title: Cyclodextrin complexes of sulfonamide carbonic anhydrase inhibitors as long-lasting topically acting antiglaucoma agents.
abstract: Complexes of several 1,3,4-thiadiazole-2-sulfonamide derivatives possessing strong carbonic anhydrase (CA) inhibitory properties with beta-cyclodextrin and hydroxypropyl-beta-cyclodextrin were obtained and characterized. Although the investigated CA inhibitors possessed very powerful inhibitory properties against the two CA isozymes involved in aqueous humor production within the eye, i.e., CA II and CA IV, these compounds were topically ineffective as intraocular pressure (IOP) lowering agents in normotensive/hypertensive rabbits, due to their very low water solubility. On the contrary, the cyclodextrin-sulfonamide complexes proved to be effective and long-lasting IOP lowering agents in the two animal models of glaucoma mentioned above.
authors.affiliation: Università degli Studi di Firenze, Dipartimento di Scienze Farmaceutiche, Via Gino Capponi 9, I-50121, Florence, Italy.
authors.forename: Francesca
authors.initials: F
authors.lastname: Maestrelli
authors.forename: Paola
authors.initials: P
authors.lastname: Mura
authors.forename: Angela
authors.initials: A
authors.lastname: Casini
authors.forename: Francesco
authors.initials: F
authors.lastname: Mincione
authors.forename: Andrea
authors.initials: A
authors.lastname: Scozzafava
authors.forename: Claudiu T
authors.initials: CT
authors.lastname: Supuran
mesh_terms: D000287:Administration, Topical; D000818:Animals; D002257:Carbonic Anhydrase Inhibitors / Q000008:administration & dosage / Q000737:chemistry* / Q000627:therapeutic use; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D003505:Cyclodextrins / Q000737:chemistry*; D005901:Glaucoma / Q000188:drug therapy*; D007429:Intraocular Pressure / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D009798:Ocular Hypertension / Q000188:drug therapy / Q000503:physiopathology; D011817:Rabbits; D012995:Solubility; D013055:Spectrophotometry, Infrared; D013449:Sulfonamides / Q000008:administration & dosage / Q000737:chemistry* / Q000627:therapeutic use; D014018:Tissue Distribution
chemical_list: D002257:Carbonic Anhydrase Inhibitors; D003505:Cyclodextrins; D013449:Sulfonamides