黑面神乙酸乙酯部位化学成分研究  

Chemical constituents from the ethyl acetate fraction of Breynia fruticosa

作　　者：江程 顾琼[2] JIANG Cheng;GU Qiong(Shenzhen Institute of Technology,Shenzhen 518116,China;Research Center for Drug Discovery,School of Pharmaceutical Sciences,Sun Yat-sen University,Guangzhou 510006,China)

机构地区：[1]深圳技师学院,深圳518116 [2]中山大学药学院药物分子设计研究中心,广州510006

出　　处：《天然产物研究与开发》2022年第6期987-995,共9页Natural Product Research and Development

基　　金：国家自然科学基金(81173470)。

摘　　要：为研究黑面神(Breynia fruticosa)地上部分化学成分及其抗Epstein-Barr病毒(EBV)活性。本研究采用硅胶等柱色谱和制备液相色谱等手段对黑面神地上部分95%醇水提物乙酸乙酯萃取部位进行分离纯化,并根据理化性质和谱学数据对化合物结构进行鉴定,鉴定后化合物进行抗EBV活性测试。从黑面神95%乙醇提取物乙酸乙酯萃取部分离得到24个化合物,分别鉴定为(-)-丁香树脂酚(1)、(+)-表丁香脂素(2)、(+)-丁香树脂酚(3)、(+)-(8′R,8R,7′S)-南烛木树脂酚(4)、(+)-5-甲氧基-异落叶松树脂酚(5)、表南烛木树脂酚(6)、burselignan(7)、(-)-异落叶松树脂酚(8)、(-)-(7S,7′S,8R,8′R)-3,3′,5,5′-tetramethoxy-7,7′-epoxylignane-4,4′,9,9′-tetraol(9)、(7S,7′R,8S,8′S)-3,3′-dimethoxy-7,7′-epoxylignane-4,4′,9,9′-tetraol(10)、(+)-大木姜子素(11)、1,2-methylene-dioxy-4-methoxy-secopterocarpan(12)、2-[4-(3-hydroxy-propyl)-2-methoxyphenoxy]-propane-1,3-diol(13)、shepherdine(14)、4-甲氧基异虎耳草素(15)、5-甲氧基异虎耳草素(16)、马尼拉二醇(17)、olean-12-ene-3β,22β-diol(18)、taxaxerol(19)、曼陀罗萜二醇(20)、二氢菜子甾醇(21)、β-谷甾醇(22)、(E)-6-methoxyl-decylcaffeate(23)、(8E,10Z,15E)-7-hydroxyoctadeca-8,10,15-trieno-icacid(24),化合物除了1、3、4、8、22外均为首次从该植物中获得。将24个化合物均测试其体外抗EBV活性,结果显示在30μmol/L浓度下,共有2个化合物抑制EB病毒裂解复制达到50%以上,其中化合物12、14抑制EB病毒裂解复制IC_(50);分别为16.4μmol/L与5.7μmol/L。To study the chemical constituents and explore the anti-Epstein-Barr virus(anti-EBV)bioactive compound from the aerial part of Breynia fruticosa.The compounds were separated by column chromatography such as silica gel,MCI gel CHP-20,ODS,and Sephadex LH-20 and purified by preparative HPLC method.The structures of all the isolated compounds were identified by combination of spectroscopic methods(MS,~1H NMR,;C NMR)with the literature data,then all compounds assay through anti-EBV.As a result,chemical investigation on the aerial part of Breynia fruticosa led to the isolation of 24 compounds.Here,including(-)-syringaresinol(1),(+)-epi-syringaresinol(2),(+)-syringaresinol(3),(+)-(7R,8R,7′S)-lyoniresinol(4),(+)-5-methoxy-isolariciresinol(5),epi-lyoniresinol(6),burselignan(7),(-)-isolariciresinol(8),(-)-(7S,7′S,8R,8′R)-3,3′,5,5′-tetramethoxy-7,7′-ep-oxylignane-4,4′,9,9′-tetraol(9),(7S,7′R,8S,8′S)-3,3′-dimethoxy-7,7′-epoxy-ligna-ne-4,4′,9,9′-tetraol(10),(+)-grandisin(11),1,2-methylene-dioxy-4-methoxy-secopterocarpan(12),2-[4-(3-hydroxypropyl)-2-methoxy-phenoxy]-propane-1,3-diol(13),shepherdine(14),4-O-methylnorbergenin(15),5-O-methylnorb-ergenin(16),maniladiol(17),olean-12-ene-3β,22β-diol(18),taxaxerol(19),daturadiol(20),dihydrobrassicasterol(21),β-sitosterol(22),(E)-6-methoxyl-decylcaffeate(23),(8E,10Z,15E)-7-hydroxyoctadeca-8,10,15-trieno-icacid(24)were reported in this paper.Except 1,3,4,8,22,all the compounds were obtained from this plant for the first time.The results showed that two compounds inhibited more than 50%cleavage and replication of EB virus with concentrations of 30μmol/L.The IC_(50);of compounds 12 and 14 were 16.4μmol/L and 5.7μmol/L,respectively.

关 键 词：黑面神 大戟科 木脂素 抗EBV活性 

分 类 号：R284.2[医药卫生—中药学]