Literature DB >> 17385023

Crystal structure changes of gamma-cyclodextrin after the SEDS process in supercritical carbon dioxide affect the dissolution rate of complexed budesonide.

Tarja Toropainen1, Teemu Heikkilä, Jukka Leppänen, Laura Matilainen, Sitaram Velaga, Pekka Jarho, Johan Carlfors, Vesa-Pekka Lehto, Tomi Järvinen, Kristiina Järvinen.   

Abstract

PURPOSE: The present study describes the crystal structure changes of gamma-cyclodextrin (gamma-CD) during the solution enhanced dispersion by supercritical fluids (SEDS) process and its effect on dissolution behaviour of complexed budesonide.
MATERIALS AND METHODS: gamma-CD solution (10 mg/ml in 50% ethanol) was pumped together with supercritical carbon dioxide through a coaxial nozzle with or without a model drug, budesonide (3.3 mg/ml). The processing conditions were 100 b and 40, 60 or 80 degrees C. gamma-CD powders were characterised before and after vacuum-drying (2-3 days at RT) with XRPD, SEM and NMR. Budesonide/gamma-CD complexation was confirmed with DSC and XRPD. The dissolution behaviour of complexed budesonide was determined in aqueous solution (1% gamma-CD, 37 degrees C, 100 rpm).
RESULTS: During the SEDS process (100 b, 40 and 60 degrees C), gamma-CD and budesonide/gamma-CD complexes crystallized in a tetragonal channel-type form. The vacuum-drying transformed crystalline gamma-CD into amorphous form while the complexes underwent a tetragonal-to-hexagonal phase transition. The increase in the processing temperature decreased the crystallinity of gamma-CD. At 80 degrees C, amorphous gamma-CD was obtained while the complexes crystallized in a hexagonal channel-type form. The dissolution behaviour of budesonide/gamma-CD complexes was dependent on their crystal structure: the tetragonal form dissolved faster than the hexagonal form.
CONCLUSIONS: The crystal structure of gamma-CD and subsequently, the dissolution rate of complexed budesonide, can be modified with the processing conditions.

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Year:  2007        PMID: 17385023     DOI: 10.1007/s11095-006-9227-7

Source DB:  PubMed          Journal:  Pharm Res        ISSN: 0724-8741            Impact factor:   4.580


  19 in total

Review 1.  Physics of amorphous solids.

Authors:  Lori R Hilden; Kenneth R Morris
Journal:  J Pharm Sci       Date:  2004-01       Impact factor: 3.534

Review 2.  Pharmaceutical applications of cyclodextrins. III. Toxicological issues and safety evaluation.

Authors:  T Irie; K Uekama
Journal:  J Pharm Sci       Date:  1997-02       Impact factor: 3.534

3.  Application of supercritical carbon dioxide for the preparation of a piroxicam-beta-cyclodextrin inclusion compound.

Authors:  T Van Hees; G Piel; B Evrard; X Otte; L Thunus; L Delattre
Journal:  Pharm Res       Date:  1999-12       Impact factor: 4.200

4.  A three step supercritical process to improve the dissolution rate of eflucimibe.

Authors:  Elisabeth Rodier; Hubert Lochard; Martial Sauceau; Jean-Jacques Letourneau; Bernard Freiss; Jacques Fages
Journal:  Eur J Pharm Sci       Date:  2005-10       Impact factor: 4.384

5.  Preparation of budesonide/gamma-cyclodextrin complexes in supercritical fluids with a novel SEDS method.

Authors:  Tarja Toropainen; Sitaram Velaga; Teemu Heikkilä; Laura Matilainen; Pekka Jarho; Johan Carlfors; Vesa-Pekka Lehto; Tomi Järvinen; Kristiina Järvinen
Journal:  J Pharm Sci       Date:  2006-10       Impact factor: 3.534

Review 6.  Pharmaceutical applications of cyclodextrins. 1. Drug solubilization and stabilization.

Authors:  T Loftsson; M E Brewster
Journal:  J Pharm Sci       Date:  1996-10       Impact factor: 3.534

7.  Structure and stability of columnar cyclomaltooctaose (gamma-cyclodextrin) hydrate.

Authors:  Marcus A Hunt; Cristian C Rusa; Alan E Tonelli; C Maurice Balik
Journal:  Carbohydr Res       Date:  2005-07-04       Impact factor: 2.104

8.  The crystal structure of uncomplexed-hydrated cyclooctaamylose.

Authors:  J M Maclennan; J J Stezowski
Journal:  Biochem Biophys Res Commun       Date:  1980-02-12       Impact factor: 3.575

9.  Effect of acidic ternary compounds on the formation of miconazole/cyclodextrin inclusion complexes by means of supercritical carbon dioxide.

Authors:  Valéry Barillaro; Pascal Bertholet; Sandrine Henry de Hassonville; Eric Ziemon; Brigette Evrard; Luc Delattre; Géraldine Piel
Journal:  J Pharm Pharm Sci       Date:  2004-11-30       Impact factor: 2.327

10.  Utilization of supercritical carbon dioxide for complex formation of ibuprofen and methyl-beta-cyclodextrin.

Authors:  M Charoenchaitrakool; F Dehghani; N R Foster
Journal:  Int J Pharm       Date:  2002-06-04       Impact factor: 5.875

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Review 3.  Supercritical Carbon Dioxide as a Green Alternative to Achieve Drug Complexation with Cyclodextrins.

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