甘草查尔酮B及其衍生物的制备及抗宫颈癌活性

Preparation of licochalcone B and its derivatives and their anti-cervical cancer activity

中文关键词:  胀果甘草  甘草查耳酮B  抗宫颈癌活性

英文关键词:Glycyrrhiza inflata  licochalcone B  anti-cervical cancer activity

中文摘要:

      目的 提取新疆胀果甘草中的总黄酮, 分离纯化甘草查耳酮B, 合成三甲氧查耳酮B, 对比研究其体外抗宫颈癌活性。方法 采用超声辅助乙醇提取法提取总黄酮; 结合聚酰胺与大孔吸附树脂法纯化总黄酮; 通过薄层法从总黄酮中分离纯化单体查耳酮B(化合物I); 同时, 以取代苯乙酮和取代苯甲醛为原料, Claisen-Schmidt碱催化方法合成三甲氧查尔酮B(化合物II); 以人宫颈癌SiHa和HeLa细胞为体外药理实验模型, 以顺铂为阳性对照, 用噻唑蓝比色法对比测定2个单体化合物对宫颈癌细胞增殖的抑制活性。结果 在浓度为1~100 μg/mL时, 化合物I对SiHa和HeLa细胞作用24、48、72 h时的抑制率为2.99%~75.39%; 而化合物II在此浓度范围内的抑制率为0.76%~86.14%。结论 超声辅助乙醇回流提取法联用聚酰胺和大孔树脂柱层析法是制备含量较高的胀果甘草总黄酮的可行方法; 甘草查尔酮B的甲氧基化修饰可显著提高其抗宫颈癌活性。

英文摘要:

      Objective To extract the total flavonoids from Xinjiang Glycyrrhiza inflata, isolate and purify the licorice chalcone B, and synthesize trimethylchalcone B to compare their anti-cervical cancer activity in vitro. Methods Total flavonoids were extracted by ultrasonic assisted ethanol extraction and were purified by polyamide and macroporous adsorption resin, and monomeric licochalcone B (compound I) was separated and purified from total flavonoids by thin layer method. At the same time, using substituted acetophenone and substituted benzaldehyde as raw materials, trimethoxychalcone B (Compound II) was synthesized by Claisen-Schmidt base catalysis. Human cervical cancer SiHa and HeLa cells were used as in vitro pharmacological experimental models, and was used as positive control.The inhibitory activity of two compounds were determined by methyl thiazolyl tetrazolium method on the proliferation of cervical cancer cells. Results At a concentration of 1?100 μg/mL, the inhibitory rates of compound I on SiHa and HeLa cells at 24, 48, and 72 h were 2.99%?75.39%, while the inhibition rates of Ccompound II in this concentration range were 0.76%?86.14%. Conclusion Ultrasound-assisted ethanol reflux extraction and polyamide/macroporous resin adsorption column chromatography are feasible methods for preparing high content flavonoids from Glycyrrhiza inflata. The methoxylation of Glycyrrhiza chalcone B can significantly improve its anti-cervical cancer activity.