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The basis of our design is to hybridize the benzenesulfonamide moiety widely used as a zinc\u2010binding group, a triazole ring as spacer with a tail of different substituted aryl moieties. The synthesis of these compounds was achieved using Cu(I)\u2010mediated click chemistry between the azide containing the benzenesulfonamide pharmacophore and various aryl acetylenes or 1,6\u2010heptadiyne through copper\u2010catalyzed [3+2] cycloaddition reaction. The ability the new derivatives to inhibit four human carbonic anhydrase isoforms hCA I, II, IX, and XII was evaluated. All the compounds exhibited good potency and high selectivity towards isoforms hCA I and II more than isoforms hCA IX and XII, especially for the derivatives <jats:bold>3c<\/jats:bold> and <jats:bold>3j<\/jats:bold> that displayed <jats:italic>K<\/jats:italic><jats:sub>i<\/jats:sub> of 2.8 and 3.8\u2009nM against hCA II and a high hCA II selectivity ratio ranging from 77.6 to 3571.4 over other isoforms. All the compounds were docked in the active site of the downloaded hCA II active site and their binding pattern confirmed their significant activity by interacting of the sulfonamide moiety with zinc ion in the active site, in addition to its hydrogen bond interaction with Thr199 and Thr200. All the above\u2010mentioned findings pointed out towards the promising activity of the synthesized series that can be presented as a new scaffold to be further optimized as selective antiglaucoma drugs.<\/jats:p>","DOI":"10.1002\/ddr.21957","type":"journal-article","created":{"date-parts":[[2022,6,16]],"date-time":"2022-06-16T01:39:59Z","timestamp":1655343599000},"page":"1281-1291","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":14,"title":["Click chemistry\u2010based synthesis of new benzenesulfonamide derivatives bearing triazole ring as selective carbonic anhydrase II inhibitors"],"prefix":"10.1002","volume":"83","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-4832-5766","authenticated-orcid":false,"given":"Ewies F.","family":"Ewies","sequence":"first","affiliation":[{"name":"Organometallic and Organometalloid Chemistry Department National Research Centre  Giza Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8927-6032","authenticated-orcid":false,"given":"Eman","family":"Sabry","sequence":"additional","affiliation":[{"name":"Pesticide Chemistry Department National Research Centre  Giza Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9242-0798","authenticated-orcid":false,"given":"Mohamed S.","family":"Bekheit","sequence":"additional","affiliation":[{"name":"Pesticide Chemistry Department National Research Centre  Giza Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3227-8683","authenticated-orcid":false,"given":"Marwa A.","family":"Fouad","sequence":"additional","affiliation":[{"name":"Pharmaceutical Chemistry Department, Faculty of Pharmacy Cairo University Cairo Egypt"},{"name":"Pharmaceutical Chemistry Department, School of Pharmacy NewGiza University Cairo Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1352-1900","authenticated-orcid":false,"given":"Daniela","family":"Vullo","sequence":"additional","affiliation":[{"name":"NEUROFARBA Department, Section of Pharmaceutical and Nutraceutical Chemistry University of Florence Florence Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4262-0323","authenticated-orcid":false,"given":"Claudiu T.","family":"Supuran","sequence":"additional","affiliation":[{"name":"NEUROFARBA Department, Section of Pharmaceutical and Nutraceutical Chemistry University of Florence Florence Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,6,15]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.arabjc.2016.02.019"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00706-015-1542-4"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00706-018-2312-x"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr9001462"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00044-021-02716-7"},{"issue":"34","key":"e_1_2_7_7_1","first-page":"998","article-title":"Expression of carbonic anhydrase I or II and correlation to clinical aspects of colorectal cancer","volume":"47","author":"Bekku S.","year":"2000","journal-title":"Hepato\u2010gastroenterology"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2013.11.016"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.7b00264"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.4155\/fseb2013.13.45"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2017.01.010"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2019.103521"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2021.105421"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.3184\/174751914X13976652851990"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2019.103557"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2021.105131"},{"issue":"3","key":"e_1_2_7_17_1","first-page":"42","article-title":"Synthesis and utility of Naphthalen\u2010Benzofuran chalcone in the synthesis of new pyrazole isooxazole, thiazole, pyrimidine, pyran, pyridine and different azide derivatives with antiviral and antitumor activity","volume":"10","author":"Gouhar R. 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