灯盏细辛中1个新咖啡酰酯类化合物的分离鉴定及抗肿瘤活性研究

Isolation,identification and antitumor activities study of a new caffeoylester compound from Erigeron breviscapus

目的研究灯盏细辛Erigeron breviscapus的化学成分及其体外抗胶质母细胞瘤和结肠癌活性。方法采用大孔树脂柱色谱、中压制备色谱、高压制备色谱等多种方法进行分离和纯化,利用1D-NMR、2D-NMR、HR-ESI-MS、UV、IR等波谱技术对分离得到的化合物进行结构鉴定,采用CCK-8法对新化合物的活性进行筛选。结果从灯盏细辛80%甲醇提取物中分离得到4个化合物,分别鉴定为反式-4-咖啡酰氧基-3-羟基-6-咖啡酰氧甲基-7,8-二氧杂环[3.2.1]辛烷-1-羧酸(1)、异绿原酸A(2)、绿原酸(3)和新绿原酸(4);其中化合物1对人胶质瘤U87细胞和人结肠癌HT29细胞的半数抑制浓度(half inhibitory concentration,IC_(50))分别为(13.31±0.77)、(14.83±0.92)μmol/L。结论化合物1为新化合物,命名为新飞蓬酯乙;化合物1对肿瘤细胞的增殖具有一定的抑制作用。

Objective To investigate the chemical constituents of Dengzhanxixin [Erigeron breviscapus(Vant.) Hand.-Mazz.] and its in vitro anti-glioblastoma and colon cancer activities.Methods Various methods including macroporous resin column chromatography,medium-pressure preparative chromatography,and high-pressure preparative chromatography were employed to isolate and purify the 80% methanol extract of E.breviscapus.The compounds obtained were structurally identified using 1D-NMR,2D-NMR,HR-ESI-MS,UV,IR,and other spectroscopic techniques.The activity of the new compounds was screened using the CCK-8 method.Results Four compounds were isolated from E.breviscapus and identified as trans-4-caffeoyloxy-3-hydroxy-6-caffeoyloxymethyl-7,8-dioxabicyclo [3.2.1]octane-1-carboxylic acid(1),isochlorogenic acid A(2),chlorogenic acid(3),and neochlorogenic acid(4),respectively.The half inhibitory concentration(IC_(50)) of compound 1 on human glioma U87 cells and human colon cancer HT29 cells was(13.31±0.77),(14.83±0.92) μmol/L,respectively.Conclusion Compound 1 is a new compound named neoerigeroster B;Compound 1 exhibits certain inhibitory effects on the proliferation of tumor cells.