兴安升麻地上部分正丁醇萃取物化学成分的分离与鉴定
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摘要
目的对兴安升麻Cimicifuga dahurica(Turcz.) Maxim.]地上部分正丁醇萃取物的化学成分进行研究。方法应用硅胶柱色谱、ODS柱色谱与制备高效液相相结合的方法对兴安升麻地上部分正丁醇层进行分离纯化,通过理化性质与核磁共振波谱数据鉴定化合物的结构。结果从兴安升麻地上部分正丁醇层分离鉴定了11个单体化合物,分别为3-hydroxymegastigmasta-5,7-dien-9-one-3-O-β-D-glucopyranoside(1)、picrionoside A(2)、淫羊藿次苷B_2(icariside B_2,3)、柑橘苷A (citroside A,4)、alopecuquinone(5)、槲皮素3-O-β-D-半乳糖苷(quercetin 3-O-β-D-galactopyranoside,6)、山奈酚3-O-β-D-半乳糖苷(kaempferol 3-O-β-D-galactopyranoside,7)、升麻素(cimifugin,8)、咖啡酸(caffeic acid,9)、北升麻宁(cimidahurinine,10)、北升麻瑞(cimidahurine,11)。结论化合物1-7为首次从升麻属植物中分离得到。
Objective To study the chemical constituents from n-BuOH extracts of the aerial parts of Cimicifuga dahurica(Turcz.) Maxim.Methods The compounds were isolated and purificated by chromatographic methods,such as silica gel,ODS and preparative HPLC.The structures were identified by measuring the physicochemical property and spectral data.Results Eleven compounds were isolated and identified as 3-hydroxymegastigmasta-5,7-dien-9-one-3-O-β-D-glucopyranoside(1),picrionoside A(2),icariside B_2(3),citroside A(4),alopecuquinone(5),quercetin 3-O-β-D-galactopyranoside(6),kaempferol 3-O-β-D-galactopyranoside(7),cimifugin(8),caffeic acid(9),cimidahurinine(10),cimidahurine(11) Conclusion Compounds 1-7 are isolated from Cimicifuga genus for the first time.
Objective To study the chemical constituents from n-BuOH extracts of the aerial parts of Cimicifuga dahurica(Turcz.) Maxim.Methods The compounds were isolated and purificated by chromatographic methods,such as silica gel,ODS and preparative HPLC.The structures were identified by measuring the physicochemical property and spectral data.Results Eleven compounds were isolated and identified as 3-hydroxymegastigmasta-5,7-dien-9-one-3-O-β-D-glucopyranoside(1),picrionoside A(2),icariside B_2(3),citroside A(4),alopecuquinone(5),quercetin 3-O-β-D-galactopyranoside(6),kaempferol 3-O-β-D-galactopyranoside(7),cimifugin(8),caffeic acid(9),cimidahurinine(10),cimidahurine(11) Conclusion Compounds 1-7 are isolated from Cimicifuga genus for the first time.
引文
[1] 中华人民共和国国家药典委员会.中华人民共和国药典:一部[M].北京:化学工业出版社,2015:73-74.
[2] 张滋明,苏占辉,刘学军,等.兴安升麻地上部分研究进展[J].世界中医药,2014,9(12):1701-1703.
[3] 刘勇.兴安升麻地上部分化学成分研究及抗骨质疏松活性筛选[D].北京:北京中国协和医科大学,2003:95-98.
[4] TIAN Z,SI J,CHANG Q,et al.Antitumor activity and mechanisms of action of total glycosides from aerial part of Cimicifuga dahurica targeted against hepatoma[J].BMC Cancer,2008,7:237.
[5] QIN R L,LV C N,ZHAO Y,et al.Assessment of phenolics contents and antioxidant properties in Cimicifuga dahurica (Turcz.) Maxim during drying process[J].Industrial Crops and Products,2017,107:288-296.
[6] LYU C N,YANG F,QIN R L,et al.Bioactivity-guided isolation of chemical constituents against H”2O”2-induced neurotoxicity on PC12 from Cimicifuga dahurica (Turcz.) Maxim.[J].Bioorganic & Medicinal Chemistry Letters,2017,27(15):3305-3309.
[7] FIORENTINO A,D’ABROSCA B,PACIFICO S,et al.Spectroscopic identification and antioxidant activity of glucosylated carotenoid metabolites from Cydonia vulgaris Fruits[J].Journal of Agricultural and Food Chemistry,2006,54(25):9592-9597.
[8] LEE D Y,JEONG S C,JEONG Y T,et al.Antimelanogenic effects of picrionoside A isolated from the leaves of Korean Ginseng[J].Biological and Pharmaceutical Bulletin,2015,38(10):1663-1667.
[9] 杨大松,李资磊,杨永平,等.青藏大戟的化学成分研究[J].中草药,2015,46(9):1265-1268.
[10] 项峥,阎新佳,温静,等.白花败酱草的化学成分研究[J].中国药学杂志,2017,52(3):185-187.
[11] NASSAR M I,ABDEL-RAZIK A F,El-KHRISY E E,et al.A benzoquinone and flavonoids from Cyperus alopecuroides[J].Phytochemistry,2002,60(4):385-387.
[12] 金颖,姚贺,孙博航.金沙槭化学成分的分离与鉴定[J].沈阳药科大学学报,2016,33(7):531-536.
[13] 王嵩,邵路平,郤庆,等.玉屏风散化学成分的研究[J].中成药,2017,39(2):342-346.
[14] 王月德,周堃,董伟,等.玫瑰花中苯丙素和苯乙醇类化合物研究[J].中国中药杂志,2015,40(20):3998-4001.
[15] 周万荣,陆庆云,吕重宁,等.兴安升麻化学成分的分离与鉴定[J].沈阳药科大学学报,2018,35(4):269-273.
[2] 张滋明,苏占辉,刘学军,等.兴安升麻地上部分研究进展[J].世界中医药,2014,9(12):1701-1703.
[3] 刘勇.兴安升麻地上部分化学成分研究及抗骨质疏松活性筛选[D].北京:北京中国协和医科大学,2003:95-98.
[4] TIAN Z,SI J,CHANG Q,et al.Antitumor activity and mechanisms of action of total glycosides from aerial part of Cimicifuga dahurica targeted against hepatoma[J].BMC Cancer,2008,7:237.
[5] QIN R L,LV C N,ZHAO Y,et al.Assessment of phenolics contents and antioxidant properties in Cimicifuga dahurica (Turcz.) Maxim during drying process[J].Industrial Crops and Products,2017,107:288-296.
[6] LYU C N,YANG F,QIN R L,et al.Bioactivity-guided isolation of chemical constituents against H”2O”2-induced neurotoxicity on PC12 from Cimicifuga dahurica (Turcz.) Maxim.[J].Bioorganic & Medicinal Chemistry Letters,2017,27(15):3305-3309.
[7] FIORENTINO A,D’ABROSCA B,PACIFICO S,et al.Spectroscopic identification and antioxidant activity of glucosylated carotenoid metabolites from Cydonia vulgaris Fruits[J].Journal of Agricultural and Food Chemistry,2006,54(25):9592-9597.
[8] LEE D Y,JEONG S C,JEONG Y T,et al.Antimelanogenic effects of picrionoside A isolated from the leaves of Korean Ginseng[J].Biological and Pharmaceutical Bulletin,2015,38(10):1663-1667.
[9] 杨大松,李资磊,杨永平,等.青藏大戟的化学成分研究[J].中草药,2015,46(9):1265-1268.
[10] 项峥,阎新佳,温静,等.白花败酱草的化学成分研究[J].中国药学杂志,2017,52(3):185-187.
[11] NASSAR M I,ABDEL-RAZIK A F,El-KHRISY E E,et al.A benzoquinone and flavonoids from Cyperus alopecuroides[J].Phytochemistry,2002,60(4):385-387.
[12] 金颖,姚贺,孙博航.金沙槭化学成分的分离与鉴定[J].沈阳药科大学学报,2016,33(7):531-536.
[13] 王嵩,邵路平,郤庆,等.玉屏风散化学成分的研究[J].中成药,2017,39(2):342-346.
[14] 王月德,周堃,董伟,等.玫瑰花中苯丙素和苯乙醇类化合物研究[J].中国中药杂志,2015,40(20):3998-4001.
[15] 周万荣,陆庆云,吕重宁,等.兴安升麻化学成分的分离与鉴定[J].沈阳药科大学学报,2018,35(4):269-273.