Acta Chimica Sinica ›› 2008, Vol. 66 ›› Issue (22): 2462-2468. Previous Articles     Next Articles

Original Articles

抗抑郁化合物SIPI5838和环糊精分子非共价复合物的研究

潘婷婷a 储艳秋a 周鸣飞a 丁传凡*,a 吕 娜b
翁志洁b 李建其*,b

  

  1. (a复旦大学化学系激光化学研究所 上海 200433)
    (b上海医药工业研究院 上海 200437)

  • 投稿日期:2008-04-21 修回日期:2008-06-16 发布日期:2008-11-28
  • 通讯作者: 丁传凡

Non-Covalent Complexes of Cyclodextrins with Antidepressant Compound SIPI5838

PAN, Ting-Ting a CHU, Yan-Qiu a ZHOU, Ming-Fei a DING, Chuan-Fan *,a
LÜ, Na b WENG, Zhi-Jie b LI, Jian-Qi *,b
  

  1. (a Laser Chemistry Institute, Department of Chemistry, Fudan University, Shanghai 200433)
    (b Shanghai Institute of Pharmaceutical Industry, Shanghai 200437)
  • Received:2008-04-21 Revised:2008-06-16 Published:2008-11-28
  • Contact: DING, Chuan-Fan

The non-covalent complexes of α-, or β-cyclodextrins (α-, β-CD) with the newly developed antidepressant compound, SIPI5838, have been investigated. The complexes of α-, or β-CD with SIPI5838 have been prepared and characterized by electrospray ionization mass spectrometry (ESI-MS), and ultraviolet (UV) spectrometry as well. The mass spectrometry results revealed that SIPI5838 (guest) and α-, or β-CD (host) formed a 1∶1 complex in aqueous solution. The formation of the non-covalent complexes could significantly increase the solubility of SIPI5838 in aqueous solution. Furthermore, α-/β-CD-SIPI5838 complexes exhibited different features and properties in UV-Vis spectroscopy from the reactants, which confirms the results of ESI-MS. The formation constant of the complexes have also been estimated by phase solubility studies. The calculated apparent formation constants of SIPI5838-β-CD and SIPI5838-α-CD are 1.83×103 and 3.15×101 mol-1•L, respectively. The stability of these two complexes are in the order of β-CD-SIPI5838>α-CD-SIPI5838.

Key words: cyclodextrin, antidepressant, non-covalent complex, solubility