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Research Article

Sulfonamides incorporating fluorine and 1,3,5-triazine moieties are effective inhibitors of three β-class carbonic anhydrases from Mycobacterium tuberculosis

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Pages 686-689 | Received 10 Aug 2013, Accepted 04 Sep 2013, Published online: 24 Oct 2013

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Read on this site (10)

Viviana De Luca, Vincenzo Carginale, Claudiu T. Supuran & Clemente Capasso. (2022) The gram-negative bacterium Escherichia coli as a model for testing the effect of carbonic anhydrase inhibition on bacterial growth. Journal of Enzyme Inhibition and Medicinal Chemistry 37:1, pages 2092-2098.
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Claudiu T. Supuran & Clemente Capasso. (2020) Antibacterial carbonic anhydrase inhibitors: an update on the recent literature. Expert Opinion on Therapeutic Patents 30:12, pages 963-982.
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Sonia Del Prete, Silvia Bua, Claudiu T. Supuran & Clemente Capasso. (2020) Escherichia coli γ-carbonic anhydrase: characterisation and effects of simple aromatic/heterocyclic sulphonamide inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 1545-1554.
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Sonia Del Prete, Alessio Nocentini, Claudiu T. Supuran & Clemente Capasso. (2020) Bacterial ι-carbonic anhydrase: a new active class of carbonic anhydrase identified in the genome of the Gram-negative bacterium Burkholderia territorii. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 1060-1068.
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Claudiu T. Supuran & Clemente Capasso. (2018) Biomedical applications of prokaryotic carbonic anhydrases. Expert Opinion on Therapeutic Patents 28:10, pages 745-754.
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Sonia Del Prete, Viviana De Luca, Giuseppina De Simone, Claudiu T. Supuran & Clemente Capasso. (2016) Cloning, expression and purification of the complete domain of the η-carbonic anhydrase from Plasmodium falciparum. Journal of Enzyme Inhibition and Medicinal Chemistry 31:sup4, pages 54-59.
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İlhami Gülçin, Andrea Scozzafava, Claudiu T. Supuran, Hulya Akıncıoğlu, Zeynep Koksal, Fikret Turkan & Saleh Alwasel. (2016) The effect of caffeic acid phenethyl ester (CAPE) on metabolic enzymes including acetylcholinesterase, butyrylcholinesterase, glutathione S-transferase, lactoperoxidase, and carbonic anhydrase isoenzymes I, II, IX, and XII. Journal of Enzyme Inhibition and Medicinal Chemistry 31:6, pages 1095-1101.
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Koray Oktay, Leyla Polat Köse, Kıvılcım Şendil, Mehmet Serdar Gültekin, İlhami Gülçin & Claudiu T. Supuran. (2016) The synthesis of (Z)-4-oxo-4-(arylamino)but-2-enoic acids derivatives and determination of their inhibition properties against human carbonic anhydrase I and II isoenzymes. Journal of Enzyme Inhibition and Medicinal Chemistry 31:6, pages 939-945.
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Andrea Scozzafava, Pınar Kalın, Claudiu T. Supuran, İlhami Gülçin & Saleh H. Alwasel. (2015) The impact of hydroquinone on acetylcholine esterase and certain human carbonic anhydrase isoenzymes (hCA I, II, IX, and XII). Journal of Enzyme Inhibition and Medicinal Chemistry 30:6, pages 941-946.
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Alexandre Le Darz, Agnès Mingot, Fodil Bouazza, Ugo Castelli, Omar Karam, Muhammet Tanc, Claudiu T. Supuran & Sébastien Thibaudeau. (2015) Fluorinated pyrrolidines and piperidines incorporating tertiary benzenesulfonamide moieties are selective carbonic anhydrase II inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 30:5, pages 737-745.
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Ojaswitha Ommi, Niccolò Paoletti, Alessandro Bonardi, Paola Gratteri, Harshada Anil Bhalerao, Shashikanta Sau, Srinivas Nanduri, Arifuddin Mohammed, Nitin Pal Kalia, Rajesh Sonti, Claudiu T. Supuran & Venkata Madhavi Yaddanapudi. (2023) Exploration of 3‐aryl pyrazole‐tethered sulfamoyl carboxamides as carbonic anhydrase inhibitors. Archiv der Pharmazie 356:11.
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Alessio Nocentini, Clemente Capasso & Claudiu T. Supuran. (2023) Carbonic Anhydrase Inhibitors as Novel Antibacterials in the Era of Antibiotic Resistance: Where Are We Now?. Antibiotics 12:1, pages 142.
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Eva Havránková, Vladimír Garaj, Šárka Mascaretti, Andrea Angeli, Zuzana Soldánová, Miroslav Kemka, Jozef Motyčka, Marie Brázdová, Jozef Csöllei, Josef Jampílek & Claudiu T. Supuran. (2021) Novel 1,3,5-Triazinyl Aminobenzenesulfonamides Incorporating Aminoalcohol, Aminochalcone and Aminostilbene Structural Motifs as Potent Anti-VRE Agents, and Carbonic Anhydrases I, II, VII, IX, and XII Inhibitors. International Journal of Molecular Sciences 23:1, pages 231.
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Cristina Campestre, Viviana De Luca, Simone Carradori, Rossella Grande, Vincenzo Carginale, Andrea Scaloni, Claudiu T. Supuran & Clemente Capasso. (2021) Carbonic Anhydrases: New Perspectives on Protein Functional Role and Inhibition in Helicobacter pylori. Frontiers in Microbiology 12.
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Viviana De Luca, Andrea Petreni, Alessio Nocentini, Andrea Scaloni, Claudiu T. Supuran & Clemente Capasso. (2021) Effect of Sulfonamides and Their Structurally Related Derivatives on the Activity of ι-Carbonic Anhydrase from Burkholderia territorii. International Journal of Molecular Sciences 22:2, pages 571.
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Sonia Del Prete, Viviana De Luca, Silvia Bua, Alessio Nocentini, Vincenzo Carginale, Claudiu T. Supuran & Clemente Capasso. (2020) The Effect of Substituted Benzene-Sulfonamides and Clinically Licensed Drugs on the Catalytic Activity of CynT2, a Carbonic Anhydrase Crucial for Escherichia coli Life Cycle. International Journal of Molecular Sciences 21:11, pages 4175.
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Sonia Del Prete, Viviana De Luca, Alessio Nocentini, Andrea Scaloni, Margaret D. Mastrolorenzo, Claudiu T. Supuran & Clemente Capasso. (2020) Anion Inhibition Studies of the Beta-Carbonic Anhydrase from Escherichia coli. Molecules 25:11, pages 2564.
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Raziyeh Hosseini, Reza Ranjbar-Karimi & Kazem Mohammadiannejad. (2020) Synthesis of N-substituted sulfonamides containing perhalopyridine moiety as bio-active candidates. Journal of Fluorine Chemistry 233, pages 109507.
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Aspatwar, Kairys, Rala, Parikka, Bozdag, Carta, Supuran & Parkkila. (2019) Mycobacterium tuberculosis β-Carbonic Anhydrases: Novel Targets for Developing Antituberculosis Drugs. International Journal of Molecular Sciences 20:20, pages 5153.
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Thamsanqa E. Chiliza, Manormoney Pillay, Kogieleum Naidoo & Balakrishna Pillay. (2019) Immunoscreening of the M. tuberculosis F15/LAM4/KZN secretome library against TB patients′ sera identifies unique active- and latent-TB specific biomarkers. Tuberculosis 115, pages 161-170.
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Srikant Bhagat, Metheku Supriya, Satish Pathak, Dharmarajan Sriram & Asit K. Chakraborti. (2019) α-Sulfonamidophosphonates as new anti-mycobacterial chemotypes: Design, development of synthetic methodology, and biological evaluation. Bioorganic Chemistry 82, pages 246-252.
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Claudiu T. Supuran & Clemente Capasso. 2019. Carbonic Anhydrases. Carbonic Anhydrases 387 417 .
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Vajinder Kumar, Sanjay Patel & Rahul Jain. (2018) New structural classes of antituberculosis agents. Medicinal Research Reviews 38:2, pages 684-740.
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Claudiu Supuran & Clemente Capasso. (2017) An Overview of the Bacterial Carbonic Anhydrases. Metabolites 7:4, pages 56.
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Koray Oktay, Leyla Polat Kose, Kıvılcım Şendil, Mehmet Serdar Gültekin & İlhami Gülçın. (2017) Synthesis of 3-chloro-1-substituted aryl pyrrolidine-2,5-dione derivatives: discovery of potent human carbonic anhydrase inhibitors. Medicinal Chemistry Research 26:8, pages 1619-1627.
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Yeganeh Entezari Heravi, Silvia Bua, Alessio Nocentini, Sonia Del Prete, Ali Akbar Saboury, Hassan Sereshti, Clemente Capasso, Paola Gratteri & Claudiu T. Supuran. (2017) Inhibition of Malassezia globosa carbonic anhydrase with phenols. Bioorganic & Medicinal Chemistry 25:9, pages 2577-2582.
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Benjamin K. Johnson & Robert B. Abramovitch. (2017) Small Molecules That Sabotage Bacterial Virulence. Trends in Pharmacological Sciences 38:4, pages 339-362.
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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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Martin Krátký, Jiřina Stolaříková & Jarmila Vinšová. (2017) Novel Sulfamethoxazole Ureas and Oxalamide as Potential Antimycobacterial Agents. Molecules 22:4, pages 535.
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Daniela Vullo, Sonia Del Prete, Pietro Di Fonzo, Vincenzo Carginale, W. Donald, Claudiu Supuran & Clemente Capasso. (2017) Comparison of the Sulfonamide Inhibition Profiles of the β- and γ-Carbonic Anhydrases from the Pathogenic Bacterium Burkholderia pseudomallei. Molecules 22:3, pages 421.
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Xiao-Zhu Zheng, Jia-Li Zhou, Jing Ye, Pei-Pei Guo & Chun-Shui Lin. (2016) Cardioprotective effect of novel sulphonamides-1,3,5-triazine conjugates against ischaemic-reperfusion injury via selective inhibition of MMP-9. Chemical Biology & Drug Design 88:5, pages 756-765.
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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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Alessio Nocentini, Daniela Vullo, Gianluca Bartolucci & Claudiu T. Supuran. (2016) N-Nitrosulfonamides: A new chemotype for carbonic anhydrase inhibition. Bioorganic & Medicinal Chemistry 24:16, pages 3612-3617.
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Ahmed M. Alafeefy, Fabrizio Carta, Mariangela Ceruso, Abdul-Malek S. Al-Tamimi, Abdulla A. Al-Kahtani & Claudiu T. Supuran. (2016) Development of 3-(4-aminosulphonyl)-phenyl-2-mercapto-3H-quinazolin-4-ones as inhibitors of carbonic anhydrase isoforms involved in tumorigenesis and glaucoma. Bioorganic & Medicinal Chemistry 24:6, pages 1402-1407.
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Mustafa Durgun, Hasan Turkmen, Mariangela Ceruso & Claudiu T. Supuran. (2016) Synthesis of 4-sulfamoylphenyl-benzylamine derivatives with inhibitory activity against human carbonic anhydrase isoforms I, II, IX and XII. Bioorganic & Medicinal Chemistry 24:5, pages 982-988.
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