山油柑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 Acronychia pedunculata and their anti-rheumatoid arthritis activities

作　　者：傅小雅 李林轩 李昕怡 王天玉 崔龙城 刘艳萍[1,3] 付艳辉[1,3] FU Xiaoya;LI Linxuan;LI Xinyi;WANG Tianyu;CUI L ongcheng;LIU Yanping;FU Yanhui(Engineering Research Center for Industrialization of Southern Medicinal Plants Resources of Hainan Province,Hainan Normal University,Haikou 571158,China;Hainan Institute for Drug Control,Hainan Academy of Inspection and Testing,Haikou 570216,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 [2]海南省检验检测研究院海南省药品检验所,海南海口570216 [3]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23期7932-7938,共7页Chinese Traditional and Herbal Drugs

基　　金：海南省重点研发计划项目(ZDYF2022SHFZ028);海南省重点研发计划项目(ZDYF2024SHFZ145);海南省重点研发计划项目(ZDYF2024XDNY148);国家自然科学基金项目(22067005);国家自然科学基金项目(2460116);国家自然科学基金项目(32070390);海口市重点研发计划项目(2020054);国家大学生创新创业训练计划项目(2024116580010,202411658009,202411658004,202411658002);海南省大学生创新创业训练计划项目(S202411658007,S202411658001)。

摘　　要：目的研究芸香科山油柑属植物山油柑Acronychia pedunculata枝叶中的化学成分。方法综合运用多种色谱分离方法和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NMR波谱数据和MS数据鉴定化合物的化学结构。结果从山油柑枝叶的提取物中分离得到了16个化合物,分别鉴定为阿里二醇(1)、款冬二醇(2)、马尼拉二醇(3)、齐墩果-12-烯-3,11-二酮(4)、16β-羟基-羽扇豆-20(29)-烯-3-酮(5)、岩高兰三萜-21-烯-3-酮(6)、24-亚甲基环阿尔廷醇(7)、5,6,7-三甲氧基香豆素(8)、6-羟基-7,8-二甲氧基香豆素(9)、6,7,8-三甲氧基香豆素(10)、秦皮素(11)、丝立尼亭(12)、紫花前胡苷元(13)、佛手酚(14)、佛手柑内酯(15)和花椒毒素(16)。其中化合物1~7为三萜类化合物,化合物8~16为香豆素类化合物。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1~7对MH7A滑膜成纤维细胞增殖抑制活性的半数抑制浓度(median inhibition concentration,IC50)值为(9.26±0.10)~(156.28±0.17)μmol/L。结论所有化合物均为首次从山油柑属植物中分离得到,化合物1和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 Acronychia pedunculata.Methods The chemical constituents of A.pedunculata were isolated and purified by a variety of chromatographic methods and techniques including silica gel,ODS,Sephadex LH-20 gel column chromatographies as well as preparative HPLC.Their chemical structures were identified according to their physicochemical properties,NMR spectral data,MS data,as well as comparisons with the reported data in literature.Results A total of 16 compounds were isolated from the 90%ethanol extract of the stems and leaves of A.pedunculata,which were identified as arnidiol(1),faradiol(2),maniladiol(3),olean-12-ene-3,11-dione(4),16β-hydroxylupa-20(29)-en-3-one(5),nigrum-21-en-3-one(6),24-methylenecycoartanol(7),5,6,7-trimethoxy coumarin(8),6-hydroxy-7,8-dimethoxy-coumarin(9),6,7,8-trimethoxycoumarin(10),fraxidin(11),selinidin(12),nodakenetin(13),bergaptol(14),bergapten(15)and xanthotoxin(16).All isolated compounds were 1-16 were evaluated for their anti-rheumatoid arthritis activities using MTT methods,as a result,compounds 1-7 exhibited the inhibitory effects on the proliferation of MH7A synovial fibroblast cells with the IC50 values in range of(9.26±0.10)μmol/L-(156.28±0.17)μmol/L.Conclusion All compounds were isolated from the genus Artocarpus for the first time,compounds 1-7 showed remarkable anti-rheumatoid arthritis activities.

关 键 词：山油柑属 山油柑 三萜 香豆素 阿里二醇 款冬二醇 齐墩果-12-烯-3 11-二酮 24-亚甲基环阿尔廷醇 抗类风湿性关节炎活性 

分 类 号：R284.1[医药卫生—中药学]