毛梗豨莶正丁醇部位化学成分研究

Chemical constituents from the n-butanol fraction of Siegesbeckia glabrescens

目的研究毛梗豨莶正丁醇部位的化学成分。方法毛梗豨莶正丁醇部位采用硅胶、ODS及制备HPLC进行分离纯化,根据理化性质及波谱数据鉴定所得化合物的结构。结果从中分离得到17个化合物,分别鉴定为orientalin B(1)、ent-2-oxo-15,16,19-trihydroxypimar-8(14)-ene(2)、ent-12α,16-epoxy-2β,15α,19-trihydroxypimar-8-ene(3)、ent-12α,16-epoxy-2β,15α,19-trihydroxypimar-8(14)-ene(4)、奇壬醇(5)、benzyl-O-β-D-glucopyranoside(6)、hexyl-β-glucopyranoside(7)、(Z)-3-hexenyl-β-D-glucopyranoside(8)、phenylethyl-O-β-D-glucopyranoside(9)、(6 R,9S)-3-oxo-α-ionol-β-D-glucopyranoside(10)、2-methoxy-4-(2-propenyl)phenyl-β-D-glucoside(11)、4-allyl-2,6-dimethoxyphenyl glucoside(12)、2-hydroxy-methylphenyl-1-O-β-D-glucopyranoside(13)、icarside B 2(14)、everlastoside D(15)、(2 S,4R,5S,7S,9S,10R,13S,15R)-2,7,15,16,19-pentahydroxypimar-8(14)-ene(16)、benzyl-β-D-apiofuranosyl-(1″→6′)-β-D-glucopyranoside(17)。化合物9显示较弱的ABTS自由基清除能力;化合物15显示DPPH自由基清除活性和较强的ABTS自由基清除活性。结论化合物7~9、14、15为首次从豨莶属中分离得到,化合物2~4、7~17为首次从该植物中分离得到。化合物9和15具有一定的抗氧化能力。

AIM To study the chemical constituents from the n-butanol fraction of Siegesbeckiae glabrescens Makino.METHODS The n-butanol fraction from S.glabrescens was isolated and purified by silica gel,ODS and preparative HPLC,then the structures of obtained compounds were identified by physicochemical properties and spectral data.RESULTS Seventeen compounds were isolated and identified as orientalin B(1),ent-2-oxo-15,16,19-trihydroxypimar-8(14)-ene(2),ent-12α,16-epoxy-2β,15α,19-trihydroxypimar-8-ene(3),ent-12α,16-epoxy-2β,15α,19-trihydroxy-pimar-8(14)-ene(4),kirenol(5),benzyl-O-β-D-glucopyranoside(6),hexyl-β-glucopyranoside(7),(Z)-3-hexenyl-β-D-glucopyranoside(8),phenylethyl-O-β-D-glucopyranoside(9),(6 R,9S)-3-oxo-α-ionol-β-D-glucopyranoside(10),2-methoxy-4-(2-propenyl)phenyl-β-D-glucoside(11),4-allyl-2,6-dimethoxyphenyl glucoside(12),2-hydroxy-methylphenyl-1-O-β-D-glucopyranoside(13),icarside B 2(14),everlastoside D(15),(2 S,4R,5S,7S,9S,10R,13S,15R)-2,7,15,16,19-pentahydroxypimar-8(14)-ene(16),and benzyl-β-D-apiofuranosyl-(1″→6′)-β-D-glucopy-ranoside(17).Compound 9 showed weak ABTS radical scavenging capability,and compound 15 had strong DPPH and ABTS radicals scavenging activities.CONCLUSION Compounds 7-9,14-15 are isolated from genus Siegesbeckia for the first time.Compounds 2-4,7-17 are first isolated from this plant.Compound 9 and 15 exhibit antioxidant activities.