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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 of Aplinia katsumadai and the inhibition of NF-κB activation and antitumor activity. Methods: The compounds were isolated and purified by silica gel and Sephadex LH-20 chromatography. The chemical structures were identified by spectroscopic methods and physical and chemical properties. The compounds were induced by High-Content Screening (image-based) immunofluorescence. Inhibition of NF-κB activation in A549 lung cancer cells was determined by MTT assay. RESULTS: Twelve compounds were isolated from the ethyl myristate ethyl acetate and identified as (3S, 5S) -trans-3,5-dihydroxy-1,7-diphenyl-hept- 5S) -trans-3,5-dihydroxy-1,7-diphenyl-hept-1-ene (2), 5-hydroxy-1,7- diphenyl-hepta-6-en- (4), alpinein (5), pinosin (6), pinacidin (7), naringenin (8), (+) - catechin (11) and 2,4-dihydroxy-6-phenethyl-benzoic acid methyl ester (12). Compounds 1 to 4 had NF-κB activation inhibition with IC50 values of 14.8, 16.5, 23.2 and 7.5 μmol, respectively. L-1; IC50 of compound 4 on human leukemia K562 and hepatoma SMMC-7721 were 3.2 and 3.5 mg.L-1 respectively; Compound 6 showed moderate activity on hepatoma SMMC-7721 with IC50 of 18.3 mg.L-1. CONCLUSION: Compounds 7 to 12 were isolated from this species for the first time. Chalcone 2 was found for the first time in 12 species. Chalcone 4 has a strong inhibitory effect on NF-κB activation and cytotoxicity. Diphenyl- Alkyl components (1-3) have a certain inhibition of NF-κB activation.