Lee Kyoung Jin, Xu Mei-Ying, Shehzad Omer, Seo Eun Kyoung, Kim Yeong Shik
College of Pharmacy, Natural Products Research Institute, Seoul National University, Seoul, Korea.
J Sep Sci. 2014 Dec;37(23):3587-94. doi: 10.1002/jssc.201400871. Epub 2014 Oct 20.
A separation method using counter current chromatography coupled with an evaporative light-scattering detection system was developed to purify five triterpenoid saponins from the roots of Bupleurum falcatum. The methanol extract was loaded onto a Diaion® HP20 column and fractionated by a methanol and water gradient elution. The saikosaponin-enriched fraction was obtained by elution with 100% methanol. The two-phase solvent systems used for separation were composed of chloroform/methanol/isopropanol/water at a volume ratio of 60:60:1:60 and 6:6:1:6. The relationship between the isopropanol ratio of each phase and the partition coefficients of the target compounds was investigated by calculating partition coefficient by high-performance liquid chromatography and measuring the accurate composition of each phase by (1) H NMR spectroscopy. Each fraction obtained was collected and dried, which yielded the following five saikosaponins from 700 mg of injected sample: saikosaponin B1 (8.7 mg), saikosaponin A (86 mg), saikosaponin B3 (17 mg), saikosaponin B2 (41 mg), and saikosaponin C (33 mg). Saikosaponin A showed the most potent cytotoxicity against human cancer cells (gastric cancer, AGS cells; breast cancer, MCF-7 cells; and hepatoma, HepG2 cells) after 24 h. The IC50 values for the above three cell types were 34.6, 33.3, and 23.4 μmol/L, respectively.
开发了一种使用逆流色谱结合蒸发光散射检测系统的分离方法,用于从柴胡根中纯化五种三萜皂苷。将甲醇提取物加载到Diaion® HP20柱上,通过甲醇和水梯度洗脱进行分离。用100%甲醇洗脱得到富含柴胡皂苷的馏分。用于分离的两相溶剂系统由氯仿/甲醇/异丙醇/水按体积比60:60:1:60和6:6:1:6组成。通过高效液相色谱计算分配系数并通过¹H NMR光谱测量各相的准确组成,研究了各相中异丙醇比例与目标化合物分配系数之间的关系。收集并干燥得到的各馏分,从700 mg注入样品中得到以下五种柴胡皂苷:柴胡皂苷B1(8.7 mg)、柴胡皂苷A(86 mg)、柴胡皂苷B3(17 mg)、柴胡皂苷B2(41 mg)和柴胡皂苷C(33 mg)。24小时后,柴胡皂苷A对人癌细胞(胃癌AGS细胞、乳腺癌MCF-7细胞和肝癌HepG2细胞)显示出最强的细胞毒性。上述三种细胞类型的IC50值分别为34.6、33.3和23.4 μmol/L。