蛇含委陵菜的化学成分及抗炎活性研究

Chemical constituents from Potentilla kleiniana and their anti-inflammatory activities

关键词:  蛇含委陵菜, 化学成分, 分离纯化, 结构鉴定, 抗炎活性

Key words:  Potentilla kleiniana, chemical constituents, isolation and purification, structural identification, anti-inflammatory activity

摘要:

为了研究蛇含委陵菜(Potentilla kleiniana)的化学成分及其抗炎活性,该文利用D-101大孔树脂、硅胶及Toyopearl HW-40F等色谱技术对蛇含委陵菜60%乙醇提取物进行分离纯化,通过NMR和HR-ESI-MS波谱数据鉴定化合物的结构,采用小鼠巨噬细胞(RAW 264.7)体外炎症模型评价化合物的抗炎活性。结果表明:(1)从蛇含委陵菜中分离得到15个化合物,分别鉴定为2-(heptadecanoyloxy)propane-1,3-diyl distearate(1)、9,12,13-三羟基-10,15-十八碳二烯酸(2)、9,12,13-三羟基-10,15-十八碳二烯酸甲酯(3)、2,2'-氧代双(1,4-二叔丁苯)(4)、大黄素(5)、大黄酚(6)、(6R,9R)-3-酮-α-紫罗兰醇-9-O-β-D-吡喃葡萄糖苷(7)、新穿心莲内酯(8)、甲基-α-D-呋喃果糖苷(9)、1-O-β-D-吡喃果糖-α-D-吡喃阿洛糖苷(10)、对香豆酸(11)、cesternosides A(12)、koaburaside(13)、荭草素(14)、异荭草素(15),均首次从委陵菜属植物中分离得到。(2)抗炎实验结果显示,化合物1-3、8、11-15具有一定NO释放抑制活性,其中化合物8在 25 μmol·L^-1浓度下抑制率为72.5%。该研究丰富了蛇含委陵菜的植物化学信息,明确了脂肪酸衍生物、酚性成分及二萜类成分是其抗炎活性成分,为蛇含委陵菜的进一步开发利用提供了理论依据。

Abstract:

The purpose of this paper was to investigate the chemical constituents of Potentilla kleiniana and their anti-inflammatory activities. The 60% ethanol extract of P. kleiniana were isolated by D-101 macroporous adsorptive resins, silica gel, Toyopearl HW-40F and other methods, and their chemical structures were elucidated on the spectral data of NMR and HR-ESI-MS analysis. Meanwhile, the anti-inflammatory activities of compounds were evaluated by mouse macrophage(RAW 264.7)inflammatory model induced by lipopolysaccharide(LPS)in vitro. The results were as follows:(1)Fifteen compounds were isolated and identified from P. kleiniana as 2-(heptadecanoyloxy)propane-1,3-diyl distearate(1), 9,12,13-trihydroxy-10,15-octadecadienoic acid(2), methyl-9,12,13-trihydroxy-10,15-octadecadienoic acid(3), 2,2'-oxybis(1,4-di-tert-butylbenzene)(4), emodin(5), chrysophanol(6),(6R,9R)-3-oxo-α-ionol-9-O-β-D-glucopyranoside(7), neo-andrographolide(8), methyl-α-D-fructofuranosides(9), 1-O-β-D-fructofuranosyl-α-D-allopyranos(10), p-coumaric acid(11), cesternosides A(12), koaburaside(13), orientin(14), isoorientin(15). Compounds 1-15 were obtained from Potentilla genus for the first time.(2)The anti-inflammatory test results showed that compounds 1-3, 8, and 11-15 had moderate inhibitory activities on NO production, and the inhibition rate of compound 8 was 72.5% at the concentrations of 25 μmol·L^-1. In conclusion, the study enriches the phytochemical information of P. kleiniana, and clarifies that fatty acid derivatives, phenolic components and diterpenoids are anti-inflammatory active components, which provides a theoretical basis for further exploitation of P. kleiniana.