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化学学报
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化学学报 ›› 2008, Vol. 66 ›› Issue (9): 1117-1122. 上一篇    下一篇

研究论文

七元瓜环作为5-氨基水杨酸结肠给药载体可行性考察

董南1,2，薛赛凤*,1，陶朱1，赵昱2，蔡洁3，刘洪材3   

  1. (1贵州大学大环化学及超分子化学贵州省重点实验室 贵阳 550025)
    (2浙江大学药学院中药与天然药物研究室 杭州 310058)
    (3贵州大学理学院 贵阳 550025)
  • 投稿日期:2007-09-27 修回日期:2008-01-07 发布日期:2008-05-14
  • 通讯作者: 薛赛凤

Investigation of Cucurbit(7)uril as a 5-Aminosalicylic Acid Colon-specific Drug Delivery

DONG Nan12 XUE Sai-Feng*1 TAO Zhu1 ZHAO Yu2 CAI Jie3 LIU Hong-Cai3   

  1. (1 Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang 550025)
    (2 Institute of Materia Medical, College of Pharmaceutical Science, Zhejiang University, Hangzhou 310058)
    (3 College of Science, Guizhou University, Guiyang 550025)
  • Received:2007-09-27 Revised:2008-01-07 Published:2008-05-14
  • Contact: XUE Sai-Feng

PDF

472

被引次数

35

利用荧光光谱法考察了七元瓜环(Q[7])和5-氨基水杨酸(5-ASA)在不同pH条件下的相互作用. 在pH＝2.0, 4.0时, Q[7]与5-ASA可形成1∶1(物质的量比)的包合物; 而在pH＝5.0, 6.0, 7.4 时未观察到两者之间有明显的相互作用. 利用1H NMR 技术研究了Q[7]-5-ASA固体包合物不同pH值的存在形式. 当体系的pH＜6.0, 5-ASA以包合物的形式存在. 而当pH＞6.0, 包合物的稳定性下降, 5-ASA被释放出来以游离的药物分子形式存在, 说明5-ASA与Q[7]之间的相互作用依赖于体系的pH值, Q[7]可作为5-ASA结肠给药的一种潜在载体; 热动力学的研究表明包合作用主要受到体系焓变的影响; 红外光谱, DSC和TG的分析进一步证实了Q[7]-5-ASA固体包合物的形成.

关键词: 七元瓜环, 5-氨基水杨酸, 包合物, pH影响

The interaction between cucurbit(7)uril (Q[7]) and 5-aminosalicylic acid (5-ASA) at different pH was studied by fluorescence spectroscopy and 1 H NMR technique. The results revealed that Q[7] bound 5-ASA with a ratio of 1∶1 stoichiometry at pH＜6.0, while no obvious interaction between Q[7] and 5-ASA was observed at pH＞6.0. The inclusion complex of Q[7]-5-ASA was dominant in acidic aqueous solution, while free 5-ASA drug molecules were released at pH＞6.0 due to the decomposition of the inclusion complex, indicating that the interaction between Q[7] and 5-ASA was dependent on the value of pH. The thermodynamics study revealed that the formation of the complex between Q[7] and 5-ASA was favored by an enthalpic factor. The solid inclusion complex prepared by a co-evaporation method was further characterized by Fourier transformation-infrared spectroscopy, differential scanning calorimetry and thermal gravity to assess the formation of the inclusion complex. Thus, Q[7] could be used as a potential 5-ASA colon-specific drug delivery.

Key words: cucurbit(7)uril, 5-aminosalicylic acid, inclusion complex, pH influence