牛尾草根中二萜类成分及其细胞毒活性研究  

Research on diterpene constituents from the root of Isodon ternofolius and their cytotoxic activities

作　　者：廖紫柔 梁昕然 李伟昌 张宏丽 余茜 LIAO Zirou;LIANG Xinran;LI Weichang;ZHANG Hongli;YU Qian(School of Clinical Pharmacy,Guangdong Pharmaceutical University,Guangzhou 510006,China;Health Commission of Hani-Yi Autonomous Prefecture of Honghe,Mengzi 661100,China)

机构地区：[1]广东药科大学临床药学院,广东广州510006 [2]云南省红河州哈尼族彝族自治州卫生健康委员会,云南蒙自661100

出　　处：《广东药科大学学报》2023年第1期23-28,共6页Journal of Guangdong Pharmaceutical University

基　　金：广东省自然科学基金项目(2021A1515011606);2023年广东省科技创新战略专项资金(Pdjh2023a0272);大学生创新创业计划创新训练项目(202210573035)。

摘　　要：目的 研究牛尾草Isodon ternofolius(D.Don)Kudo干燥根的化学成分及其细胞毒活性。方法 牛尾草用95%的乙醇提取、浓缩,浓缩液经水分散后用乙酸乙酯进行萃取,再采用硅胶柱色谱、反相C_(18)柱色谱、MCI吸附树脂柱色谱和Sephadex LH-20凝胶柱色谱等多种分离手段进行分离纯化,并根据理化性质和核磁共振图谱及质谱数据对化合物的结构进行分析鉴定;采用噻唑蓝(MTT)法检测化合物1~9对人乳腺癌细胞(MCF-7)、人非小细胞肺癌细胞(A549)和人结肠癌细胞(HCT116)的体外细胞毒活性。结果 从牛尾草根的乙酸乙酯部位分离得到9个二萜类化合物,分别鉴定为(+)-脱氢松香烷(1)、(+)-7-羰基-松香烷-8,11,13-三烯(2)、(4αS,10αS)-1,2,3,4,4α,10α-hexahy‐dro-1,1,4α-trimethyl-7-(1-methylethyl)-phenanthrene (3)、ent-16β-H-3-oxokauran-17-ol (4)、ent-3S,16S,17-trihydroxykauran-2-one (5)、ent-16S,17-dihydroxykauran-3-one (6)、对映-3β,(13S)-二羟基阿替生烷-16烯-14酮(7)、ent-16S,17-dihydroxyatisan-3-one(8)、ent-atisane-3β,16α,17-triol(9)。化合物1~3为松香烷型二萜,化合物4~6为贝壳杉烷型二萜,化合物7~9为阿替生烷型二萜。其中化合物1~4对3株肿瘤细胞(MCF-7,A549和HCT116)的增殖均具有一定的抑制活性,IC50值的范围在28~83μmol/L。结论 化合物1~9为首次从该植物中分离得到,其中松香烷型二萜具有一定的抑制肿瘤细胞增殖活性。Objective To investigate the diterpenes from dried roots of Isodon ternofolius (D.Don) Kudo and their cytotoxic activities.Methods The roots of I.ternofolius were extracted with 95%ethanol and then concentrated The concentrate was dispersed in water and extracted with ethyl acetate.The compounds were isolated and purified by using multiple separation means such as silica gel column chromatography,reversed-phase C_(18)column chromatography,MCI adsorption resin column chromatography and Sephadex LH-20 gel column chromatography The structures of these compounds were identified based on physical and chemical properties,NMR spectrum and MS data.In vitro cytotoxic activities of nine compounds against three human tumor cell lines,including human breast cancer cells (MCF-7),human non-small cell lung cancer cells (A549),human colon cancer cells (HCT116)were evaluated using the MTT assay.Results Nine diterpenes were isolated and identified as (+)-dehydroabietane(1),(+)-7-dehydroabietanone (2),(4αS,10αS)-1,2,3,4,4α,10α-hexahydro-1,1,4α-trimethyl-7-(1-methylethyl)-phenanthrene (3),ent-16 β-H-3-oxokauran-17-ol (4),ent-3S,16S,17-trihydroxy-kauran-2-one (5),ent-16S,17-dihydroxykauran-3-one (6),ent-3β,(13S)-dihydroxyatis-16-en-14-one (7),ent-16S,17-dihydroxyatisan-3-one (8)ent-atisane-3β,16α,17-triol (9).Compounds 1-3 are abietane-type diterpenes,compounds 4-6 are kaurane-type diterpenes,and compounds 7-9 are atisane-type diterpenes.Among them,compounds 1-4 displayed cytotoxic activities against the three human tumor cell lines (MCF-7,A549,and HCT116) with IC50values in the ranges of28-83μmol/L.Conclusion Compounds 1-9 were isolated from roots of I.ternofolius for the first time.The abietane-type diterpenes mildly inhibited the proliferation of three human tumor cell lines.

关 键 词：牛尾草 化学成分 二萜 细胞毒活性 

分 类 号：R284.1[医药卫生—中药学]