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

作　　者：陈恒 王春国 饶沁玲 黄智兴 王钰淼 公佳玉 李沐轩 刘永刚[1] 邓欣祺 CHEN Heng;WANG Chunguo;RAO Qinling;HUANG Zhixing;WANG Yumiao;GONG Jiayu;LI Muxuan;LIU Yonggang;DENG Xinqi(School of Chinese Materia Medica,Beijing University of Chinese Medicine,Beijing 102488,China;Beijing Research Institute of Chinese Medicine,Beijing University of Chinese Medicine,Beijing 100029,China;School of Humanities,Beijing University of Chinese Medicine,Beijing 102488,China;Institute of Chinese Materia Medica,China Academy of Chinese Medical Sciences,Beijing 100700,China)

机构地区：[1]北京中医药大学中药学院,北京102488 [2]北京中医药大学北京中医药研究院,北京100029 [3]北京中医药大学人文学院,北京102488 [4]中国中医科学院中药研究所,北京100700

出　　处：《中草药》2024年第14期4650-4655,共6页Chinese Traditional and Herbal Drugs

基　　金：国家自然科学基金青年科学基金项目(82374076);国家自然科学基金青年科学基金项目(81703744);北京市自然科学基金青年项目(7244493);北京市科学技术协会2023-2025年度青年人才托举工程项目(BYESS2023354);中国中医科学院中药研究所国家自然科学基金培育专项(ZXKT23003);北京中医药大学实验技术(操作规程)标准化研究项目(2023-syjs-01)。

摘　　要：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.

关 键 词：灯盏细辛 菊科 抗肿瘤活性 新飞蓬酯乙 绿原酸 

分 类 号：R284.1[医药卫生—中药学]