云上杜鹃花化学成分及其抑制NO生成活性研究  

Chemical constituents from flowers of Rhododendron pachypodum Balf.f.et W.W.Sm and their inhibitory activity on NO production

作　　者：段苑婷 程琪 毕晓旭 王莹 陈冰 栾杰 张高红 何江波 DUAN Yuan-ting;CHENG Qi;BI Xiao-xu;WANG Ying;CHEN Bing;LUAN Jie;ZHANG Gao-hong;HE Jiang-bo(School of Medicine,Kunming University,Kunming 650214,China;Yunnan Center for Disease Control and Prevention Center for Physical and Chemical Testing,Kunming 650022,China)

机构地区：[1]昆明学院医学院,昆明650214 [2]云南省疾病预防与控制中心理化检测中心,昆明650022

出　　处：《天然产物研究与开发》2024年第1期63-71,共9页Natural Product Research and Development

基　　金：云南省应用基础研究计划高校联合面上基金(202001BA070001-043);昆明市春城计划青年拔尖人才项目(C201914001)。

摘　　要：研究云上杜鹃花中的化学成分及其抗炎活性。采用系统分离方法(硅胶柱色谱、凝胶Sephadex LH-20柱色谱、半制备液相色谱)对云上杜鹃花乙酸乙酯萃取相进行分离与纯化,再采用1H NMR、13 C NMR和MS等现代波谱学方法对化合物的结构进行鉴定。利用LPS诱导RAW 264.7巨噬细胞建立炎症模型,评价化合物抗炎活性。从乙酸乙酯部位分离并鉴定26个化合物,分别为梫木毒素I(1)、梫木毒素II(2)、pieristoxin S(3)、去氢催吐萝芙木醇(4)、megastigm-5-en-3,9-diol(5)、吐叶醇(6)、5,6-epoxy-3-hydroxy-7-megastigmen-9-one(7)、hydroxy-3-oxo-α-ionol(8)、香叶芳樟醇(9)、negunfurol(10)、2,6,10-trimethyldodeca-6,11-diene-2,3,10-triol(11)、9,10-dihydroxy-6,10-dimethylundec-5-en-2-one(12)、(2Z)-2,6-dimethyl-2,7-octadiene-1,6-diol(13)、medioresinol(14)、松脂素(15)、4-O-甲基雪松素(16)、柚皮素(17)、6,8-di-C-methyldihydrokaempferol(18)、去甲基丁香色原酮(19)、二氢松柏醇(20)、mycophenolic methyl ester(21)、苔色酸甲酯(22)、东莨菪亭(23)、水杨醇(24)、对甲氧基苯乙酸(25)、苔黑酚(26)。活性筛选结果表明,13、16、18抑制LPS诱导RAW 264.7细胞中NO生成,化合物16活性较强,IC 50值达33.5±1.5μmol/L。To study chemical constituents from the flowers of Rhododendron pachypodum Balf.f.et W.W.Sm and their anti-inflammatory activities.Systematic separation methods(silica gel column chromatography,gel Sephadex LH-20 column chromatography,semi-preparative liquid chromatography)were used for the separation and purification of the ethyl acetate extract phase of R.pachypodum,and then the identification of compounds by modern spectroscopic methods,such as 1H NMR,13 C NMR,MS.The anti-inflammatory activities of compounds were evaluated by LPS induced RAW 264.7 inflammatory cell model.Twenty six compounds were isolated from the EtOAc extracts of the flowers of this plant and identified as grayanotoxin I(1),grayanotoxin II(2),pieristoxin S(3),dehydrovomifoliol(4),megastigm-5-en-3,9-diol(5),vomifoliol(6),5,6-epoxy-3-hydroxy-7-megastigmen-9-one(7),hydroxy-3-oxo-α-ionol(8),geranyllinalool(9),negunfurol(10),2,6,10-trimethyldodeca-6,11-diene-2,3,10-triol(11),9,10-dihydroxy-6,10-dimethylundec-5-en-2-one(12),(2Z)-2,6-dimethyl-2,7-octadiene-1,6-diol(13),medioresinol(14),pinoresinol(15),4-O-metbylcedrusin(16),naringenin(17),6,8-di-C-methyldihydrokaempferol(18),noreugenin(19),dihydroconiferyl alcohol(20),mycophenolic methyl ester(21),methyl orsellinate(22),scopoletin(23),salicyl alcohol(24),p-methoxyphebylacetic acid(25),and 5-methylbenzene-1,3-diol(26).Compound 13,16 and 18 showed potential inhibitory activity on NO production.Compound 16 showed significant activity,the IC 50 value of compound 16 was 33.5±1.5μmol/L.

关 键 词：云上杜鹃 抗炎活性 吐叶醇 结构鉴定 

分 类 号：R284.1[医药卫生—中药学]