Inclusion complexes of fluconazole with beta-cyclodextrin and 2-hydroxypropyl-beta-cyclodextrin in aqueous solution: preparation, characterization and a structural insight

作者：Li Jing; Zhang Shuo; Zhou Yan; Guan Su; Zhang Lei^*

来源：JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2016, 84(3-4): 209-217.

DOI：10.1007/s10847-016-0598-z

• Fluconazole
• Hydroxypropyl-beta-cyclodextrin
• beta-Cyclodextrin
• Inclusion complex

Inclusion complexes of fluconazole (HFlu) with beta-cyclodextrin (beta-CD) and hydroxypropyl- beta-cyclodextrin (HP-beta-CD) had been prepared by the coprecipitation method. The 1:1 stoichiometry of complexation for both inclusion complexes was achieved in the binary system by phase solubility and fluorimetric study. The inclusion complexes were also characterized by DSC-TGA analyses and ESI-MS spectra. The molecular assemblies were proposed that a triazolyl ring of HFlu was inserted into the narrower end of the CD cavity and the 2, 4-difluorophenyl ring into the wider end to generate 1-D chain structure on the basis of physical characters. The comparative work indicated that the higher stability was obviously observed for HFlu-HP-beta-CD than for HFlu-beta-CD, and provided a crucial clue to find out the dependency: cavity size, van der Waals and hydrophobic interactions as well as hydrogen bonding.

• 单位
  华南理工大学