草豆蔻种子化学成分及其NF-κB的激活抑制作用与抗肿瘤活性  

Chemical constituents from seeds of Aplinia katsumadai,inhibition on NF-κB activation and anti-tumor effect

作　　者：唐俊[1] 李宁[1] 戴好富[2] 王开金[1] 

机构地区：[1]安徽大学生命科学学院安徽省中药研究与开发重点实验室,安徽合肥230039 [2]中国热带农业科学院热带生物技术研究所热带作物生物技术国家重点实验室,海南海口571101

出　　处：《中国中药杂志》2010年第13期1710-1714,共5页China Journal of Chinese Materia Medica

基　　金：安徽省优秀青年科技基金项目(08040106812);安徽省自然科学基金(090113100)

摘　　要：目的:研究草豆蔻Aplinia katsumadai化学成分及其NF-κB的激活抑制作用与抗肿瘤活性。方法:采用硅胶和Sephadex LH-20等色谱手段进行化合物的分离纯化,通过波谱方法结合理化性质鉴定其化学结构,采用High-Content Screening(image-based)免疫荧光法对所得到化合物进行TNF诱导人肺癌细胞A549的NF-κB的激活抑制实验,采用MTT法进行体外抗肿瘤活性检测。结果:从草豆蔻乙酸乙酯部位分离得到12个化合物,分别鉴定为(3S,5S)-trans-3,5-dihydroxy-1,7-diphenyl-hept-1-ene(1),(3R,5S)-trans-3,5-dihydroxy-1,7-diphenyl-hept-1-ene(2),5-hydroxy-1,7-diphenyl-hepta-6-en-3-one(3),豆蔻明(4),山姜素(5),乔松素(6),球松素(7),柚皮素(8),(+)-儿茶素(9),白杨素(10),芦丁(11),2,4-二羟基-6-苯乙基-苯甲酸甲酯(12);化合物1～4具有NF-κB激活抑制作用,IC50值分别为14.8,16.5,23.2,7.5μmol.L-1;化合物4对人白血病K562和肝癌SMMC-7721的IC50分别为3.2,3.5 mg.L-1;化合物6对肝癌SMMC-7721显示中等活性,IC50为18.3 mg.L-1。结论:化合物7～12均首次在该种中分离得到,12为山姜素属中首次发现,查耳酮类化合物4具有较强的NF-κB激活抑制作用和细胞毒活性,二苯基庚烷类成分(1～3)具有一定NF-κB激活抑制作用。Objective： To study the chemical constituents from the seeds of A.katsumadai,and their inhibition on NF-κB activation and antitumor effect.Method： Tweleve compounds were isolated from the seeds of Aplinia katsumadai on repeated column chromatography on silica gel,and Sephadex LH-20,and their structures were determined mainly by means of MS and NMR techniques;and their inhibition on NF-κB activation and antitumor effect were also tested by High-Content Screening（image-based） with immunofluorescent probe and MTT method,respectively.Result： From the EtOAC fraction of the seeds of A.katsumadai 12 compounds were isolated and identified as follows：（3S,5S）-trans-3,5-dihydroxy-1,7-diphenyl-hept-1-ene（1）,（3R,5S）-trans-3,5-dihydroxy-1,7-diphenyl-hept-1-ene（2）,5-hydroxy-1,7-diphenyl-hepta-6-en-3-one（3）,cardamonin（4）,alpinetin（5）,pinocembrin（6）,pinostrobin（7）,naringenin（8）,（＋）-catechin（9）,chrysin（10）,rutin（11） and 2,4-dihydroxy-6-phenethl-benzinic acid methyl ester（12）.Compound 1-4 showed inhibitory effect on NF-κB activation with the IC50 values as 14.8,16.5,23.2 and 7.5 μmol·L-1,respectively.Compound 4 displayed cytotoxicity against leukemia K562 cells and human hepatoma cell line SMMC-7721 with IC50 values as 3.2 and 3.5 mg·L-1,and compound 6 showed moderate cytotoxicity against SMMC-7721 with the IC50 value as 18.3 mg·L-1.Conclusion： Compounds 7-12 were isolated from A.katsumadai for the first time and Compound 12 were isolated from the genus Aplinia for the first time;compound 4 has the activity of anti-tumor and NF-κB activation inhibition,compounds 1-3 have the activity NF-κB activation inhibition.

关 键 词：草豆蔻 化学成分 NF-κB激活抑制 抗肿瘤活 

分 类 号：R284[医药卫生—中药学]