{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T02:19:28Z","timestamp":1760235568960,"version":"build-2065373602"},"reference-count":13,"publisher":"MDPI AG","issue":"17","license":[{"start":{"date-parts":[[2021,8,30]],"date-time":"2021-08-30T00:00:00Z","timestamp":1630281600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>On the basis of the finding that various aminoalkyl-substituted chromene and chromane derivatives possess strong and highly selective in vitro bioactivity against Plasmodium falciparum, the pathogen responsible for tropical malaria, we performed a structure\u2013activity relationship study for such compounds. With structures and activity data of 52 congeneric compounds from our recent studies, we performed a three-dimensional quantitative structure\u2013activity relationship (3D-QSAR) study using the comparative molecular field analysis (CoMFA) approach as implemented in the Open3DQSAR software. The resulting model displayed excellent internal and good external predictive power as well as good robustness. Besides insights into the molecular interactions and structural features influencing the antiplasmodial activity, this model now provides the possibility to predict the activity of further untested compounds to guide our further synthetic efforts to develop even more potent antiplasmodial chromenes\/chromanes.<\/jats:p>","DOI":"10.3390\/molecules26175249","type":"journal-article","created":{"date-parts":[[2021,8,31]],"date-time":"2021-08-31T04:07:28Z","timestamp":1630382848000},"page":"5249","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Quantitative Structure\u2013Activity Relationships of Natural-Product-Inspired, Aminoalkyl-Substituted 1-Benzopyrans as Novel Antiplasmodial Agents"],"prefix":"10.3390","volume":"26","author":[{"given":"Friederike M.","family":"Wunsch","sequence":"first","affiliation":[{"name":"Institute of Pharmaceutical Biology and Phytochemistry (IPBP), University of M\u00fcnster, PharmaCampus, Corrensstrasse 48, 48149 M\u00fcnster, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9030-8417","authenticated-orcid":false,"given":"Bernhard","family":"W\u00fcnsch","sequence":"additional","affiliation":[{"name":"Institute of Pharmaceutical and Medicinal Chemistry (IPMC), University of M\u00fcnster, PharmaCampus, Corrensstrasse 48, 48149 M\u00fcnster, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4099-6178","authenticated-orcid":false,"given":"Freddy A.","family":"Bernal","sequence":"additional","affiliation":[{"name":"Institute of Pharmaceutical Biology and Phytochemistry (IPBP), University of M\u00fcnster, PharmaCampus, Corrensstrasse 48, 48149 M\u00fcnster, Germany"},{"name":"Transfer Group Anti-Infectives, Leibniz Institute for Natural Product Research and Infection Biology\u2014Hans Kn\u00f6ll Institute (HKI), Beutenbergstra\u00dfe 11a, 07745 Jena, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2634-9705","authenticated-orcid":false,"given":"Thomas J.","family":"Schmidt","sequence":"additional","affiliation":[{"name":"Institute of Pharmaceutical Biology and Phytochemistry (IPBP), University of M\u00fcnster, PharmaCampus, Corrensstrasse 48, 48149 M\u00fcnster, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2021,8,30]]},"reference":[{"key":"ref_1","unstructured":"(2021, August 28). World Health Organization, 2019. World Malaria Report 2020: 20 Years of Global Progress and Challenges. Available online: https:\/\/www.who.int\/teams\/global-malaria-programme\/reports\/world-malaria-report-2020\/."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"7442","DOI":"10.1021\/jm401007p","article-title":"Natural product derived antiprotozoal agents: Synthesis, biological evaluation and structure-activity relationships of novel chromene and chromane derivatives","volume":"56","author":"Harel","year":"2013","journal-title":"J. Med. Chem."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"7342","DOI":"10.1039\/c3ob41583j","article-title":"Enantioselective synthesis of encecaline-derived potent antimalarial agents","volume":"11","author":"Harel","year":"2013","journal-title":"Org. Biomol. 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Ethnopharmacol."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"201","DOI":"10.1007\/s00894-010-0684-x","article-title":"Open3DQSAR: A new open-source software aimed at high-throughput chemometric analysis of molecular interaction fields","volume":"17","author":"Tosco","year":"2011","journal-title":"J. Mol. Modeling"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"563","DOI":"10.1007\/s10822-004-4077-z","article-title":"Statistical variation in progressive scrambling","volume":"18","author":"Clark","year":"2004","journal-title":"J. Comp. Aided Mol. Des."},{"key":"ref_9","unstructured":"(2007). 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Methods in Molecular Biology"}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/26\/17\/5249\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T06:55:11Z","timestamp":1760165711000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/26\/17\/5249"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,8,30]]},"references-count":13,"journal-issue":{"issue":"17","published-online":{"date-parts":[[2021,9]]}},"alternative-id":["molecules26175249"],"URL":"https:\/\/doi.org\/10.3390\/molecules26175249","relation":{},"ISSN":["1420-3049"],"issn-type":[{"type":"electronic","value":"1420-3049"}],"subject":[],"published":{"date-parts":[[2021,8,30]]}}}