地桃花水溶性部位化学成分的研究
|
摘要
地桃花Urena lobata L.[U.lobata L.var.tomentosa(B1.)Walp.]为锦葵科梵天花属植物,根及全草入药。生长于海拔200～2500m的山野、路边、荒坡及干旱旷地,全世界热带地区均有分布。在我国分布于长江南部诸省,以广西、福建尤为丰富。地桃花味甘、辛、平,入肺、脾二经,用药历史悠久。相关记载及研究表明,其具有祛风活血、清热利湿、解毒消肿、抑菌、抗氧化、抗炎、利胆、强心、避孕、引产等药理作用。地桃花在印度当地作为利尿药、解热药使用;地桃花在广西、福建当地作为一种引产的辅助药物,并且用于治疗风湿病、咳嗽、感冒、外伤、气管炎等多种疾病。
现已从地桃花醇提物不同极性部位中分离得到的化学成分主要有黄酮及其苷类、香豆素类、双苯吡酮类、甾醇类、有机酸酯类、长链烷烃等化合物,但对其水溶性部位的化学成分还未见报道。
本论文以采自福建泉州的地桃花为原料,对其水溶性部位化学成分进行系统研究。以地桃花95%乙醇提取后的药渣为材料,用水煎煮提取,减压浓缩得浸膏。进一步处理浸膏后,通过硅胶、聚酰胺柱、MCI柱、ODS反相柱、Sephadex柱等分离手段,共分离得到14个化合物。利用化合物的理化性质、对照品比对、~1H-NMR、~(13)C-NMR等现代波谱技术,确定了其中9个化合物的结构,分别为:银锻苷(1)、芦丁(2)、山柰酚-3-O-β-D-葡萄糖-7-O-新橙皮糖苷(6)、豆甾醇(8)、山柰酚-3-O-α-L-鼠李糖-7-O-β-D-葡萄糖苷(9)、山柰酚-3-O-β-D-葡萄糖-7-O-α-L-鼠李糖苷(10)、小檗碱(11)、β-谷甾醇(19)、β-胡萝卜苷(21)。其中化合物6、9、10、11为首次从地桃花中分离得到。
本选题在实验室前期研究的基础上,继续系统研究地桃花水溶性部位的化学成分,对充分认识该植物以及明白该植物的活性物质基础提供了依据。
Urena lobata L.[U.lobata L.var.tomentosa(Bl.) Walp.],the plant of Urena Linn.(Malvaceae),growing in the mountains,by the curb,on the hillsides and in the arid open country and distributes in the tropics all over the world at the elevation of 200～2500.In China,it is rich in the south areas of the Yangtse River,especially Guangxi,Fujian.The medicinal properties were recorded since ancient China.It exhibited antiinflammatory,choleretic,and cardiotonic effects.In India,it was used as diuretic,febrifuge.And in Guangxi and Fujian province it was used to induce labour as an assistant medicine,and was used in the treatment of rheumatism,cough,cold, fever,pain,trauma,tracheitis and so on.
Compounds which were isolate from the ethanol part of U.lobata L.include flavonoids from flowers,C_(27)-C_(33) n-alkanes,β-sitosterol and stigmasterol, triglycerides from the whole plant,furocoumarins,imperatorins from roots and mangiferin from the aerial parts.But the chemical constituents distilled water soluble part of U.lobata L.was not been repoted.
In order to find the bioactive principles,we made a study of the chemical constituents in Urena lobata L.In this paper,the distilled water soluble part was chromato-graphed over Ployamide,MCI,ODS column,Sephadex LH-20,then 14 compounds were separated and purified.Those compounds contain 7 flavones,1 alkaloid,3-steroids and others.On the basis of their spectral data(~1H-NMR, ~(13)C-NMR etc.) and chemical evidence,9 of them were identified.They are tiliroside (1),rutin(2),kaempferol -3-O-β-D- glucoside -7-O-β-D- glucose-(2→1)-α-L-rhamnoside (6),stigmasterol(8),kaempferol-3-O-α-L-rhamnoside-7-O-β-D-glucoside (9),kaempferol-3-O-β-D-glucoside -7-O-α-L-rhamnoside(10), berberine(11),β-sitosterol(19),daucosterol(21).Among them.compounds 6,9,10,11 are firstly obtained from U.lobata L.
现已从地桃花醇提物不同极性部位中分离得到的化学成分主要有黄酮及其苷类、香豆素类、双苯吡酮类、甾醇类、有机酸酯类、长链烷烃等化合物,但对其水溶性部位的化学成分还未见报道。
本论文以采自福建泉州的地桃花为原料,对其水溶性部位化学成分进行系统研究。以地桃花95%乙醇提取后的药渣为材料,用水煎煮提取,减压浓缩得浸膏。进一步处理浸膏后,通过硅胶、聚酰胺柱、MCI柱、ODS反相柱、Sephadex柱等分离手段,共分离得到14个化合物。利用化合物的理化性质、对照品比对、~1H-NMR、~(13)C-NMR等现代波谱技术,确定了其中9个化合物的结构,分别为:银锻苷(1)、芦丁(2)、山柰酚-3-O-β-D-葡萄糖-7-O-新橙皮糖苷(6)、豆甾醇(8)、山柰酚-3-O-α-L-鼠李糖-7-O-β-D-葡萄糖苷(9)、山柰酚-3-O-β-D-葡萄糖-7-O-α-L-鼠李糖苷(10)、小檗碱(11)、β-谷甾醇(19)、β-胡萝卜苷(21)。其中化合物6、9、10、11为首次从地桃花中分离得到。
本选题在实验室前期研究的基础上,继续系统研究地桃花水溶性部位的化学成分,对充分认识该植物以及明白该植物的活性物质基础提供了依据。
Urena lobata L.[U.lobata L.var.tomentosa(Bl.) Walp.],the plant of Urena Linn.(Malvaceae),growing in the mountains,by the curb,on the hillsides and in the arid open country and distributes in the tropics all over the world at the elevation of 200～2500.In China,it is rich in the south areas of the Yangtse River,especially Guangxi,Fujian.The medicinal properties were recorded since ancient China.It exhibited antiinflammatory,choleretic,and cardiotonic effects.In India,it was used as diuretic,febrifuge.And in Guangxi and Fujian province it was used to induce labour as an assistant medicine,and was used in the treatment of rheumatism,cough,cold, fever,pain,trauma,tracheitis and so on.
Compounds which were isolate from the ethanol part of U.lobata L.include flavonoids from flowers,C_(27)-C_(33) n-alkanes,β-sitosterol and stigmasterol, triglycerides from the whole plant,furocoumarins,imperatorins from roots and mangiferin from the aerial parts.But the chemical constituents distilled water soluble part of U.lobata L.was not been repoted.
In order to find the bioactive principles,we made a study of the chemical constituents in Urena lobata L.In this paper,the distilled water soluble part was chromato-graphed over Ployamide,MCI,ODS column,Sephadex LH-20,then 14 compounds were separated and purified.Those compounds contain 7 flavones,1 alkaloid,3-steroids and others.On the basis of their spectral data(~1H-NMR, ~(13)C-NMR etc.) and chemical evidence,9 of them were identified.They are tiliroside (1),rutin(2),kaempferol -3-O-β-D- glucoside -7-O-β-D- glucose-(2→1)-α-L-rhamnoside (6),stigmasterol(8),kaempferol-3-O-α-L-rhamnoside-7-O-β-D-glucoside (9),kaempferol-3-O-β-D-glucoside -7-O-α-L-rhamnoside(10), berberine(11),β-sitosterol(19),daucosterol(21).Among them.compounds 6,9,10,11 are firstly obtained from U.lobata L.
引文
[1]Editorial Office of National Chinese Herbal Medicine Collection.Collection of National Chinese Herbal Medicine(全国中草药汇编)[M].Beijing:People's Medical Publishing House,1975.
[2]中国科学院中国植物志编委会.中国植物志.科学出版社.1984,49(2):43-49.
[3]李晓青.福建梵天花属一新变种.福建师范大学(自然科学版).1994,10(1):124.
[4]Srinivasan KK,Subramanian S,Sankara.Isolation of mangiferin from Urena lobata.Arogya(Manipal,India),1981,7(2):140-141.
[5]Matlawska Irena,Sikorska Maria.Flavonoid compounds in the flowers of Urena lobata L.(Malvaceae).Acta Poloniae Pharmaceutica.1999,56(1):69-71.
[6]Ghosh K,Mukhopadhyay R,Bhattacharya TK.A furanocoumarin from the roots of Urena lobata L.Journal of the Institution of Chemists(India).2003,75(2):41-42.
[7]Lin Sin Ren,Pan Teng Chang,Horng Ching Ji.Chemical constituents of Urena lobata L.var.tomentosa(Blume) Walp(Malvaceae).Huaxue(Taiwan).1983,41(2):72-73.
[8]Morelli Carlo F,Cairoli Paola,Speranza Giovanna,Alamgir Mahiuddin,Rajia Sultana.Triglycerides from Urena lobata.Fitoterapia.2006,77(4):296-299.
[9]Bhatt Dixa,Rawat GS.Chemical analysis of medicinal plants Urena lobata and Abutilon indicum.Oriental Journal of Chemistry.2001,17(2):341-342.
[10]Mazumder UK,Gupta Malaya,Manikandan L,Bhattacharya S.Antibacterial activity of Urena lobata root.Fitoterapia.2001,72(8):927-929.
[11]《本草图典》.第一卷.世界图书出版公司.2003:61.
[12]Choi EM.,Hwang JK.Screening of Indonesian medicinal plants for inhibitor activity on nitric oxide production of RAW264.7 cells and antioxidant activity.Fitoterapia.2005,76(2):194-203.
[13]郭海波.地桃花化学成分的研究.2007.
[14]龙源辉.单味梵天花治蛇咬伤.中国民间疗法.2000,8(6):46.
[15]陈乃德,郑守炎.猫爪草、肖梵天花和异烟肼治疗淋巴结结核病疗效的探索.海峡药学.2001,13(1):83.
[16]候柏玲,李占林,李铣等.苦马豆根和茎中黄酮类化学成分的研究.沈阳药科大学中药学院.2005.
[17]于志斌,杨广义,吴霞等.救心草的化学成分研究.天然产物研究与开发.2007,19:67-69
[18]叶冠,范明松,黄成钢.芨芨草中的黄酮类化学成分的分离与鉴定.中草药.2006,37(6):821-823.
[19]Liu Q,Liu M,Tom JM.et al.Flavonol glycosides from Cephalocereus senilis.Phytochemistry,1994,36:229-231
[20]Yu Rongmin,Li Xian,Zhu Tingru.2D NMR SPECTROSCOPIC STUDIES OF FLAVONOID FROM OXYTROPIS GLABRA.波谱学杂志,1991,3.
[21]黄元,董琦,乔善义.繁缕化学成分研究(Ⅱ).解放军药学学报.2007,23(3).
[22]李福伟.毛白杨雄花序化学成分研究.山东农业大学食品科学与工程学院硕士论文.2005.
[23]于德泉,杨俊山,谢晶曦.分析化学手册(第五分册)核磁共振波谱分析.北京:化学工业出版社,1989,754
[2]中国科学院中国植物志编委会.中国植物志.科学出版社.1984,49(2):43-49.
[3]李晓青.福建梵天花属一新变种.福建师范大学(自然科学版).1994,10(1):124.
[4]Srinivasan KK,Subramanian S,Sankara.Isolation of mangiferin from Urena lobata.Arogya(Manipal,India),1981,7(2):140-141.
[5]Matlawska Irena,Sikorska Maria.Flavonoid compounds in the flowers of Urena lobata L.(Malvaceae).Acta Poloniae Pharmaceutica.1999,56(1):69-71.
[6]Ghosh K,Mukhopadhyay R,Bhattacharya TK.A furanocoumarin from the roots of Urena lobata L.Journal of the Institution of Chemists(India).2003,75(2):41-42.
[7]Lin Sin Ren,Pan Teng Chang,Horng Ching Ji.Chemical constituents of Urena lobata L.var.tomentosa(Blume) Walp(Malvaceae).Huaxue(Taiwan).1983,41(2):72-73.
[8]Morelli Carlo F,Cairoli Paola,Speranza Giovanna,Alamgir Mahiuddin,Rajia Sultana.Triglycerides from Urena lobata.Fitoterapia.2006,77(4):296-299.
[9]Bhatt Dixa,Rawat GS.Chemical analysis of medicinal plants Urena lobata and Abutilon indicum.Oriental Journal of Chemistry.2001,17(2):341-342.
[10]Mazumder UK,Gupta Malaya,Manikandan L,Bhattacharya S.Antibacterial activity of Urena lobata root.Fitoterapia.2001,72(8):927-929.
[11]《本草图典》.第一卷.世界图书出版公司.2003:61.
[12]Choi EM.,Hwang JK.Screening of Indonesian medicinal plants for inhibitor activity on nitric oxide production of RAW264.7 cells and antioxidant activity.Fitoterapia.2005,76(2):194-203.
[13]郭海波.地桃花化学成分的研究.2007.
[14]龙源辉.单味梵天花治蛇咬伤.中国民间疗法.2000,8(6):46.
[15]陈乃德,郑守炎.猫爪草、肖梵天花和异烟肼治疗淋巴结结核病疗效的探索.海峡药学.2001,13(1):83.
[16]候柏玲,李占林,李铣等.苦马豆根和茎中黄酮类化学成分的研究.沈阳药科大学中药学院.2005.
[17]于志斌,杨广义,吴霞等.救心草的化学成分研究.天然产物研究与开发.2007,19:67-69
[18]叶冠,范明松,黄成钢.芨芨草中的黄酮类化学成分的分离与鉴定.中草药.2006,37(6):821-823.
[19]Liu Q,Liu M,Tom JM.et al.Flavonol glycosides from Cephalocereus senilis.Phytochemistry,1994,36:229-231
[20]Yu Rongmin,Li Xian,Zhu Tingru.2D NMR SPECTROSCOPIC STUDIES OF FLAVONOID FROM OXYTROPIS GLABRA.波谱学杂志,1991,3.
[21]黄元,董琦,乔善义.繁缕化学成分研究(Ⅱ).解放军药学学报.2007,23(3).
[22]李福伟.毛白杨雄花序化学成分研究.山东农业大学食品科学与工程学院硕士论文.2005.
[23]于德泉,杨俊山,谢晶曦.分析化学手册(第五分册)核磁共振波谱分析.北京:化学工业出版社,1989,754