Syntheses of six tetronamides and evaluation as biofilm inhibitorsagainst the citrus canker bacterial-pathogen Xanthomonas citri ssp. citri

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dc.creatorTawana Silva Cardoso
dc.creatorJinyun Li
dc.creatorUlisses Alves Pereira
dc.creatorCharles Martins Aguilar
dc.creatorPatricia Fontes Pinheiro
dc.creatorMaria Cecília Fernandes Dias
dc.creatorNian Wang
dc.date.accessioned2024-10-14T21:05:17Z
dc.date.accessioned2025-09-09T00:34:20Z
dc.date.available2024-10-14T21:05:17Z
dc.date.issued2023-11-10
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Gerais
dc.identifier.doihttps://doi.org/10.1021/acsagscitech.3c00293
dc.identifier.issn26921952
dc.identifier.urihttps://hdl.handle.net/1843/77434
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofACS Agricultural Science & Technology
dc.rightsAcesso Restrito
dc.subjectFrutas cítricas - Doenças e pragas
dc.subjectCancro cítrico
dc.subjectBiofilme
dc.subjectXanthomonas
dc.subject.otherAntibiofilm activity
dc.subject.other¿-arylamino-¿-lactones
dc.subject.otherCitrus canker
dc.subject.otherXanthomonas citri ssp. citri
dc.titleSyntheses of six tetronamides and evaluation as biofilm inhibitorsagainst the citrus canker bacterial-pathogen Xanthomonas citri ssp. citri
dc.typeArtigo de periódico
local.citation.epage1138
local.citation.issue12
local.citation.spage1131
local.citation.volume3
local.description.resumoSmall molecules from the family of γ-lactones have a wide variety of biological activities, including antibiotics and biofilm inhibitors against bacterial pathogens. In the present study, a group of six β-arylamino-γ-lactones known as tetronamides were synthesized from reduced mucobromic acid and different anilines (38–77%). The compounds were characterized by IR, 1H NMR, 13C NMR, and mass spectrometry (MS). The six tetronamides were evaluated for antimicrobial and antibiofilm activity against the plant bacterial pathogen Xanthomonas citri ssp. citri (Xcc), which causes citrus canker, one of the most devastating citrus diseases worldwide. Four compounds (3b, 3d, 3e, and 3f) showed a minimum inhibitory concentration (MIC) against Xcc of 500 μg/mL, while the other two (3a and 3c) had a MIC against Xcc of 1000 μg/mL. The bacterial biofilm inhibition activity was evaluated by testing the concentrations between 0 and 125 μg/mL. The results showed that all the six compounds inhibited the biofilm formation at concentrations lower than MIC. The best performances in biofilm inhibition were recorded for the compounds with the presence of a halogen on the aromatic ring (3b, 3e, and 3f), displaying a median biofilm inhibition concentration (IC50) of 15.4 μg/mL. This study suggested that tetronamides have potential as Xcc biofilm inhibitor to control citrus canker alone or together with other antimicrobials.
local.publisher.countryBrasil
local.publisher.departmentICA - INSTITUTO DE CIÊNCIAS AGRÁRIAS
local.publisher.initialsUFMG
local.url.externahttps://pubs.acs.org/doi/10.1021/acsagscitech.3c00293

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