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Our study focused on the antibacterial, antibiofilm activities, and pharmacokinetic properties of the chemically synthesized flavonoids. A simple and effective protocol for synthesizing flavanones, flavones, <jats:italic>O\u2010<\/jats:italic>propynyloxy aurones, and hydroxy aurones from <jats:italic>O<\/jats:italic>\u2010propynyloxy chalcones was established. All the flavonoids except a few showed good zones of inhibition against both the above\u2010mentioned bacterial pathogens. Flavonoids showed more than 50% inhibition in all the tested antibiofilm activities. Confocal images gave clear visual evidence for the decrease in cell density of the biofilms after flavonoids treatment. Among the synthesized compounds, compound <jats:bold>9h<\/jats:bold> exhibited the highest antibacterial activity against <jats:styled-content style=\"fixed-case\"><jats:italic>S. aureus<\/jats:italic><\/jats:styled-content>, while compound <jats:bold>8g<\/jats:bold> was most effective against <jats:styled-content style=\"fixed-case\"><jats:italic>S. enterica<\/jats:italic><\/jats:styled-content>. In terms of antibiofilm activity, compound <jats:bold>8g<\/jats:bold> showed the strongest inhibition against <jats:styled-content style=\"fixed-case\"><jats:italic>S. aureus<\/jats:italic><\/jats:styled-content>, whereas compound <jats:bold>10a<\/jats:bold> demonstrated the highest activity against <jats:styled-content style=\"fixed-case\"><jats:italic>S. enterica<\/jats:italic><\/jats:styled-content>. Pharmacokinetic studies suggest that these flavonoids, with appropriate structural modifications, could serve as promising candidates for the development of orally administrable agents targeting bacterial pathogens.<\/jats:p>","DOI":"10.1111\/apm.70069","type":"journal-article","created":{"date-parts":[[2025,9,19]],"date-time":"2025-09-19T05:35:46Z","timestamp":1758260146000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Divergent Synthesis, Antibacterial and Antibiofilm Evaluation, and In Silico ADMET Analysis of Hydroxy Flavanones, Flavones, Aurones, and <i>O<\/i>\u2010Propynyloxy Aurones"],"prefix":"10.1111","volume":"133","author":[{"given":"Samyuktha Arimalai","family":"Dinakararaja","sequence":"first","affiliation":[{"name":"Department of Chemistry, School of Advanced Sciences Vellore Institute of Technology  Vellore India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Loganathan","family":"Rangasamy","sequence":"additional","affiliation":[{"name":"Centre for Biomaterials, Cellular and Molecular Theranostics (CBCMT) Vellore Institute of Technology  Vellore India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nalini","family":"Easwaran","sequence":"additional","affiliation":[{"name":"Department of Integrative Biology, School of Bioscience and Technology Vellore Institute of Technology  Vellore India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ethiraj Kannatt","family":"Radhakrishnan","sequence":"additional","affiliation":[{"name":"Department of Chemistry, School of Advanced Sciences Vellore Institute of Technology  Vellore India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,9,18]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1186\/s13756-019-0533-3"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.1186\/s12992-016-0147-y"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.284.5418.1318"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.mib.2013.06.013"},{"key":"e_1_2_8_3_3","doi-asserted-by":"publisher","DOI":"10.1016\/S0140-6736(21)02724-0"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.3389\/fcimb.2023.1137947"},{"key":"e_1_2_8_5_1","unstructured":"(a)A.PrinziandR.Rohde (2023) https:\/\/asm.org\/articles\/2023\/march\/the\u2010role\u2010of\u2010bacterial\u2010biofilms\u2010in\u2010antimicrobial\u2010re."},{"key":"e_1_2_8_5_2","unstructured":"(b)J.O'Neil \u201cRev. 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