摘要
综合运用正相硅胶、凝胶Sephadex LH-20,ODS柱色谱以及半制备高效液相色谱等分离技术对罂粟科植物赛北紫堇的化学成分进行系统研究。运用NMR,MS等波谱方法以及理化性质结合文献数据鉴定了从赛北紫堇90%乙醇提取物中分离得到的20个酚类化合物,分别为:(3S)-5-guaiacyl-3-hydroxypentanoic methyl ester(1)、8-对羟苄基槲皮素(2)、8-对羟苄基山奈酚(3)、6-对羟苄基槲皮素(4)、槲皮素(5)、山奈酚(6)、金圣草黄素(7)、1,7-二羟基-3,8-二甲氧基(口山)酮(8)、1-羟基-2,3,5-三甲氧基(口山)酮(9)、1-羟基-2,3,4,6-四甲氧基(口山)酮(10)、p-hydroxyphenylferulate(11)、5,7-二羟基香豆素(12)、4,4′-二羟基二苄醚(13)、3-甲氧基-4-羟基苯乙醇(14)、3,4-二羟基苯乙醇(15)、对羟基苯乙醇(16)、对羟苄基乙基醚(17)、对羟基苯甲醇(18)、1,2,4-苯三酚(19)、邻二苯酚(20)。其中化合物1为一新的天然产物,2~4和7~20为首次从紫堇属中分离得到,化合物5和6为首次从赛北紫堇中分离得到。采用四甲基唑蓝法测定了20个化合物对人肝癌HepG2、SMMC-7721细胞的体外抑制活性,结果显示化合物2和3对人肝癌HepG2具有一定的抑制活性,IC50值分别为16.8和19.2μmol/L。
To investigate the chemical constituents from Corydalis impatiens,various column chromatography techniques,including silica gel,Sephadex LH-20,ODS and semi-preparative HPLC were used.The structures were identified by NMR,MS,physicochemical properties and/or comparison with literature data.As a result,twenty known phenolic compounds were isolated and identified as(3S)-5-guaiacyl-3-hydroxypentanoic methyl ester(1),8-C-p-hydroxybenzylquercetin(2),8-C-p-hydroxybenzylkaempferol(3),6-C-p-hydroxybenzylquercetin(4),quercetin(5),kaempferol(6),chrysoeriol(7),1,7-dihydroxy-3,8-dimethoxyxanthone(8),1-hydroxy-2,3,5-trimethoxyxanthone(9),1-hydroxy-2,3,4,6-tetramethoxyxanthone(10),p-hydroxyphenylferulate(11),esculetin(12),4,4′-dihydroxydibenzyl ether(13),3-methoxy-4-hydroxy-phenylethanol(14),3,4-dihydroxyphenylethanol(15),4-hydroxyphenylethanol(16),p-hydroxybenzylethyl ether(17),p-hydroxyphenylmethanol(18),1,2,4-trihydroxybenzene(19),1,2-benzenediol(20).Compound 1 is a new natural compound,2-4 and 7-20 were obtained from genus Corydalis for the first time,and 5 and 6 were isolated from this plant for the first time.All of the compounds obtained were evaluated in vitro by MTT assay against human hepatic cell line HepG2 and SMMC-7721.Compounds 2 and 3 exhibited moderate inhibition on HepG2 with IC50 values of 16.8 and 19.2 μmol/L,respectively.
作者
南泽东
韩广田
李喜安
任华忠
鱼江
王寿峰
郭力
NAN Ze-dong;HAN Guang-tian;LI Xi-an;REN Hua-zhong;YU Jiang;WANG Shou-feng;GUO Li(Chengdu University of Traditional Chinese Medicine(TCM),School of Pharmacy,Southuvest Genuine Medicinal Materials Collaborative Innovation Center,State Key Laboratory of Resources Systems Research and Development Uilization of TCM,Chengdu 611137,China;Leshan Vocational&Technical college,Leshan 614000,China;Sichuan University of Science and Engineering,College of Chemical Engineering,Zigong 643000,China)
出处
《天然产物研究与开发》
CAS
CSCD
北大核心
2020年第7期1164-1170,共7页
Natural Product Research and Development
基金
四川省科技计划项目应用基础计划(2016JY0087)
乐山职业技术学院博士科研启动基金(201606)。
关键词
赛北紫堇
酚类成分
结构鉴定
细胞毒活性
Corydalis impatiens
phenolic constituents
structure elucidation
cytotoxic activity