三色旋花化学成分及抗炎活性研究
Chemical constituents from Convolvulus tricolor L.and their anti-inflammatory activities
李雨欣 1祝东荣 2张熙晗 1祁天姿 1顾金萍 1林斌 3陆天琦 4王雯丽 1范博义1
作者信息
- 1. 南通大学药学院,江苏 226019
- 2. 天津理工大学化学化工学院
- 3. 沈阳药科大学无涯创新学院
- 4. 江苏浩丰生物科技有限公司
- 折叠
摘要
目的:研究三色旋花种子的化学成分及单体化合物的抗炎活性.方法:采用硅胶、十八烷基硅烷键合硅胶填料(Octadecylsilyl,ODS)反相色谱和制备型HPLC等方法分离纯化,并利用核磁共振(nuclear magnetic resonance,NMR)、质谱(mass spectrometry,MS)等波谱学方法鉴定化合物的结构.利用脂多糖(lipopolysaccharide,LPS)诱导的RAW264.7 细胞模型及分子对接技术,初步探索所分离化合物的抗炎作用.结果:从三色旋花种子的二氯甲烷部位中分离得到 11 个化合物,分别是 α-亚油酸(1)、1-亚油酸甘油酯(2)、N-亚油酸乙醇胺(3)、咖啡酸乙酯(4)、5-hydroxy-3,4-dimethy-5-pentyl-2(5H)-furanone(5)、东莨菪素(6)、3-吲哚甲醛(7)、methyl dioxindole-3-acetate(8)、ethyl dioxindole-3-acetate(9)、coixspirolactam B(10)、coixspirolactam C(11).活性研究发现,化合物 4 能够显著抑制LPS诱导的一氧化氮生成,而且能显著抑制炎症因子诱导型一氧化氮合酶(inducible nitric oxide synthase,iNOS)和环氧合酶-2(cyclooxygenase-2,COX-2)的表达,并能与iNOS和COX-2 蛋白结合,进而发挥抗炎作用.结论:化合物 2～5 和 7～11 为首次从旋花属植物中分离得到,化合物 1 为首次从植物三色旋花中分离得到.其中,化合物 4 具有显著的抗炎活性,具有进一步研究开发的价值.
Abstract
Objective:To study the chemical constituents from Convolvulus tricolor L.(C.tricolor)and their anti-inflammatory activities.Methods:The chemical constituents were separated and purified by silica gel,Octadecylsilyl(ODS)reverse phase chromatography and preparative HPLC,and were identified by nuclear magnetic resonance(NMR)and mass spectrometry(MS)spectroscopic techniques.The lipopolysaccharide(LPS)-induced RAW264.7 cell model and molecular docking technology were used to evaluate the anti-inflammatory activities.Results:Eleven compounds were isolated from dichloromethane extract of C.tricolor seeds,and were identified as α-linoleic acid(1),1-monolinolein(2),N-linoleoylethanolamine(3),ethyl caffeate(4),5-hydroxy-3,4-dimethy-5-pentyl-2(5H)-furanone(5),scopoletin(6),3-indole formaldehyde(7),methyl dioxindole-3-acetate(8),ethyl dioxindole-3-acetate(9),coixspirolactam B(10),coixspirolactam C(11).The activity research found that compound 4 could significantly reduce LPS-induced nitric oxide generation,which can also significantly inhibit the expression of inducible nitric oxide synthase(iNOS) and cyclooxygenase-2(COX-2),and bind to iNOS and COX-2 proteins,thereby exerting anti-inflammatory effects. Conclusions:Compounds 2-5 and 7-11 were firstly isolated from genus Convolvulus,while compound 1 was isolated C. tricolor for the first time. Among them,compound 4 exhibited potent anti-inflammatory activity,and had value for further research and development.
关键词
三色旋花/化学成分/抗炎活性/分子对接Key words
Convolvulus tricolor L./chemical constituents/anti-inflammatory activity/molecular docking引用本文复制引用
基金项目
国家自然科学基金(32370419)
国家自然科学基金(32100317)
南通市科技计划(MSZ2022173)
江苏省研究生科研与实践创新计划(KYCX22-3381)
国家级大学生创新创业训练计划(202310304067Z)
出版年
2024
NETL
NSTL
万方数据