密蒙花化学成分及其活性研究

Chemical constituents of Buddlejae officinalis and their bioactivities

目的 为了进一步揭示中药密蒙花药理活性物质基础,研究发现活性成分,对中药密蒙花的化学成分及其活性进行系统的研究。方法 经过正相、反相硅胶柱,Sephadex LH-20,制备液相等色谱方法反复分离。利用各种波谱数据分析鉴定了11个化合物的结构,并有针对性地对分离得到的化合物进行了醛糖还原酶抑制活性测试和以DNA拓扑异构酶Ⅳ为靶点的抑菌活性筛选。结果 分离得到的化合物中,黄酮及其苷类4个,分别是Ⅰ(芹菜素,apigenin)、Ⅱ(蒙花苷,linarin)、Ⅲ(芹菜素-7-O-芸香糖苷,apigenin-7-O-α-L-rhamnopyranosyl(1-6)-β-D-glucopyra-noside)和Ⅳ(木犀草素-7-O-葡萄糖苷,luteolin-7-O-β-D-glucopyranoside);苯乙醇苷4个,分别是Ⅴ(毛蕊花苷,ver-bascoside,即洋丁香苷,acteoside)、Ⅵ(异洋丁香苷,isoacteoside)、Ⅶ-1&2(cistanoside F a＆b)、Ⅷ-1＆2(campneosideⅡa&b);三萜皂苷3个,分别是Ⅸ(密蒙花苷A,mimengoside A)、Ⅹ(密蒙花苷B,mimengoside B)、Ⅺ(songarosideA)。活性测试结果表明:Ⅲ、Ⅱ、Ⅵ具有较强醛糖还原酶抑制活性,抑制率均高于阳性对照槲皮素;Ⅰ、Ⅱ、Ⅴ、Ⅵ和Ⅺ对DNA拓扑异构酶Ⅳ均有不同程度的抑制作用,在与环丙沙星相同质量浓度下(1 mg/mL),产生类似的抑制效果。结论 11个化合物中,化合物Ⅲ。

Object To investigate the chemical constituents of Buddlejae officinalis Maxim. , the relationship between their bioactivities, and the medicinal application of the herb. Methods Various chro-matographic techniques were employed for the isolation and purification of the constituents, including silica gel, Sephadex LH-20, and pre-HPLC. The structures of 11 isolated chemical compounds were elucidated by chemical and spectral analysis (NMR, IR, UV, and MS). The aldose reductase inhibiting test and test on DNA topoisomerase Ⅳ inhibitory effect were applied to evaluate the bioactivity of both the purified compounds and the crude fraction. Results Eleven compounds were isolated from the extracts of B. offic-inalis. They are four flavones and their glycosides; apigenin (Ⅰ), linarin (Ⅱ), apigenin-7-O-α-L-rhamnopyranosyl (1-6)-β-D-glucopyranoside (Ⅲ), and luteolin-7-O-β-D-glucoside (Ⅶ); four phenylen-thanoid glycosides: verbascoside (Ⅴ), isoacteoside (Ⅵ), cistanoside F, a and b (Ⅶ-1 and 2), campneo-side Ⅱ , a and b (Ⅷ-1 and 2); three triferpenoid saponins: mimengoside A (Ⅸ), mimengoside B (Ⅹ), songaroside A (Ⅺ). Some of the them (such as Ⅱ ,Ⅲ , and Ⅵ) showed the aldose reductase inhibitory activities with a higher inhibitory rate than that of quercetin (the positive control), others (such as Ⅰ,Ⅱ , Ⅴ, Ⅵ, and Ⅺ) displayed the inhibititory activities against the DNA topoisomerase Ⅳ . Conclusion Among all the isolated compounds, Ⅲ , Ⅶ-1 and 2, Ⅷ-1 and 2, and Ⅺ are separated for the first time both from the plant and the genus. Their bioactivities of bacteriostatic and against aldose reductase with DNA topoisomerase Ⅳ as target are tested for the first time and are related to the medicinal application of B. officinalis.