物理化学学报 >> 2010, Vol. 26 >> Issue (10): 2604-2612.doi: 10.3866/PKU.WHXB20100911

热力学、热化学和溶液化学 上一篇    下一篇

抗抑郁化合物SIPI5358与环糊精形成的非共价复合物

何小丹1, 姜丹1, 陈琛1, 储艳秋1, 丁传凡1,  翁志洁2, 李建其2   

  1. 1. 复旦大学化学系激光化学研究所, 上海市分子催化和功能材料重点实验室, 上海200433;
    2. 上海医药工业研究院, 上海200040
  • 收稿日期:2010-03-05 修回日期:2010-06-07 发布日期:2010-09-27
  • 通讯作者: 丁传凡 E-mail:cfding@fudan.edu.cn; lijq@sipi.com.cn
  • 基金资助:

    国家自然科学基金(30772623)及国家十一五项目重大新药创制(2009ZX09103-047)资助项目

Non-Covalent Complexes of the Antidepressant Compound SIPI5358 with Cyclodextrins

HE Xiao-Dan1, JIANG Dan1, CHEN Chen1, CHU Yan-Qiu1, DING Chuan-Fan1, WENG Zhi-Jie2, LI Jian-Qi2   

  1. 1. Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Institute of Laser Chemistry, Department of Chemistry, Fudan University, Shanghai 200433, P. R. China;
    2. Shanghai Institute of Pharmaceutical Industry, Shanghai 200040, P. R. China
  • Received:2010-03-05 Revised:2010-06-07 Published:2010-09-27
  • Contact: DING Chuan-Fan E-mail:cfding@fudan.edu.cn; lijq@sipi.com.cn
  • Supported by:

    The project was supported by the National Natural Science Foundation of China (30772623) and National Project in Significant Creation of New Drugs During the Eleventh Five-Year Plan Period, China (2009ZX09103-047).

摘要:

用电喷雾电离质谱(ESI -MS) 和串级质谱(MS/MS), 并结合紫外光谱、荧光光谱等方法, 研究一种芳烷醇哌嗪类抗抑郁化合物SIPI5358 与α-、β-、γ-环糊精(CD) 制备得到的非共价复合物. 质谱分析结果显示, SIPI5358 分子可以和α-CD 生成配合比为1:1 的非共价复合物, 而与β-、γ-CD 生成不同配合比的非共价复合物. 串级质谱的结果进一步验证β-CD 与SIPI5358 非共价复合物的组成. 用紫外光谱和荧光光谱实验对液相中非共价复合物的形成进行了辅助研究, 结果均再次验证了非共价复合物的生成. 荧光光谱实验测得SIPI5358 与β-CD 反应的生成常数Kf=3.45 ×103 mol·L-1.

关键词: 环糊精, 抗抑郁, 非共价复合物, 紫外光谱, 电喷雾电离质谱, 荧光光谱

Abstract:

Non-covalent complexes of α-, β-, and γ-cyclodextrin (CD) with the antidepressant compound SIPI5358 were investigated by electrospray ionization mass spectrometry (ESI-MS), tandem mass spectrometry (MS/MS), UV spectroscopy, and fluorescence spectroscopy. The ESI-MS experimental results revealed that SIPI5358 reacted with the α-, β-, and γ-CD to form complexes with different coordination numbers. The tandem mass spectra further confirmed the formation of non-covalent complexes of SIPI5358 with β-CD. Binding of the complexes was also confirmed by UV as well as fluorescence spectra. The formation constant Kf was determined by fluorescence spectroscopy to be 3.45 ×103 mol·L-1 for the complex of SIPI5358 and β-CD.

Key words: Cyclodextrin, Antidepressant, Non-covalent complex, UV spectroscopy, Electrospray ionization mass spectrometry, Fluorescence spectroscopy

MSC2000: 

  • O641