益母草中的1个新二萜苷

A novel diterpene glycoside from Leonurus japonicus

目的研究益母草Leonurus japonicus化学成分及其活性。方法采用硅胶、ODS、凝胶等色谱填料,半制备高效液相色谱等方法进行分离纯化,根据化合物的理化性质、MS、1D-NMR和2D-NMR等波谱数据鉴定结构。采用脂多糖(lipopolysaccharide,LPS)诱导RAW264.7细胞产生一氧化氮(NO)的模型评价化合物活性。结果从益母草中分离得到6个化合物,分别鉴定为(-)-3β,15-二羟基-16-丁香酰氧基-半日花烷-8(9),13(Z)-二烯-7-酮-3-O-β-D-葡萄糖苷(1)、环-(L-脯氨酸-L-脯氨酸)(2)、2,3-二氢-4(1H)-喹诺酮(3)、3,4,5-三甲氧基苯甲酰胺(4)、水苏碱(5)、蔗糖(6)。化合物1可抑制LPS诱导RAW264.7细胞产生NO。结论化合物1为1个新化合物,命名为益丁香酰益母草二萜苷,其对LPS诱导RAW264.7细胞释放NO有抑制活性。化合物2~4、6为首次从益母草中分离得到。

Objective This paper aims to investigate chemical constituents and bioactivity from the ariel parts of Leonurus japonicus. Methods Chromatography using silica gel columns, ODS columns and semi-preparative high performance liquid chromatography were mainly applied to isolation and purification of compounds. The structures were elucidated by their physicochemical properties, MS, 1 D-NMR and 2 D-NMR spectral data. Bioactivity was evaluated by a model of LPS-induced NO production in RAW264.7 cells. Results Six compounds were isolated and identified as(-)-3β,15-dihydroxy-16-syringyloxylabda-8(9),13(Z)-dien-7-one-3-O-β-D-glucoside(1), cyclo-(L-Pro-L-Pro)(2), 2,3-dihydro-4(1 H)-quinolone(3), 3,4,5-trimethoxybenzamide(4), stachydrine(5), and sucrose(6). Compound 1 inhibited LPS-induced NO production in RAW264.7 cells. Conclusion Compound 1 has a new structure, named syringylleojaposide, which showed inhibitory activity against NO production in LPS-induced RAW264.7 cells. The compounds 2—4, and 6 are isolated from L. japonicus for the first time.