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Some bacteria have evolved specialized metabolites that, when secreted, disrupt the formation and stability of biofilms generated by competing heterospecies, providing the producing organism with an ecological advantage. Soil-derived species are probable candidates for the identification of such compounds, given the intense level of competition that occurs within the terrestrial ecosystem. The MS14 strain of\n              <jats:italic toggle=\"yes\">Burkholderia contaminans<\/jats:italic>\n              isolated from soil in Mississippi has previously been shown to produce antimicrobial compounds like occidiofungin and ornibactin. In this report, we demonstrate that this strain also produces 4-hydroxy-3-methyl-2-alkenylquinoline (HMAQ-7), an alkaloid-based metabolite structurally similar to others produced by\n              <jats:italic toggle=\"yes\">Burkholderia<\/jats:italic>\n              . HMAQ-7 was isolated and purified in sufficient quantities to enable the elucidation of its covalent structure and the evaluation of its biological effects. The compound was found to possess a unique ability to inhibit biofilm biosynthesis in several species, including opportunistic pathogens like\n              <jats:italic toggle=\"yes\">Staphylococcus haemolyticus<\/jats:italic>\n              and within saliva-derived multispecies biofilms. HMAQ-7 also demonstrated an ability to modulate additional cellular behaviors in\n              <jats:italic toggle=\"yes\">Bacillus subtilis,<\/jats:italic>\n              including motility and sporulation, suggesting that this molecule is important to the interspecies dynamics present across many diverse microenvironments.\n            <\/jats:p>\n            <jats:sec>\n              <jats:title>IMPORTANCE<\/jats:title>\n              <jats:p>\n                The present study furthers our understanding of the structural complexity and the biological functions of the 2-alkyl-4(1H)-quinolone metabolites produced by\n                <jats:italic toggle=\"yes\">Burkholderia<\/jats:italic>\n                spp. Low micromolar concentrations of HMAQ-7\u2032 induced observable bacterial growth morphology differences. The antibiofilm properties of the HMAQ-7\u2032 characterized in this study will promote future investigations into possible biological and applied roles. The ability to alter biofilm formation using HMAQ-7\u2032 may facilitate\n                <jats:italic toggle=\"yes\">Burkholderia<\/jats:italic>\n                spp. colonization in a multitude of environments, that is, aquatic, soil, and possibly during infection. HMAQ may subvert competition by potential competitor species in natural environments of\n                <jats:italic toggle=\"yes\">Burkholderia<\/jats:italic>\n                spp. and possibly lung infections of cystic fibrosis patients.\n              <\/jats:p>\n            <\/jats:sec>\n          <\/jats:sec>","DOI":"10.1128\/msphere.01081-24","type":"journal-article","created":{"date-parts":[[2025,5,8]],"date-time":"2025-05-08T13:00:13Z","timestamp":1746709213000},"update-policy":"https:\/\/doi.org\/10.1128\/asmj-crossmark-policy-page","source":"Crossref","is-referenced-by-count":4,"title":["Antibiofilm properties of 4-hydroxy-3-methyl-2-alkenylquinoline, a novel\n            <i>Burkholderia<\/i>\n            -derived alkaloid"],"prefix":"10.1128","volume":"10","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-8494-2315","authenticated-orcid":false,"given":"McKinley D.","family":"Williams","sequence":"first","affiliation":[{"name":"Department of Biology, Texas A&M 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