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Original Article

Carbonic Anhydrase Inhibitors. Water-Soluble, Topically Effective Intraocular Pressure Lowering Agents Derived from Isonicotinic Acid and Aromatic/Heterocyclic Sulfonamides: Is the Tail More Important than the Ring?

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Pages 457-474 | Received 22 Jan 1999, Published online: 02 Jul 2009

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Read on this site (8)

Claudiu T. Supuran. (2020) Exploring the multiple binding modes of inhibitors to carbonic anhydrases for novel drug discovery. Expert Opinion on Drug Discovery 15:6, pages 671-686.
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Alessio Nocentini & Claudiu T. Supuran. (2019) Advances in the structural annotation of human carbonic anhydrases and impact on future drug discovery. Expert Opinion on Drug Discovery 14:11, pages 1175-1197.
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Baijayantimala Swain, Andrea Angeli, Srinivas Angapelly, Pavitra S. Thacker, Priti Singh, Claudiu T. Supuran & Mohammed Arifuddin. (2019) Synthesis of a new series of 3-functionalised-1-phenyl-1,2,3-triazole sulfamoylbenzamides as carbonic anhydrase I, II, IV and IX inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 34:1, pages 1199-1209.
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Zahid H. Chohan, Hazoor A. Shad & Claudiu T. Supuran. (2012) Synthesis, characterization and biological studies of sulfonamide Schiff’s bases and some of their metal derivatives. Journal of Enzyme Inhibition and Medicinal Chemistry 27:1, pages 58-68.
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Özen Özensoy, Mikail Arslan & Claudiu T. Supuran. (2011) Carbonic anhydrase inhibitors: purification and inhibition studies of pigeon (Columba livia var. domestica) red blood cell carbonic anhydrase with sulfonamides. Journal of Enzyme Inhibition and Medicinal Chemistry 26:5, pages 749-753.
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Angela Casini, Francesco Mincione, Marc A. Ilies, Luca Menabuoni, Andrea Scozzafava & Claudiu T. Supuran. (2001) Carbonic Anhydrase Inhibitors: Synthesis and Inhibition Against Isozymes I, II and IV of Topically Acting Antiglaucoma Sulfonamides Incorporating cis-5-Norbornene-endo-3-Carboxy-2-Carboxamido Moieties. Journal of Enzyme Inhibition 16:2, pages 113-123.
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Claudiu T Supuran & Andrea Scozzafava. (2000) Carbonic anhydrase inhibitors and their therapeutic potential. Expert Opinion on Therapeutic Patents 10:5, pages 575-600.
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Antonio Mastrolorenzo, Andrea Scozzafava & Claudiu T. Supuran. (2000) Antifungal Activity of Ag(I) and Zn(Ii) Complexes of Aminobenzolamide (5-Sulfanilylamido-1,3,4-Thiadiazole-2-Sulfonamide) Derivatives. Journal of Enzyme Inhibition 15:6, pages 517-531.
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Articles from other publishers (23)

Claudiu T. Supuran. (2023) A simple yet multifaceted 90 years old, evergreen enzyme: Carbonic anhydrase, its inhibition and activation. Bioorganic & Medicinal Chemistry Letters 93, pages 129411.
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Mackenzie Taylor & Junming Ho. (2023) MM/GBSA prediction of relative binding affinities of carbonic anhydrase inhibitors: effect of atomic charges and comparison with Autodock4Zn. Journal of Computer-Aided Molecular Design 37:4, pages 167-182.
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Emanuela Berrino, Laura Micheli, Simone Carradori, Lorenzo di Cesare Mannelli, Paolo Guglielmi, Alessandro De Luca, Fabrizio Carta, Carla Ghelardini, Daniela Secci & Claudiu T. Supuran. (2023) Novel Insights on CAI–CORM Hybrids: Evaluation of the CO Releasing Properties and Pain-Relieving Activity of Differently Substituted Coumarins for the Treatment of Rheumatoid Arthritis. Journal of Medicinal Chemistry 66:3, pages 1892-1908.
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Erden Banoglu, Taner Ercanlı, Tuğçe Gür Maz, Daniela Vullo, Alessandro Bonardi, Paola Gratteri & Claudiu T. Supuran. (2022) A Series of Thiadiazolyl‐Benzenesulfonamides Incorporating an Aromatic Tail as Isoform‐Selective, Potent Carbonic Anhydrase II/XII Inhibitors. ChemMedChem 17:10.
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Abdeslem Bouzina, Malika Berredjem, Alessio Nocentini, Silvia Bua, Zouhair Bouaziz, Joachim Jose, Marc Le Borgne, Christelle Marminon, Paola Gratteri & Claudiu T. Supuran. (2021) Ninhydrins inhibit carbonic anhydrases directly binding to the metal ion. European Journal of Medicinal Chemistry 209, pages 112875.
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Marianne Levon Shahsuvaryan. 2021. The Carbonic Anhydrases: Current and Emerging Therapeutic Targets. The Carbonic Anhydrases: Current and Emerging Therapeutic Targets 79 102 .
Claudiu T. Supuran. 2021. The Carbonic Anhydrases: Current and Emerging Therapeutic Targets. The Carbonic Anhydrases: Current and Emerging Therapeutic Targets 221 235 .
Claudiu T. Supuran. 2021. New Trends in Macromolecular and Supramolecular Chemistry for Biological Applications. New Trends in Macromolecular and Supramolecular Chemistry for Biological Applications 115 131 .
Giang T. H. Nguyen, Alessio Nocentini, Andrea Angeli, Paola Gratteri, Claudiu T. Supuran & William A. Donald. (2020) Perfluoroalkyl Substances of Significant Environmental Concern Can Strongly Inhibit Human Carbonic Anhydrase Isozymes. Analytical Chemistry 92:6, pages 4614-4622.
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Soumajit Ghorai, Sravani Pulya, Kalyan Ghosh, Parthasarathi Panda, Balaram Ghosh & Shovanlal Gayen. (2020) Structure-activity relationship of human carbonic anhydrase-II inhibitors: Detailed insight for future development as anti-glaucoma agents. Bioorganic Chemistry 95, pages 103557.
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Ramazan Ulus, İbrahim Yeşildağ, Muhammet Tanç, Metin Bülbül, Muharrem Kaya & Claudiu T. Supuran. (2013) Synthesis of novel acridine and bis acridine sulfonamides with effective inhibitory activity against the cytosolic carbonic anhydrase isoforms II and VII. Bioorganic & Medicinal Chemistry 21:18, pages 5799-5805.
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Janis Leitans, Agnese Sprudza, Muhammet Tanc, Igor Vozny, Raivis Zalubovskis, Kaspars Tars & Claudiu T. Supuran. (2013) 5-Substituted-(1,2,3-triazol-4-yl)thiophene-2-sulfonamides strongly inhibit human carbonic anhydrases I, II, IX and XII: Solution and X-ray crystallographic studies. Bioorganic & Medicinal Chemistry 21:17, pages 5130-5138.
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Liyan Wang, Chunmei Yang, Weiqiang Lu, Li Liu, Rui Gao, Sha Liao, Zhenjiang Zhao, Lili Zhu, Yufang Xu, Honglin Li, Jin Huang & Weiping Zhu. (2013) Discovery of new potent inhibitors for carbonic anhydrase IX by structure-based virtual screening. Bioorganic & Medicinal Chemistry Letters 23:12, pages 3496-3499.
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Amy J. Rankin, William R. Crumley & Rachel A. Allbaugh. (2012) Effects of ocular administration of ophthalmic 2% dorzolamide hydrochloride solution on aqueous humor flow rate and intraocular pressure in clinically normal cats. American Journal of Veterinary Research 73:7, pages 1074-1078.
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Francesco Mincione, Francesca Benedini, Stefano Biondi, Alessandro Cecchi, Claudia Temperini, Giuseppe Formicola, Ilaria Pacileo, Andrea Scozzafava, Emanuela Masini & Claudiu T. Supuran. (2011) Synthesis and crystallographic analysis of new sulfonamides incorporating NO-donating moieties with potent antiglaucoma action. Bioorganic & Medicinal Chemistry Letters 21:11, pages 3216-3221.
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Shyamasri Biswas, Mayank Aggarwal, Özlen Güzel, Andrea Scozzafava, Robert McKenna & Claudiu T. Supuran. (2011) Conformational variability of different sulfonamide inhibitors with thienyl-acetamido moieties attributes to differential binding in the active site of cytosolic human carbonic anhydrase isoforms. Bioorganic & Medicinal Chemistry 19:12, pages 3732-3738.
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Jason Wagner, Balendu Sankara Avvaru, Arthur H. Robbins, Andrea Scozzafava, Claudiu T. Supuran & Robert McKenna. (2010) Coumarinyl-substituted sulfonamides strongly inhibit several human carbonic anhydrase isoforms: solution and crystallographic investigations. Bioorganic & Medicinal Chemistry 18:14, pages 4873-4878.
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Francesco Mincione, Andrea Scozzafava & Claudiu T. Supuran. 2009. Drug Design of Zinc‐Enzyme Inhibitors. Drug Design of Zinc‐Enzyme Inhibitors 139 153 .
Alexander Hillebrecht, Claudiu T. Supuran & Gerhard Klebe. (2006) Integrated Approach Using Protein and Ligand Information to Analyze Selectivity- and Affinity-Determining Features of Carbonic Anhydrase Isozymes. ChemMedChem 1:8, pages 839-853.
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Francesco Mincione, Michele Starnotti, Emanuela Masini, Lucia Bacciottini, Chiara Scrivanti, Angela Casini, Daniela Vullo, Andrea Scozzafava & Claudiu T. Supuran. (2005) Carbonic anhydrase inhibitors: Design of thioureido sulfonamides with potent isozyme II and XII inhibitory properties and intraocular pressure lowering activity in a rabbit model of glaucoma. Bioorganic & Medicinal Chemistry Letters 15:17, pages 3821-3827.
Crossref
Angela Casini, Andrea Scozzafava, Francesco Mincione, Luca Menabuoni, Michele Starnotti & Claudiu T Supuran. (2003) Carbonic anhydrase inhibitors: Topically acting antiglaucoma sulfonamides incorporating esters and amides of 3- and 4-carboxybenzolamide. Bioorganic & Medicinal Chemistry Letters 13:17, pages 2867-2873.
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Claudiu T. Supuran, Andrea Scozzafava & Angela Casini. (2002) Carbonic anhydrase inhibitors. Medicinal Research Reviews 23:2, pages 146-189.
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Xavier D. Martin & Marco Danese. (2001) Dorzolamide-induced Immune Thrombocytopenia: A Case Report and Literature Review. Journal of Glaucoma 10:2, pages 133-135.
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