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藏药黄帚橐吾化学成分及抗炎活性研究OA北大核心CSTPCD

Chemical constituents and anti-inflammatory activity from Ligularia virgaurea

中文摘要英文摘要

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.

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.

张馨予;罗日措;王洪玲;梁文娟

江西中医药大学 中药资源与民族药研究中心,南昌 330004云南农业大学 食品科技学院,昆明 650201

生物学

黄帚橐吾倍半萜化学成分结构鉴定抗炎活性

Ligularia virgaureasesquiterpeneschemical constituentstructural identificationanti-inflammatory activity

《广西植物》 2024 (006)

1017-1027 / 11

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).

10.11931/guihaia.gxzw202309012

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