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Research Paper

3H-1,2-benzoxathiepine 2,2-dioxides: a new class of isoform-selective carbonic anhydrase inhibitors

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Pages 767-775 | Received 15 Mar 2017, Accepted 04 Apr 2017, Published online: 24 May 2017

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Read on this site (21)

Anastasija Balašova, Aleksandrs Pustenko, Alessio Nocentini, Daniela Vullo, Claudiu T. Supuran & Raivis Žalubovskis. (2023) Aryl derivatives of 3H-1,2-benzoxaphosphepine 2-oxides as inhibitors of cancer-related carbonic anhydrase isoforms IX and XII. Journal of Enzyme Inhibition and Medicinal Chemistry 38:1.
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Jekaterīna Ivanova, Morteza Abdoli, Alessio Nocentini, Raivis Žalubovskis & Claudiu T. Supuran. (2023) Derivatives of 4-methyl-1,2,3-benzoxathiazine 2,2-dioxide as selective inhibitors of human carbonic anhydrases IX and XII over the cytosolic isoforms I and II. Journal of Enzyme Inhibition and Medicinal Chemistry 38:1.
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Jekaterina Ivanova, Morteza Abdoli, Alessio Nocentini, Raivis Žalubovskis & Claudiu T. Supuran. (2023) 1,2,3-Benzoxathiazine-2,2-dioxides – effective inhibitors of human carbonic anhydrases. Journal of Enzyme Inhibition and Medicinal Chemistry 38:1, pages 225-238.
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Morteza Abdoli, Simone Giovannuzzi, Claudiu T. Supuran & Raivis Žalubovskis. (2022) 4-(3-Alkyl/benzyl-guanidino)benzenesulfonamides as selective carbonic anhydrase VII inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 37:1, pages 1568-1576.
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Alessio Nocentini, Andrea Angeli, Fabrizio Carta, Jean-Yves Winum, Raivis Zalubovskis, Simone Carradori, Clemente Capasso, William A. Donald & Claudiu T. Supuran. (2021) Reconsidering anion inhibitors in the general context of drug design studies of modulators of activity of the classical enzyme carbonic anhydrase. Journal of Enzyme Inhibition and Medicinal Chemistry 36:1, pages 561-580.
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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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Claudiu T. Supuran. (2020) Coumarin carbonic anhydrase inhibitors from natural sources. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 1462-1470.
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Aleksandrs Pustenko, Alessio Nocentini, Paola Gratteri, Alessandro Bonardi, Igor Vozny, Raivis Žalubovskis & Claudiu T. Supuran. (2020) The antibiotic furagin and its derivatives are isoform-selective human carbonic anhydrase inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 1011-1020.
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Hasan Küçükbay, Zeynep Gönül, F. Zehra Küçükbay, Andrea Angeli, Gianluca Bartolucci & Claudiu T. Supuran. (2020) Preparation, carbonic anhydrase enzyme inhibition and antioxidant activity of novel 7-amino-3,4-dihydroquinolin-2(1H)-one derivatives incorporating mono or dipeptide moiety. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 1021-1026.
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Aleksandrs Pustenko, Alessio Nocentini, Anastasija Balašova, Mikhail Krasavin, Raivis Žalubovskis & Claudiu T. Supuran. (2020) 7-Acylamino-3H-1,2-benzoxathiepine 2,2-dioxides as new isoform-selective carbonic anhydrase IX and XII inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 650-656.
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Rakia Abd Alhameed, Emanuela Berrino, Zainab Almarhoon, Ayman El-Faham & Claudiu T. Supuran. (2020) A class of carbonic anhydrase IX/XII – selective carboxylate inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 549-554.
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Ali Irfan, Fozia Batool, Syeda Andleeb Zahra Naqvi, Amjad Islam, Sameh M. Osman, Alessio Nocentini, Siham A. Alissa & Claudiu T. Supuran. (2020) Benzothiazole derivatives as anticancer agents. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 265-279.
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Aleksandrs Pustenko, Alessio Nocentini, Anastasija Balašova, Ahmed Alafeefy, Mikhail Krasavin, Raivis Žalubovskis & Claudiu T. Supuran. (2020) Aryl derivatives of 3H-1,2-benzoxathiepine 2,2-dioxide as carbonic anhydrase inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 245-254.
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Siham A. Alissa, Hanan A. Alghulikah, Zeid A. Alothman, Sameh M. Osman, Sonia Del Prete, Clemente Capasso, Alessio Nocentini & Claudiu T. Supuran. (2020) Phosphonamidates are the first phosphorus-based zinc binding motif to show inhibition of β-class carbonic anhydrases from bacteria, fungi, and protozoa. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 59-64.
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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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Ciro Milite, Giorgio Amendola, Alessio Nocentini, Silvia Bua, Alessandra Cipriano, Elisabetta Barresi, Alessandra Feoli, Ettore Novellino, Federico Da Settimo, Claudiu T. Supuran, Sabrina Castellano, Sandro Cosconati & Sabrina Taliani. (2019) Novel 2-substituted-benzimidazole-6-sulfonamides as carbonic anhydrase inhibitors: synthesis, biological evaluation against isoforms I, II, IX and XII and molecular docking studies. Journal of Enzyme Inhibition and Medicinal Chemistry 34:1, pages 1697-1710.
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Mohammad M. Al-Sanea, Ahmed Elkamhawy, Sora Paik, Silvia Bua, So Ha Lee, Mohamed A. Abdelgawad, Eun Joo Roh, Wagdy M. Eldehna & Claudiu T. Supuran. (2019) Synthesis and biological evaluation of novel 3-(quinolin-4-ylamino)benzenesulfonamides as carbonic anhydrase isoforms I and II inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 34:1, pages 1457-1464.
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Suleyman Akocak, Nabih Lolak, Silvia Bua, Alessio Nocentini & Claudiu T. Supuran. (2019) Activation of human α-carbonic anhydrase isoforms I, II, IV and VII with bis-histamine schiff bases and bis-spinaceamine substituted derivatives. Journal of Enzyme Inhibition and Medicinal Chemistry 34:1, pages 1193-1198.
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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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Alessio Nocentini, Sameh M. Osman, Igor A. Rodrigues, Veronica S. Cardoso, Fatmah Ali S. Alasmary, Zeid AlOthman, Alane B. Vermelho, Paola Gratteri & Claudiu T. Supuran. (2019) Appraisal of anti-protozoan activity of nitroaromatic benzenesulfonamides inhibiting carbonic anhydrases from Trypanosoma cruzi and Leishmania donovani. Journal of Enzyme Inhibition and Medicinal Chemistry 34:1, pages 1164-1171.
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Alessandra Ammazzalorso, Simone Carradori, Andrea Angeli, Atilla Akdemir, Barbara De Filippis, Marialuigia Fantacuzzi, Letizia Giampietro, Cristina Maccallini, Rosa Amoroso & Claudiu T. Supuran. (2019) Fibrate-based N-acylsulphonamides targeting carbonic anhydrases: synthesis, biochemical evaluation, and docking studies. Journal of Enzyme Inhibition and Medicinal Chemistry 34:1, pages 1051-1061.
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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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Jekateri̅na Ivanova, Alessio Nocentini, Kaspars Ta̅rs, Ja̅nis Leita̅ns, Elviss Dvinskis, Andris Kazaks, Ilona Domračeva, Claudiu T. Supuran & Raivis Žalubovskis. (2023) Atropo/Tropo Flexibility: A Tool for Design and Synthesis of Self-Adaptable Inhibitors of Carbonic Anhydrases and Their Antiproliferative Effect. Journal of Medicinal Chemistry 66:8, pages 5703-5718.
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Claudiu T. Supuran. 2022. Flavonoids and Phenolics. Flavonoids and Phenolics 298 329 .
Morteza Abdoli, Viviana De Luca, Clemente Capasso, Claudiu T. Supuran & Raivis Žalubovskis. (2022) Benzenesulfonamides Incorporating Hydantoin Moieties Effectively Inhibit Eukaryoticand Human Carbonic Anhydrases. International Journal of Molecular Sciences 23:22, pages 14115.
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Amit Kumar, Kiran Siwach, Claudiu T. Supuran & Pawan K. Sharma. (2022) A decade of tail-approach based design of selective as well as potent tumor associated carbonic anhydrase inhibitors. Bioorganic Chemistry 126, pages 105920.
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Simone Giovannuzzi, Clemente Capasso, Alessio Nocentini & Claudiu T. Supuran. (2022) Continued Structural Exploration of Sulfocoumarin as Selective Inhibitor of Tumor-Associated Human Carbonic Anhydrases IX and XII. Molecules 27:13, pages 4076.
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Burak Kuzu, Meltem Tan, İlhami Gülçin & Nurettin Menges. (2021) A novel class for carbonic anhydrases inhibitors and evaluation of their non‐zinc binding. Archiv der Pharmazie 354:10.
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Yingying Xu, Ziwen Zhang, Jingbo Shi, Xinhua Liu & Wenjian Tang. (2021) Recent developments of synthesis and biological activity of sultone scaffolds in medicinal chemistry. Arabian Journal of Chemistry 14:4, pages 103037.
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Shubham Kumar, Sandeep Rulhania, Shalini Jaswal & Vikramdeep Monga. (2021) Recent advances in the medicinal chemistry of carbonic anhydrase inhibitors. European Journal of Medicinal Chemistry 209, pages 112923.
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Claudiu T. Supuran. 2021. The Carbonic Anhydrases: Current and Emerging Therapeutic Targets. The Carbonic Anhydrases: Current and Emerging Therapeutic Targets 221 235 .
Andrea Angeli, Fabrizio Carta, Alessio Nocentini, Jean-Yves Winum, Raivis Zalubovskis, Atilla Akdemir, Valentina Onnis, Wagdy M. Eldehna, Clemente Capasso, Giuseppina De Simone, Simona Maria Monti, Simone Carradori, William A. Donald, Shoukat Dedhar & Claudiu T. Supuran. (2020) Carbonic Anhydrase Inhibitors Targeting Metabolism and Tumor Microenvironment. Metabolites 10:10, pages 412.
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Aiga Grandāne, Alessio Nocentini, Ilona Domračeva, Raivis Žalubovskis & Claudiu T. Supuran. (2020) Development of oxathiino[6,5-b]pyridine 2,2-dioxide derivatives as selective inhibitors of tumor-related carbonic anhydrases IX and XII. European Journal of Medicinal Chemistry 200, pages 112300.
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Murat Bozdag, Andrea Angeli & Muhammet Tanc. 2019. Carbonic Anhydrases. Carbonic Anhydrases 223 243 .
Claudiu T. Supuran, Vincenzo Alterio, Anna Di Fiore, Katia D’ Ambrosio, Fabrizio Carta, Simona Maria Monti & Giuseppina De Simone. (2018) Inhibition of carbonic anhydrase IX targets primary tumors, metastases, and cancer stem cells: Three for the price of one. Medicinal Research Reviews 38:6, pages 1799-1836.
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Misaki Nakai, Jihne Pan, Kuo-Shyan Lin, John R. Thompson, Alessio Nocentini, Claudiu T. Supuran, Yasuo Nakabayashi & Tim Storr. (2018) Evaluation of 99mTc-sulfonamide and sulfocoumarin derivatives for imaging carbonic anhydrase IX expression. Journal of Inorganic Biochemistry 185, pages 63-70.
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Aleksandrs Pustenko & Raivis Žalubovskis. (2018) Recent advances in sultone synthesis (microreview). Chemistry of Heterocyclic Compounds 53:12, pages 1283-1285.
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