[关键词]
[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。
[Key word]
[Abstract]
Objective To study the chemical constituents from the stems and leaves of Acronychia pedunculata. Methods The chemical constituents of A. pedunculatawere 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.
[中图分类号]
R284.1
[基金项目]
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)