土一枝蒿化学成分及其抗炎活性  

Chemical constituents from Achillea wilsoniana and their anti-inflammatory activities

作　　者：文雨霜 刘理燕 马雪[1] 孙佳[3] 汪洋 李月婷[3] 李勇军[1,2,3] WEN Yu-shuang;LIU Li-yan;MA Xue;SUN Jia;WANG Yang;LI Yue-ting;LI Yong-jun(Guizhou Medical University Engineering Research Center for the Developmentand Application of Ethnic Medicine and TCM(Ministry of Education)/State Key Laboratory for Functions and Applications of Medicinal Plants,Guiyang 550004,China;College of Pharmacy,Guizhou Medical University,Guiyang 550004,China;Guizhou Provincial Key Laboratory for Pharmaceutics,Guizhou Medical University,Guiyang 550004,China)

机构地区：[1]贵州医科大学民族药与中药开发应用教育部工程研究中心/省部共建药用植物功效与利用国家重点实验室,贵州贵阳550004 [2]贵州医科大学药学院,贵州贵阳550004 [3]贵州医科大学,贵州省药物制剂重点实验室,贵州贵阳550004

出　　处：《中成药》2023年第7期2210-2217,共8页Chinese Traditional Patent Medicine

基　　金：国家自然科学基金项目(U1812403);贵州省高层次创新人才培养计划项目(20165677)。

摘　　要：目的研究土一枝蒿Achillea wilsoniana Heimerl ex Hand.-Mazz.化学成分及其抗炎活性。方法土一枝蒿70%乙醇提取物采用D101大孔树脂、硅胶、ODS、Toyopearl HW-40F进行分离纯化,根据理化性质及波谱数据鉴定所得化合物的结构。以LPS诱导的小鼠巨噬细胞(RAW 264.7)炎症模型评价其抗炎活性。结果从中分离得到22个化合物,分别鉴定为isoarborinol(1)、phytol(2)、对苯二酚(3)、咖啡酸乙酯(4)、vanillic acid(5)、原儿茶醛(6)、丁香酸(7)、异秦皮定(8)、咖啡酸甲酯(9)、(-)-芝麻素(10)、sesaminone(11)、(1 R,2S,5R,6S)-6-(3,4-dihydroxyphenyl)-2-(3,4-methylene-dioxyphenyl)-3,7-dioxabicyclo[3.3.0]octane(12)、(1 R,2S,5R,6S)-2-(3,4-methylenedioxyphenyl)-6-(4-hydroxy-3,5-dimethoxyphenyl)-3,7-dioxabicyclo[3.3.0]octane(13)、linderin A(14)、咖啡酸(15)、esculetin(16)、(+)-丁香脂素(17)、β-胡萝卜苷(18)、6-O-咖啡酸葡萄糖酯(19)、eleutheroside B1(20)、隐绿原酸(21)、5-O-咖啡酰基奎宁酸甲酯(22)。化合物3~4、6~7、9、13、15~17对LPS诱导RAW264.7细胞释放的NO水平具有不同程度的抑制作用,抑制率分别为(78.17±1.23)%、(73.60±2.11)%、(63.47±2.50)%、(59.89±3.94)%、(75.38±0.97)%、(80.35±3.03)%、(61.61±1.46)%、(66.13±2.59)%、(78.48±2.46)%。结论化合物1、6~9、11~14、19为首次从蓍属植物中分离得到,化合物2~5、15~17、20~22为首次从该植物中分离得到。化合物3~4、6~7、9、13、15~17具有一定的抗炎活性,化合物3~4抗炎活性最强。AIM To study the chemical constituents from Achillea wilsoniana Heimerl ex Hand.-Mazz.and their anti-inflammatory activities.METHODS The 70%ethanol extracts from A.wilsoniana was isolated and purified by D101 macroporous resin,silica gel,ODS and Toyopearl HW-40F,then the structures of obtained compounds were identified by physicochemical properties and spectral data.Their anti-inflammatory activities were evaluated by LPS induced RAW 264.7 inflammatory cell model.RESULTS Twenty-two compounds were isolated and identified as isoarborinol(1),phytol(2),hydroquinone(3),caffeic acid ethyl ester(4),vanillic acid(5),protocatechualdehyde(6),syringic acid(7),isofraxidin(8),caffeic acid methyl ester(9),(-)-sesamin(10),sesaminone(11),(1 R,2S,5R,6S)-6-(3,4-dihydroxyphenyl)-2-(3,4-methylene-dioxyphenyl)-3,7-dioxabicyclo[3.3.0]octane(12),(1 R,2S,5R,6S)-2-(3,4-methylenedioxyphenyl)-6-(4-hydroxy-3,5-dimethoxyphenyl)-3,7-dioxabicyclo[3.3.0]octane(13),linderin A(14),caffeic acid(15),esculetin(16),(+)-syringaresinol(17),β-daucosterol(18),6-O-caffeoyl-glucopyranose(19),eleutheroside B1(20),4-O-caffeoylquinic acid(21),5-O-caffeoylquinic acid methyl ester(22).Compounds 3-4,6-7,9,13,15-17 exhibited different degress of inhibitory effects against NO production in LPS-stimulated RAW264.7 cells,and the inhibition rates were(78.17±1.23)%,(73.60±2.11)%,(63.47±2.50)%,(59.89±3.94)%,(75.38±0.97)%,(80.35±3.03)%,(61.61±1.46)%,(66.13±2.59)%,(78.48±2.46)%.CONCLUSION Compounds 1,6-9,11-14,19 are isolated from genus Achillea for the first time.Compounds 2-5,15-17,20-22 are isolated from this plant for the first time.Compounds 3-4,6-7,9,13,15-17 display potential anti-inflammatory activities.Compounds 3-4 have the strongest anti-inflammatory activities.

关 键 词：土一枝蒿 化学成分 抗炎活性 结构鉴定 

分 类 号：R284.1[医药卫生—中药学]