[关键词]
[摘要]
目的 研究醴肠Eclipta prostrata的化学成分及其抗沙门菌Ⅲ型分泌系统(type III secretion system,T3SS)活性。方法 综合运用Sephadex LH-20凝胶、正相硅胶、HPLC、中压反相等柱色谱方法进行分离纯化,MS、NMR、UV、IR等技术进行结构鉴定,采用SDS-PAGE法检测化合物1~18抗沙门菌T3SS毒力蛋白分泌活性。结果 从醴肠全草提取物中分离到18个化合物,分别鉴定为香豌豆酚(1)、3'-O-甲基香豌豆酚(2)、蟛蜞菊内酯(3)、异去甲蟛蜞菊内酯(4)、木犀草素(5)、5'-(4-羟基-1-丁炔-1-基)[2,2'-联噻吩]-5-醛(6)、α-三联噻吩(7)、α-三联噻吩甲醛(8)、α-三联噻吩甲醇(9)、5-甲氧亚甲基-2,2':5',2''-三联噻吩(10)、5-羟甲基-(2,2':5',2'')-三联噻吩乙酯(11)、[2,2':5',2''-三联噻吩]-5-基甲基-2-甲基丁酯(12)、5-羟甲基-(2,2':5',2'')-噻吩当归酸酯(13)、5-羟甲基-(2,2':5',2'')-噻吩巴豆酸酯(14)、(Z)-[2,2'-联噻吩]-5-甲醇-5'-(3-丁烯-1-炔基)-2-巴豆酸酯(15)、(E)-5'-(3-丁烯-1-炔基)-[2,2'-噻吩]-5-甲醇-2-甲基巴豆酸酯(16)、5'-(3-丁烯-1-炔-1-基)-[2,2'-联噻吩]-5-甲醇-5-乙酯(17)和5'-羟甲基-5-(3-丁烯-1-炔基)-2,2'-联噻吩(18)。结论 化合物6、15、16首次从植物醴肠中分离得到。化合物5具有较强的沙门菌T3SS毒力蛋白分泌抑制活性,化合物1、3、4具有一定的抗T3SS活性,为醴肠民间用作排脓、止血、治热痢以及抗菌抗感染药物提供了科学的理论基础。
[Key word]
[Abstract]
Objective To investigate the chemical constituents and anti-T3SS activity from whole herbs of Eclipta prostrata. Methods The chemical constituents were systematically separated and purified by Sephadex LH-20, Silica gel, MPLC and HPLC column chromatography, and identified based on their MS and NMR data. The anti-T3SS activities of compounds 1-18 on Salmonella were detected by SDS-PAGE assay. Results Eighteen compounds were obtained from the extracts of E. prostrata and identified as orobol (1), 3'-O-methyl orobol (2), wedelolactone (3), isodemethyl wedelolactone (4), luteolin (5), 5'-(4-hydroxy- 1-butyn-1-yl)[2,2'-bithiophene]-5-carboxaldehyde (6), α-terthienyl (7), α-formylterthienyl (8), α-terthienyl methanol (9), 5- (methoxymethyl)-2,2':5',2''-terthiophene (10), 5-hydroxymethyl-(2,2':5',2'')-terthienyl acetate (11),[2,2':5',2''-terthiophen]-5-yl methyl 2-methylbutanoate (12), 5-hydroxymethyl-(2,2':5',2'')-terthienyl angelate (13), 5-hydroxymethyl-(2,2':5',2'')-terthienyl tiglate (14), (Z)-5'-(3-buten-1-ynyl)-[2,2'-bithiophene]-5-methanol-2-methylcrotonate (15), (E)-5'-(3-buten-1-ynyl)-[2,2'-bithiophene]-5- methanol- 2-methylcrotonate (16), 5'-(3-buten-1-yn-1-yl)-[2,2'-bithiophene]-5-methanol-5-acetate (17), and 5'-hydroxymethyl-5-(3-buten-1-ynyl)- 2,2'-bithiophene (18), respectively. Conclusion Compounds 6, 15 and 16 are isolated from this plant for the first time. Compound 5 has significant anti-T3SS activity against the effector protein secretion, meanwhile, compounds 1, 3 and 4 showed certain activity, which provide a theoretical basis for the folk use of E. prostrata as purulent, hemostatic, heat dysentery, antibacterial and anti-infective drugs.
[中图分类号]
R284.1
[基金项目]
国家自然科学基金面上项目(22177062);教育部创新团队项目(IRT_17R68)