Phase solubility and inclusion complex of itraconazole with β-cyclodextrin using supercritical carbon dioxide

Journal of Pharmaceutical Sciences

Volumn 95, Issue 2, 2006, Pages 292-304

  Al Marzouqi, Ali H ^a   Shehatta, Ibrahim ^b   Jobe, Baboucarr ^a   Dowaidar, Ali ^a  

^a UNITED ARAB EMIRATES UNIVERSITY   (United Arab Emirates)

^b Mansoura University   (Egypt)

Author keywords

Cyclodextrin; Inclusion complex; Itraconazole; Solubility; Stability; Supercritical carbon dioxide

Indexed keywords

BETA CYCLODEXTRIN; ITRACONAZOLE;

ANALYTIC METHOD; AQUEOUS SOLUTION; ARTICLE; DRUG SOLUBILITY; ENERGY TRANSFER; MATHEMATICAL ANALYSIS; NONHUMAN; PHASE SOLUBILITY TECHNIQUE; PRECIPITATION; PRESSURE MEASUREMENT; SUPERCRITICAL FLUID EXTRACTION; TEMPERATURE MEASUREMENT; ULTRAVIOLET SPECTROSCOPY;

EID: 32644443823     PISSN: 00223549     EISSN: 15206017     Source Type: Journal    
DOI: 10.1002/jps.20535     Document Type: Article

References (32)

1. Jain S, Sehgal V. 2001. Itraconazole: An effective oral antifungal for onychomycosis. Int J Dermatol 40:1-5.
2. Gilis P, De Conde V, Vandecruys R. 1997. Beads having a core coated with an antifungal and a polymer. U. S. Patent 5633015.
3. Hassan A, Tang Y, Ayres J. 2004. Itraconazole formation using supercritical carbon dioxide. Drug Dev Ind Pharm 30:1029-1035.
4. Strickley R. 2004. Solubilizing excipients in oral and injectable formulations. Pharm Res 21:201-230.
5. Duchene D, Wouessidjewe D. 1990. Pharmaceutical uses of cyclodextrins and derivatives. Drug Dev Ind Pharm 16:2487-2499.
6. Szejtli J. 1994. Cyclodextrins in pharmacy. Dordrecht, The Netherlands: Kluwer.
7. Lee B, Lee J. 1995. Enhancement of solubility and dissolution rate of poorly water-soluble naproxen by complexation with 2-hydroxypropyl-β- cyclodextrin. Arch Pharm Res 18:22-26.
8. Dhanaraju M, Kumaran K, Baskaran T, Moorthy M. 1998. Enhancement of bioavailability of griseofulvin by its complexation with beta-cyclodextrin. Drug Dev Ind Pharm 24:583-587.
9. Greczy J, Bruhwyler J, Scuvee-Moreau J, Seutin V, Masset H, Van Heugen J, Dresse A, Lejeune C, Decamp E, Szente L, Szejtli J, Liegeois J. 2000. The inclusion of fluoxetine into gamma-cyclodextrin increases its bioavailability: Behavioural, electrophysiological and pharmacokinetic studies. Psychopharmacology 151:328-334.
10. Nagarsenker M, Meshram R, Ramprakash G. 2000. Solid dispersion of hydroxypropyl beta-cyclodextrin and ketorolac: Enhancement of in-vitro dissolution rates, improvement in anti-inflammatory activity and reduction in ulcerogenicity in rats. J Pharm Pharmacol 52:949-956.
11. Kang J, Kumar V, Yang D, Chowdhury P, Hohl R. 2002. Cyclodextrin complexation: Influence on solubility, stability and cytotoxicity of camptothecin, an antineoplastic agent. Eur J Pharm Sci 15: 163-170.
12. Jarho P, Jarvinen K, Urtti A, Stella V, Jarvinen T. 1997. The use of cyclodextrins in ophthalmic formulations of dipivefrin. Int J Pharm 153:225-233.
13. Loukas Y, Vraka V, Gregoriadis G. 1997. Novel nonacidic formulations of haloperidol complexed with β-cyclodextrin derivatives. J Pharm Biomed Analysis 16:263-268.
14. Ahmed M, El-Gibaly I, Ahmed S. 1998. Effect of cyclodextrins on the physicochemical properties and antimycotic activity of clotrimazole. Int J Pharm 171:111-121.
15. Loftsona T, Jarvinen T. 1999. Cyclodextrins in ophthalmic drug delivery. Adv Drug Deliv Reviews 36: 59-79.
16. Matsuda H, Arima H. 1999. Cyclodextrins in transdermal and rectal delivery. Adv Drug Deliv Review 36:81-99.
17. Mura P, Adragna E, Rabasco A, Moyano J, Perez-Martinez J, Arias M, Gines J. 1999. Effects of the Host Cavity Size and the Preparation Method on the Physicochemical Properties of Ibuproxam-Cyclodextrin Systems. Drug Dev Ind Pharm 25:279-287.
18. Fernandes C, Vieira M, Veiga F. 2002. Physicochemical characterization and in vitro dissolution behaviour of nicardipine-cyclodextrins inclusion compounds. Eur J Pharm Sci 15:79-88.
19. Peeters J, Neeskens P, Tollenaere J, Remoortere P, Brewstrer M. 2002. Characterization of the interaction of 2-hydroxypropyl-β-cyclodextrin with itraconazole at pH 2, 4, and 7. J Pharm Sci 91:1414-1422.
20. Van Hees T, Piel G, Evrard B, Otte X, Thunus L, Delattre L. 1999. Application of supercritical carbon dioxide for the preparation of a Piroxicam-β-cyclodextrin inclusion compound. Pharm Res 16: 1864-1870.
21. Kiran E, Brennecke J. 1993. Supercritical fluid engineering science. ACS Symposium Series 514. Washington DC: American Chemical Society.
22. 2 with cosolvents. In: Hutchenson KW, Foster NR, editors. Innovations in supercritical fluids science and technology. ACS Symposium Series 608. Washington DC: American Chemical Society. pp 402-414.
23. Sahle-Demessie E, Hassan A, Levien K, Kumar S, Morrell J. 1995. Supercritical Carbon Dioxide Treatment: Effect on Permeability of Douglas-Fir Heartwood. Wood Fiber Sci 27:296-300.
24. Hassan A, Levien K, Morrell J. 2001. Modeling phase behavior of multicomponent mixtures of wood preservatives in supercritical carbon dioxide with cosolvents. Fluid Phase Equilibria 179:5-22.
25. Higuchi T, Connors K. 1965. Phase-solubility techniques. Adv Anal Chem Instrum 4:117-212.
26. Nozaki Y, Tanford C. 1963. The solubility of amino acids and related compounds in aqueous urea solutions. J Biol Chem 238:4074-4080.
27. Gekko K, Ohmae E, Kameyama K, Takagi T. 1998. Acetonitrile-protein interactions: Amino acid solubility and preferential salvation. Biochim Biophys Acta 1387:195-205.
28. Porras S, Sarmini K, Fanali S, Kenndler E. 2003. Medium effect (transfer activity coefficient) of methanol and acetonitrile on beta-cyclodextrin/benzoate complexation in capillary zone electrophoresis. Anal Chem 75:1645-1651.
29. Kapsi S, Ayres J. 2001. Processing factors in development of solid solution formulation, of itraconazole for enhancement of drug dissolution and bioavailability. Int J Pharm 229:193-203.
30. McHugh M, Krukonis V. 1986. Supercritical fluid extraction principles and practice. London: Butterworths.
31. Loftsson T, Masson M, Brewster M. 2004. Self-association of cyclodextrins and cyclodextrin complexes. J Pharm Sci 93:1091-1099.
32. Blanco T, Vila-Jato J, Otero F, Anguianco S. 1991. Influence of method of preparation on inclusion complexes of naproxen with different cyclodextrins. Drug Dev Ind Pharm 17:943-945.