中药北刘寄奴中化学成分的分离与鉴定Isolation and identification of chemical constituents from whole plant of Siphonostegia chinensis Benth.
李春梅,吴春华,王涛,刘二伟,陈秋,张祎
LI Chun-mei,WU Chun-hua,WANG Tao,LIU Er-wei,CHEN Qiu,ZHANG Yi(Key Laboratory of Traditional Chinese Medicinal Chemistry and Analytical Chemistry of Tianjin
摘要(Abstract):
目的研究中药北刘寄奴(Siphonostegia chinensis Benth.)的化学成分。方法采用正相硅胶、反相ODS、Sephadex LH-20等柱色谱及高效液相色谱等手段进行分离纯化,并通过理化性质与光谱分析方法鉴定化合物的结构。结果从北刘寄奴体积分数95%乙醇提取物中分离鉴定10个单体化合物,分别为反式对羟基肉桂酸((E)-p-hydroxycinnamic acid,1)、咖啡酸(caffeic acid,2)、syring-in(3)、(7S,8R)-dehydrodiconiferyl alcohol 9'-β-glucopyranoside(4)、vanillyl alcohol-4-O-β-D-gluco-pyranoside(5)、2,6-二甲氧基-4-羟基苯酚-1-O-葡萄糖苷(2,6-dimethoxy-4-hydroxyphenol 1-O-glu-copyranoside,6)、3,5-dimethoxy-4-hydroxybenzyl alcohol 4-O-β-D-glucopyranoside(7)、rubinaphthinA(8)、rel-5-(3S,8S-dihydroxy-1R,5S-dimethyl-7-oxa-6-oxobicyclo[3,2,1]-oct-8-yl)-3-methyl-2Z,4E-pentadienoic acid(9)、(6S,9R)-roseoside(10)。结论化合物2~10为首次从阴行草属植物中分离得到。
Objective To study the chemical constituents from the whole plant of Siphonostegia chinensis Benth..Methods The compounds were isolated by chromatographic methods such as silica gel,ODS,Sephadex LH-20 and HPLC,and identified by the chemical and physical methods,especially spectral analysis.Results Ten compounds were isolated and identified as(E)-p-hydroxycinnamic acid(1),caffeic acid(2),syringin(3),(7S,8R)-dehydrodiconiferyl alcohol 9′-β-glucopyranoside(4),vanillyl alcohol-4-O-β-D-glucopyranoside(5),2,6-dimethoxy-4-hydroxyphenol 1-O-glucopyranoside(6),3,5-dimethoxy-4-hydroxybenzyl alcohol 4-O-β-D-glucopyranoside(7),rubinaphthin A(8),rel-5-(3S,8S-dihydroxy-1R,5S-dimethyl-7-oxa-6-oxobicyclo-oct-8-yl)-3-methyl-2Z,4E-pentadienoic acid(9)and(6S,9R)-roseoside(10).Conclusions Compounds 2-10 are isolated from Siphonostergia genus for the first time.
关键词(KeyWords):
阴行草属;北刘寄奴;化学成分;结构鉴定
Siphonostergia genus;Siphonostegia chinensis Benth.;chemical constituent;structure identification
基金项目(Foundation): 天津市高等学校科技发展基金计划项目(20090201);; 国家科技重大专项项目-重大新药创制(2011ZX09307-002-01,2012ZX09103201-031);; 教育部留学回国人员科研启动基金资助项目(教外司留[2010]609号)
作者(Author):
李春梅,吴春华,王涛,刘二伟,陈秋,张祎
LI Chun-mei,WU Chun-hua,WANG Tao,LIU Er-wei,CHEN Qiu,ZHANG Yi(Key Laboratory of Traditional Chinese Medicinal Chemistry and Analytical Chemistry of Tianjin
DOI: 10.14066/j.cnki.cn21-1349/r.2012.05.003
参考文献(References):
- [1]康传红,侯海鸽,郝文辉,等.黑龙江、天津、安徽三产地中药刘寄奴药用化学成分对比研究[J].哈尔滨商业大学学报,2002,18(1):61-63.
- [2]楼之岑,秦波.常用中药材品种整理和质量研究(北方组):第一册[M].北京:北京医科大学、中国协和医科大学联合出版社,1995:759.
- [3]汪凤山,刘娟.阴行草化学成分和药理作用研究进展[J].黑龙江医药科学,2008,31(6):61-62.
- [4]徐文燕,高微微,何春年,等.紫花苜蓿化学成分的研究[J].天然产物研究与开发,2008,20:1005-1007,1011.
- [5]杨颖博,杨阳,李霞,等.皱皮木瓜化学成分研究[J].中药材,2009,32(9):1388-1390.
- [6]刘锐,庾石山,裴月湖.楹树叶的化学成分[J].中国中药杂志,2009,34(16):2063-2066.
- [7]JIANG Zhi-hong,TANAKA T,SAKAMOTO M.Studies on a medicinal parasitic plant:Lignans fromthe stems of Cynomorium songaricum[J].ChemPharm Bull,2001,49(8):1036-1038.
- [8]KANHO H,YAOYA S,KAWAHARA N,et al.Bio-transformation of benzaldehyde-type and acetophe-none-type derivatives by Pharbitisnil hairy roots[J].Chem Pharm Bull,2005,53(4):361-365.
- [9]肖瑛,李建北,丁怡.毛大丁草化学成分的研究[J].中草药,2003,34(2):109-111.
- [10]KITAJIMA J,ISHIKAWA T,TANAKA Y,et al.Wa-ter-soluble constituents of Fennel.V.Glycosides of ar-omatic compounds[J].Chem Pharm Bull,1998,46(10):1587-1590.
- [11]LIOU Meei-jen,WU Pei-lin,WU Tian-shung.Con-stituents of the roots of Rubia yunnanensis[J].ChemPharm Bull,2002,50(2):276-279.
- [12]KIKUZAKI H,KAYANO S,FUKUTSUKA N,et al.Abscisic acid-related compounds and lignans in prunes(Prunus domestica L.)and their oxygen radical ab-sorbance capacity(ORAC)[J].J of Agric and FoodChem,2004,52(2):344-349.
- [13]YAMANO Y,ITO M.Synthesis of optically activevomifoliol and roseoside stereoisomers[J].ChemPharm Bull,2005,53(5):541-546.
- 阴行草属
- 北刘寄奴
- 化学成分
- 结构鉴定
Siphonostergia genus - Siphonostegia chinensis Benth.
- chemical constituent
- structure identification
- 李春梅
- 吴春华
- 王涛
- 刘二伟
- 陈秋
- 张祎
LI Chun-mei - WU Chun-hua
- WANG Tao
- LIU Er-wei
- CHEN Qiu
- ZHANG Yi(Key Laboratory of Traditional Chinese Medicinal Chemistry and Analytical Chemistry of Tianjin
- 李春梅
- 吴春华
- 王涛
- 刘二伟
- 陈秋
- 张祎
LI Chun-mei - WU Chun-hua
- WANG Tao
- LIU Er-wei
- CHEN Qiu
- ZHANG Yi(Key Laboratory of Traditional Chinese Medicinal Chemistry and Analytical Chemistry of Tianjin