假黄皮中化学成分及其抑制滑膜成纤维细胞增殖活性研究  

Chemical constituents from Clausena excavata and their inhibitory activities against proliferation of synoviocytes

作　　者：郭嘉铭 于绡梅 蒋波 苏芹婷 曹雯清 刘艳萍[1,2,3] 付艳辉[1,2] GUO Jia-ming;YU Xiao-mei;JIANG Bo;SU Qin-ting;CAO Wen-qing;LIU Yan-ping;FU Yan-hui(Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education,Hainan Normal University,Haikou 571158,China;Engineering Research Center for Industrialization of Southern Medicinal Plants Resources of Hainan Provincey Hainan Normal University,Haikou 571158,China;Key Laboratory of Research and Development of Tropical Fruits and Vegetables of Haikou City,Hainan Normal University,Haikou 571158,China)

机构地区：[1]海南师范大学热带药用资源化学教育部重点实验室,海南海口571158 [2]海南师范大学南药资源产业化关键技术研究海南省工程研究中心,海南海口571158 [3]海南师范大学海口市热带果蔬研究与开发重点实验室,海南海口571158

出　　处：《中国中药杂志》2021年第17期4438-4445,共8页China Journal of Chinese Materia Medica

基　　金：国家自然科学基金项目(31660097);国家级大学生创新创业训练计划项目(202011658003,202011658012);海南省级大学生创新创业训练计划项目(S202011658009S,S202011658029);海南师范大学研究生创新科研课题(hsyx2019-16);海口市重点研发计划项目(2020054)。

摘　　要：综合运用正相硅胶柱色谱、反相ODS柱色谱、Sephadex LH-20凝胶柱色谱以及制备型HPLC等色谱学方法对芸香科黄皮属植物假黄皮Clausena excavata枝叶中的化学成分进行系统分离和纯化,根据分离得到化合物的波谱数据及其理化性质,并通过与文献中报道的相应化合物的波谱数据进行对照,鉴定了从假黄皮枝叶的90%乙醇提取物中分离得到的19个化合物,分别鉴定为苔色酸甲酯(1)、丁香脂素(2)、lenisin A(3)、东莨菪素(4)、欧前胡素酚(5)、N-benzoyltyrarnine methyl ether(6)、N-p-coumaroyltyramine(7)、aurantiamide acetate(8)、1H-indole-3-carboxaldehyde(9)、furostifoline(10)、clausenalansine E(11)、3-formylcarbazole(12)、clausine L(13)、clausine E(14)、methyl carbazole-3-carboxylate(15)、glycosinin(16)、murrayafoline A(17)、clausine H(18)和2,7-dihydroxy-3-formyl-1-(3′-methyl-2′-butenyl)carbazole(19)。其中化合物1~11为首次从假黄皮中分离得到,化合物1、2、10为首次从黄皮属植物中分离得到。此外,以MH7A滑膜成纤维细胞为活性评价细胞株,采用MTS法通过评价分离鉴定的化合物1~19的体外抑制滑膜细胞增殖的活性对分离得到的化合物的抗类风湿性关节炎活性进行了评价。活性评价结果表明化合物10~19具有较为显著的抗类风湿性关节炎活性,它们对MH7A滑膜成纤维细胞增殖抑制活性的IC50为(27.63±0.18)~(235.67±2.16)μmol·L-1。The chemical constituents from the stems and leaves of Clausena excavata were isolated and purified by column chromatography with silica gel,ODS,Sephadex LH-20 and RP-HPLC.The chemical structures of the isolated compounds were identified on the basis of physicochemical properties,spectroscopic analysis,as well as the comparisons with the data reported in literature.Nineteen compounds were isolated from the 90%ethanol extract of the stems and leaves of C.excavata,which were identified as methyl orsellinate(1),syringaresinol(2),lenisin A(3),scopoletin(4),osthenol(5),N-benzoyltyrarnine methyl ether(6),N-p-coumaroyltyramine(7),aurantiamide acetate(8),1H-indole-3-carboxaldehyde(9),furostifoline(10),clausenalansine E(11),3-formylcarbazole(12),clausine L(13),clausine E(14),methyl carbazole-3-carboxylate(15),glycosinin(16),murrayafoline A(17),clausine H(18)and 2,7-dihydroxy-3-formyl-1-(3′-methyl-2′-butenyl)carbazole(19).Among these isolated compounds,compounds 1-11 were isolated from C.excavata for the first time,and compounds 1,2 and 10 were isolated from the genus Clausena for the first time.In addition,this study evaluated the anti-rheumatoid arthritis activities of compounds 1-19 by measuring their anti-proliferative effects on synoviocytes in vitro according to MTS method.Compounds 10-19 displayed remarkable anti-rheumatoid arthritis activities,which exhibited the inhibitory effects on the proliferation of MH7 A synovial fibroblast cells with the IC50 values ranging from(27.63±0.18)to(235.67±2.16)μmol·L-1.

关 键 词：黄皮属 假黄皮 木脂素 香豆素 生物碱 抗类风湿性关节炎活性 

分 类 号：R284[医药卫生—中药学] R285[医药卫生—中医学]