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Journal of Enzyme Inhibition and Medicinal Chemistry Volume 35, 2020 - Issue 1
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Research Paper

Design, synthesis, in vitro inhibition and toxicological evaluation of human carbonic anhydrases I, II and IX inhibitors in 5-nitroimidazole series

Ashok Aspatwara Faculty of Medicine and Health Technology, Tampere University, Tampere, FinlandCorrespondence[email protected]
ORCID Iconhttps://orcid.org/0000-0002-6938-7835View further author information
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Nanda Kumar Parvathanenib Department of Precision Medicine, The M-Lab, GROW – School for Oncology and Developmental Biology, Maastricht Comprehensive Cancer Centre, Maastricht University Medical Centre, Maastricht, The Netherlands;c Institut des Biomolécules, Max Mousseron (IBMM) UMR 5247 CNRS, ENSCM, Université de Montpellier, Bâtiment de Recherche Max Mousseron, Ecole Nationale Supérieure de Montpellier, Montpellier, FranceView further author information
,
Harlan Barkera Faculty of Medicine and Health Technology, Tampere University, Tampere, FinlandView further author information
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Emilie Anduranb Department of Precision Medicine, The M-Lab, GROW – School for Oncology and Developmental Biology, Maastricht Comprehensive Cancer Centre, Maastricht University Medical Centre, Maastricht, The Netherlands;c Institut des Biomolécules, Max Mousseron (IBMM) UMR 5247 CNRS, ENSCM, Université de Montpellier, Bâtiment de Recherche Max Mousseron, Ecole Nationale Supérieure de Montpellier, Montpellier, FranceView further author information
,
Claudiu T. Supurand NEUROFARBA Department, Section of Pharmaceutical and Nutraceutical Sciences, University of Florence, Polo Scientifico, Firenze, ItalyORCID Iconhttps://orcid.org/0000-0003-4262-0323View further author information
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Ludwig Duboisb Department of Precision Medicine, The M-Lab, GROW – School for Oncology and Developmental Biology, Maastricht Comprehensive Cancer Centre, Maastricht University Medical Centre, Maastricht, The NetherlandsORCID Iconhttps://orcid.org/0000-0002-8887-4137View further author information
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Philippe Lambinb Department of Precision Medicine, The M-Lab, GROW – School for Oncology and Developmental Biology, Maastricht Comprehensive Cancer Centre, Maastricht University Medical Centre, Maastricht, The NetherlandsView further author information
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Seppo Parkkilaa Faculty of Medicine and Health Technology, Tampere University, Tampere, Finland;e Fimlab Ltd and Tays Cancer Center, Tampere University Hospital, Tampere, FinlandORCID Iconhttps://orcid.org/0000-0001-7323-8536View further author information
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Jean-Yves Winumc Institut des Biomolécules, Max Mousseron (IBMM) UMR 5247 CNRS, ENSCM, Université de Montpellier, Bâtiment de Recherche Max Mousseron, Ecole Nationale Supérieure de Montpellier, Montpellier, FranceCorrespondence[email protected]
ORCID Iconhttps://orcid.org/0000-0003-3197-3414View further author information
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Pages 109-117 | Received 27 Sep 2019, Accepted 22 Oct 2019, Published online: 05 Nov 2019

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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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Farhat Ramzan, Syed Ayaz Nabi, Mehak Saba Lone, Alessandro Bonardi, Aabid Hamid, Sameena Bano, Kalicharan Sharma, Syed Shafi, Mohammed Samim, Kalim Javed & Claudiu T. Supuran. (2023) Synthesis, biological evaluation and theoretical studies of (E)-1-(4-sulfamoyl-phenylethyl)-3-arylidene-5-aryl-1H-pyrrol-2(3H)-ones as human carbonic anhydrase inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 38:1.
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Khulood H. Oudah, Walaa R. Mahmoud, Fadi M. Awadallah, Azza T. Taher, Safinaz E.-S Abbas, Heba Abdelrasheed Allam, Daniela Vullo & Claudiu T. Supuran. (2023) Design and synthesis of some new benzoylthioureido benzenesulfonamide derivatives and their analogues as carbonic anhydrase inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 38:1, pages 12-23.
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Emilie Anduran, Ludwig J Dubois, Philippe Lambin & Jean-Yves Winum. (2022) Hypoxia-activated prodrug derivatives of anti-cancer drugs: a patent review 2006 – 2021. Expert Opinion on Therapeutic Patents 32:1, pages 1-12.
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Claudiu T Supuran. (2020) Experimental Carbonic Anhydrase Inhibitors for the Treatment of Hypoxic Tumors. Journal of Experimental Pharmacology 12, pages 603-617.
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Ashok Aspatwar, Emanuela Berrino, Silvia Bua, Fabrizio Carta, Clemente Capasso, Seppo Parkkila & Claudiu T. Supuran. (2020) Toxicity evaluation of sulfamides and coumarins that efficiently inhibit human carbonic anhydrases. Journal of Enzyme Inhibition and Medicinal Chemistry 35:1, pages 1765-1772.
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Shakeel Ahmad Khan, Zarbad Shah, Syed Raza Shah, Majid Khan, Sobia Ahsan Halim, Ajmal Khan, Javid Hussain, Magda H. Abdellattif, Bashir Ahmad & Ahmed Al-Harrasi. (2024) Synthesis of new class of non-sulfonamide bis-benzimidazoles as antitumor agents by inhibiting carbonic anhydrase-IX enzyme. International Journal of Biological Macromolecules 255, pages 128259.
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Kaan Kucukoglu, Nagihan Faydali, Dilek Bul, Hayrunnisa Nadaroglu, Belgin Sever, Mehlika Dilek Altıntop, Bahadır Ozturk & Ilkay Guzel. (2023) Synthesis, in silico and in vitro evaluation of new 3,5-disubstituted-1,2,4-oxadiazole derivatives as carbonic anhydrase inhibitors and cytotoxic agents. Journal of Molecular Structure 1276, pages 134699.
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Shakila Ghomashi, Reihane Ghomashi, Hamidreza Aghaei & Ahmad Reza Massah. (2023) Recent Advances in Biological Active Sulfonamide based Hybrid Compounds Part B: Two-Component Sulfonamide Hybrids. Current Medicinal Chemistry 30:5, pages 604-665.
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Aarfa Queen, Humaira Naaz Bhutto, Mohd Yousuf, Mansoor Ali Syed & Md. Imtaiyaz Hassan. (2022) Carbonic anhydrase IX: A tumor acidification switch in heterogeneity and chemokine regulation. Seminars in Cancer Biology 86, pages 899-913.
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Ashok Aspatwar, Martti E. E. Tolvanen, Harlan Barker, Leo Syrjänen, Susanna Valanne, Sami Purmonen, Abdul Waheed, William S. Sly & Seppo Parkkila. (2022) Carbonic anhydrases in metazoan model organisms: molecules, mechanisms, and physiology. Physiological Reviews 102:3, pages 1327-1383.
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Jean-Yves Winum. (2022) Meet the Editorial Board Member. Anti-Cancer Agents in Medicinal Chemistry 22:9, pages 1633-1633.
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Timothy O. Ajiboye, Titilope T. Ajiboye, Riadh Marzouki & Damian C. Onwudiwe. (2022) The Versatility in the Applications of Dithiocarbamates. International Journal of Molecular Sciences 23:3, pages 1317.
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Om P.S. Patel, Omobolanle Janet Jesumoroti, Lesetja J. Legoabe & Richard M. Beteck. (2021) Metronidazole-conjugates: A comprehensive review of recent developments towards synthesis and medicinal perspective. European Journal of Medicinal Chemistry 210, pages 112994.
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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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Begüm Nurpelin Sağlık, Derya Osmaniye, Ulviye Acar Çevik, Serkan Levent, Betül Kaya Çavuşoğlu, Oya Büyükemir, Deniz Nezir, Abdullah Burak Karaduman, Yusuf Özkay, Ali Savaş Koparal, Şükrü Beydemir & Zafer Asım Kaplancıklı. (2020) Synthesis, characterization and carbonic anhydrase I and II inhibitory evaluation of new sulfonamide derivatives bearing dithiocarbamate. European Journal of Medicinal Chemistry 198, pages 112392.
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