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Research Article

Investigation of arenesulfonyl-2-imidazolidinones as potent carbonic anhydrase inhibitors

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Pages 81-84 | Received 29 Nov 2013, Accepted 03 Jan 2014, Published online: 25 Mar 2014

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Read on this site (12)

Adel S. El-Azab, Alaa A.-M. Abdel-Aziz, Silvia Bua, Alessio Nocentini, Nawaf A. AlSaif, Mohammed M. Alanazi, Manal A. El-Gendy, Hany E. A. Ahmed & Claudiu T. Supuran. (2020) S-substituted 2-mercaptoquinazolin-4(3H)-one and 4-ethylbenzensulfonamides act as potent and selective human carbonic anhydrase IX and XII inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 733-743.
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Adel S. El-Azab, Alaa A.-M. Abdel-Aziz, Hany E. A. Ahmed, Sivia Bua, Alessio Nocentini, Nawaf A. AlSaif, Ahmad J. Obaidullah, Mohamed M. Hefnawy & Claudiu T. Supuran. (2020) Exploring structure-activity relationship of S-substituted 2-mercaptoquinazolin-4(3H)-one including 4-ethylbenzenesulfonamides as human carbonic anhydrase inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 598-609.
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Alaa A.-M. Abdel-Aziz, Adel S. El-Azab, Nawaf A. AlSaif, Mohammed M. Alanazi, Manal A. El-Gendy, Ahmad J. Obaidullah, Hamad M. Alkahtani, Abdulrahman A. Almehizia & Ibrahim A. Al-Suwaidan. (2020) Synthesis, anti-inflammatory, cytotoxic, and COX-1/2 inhibitory activities of cyclic imides bearing 3-benzenesulfonamide, oxime, and β-phenylalanine scaffolds: a molecular docking study. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 610-621.
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Yazgı Dizdaroglu, Canan Albay, Tayfun Arslan, Abdulilah Ece, Emir A. Turkoglu, Asiye Efe, Murat Senturk, Claudiu T. Supuran & Deniz Ekinci. (2020) Design, synthesis and molecular modelling studies of some pyrazole derivatives as carbonic anhydrase inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 289-297.
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Murat Tas, Esra Senturk, Deniz Ekinci, Ramazan Demirdag, Veysal Comakli, Metin Bayram, Murat Akyuz, Murat Senturk & Claudiu T. Supuran. (2019) Comparison of blood carbonic anhydrase activity of athletes performing interval and continuous running exercise at high altitude. Journal of Enzyme Inhibition and Medicinal Chemistry 34:1, pages 218-223.
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Claudiu T. Supuran. (2017) Advances in structure-based drug discovery of carbonic anhydrase inhibitors. Expert Opinion on Drug Discovery 12:1, pages 61-88.
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Alessio Nocentini, Daniela Vullo, Sonia Del Prete, Sameh M. Osman, Fatmah A.S. Alasmary, Zeid AlOthman, Clemente Capasso, Fabrizio Carta, Paola Gratteri & Claudiu T. Supuran. (2017) Inhibition of the β-carbonic anhydrase from the dandruff-producing fungus Malassezia globosa with monothiocarbamates. Journal of Enzyme Inhibition and Medicinal Chemistry 32:1, pages 1064-1070.
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Chandra Bhushan Mishra, Shikha Kumari, Andrea Angeli, Simona Maria Monti, Martina Buonanno, Amresh Prakash, Manisha Tiwari & Claudiu T. Supuran. (2016) Design, synthesis and biological evaluation of N-(5-methyl-isoxazol-3-yl/1,3,4-thiadiazol-2-yl)-4-(3-substitutedphenylureido) benzenesulfonamides as human carbonic anhydrase isoenzymes I, II, VII and XII inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 31:sup2, pages 174-179.
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F. Zehra Küçükbay, Hasan Küçükbay, Muhammet Tanc & Claudiu T. Supuran. (2016) Synthesis and carbonic anhydrase I, II, IV and XII inhibitory properties of N-protected amino acid – sulfonamide conjugates. Journal of Enzyme Inhibition and Medicinal Chemistry 31:6, pages 1476-1483.
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Alaa A.-M. Abdel-Aziz, Hazem A. Ghabbour, Adel S. El-Azab, Nasr Y. Khalil, Hoong-Kun Fun & Magda A. El-Sherbeny. (2016) Crystal, molecular structure, and conformational preferences of 3-(2-(4-morpholinophenyl)-2-oxoethyl)-5,5-diphenylimidazolidine-2,4-dione. Molecular Crystals and Liquid Crystals 631:1, pages 144-153.
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Claudiu T. Supuran. (2016) How many carbonic anhydrase inhibition mechanisms exist?. Journal of Enzyme Inhibition and Medicinal Chemistry 31:3, pages 345-360.
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Ramin Ekhteiari Salmas, Murat Senturk, Mine Yurtsever & Serdar Durdagi. (2016) Discovering novel carbonic anhydrase type IX (CA IX) inhibitors from seven million compounds using virtual screening and in vitro analysis. Journal of Enzyme Inhibition and Medicinal Chemistry 31:3, pages 425-433.
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Ali Atasever. (2023) Molecular docking and inhibition profiles of some antidepressants on human carbonic anhydrase enzymes. Results in Chemistry 6, pages 101174.
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Adel S. El-Azab, Alaa A.-M. Abdel-Aziz, Silvia Bua, Alessio Nocentini, Ahmed H. Bakheit, Hamad M. Alkahtani, Mohamed M. Hefnawy & Claudiu T. Supuran. (2023) Design, synthesis, and carbonic anhydrase inhibition activities of Schiff bases incorporating benzenesulfonamide scaffold: Molecular docking application. Saudi Pharmaceutical Journal 31:12, pages 101866.
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Adel S. El-Azab, Alaa A.-M. Abdel-Aziz, Hazem A. Ghabbour, Silvia Bua, Alessio Nocentini, Hamad M. Alkahtani, Nawaf A. Alsaif, Mohamed H. M. Al-Agamy & Claudiu T. Supuran. (2022) Carbonic Anhydrase Inhibition Activities of Schiff’s Bases Based on Quinazoline-Linked Benzenesulfonamide. Molecules 27:22, pages 7703.
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Alaa A.-M. Abdel-Aziz, Adel S. El-Azab, Hazem A. Ghabbour & Ahmad J. Obaidullaha. (2020) Crystal structure of ( E )-N′-((4-aminophenyl)sulfonyl)- N , N -dimethylformimidamide, C 9 H 13 N 3 O 2 S . Zeitschrift für Kristallographie - New Crystal Structures 235:2, pages 483-484.
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Satapanawat Sittihan, Watthanachai Jumpathong, Pattarawut Sopha & Somsak Ruchirawat. (2020) Synthesis and antitumor activity of bis(arylsulfonyl)dihydroimidazolinone derivatives. Bioorganic & Medicinal Chemistry Letters 30:1, pages 126776.
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Hamad M. Alkahtani, Ashraf N. Abdalla, Ahmad J. Obaidullah, Mohammed M. Alanazi, Abdulrahman A. Almehizia, Mashael G. Alanazi, Ahmed Y. Ahmed, Osama I. Alwassil, Hany W. Darwish, Alaa A.-M. Abdel-Aziz & Adel S. El-Azab. (2020) Synthesis, cytotoxic evaluation, and molecular docking studies of novel quinazoline derivatives with benzenesulfonamide and anilide tails: Dual inhibitors of EGFR/HER2. Bioorganic Chemistry 95, pages 103461.
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Adel S. El-Azab, Alaa A.-M. Abdel-Aziz, Silvia Bua, Alessio Nocentini, Nawaf A. AlSaif, Abdulrahman A. Almehizia, Mohammed M. Alanazi, Mohamed M. Hefnawy & Claudiu T. Supuran. (2019) New anthranilic acid-incorporating N-benzenesulfonamidophthalimides as potent inhibitors of carbonic anhydrases I, II, IX, and XII: Synthesis, in vitro testing, and in silico assessment. European Journal of Medicinal Chemistry 181, pages 111573.
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Adel S. El-Azab, Alaa A.-M. Abdel-Aziz, Silvia Bua, Alessio Nocentini, Mohammed M. Alanazi, Nawaf A. AlSaif, Ibrahim A. Al-Suwaidan, Mohamed M. Hefnawy & Claudiu T. Supuran. (2019) Synthesis and comparative carbonic anhydrase inhibition of new Schiff’s bases incorporating benzenesulfonamide, methanesulfonamide, and methylsulfonylbenzene scaffolds. Bioorganic Chemistry 92, pages 103225.
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Hamad M. Alkahtani, Mohammed M. Alanazi, Fadilah Sfouq Aleanizy, Fulwah Yahya Alqahtani, Ali Alhoshani, Fawaz E. Alanazi, Abdulrahman A. Almehizia, Ashraf N. Abdalla, Mashael G. Alanazi, Adel S. El-Azab & Alaa A.-M. Abdel-Aziz. (2019) Synthesis, anticancer, apoptosis-inducing activities and EGFR and VEGFR2 assay mechanistic studies of 5,5-diphenylimidazolidine-2,4-dione derivatives: Molecular docking studies. Saudi Pharmaceutical Journal 27:5, pages 682-693.
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Alaa A.-M. Abdel-Aziz, Adel S. El-Azab, Silvia Bua, Alessio Nocentini, Mohamed A. Abu El-Enin, Mohammed M. Alanazi, Nawaf A. AlSaif, Mohamed M. Hefnawy & Claudiu T. Supuran. (2019) Design, synthesis, and carbonic anhydrase inhibition activity of benzenesulfonamide-linked novel pyrazoline derivatives. Bioorganic Chemistry 87, pages 425-431.
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Adel S. El-Azab, Alaa A.-M. Abdel-Aziz, Sivia Bua, Alessio Nocentini, Manal A. El-Gendy, Menshawy A. Mohamed, Taghreed Z. Shawer, Nawaf A. AlSaif & Claudiu T. Supuran. (2019) Synthesis of benzensulfonamides linked to quinazoline scaffolds as novel carbonic anhydrase inhibitors. Bioorganic Chemistry 87, pages 78-90.
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Alaa A.-M. Abdel-Aziz, Andrea Angeli, Adel S. El-Azab, Mohammed E.A. Hammouda, Magda A. El-Sherbeny & Claudiu T. Supuran. (2019) Synthesis and anti-inflammatory activity of sulfonamides and carboxylates incorporating trimellitimides: Dual cyclooxygenase/carbonic anhydrase inhibitory actions. Bioorganic Chemistry 84, pages 260-268.
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Can Alaşalvar, Nuri Öztürk, Alaa A.-M. Abdel-Aziz, Halil Gökce, Adel S. El-Azab, Manal A. El-Gendy & Yusuf Sert. (2018) Molecular structure, Hirshfeld surface analysis, spectroscopic (FT-IR, Laser-Raman, UV–vis. and NMR), HOMO-LUMO and NBO investigations on N-(12-amino-9,10-dihydro-9,10-ethanoanthracen-11-yl)-4-methylbenzenesulfonamide. Journal of Molecular Structure 1171, pages 696-705.
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Claudiu T. Supuran. (2017) Bortezomib inhibits mammalian carbonic anhydrases. Bioorganic & Medicinal Chemistry 25:19, pages 5064-5067.
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Jekaterīna Ivanova, Fabrizio Carta, Daniela Vullo, Janis Leitans, Andris Kazaks, Kaspars Tars, Raivis Žalubovskis & Claudiu T. Supuran. (2017) N -Substituted and ring opened saccharin derivatives selectively inhibit transmembrane, tumor-associated carbonic anhydrases IX and XII. Bioorganic & Medicinal Chemistry 25:13, pages 3583-3589.
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Menshawy A. Mohamed, Alaa A.-M. Abdel-Aziz, Helmy M. Sakr, Adel S. El-Azab, Silvia Bua & Claudiu T. Supuran. (2017) Synthesis and human/bacterial carbonic anhydrase inhibition with a series of sulfonamides incorporating phthalimido moieties. Bioorganic & Medicinal Chemistry 25:8, pages 2524-2529.
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Daniela Vullo, Sonia Del Prete, Alessio Nocentini, Sameh M. Osman, Zeid AlOthman, Clemente Capasso, Murat Bozdag, Fabrizio Carta, Paola Gratteri & Claudiu T. Supuran. (2017) Dithiocarbamates effectively inhibit the β-carbonic anhydrase from the dandruff-producing fungus Malassezia globosa. Bioorganic & Medicinal Chemistry 25:3, pages 1260-1265.
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Jekaterīna Ivanova, Agnese Balode, Raivis Žalubovskis, Janis Leitans, Andris Kazaks, Daniela Vullo, Kaspars Tars & Claudiu T. Supuran. (2017) 5-Substituted-benzylsulfanyl-thiophene-2-sulfonamides with effective carbonic anhydrase inhibitory activity: Solution and crystallographic investigations. Bioorganic & Medicinal Chemistry 25:3, pages 857-863.
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Srinivas Angapelly, P.V. Sri Ramya, Andrea Angeli, Simona Maria Monti, Martina Buonanno, Mallika Alvala, Cladiu T. Supuran & Mohammed Arifuddin. (2017) Discovery of 4-sulfamoyl-phenyl-β-lactams as a new class of potent carbonic anhydrase isoforms I, II, IV and VII inhibitors: The first example of subnanomolar CA IV inhibitors. Bioorganic & Medicinal Chemistry 25:2, pages 539-544.
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Sonia Del Prete, Daniela Vullo, Viviana De Luca, Vincenzo Carginale, Sameh M. Osman, Zeid AlOthman, Claudiu T. Supuran & Clemente Capasso. (2016) Cloning, expression, purification and sulfonamide inhibition profile of the complete domain of the η-carbonic anhydrase from Plasmodium falciparum. Bioorganic & Medicinal Chemistry Letters 26:17, pages 4184-4190.
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Claudiu T. Supuran. (2016) Bortezomib inhibits bacterial and fungal β-carbonic anhydrases. Bioorganic & Medicinal Chemistry 24:18, pages 4406-4409.
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Murat Bozdag, Ahmed M. Alafeefy, Fabrizio Carta, Mariangela Ceruso, Abdul-Malek S. Al-Tamimi, Abdulla A. Al-Kahtani, Fatmah A.S. Alasmary & Claudiu T. Supuran. (2016) Synthesis 4-[2-(2-mercapto-4-oxo-4H-quinazolin-3-yl)-ethyl]-benzenesulfonamides with subnanomolar carbonic anhydrase II and XII inhibitory properties. Bioorganic & Medicinal Chemistry 24:18, pages 4100-4107.
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Raed Yaseen, Deniz Ekinci, Murat Senturk, Alhamzah Dh. Hameed, Syed Ovais, Pooja Rathore, Mohammed Samim, Kalim Javed & Claudiu T. Supuran. (2016) Pyridazinone substituted benzenesulfonamides as potent carbonic anhydrase inhibitors. Bioorganic & Medicinal Chemistry Letters 26:4, pages 1337-1341.
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