魏, 峰, 楼之岑, 刘一民, 缪振春. 用核磁共振新技术测定川续断皂甙F和H1两个新皂甙的结构及光谱规律研究J. 药学学报, 1994, 29(7): 511-518.
引用本文: 魏, 峰, 楼之岑, 刘一民, 缪振春. 用核磁共振新技术测定川续断皂甙F和H1两个新皂甙的结构及光谱规律研究J. 药学学报, 1994, 29(7): 511-518.
F Wei’, ZC Lou, YM Liu’, ZC Miao, . APPLICATION OF NEW TECHNIQUES OF NMR IN THE STRUCTURE ELUCIDATION OF TWO NEW SAPONINS.ASPEROSAPONIN F AND Hl,AND SPECTRAL RULES INVOLVEDJ. Acta Pharmaceutica Sinica, 1994, 29(7): 511-518.
Citation: F Wei’, ZC Lou, YM Liu’, ZC Miao, . APPLICATION OF NEW TECHNIQUES OF NMR IN THE STRUCTURE ELUCIDATION OF TWO NEW SAPONINS.ASPEROSAPONIN F AND Hl,AND SPECTRAL RULES INVOLVEDJ. Acta Pharmaceutica Sinica, 1994, 29(7): 511-518.

用核磁共振新技术测定川续断皂甙F和H1两个新皂甙的结构及光谱规律研究

APPLICATION OF NEW TECHNIQUES OF NMR IN THE STRUCTURE ELUCIDATION OF TWO NEW SAPONINS.ASPEROSAPONIN F AND Hl,AND SPECTRAL RULES INVOLVED

  • 摘要: 从川续断(Dipsacus asperoides c.Y.cheng et T.M.Ai)根部的乙醇提取物中得到二个新三萜皂甙,命名为川续断皂甙(asperosaponins)F和H1。川续断皂甙F(I)是含六个糖的皂甙,川续断皂甙H1(II)是含八个糖的皂甙。运用化学方法及光谱(1HNMR,13CNMR,1H-1H COSY,——维多重接力COSY,选择性远程DEPT和三重共振NOE差谱)解析,鉴定其结构分别为3-O-β-D-吡喃木糖(1→4)-β-D-吡哺葡萄糖(1→4)α-L-吡喃鼠李糖(1→3)-β-D-吡喃半乳糖(1→3)-α-L-吡喃鼠李糖(1→2)-α-L-吡喃阿拉伯糖-常春藤皂甙元(I)和3-0-β-D-吡喃木糖(1→4)-β-D-吡喃葡萄糖(1→4)α-L-吡喃鼠李糖(1→3)-β-D-吡喃半乳糖(1→3)-α-L-吡喃鼠李糖(1→2)-α-L一吡喃阿拉伯糖-常春藤皂甙元-28-O-β-D-吡喃葡萄糖(1→6)-β-D-吡喃葡萄糖酯甙(II)。并总结出一些光谱方面的变化规律,可用于糖的鉴定,以及构型、糖链的连接顺序和糖与甙元之间的连接位置的说明。

     

    Abstract: Two new triterpenoid saponins,i.e.asperosaponin F(6 sugars)and H1(8 sugars),were isolated from the ethanolic extract of the root of Dipsacus asperoedes C.Y.Cheng et T. M.Ai.Their structures were identified by chemical and spectral methods,e.g.1HNMR,13CNMR,2D 1H-1H COSY,selective long range DEPT,NOEDS,1D multiple relay COSY.The structures were elucidated as,3-O-β-D-xylopyranosyl(1→4)-β-D-glucopyranoyl(1→4) α-L-rhamnopyranosyl(1→3)-β-D-galactopyranosyl(1→3)-α-L-rhamnopyranosyl(1→2)-α-L-arabinopyranosyl-hederagenin(asperosaponin F,I)and 28-O-β-D-glucopyranosyl(1→6)-β-D-glucopyranoside of F(asperosaponin H1,II).The spectral features for elucidating the structure of saponins containing more than four sugars are also described.

     

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