{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,7]],"date-time":"2026-10-07T18:38:23Z","timestamp":1791398303182,"version":"4.3.3"},"reference-count":31,"publisher":"MDPI AG","issue":"4","license":[{"start":{"date-parts":[[2021,2,13]],"date-time":"2021-02-13T00:00:00Z","timestamp":1613174400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001824","name":"Grantov\u00e1 Agentura \u010cesk\u00e9 Republiky","doi-asserted-by":"publisher","award":["20-19638Y"],"award-info":[{"award-number":["20-19638Y"]}],"id":[{"id":"10.13039\/501100001824","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100008530","name":"European Regional Development Fund","doi-asserted-by":"publisher","award":["No. CZ.02.1.01\/0.0\/0.0\/16_019\/0000841"],"award-info":[{"award-number":["No. CZ.02.1.01\/0.0\/0.0\/16_019\/0000841"]}],"id":[{"id":"10.13039\/501100008530","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Based on the broad spectrum of biological activity of hydrazide\u2013hydrazones, trifluoromethyl compounds, and clinical usage of cholinesterase inhibitors, we investigated hydrazones obtained from 4-(trifluoromethyl)benzohydrazide and various benzaldehydes or aliphatic ketones as potential inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). They were evaluated using Ellman\u2019s spectrophotometric method. The hydrazide\u2013hydrazones produced a dual inhibition of both cholinesterase enzymes with IC50 values of 46.8\u2013137.7 \u00b5M and 19.1\u2013881.1 \u00b5M for AChE and BuChE, respectively. The majority of the compounds were stronger inhibitors of AChE; four of them (2-bromobenzaldehyde, 3-(trifluoromethyl)benzaldehyde, cyclohexanone, and camphor-based 2o, 2p, 3c, and 3d, respectively) produced a balanced inhibition of the enzymes and only 2-chloro\/trifluoromethyl benzylidene derivatives 2d and 2q were found to be more potent inhibitors of BuChE. 4-(Trifluoromethyl)-N\u2019-[4-(trifluoromethyl)benzylidene]benzohydrazide 2l produced the strongest inhibition of AChE via mixed-type inhibition determined experimentally. Structure\u2013activity relationships were identified. The compounds fit physicochemical space for targeting central nervous systems with no apparent cytotoxicity for eukaryotic cell line together. The study provides new insights into this CF3-hydrazide\u2013hydrazone scaffold.<\/jats:p>","DOI":"10.3390\/molecules26040989","type":"journal-article","created":{"date-parts":[[2021,2,14]],"date-time":"2021-02-14T02:08:12Z","timestamp":1613268492000},"page":"989","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":40,"title":["Hydrazones of 4-(Trifluoromethyl)benzohydrazide as New Inhibitors of Acetyl- and Butyrylcholinesterase"],"prefix":"10.3390","volume":"26","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-4600-8409","authenticated-orcid":false,"given":"Martin","family":"Kr\u00e1tk\u00fd","sequence":"first","affiliation":[{"name":"Department of Organic and Bioorganic Chemistry, Faculty of Pharmacy in Hradec Kr\u00e1lov\u00e9, Charles University, Akademika Heyrovsk\u00e9ho 1203, 500 05 Hradec Kr\u00e1lov\u00e9, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6961-6151","authenticated-orcid":false,"given":"Katar\u00edna","family":"Svr\u010dkov\u00e1","sequence":"additional","affiliation":[{"name":"Department of Biological and Biochemical Sciences, Faculty of Chemical Technology, University of Pardubice, Studentsk\u00e1 573, 532 10 Pardubice, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9379-6807","authenticated-orcid":false,"given":"Quynh Anh","family":"Vu","sequence":"additional","affiliation":[{"name":"Department of Organic and Bioorganic Chemistry, Faculty of Pharmacy in Hradec Kr\u00e1lov\u00e9, Charles University, Akademika Heyrovsk\u00e9ho 1203, 500 05 Hradec Kr\u00e1lov\u00e9, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1969-5258","authenticated-orcid":false,"given":"\u0160\u00e1rka","family":"\u0160t\u011bp\u00e1nkov\u00e1","sequence":"additional","affiliation":[{"name":"Department of Biological and Biochemical Sciences, Faculty of Chemical Technology, University of Pardubice, Studentsk\u00e1 573, 532 10 Pardubice, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jarmila","family":"Vin\u0161ov\u00e1","sequence":"additional","affiliation":[{"name":"Department of Organic and Bioorganic Chemistry, Faculty of Pharmacy in Hradec Kr\u00e1lov\u00e9, Charles University, Akademika Heyrovsk\u00e9ho 1203, 500 05 Hradec Kr\u00e1lov\u00e9, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2021,2,13]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"303","DOI":"10.1016\/j.jfluchem.2006.01.011","article-title":"Fluorine in medicinal chemistry: A review of anticancer agents","volume":"127","author":"Isanbor","year":"2006","journal-title":"J. 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