{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,29]],"date-time":"2026-04-29T17:10:29Z","timestamp":1777482629179,"version":"3.51.4"},"reference-count":59,"publisher":"Wiley","issue":"6","license":[{"start":{"date-parts":[[2023,5,30]],"date-time":"2023-05-30T00:00:00Z","timestamp":1685404800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100002711","name":"Ahi Evran \u00dcniversitesi","doi-asserted-by":"publisher","award":["FEF.A4.22.013"],"award-info":[{"award-number":["FEF.A4.22.013"]}],"id":[{"id":"10.13039\/501100002711","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry &amp; Biodiversity"],"published-print":{"date-parts":[[2023,6]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Novel chiral benzimidazole amine hybrids (<jats:bold>4a<\/jats:bold>\u2013<jats:bold>4d<\/jats:bold>) were synthesized from commercially available amine [(<jats:italic>R<\/jats:italic>)\u2010 (+)\u2010phenylethylamine, (\u2212) (<jats:italic>S<\/jats:italic>)\u2010(\u2010)\u2010phenylethylamine, (\u2212) (<jats:italic>R<\/jats:italic>)\u2010(\u2010)\u2010cyclohexylethylamine, (<jats:italic>S<\/jats:italic>)\u2010(+)\u2010cyclohexylethylamine] and 2\u2010(chloromethyl)\u2010N\u2010tosyl\u20101<jats:italic>H\u2010<\/jats:italic>benzimidazole. The synthesized compounds (<jats:bold>4a<\/jats:bold>\u2013<jats:bold>4d<\/jats:bold>) were characterized by IR, NMR, and LC\/MS analysis. The inhibitory effect of <jats:bold>4a<\/jats:bold>\u2013<jats:bold>4d<\/jats:bold> on human erythrocytes carbonic anhydrase I (hCA\u2010I), II (hCA\u2010II), and acetylcholinesterase (AChE) activity was investigated. For hCA\u2010I, the IC<jats:sub>50<\/jats:sub> values of <jats:bold>4a<\/jats:bold>\u2013<jats:bold>4d<\/jats:bold> were found to be 4.895\u2005\u03bcM, 1.750\u2005\u03bcM, 0.173\u2005\u03bcM, and 0.620\u2005\u03bcM, respectively, and for hCA\u2010II, the IC<jats:sub>50<\/jats:sub> values of <jats:bold>4a<\/jats:bold>\u2013<jats:bold>4d<\/jats:bold> were found to be 0.469\u2005\u03bcM, 0.380\u2005\u03bcM, 0.233\u2005\u03bcM, 0.635\u2005\u03bcM, respectively. Furthermore, IC<jats:sub>50<\/jats:sub> values of <jats:bold>4a<\/jats:bold>\u2013<jats:bold>4d<\/jats:bold> on AChE were found as 87.5\u2005nM, 100\u2005nM, 26.92\u2005nM, and 100\u2005nM, respectively. In addition, molecular docking analysis was performed to evaluate the affinity of <jats:bold>4a<\/jats:bold>\u2013<jats:bold>4d<\/jats:bold> against hCA\u2010I, hCA\u2010II, and AChE and explain their binding interactions.<\/jats:p>","DOI":"10.1002\/cbdv.202300207","type":"journal-article","created":{"date-parts":[[2023,5,11]],"date-time":"2023-05-11T04:27:31Z","timestamp":1683779251000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Influence of Chirality of Benzimidazole Amine Hybrids on Inhibition of Human Erythrocytes Carbonic Anhydrase I, II and Acetylcholinesterase"],"prefix":"10.1002","volume":"20","author":[{"given":"Turgay","family":"Tun\u00e7","sequence":"first","affiliation":[{"name":"Department of Chemistry Engineering and Process Faculty of Engineering University of K\u0131r\u015fehir Ahi Evran  K\u0131r\u015fehir 40100 T\u00fcrkiye"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Suzan","family":"Abdurrahmano\u011flu","sequence":"additional","affiliation":[{"name":"Department of Chemistry Faculty of Science University of Marmara  \u0130stanbul 34722 T\u00fcrkiye"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Asl\u0131han","family":"G\u00fcnel","sequence":"additional","affiliation":[{"name":"Department of Chemistry Faculty of Science and Arts University of K\u0131r\u015fehir Ahi Evran  K\u0131r\u015fehir 40100 T\u00fcrkiye"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7216-1194","authenticated-orcid":false,"given":"Zuhal","family":"Al\u0131m","sequence":"additional","affiliation":[{"name":"Department of Chemistry Faculty of Science and Arts University of K\u0131r\u015fehir Ahi Evran  K\u0131r\u015fehir 40100 T\u00fcrkiye"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Nadir","family":"Demirel","sequence":"additional","affiliation":[{"name":"Department of Chemistry Faculty of Science and Arts University of K\u0131r\u015fehir Ahi Evran  K\u0131r\u015fehir 40100 T\u00fcrkiye"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2023,5,30]]},"reference":[{"key":"e_1_2_9_1_1","first-page":"374","volume-title":"Comprehensive Heterocyclic Chemistry","author":"Grimmet M. 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