Acta Phys. -Chim. Sin. ›› 2010, Vol. 26 ›› Issue (10): 2604-2612.doi: 10.3866/PKU.WHXB20100911

• THERMODYNAMICS,THERMOCHEMISTRY AND SOLUTION CHEMISTRY • Previous Articles     Next Articles

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).

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