Computer-assisted proposition of promising aryloxyacetic acid derivatives as HPPD inhibitors

Registro completo de metadados
MetadadosDescriçãoIdioma
Autor(es): dc.creatorMartins, Francisco Antonio-
Autor(es): dc.creatorDaré, Joyce K.-
Autor(es): dc.creatorFreitas, Matheus P.-
Data de aceite: dc.date.accessioned2026-02-09T11:25:50Z-
Data de disponibilização: dc.date.available2026-02-09T11:25:50Z-
Data de envio: dc.date.issued2022-11-08-
Data de envio: dc.date.issued2022-11-08-
Data de envio: dc.date.issued2022-07-18-
Fonte completa do material: dc.identifierhttps://repositorio.ufla.br/handle/1/55470-
Fonte completa do material: dc.identifierhttps://pubs.acs.org/doi/10.1021/acs.jafc.2c02954-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/capes/1140637-
Descrição: dc.descriptionA series of aryloxyacetic acid derivatives have demonstrated promising herbicidal performance by inhibition of the hydroxyphenylpyruvate deoxygenase (HPPD) enzyme. We hereby applied quantitative structure–activity relationship (QSAR) and docking strategies to model and chemically understand the bioactivities of these compounds and subsequently propose unprecedented analogues aiming at improving the herbicidal and environmental properties. Bulky halogens at the 2-, 3-, 4-, and 6-positions of an aromatic ring, CF3 in 4-position, and the 2-NO2 group in a phenyl ring appear to favor the HPPD inhibition. At the same time, Me and OMe substituents contribute to decreasing the pKi values. Accordingly, a few compounds were proposed and the candidate with 2,4,6-triBr substituents demonstrated an estimated pKi similar to those of the best library compounds. This finding was corroborated by the docking scores of the ligand–enzyme interactions. In addition, the high calculated lipophilicity of some proposed agrochemicals suggests that they should have low soil mobility and, therefore, are not prone to easily leach out and reach groundwater, despite causing other ecological issues.-
Idioma: dc.languageen-
Publicador: dc.publisherAmerican Chemical Society (ACS)-
Direitos: dc.rightsrestrictAccess-
???dc.source???: dc.sourceJournal of Agricultural and Food Chemistry-
Palavras-chave: dc.subjectQSAR-
Palavras-chave: dc.subjectDocking-
Palavras-chave: dc.subjectHerbicides-
Palavras-chave: dc.subjectHPPD enzyme-
Palavras-chave: dc.subjectAryloxyacetic acids-
Palavras-chave: dc.subjectHydroxyphenylpyruvate deoxygenase (HPPD)-
Palavras-chave: dc.subjectQuantitative structure-activity relationship (QSAR)-
Título: dc.titleComputer-assisted proposition of promising aryloxyacetic acid derivatives as HPPD inhibitors-
Tipo de arquivo: dc.typeArtigo-
Aparece nas coleções:Repositório Institucional da Universidade Federal de Lavras (RIUFLA)

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