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岩黄连生物碱类化学成分及其抗肝癌活性研究

Study on Alkaloids and Anti-Hepatoma Activity of Corydalis saxicola
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摘要 目的:研究岩黄连的生物碱类化学成分及抗肝癌活性。方法:采用硅胶柱层析、C18反相柱层析、Sephadex LH-20葡聚糖凝胶及半制备型高效液相等色谱技术对岩黄连进行分离纯化,根据理化性质结合波谱数据鉴定化合物结构,并运用CCK-8法对化合物进行体外抗肝癌活性评价。结果:从岩黄连中分离得到23个化合物,分别鉴定为:16-hydroxy-17-methoxy-5,7-dioxa-1-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,12,14,16,18-heptaen-2-one(1)、13,14-dihydro-2,3-dimethoxy-13-methyl-9,10-methylenedioxyberbine-8-one(2)、8-氧化表小檗碱(3)、polycarpine(4)、(8R,13R,14R)-8-甲氧基羰基甲基岩黄连碱(5)、蛇果黄堇碱(6)、(±)-阿朴卡维汀(7)、(+)-thalictrifoline(8)、氢化小檗碱(9)、左旋四氢巴马汀(10)、(+)-碎叶紫堇碱(11)、四氢非洲防己胺(12)、(±)-卡维汀(13)、8-丙酮基-二氢白屈菜红碱(14)、6-丙酮基-5,6-二氢血根碱(15)、8-甲氧基去甲白屈菜红碱(16)、去甲白屈菜红碱(17)、去甲血根碱(18)、二氢白屈菜红碱(19)、二氢血根碱(20)、9S-alkterlactone B(21)、紫堇定(22)、橙黄胡椒酰胺(23)。化合物8、19和20对HuH7肿瘤细胞株显示较强的体外抑制活性,IC50分别为5.62、16.10、10.15μmol/L。结论:其中,化合物1、2为新天然产物,化合物3~5、17、18、21、23为首次从该植物中分离得到,化合物8、19和20表现出较强的体外抗肝癌活性。 Objective:To study the alkaloids and their anti-hepatoma activities of Corydalis saxicola.Methods:Corydalis saxicola was isolated and purified by silica gel column chromatography,C18 reversed-phase column chromatography,Sephadex LH-20 chromatographies and semi-prepative HPLC,and the structures were identified by physicochemical properties and spectral data.The evaluation of their anti-hepatoma activities in vitro was carried out by using CCK-8 method.Results:A total of 23 compounds were isolated from Corydalis saxicola and identified as 16-hydroxy-17-methoxy-5,7-dioxa-1-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,12,14,16,18-heptaen-2-one(1),13,14-dihydro-2,3-dimethoxy-13-methyl-9,10-methylenedioxyberbine-8-one(2),8-oxoepiberberine(3),polycarpine(4),(8R,13R,14R)-8-methoxycarbonlymethylthalictrifoline(5),ophiocarpine(6),(±)-apocavidine(7),(+)-thalictrifoline(8),canadine(9),L-tetrahydropa lmatine(10),(+)-cheilanthifoline(11),tetrahydrocolumbamine(12),(±)-cavidine(13),8-acetone-dihydrochelerythrine(14),6-acetone-5,6-dihydrosanguinarine(15),8-methoxynorchelerythrine(16),norbroussonpapyrine(17),norsanguinarine(18),dihydrochelerythrine(19),dihydrosanguinarine(20),9S-alkterlactone B(21),corydaldine(22),aurantiamide(23),respectively.Compounds 8,19 and 20 showed strong in vitro inhibiting effect on HuH7 tumor cell line with IC50 values of 5.62,16.10 and 10.15μmol/L,respectively.Conclusion:Among them,compounds 1 and 2 are new natural products,and compounds 3 to 5,17,18,21,23 are isolated from Corydalis saxicola for the first time.Compounds 8,19 and 20 show potential anti-hepatoma activities in vitro.
作者 张晓 秦国飞 朱峰 霍宗庆 关永霞 张贵民 ZHANG Xiao;QIN Guo-fei;ZHU Feng;HUO Zong-qing;GUAN Yong-xia;ZHANG Gui-min(Lunan Pharmaceutical Group Co.,Ltd./State Key Laboratory of Integration and Innovation of Classic Formula and Modern Chinese Medicine,Linyi 276006,China;Shandong New Time Pharmaceutical Co.,Ltd.,Linyi 276006,China)
出处 《中药材》 北大核心 2025年第1期91-99,共9页 Journal of Chinese Medicinal Materials
基金 山东省重大科技创新工程(2021CXGC010508)。
关键词 岩黄连 生物碱 原小檗碱类 小檗碱类 抗肝癌活性 Corydalis saxicola Bunting Alkaloid Protoberberines Berberines Anti-hepatoma cancer activity
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