{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,3]],"date-time":"2026-10-03T02:37:53Z","timestamp":1790995073284,"version":"4.1.0"},"reference-count":51,"publisher":"MDPI AG","issue":"22","license":[{"start":{"date-parts":[[2022,11,12]],"date-time":"2022-11-12T00:00:00Z","timestamp":1668211200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Fondation L\u00e9on Fr\u00e9d\u00e9ricq, FRS-FNRS","award":["FC23283"],"award-info":[{"award-number":["FC23283"]}]},{"name":"Fondation L\u00e9on Fr\u00e9d\u00e9ricq, FRS-FNRS","award":["313021BUZ3"],"award-info":[{"award-number":["313021BUZ3"]}]},{"name":"the Operation Program of Integrated Infrastructure for the project, UpScale of Comenius University Capacities and Competence in Research, Development and Innovation","award":["FC23283"],"award-info":[{"award-number":["FC23283"]}]},{"name":"the Operation Program of Integrated Infrastructure for the project, UpScale of Comenius University Capacities and Competence in Research, Development and Innovation","award":["313021BUZ3"],"award-info":[{"award-number":["313021BUZ3"]}]},{"name":"European Regional Development Fund","award":["FC23283"],"award-info":[{"award-number":["FC23283"]}]},{"name":"European Regional Development Fund","award":["313021BUZ3"],"award-info":[{"award-number":["313021BUZ3"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Due to the urgent need of innovation in the antimalarial therapeutic arsenal, a series of thirty-seven ring-substituted N-arylcinnamanilides prepared by microwave-assisted synthesis were subjected to primary screening against the chloroquine-sensitive strain of P. falciparum 3D7\/MRA-102. The lipophilicity of all compounds was experimentally determined as the logarithm of the capacity factor k, and these data were subsequently used in the discussion of structure-activity relationships. Among the screened compounds, fourteen derivatives exhibited IC50 from 0.58 to 31 \u00b5M, whereas (2E)-N-(4-bromo-2-chlorophenyl)-3-phenylprop-2-enamide (24) was the most effective agent (IC50 = 0.58 \u00b5M). In addition, (2E)-N-[2,6-dibromo-4-(trifluoromethyl)- phenyl]-3-phenylprop-2-enamide (36), (2E)-N-[4-nitro-3-(trifluoromethyl)phenyl]-3-phenylprop- 2-enamide (18), (2E)-N-(2-bromo-5-fluorophenyl)-3-phenylprop-2-enamide (23), and (2E)-3-phenyl-N-(3,4,5-trichlorophenyl)prop-2-enamide (33) demonstrated efficacy in the IC50 range from 2.0 to 4.3 \u00b5M, comparable to the clinically used standard chloroquine. The results of a cell viability screening performed using THP1-Blue\u2122 NF-\u03baB cells showed that none of these highly active compounds displayed any significant cytotoxic effect up to 20 \u03bcM, which makes them promising Plasmodium selective substances for further investigations.<\/jats:p>","DOI":"10.3390\/molecules27227799","type":"journal-article","created":{"date-parts":[[2022,11,14]],"date-time":"2022-11-14T04:24:10Z","timestamp":1668399850000},"page":"7799","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Insights into Antimalarial Activity of N-Phenyl-Substituted Cinnamanilides"],"prefix":"10.3390","volume":"27","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-3589-4361","authenticated-orcid":false,"given":"Jiri","family":"Kos","sequence":"first","affiliation":[{"name":"Department of Biochemistry, Faculty of Medicine, Masaryk University, Kamenice 5, 62500 Brno, Czech Republic"},{"name":"Department of Analytical Chemistry, Faculty of Natural Sciences, Comenius University, Ilkovicova 6, 84215 Bratislava, Slovakia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6318-4626","authenticated-orcid":false,"given":"Gilles","family":"Degotte","sequence":"additional","affiliation":[{"name":"I2BM, Department of Molecular Chemistry, University Grenoble-Alpes, Rue de la Chimie 570, 38610 Gieres, France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dominika","family":"Pindjakova","sequence":"additional","affiliation":[{"name":"Department of Analytical Chemistry, Faculty of Natural Sciences, Comenius University, Ilkovicova 6, 84215 Bratislava, Slovakia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9291-5424","authenticated-orcid":false,"given":"Tomas","family":"Strharsky","sequence":"additional","affiliation":[{"name":"Department of Chemical Drugs, Faculty of Pharmacy, Masaryk University, Palackeho 1946\/1, 61200 Brno, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6685-877X","authenticated-orcid":false,"given":"Timotej","family":"Jankech","sequence":"additional","affiliation":[{"name":"Department of Analytical Chemistry, Faculty of Natural Sciences, Comenius University, Ilkovicova 6, 84215 Bratislava, Slovakia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3712-8641","authenticated-orcid":false,"given":"Tomas","family":"Gonec","sequence":"additional","affiliation":[{"name":"Department of Chemical Drugs, Faculty of Pharmacy, Masaryk University, Palackeho 1946\/1, 61200 Brno, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pierre","family":"Francotte","sequence":"additional","affiliation":[{"name":"Laboratory of Medicinal Chemistry, CIRM, Department of Pharmacy, University of Liege, Avenue Hippocrate 15, 4000 Liege, Belgium"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0770-9990","authenticated-orcid":false,"given":"Michel","family":"Frederich","sequence":"additional","affiliation":[{"name":"Laboratory of Pharmacognosy, CIRM, Department of Pharmacy, University of Liege, Avenue Hippocrate 15, 4000 Liege, Belgium"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2003-9052","authenticated-orcid":false,"given":"Josef","family":"Jampilek","sequence":"additional","affiliation":[{"name":"Department of Analytical Chemistry, Faculty of Natural Sciences, Comenius University, Ilkovicova 6, 84215 Bratislava, Slovakia"},{"name":"Department of Chemical Biology, Faculty of Science, Palacky University Olomouc, Slechtitelu 27, 78371 Olomouc, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,11,12]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"723","DOI":"10.1016\/S0140-6736(13)60024-0","article-title":"Malaria","volume":"383","author":"White","year":"2014","journal-title":"Lancet"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"1824","DOI":"10.2174\/1385272821666161214121512","article-title":"Design of antimalarial agents based on natural products","volume":"21","author":"Jampilek","year":"2017","journal-title":"Curr. 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