Structural evaluation of crystalline ternary γ-cyclodextrin complex
✍ Scribed by Kenjirou Higashi; Saori Ideura; Haruka Waraya; Kunikazu Moribe; Keiji Yamamoto
- Publisher
- John Wiley and Sons
- Year
- 2011
- Tongue
- English
- Weight
- 367 KB
- Volume
- 100
- Category
- Article
- ISSN
- 0022-3549
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✦ Synopsis
The structure of a crystalline g-cyclodextrin (g-CD) ternary complex containing salicylic acid (SA) and flurbiprofen (FBP) prepared by sealed heating was investigated. FBP/ g-CD inclusion complex was prepared by coprecipitation; its molar ratio was determined as 1/1. Powder X-ray diffraction measurements showed that the molecular packing of g-CD changed from hexagonal to monoclinic columnar form by sealed heating of SA with dried FBP/g-CD inclusion complex, indicating ternary complex formation. The stoichiometry of SA/FBP/g-CD was estimated as 2/1/1. Solid-state transformation of g-CD molecular packing upon water vapor adsorption and desorption was irreversible for this ternary complex, in contrast to the reversible transition for the FBP/g-CD inclusion complex. The ternary complex contained one FBP molecule in the cavity of g-CD and two SA molecules in the intermolecular space between neighboring g-CD column stacks. Infrared and 13 C solid-state NMR spectroscopies revealed that the molecular states of SA and FBP changed upon ternary complex formation. In the complex, dimer FBP molecules were sandwiched between two g-CD molecules whereas each monomer SA molecule was present in the intermolecular space of g-CD. Ternary complex formation was also observed for other drug-guest systems using naproxen and ketoprofen. Thus, the complex can be used to formulate variety of drugs.
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