高等学校化学学报

高等学校化学学报 ›› 1993, Vol. 14 ›› Issue (5): 733.

• 研究论文 • 上一篇    下一篇

2D NMR方法研究抗癌药物冬凌草乙素的结构与谱线归属

杨延武1, 姬昂1, 何炳林1, 许肖龙2, 裘鉴卿2, 王德华2, 钱保功2, 赵清治3, 张雁冰3, 薛华珍3   

  1. 1. 南开大学高分子化学研究所, 天津 300071;
    2. 中国科学院武汉物理所, 波谱与原子分子物理国家重点实验室, 武汉 430071;
    3. 河南医科大学化学教研室, 郑州 450052
  • 收稿日期:1992-07-22 修回日期:1992-12-02 出版日期:1993-05-24 发布日期:1993-05-24
  • 通讯作者: 杨延武
  • 基金资助:

    国家自然科学基金;兰州大学应用有机化学国家重点实验室基金

Structure Elucidation and Spectral Assignments of Ponicidin by Two Dimensional Nuclear Magnetic Resonance Techniques

YANG Yan-Wu1, JI Ang1, HE Bing-Lin1, XU Xiao-Long2, QIU Jian-Qing2, WANG De-Hua2, QIAN Bao-Gong2, ZHAO Qing-Zhi3, ZHANG Yan-Bing3, XUE Hua-Zhen3   

  1. 1. Institute of Polymer Chemtstry, Nankai University, Tianjin, 300071;
    2. Lab.of Magn.Reson.and Atamic and Molecular Phys., Wwhan Institute of Phys., Chinese Academy of Sciences;
    3. Department of Chemistry, Henan University of Medical Science, Zhengzhou
  • Received:1992-07-22 Revised:1992-12-02 Online:1993-05-24 Published:1993-05-24

PDF (PC)

被引次数

10

摘要： 用异核化学位移相关谱、远程异核化学位移相关谱和同核化学位移相关谱等现代核磁共振技术对抗癌中草药冬凌草中分离出的抗癌、抗菌有效成分冬凌草乙素分子的13C和1H化学位移进行了完全归属,为冬凌草乙素分子溶液中的三维空间结构研究提供了可靠的结构参数。

关键词: 2D NMR, 谱线归属, 远程异核化学位移相关谱, 冬凌草乙素

Abstract: The 13Cand 1Hchemical shifts of ponicidin, which is one of antineoplastic and antiseptic effective components isolated from Rabdosia rvbescens (Hemsl.) Hara, were completely assigned by het-eronuclear chemical shift correlation spectroscopy, long-range heteronuclear chemical shift correlation spectroscopy (COLOC-S) and homonuclear chemical shift correlation spectroscopy.Since the BIRDand TANGOpulse sandwich in COLOC-Spulse sequence were used to suppress effectively the one-bond cross peaks and decouple the modulation of long-range cross peak intensities due to the one bond couplings, the most three-bond 13C-1Hinteraction in ponicidin were dectected simultaneously in one COLOC-Sspectrum, and some four-bond cross peaks were also observed in the same spectrum.After carefully analyzing the 13Cand 1Hchemical shift data, the XHCRcross peaks at 3.790/72.06, 4.196/72.98 and 5.010/69.79 ppm were deduced as the cross peaks of methylene carbon atoms directly bonded to oxygen, the long-range 13C--1Hcross peaks in COLOC-Sspectrum confirmed that the 13Cresonance signals at 72.06, 72.98 and 69.79 ppm were assigned to Cl, C6 and C14 methylene group, and the corresponding1Hchemical shifts were 3.790, 4.196 and 5.010 ppm, respectively.The chemical shift assignments of other 13C Hresonance signals were completed by combining the COLOC-Sspectrum with hetero- and homo-nuclear correlation spectra.The 1Hresonance signals of two methyl group geminated at C4 carbon atom were identified unequivocally with the cross peaks in NOESYspectrum.The results show that the 2D NMRmethods are very useful for the structure elucidation and spectral assignments of natural organic compounds, and the reliable structure parameters could be provided for calculating the three dimensional structures of ponicidin in solution.

Key words: 2D NMR, Spectral assignments, COLOC-S, Ponicidin

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