Effects of synthetic tetronamides and methylated denigrins on bacterial quorum sensing and biofilm formation

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dc.creatorSweta Roy
dc.creatorJaime Acosta
dc.creatorMilandip Karak
dc.creatorIsabela Ramirez-velez
dc.creatorKohei Torikai
dc.creatorDacheng Ren
dc.creatorLuiz Cláudio de Almeida Barbosa
dc.date.accessioned2025-03-07T18:35:39Z
dc.date.accessioned2025-09-09T00:38:19Z
dc.date.available2025-03-07T18:35:39Z
dc.date.issued2023-10-02
dc.format.mimetypepdf
dc.identifier.doihttps://doi.org/10.1021/acsomega.3c01729
dc.identifier.issn2470-1343
dc.identifier.urihttps://hdl.handle.net/1843/80563
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofACS Omega
dc.rightsAcesso Aberto
dc.subjectPatologia
dc.subjectBactéria
dc.subjectBactérias patogênicas
dc.subjectBiologia
dc.subject.otherBiofilm inhibition
dc.subject.otherTetronamides
dc.subject.otherDenigrins
dc.subject.otherButenolide
dc.titleEffects of synthetic tetronamides and methylated denigrins on bacterial quorum sensing and biofilm formation
dc.typeArtigo de periódico
local.citation.epage37807
local.citation.issue41
local.citation.spage37798
local.citation.volume8
local.description.resumoDetrimental biofilms of bacterial pathogens cause chronic infections with a high-level tolerance to antibiotics. To identify new control agents, we synthesized and tested a total of 14 tetronamides (including 5 new compounds) and 6 denigrin intermediates on the model species Escherichia coli. At a concentration of 50 μg/mL, two tetronamides and two methylated denigrins exhibited significant inhibitory effects against biofilm formation of E. coli RP437, e.g., by 60 and 94%, respectively. Structural analysis of the tested compounds revealed that p-methoxybenzylidene and p-methoxyphenethyl moieties of denigrins are important for biofilm inhibition, while the former group is also essential to the activity against quorum sensing (QS) via AI-2. Specifically, tetramethyldenigrin B has strong inhibitory effects against both E. coli biofilm formation and AI-2-mediated QS and thus provides a promising lead structure for designing better control agents. Consistently, tetramethyldenigrin B also showed inhibitory activity against biofilm formation of uropathogenic E. coli. Together, these findings provide new insights for the rational design of novel biofilm and QS inhibitors.
local.publisher.countryBrasil
local.publisher.departmentICX - DEPARTAMENTO DE QUÍMICA
local.publisher.initialsUFMG
local.url.externahttps://pubs.acs.org/doi/10.1021/acsomega.3c01729

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