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螺甾型和呋甾型甾体皂甙的2D NMR研究

2D NMR STUDIES ON SPIROSTANOL AND FUROSTANOL SAPONINS

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【作者】 杨帆王德祖杨崇仁

【Author】 Yang Fan~2 Wang Dezu~1 Yang Chongren~(1*) (1 Laboratory of Phytochemistry,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming,650204) (2 Lanzhou Institute of Chemical Physics,Chinese Academy of Sciences,Lanzhou,730000)

【机构】 中国科学院兰州化学物理研究所中国科学院昆明植物所植物化学开放实验室

【摘要】 应用氢-氢和碳-氢相关谱(1H-1H COSY,13C-1H COSY),异核远程化学位移相关谱(COLOC),同核和异核J-分解谱(JRES,HETJRES),异核中继相干传递二维谱(RELAY)和NOE差谱(NOEDS)等2D NMR技术对螺甾型甾体皂甙funkioside及其甙元diosgenin,以及呋甾型甾体皂甙wattoside B和F的化学结构进行了测定,对其中的两个螺甾型甾体皂甙的碳、氢信号作了全归属,并对C-22位的立体构型进行了初步探讨.结果表明,同核和异核J-分解谱结合氢-氢和碳-氢相关谱可以对螺甾型皂甙的碳和氢信号进行合理的归属;异核中继相干传递二维谱(RELAY)在一定参数取值条件下对于确定甾体母核上次甲基(CH)之间以及次甲基(CH)与甲基(CH3)之间的连接十分有效;异核远程化学位移相关谱和NOE差谱对于探讨甾体皂甙C-22位的立体构型提供了一条可行的途径。这四个甾体皂甙均由云南产的百合科药用植物中分离得到,其中wattoside B和F为弯蕊开口箭(Tupistra wattii)中新发现的高氧取代的甾体配糖体,其甙元分别为ranmogenin D和pentologenin.

【Abstract】 2D NMP experiments which included 1H-1H COSY,13C-1H COSY, COLOC,JRES,HETJRES,RELAY,and NOEDS were applied to studying on the structure of spirostanol saponin funkioside and its aglycone diosgenin,as well as furostanol saponins,wattoside B and F.The whole assignment of carbon and proton signals for funkioside and diosgenin were achieved.Moreover,the absolute configuration at C-22 position was determined tentatively by NOEDS combining with COLOC methods.The results showed that RELAY was useful for the elucidation of the linkage position between methines (CH) and methine (CH) to methyl group (CH3) on steroidal skeleton.All of these steroids were isolated from liliaceous medicinal plants in Yunnan province.Wattoside B and F as new furostanol glycosides were obtained from Tupistra wattii,which aglycones were highly oxidative substituted and determined as ranmogenin D and pentologenin,respectively.

  • 【会议录名称】 第九届全国波谱学学术会议论文摘要集
  • 【会议名称】第九届全国波谱学学术会议
  • 【会议时间】1996-09
  • 【会议地点】中国河北承德
  • 【分类号】Q946
  • 【主办单位】中国物理学会波谱学专业委员会(Committee of the Magnetic Resonance Spectroscopy Chinese Physical Society)
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