蒙药悬钩子木黄酮类成分及其生物活性研究

Study on the Flavonoids and Biological Activity of Rubus sachalinensis

目的：研究悬钩子木中黄酮类化学成分及其生物活性。方法：采用大孔吸附树脂柱色谱、Sephadex LH-20凝胶柱色谱、反相制备高效液相色谱及等方法分离纯化。根据理化性质及核磁共振（1D、2D-NMR）、高分辨质谱（HR-MS）等光谱方法进行结构鉴定。采用FRAP抗氧化法、Griess法及MTT法方法测定单体化合物的抗氧化、抗炎及细胞毒活性。结果：从悬钩子木的乙酸乙酯提取物和正丁醇提取物分离得到8个黄酮类化合物,分别为：山柰酚-3-O-β-D-吡喃葡萄糖醛酸丁酯（1）、槲皮素-3-O-β-D-吡喃葡萄糖醛酸丁酯（2）、槲皮素-3-O-β-D-吡喃葡萄糖苷（3）、顺式椴树苷（4）、椴树苷（5）、槲皮素-3-O-β-D-吡喃葡萄糖醛酸乙酯（6）、槲皮素（7）、山柰酚（8）。活性检测表明化合物1-8均具有不同程度的抗氧化活性,化合物1、2、4、6具有显著的抗炎活性,所有化合物细胞毒活性IC50值均远大于200μmol/L。结论：蒙药悬钩子木中黄酮类成分具有抗氧化、抗炎活性,所有化合物均为首次从该植物中分离得到,其中化合物1、2、6为首次从悬钩子属内分离得到。

Objective： To study the chemical constituents and biological activity of Rubus sachalinensis. Methods： The compounds in the ethyl acetate and n-butanol fraction were isolated and purified by macroporous resin,Sephadex LH-20 column chromatography,and reverse-phase preparative HPLC. The structures were identified by various spectroscopic data such as 1D,2D-NMR,HRMS. Antioxidant,anti-inflammatory and cytotoxicity of the compounds were determined by FRAP,Griess and MTT methods. Results：Eight compounds were isolated from the ethyl acetate and n-butanol extract of Rubus sachalinensis,and identified as kaempferol-3-O-β-D-butyl glucuronate（ 1）,quercetin-3-O-β-D-butyl glucuronate（ 2）,quercetin-3-O-β-D-glucopyranoside（ 3）,cis-tiliroside（ 4）,tiliroside（ 5）,quercetin-3-O-β-D-ethyl glucuronate（ 6）,quercetin（ 7） and kaempferol（ 8）. Activity assay showed that the compounds 1 - 8 had different levels of antioxidant activity,all the compounds showed cytotoxicities of IC50 greater than 200 μmol / L. Conclusion： Flavonoids are the main antioxidant consitituents of Rubus sachalinensis and have a good anti-inflammatory activity. All the compounds are isolated from this plant for the first time,compounds 1,2,6 are obtained from the this genus for the first time.