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-hy-droxy-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.
Abstract
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.
基金项目
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)