[关键词]
[摘要]
目的 研究怀菊花Chrysanthemum morifolium的化学成分。方法 采用硅胶、ODS、Sephadex LH-20以及半制备HPLC等方法进行分离纯化,根据波谱数据并结合文献对化合物结构进行鉴定。采用脂多糖(lipopolysaccharide,LPS)诱导小鼠巨噬细胞RAW264.7模型,以抑制炎性细胞因子一氧化氮(NO)的分泌为评价指标对分离得到的化合物进行体外抗炎活性评价。结果 从怀菊花二氯甲烷提取物中分离得到7个化合物,分别为 (6S, 7R, 10R)-没药烷-7-羟基-10,11-环氧-4-酮(1)、黑麦草内酯(2)、(4R)-1-甲基-4-(1-羟基异丙基)环己烯-6-酮(3)、2-甲氧基对苯二酚(4)、4-(3-羟丙基)苯酚(5)、5-(3-羟丙基)-2-甲氧基苯酚(6)、4-甲基苯酚(7)。结论 化合物1为新的没药烷型倍半萜,命名为怀菊花没药烷A。除化合物2外,其余化合物均为首次从该属植物中分离得到。化合物1和3有显著NO抑制作用,其半数抑制浓度(median inhibition concentration,IC50)值分别为9.2、38.9μmol/L。
[Key word]
[Abstract]
Objective To study the chemical constituents from Chrysanthemum morifolium. Methods The extract from C. morifolium was isolated and purified by silica gel column, ODS, Sephadex LH-20 and semi-preparative HPLC. Their structures were identified by spectral analysis combined with literature. Inhibiting the secretion of inflammatory cytokine nitric oxide (NO) was used as the evaluating indicator, the model of lipopolysaccharide (LPS)-induced mouse macrophage RAW264.7 cells was used to evaluate the in vitro anti-inflammatory activity of isolated compounds. Results A total of seven compounds were obtained from the dichloromethane extract of C. morifolium and their structures were identified as (6S,7R,10R)-bisabolane-7-hydroxy-10,11-epoxide-4-one (1), loliolide (2), (4R)-1-methyl-4-(1-hydroxyisopropyl)cyclohexene-6-one (3), 2-methoxyhydroquinone (4), 4-(3-hydroxypropyl)phenol (5), 5-(3-hydroxypropyl)-2-methoxyphenol (6), 4-methylphenol (7). Conclusion Compound 1 is a new bisabolane-type sesquiterpenoid, named chrysanbisabane A. All compounds except compound 2 were isolated from this genus for the first time. Compounds 1 and 3 showed a significant NO inhibition activity with median inhibition concentration (IC50)values of 9.2 μmol/L and 38.9 μmol/L, respectively.
[中图分类号]
R284.1
[基金项目]
国家自然基金资助项目(82003606);河南省高校科技创新团队支持计划资助(24IRTSTHN039)