构棘枝叶中化学成分及其抗类风湿性关节炎活性研究  

Chemical constituents from stems and leaves of Maclura cochinchinensis and their anti-rheumatoid arthritis activities

作　　者：张明明 汪钰善 饶有娣 吴文慧 景佳楠 胡佳怡 刘叶萍 刘艳萍[1,2,4] 付艳辉[1,2,3] ZHANG Mingming;WANG Xishan;YAO Youdi;WU Wenhui;JING Jianan;HU Jiayi;LIU Yeping;LIU Yanping;FU Yanhui(Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education,Hainan Normal University,Haikou 571126,China;Engineering Research Center for Industrialization of Southern Medicinal Plants Resources of Hainan Province,Hainan Normal University,Haikou 571126,China;Key Laboratory of Southern Medicinal Plants Resources of Haikou City,Hainan Normal University,Haikou 571126,China;Key Laboratory of Research and Development of Tropical Fruit and Vegetable 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571126 [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571126 [3]海南师范大学南药资源产业化关键技术研究海口市重点实验室,海南海口571126 [4]海南师范大学热带果蔬研究与开发海口市重点实验室,海南海口571158

出　　处：《中草药》2024年第10期3248-3254,共7页Chinese Traditional and Herbal Drugs

基　　金：海南省重点研发专项(ZDYF2022SHFZ028);海南省重点研发专项(ZDYF2024SHFZ145);海南省重点研发专项(ZDYF2024XDNY148);海南省自然科学基金项目(222RC655);国家自然科学基金项目(32070390);国家自然科学基金项目(22067005);国家自然科学基金项目(21967008);海口市重点研发计划项目(2017050);海口市重点研发计划项目(2020054)。

摘　　要：目的研究桑科植物构棘Maclura cochinchinensis中化学成分及其抗类风湿性关节炎活性研究。方法综合运用硅胶柱色谱、ODS柱色谱、Sephadex LH-20凝胶柱色谱以及制备型HPLC等色谱分离纯化技术进行系统分离和纯化,根据分离得到化合物的理化性质及其波谱数据,并通过与文献比较,鉴定化合物的结构;通过体外抑制滑膜细胞增殖的活性测试评价其抗类风湿性关节炎活性。结果从构棘枝叶90%乙醇提取物中分离得到了16个化合物,分别鉴定为pangelin(1)、oxypeucedanin hydrate(2)、smyrindiol(3)、isooxypeucedanin(4)、buddlenol A(5)、buddlenol E(6)、cedrusin(7)、curcasinlignan B(8)、3′,4-O-dimethylcedrusin(9)、pinnatifidanin C I(10)、杜仲树脂酚(11)、丁香脂素(12)、2,2′-氧代双(1,4-二叔丁苯)(13)、zanthopyranone(14)、对羟基苯甲醛(15)、1-(4-羟基-苯基)-乙酮(16)。对分离鉴定的化合物1~16的抑制滑膜成纤维细胞增殖活性研究评价结果表明,化合物1~4对滑膜成纤维细胞MH7A增殖抑制活性的半数抑制浓度(median inhibition concentration,IC50)值为(5.08±0.16)~(23.47±0.12)μmol/L。结论化合物1~7、9~11、14和16为首次从橙桑属植物中分离得到,化合物1~4表现出较为显著的抗类风湿性关节炎活性。Objective To study the chemical constituents from the stems and leaves of Gouji(Maclura cochinchinensis.)and their anti-rheumatoid arthritis activities.Methods The chemical constituents from the stems and leaves of M.cochinchinensis were isolated and purified by means of silica gel,ODS,Sephadex LH-20 gel column chromatographies and preparative HPLC.Their chemical structures were identified by means of physicochemical properties,spectroscopic analysis,as well as the comparisons with the data reported in literature.Moreover,all isolated compounds were evaluated for their anti-rheumatoid arthritis activities using MTS method,on the basis of measuring their anti-proliferative activities on synoviocytes in vitro.Results A total of 16 compounds were isolated from the 90%ethanol extract of the stems of M.cochinchinensis,which were identified as pangelin(1),oxypeucedanin hydrate(2),smyrindiol(3),isooxypeucedanin(4),buddlenol A(5),buddlenol E(6),cedrusin(7),curcasinlignan B(8),3',4-O-dimethylcedrusin(9),pinnatifidanin C I(10),medioresinol(11),syringaresinol(12),2,2'-oxybis(1,4-di-tert-butylbenzene)(13),zanthopyranone(14),p-hydroxybenzaldehyde(15),and 1-(4-hydroxyphenyl)-ethanone(16).Compounds 1—4 exhibited the inhibitory effects on the proliferation of MH7A synovial fibroblast cells with the IC50 values in range of(5.08±0.16)—(23.47±0.12)μmol/L.Conclusion Compounds 1—7,9—11,14 and 16 were isolated from the genus Maclura for the first time,compounds 1—4 displayed notable antirheumatoid arthritis activities.

关 键 词：构棘 香豆素 木脂素 酚酸 抗类风湿性关节炎活性 杜仲树脂酚 1-(4-羟基-苯基)-乙酮 pangelin smyrindiol 

分 类 号：R284.1[医药卫生—中药学]