Promising complexes of acetazolamide for topical ocular administration

Expert Opinion on Drug Delivery

Volumn 7, Issue 8, 2010, Pages 943-953

  Granero, Gladys E ^a   Longhi, Marcela R ^a  

^a UNIVERSIDAD NACIONAL DE CÓRDOBA   (Argentina)

Author keywords

Acetazolamide; Cyclodextrins; Multicomponent inclusion complexes; Ophthalmic drug delivery system

Indexed keywords

ACETAZOLAMIDE; BRINZOLAMIDE; CARBOMER; CYCLODEXTRIN; DORZOLAMIDE; FLURBIPROFEN; METHANOL; RUFLOXACIN; SODIUM CHLORIDE; SODIUM HYDROXIDE; SULFONAMIDE; TIMOLOL; TRIETHANOLAMINE;

ABSORPTION; ANOREXIA; AQUEOUS HUMOR; BIOAVAILABILITY; BLURRED VISION; BURN; CATARACT EXTRACTION; CONTACT ALLERGY; CONTACT LENS; CORNEA; CORNEA EPITHELIUM; CORNEA PERMEABILITY; DEMENTIA; DEPRESSION; DIURESIS; EYE IRRITATION; FATIGUE; FINGER; GLAUCOMA; HYDROPHILICITY; HYDROPHOBICITY; IN VIVO STUDY; INTRAOCULAR DRUG ADMINISTRATION; INTRAOCULAR HYPERTENSION; INTRAOCULAR PRESSURE; LACRIMATION; MICTURITION; MYDRIASIS; NEPHROLITHIASIS; OPEN ANGLE GLAUCOMA; PARESTHESIA; PH; REVIEW; SCLERA; SYSTEMATIC REVIEW; TAMARIND; TOE;

ACETAZOLAMIDE; ADMINISTRATION, TOPICAL; BETA-CYCLODEXTRINS; CARBONIC ANHYDRASE INHIBITORS; CORNEA; DRUG DESIGN; ETHANOLAMINES; FEMALE; GLAUCOMA; HUMANS; INTRAOCULAR PRESSURE; MALE;

EID: 77954870512     PISSN: 17425247     EISSN: None     Source Type: Journal    
DOI: 10.1517/17425247.2010.497536     Document Type: Review

References (42)

1. Sahoo SK, Dilnawaz F, Krishnakumar S. Nanotechnology in ocular drug delivery. Drug Discov Today 2008;13(3/4):144-151
2. Ali M, Byrne ME. Challenges and solutions in topical ocular drug-delivery systems. Expert Rev Clin Pharmacol 2008;1(1):145-161
3. Chen C, Yang J. MI-QSAR models for prediction of corneal permeability of organic compounds. Acta Pharm Sin 2006;27(2):193-204
4. Kaur IP, Smitha R, Aggarwal D, Kapil M. Acetazolamide: future perspective in topical glaucoma therapeutics. Int J Pharm 2002;248(1-2):1-14
5. Granero GE, Longhi MR, Becker C, et al. Biowaiver monographs for immediate release solid oral dosage forms: acetazolamide. J Pharm Sci 2008;97(9):3691-3699
6. Andrea Scozzafava A, Luca Menabuoni L, Mincione F, Supuran CT. Carbonic anhydrase inhibitors. A general approach for the preparation of water-soluble sulfonamides incorporating polyamino-polycarboxylate tails and of their metal complexes possessing long-lasting, topical intraocular pressure-lowering properties. J Med Chem 2002;45:1466-1476
7. Centofanti M, Manni GL, Napoli D, Bucci MG. Comparative effects on intraocular pressure between systemic and topical carbonic anhydrase inhibitors: a clinical masked, cross-over study. Pharmacol Res 1997;35:481-485
8. Portellos M, Buckley E, Freedman SF. Topical versus oral carbonic anhydrase inhibitor therapy for pediatric glaucoma. J AAPOS 1998;2:43-47
9. Maus TL, Larsson LI, McLaren JW, Brubaker RF. Comparison of dorzolamide and acetazolamide as suppressors of aqueous humor flow in humans. Arch Ophthalmol 1997;115:45-49
10. Larsson LI, Alm A. Aqueous humor flow in human eyes treated with dorzolamide and different doses of acetazolamide. Arch Ophthalmol 1998;116:19-24
11. Al-Barrag A, Al-Shaer M, Al-Matary N, Bamashmous M. Oral versus topical carbonic anhydrase inhibitors in ocular hipertension alter scleral tunnel cataract surgery. Clin Ophthalmol 2009;3:357-362
12. Sugrue MF. Review the preclinical pharmacology of dorzolamide hydrochloride, a topical carbonic anhydrase inhibitor. J Ocul Pharmacol Ther 1996;12:363-376
13. Supuran CT. Carbonic anhydrases: novel therapeutic applications for inhibitors and activators. Nat Rev Drug Discov 2008;7:168-181
14. Stewart WC, Halper LK, Johnson-Pratt L, et al. Tolerability and efficacy of dorzolamide versus acetazolamide added to timolol. J Ocul Pharmacol Ther 2002;18(3):211-220
15. Del Valle EMM. Cyclodextrins and their uses: a review. Process Biochem 2004;39:1033-1046
16. Stella VJ, He Q. Cyclodextrins. Toxicol Pathol 2008;36:30-42
17. Carrier RL, Miller LA, Ahmed I. The utility of cyclodextrins for enhancing oral bioavailability. J Control Release 2007;123:78-99
18. Cal K, Centkowska K. Use of cyclodextrins in topical formulations: practical aspects. Eur J Pharm Biopharm 2008;68:467-478
19. Jansook P, Loftsson T. CDs as solubilizers: effects of excipients and competing drugs. Int J Pharm 2009;379:32-40
20. Wan J, Yuan S, Mak K, et al. Enhanced washing of HCB contaminated soils by methyl-beta-cyclodextrin combined with ethanol. Chemosphere 2009;75:759-764
21. Barillaro V, Dive G, Bertholet P, et al. Theoretical and experimental investigations of organic acids/cyclodextrin complexes and their consequences upon the formation of miconazole/cyclodextrin/acid ternary inclusion complexes. Int J Pharm 2008;347:62-70
22. Redenti E, Szente L, Szejtli L. cyclodextrin complexes of salts of acidic drugs. Thermodynamic properties, structural features, and pharmaceutical applications. J Pharm Sci 2001;90:979-986
23. Siefert B, Keipert S. Influence of alpha-cyclodextrin and hydroxyalkylated beta-cyclodextrin derivatives on the in vitro corneal uptake and permeation of aqueous pilocarpine-HCl solutions. J Pharm Sci 1997;86:716-720
24. Granero G, Garnero C, Longhi M. The effect of a basic substance and pH on cyclodextrin complexation of sulfisoxazole. Eur J Pharm Sci 2003;20:285-293
25. Granero GE, Maitre MM, Garnero C, Longhi MR. Synthesis, characterization and in vitro release studies of a new acetazolamide-HP-beta-CD-TEA inclusion complex. Eur J Med Chem 2008;43:464-470
26. Palma SD, Tartara LI, Quinteros D, et al. An efficient ternary complex of acetazolamide with HP-beta-CD and TEA for topical ocular administration. J Control Release 2009;138:24-31
27. Gloster J, Perkins ES. Effect of a carbonic anhydrase inhibitor (Diamox) on intra-ocular pressure of rabbits and cats. Br J Ophthalmol 1955;39:647-658
28. Grant WM, Trotter RR. Diamox (acetazolamide) in treatment of glaucoma. Arch Ophthalmol 1954;51:735-739
29. Friedman Z, Allen RC, Raph SM. Topical acetazolamide and methazolamide delivered by contact lenses. Arch Ophthalmol 1985;103:963-966
30. Kaur IP, Singh M, Kanwar M. Formulation and evaluation of ophthalmic preparations of acetazolamide. Int J Pharm 2000;199:119-127
31. Aggarwal D, Pal D, Mitra AK, Kaur IP. Study of the extent of ocular absorption of acetazolamide from a developed niosomal formulation, by microdialysis sampling of aqueous humor. Int J Pharm 2007;338:21-26
32. Hathout RM, Mansour S, Mortada ND, Guinedi AS. Liposomes as an ocular delivery system for acetazolamide: in vitro and in vivo studies. AAPS PharmSci Tech 2007;8:E1-E11
33. Kurishita A, Katoh T, Ohsawa H, et al. Interlaboratory validation of the in vitro eye irritation tests for cosmetic ingredients. (5) Skin2TM ZK1100 and Tissue Equivalent Assay. Toxicol In Vitro 1999;13:139-151 (Pubitemid 29143340)
34. Davis NM, Wang G, Tucker IG. Evaluation of a hydrocortisone/ hydroxypropyl-beta-cyclodextrin solution for ocular drug delivery. Int J Pharm 1997;156:201-209
35. Bary AR, Tucker IG, Davis NM. Considerations in the use of hydroxypropyl-beta-cyclodextrin in the formulation of aqueous ophthalmic solutions of hydrocortisone. Eur J Pharm Biopharm 2000;50:237-244
36. Masuda K, Tohno M, Konishi Y, et al. Ocular penetration of flurbiprofen, an anti-inflammatory drug, in rabbits after topical instillation. Atarashii Ganka 1985;2(3):441-443
37. Jarho P, Jarvinen K, Urtti A, Stella VJ. Modiefied beta-cyclodextrin (SBE7-beta-CYD) with viscous vehicle improves the ocular delivery and tolerability of pilocarpine prodrug in rabbits. J Pharm Pharmacol 1996;48:263-269
38. Burgalassi S, Cappello B, Chetoni P, et al. Rufloxacin eyedrops: effect of different formulations on ocular pharmacokinetics in rabbits. Eur J Ophthalmol 2006;16(2):311-317
39. Cappello B, Carmignani C, Iervolino M, et al. Solubilization of tropicamide by hydroxypropyl-b-cyclodextrin and water-soluble polymers: in vitro:in vivo studies. Int J Pharm 2001;213:75-81
40. Raffaini G, Ganazzoli F. Hydration and flexibility of alpha-, beta-, gamma- and delta-cyclodextrin: a molecular dynamics study. Chem Phys 2007;333:128-134
41. Lo Meo P, D'Anna F, Riela S, et al. Binding equilibria between b-cyclodextrin and p-nitro-aniline derivatives: the first systematic study in mixed water-methanol solvent systems. Tetrahedron 2009;65:2037-2042
42. Loftsson T, Stefansdottir O, Frioriksdottir H, Guomundsson O. Interactions between preservatives and 2-hydroxypropyl-beta-cyclodextrin. Drug Dev Ind Pharm 1992;18(13):1477-1484