An efficient ternary complex of acetazolamide with HP-ß-CD and TEA for topical ocular administration

Journal of Controlled Release

Volumn 138, Issue 1, 2009, Pages 24-31

  Palma, Santiago D ^a   Tartara, Luis I ^a   Quinteros, Daniela ^a   Allemandi, Daniel A ^a   Longhi, Marcela R ^a   Granero, Gladys E ^a  

^a UNIVERSIDAD NACIONAL DE CÓRDOBA   (Argentina)

Author keywords

Acetazolamide; HP CD; In vitro corneal permeation; Intraocular pressure; Multicomponent inclusion complex; TEA

Indexed keywords

ACETAZOLAMIDE; IN VITRO CORNEAL PERMEATION; INTRAOCULAR PRESSURE; MULTICOMPONENT INCLUSION COMPLEX; TEA;

BIOCHEMISTRY; EQUILIBRIUM CONSTANTS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRESSURE EFFECTS; TERNARY SYSTEMS;

DATA STORAGE EQUIPMENT;

2 HYDROXYPROPYL BETA CYCLODEXTRIN; ACETAZOLAMIDE; BRINZOLAMIDE; TRIETHANOLAMINE;

ANIMAL EXPERIMENT; AQUEOUS SOLUTION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; COMPLEX FORMATION; CONTROLLED STUDY; CORNEA PERMEABILITY; DRUG ABSORPTION; DRUG BINDING; DRUG BIOAVAILABILITY; DRUG EFFECT; DRUG FORMULATION; DRUG INSTILLATION; EQUILIBRIUM CONSTANT; IN VITRO STUDY; INTRAOCULAR PRESSURE; NONHUMAN; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; RABBIT;

ACETAZOLAMIDE; ADMINISTRATION, TOPICAL; ANIMALS; BETA-CYCLODEXTRINS; CARBONIC ANHYDRASE INHIBITORS; CORNEA; ETHANOLAMINES; INTRAOCULAR PRESSURE; MAGNETIC RESONANCE SPECTROSCOPY; OSMOLAR CONCENTRATION; RABBITS;

EID: 67650108544     PISSN: 01683659     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jconrel.2009.04.035     Document Type: Article

References (23)

1. Loftsson T., and Järvinen T. Cyclodextrins in ophthalmic drug delivery. Adv. Drug Deliv. Rev. 36 (1999) 59-79
2. Loftsson T., and Stefánsson E. Cyclodextrins in eye drop formulations: enhanced topical delivery if corticosteroids to the eye. Acta Ophthalmol. Scand. 80 (2002) 144-150
3. Brewster M.E., and Loftsson T. Cyclodextrins as pharmaceutical solubilizers. Adv. Drug Deliv. Rev. 59 (2007) 645-666
4. Del Valle E.M.M. Cyclodextrins and their uses: a review. Process Biochem. 39 (2004) 1033-1046
5. Alexanian C., Papademou H., Vertzoni M., Archontaki H., and Valsami G. Effect of pH and water-soluble polymers on the aqueous solubility of nimesulide in the absence and presence of beta-cyclodextrin derivatives. J. Pharm. Pharmacol. 60 (2008) 1433-1439
6. Redenti E., Szente L., and Szejtli J. Drug-cyclodextrin-hydroxy acid multicomponent systems: properties and pharmaceutical applications. J. Pharm. Sci. 89 (2000) 1-8
7. Redenti E., Szente L., and Szejtli J. Cyclodextrin complexes of salts of acidic drugs: thermodynamic properties, structural features, and pharmaceutical applications. J. Pharm. Sci. 90 (2001) 979-986
8. 1H NMR and molecular modelling techniques for the investigation of the inclusion complex of econazole with ß-cyclodextrin in the presence of malic acid. J. Pharm. Biomed. Anal. 23 (2000) 25-31
9. Granero G., Garnero C., and Longhi M. The effect of a basic substance and pH on cyclodextrin complexation of sulfisoxazole. Eur. J. Pharm. Sci. 20 (2003) 285-293
10. Granero G.E., Maitre M.M., Garnero C., and Longhi M.R. Synthesis, characterization and in vitro release studies of a new acetazolamide-HP-ß-CD-TEA inclusion complex. Eur. J. Med. Chem. 43 (2008) 464-470
11. Kaur I.P., Smitha R., Aggarwal D., and Kapil M. Acetazolamide: future perspective in topical glaucoma therapeutics. Int. J. Pharm. 248 (2002) 1-14
12. Duffel M.W., Ing I.S., Segarra T.M., Dixson J.A., Barfkenecht C.F., and Schoenwald R.D. N-Substituted sulfonamide carbonic anhydrase inhibitors with topical effects on intraocular pressure. J. Med. Chem. 29 (1986) 1488-1494
13. Kaur I.P., Smitha R., Aggarwal D., and Kapil M. Acetazolamide: future perspective in topical glaucoma therapeutics. Int. J. Pharm. 248 (2002) 1-4
14. Funk O., Schwabe L., and Fromming K. Freeze-dried preparations of ketoprofen and heptakis-(2,6-dimethyl)-ß-cyclodextrin. Drug Dev. Ind. Pharm. 20 (1994) 1957-1969
15. Fang L., Numajiri S., Kobayashi D., Ueda H., Nakayama K., Miyamae H., and Morimoto Y. Physicochemical and crystallographic characterization of mefenamic acid complexes with alkanolamines. J. Pharm. Sci. 93 (2004) 144-154
16. Draize J.H., Woodard G., and Calvery H.O. Methods for the study of irritation and toxiticity of substances applied topically to the skin and mucous membranes. J. Pharmacol. Exp. Ther. 82 (1944) 377-390
17. Camber O. An in vitro model for determination of drug permeability through the cornea. Acta Pharm. Suec. 22 (1985) 335-342
18. Gaspar de Araújo M.V., Barbosa Vieira E.K., Silva Lázaro G., Souza Conegero L., Almeida L.E., Silva Barreto L., Bezerra da Costa N., and Gimenzez I.F. Sulfadiazine/hydroxypropyl-ß-cyclodextrin host-guest system: characterization, phase-solubility and molecular modelling. Bioorg. Med. Chem. 16 (2008) 5788-5794
19. Connors K.A. The stability of cyclodextrins complexes in solution. Chem. Rev. 97 (1997) 1325-1357
20. Liao Y., and Bohne C. Alcohol effect on equilibrium constants and dissociation dynamics of xanthone-cyclodextrin complexes. J. Phys. Chem. (1996) 734-743
21. Van Stam J., De Feyter S., De Schryver F.C., and Evans C.H. 2-Naphthol complexation by ß-cyclodetrin: influence of added short linear alcohols. J. Phys. Chem. (1996) 19959-19966
22. Cal K., and Centkowska K. Use of cyclodextrins in topical formulations: Practical aspects. Eur. J. Pharm. Biopharm. 68 (2008) 467-478
23. Martins P.S., Ochoa R., Pimenta A.M.C., Ferreira L.A.M., Melo A.L., da Silva J.J.B., Sinisterra R.D., Demicheli C., and Frézard F. Mode of action of ß-cyclodextrin as an absorption enhancer of the water-soluble drug meglumine antimoniate. Int. J. Pharm. 325 (2006) 39-47