[关键词]
[摘要]
目的 研究白毛长叶紫珠Callicarpa longifolia var. floccosa枝叶的化学成分及抗炎活性。方法 采用多种色谱分离方法对白毛长叶紫珠枝叶乙醇提取物的石油醚及二氯甲烷部位进行化学成分分离,运用核磁共振谱、高分辨质谱及电子圆二色谱等技术鉴定化合物的结构;并采用脂多糖(lipopolysaccharide,LPS)诱导的小鼠巨噬细胞RAW264.7炎症模型,对化合物的体外抗炎活性进行评价。结果 从白毛长叶紫珠枝叶乙醇提取物的石油醚及二氯甲烷部位中共分离得到9个化合物,分别鉴定为11E-6β-羟基-15,16-降半日花-8(17),11-二烯-13-酮(1)、8(14),15-异海松二烯-3β,18-二醇(2)、8(14),15-异海松二烯-7α,18-二醇(3)、白桦脂酸(4)、3-羟基-4-甲氧基苯乙酮(5)、香兰素(6)、(E)-3-羟基-4-甲氧基-5-甲酰基肉桂醛(7)、丁香醛(8)、吲哚-3-甲醛(9)。结论 化合物1为1个新的半日花烷型降二萜,命名为白毛长叶紫珠酮A;化合物2~9均首次从白毛长叶紫珠中分离获得,包括2个海松烷型二萜、1个三萜、4个酚类及1个生物碱。9个化合物能够不同程度地抑制LPS诱导的RAW264.7细胞一氧化氮(nitric oxide,NO)的生成,其中化合物4和7的NO抑制率分别达到(55.9±4.4)%和(59.5±7.3)%。
[Key word]
[Abstract]
Objective To study the chemical constituents and anti-inflammatory activity of the branches and leaves of Callicarpa longifolia Lamk. var floccosa Schauer. Methods Multiple chromatographic separation methods were employed to isolate chemical constituents from the petroleum ether and dichloromethane extracts of the ethanol extract of C. longifolia var. floccosa branches and leaves. The structures of compounds were elucidated using techniques including nuclear magnetic resonance (NMR) spectroscopy, high-resolution mass spectrometry (HR-ESI-MS), and electronic circular dichroism (ECD). The in vitro anti-inflammatory activity of the compounds was evaluated using a lipopolysaccharide (LPS)-induced murine macrophage RAW264.7 cells inflammation model. Results Nine compounds were isolated from the petroleum ether and dichloromethane extracts of the ethanol extract and identified as 11E-6β-hydroxy-15,16-dinorlabda-8(17),11-dien-13-one (1), sandaracopimaradiene-3β,18-diol (2), 8(14),15-sandaracopi- maradiene-7α,18-diol (3), betulinic acid (4), 1-(3-hydroxy-4-methoxyphenyl)-ethanone (5), vanillin (6), (E)-3-hydroxy-4-methoxy-5-formylcinnamaldehyde (7), syringaldehyde (8), and indole-3-carbaldehyde (9). Conclusion Compound 1 was established as a new labdane-type norditerpenoid, named callifloccone A. Compounds 2—9 were isolated from C. longifolia var. floccosa for the first time, structurally characterized as: two pimarane-type diterpenoids, one triterpenoid, four phenolics, and one alkaloid. All compounds differentially suppressed LPS-induced nitric oxide (NO) production in RAW264.7 cells. Notably, compounds 4 and 7 demonstrated superior efficacy with NO inhibition rates of (55.9 ± 4.4)% and (59.5 ± 7.3)%, respectively.
[中图分类号]
R284.1
[基金项目]
广西植物研究所基本科研业务费资助项目(桂植业24003);广西植物功能物质与资源持续利用重点实验室(ZRJJ2023-5);中国科学院西部青年学者项目(人字[2023]16号)