红根草三萜类化学成分的研究
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摘要
该研究利用大孔吸附树脂D101、MCI树脂、正相硅胶、ODS、Sephadex LH-20和反相HPLC等多种色谱分离方法,对红根草95%乙醇提取物的乙酸乙酯萃取部位进行了分离。结果表明:通过分离共得到了10个化合物,经波谱数据分析鉴定为3-表-白桦脂酸(1)、白桦脂醇(2)、齐墩果酸(3)、3β,6β,23-三羟基-12-烯-28-齐墩果酸(4)、高根二醇(5)、2α,3β,23-三羟基-12-烯-28-乌苏酸(6)、2α,3β,19α-三羟基-12-烯-28-乌苏酸(7)、2α,3α,24-三羟基-12-烯-28-乌苏酸(8)、2α,3α,24-三羟基-12,20(30)-二烯-28-乌苏酸(9)、山奈酚-3-O-葡萄糖苷(10)。其中,化合物1为首次从鼠尾草属植物中分离得到,化合物2、4、5、6、7、8、9、10为首次从该植物中分离得到。
From a 95% ethanol extract of Salvia prionitis,ten compounds were isolated by means of various chromatographic techniques including column chromatography over macroporous resin D101,MCI gel,silica gel,ODS,Sephadex LH-20,and reversed-phase HPLC. Their structures were elucidated using spectroscopic data as 3-epi-betulinic acid (1),betulin (2),oleanic acid (3),3β,6β,23-trihydroxyolean-12-en-28-oic acid (4),erythrodiol (5),2α,3β,23-trihydroxyurs-12-en-28-oic acid (6),2α,3β,19α-trihydroxyurs-12-en-28-oic acid (7),2α,3α,24-trihydroxyurs-12-en-28-oic acid (8),2α,3α,24-trihydroxyurs-12,20 (30)-dien-28-oic acid (9),and kaempferol-3-O-glucoside (10). Compound 1 was obtained from the genus of Salvia for the first time,and compounds 2,4,5,6,7,8,9,10 were obtained from this plant for the first time.
From a 95% ethanol extract of Salvia prionitis,ten compounds were isolated by means of various chromatographic techniques including column chromatography over macroporous resin D101,MCI gel,silica gel,ODS,Sephadex LH-20,and reversed-phase HPLC. Their structures were elucidated using spectroscopic data as 3-epi-betulinic acid (1),betulin (2),oleanic acid (3),3β,6β,23-trihydroxyolean-12-en-28-oic acid (4),erythrodiol (5),2α,3β,23-trihydroxyurs-12-en-28-oic acid (6),2α,3β,19α-trihydroxyurs-12-en-28-oic acid (7),2α,3α,24-trihydroxyurs-12-en-28-oic acid (8),2α,3α,24-trihydroxyurs-12,20 (30)-dien-28-oic acid (9),and kaempferol-3-O-glucoside (10). Compound 1 was obtained from the genus of Salvia for the first time,and compounds 2,4,5,6,7,8,9,10 were obtained from this plant for the first time.
引文
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ZENG R,YAN M,LIU JC,2006.Determination of andrographolide and dehydrated andrographolide in compound rhizome capsules through HPLC[J].J Trad Chin Med Univ Hunan,26(4):25-26,28.[曾嵘,阎敏,刘建存,2006.HPLC测定复方红根草胶囊中穿心莲内酯和脱水穿心莲内酯含量[J].湖南中医学院学报,26(4):25-26,28.]
CHANG J,XU J,LI M,et al.,2005.Novel cytotoxic secoabietane rearranged diterpenoids from Salvia prionitis[J].Planta Med,71(9):861-866.
DONG JJ,WANG DC,LI YS,et al.,2011.Chemical constituents of Rabdosia japonica var.glaucocalyx[J].Lishizhen Med Mat Med Res,22(10):2346-2348.[董婧婧,王大成,李玉山,等,2011.蓝萼香茶菜化学成分的研究[J].时珍国医国药,22(10):2346-2348.]
Editorial Committee of the Flora of China of Chinese Academy of Sciences,1977.Flora Reipublicae Popularis Sinicae[M].Beijing:Science Press,66:151-152.[中国科学院中国植物志编委会,1977.中国植物志[M].北京:科学出版社,66:151-152.]
LIU QY,CHEN YS,WANG F,et al.,2014.Chemical of Vitex trifolia[J].Chin J Chin Mat Med,39(11):2024-2028.
LIU P,DUAN HQ,PAN Q,et al.,2006.Triterpenes from herb of Potentilla chinesis[J].Chin J Chin Mat Med,31(22):1875-1879.[刘普,段宏泉,潘勤,等,2006.委陵菜三萜成分研究[J].中国中药杂志,31(22):1875-1879.]
LI MH,LI QQ,ZHANG CH,et al.,2013.An ethnopharmacological investigation of medicinal Salvia plants(Lamiaceae)in China[J].Acta Pharm Sin B,3(4):273-280.
LI HY,LIU GM,LIU F,et al.,2009.Research of ursolic acid and similar pentacyclic triterpenoid[J].J Hunan Univ Technol,23(5):18-21.[李宏杨,刘国民,刘飞,等,2009.熊果酸及五环三萜同类物的研究进展[J].湖南工业大学学报,23(5):18-21.]
LU XR,LIU S,WANG MY,et al.,2014.Triterpenoids from Stauntonia obovatifoliola Hayata subsp.intermedia stems[J].Chin J Chin Mat Med,39(23):4629-4636.[卢旭然,刘烁,王满元,等,2014.五指那藤三萜类化学成分研究[J].中国中药杂志,39(23):4629-4636.]
LUO ZG,FENG FY,2005.Preclinical study for anticancer drug salvicine,a new topoisomeraseⅡinhibitor[J].Chin JNew Drugs,14(2):140-142.[罗志国,冯奉仪,2005.新型抗肿瘤药物拓扑异构酶Ⅱ抑制剂沙尔威辛的临床前研究[J].中国新药杂志,14(2):140-142.]
MA YM,ZHOU WM,LI BQ,2009.Flavonoids in Oxytropis latibracteata Jurtz.[J].J NW For Univ,24(1):140-141.[马彦梅,周文明,李炳奇,2009.宽苞棘豆黄酮类化学成分的研究[J].西北林学院学报,24(1):140-141.]
REYES CP,NU'N8)EZ MJ,JIME'NEZ IA,et al.,2006.Activity of lupane triterpenoids from Maytenus species as inhibitors of nitric oxide and prostaglandin E2[J].Bioorg Med Chem,14(5):1573-1579.
SONG TT,MOU Y,ZHANG GY,2014.Anti-tumor effects of betulin and its mechanism in vivo[J].World Chin Med,9(7):916-918,922.[宋添添,牟瑛,张桂英,2014.白桦脂醇的体内抗肿瘤作用及机制[J].世界中医药,9(7):916-918,922.]
TAO YW,TIAN Y,XU WD,et al.,2016.Terpenoids from Euphorbia micractina[J].Acta Pharm Sin,51(3):411-419.[陶耀武,田冶,许文东,等,2016.甘青大戟中的萜类化学成分[J].药学学报,51(3):411-419.]
WEI XH,YANG SJ,LIANG N,et al.,2013.Chemical constituents of Caesalpinia decapetala(Roth)Alston[J].Molecules,18(1):1325-1336.
YU QL,GAO WY,ZHANG YW,et al.,2007.Studies on chemical constituents in herb of Centella asiatica[J].Chin JChin Mat Med,32(12):1182-1184.[于泉林,高文远,张彦文,等,2007.积雪草化学成分研究[J].中国中药杂志,32(12):1182-1184.]
YANG YX,YAN YM,TAO M,et al.,2013.Chemical constituents from leaves of Rhododendron rubiginosum var.rubiginosum[J].Chin J Chin Mat Med,38(6):839-843.[杨勇勋,晏永明,陶明,等,2013.红棕杜鹃(原变种)叶的化学成分研究[J].中国中药杂志,38(6):839-843.]
YUAN QP,CHEN J,NI TT,2013.Study of the betulin application in meat products[J].Food Ind,34(11):78-80.[袁秋萍,陈劼,倪婷婷,2013.白桦脂醇在肉制品中的应用研究[J].食品工业,34(11):78-80.]
ZHANG MF,SHEN YQ,2017.Research progress on vascular pharmacologic effects of oleanolic and ursolic acids[J].Drug Eval Res,40(10):1510-1519.[张明发,沈雅琴,2017.熊果酸和齐墩果酸的血管药理作用研究进展[J].药物评价研究,40(10):1510-1519.]
ZENG R,YAN M,LIU JC,2006.Determination of andrographolide and dehydrated andrographolide in compound rhizome capsules through HPLC[J].J Trad Chin Med Univ Hunan,26(4):25-26,28.[曾嵘,阎敏,刘建存,2006.HPLC测定复方红根草胶囊中穿心莲内酯和脱水穿心莲内酯含量[J].湖南中医学院学报,26(4):25-26,28.]
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