九牛草石油醚部位的化学成分研究  

Chemical constituents from petroleum ether fraction of Artemisia stolonifera

作　　者：王秉基 李君仪 王彦多 赵梓邯 刘大会 杨健[2] 丁刚[4] 牛树彬 白瑞斌 WANG Bing-ji;LI Jun-yi;WANG Yan-duo;ZHAO Zi-han;LIU Da-hui;YANG Jian;DING Gang;NIU Shu-bin;BAI Rui-bin(Beijing City University,Beijing 100080,China;State Key Laboratory for Quality Ensurance and Sustainable Use of Dao-di Herbs,National Resource Center for Chinese Materia Medica,China Academy of Chinese Medical Sciences,Beijing 100700,China;Faculty of Pharmacy,Hubei University of Chinese Medicine,Wuhan 430065,China;Institute of Medicinal Plant Development,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100193,China)

机构地区：[1]北京城市学院,北京100080 [2]中国中医科学院中药资源中心道地药材品质保障与资源持续利用全国重点实验室,北京100700 [3]湖北中医药大学药学院,湖北武汉430065 [4]中国医学科学院北京协和医学院药用植物研究所,北京100193

出　　处：《中国中药杂志》2024年第19期5229-5237,共9页China Journal of Chinese Materia Medica

基　　金：中国中医科学院基本科研业务费优秀青年科技人才培养专项(ZZ16-YQ-040);中国中医科学院中药资源中心自主选题研究项目(ZZXT202208);江西中医药健康产业研究院科技项目;湖北省现代农业产业技术体系项目(HBHZD-ZB-2020-005);湖北省教育厅中青年人才项目(Q20212001)。

摘　　要：研究九牛草Artemisia stolonifera石油醚部位的化学成分。通过硅胶、Sephadex LH-20、ODS和半制备液相等色谱技术从九牛草石油醚部位分离得到20个化合物,根据理化性质和波谱数据鉴定了这些化合物的结构,分别为(7S,9S,10S)-9-hydroxy-7-allyl acetate-1-one(1)、1β,4β,7α-trihydroxy-8,9-eudesmene(2)、oplodiol(3)、10α-hydroxycadin-4-en-15-al(4)、loliolide(5)、香兰素(6)、香草酸(7)、甲氧基丁子香酚(8)、4-羟基-3-甲氧基苯甲酸乙酯(9)、对羟基苯甲酸乙酯(10)、(E)-4-hydroxy-3-methyl-2-butenyl benzoate(11)、(3R,6R,7E)-3-hydroxy-4,7-megastigmadien-9-one(12)、hydroxydihydrobovolide(5-hydroxy-3,4-dimethy-5)-pentyl-2(5H)-furanone(13)、(R)-2-ethylhexyl 2H-1,2,3-triazole-4-carboxylate(14)、圣草素-7,3′-二甲醚(15)、黄体酮(16)、spinasterol(17)、schottenol(18)、α-tocospiro A(19)、3-[3′-(nona-1″-en-3″,5″,7″-trynyl)oxiran-2′-yl]propan-2-ol(20)。其中化合物1为新化合物,化合物2~5、7~20为首次从该植物中分离得到。对所分离的化合物进行了抗肿瘤活性研究。结果表明,化合物16、19具有MCF-7和B16的细胞毒活性,其中MCF-7细胞毒活性IC50分别为(20.94±1.72)、(77.45±0.35)μmol·L^(-1),B16细胞毒活性IC50分别为(33.89±2.98)、(23.42±0.31)μmol·L^(-1),化合物11、15、20具有B16的细胞毒活性,IC50分别为(88.13±6.38)、(68.05±10.28)、(58.89±10.29)μmol·L^(-1)。The chemical constituents in the petroleum ether fraction of Artemisia stolonifera were investigated.Twenty compounds(1-20)were isolated from the petroleum ether fraction of A.stolonifera by silica gel,Sephadex LH-20,and ODS chromatography and semi-preparative HPLC.Based on physicochemical properties and spectral data,the structures of these compounds were identified as(7S,9S,10S)-9-hydroxy-7-allyl acetate-1-one(1),1β,4β,7α-trihydroxy-8,9-eudesmene(2),oplodiol(3),10α-hydroxycadin-4-en-15-al(4),loliolide(5),vanillin(6),vanillic acid(7),methoxyeugenol(8),ethyl 4-hydroxy-3-methoxybenzoate(9),ethyl 4-hydroxybenzoate(10),(E)-4-hydroxy-3-methyl-2-butenyl benzoate(11),(3R,6R,7E)-3-hydroxy-4,7-megastigmadien-9-one(12),hydroxydihydrobovolide(5-hydroxy-3,4-dimethy-5)-pentyl-2(5H)-furanone(13),(R)-2-ethylhexyl 2H-1,2,3-triazole-4-carboxylate(14),eriodictyol-7,3′-dimethyl ether(15),progesterone(16),spinasterol(17),schottenol(18),α-tocospiro A(19),and 3-[3′-(nona-1″-en-3″,5″,7″-trynyl)oxiran-2′-yl]propan-2-ol(20).Compound 1 was a new sesquiterpenoid,and compounds 2-5 and 7-20 were isolated from this plant for the first time.The antitumor activities of the compounds were studied.The results showed that compounds 16 and 19 displayed cytotoxic activity against MCF-R7 and B16 cells,with the IC50 values of(20.94±1.72)and(77.45±0.35)μmol·L^(-1)against MCF-7 cells and(33.89±2.98)and(23.42±0.31)μmol·L^(-1)against B16 cells,respectively.Compounds 11,15,and 20 had cytotoxic activity against B16 cells,with the IC50 values of(88.13±6.38),(68.05±10.28),and(58.89±10.29)μmol·L^(-1),respectively.

关 键 词：九牛草 宽叶山蒿 化学成分 抗肿瘤活性 

分 类 号：R284.1[医药卫生—中药学]