{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,10]],"date-time":"2026-07-10T03:16:20Z","timestamp":1783653380828,"version":"3.55.0"},"reference-count":58,"publisher":"Wiley","issue":"6","license":[{"start":{"date-parts":[[2024,11,30]],"date-time":"2024-11-30T00:00:00Z","timestamp":1732924800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2024,11,30]],"date-time":"2024-11-30T00:00:00Z","timestamp":1732924800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100018847","name":"Sel\u00e7uk University Research Foundation","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100018847","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chem Biol Drug Des"],"published-print":{"date-parts":[[2024,12]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    In this study, we propose identifying potential novel compounds targeting carbonic anhydrase I and II. Herein, we have designed and synthesized new benzimidazole\u2010hydrazide\u2010hydrazones derivatives (\n                    <jats:bold>4a\u20104r<\/jats:bold>\n                    ) to investigate the effects of these synthesized compounds on CA isoenzymes. The compounds'\n                    <jats:sup>1<\/jats:sup>\n                    H NMR,\n                    <jats:sup>13<\/jats:sup>\n                    C NMR, and HRMS spectra were used to confirm their chemical structures. The synthetic derivatives were screened for their inhibitory potential against carbonic anhydrase I and II by\n                    <jats:italic>in\u00a0vitro<\/jats:italic>\n                    assay. These compounds have IC\n                    <jats:sub>50<\/jats:sub>\n                    values of 3.727\u20131.493\u2009\u03bcM (hCA I) and 3.892\u20131.547\u2009\u03bcM (hCA II). Inhibition types and\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    values of the compounds were determined. The\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    values of the compounds were 3.006\u2009\u00b1\u20090.17\u2009\u03bcM\u20100.356\u2009\u00b1\u20090.0\u2009\u03bcM (hCA I) and 2.923\u2009\u00b1\u20090.15\u2009\u03bcM\u20100.346\u2009\u00b1\u20090.0\u2009\u03bcM (hCA II). Acetazolamide (AAZ) was used as the reference in the study. The most potent derivatives, a 4\u2010methoxy derivative (compound\n                    <jats:bold>4k<\/jats:bold>\n                    ) and 4\u2010(trifluoromethyl) derivative (compound\n                    <jats:bold>4g<\/jats:bold>\n                    ), than AAZ (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u2009=\u20092.26\u2009\u03bcM) and their IC\n                    <jats:sub>50<\/jats:sub>\n                    values were found as 1.493\u2009\u03bcM and 1.675\u2009\u03bcM, respectively. Compared to AAZ, the other derivatives having more effect on hCA I were compounds\n                    <jats:bold>4b<\/jats:bold>\n                    ,\n                    <jats:bold>4e<\/jats:bold>\n                    ,\n                    <jats:bold>4l<\/jats:bold>\n                    ,\n                    <jats:bold>4m<\/jats:bold>\n                    ,\n                    <jats:bold>4n<\/jats:bold>\n                    , and\n                    <jats:bold>4o<\/jats:bold>\n                    . The compounds gave IC\n                    <jats:sub>50<\/jats:sub>\n                    values of 1.743, 1.789, 1.933, 1.966, 1.983, and 1.986\u2009\u03bcM, respectively. Compounds\n                    <jats:bold>4a\u20104r<\/jats:bold>\n                    found no more effective inhibitory activity against hCA II isozyme than AAZ (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u2009=\u20091.17\u2009\u03bcM). According to the\n                    <jats:italic>in\u00a0vitro<\/jats:italic>\n                    test results, detailed protein\u2010ligand interactions of the compounds\n                    <jats:bold>4b<\/jats:bold>\n                    and\n                    <jats:bold>4k<\/jats:bold>\n                    exhibited considerably low binding energies, suggesting strong interaction affinities against hCA I. In addition, the cytotoxic effects of the compounds on the L929 healthy cell line were evaluated.\n                  <\/jats:p>","DOI":"10.1111\/cbdd.70025","type":"journal-article","created":{"date-parts":[[2024,11,30]],"date-time":"2024-11-30T11:53:27Z","timestamp":1732967607000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Novel Hydrazide\u2010Hydrazones Bearing a Benzimidazole Ring: Design, Synthesis, and Evaluation of Inhibitor Properties Against CA I and CA II Isozymes"],"prefix":"10.1111","volume":"104","author":[{"given":"Ay\u015fen","family":"I\u015f\u0131k","sequence":"first","affiliation":[{"name":"Department of Biochemistry, Faculty of Science Sel\u00e7uk University  Konya Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1879-1034","authenticated-orcid":false,"given":"Ulviye","family":"Acar \u00c7evik","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Faculty of Pharmacy Anadolu University  Eski\u015fehir Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8146-1663","authenticated-orcid":false,"given":"Ismail","family":"Celik","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Faculty of Pharmacy Erciyes University  Kayseri Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"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":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hayrunnisa","family":"Nadaroglu","sequence":"additional","affiliation":[{"name":"Department of Food Technology, ErzurumVocational Training School Ataturk University  Erzurum Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hayrani Eren","family":"Bostanc\u0131","sequence":"additional","affiliation":[{"name":"Department of Biochemistry, Faculty of Pharmacy Cumhuriyet University  Sivas Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yusuf","family":"\u00d6zkay","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Faculty of Pharmacy Anadolu University  Eski\u015fehir Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"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":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,11,30]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/ardp.202200663"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.proche.2015.12.064"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.3390\/pr12061055"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1080\/14756366.2017.1386660"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.7759\/cureus.18710"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2023.106621"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.3390\/ph16111518"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.3390\/antibiotics10060728"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1080\/08164622.2021.1964331"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2012.09.013"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.2c07793"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.abb.2024.110159"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0968\u20100896(99)00190\u2010X"},{"key":"e_1_2_8_15_1","first-page":"124","article-title":"Role of Molecular Docking in Medicinal Chemistry","volume":"15","author":"Brown A. 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