{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,20]],"date-time":"2026-09-20T12:59:08Z","timestamp":1789909148495,"version":"4.0.1"},"reference-count":88,"publisher":"MDPI AG","issue":"17","license":[{"start":{"date-parts":[[2025,8,31]],"date-time":"2025-08-31T00:00:00Z","timestamp":1756598400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Coordination for the Improvement of Higher Education Personnel (CAPES)","award":["Finance Code 001"],"award-info":[{"award-number":["Finance Code 001"]}]},{"name":"Coordination for the Improvement of Higher Education Personnel (CAPES)","award":["312977\/2023-9"],"award-info":[{"award-number":["312977\/2023-9"]}]},{"DOI":"10.13039\/501100003593","name":"National Council for Scientific and Technological Development (CNPq)","doi-asserted-by":"publisher","award":["Finance Code 001"],"award-info":[{"award-number":["Finance Code 001"]}],"id":[{"id":"10.13039\/501100003593","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003593","name":"National Council for Scientific and Technological Development (CNPq)","doi-asserted-by":"publisher","award":["312977\/2023-9"],"award-info":[{"award-number":["312977\/2023-9"]}],"id":[{"id":"10.13039\/501100003593","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The continuous increase in microbial resistance to therapeutic agents has become one of the greatest challenges to global health. In this context, the present study investigated the bioactivity of 25 chroman-4-one and homoisoflavonoid derivatives\u201417 of which are novel\u2014against pathogenic microorganisms, including Staphylococcus epidermidis, Pseudomonas aeruginosa, Salmonella enteritidis, Candida albicans, C. tropicalis, Nakaseomyces glabratus (formerly C. glabrata), Aspergillus flavus, and Penicillium citrinum. Antimicrobial assay was performed using the microdilution technique in 96-well microplates to determine the minimum inhibitory concentration (MIC). Thirteen compounds exhibited antimicrobial activity, with compounds 1, 2, and 21 demonstrating greater potency than the positive control, especially against Candida species. Molecular modeling suggested distinct mechanisms of action in Candida albicans: 1 potentially inhibits cysteine synthase, while 2 and 21 possibly target HOG1 kinase and FBA1, key proteins in fungal virulence and survival. Our findings indicated that the addition of alkyl or aryl carbon chains at the hydroxyl group at position 7 reduces antimicrobial activity, whereas the presence of methoxy substituents at the meta position of ring B in homoisoflavonoids enhances bioactivity. These findings highlight key structural features of these compound classes, which may aid in the development of new bioactive agents against pathogenic microorganisms.<\/jats:p>","DOI":"10.3390\/molecules30173575","type":"journal-article","created":{"date-parts":[[2025,9,2]],"date-time":"2025-09-02T08:23:38Z","timestamp":1756801418000},"page":"3575","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Synthesis and Antimicrobial Evaluation of Chroman-4-One and Homoisoflavonoid Derivatives"],"prefix":"10.3390","volume":"30","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-0628-5783","authenticated-orcid":false,"given":"Carlos d. S. M. Bezerra","family":"Filho","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Sciences, Federal University of Para\u00edba, Jo\u00e3o Pessoa 58051-900, PB, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jos\u00e9 L. F. M.","family":"Galv\u00e3o","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences, Federal University of Para\u00edba, Jo\u00e3o Pessoa 58051-900, PB, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Edeltrudes O.","family":"Lima","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences, Federal University of Para\u00edba, Jo\u00e3o Pessoa 58051-900, PB, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3710-0035","authenticated-orcid":false,"given":"Yunierkis","family":"Perez-Castillo","sequence":"additional","affiliation":[{"name":"Bio-Cheminformatics Research Group and Facultad de Ingenier\u00eda y Ciencias Aplicadas, Universidad de Las Am\u00e9ricas, Quito 170125, Ecuador"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yendrek","family":"Vel\u00e1squez-L\u00f3pez","sequence":"additional","affiliation":[{"name":"Bio-Cheminformatics Research Group and Facultad de Ingenier\u00eda y Ciencias Aplicadas, Universidad de Las Am\u00e9ricas, Quito 170125, Ecuador"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7180-4896","authenticated-orcid":false,"given":"Dami\u00e3o P.","family":"de Sousa","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences, Federal University of Para\u00edba, Jo\u00e3o Pessoa 58051-900, PB, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2025,8,31]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"e51034","DOI":"10.15252\/embr.202051034","article-title":"Antibiotic Resistance and Persistence\u2014Implications for Human Health and Treatment Perspectives","volume":"21","author":"Huemer","year":"2020","journal-title":"EMBO Rep"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"299","DOI":"10.1056\/NEJMp1215093","article-title":"The Future of Antibiotics and Resistance","volume":"368","author":"Spellberg","year":"2013","journal-title":"New Engl. 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