研究论文

胞苷盐酸盐的质子化位置研究

  • 王强 ,
  • 李玉江 ,
  • 陶乐 ,
  • 郭晓河 ,
  • 董黎红 ,
  • 宋传君 ,
  • 常俊标
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  • 1. 河南省科学院 高新技术研究中心, 河南 郑州 450002;
    2. 郑州大学 化学与分子工程学院, 河南 郑州 450001
王强(1977-),男,河南孟州人,博士,副研究员,药物化学专业.

收稿日期: 2015-06-01

  修回日期: 2016-04-12

  网络出版日期: 2016-06-05

基金资助

国家自然科学基金资助项目(21172202);河南省重点科技攻关资助项目(152102210379).

Positions of Protonation in Cytidine Hydrochloride Revealed by NMR Spectroscopy

  • WANG Qiang ,
  • LI Yu-jiang ,
  • TAO Le ,
  • GUO Xiao-he ,
  • DONG Li-hong ,
  • SONG Chuan-jun ,
  • CHANG Jun-biao
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  • 1. High & New Technology Research Center of Henan Academy of Science, Zhengzhou 450002, China;
    2. College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, China

Received date: 2015-06-01

  Revised date: 2016-04-12

  Online published: 2016-06-05

摘要

含有羧酸或碱性基团的药物成盐后具有药物水溶性提高、易于结晶纯化、稳定性增强等优点.胞苷类药物具有碱性中心,成盐后的质子化位置是在N-3还是NH2的研究还未见报道.X-射线单晶衍射因不能够对质子位置进行测定而无法对胞苷盐的质子化位置进行确定.该文利用核磁共振氢谱(1H NMR)、碳谱(13C NMR)研究了胞苷成盐前后的化学位移变化,推断出胞苷成盐位置在N-3而非NH2,此外胞嘧啶碱基C-4和NH2之间的键在成盐后具有部分双键性质.

本文引用格式

王强 , 李玉江 , 陶乐 , 郭晓河 , 董黎红 , 宋传君 , 常俊标 . 胞苷盐酸盐的质子化位置研究[J]. 波谱学杂志, 2016 , 33(2) : 281 -287 . DOI: 10.11938/cjmr20160210

Abstract

Compared to their parent forms of bases or acids, drugs in the form of salts have improved solubility, chemical stability, and capability for recrystallization. For the drug cytidine hydrochloride, whether the protonation position is at N-3 or NH2 remains unclear, and X-ray crystallography cannot provide this information. In this study, 1H and 13C NMR spectroscopy was used to study the exact protonation position in cytidine hydrochloride. It was shown clearly by chemical shift changes that the protonation position is at N-3 rather than NH2. It was further confirmed that the chemical bond between C-4 and NH2 in cytidine salts has double bond-like properties.

参考文献

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