| 摘要: |
| 黄帚橐吾(Ligularia virgaurea)为藏药“日肖”的基原植物之一,具有清热解毒、干黄水功效。为探究黄帚橐吾抗炎活性成分,该研究采用硅胶柱色谱、凝胶柱色谱、ODS反相柱色谱等进行分离纯化,通过各种波谱学方法对化合物进行结构鉴定,并采用脂多糖(LPS)诱导的RAW264.7细胞模型测定化合物对一氧化氮(NO)的抑制活性。结果表明:(1)从黄帚橐吾石油醚和正丁醇部位共分离得到21个化合物,分别鉴定为spiroeuryolide(1)、cacalol acetate(2)、oplopenone(3)、8-ethyl-palmosalide A(4)、1-hydroxy-3,7-dimethyl-2-(pent-3-enyl)benzofuran(5)、丁香脂素-O-β-D-葡萄糖苷(6)、松脂酚-O-β-D-葡萄吡喃糖苷(7)、isoeucommin A(8)、eucommin A(9)、6,7-二甲氧基香豆素(10)、阿魏酸(11)、咖啡酸乙酯(12)、咖啡酸甲酯(13)、阿魏酸甲酯(14)、阿魏酸乙酯(15)、咖啡酸(16)、2-[(2'E)-3',7'-dimethyl-2',6'-octadienyl]-4-methoxy-6-methylphenol(17)、2,8-dimethyl-6-methoxy-2-(4'-methylpent-3'-enyl)-chromene(18)、β-谷甾醇(19)、dodecyl(Z)-9-hexadecenoate(20)、hexacosanal(21)。其中,化合物1-4、6、11-16、18、20、21为首次从黄帚橐吾中分离得到。(2)体外抗炎实验表明,化合物1-3、6、11-16、17、19在检测浓度下(1.56 ～ 50.00 μmol·L-1)均能显著抑制NO释放量(P<0.05或P<0.01),化合物5在浓度为50.00 μmol·L-1时对NO的释放量无抑制作用,但在12.50、25.00 μmol·L-1的浓度下,对NO的释放量有抑制作用(P<0.05)。该研究结果丰富了黄帚橐吾的化学成分和生物活性研究,为黄帚橐吾抗炎活性的开发和利用提供了理论基础。 |
| 关键词: 黄帚橐吾, 倍半萜, 化学成分, 结构鉴定, 抗炎活性 |
| DOI：10.11931/guihaia.gxzw202309012 |
| 分类号:Q946 |
| 文章编号:1000-3142(2024)06-1017-11 |
| Fund project:国家重点研发计划项目(2019YFC1712300); 国家自然科学基金(31660098); 江西省教育厅科技项目(GJJ201215)。 |
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| Chemical constituents and anti-inflammatory activity from Ligularia virgaurea |
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ZHANG Xinyu1, LUO Ricuo1, WANG Hongling1*, LIANG Wenjuan2
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1. Research Center of Chinese Medicine Resource and National Medicine, Jiangxi University of Traditional Chinese Medicine, Nanchang 330004,
China;2. College of Food Science and Technology, Yunnan Agricultural of University, Kunming 650201, China
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| Abstract: |
| Ligularia virgaurea is one of the original plants of the Tibetan medicine “Rixiao” for the treatment of clearing heat and removing yellow water. In order to study the chemical constituents and anti-inflammatory activity of L. virgaurea, the compounds were separated by silica gel, Sephadex LH-20 gel, ODS gel column chromatography and other column chromatography technologies. The structures of all isolates were identified by spectroscopic methods(NMR and HR-ESI-MS). Their inhibitory activity of the compounds on nitric oxide(NO)was determined by lipopolysaccharide(LPS)-induced RAW264.7 cell model. The results were as follows:(1)Twenty-one compounds were separated and identified from petroleum ether and n-butanol extracts of L. virgaurea, including spiroeuryolide(1), cacalol acetate(2), oplopenone(3), 8-ethyl-palmosalide A(4), 1-hydroxy-3,7-dimethyl-2-(pent-3-enyl)benzofuran(5), syringaresinol-O-β-D-glucopyranoside(6), pinoresinol-O-β-D-glucopyranoside(7), isoeucommin A(8), eucommin A(9), 6,7-dimethoxycoumarin(10), ferulic acid(11), ethyl caffeate(12), methyl caffeate(13), methyl ferulate(14), ethyl ferulate(15), caffeic acid(16), 2-[(2'E)-3',7'-dimethyl-2',6'-octadienyl]-4-methoxy-6-methylphenol(17), 2,8-dimethyl-6-methoxy-2-(4'-methylpent-3'-enyl)-chromene(18), β-sitosterol(19), dodecyl(Z)-9-hexadecenoate(20)and hexacosanal(21). Compounds 1-4, 6, 11-16, 18, 20, 21 were isolated from the whole herbs of L. virgaurea for the first time.(2)The anti-inflammatory activity in vitro showed that compounds 1-3, 6, 11-16, 17, 19 could significantly inhibited releases of NO at concentration ranging from 1.56 to 50.00 μmol·L-1(P<0.05 or P<0.01), Compound 5 had no inhibitory effect on the release of NO at a concentration of 50.00 μmol·L-1, but it could inhibit releases of NO at concentrations of 12.50, 25.00 μmol·L-1(P<0.05). This finding enriches the chemical constituent and biological activity research of L. virgaurea and provides a certain theoretical reference for the future development and utilization of its anti-inflammatory activity. |
| Key words: Ligularia virgaurea, sesquiterpenes, chemical constituent, structural identification, anti-inflammatory activity |
