鬼针草全草中一个新的橙酮苷类化合物  

A new aurone glycoside from the whole plant of Bidens pilosa L.

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作  者:刘畅[1,2] 韩玉 刘娇 张涛 邹忠梅[1,2] LIU Chang;HAN Yu;LIU Jiao;ZHANG Tao;ZOU Zhong-mei(Henan University of Chinese Medicine,Zhengzhou 450046,China;Institute of Medicinal Plant Development,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100193,China;Shenyang Pharmaceutical University,Shenyang 110016,China)

机构地区:[1]河南中医药大学,河南郑州450046 [2]中国医学科学院北京协和医学院,药用植物研究所,北京100193 [3]沈阳药科大学,辽宁沈阳110016

出  处:《药学学报》2024年第6期1757-1764,共8页Acta Pharmaceutica Sinica

基  金:中国医学科学院医学与健康科技创新工程项目(2022-I2M-1-017);国家“重大新药创制”科技重大专项(2019ZX09735002).

摘  要:采用硅胶柱色谱、聚酰胺柱色谱、Sephadex LH-20柱色谱、MCI柱色谱及半制备高效液相色谱等技术手段从鬼针草(Bidens pilosa L.)全草95%乙醇提取物分离纯化得到10个化合物。依据其理化性质、波谱数据(UV、IR、MS、NMR)等鉴定了化合物的结构,分别为鬼针草橙酮苷A(1)、Z-6-O-(4″-O-乙酰基-6″-O-p-香豆酰基-β-D-吡喃葡萄糖基)-6,7,3′,4′-四羟基橙酮(2)、okanin 4′-O-β-D-(4″,6″-diacetyl)-glucopyranoside(3)、Z-6-O-(6″-O-乙酰基-β-D-吡喃葡萄糖基)-6,7,3′,4′-四羟基橙酮(4)、6,7,3′,4′-四羟基橙酮(5)、Z-6-O-(6-O-香豆酰基-β-D-吡喃葡萄糖基)-6,7,3′,4′-四羟基橙酮(6)、Z-6-O-(4′,6′-乙酰基-β-D-吡喃葡萄糖基)-6,7,3′,4′-四羟基橙酮(7)、Z-6-O-(6″-O-p-香豆酰基-β-D-吡喃葡萄糖基)-6,7,3′,4′-四羟基橙酮(8)、木犀草素(9)、7-O-β-D-glucopyranosyl-5,3′-dihydroxy-3,6,4′-trimethoxyflavone(10)。其中,化合物1为新化合物。化合物4和9能够一定程度上抑制油酸钠−棕榈酸钠诱导的人肝HepG2细胞脂质沉积。分子对接技术预测其发挥降脂活性的潜在作用靶点可能为过氧化物酶体增殖物激活受体γ(PPARγ)。Ten compounds were isolated from the 95%ethanol extract of the whole plant of Bidens pilosa L.by silica gel column chromatography,polyamide column chromatography,Sephadex LH-20 column chromatography,MCI column chromatography,and semi-preparative HPLC methods.Based on its physicochemical properties and spectral data(UV,IR,MS,NMR),the structures of the isolates were identified as bidpilaurone glycoside A(1),Z-6-O-(4″-O-acetyl-6″-O-p-coumarinyl-β-D-glucopyranosyl)-6,7,3′,4′-tetrahydroxyaurone(2),okanin 4′-O-β-D-(4″,6″-diacetyl)glucopyranoside(3),Z-6-O-(6″-O-acetyl-β-D-glucopyranosyl)-6,7,3′,4′-tetrahydroxyaurone(4),6,7,3,4′-tetrahydroxyaurone(5),Z-6-O-(6-O-coumarinyl-β-D-glucopyranosyl)-6,7,3′,4′-tetrahydroxyaurone(6),Z-6-O-(4,6-acetyl-β-D-pyranosyl)-6,7,3,4′-tetrahydroxyaurone(7),Z-6-O-(6″-O-p-coumarinyl-β-D-glucopyranosyl)-6,7,3′,4′-tetrahydroxyaurone(8),luteolin(9),and 7-O-β-D-glucopyranosyl-5,3′-dihydroxy-3,6,4′-trimethoxyflavone(10).Among them,compound 1 was a new aurone glycoside from B.pilosa L.Compounds 4 and 9 could partially inhibit the lipid deposition induced by sodium oleate and palmitate in human liver HepG2 cells.Molecular docking technology predicts that the potential target for its hypolipidemic activity may be peroxisome proliferator-activated receptorsγ(PPARγ).

关 键 词:菊科 鬼针草 化学成分 橙酮 降脂作用 

分 类 号:R284[医药卫生—中药学]

 

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