土木香化学成分研究

Chemical constituents from Inula helenium

目的研究土木香Inula helenium根的化学成分。方法采用硅胶柱色谱、TLC和HPLC等多种色谱技术进行分离纯化,运用核磁波谱技术及参考文献数据鉴定化合物结构。结果从土木香根提取物中分离得到22个化合物,分别鉴定为土木香内酯(1)、异土木香内酯(2)、4,4-二甲基甾醇(3)、11αH,13-二氢异土木香内酯(4)、11αH,13-二氢土木香内酯(5)、4(15)-环氧异土木香内酯(6)、5α,6α-环氧土木香内酯(7)、别土木香内酯(8)、异别土木香内酯(9)、木栓酮(10)、木栓醇(11)、古柯二醇(12)、β-谷甾醇葡萄糖苷(13)、羽扇豆醇乙酸酯(14)、羽扇豆酮(15)、羽扇豆醇(16)、δ-香树素(17)、羽扇豆醇棕榈酸酯(18)、5,7,4′-三羟基-3′,5′-二甲氧基黄酮(19)、(+)-丁香树脂酚(20)、3,5,3′-三羟基-6,7,4′-三甲氧基黄酮(21)、3,5,6,7,3′-五羟基-4′-甲氧基黄酮(22)。结论化合物21、22为首次从该属植物中分离得到;化合物10~15、17、18为首次从土木香中分离得到。经过抗菌测试筛选发现化合物1、2、4、5、7~9对大肠杆菌、金黄色葡萄球菌以及枯草芽孢杆菌均具有抑菌作用。

Objective To study the major chemical components from Inula helenium. Methods The compounds were separated and purifid by using a variety of chromatographic techniques including silica gel column chromatography, thin layer chromatography, and high performance liquid chromatography, and the structures of the compounds were verified by nuclear magnetic spectroscopy and literature data. Results A total of 22 compounds were separated from petroleum ether extract of I. helenium and identified separately as alantolactone（1）, isoalantolactone（2）, 4,4-dimethylsterols（3）, 11αH,13-dihydroisoalantolactone（4）, 11αH,13-dihydroalantolactone（5）, 4（15）-epoxy-isoalantolactone（6）, 5α,6α-epoxyalantolactone（7）, alloalantolactone（8）, isoalloalantolactone（9）, friedelin（10）, friedelinol（11）, erythrodiol（12）, β-sitosterol-glucopyranoside（13）, lupeol acetate（14）, lupeone（15）, lupeol（16）, δ-amyrin（17）, lupeol palitate（18）, 5,7,4′-trihydroxy-3′,5′-dimethoxy flavane（19）,（＋）-syringaresinol（20）, 3,5,3′-trihydroxy-6,7,4′-trimethoxy flavone（21）, and 3,5,6,7,3′-hydroxy-4′-methoxy dihydroflavones（22）. Conclusion Compounds 21 and 22 are isolated from this genus for the first time; Compounds 10—15, 17, and 18 are separated from the I. helenium for the first time. After antibacterial test, compounds 1, 2, 4, 5, 7—9 have strong inhibitory effects on Escherichia coli, Staphylococcus aureus, and Bacillus subtilis.