{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,16]],"date-time":"2026-02-16T10:00:59Z","timestamp":1771236059429,"version":"3.50.1"},"reference-count":30,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2023,9,12]],"date-time":"2023-09-12T00:00:00Z","timestamp":1694476800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chem Biol Drug Des"],"published-print":{"date-parts":[[2024,1]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>In this study, with an aim to develop novel heterocyclic hybrids as potent enzyme inhibitors, we synthesized a series of 10 novel 2\u2010(4\u2010(4\u2010ethyl\u20105\u2010(2\u2010(substitutedphenyl)\u20102\u2010oxo\u2010ethylthio)\u20104<jats:italic>H<\/jats:italic>\u20101,2,4\u2010triazol\u20103\u2010yl)\u2010phenyl)\u20105,6\u2010dimethyl\u20101<jats:italic>H<\/jats:italic>\u2010benzimidazole (<jats:bold>5a\u20135j<\/jats:bold>) derivatives and characterized by <jats:sup>1<\/jats:sup>H\u2010NMR, <jats:sup>13<\/jats:sup>C\u2010NMR, and HRMS. These compounds were evaluated for their inhibitory activity against hCA I and hCA II. All the compounds exhibited good hCA I and hCA II inhibitory activities with IC<jats:sub>50<\/jats:sub> values in range of 1.288\u2009\u03bcM\u20133.122\u2009\u03bcM. Among all these compounds, compound <jats:bold>5e,<\/jats:bold> with an IC<jats:sub>50<\/jats:sub> value of 1.288\u2009\u03bcM is the most active against carbonic hCA I. Compound <jats:bold>5h<\/jats:bold> with an IC<jats:sub>50<\/jats:sub> value of 1.532\u2009\u03bcM is the most active against carbonic hCA\u2010II. Compounds <jats:bold>5a\u20135j<\/jats:bold> were also evaluated for their cytotoxic effects on the L929 mouse fibroblast (normal) cell line. The compounds were also analyzed for their antioxidant capacity by TAS, FRAP, and DPPH activity. Enzyme inhibition kinetics showed all compounds <jats:bold>5a<\/jats:bold>\u2013<jats:bold>5j<\/jats:bold> to inhibit the enzyme by non\u2010competitive. The most active compound <jats:bold>5e<\/jats:bold> for hCA I and compound <jats:bold>5h<\/jats:bold> for hCA\u2010II were subjected to molecular docking, which revealed their binding interactions with the enzyme's active site, confirming the experimental findings.<\/jats:p>","DOI":"10.1111\/cbdd.14351","type":"journal-article","created":{"date-parts":[[2023,9,12]],"date-time":"2023-09-12T07:42:41Z","timestamp":1694504561000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Design, synthesis, and molecular docking studies of benzimidazole\u20101,3,4\u2010triazole hybrids as carbonic anhydrase I and <scp>II<\/scp> inhibitors"],"prefix":"10.1111","volume":"103","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-8146-1663","authenticated-orcid":false,"given":"\u0130smail","family":"\u00c7elik","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Chemistry Faculty of Pharmacy Erciyes University  Kayseri Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1879-1034","authenticated-orcid":false,"given":"Ulviye","family":"Acar\u00a0\u00c7evik","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry Faculty of Pharmacy Anadolu University  Eski\u015fehir Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kaan","family":"K\u00fc\u00e7\u00fcko\u011flu","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry Faculty of Pharmacy Sel\u00e7uk University  Konya Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hayrunnisa","family":"Nadaroglu","sequence":"additional","affiliation":[{"name":"Department of Food Technology ErzurumVocational Training School Ataturk University  Erzurum Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hayrani Eren","family":"Bostanc\u0131","sequence":"additional","affiliation":[{"name":"Department of Biochemistry Faculty of Pharmacy Sivas Cumhuriyet University  Sivas Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ay\u015fen","family":"I\u015f\u0131k","sequence":"additional","affiliation":[{"name":"Department of Biochemistry Faculty of Science Sel\u00e7uk University  Konya Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yusuf","family":"\u00d6zkay","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry Faculty of Pharmacy Anadolu University  Eski\u015fehir Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zafer As\u0131m","family":"Kaplanc\u0131kl\u0131","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry Faculty of Pharmacy Anadolu University  Eski\u015fehir Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2023,9,12]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr200176r"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2022.133946"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.3390\/pharmaceutics15030779"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2012.09.013.7"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1007\/s13738-021-02231-x"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.clinbiochem.2003.11.015"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2014.01.030"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/jf030723c"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.5772\/intechopen.85229"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00044\u2010022\u201002943\u20106"},{"issue":"5","key":"e_1_2_8_12_1","first-page":"20","article-title":"Synthesis, reactivity and biological evaluation of triazole: Recent developments","volume":"7","author":"Mansoory J. 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