Synthesis and evaluation of esters obtained from phenols and phenoxyacetic acid with significant phytotoxic and cytogenotoxic activities

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dc.creatorPatrícia Fontes Pinheiro
dc.creatorGeisiele Silva Martins
dc.creatorPatrícia Martins Gonçalves
dc.creatorLoren Cristina Vasconcelos
dc.creatorAline dos Santos Bergamin
dc.creatorMayla Bessa Scotá
dc.creatorIsabella Silva de Resende Santo
dc.creatorUlisses Alves Pereira
dc.creatorMilene Miranda Praça Fontes
dc.date.accessioned2025-08-07T10:41:50Z
dc.date.accessioned2025-09-08T22:58:49Z
dc.date.available2025-08-07T10:41:50Z
dc.date.issued2024-10-04
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológico
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Gerais
dc.description.sponsorshipCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
dc.description.sponsorshipOutra Agência
dc.identifier.doihttps://doi.org/10.1007/s11356-024-35222-5
dc.identifier.issn1614-7499
dc.identifier.urihttps://hdl.handle.net/1843/84132
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.rightsAcesso Restrito
dc.subjectToxicologia ambiental
dc.subjectAlface
dc.subjectSorgo
dc.subjectPlantas - Efeito dos herbicidas
dc.subjectHerbicidas - Toxicologia
dc.subjectÉsteres
dc.subjectFenóis
dc.titleSynthesis and evaluation of esters obtained from phenols and phenoxyacetic acid with significant phytotoxic and cytogenotoxic activities
dc.typeArtigo de periódico
local.citation.epage60040
local.citation.spage60023
local.citation.volume31
local.description.resumoThere is a growing demand for herbicides that are more effective than conventional ones yet less harmful to ecosystems. In light of this, this study aimed to synthesize esters from phenols and phenoxyacetic acid, using compounds with known phytotoxic potential as starting materials. Phenoxyacetic acid was first synthesized and then utilized in the synthesis of seven esters through Steglich esterification, employing N,N'-dicyclohexylcarboimide and N,N-dimethylpyridin-4-amine in the presence of phenols (thymol, vanillin, eugenol, carvacrol, guaiacol, p-cresol, and β-naphthol), yielding esters 1–7. All synthesized compounds were characterized using mass spectrometry, 1H, and 13C NMR. These compounds were tested for phytotoxicity to evaluate their effects on the germination and root development of Sorghum bicolor and Lactuca sativa seeds, and for the induction of alterations in the mitotic cycle of meristematic cells of L. sativa roots. Esters 1, 3, 4, and 5 exhibited the most significant phytotoxic activity in both L. sativa and S. bicolor. Alterations in the mitotic index and frequency of chromosomal alterations in L. sativa roots revealed the cytotoxic, genotoxic effects, and the aneugenic mode of action of the tested molecules. These findings suggest that these compounds could serve as inspiration for the synthesis of new semi-synthetic herbicides.
local.publisher.countryBrasil
local.publisher.departmentICA - INSTITUTO DE CIÊNCIAS AGRÁRIAS
local.publisher.initialsUFMG
local.url.externahttps://link.springer.com/article/10.1007/s11356-024-35222-5

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