Poly-(cyclo)dextrins as ethoxzolamide carriers in ophthalmic solutions and in contact lenses

•Water soluble poly(cyclo)dextrins notably enhanced ethoxzolamide solubility.•Poly(cyclo)dextrins strongly delayed drug diffusion compared to free cyclodextrins.•Poly(cyclo)dextrins showed good ocular compatibility in HET-CAM test.•Suitable tool for enhanced drug loading and control of drug release...

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Bibliographic Details
Published in:Carbohydrate polymers 2013-11, Vol.98 (2), p.1343-1352
Main Authors: García-Fernández, M.J., Tabary, N., Martel, B., Cazaux, F., Oliva, A., Taboada, P., Concheiro, A., Alvarez-Lorenzo, C.
Format: Article
Language:English
Subjects:
Acrylic hydrogel
Applied sciences
Biological and medical sciences
carbonate dehydratase
Carbonic Anhydrase Inhibitors - chemistry
Carbonic Anhydrase Inhibitors - pharmacology
citric acid
Citric Acid - chemistry
Contact Lenses
Cross-Linking Reagents - chemistry
Cyclodextrin polymer
Cyclodextrins - chemistry
Delayed-Action Preparations - chemical synthesis
Drug Carriers - chemical synthesis
drugs
Ethoxzolamide - chemistry
Ethoxzolamide - pharmacology
Ethoxzolamide solubilization
Exact sciences and technology
Eye
gamma-cyclodextrin
Glaucoma
hydrophilic polymers
Hydrophobic and Hydrophilic Interactions
Inclusion complex
maltodextrins
Medical sciences
Methacrylates - chemistry
Natural polymers
Ophthalmic Solutions - chemistry
Ophthalmic Solutions - pharmacology
oral administration
Pharmacology. Drug treatments
Physicochemistry of polymers
Polymerization
Solubility
Starch and polysaccharides
Sustained release
therapeutics
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Summary:•Water soluble poly(cyclo)dextrins notably enhanced ethoxzolamide solubility.•Poly(cyclo)dextrins strongly delayed drug diffusion compared to free cyclodextrins.•Poly(cyclo)dextrins showed good ocular compatibility in HET-CAM test.•Suitable tool for enhanced drug loading and control of drug release in contact lenses. Efficient ophthalmic therapy requires the development of strategies that can provide sufficiently high drug levels in the ocular structures for a prolonged time. This work focuses on the suitability of poly-(cyclo)dextrins as carriers able to solubilize the carbonic anhydrase inhibitor (CAI) ethoxzolamide (ETOX), which is so far used for oral treatment of glaucoma. Topical ocular treatment should notably enhance the efficiency/safety profile of the drug. Natural α-, β- and γ-cyclodextrins and a maltodextrin were separately polymerized using citric acid as cross-linker agent under mild conditions. The resultant hydrophilic polymers exhibited larger capability to solubilize ETOX than the pristine (cyclo)dextrins. Moreover, they provided sustained drug diffusion in artificial lachrymal fluid. Interestingly the poly-(cyclo)dextrins solutions facilitate the loading of remarkably high doses of ETOX in poly(2-hydroxyethyl methacrylate)-based contact lenses. Exploiting ionic interactions between functional groups in the contact lenses and remnant free carboxylic acids in the citric acid linkers of poly-(cyclo)dextrins led to the retention of the drug-loaded poly-(cyclo)dextrins and, in turn, to sustained release for several weeks.
ISSN:0144-8617
1879-1344
DOI:10.1016/j.carbpol.2013.08.003