瑶药星毛冠盖藤正丁醇部位化学成分研究
|
摘要
目的对瑶药"肿瘤藤"即星毛冠盖藤(Pileostegia tomentella Hand.-Mazz.)藤茎的化学成分进行研究。方法利用各种色谱方法进行分离纯化,根据理化性质和NMR,MS等波谱技术鉴定化合物的结构。结果从星毛冠盖藤藤茎甲醇提取物中的正丁醇萃取部位分离鉴定了13个化合物,分别为1-O-(β-D-glucosyl)-2-[2-methoxy-4-(ω-hydroxypropyl)phenoxy]propan-3-ol(1),(+)-lyoniresinol-3a-O-β-D-glucopyranoside(2),紫丁香苷(syringin)(3),柏松苷(coniferin)(4),二氢柏松苷(dihydroconiferin)(5),but-3-enyl-β-D-glucoside(6),4-(2,3-dihydroxypropyl)-2,6-dimethoxy phenyl-β-D-glucopyranoside(7),nikoenoside(8),原儿茶酸乙酯(protocatechuic acid ethyl ester)(9),8-甲氧基香豆素-7-O-β-D-葡萄糖(8-methoxy coumarin-7-O-β-D-glucopyranoside)(10),6-O-R-L-rhamnopyranosyl-β-D-glucopyranoside methyl salicylate(11),烟酰胺(nicotinamide)(12)和3,5-二咖啡酰奎宁酸甲酯(3,5-di-O-caffeoyl quinicacid methyl ester)(13)。结论所有化合物均为首次从该属和该植物中分离得到。
OBJECTIVE To study the chemical constituents of Yao medicine,Zhongliuteng,the stems of Pileostegia tomentella.METHODS The chemical constituents were isolated and purified by silica gel chromatography repeatedly,and their structures were identified by spectral analysis and chemical methods. RESULTS Thirteen compounds were isolated from the stems of P. tomentella and the structures were identified as 1-O-( β-D-glucosyl)-2-[2-methoxy-4-( ω-hydroxypropyl) phenoxy]propan-3-ol( 1),( +)-lyoniresinol-3a-O-β-D-glucopyranoside( 2),syringin( 3),coniferin( 4),dihydroconiferin( 5),but-3-enyl-β-D-glucoside( 6),4-( 2,3-dihydroxypropyl)-2,6-dimethoxy phenyl β-D-glucopyranoside( 7),nikoenoside( 8),protocatechuic acid ethyl ester( 9),8-methoxy coumarin-7-O-β-D-glucopyranoside( 10),6-O-R-L-rhamnopyranosyl-β-D-glucopyranoside methyl salicylate( 11),nicotinamide( 12),and3,5-di-O-caffeoyl quinicacid methyl ester( 13). CONCLUSION All compounds were obtained from the genus for the first time.
OBJECTIVE To study the chemical constituents of Yao medicine,Zhongliuteng,the stems of Pileostegia tomentella.METHODS The chemical constituents were isolated and purified by silica gel chromatography repeatedly,and their structures were identified by spectral analysis and chemical methods. RESULTS Thirteen compounds were isolated from the stems of P. tomentella and the structures were identified as 1-O-( β-D-glucosyl)-2-[2-methoxy-4-( ω-hydroxypropyl) phenoxy]propan-3-ol( 1),( +)-lyoniresinol-3a-O-β-D-glucopyranoside( 2),syringin( 3),coniferin( 4),dihydroconiferin( 5),but-3-enyl-β-D-glucoside( 6),4-( 2,3-dihydroxypropyl)-2,6-dimethoxy phenyl β-D-glucopyranoside( 7),nikoenoside( 8),protocatechuic acid ethyl ester( 9),8-methoxy coumarin-7-O-β-D-glucopyranoside( 10),6-O-R-L-rhamnopyranosyl-β-D-glucopyranoside methyl salicylate( 11),nicotinamide( 12),and3,5-di-O-caffeoyl quinicacid methyl ester( 13). CONCLUSION All compounds were obtained from the genus for the first time.
引文
[1]Institute of Botany,the Chinese Academy of Sciences.Higher Plants of Chinese(中国高等植物图鉴)[M].Beijing:Science Press,1972.
[2]China National Traditional Chinese Medicine Corporation.The Chinese Materia Medica(中国中药志)[M].Beijing:Science Press,1994.
[3]ZHOU X F,LIU Y H,TANG L.Chemical constituents from the roots of Actinidia chinensis[J].Chem Nat Compd,2010,46(2):308-309.
[4]JIN H L,WAN J J,EUN S Y,et al.The chemical constituents and their antioxidant activity of the stem of Rhododendron mucronulatum[J].Nat Prod Sci,2005,11(2):97-102.
[5]FENG W S,WANG J C,HE Y H,et al.Chemical constituents from the flower buds of Magnolia biondii Pamp[J].Chin Pharm J(中国药学杂志),2015,50(24):2103-2106.
[6]LIU J,LI C J,YANG J Z,et al.Chemical constituents from stems of Clausena lansium[J].Chin Tradit Herb Drugs(中草药),2016,47(1):32-37.
[7]YANG Y N,FENG Z M,JIANG J S,et al.Chemical constituents of roots Rhodiola crenulata[J].Chin Pharm J(中国药学杂志),2013,48(6):410-413.
[8]KIMBERLY M S,MELANTHA J,BENJAMIN S,et al.Synthesis of a functionalized sheet silicate derived from apophyllite and further modification by hydrosilylation[J].Appl Clay Sci,2010,47(s3-4):212-216.
[9]MASATAKA S,MASAO K.Studies on the constituents of Osmanthus Species.X.Structures of phenolic glucosides from the leaves of Osmanthus asiaticus NAKAI.[J].Chem Pharm Bull,1992,40(2):325-326.
[10]ZHANG Y,ZHANG Y,LIU L L,et al.Chemical constituents study on the leaves of Mangifera indica L.(Ⅲ)[J].J Trop Subtrop Bot(热带亚热带植物学报),2014,22(2):185-189.
[11]YUAN X,ZHANG L,ZHAO J Q.Chemical constituents from Lagotis brevituba[J].Chin Tradit Herb Drugs(中草药),2015,10(46):1437-1440.
[12]WANG Z B,JIANG H,XIA J Y,et al.Studies on coumarin of Hydrangea macrophylla[J].Inf Tradit Chin Med(中医药信息),2012,29(3):19-21.
[13]DAVID C,JEAN C,CLAUDE L B,et al.Glycosidically bound eugenol and methyl salicylate in the fruit of edible Passiflora species[J].J Agr Food Chem,1997,45(7):2685-2689.
[14]WANG Z B,GUO J T,YANG C J,et al.Chemical constituents from Hydrangea macrophylla[J].China J Chin Mater Med(中国中药杂志),2013,38(5):709-713.
[15]MAO C M,LI S S,XU Q M,et al.Chemical constituents in stems of Ilex cornuta[J].Chin Tradit Herb Drugs(中草药),2016,47(6):891-895.
[2]China National Traditional Chinese Medicine Corporation.The Chinese Materia Medica(中国中药志)[M].Beijing:Science Press,1994.
[3]ZHOU X F,LIU Y H,TANG L.Chemical constituents from the roots of Actinidia chinensis[J].Chem Nat Compd,2010,46(2):308-309.
[4]JIN H L,WAN J J,EUN S Y,et al.The chemical constituents and their antioxidant activity of the stem of Rhododendron mucronulatum[J].Nat Prod Sci,2005,11(2):97-102.
[5]FENG W S,WANG J C,HE Y H,et al.Chemical constituents from the flower buds of Magnolia biondii Pamp[J].Chin Pharm J(中国药学杂志),2015,50(24):2103-2106.
[6]LIU J,LI C J,YANG J Z,et al.Chemical constituents from stems of Clausena lansium[J].Chin Tradit Herb Drugs(中草药),2016,47(1):32-37.
[7]YANG Y N,FENG Z M,JIANG J S,et al.Chemical constituents of roots Rhodiola crenulata[J].Chin Pharm J(中国药学杂志),2013,48(6):410-413.
[8]KIMBERLY M S,MELANTHA J,BENJAMIN S,et al.Synthesis of a functionalized sheet silicate derived from apophyllite and further modification by hydrosilylation[J].Appl Clay Sci,2010,47(s3-4):212-216.
[9]MASATAKA S,MASAO K.Studies on the constituents of Osmanthus Species.X.Structures of phenolic glucosides from the leaves of Osmanthus asiaticus NAKAI.[J].Chem Pharm Bull,1992,40(2):325-326.
[10]ZHANG Y,ZHANG Y,LIU L L,et al.Chemical constituents study on the leaves of Mangifera indica L.(Ⅲ)[J].J Trop Subtrop Bot(热带亚热带植物学报),2014,22(2):185-189.
[11]YUAN X,ZHANG L,ZHAO J Q.Chemical constituents from Lagotis brevituba[J].Chin Tradit Herb Drugs(中草药),2015,10(46):1437-1440.
[12]WANG Z B,JIANG H,XIA J Y,et al.Studies on coumarin of Hydrangea macrophylla[J].Inf Tradit Chin Med(中医药信息),2012,29(3):19-21.
[13]DAVID C,JEAN C,CLAUDE L B,et al.Glycosidically bound eugenol and methyl salicylate in the fruit of edible Passiflora species[J].J Agr Food Chem,1997,45(7):2685-2689.
[14]WANG Z B,GUO J T,YANG C J,et al.Chemical constituents from Hydrangea macrophylla[J].China J Chin Mater Med(中国中药杂志),2013,38(5):709-713.
[15]MAO C M,LI S S,XU Q M,et al.Chemical constituents in stems of Ilex cornuta[J].Chin Tradit Herb Drugs(中草药),2016,47(6):891-895.