广金钱草中黄酮及黄酮苷类化学成分研究

Study on flavonoids and flavonoid glycosides from Desmodium styracifolium

目的对广金钱草Desmodium styracifolium中的黄酮及黄酮苷类化学成分进行研究。方法采用溶剂提取法、MCI HP20柱色谱、硅胶柱色谱、Sephadex LH-20凝胶柱色谱、ODS柱色谱、制备高效液相色谱等方法进行分离纯化,并利用现代波谱技术对化合物进行结构鉴定。结果从广金钱草醇提取物醋酸乙酯和正丁醇部位中分离得到31个黄酮及黄酮苷类化合物,分别鉴定为5,7-二羟基-2’-甲氧基-3’,4’-亚甲二氧基二氢异黄酮(1)、5,7-二羟基-2’,4’-二甲氧基二氢异黄酮(2)、金圣草黄素(3)、异鼠李素(4)、红车轴草素(5)、parvisoflavanone(6)、3,3’-二甲氧基槲皮素(7)、5,7,3’-三羟基-4’,5’-二甲氧基异黄酮(8)、5,7-二羟基-3’,4’-二甲氧基黄酮(9)、eriocoumaronochromone(10)、染料木素(11)、苜蓿素(12)、3’-甲氧基大豆苷元(13)、5,7,2’-三羟基-4’-甲氧基二氢异黄酮(14)、山柰酚(15)、木犀草素(16)、大豆苷元(17)、7,3’-二羟基-4’,5’-二甲氧基异黄酮(18)、spicatolignanB(19)、槲皮素(20)、香豌豆酚(21)、3-甲氧基山柰酚(22)、芹菜素(23)、二氢山柰酚(24)、dalbergiodin(25)、2’-羟基染料木素(26)、木犀草苷(27)、异荭草苷(28)、染料木素-7-O-β-D-呋喃芹糖基-(1→6)-O-β-D-吡喃葡萄糖苷(29)、异牡荆苷(30)、维采宁-2(31)。结论化合物6~8、10、14、18~19为首次从广金钱草中分离得到,丰富了广金钱草黄酮类成分的结构类型。

Objective To study the flavonoids and flavonoid glycosides of Desmodium styracifolium.Methods The chemical constituents were isolated and purified by solvent extraction,MCI HP20,silica gel,Sephadex LH-20,ODS and preparative high performance liquid chromatography.Their structures were identified by spectral data.Results Thirty-one flavonoids and flavonoid glycosides were isolated from the ethyl acetate and n-butanol parts of the ethanol extract of the whole plant of D.styracifolium and identified as 5,7-dihydroxy-2'-methoxy-3',4'-methylenedioxyisoflavanone(1),5,7-dihydroxy-2',4'-dimethoxyisoflavanone(2),chrysoeriol(3),isorhamntin(4),pratensein(5),parvisoflavanone(6),3,3'-dimethoxyquercetin(7),5,7,3'-trihydroxy-4',5'-dimethoxyisoflavone(8),5,7-dihydroxy-3',4'-dimethoxyflavone(9),eriocoumaronochromone(10),genistein(11),tricin(12),3'-methoxydaidzein(13),ferreirin(14),kaempferol(15),luteolin(16),daidzein(17),7,3'-dihydroxy-4',5'-dimethoxyisoflavone(18),spicatolignan B(19),quercetin(20),orobol(21),3-methoxy kaempferol(22),apigenin(23),dihydrokaempferol(24),dalbergiodin(25),2'-hydroxygenistein(26),luteolin 7-O-β-D-glucoside(27),isoorientin(28),ambocin(29),isovitexin(30),and vicenin II(31).Conclusion Compounds 6-8,10,14,and 18-19 are isolated from D.styracifolium for the first time,which can enrich the structure types of flavonoids in D.styracifolium.