{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,7]],"date-time":"2026-07-07T04:34:21Z","timestamp":1783398861980,"version":"3.54.6"},"reference-count":68,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2020,2,1]],"date-time":"2020-02-01T00:00:00Z","timestamp":1580515200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2020,2,1]],"date-time":"2020-02-01T00:00:00Z","timestamp":1580515200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["European Journal of Medicinal Chemistry"],"published-print":{"date-parts":[[2020,2]]},"DOI":"10.1016\/j.ejmech.2019.112021","type":"journal-article","created":{"date-parts":[[2019,12,30]],"date-time":"2019-12-30T11:20:34Z","timestamp":1577704834000},"page":"112021","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":29,"special_numbering":"C","title":["Pyrrolo and pyrrolopyrimidine sulfonamides act as cytotoxic agents in hypoxia via inhibition of transmembrane carbonic anhydrases"],"prefix":"10.1016","volume":"188","author":[{"given":"Omneya M.","family":"Khalil","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4169-4136","authenticated-orcid":false,"given":"Aliaa M.","family":"Kamal","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0107-2682","authenticated-orcid":false,"given":"Silvia","family":"Bua","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Heba","family":"El Sayed Teba","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6470-3392","authenticated-orcid":false,"given":"Yassin M.","family":"Nissan","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Claudiu T.","family":"Supuran","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.ejmech.2019.112021_bib1","first-page":"7","article-title":"Cancer statistics, 2019","volume":"69","author":"Siegel","year":"2019","journal-title":"CA A Cancer J. Clin."},{"key":"10.1016\/j.ejmech.2019.112021_bib2","series-title":"World Cancer Report 2008","author":"Boyle","year":"2008"},{"key":"10.1016\/j.ejmech.2019.112021_bib3","first-page":"1","article-title":"Cancer therapeutics-opportunities, challenges and advances in drug delivery","volume":"1","author":"Kakde","year":"2011","journal-title":"J.\u00a0Appl. Pharm. Sci."},{"key":"10.1016\/j.ejmech.2019.112021_bib4","doi-asserted-by":"crossref","first-page":"1150","DOI":"10.1016\/j.bmc.2007.10.082","article-title":"Sulfonamide-1, 2, 4-triazole derivatives as antifungal and antibacterial agents: synthesis, biological evaluation, lipophilicity, and conformational studies","volume":"16","author":"Ezabadi","year":"2008","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib5","doi-asserted-by":"crossref","first-page":"925","DOI":"10.2174\/0929867033457647","article-title":"Anticancer and antiviral sulfonamides","volume":"10","author":"Scozzafava","year":"2003","journal-title":"Curr. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib6","doi-asserted-by":"crossref","first-page":"9046","DOI":"10.3390\/molecules15129046","article-title":"Synthesis and antiviral activity of 5-(4-chlorophenyl)-1, 3, 4-thiadiazole sulfonamides","volume":"15","author":"Chen","year":"2010","journal-title":"Molecules"},{"key":"10.1016\/j.ejmech.2019.112021_bib7","doi-asserted-by":"crossref","first-page":"5763","DOI":"10.1016\/j.ejmech.2011.08.015","article-title":"Synthesis and biological evaluation of some new 2-pyrazolines bearing benzene sulfonamide moiety as potential anti-inflammatory and anti-cancer agents","volume":"46","author":"Bano","year":"2011","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib8","doi-asserted-by":"crossref","first-page":"70","DOI":"10.2174\/138955713804484749","article-title":"Recent advances in medicinal chemistry of sulfonamides. Rational design as anti-tumoral, anti-bacterial and anti-inflammatory agents","volume":"13","author":"Shoaib Ahmad Shah","year":"2013","journal-title":"Mini Rev. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib9","doi-asserted-by":"crossref","first-page":"2499","DOI":"10.1039\/b800767e","article-title":"Carbonic anhydrase inhibitors. Sulfonamide diuretics revisited\u2014old leads for new applications","volume":"6","author":"Temperini","year":"2008","journal-title":"Org. Biomol. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib10","doi-asserted-by":"crossref","first-page":"681","DOI":"10.1517\/13543776.2013.780598","article-title":"Diuretics with carbonic anhydrase inhibitory action: a patent and literature review (2005\u20132013)","volume":"23","author":"Carta","year":"2013","journal-title":"Expert Opin. Ther. Pat."},{"key":"10.1016\/j.ejmech.2019.112021_bib11","doi-asserted-by":"crossref","first-page":"121","DOI":"10.1051\/jbio:2007014","article-title":"The discovery of hypoglycemic sulfonamides","volume":"201","author":"Loubati\u00e8res-Mariani","year":"2007","journal-title":"J.\u00a0Soc. Biol."},{"key":"10.1016\/j.ejmech.2019.112021_bib12","doi-asserted-by":"crossref","first-page":"535","DOI":"10.1002\/med.10047","article-title":"Protease inhibitors of the sulfonamide type: anticancer, antiinflammatory, and antiviral agents","volume":"23","author":"Supuran","year":"2003","journal-title":"Med. Res. Rev."},{"key":"10.1016\/j.ejmech.2019.112021_bib13","doi-asserted-by":"crossref","first-page":"783","DOI":"10.1002\/ardp.201300228","article-title":"Synthesis, antioxidant, and antiacetylcholinesterase activities of sulfonamide derivatives of dopamine-R elated compounds","volume":"346","author":"G\u00f6\u00e7er","year":"2013","journal-title":"Arch. Pharm."},{"key":"10.1016\/j.ejmech.2019.112021_bib14","doi-asserted-by":"crossref","first-page":"793","DOI":"10.3390\/molecules22060793","article-title":"Secondary sulfonamides as effective lactoperoxidase inhibitors","volume":"22","author":"K\u00f6ksal","year":"2017","journal-title":"Molecules"},{"issue":"11","key":"10.1016\/j.ejmech.2019.112021_bib15","doi-asserted-by":"crossref","DOI":"10.1002\/jbt.22401","article-title":"Synthesis of novel bis-sulfone derivatives and their inhibition properties on some metabolic enzymes including carbonic anhydrase, acetylcholinesterase, and butyrylcholinesterase","volume":"33","author":"Bi\u00e7er","year":"2019","journal-title":"J.\u00a0Biochem. Mol. Toxicol."},{"key":"10.1016\/j.ejmech.2019.112021_bib16","doi-asserted-by":"crossref","first-page":"55","DOI":"10.2174\/1568009023334060","article-title":"Sulfonamides and sulfonylated derivatives as anticancer agents","volume":"2","author":"Scozzafava","year":"2002","journal-title":"Curr. Cancer Drug Targets"},{"key":"10.1016\/j.ejmech.2019.112021_bib17","doi-asserted-by":"crossref","first-page":"625","DOI":"10.2174\/1389557043403792","article-title":"COX-2 selective inhibitors, carbonic anhydrase inhibition and anticancer properties of sulfonamides belonging to this class of pharmacological agents","volume":"4","author":"Supuran","year":"2004","journal-title":"Mini Rev. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib18","series-title":"Novel Concomitant Use of Sulfonamide Compound with Anti-cancer Agent","author":"Owa","year":"2009"},{"key":"10.1016\/j.ejmech.2019.112021_bib19","doi-asserted-by":"crossref","first-page":"1165","DOI":"10.4155\/fmc.11.69","article-title":"Carbonic anhydrase inhibitors and activators for novel therapeutic applications","volume":"3","author":"Supuran","year":"2011","journal-title":"Future Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib20","doi-asserted-by":"crossref","first-page":"217","DOI":"10.1016\/j.bmcl.2003.09.062","article-title":"Carbonic anhydrase inhibitors: E7070, a sulfonamide anticancer agent, potently inhibits cytosolic isozymes I and II, and transmembrane, tumor-associated isozyme IX","volume":"14","author":"Abbate","year":"2004","journal-title":"Bioorg. Med. Chem. Lett"},{"key":"10.1016\/j.ejmech.2019.112021_bib21","doi-asserted-by":"crossref","first-page":"759","DOI":"10.3109\/14756366.2012.672983","article-title":"Structure-based drug discovery of carbonic anhydrase inhibitors","volume":"27","author":"Supuran","year":"2012","journal-title":"J.\u00a0Enzym. Inhib. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib22","doi-asserted-by":"crossref","first-page":"1306","DOI":"10.3109\/14756366.2015.1128427","article-title":"Inhibition of carbonic anhydrase isoforms I, II, IX and XII with secondary sulfonamides incorporating benzothiazole scaffolds","volume":"31","author":"Petrou","year":"2016","journal-title":"J.\u00a0Enzym. Inhib. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib23","doi-asserted-by":"crossref","first-page":"4106","DOI":"10.1021\/jm00020a026","article-title":"Synthesis and antiproliferative and antiviral activity of 2\u2019-deoxy-2\u2019-fluoroarabinofuranosyl analogs of the nucleoside antibiotics toyocamycin and sangivamycin","volume":"38","author":"Krawczyk","year":"1995","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib24","doi-asserted-by":"crossref","first-page":"90","DOI":"10.1080\/10426500701557104","article-title":"Computer-based ligand design and synthesis of some new sulfonamides bearing pyrrole or pyrrolopyrimidine moieties having potential antitumor and radioprotective activities","volume":"183","author":"Ghorab","year":"2007","journal-title":"Phosphorus, Sulfur, Silicon Relat. Elem."},{"key":"10.1016\/j.ejmech.2019.112021_bib25","first-page":"2170","article-title":"Anti breast cancer of some novel pyrrolo and pyrrolopyrimidine derivatives bearing a biologically active sulfonamide moiety","volume":"10","author":"Ghorab","year":"2013","journal-title":"Life Sci. J."},{"key":"10.1016\/j.ejmech.2019.112021_bib26","first-page":"603","article-title":"Synthesis and molecular docking of some novel anticancer sulfonamides carrying a biologically active pyrrole and pyrrolopyrimidine moieties","volume":"71","author":"Ghorab","year":"2014","journal-title":"Acta Pol. Pharm."},{"key":"10.1016\/j.ejmech.2019.112021_bib27","doi-asserted-by":"crossref","first-page":"3684","DOI":"10.1016\/j.bmc.2014.05.009","article-title":"Carbonic anhydrase inhibitors: synthesis, molecular docking, cytotoxic and inhibition of the human carbonic anhydrase isoforms I, II, IX, XII with novel benzenesulfonamides incorporating pyrrole, pyrrolopyrimidine and fused pyrrolopyrimidine moieties","volume":"22","author":"Ghorab","year":"2014","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib28","doi-asserted-by":"crossref","first-page":"186","DOI":"10.1016\/j.ejmech.2014.09.059","article-title":"Novel sulfonamides bearing pyrrole and pyrrolopyrimidine moieties as carbonic anhydrase inhibitors: synthesis, cytotoxic activity and molecular modeling","volume":"87","author":"Ghorab","year":"2014","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib29","first-page":"65","article-title":"Novel pyrrolopyrimidines and triazolopyrrolopyrimidines carrying a biologically active sulfonamide moieties as anticancer agents","volume":"72","author":"Ghorab","year":"2015","journal-title":"Acta Pol. Pharm."},{"key":"10.1016\/j.ejmech.2019.112021_bib30","doi-asserted-by":"crossref","first-page":"3207","DOI":"10.1016\/j.bmc.2009.01.067","article-title":"Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of antioxidant phenols","volume":"17","author":"Sent\u00fcrk","year":"2009","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib31","doi-asserted-by":"crossref","first-page":"5791","DOI":"10.1016\/j.bmc.2009.07.019","article-title":"Sildenafil is a strong activator of mammalian carbonic anhydrase isoforms I\u2013XIV","volume":"17","author":"Coban","year":"2009","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib32","doi-asserted-by":"crossref","first-page":"2159","DOI":"10.1016\/j.bmc.2010.01.076","article-title":"Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I\u2013XIV with a series of natural product polyphenols and phenolic acids","volume":"18","author":"Innocenti","year":"2010","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib33","doi-asserted-by":"crossref","first-page":"5050","DOI":"10.1016\/j.bmcl.2010.07.038","article-title":"Carbonic anhydrase inhibitors. Antioxidant polyphenols effectively inhibit mammalian isoforms I\u2013XV","volume":"20","author":"Innocenti","year":"2010","journal-title":"Bioorg. Med. Chem. Lett"},{"key":"10.1016\/j.ejmech.2019.112021_bib34","doi-asserted-by":"crossref","first-page":"4259","DOI":"10.1016\/j.bmcl.2011.05.071","article-title":"In\u00a0vitro inhibition of \u03b1-carbonic anhydrase isozymes by some phenolic compounds","volume":"21","author":"Sarikaya","year":"2011","journal-title":"Bioorg. Med. Chem. Lett"},{"key":"10.1016\/j.ejmech.2019.112021_bib35","doi-asserted-by":"crossref","first-page":"1379","DOI":"10.1016\/j.bmc.2013.01.019","article-title":"Novel sulfamides as potential carbonic anhydrase isoenzymes inhibitors","volume":"21","author":"Ak\u0131nc\u0131o\u011flu","year":"2013","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib36","series-title":"The Carbonic Anhydrases: New Horizons","author":"Chegwidden","year":"2013"},{"key":"10.1016\/j.ejmech.2019.112021_bib37","doi-asserted-by":"crossref","first-page":"2925","DOI":"10.1016\/j.bmc.2013.03.077","article-title":"Synthesis and carbonic anhydrase inhibitory properties of sulfamides structurally related to dopamine","volume":"21","author":"Aksu","year":"2013","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib38","doi-asserted-by":"crossref","first-page":"3537","DOI":"10.1016\/j.bmc.2014.04.007","article-title":"Oxidation of cyanobenzocycloheptatrienes: synthesis, photooxygenation reaction and carbonic anhydrase isoenzymes inhibition properties of some new benzotropone derivatives","volume":"22","author":"G\u00fcney","year":"2014","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib39","doi-asserted-by":"crossref","first-page":"15184","DOI":"10.1073\/pnas.96.26.15184","article-title":"Carbonic anhydrase is an ancient enzyme widespread in prokaryotes","volume":"96","author":"Smith","year":"1999","journal-title":"Proc. Natl. Acad. Sci."},{"key":"10.1016\/j.ejmech.2019.112021_bib40","doi-asserted-by":"crossref","first-page":"48615","DOI":"10.1074\/jbc.R100045200","article-title":"Carbonic anhydrase: new insights for an ancient enzyme","volume":"276","author":"Tripp","year":"2001","journal-title":"J.\u00a0Biol. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib41","doi-asserted-by":"crossref","first-page":"309","DOI":"10.1021\/ef000246p","article-title":"Development of integrated system for biomimetic CO2 sequestration using the enzyme carbonic anhydrase","volume":"15","author":"Bond","year":"2001","journal-title":"Energy Fuels"},{"key":"10.1016\/j.ejmech.2019.112021_bib42","doi-asserted-by":"crossref","first-page":"146","DOI":"10.3390\/md17030146","article-title":"Comparison of the sulfonamide inhibition profiles of the \u03b1-carbonic anhydrase isoforms (SpiCA1, SpiCA2 and SpiCA3) encoded by the genome of the Scleractinian coral Stylophora pistillata","volume":"17","author":"Del Prete","year":"2019","journal-title":"Mar. Drugs"},{"key":"10.1016\/j.ejmech.2019.112021_bib43","doi-asserted-by":"crossref","first-page":"16233","DOI":"10.1073\/pnas.0908301106","article-title":"Crystal structure of the catalytic domain of the tumor-associated human carbonic anhydrase IX","volume":"106","author":"Alterio","year":"2009","journal-title":"Proc. Natl. Acad. Sci."},{"key":"10.1016\/j.ejmech.2019.112021_bib44","doi-asserted-by":"crossref","first-page":"409","DOI":"10.3390\/molecules21040409","article-title":"In-vitro anticancer evaluation of some novel thioureido-benzensulfonamide derivatives","volume":"21","author":"Ghorab","year":"2016","journal-title":"Molecules"},{"key":"10.1016\/j.ejmech.2019.112021_bib45","doi-asserted-by":"crossref","first-page":"268","DOI":"10.1002\/ijc.2910540218","article-title":"Expression of MaTu-MN protein in human tumor cultures and in clinical specimens","volume":"54","author":"Zavada","year":"1993","journal-title":"Int. J. Cancer"},{"key":"10.1016\/j.ejmech.2019.112021_bib46","doi-asserted-by":"crossref","first-page":"473","DOI":"10.1200\/JCO.2003.11.132","article-title":"Carbonic anhydrase IX expression, a novel surrogate marker of tumor hypoxia, is associated with a poor prognosis in non\u2013small-cell lung cancer","volume":"21","author":"Swinson","year":"2003","journal-title":"Int. J. Clin. Oncol."},{"key":"10.1016\/j.ejmech.2019.112021_bib47","doi-asserted-by":"crossref","first-page":"874","DOI":"10.1038\/sj.bjc.6604949","article-title":"Expression of carbonic anhydrase IX suggests poor outcome in rectal cancer","volume":"100","author":"Korkeila","year":"2009","journal-title":"Br. J. Canc."},{"key":"10.1016\/j.ejmech.2019.112021_bib48","doi-asserted-by":"crossref","first-page":"405","DOI":"10.1038\/sj.bjc.6604844","article-title":"The key hypoxia regulated gene CAIX is upregulated in basal-like breast tumours and is associated with resistance to chemotherapy","volume":"100","author":"Tan","year":"2009","journal-title":"Br. J. Canc."},{"key":"10.1016\/j.ejmech.2019.112021_bib49","doi-asserted-by":"crossref","first-page":"148","DOI":"10.1186\/1471-2407-10-148","article-title":"The tumour-associated carbonic anhydrases CA II, CA IX and CA XII in a group of medulloblastomas and supratentorial primitive neuroectodermal tumours: an association of CA IX with poor prognosis","volume":"10","author":"Nordfors","year":"2010","journal-title":"BMC Canc."},{"key":"10.1016\/j.ejmech.2019.112021_bib50","doi-asserted-by":"crossref","first-page":"329","DOI":"10.1111\/j.1349-7006.2007.00396.x","article-title":"Tumor carbonic anhydrase 9 expression is associated with the presence of lymph node metastases in uterine cervical cancer","volume":"98","author":"Lee","year":"2007","journal-title":"Cancer Sci."},{"key":"10.1016\/j.ejmech.2019.112021_bib51","doi-asserted-by":"crossref","first-page":"3255","DOI":"10.2174\/138161210793429832","article-title":"Carbonic anhydrase IX as an anticancer therapy target: preclinical evaluation of internalizing monoclonal antibody directed to catalytic domain","volume":"16","author":"Zatovicova","year":"2010","journal-title":"Curr. Pharmaceut. Des."},{"key":"10.1016\/j.ejmech.2019.112021_bib52","doi-asserted-by":"crossref","first-page":"84","DOI":"10.18632\/oncotarget.422","article-title":"Recent developments in targeting carbonic anhydrase IX for cancer therapeutics","volume":"3","author":"McDonald","year":"2012","journal-title":"Oncotarget"},{"key":"10.1016\/j.ejmech.2019.112021_bib53","doi-asserted-by":"crossref","first-page":"8512","DOI":"10.1021\/jm4009532","article-title":"Hypoxia-targeting carbonic anhydrase IX inhibitors by a new series of nitroimidazole-sulfonamides\/sulfamides\/sulfamates","volume":"56","author":"Rami","year":"2013","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib54","series-title":"Medicinal Chemistry. 2 edIndia","author":"Yogeeswari","year":"2010"},{"key":"10.1016\/j.ejmech.2019.112021_bib55","doi-asserted-by":"crossref","first-page":"335","DOI":"10.1021\/jm901287j","article-title":"Deciphering the mechanism of carbonic anhydrase inhibition with coumarins and thiocoumarins","volume":"53","author":"Maresca","year":"2009","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib56","doi-asserted-by":"crossref","first-page":"3057","DOI":"10.1021\/ja809683v","article-title":"Non-zinc mediated inhibition of carbonic anhydrases: coumarins are a new class of suicide inhibitors","volume":"131","author":"Maresca","year":"2009","journal-title":"J.\u00a0Am. Chem. Soc."},{"key":"10.1016\/j.ejmech.2019.112021_bib57","doi-asserted-by":"crossref","first-page":"3364","DOI":"10.1158\/0008-5472.CAN-10-4261","article-title":"Targeting tumor hypoxia: suppression of breast tumor growth and metastasis by novel carbonic anhydrase IX inhibitors","volume":"71","author":"Lou","year":"2011","journal-title":"Cancer Res."},{"key":"10.1016\/j.ejmech.2019.112021_bib58","doi-asserted-by":"crossref","first-page":"293","DOI":"10.1021\/jm301625s","article-title":"Sulfocoumarins (1, 2-benzoxathiine-2, 2-dioxides): a class of potent and isoform-selective inhibitors of tumor-associated carbonic anhydrases","volume":"56","author":"Tars","year":"2012","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib59","doi-asserted-by":"crossref","first-page":"4421","DOI":"10.1021\/cr200176r","article-title":"Multiple binding modes of inhibitors to carbonic anhydrases: how to design specific drugs targeting 15 different isoforms?","volume":"112","author":"Alterio","year":"2012","journal-title":"Chem. Rev."},{"key":"10.1016\/j.ejmech.2019.112021_bib60","doi-asserted-by":"crossref","first-page":"859","DOI":"10.1016\/j.bmcl.2011.12.033","article-title":"Dithiocarbamates are strong inhibitors of the beta-class fungal carbonic anhydrases from Cryptococcus neoformans, Candida albicans and Candida glabrata","volume":"22","author":"Monti","year":"2012","journal-title":"Bioorg. Med. Chem. Lett"},{"key":"10.1016\/j.ejmech.2019.112021_bib61","doi-asserted-by":"crossref","first-page":"1539","DOI":"10.1016\/j.bmc.2012.07.021","article-title":"Natural product coumarins that inhibit human carbonic anhydrases","volume":"21","author":"Davis","year":"2013","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.112021_bib62","series-title":"Carbonic Anhydrases: from Biomedical Applications of the Inhibitors and Activators to Biotechnological Use for CO2 Capture","author":"Supuran","year":"2013"},{"key":"10.1016\/j.ejmech.2019.112021_bib63","first-page":"936","article-title":"Evaluation of a tetrazolium-based semiautomated colorimetric assay: assessment of chemosensitivity testing","volume":"47","author":"Carmichael","year":"1987","journal-title":"Cancer Res."},{"key":"10.1016\/j.ejmech.2019.112021_bib64","first-page":"15","article-title":"A\u00a0rapid and simple MTT-based spectrophotometric assay for determining drug sensitivity in monolayer cultures","volume":"11","author":"Edmondson","year":"1988","journal-title":"Methods Cell Sci."},{"key":"10.1016\/j.ejmech.2019.112021_bib65","first-page":"2515","article-title":"Tetrazolium-based assays for cellular viability: a critical examination of selected parameters affecting formazan production","volume":"51","author":"Vistica","year":"1991","journal-title":"Cancer Res."},{"key":"10.1016\/j.ejmech.2019.112021_bib66","doi-asserted-by":"crossref","first-page":"61","DOI":"10.1016\/0166-0934(91)90008-N","article-title":"An application of tetrazolium (MTT) colorimetric assay for the screening of anti-herpes simplex virus compounds","volume":"33","author":"Takeuchi","year":"1991","journal-title":"J.\u00a0Virol. Methods"},{"key":"10.1016\/j.ejmech.2019.112021_bib67","doi-asserted-by":"crossref","first-page":"383","DOI":"10.1016\/0006-3002(63)90513-4","article-title":"Studies on succinate-tetrazolium reductase systems: III. Points of coupling of four different tetrazolium salts III. Points of coupling of four different tetrazolium salts","volume":"77","author":"Slater","year":"1963","journal-title":"Biochim. Biophys. Acta"},{"key":"10.1016\/j.ejmech.2019.112021_bib68","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1016\/0022-1759(83)90303-4","article-title":"Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays","volume":"65","author":"Mosmann","year":"1983","journal-title":"J.\u00a0Immunol. Methods"}],"container-title":["European Journal of Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523419311791?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523419311791?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,10,1]],"date-time":"2025-10-01T14:04:20Z","timestamp":1759327460000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0223523419311791"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,2]]},"references-count":68,"alternative-id":["S0223523419311791"],"URL":"https:\/\/doi.org\/10.1016\/j.ejmech.2019.112021","relation":{},"ISSN":["0223-5234"],"issn-type":[{"value":"0223-5234","type":"print"}],"subject":[],"published":{"date-parts":[[2020,2]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Pyrrolo and pyrrolopyrimidine sulfonamides act as cytotoxic agents in hypoxia via inhibition of transmembrane carbonic anhydrases","name":"articletitle","label":"Article Title"},{"value":"European Journal of Medicinal Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.ejmech.2019.112021","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2019 Elsevier Masson SAS. All rights reserved.","name":"copyright","label":"Copyright"}],"article-number":"112021"}}