compounds were isolated. They were identified as kaempferol-3-O-β-D-glucuronide（1）, kaempferol-3-O-α-L-rhamnopyranoside（2）, kaempferol-3-O-β-Dglucopyranoside（3）, quercetin-3-O-α-L-rahamnopyranoside（4）, kaempferol（5）, benzoic acid（6）, gallic acid（7）, sodium（ ＋）-isolaricireinoe-2a-sulfate（8）, kaempferol-3-O-α-D-galactopyranoside（9）, di-（2-ethylexyl）-phthalate（10）, hexahydrocurcumin（11）, 5S-5-hydroxyl-1-（4-hydroxy-3-methoxyphenyl）-7-（4-hydroxyphenyl）-3-heptanone（12）,（ ＋）-syringarensinol（13）, zhebeiresinol（14）, lirioresinol-A（15） and nicotinamide（16）. Conclusion Compounds 8-16 have been isolated from Cyclocarya paliurus for the first time. Compound 10 shows significant inhibition against PTP1 B in vitro, with an IC_（50） value of（4.89±0.37） μmol·L^（-1）.