Curve-fitting FTIR studies of loratadine/hydroxypropyl-β-cyclodextrin inclusion complex induced by co-grinding process

Shan Yang Lin, Cheng Hung Hsu, Ming Thau Sheu

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Abstract

The formation steps of inclusion complex caused by co-grinding loratadine (LOR) and hydroxypropyl-β-cyclodextrin (HP-β-CD) with a molar ratio of 1:1 or 1:2 were quantitatively investigated by Fourier transform infrared (FTIR) spectroscopy with curve-fitting analysis and differential scanning calorimetry (DSC). The phase solubility study and the co-evaporated solid products of the mixture of LOR and HP-β-CD were also examined. The result indicates that the aqueous solubility of LOR was linearly increased with the increase of HP-β-CD concentrations, in which the phase solubility diagram was classified as AL type. The higher apparent stability constant (2.22×104M-1) reveals that the inclusion complex formed between LOR and HP-β-CD was quite stable. The endothermic peak at 134.6°C for the melting point of LOR gradually disappeared from DSC curves of LOR/HP-β-CD coground mixtures by increasing the cogrinding time, as the disappearance of the co-evaporated solid products. The disappearance of this endothermic peak from LOR/HP-β-CD coground mixture or the co-evaporated solid products was due to the inclusion complex formation between LOR and HP-β-CD after cogrinding process or evaporation. Moreover, IR peaks at 1676cm-1 down-shifted from 1703cm-1 (CO stretching) and at 1235cm-1 upper-shifted from 1227cm-1 (C-O stretching) related to LOR in the inclusion complex were observed with the increase of cogrinding time, but the peak at 1646cm-1 due to O-H stretching of HP-β-CD was shifted to 1640cm-1. The IR spectrum of 15min-coground mixture was the same as the IR spectrum of the co-evaporated solid product, strongly indicating that the grinding process could cause the inclusion complex formation between LOR and HP-β-CD. Three components (1700, 1676, and 1640cm-1) and their compositions were certainly obtained in the 1740-1600cm-1 region of FTIR spectra for the LOR/HP-β-CD coground mixture and the co-evaporated solid products by curve-fitting analysis. The component of 1700cm-1 detected was due to the un-included LOR in the inclusion complex. This implies that FTIR spectroscopy with curve-fitting analysis might be useful for discriminating the components and compositions in the inclusion complex.

Original languageEnglish
Pages (from-to)799-803
Number of pages5
JournalJournal of Pharmaceutical and Biomedical Analysis
Volume53
Issue number3
DOIs
Publication statusPublished - Nov 2010

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Keywords

  • Co-grinding
  • Curve-fitting
  • DSC
  • FTIR
  • Hydroxypropyl-β-cyclodextrin
  • Inclusion complex
  • Loratadine

ASJC Scopus subject areas

  • Analytical Chemistry
  • Drug Discovery
  • Pharmaceutical Science
  • Spectroscopy
  • Clinical Biochemistry

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