怀牛膝化学成分的提取分离与鉴定
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摘要
目的:研究怀牛膝的化学成分。方法:综合运用正相硅胶柱色谱、Sephadex LH-20凝胶柱色谱、反相ODS柱色谱以及制备型高效液相色谱等现代色谱分离技术和方法,对怀牛膝中的化学成分进行系统研究,并通过化合物的理化性质和波谱数据鉴定化合物的结构。结果:从怀牛膝中分离鉴定得到9个化合物,分别为:5,5′-dibuthoxy-2,2′-bifuran(1)、aridanin(2)、9,12,13-三羟基-10,15-十八碳二烯酸(3)、(4-hydroxy-3,5-dimethoxyphenyl)[(3R,4S,5R)-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-furanyl]-methanone(4)、arvensoside C(5)、小檗碱(6)、pinellic acid(7)、邻苯二酸二正丁基酯(8)、龙牙楤木皂苷Ⅲ甲酯(9)、(S)-2-吡咯烷酸-5-甲酸乙酯(10)、tetrahydro-5-oxo-2-furancaboxylic acid ethyl ester(11)。结论:其中,化合物1～5、10、11为首次从该属植物中分离得到。
Objective:To study the chemical constituents from Achyranthes bidentata.Methods:Modern techniques such as silica gel,Sephadex LH-20,reversed-phase ODS and preparative high performance liquid chromatography were used to systematic study the chemical compounds of Radix Achyranthes bidentata.The physicochemical properties and spectral datum were used to identified their structures.Results:Nine compounds were isolated from Achyranthes bidentata and identified as:5,5′-dibuthoxy-2,2′-bifuran(1),aridanin(2),9,12,13-trihydroxy-10,15-octadecadienoic acid(3),(4-hydroxy-3,5-dimethoxyphenyl)[(3R,4S,5R)-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-furanyl]-methanone(4),arvensoside C(5),berberine(6),pinellic acid(7),dibutyl phthalate(8),tarasaponinⅢ methyl ester(9),(S)-2-pyrrolidinone-5 ethyl-formate(10),tetrahydro-5-oxo-2-furancaboxylic acid ethyl ester(11).Conclusion:Compounds 1～5,10,11 are isolated from this genus for the first time.
Objective:To study the chemical constituents from Achyranthes bidentata.Methods:Modern techniques such as silica gel,Sephadex LH-20,reversed-phase ODS and preparative high performance liquid chromatography were used to systematic study the chemical compounds of Radix Achyranthes bidentata.The physicochemical properties and spectral datum were used to identified their structures.Results:Nine compounds were isolated from Achyranthes bidentata and identified as:5,5′-dibuthoxy-2,2′-bifuran(1),aridanin(2),9,12,13-trihydroxy-10,15-octadecadienoic acid(3),(4-hydroxy-3,5-dimethoxyphenyl)[(3R,4S,5R)-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)-3-furanyl]-methanone(4),arvensoside C(5),berberine(6),pinellic acid(7),dibutyl phthalate(8),tarasaponinⅢ methyl ester(9),(S)-2-pyrrolidinone-5 ethyl-formate(10),tetrahydro-5-oxo-2-furancaboxylic acid ethyl ester(11).Conclusion:Compounds 1～5,10,11 are isolated from this genus for the first time.
引文
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[2] 付国辉,陈随清,刘嘉,等.牛膝化学成分及等级分类研究[J].海峡药学,2018,30(2):29-32.
[3] 胡婷婷,张振凌.中药牛膝化学成分、药理作用及储藏保管[J].中国老年学杂志,2016,36(13):3321-3322.
[4] 燕心慧,齐秋月,汪世华,等.蛹虫草子实体活性成分的分离鉴定[J].菌物学报,2016,35(5):605-610.
[5] Feusso HMF,Akak CM,Tala MF,et al.Conocarpol,a new cycloartane triterpenoid from Diospyros conocarpa[J].Zeitschrift Für Naturforschung B,2016,71(9):935-940.
[6] 李帅,匡海学,冈田嘉仁,等.鬼针草化学成分的研究(Ⅰ)[J].中草药,2003,34(9):782-785.
[7] Tu PF,Chen D.Chemical constituents from Aquilaria sinensis(Lour.)Gilg[J].中国药学(英文版),2012,21(1):88-92.
[8] Klrmlzlbekmez H,Bassarello C,Piacente S,et al.Triterpene Saponins from Calendula arvensis[J].Zeitschrift Für Naturforschung B,2014,61(9):1170-1173.
[9] Min YD,Yang MC,Lee KH,et al.Protoberberine alkaloids and their reversal activity of P-gp expressed multidrug resistance(MDR)from the rhizome of Coptis japonica,Makino[J].Archives of Pharmacal Research,2006,29(9):757-761.
[10] 朱春玲,马健雄.白楸化学成分研究[J].中药材,2014,37(8):1385-1387.
[11] Liang C,Ding Y,Nguyen HT,et al.Oleanane-type triterpenoids from Panax stipuleanatus and their anticancer activities[J].Bioorganic & Medicinal Chemistry Letters,2010,20(23):7110-7115.
[12] 张婷,王洪庆,杜冠华,等.云木香化学成分研究[J].中国中药杂志,2009,34(10):1223-1224.
[13] Qiu YK,Zhao YY,Dou DQ,et al.Two new α-pyrones and other components from the cladodes of Opuntia dillenii[J].Archives of Pharmacal Research,2007,30(6):665-669.