Toxicities of 4,5-Dihydroisoxazoles Against Root-Knot Nematodes and in Silico Studies of Their Modes of Action

Registro completo de metadados
MetadadosDescriçãoIdioma
Autor(es): dc.creatorFráguas, Rodrigo M.-
Autor(es): dc.creatorCosta, Viviane A.-
Autor(es): dc.creatorTerra, Willian C.-
Autor(es): dc.creatorAguiar, Alcino P.-
Autor(es): dc.creatorMartins, Samuel J.-
Autor(es): dc.creatorCampos, Vicente P.-
Autor(es): dc.creatorOliveira, Denilson F.-
Data de aceite: dc.date.accessioned2026-02-09T12:04:23Z-
Data de disponibilização: dc.date.available2026-02-09T12:04:23Z-
Data de envio: dc.date.issued2020-08-17-
Data de envio: dc.date.issued2020-08-17-
Data de envio: dc.date.issued2019-12-
Fonte completa do material: dc.identifierhttps://repositorio.ufla.br/handle/1/42447-
Fonte completa do material: dc.identifierhttps://pubs.acs.org/doi/abs/10.1021/acs.jafc.9b07839-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/capes/1153724-
Descrição: dc.descriptionThe present work sought to contribute to the development of new nematicides. Benzaldehydes were initially converted to nitrile oxides that underwent 1,3-dipolar cycloaddition reactions with methyl acrylate to generate 4,5-dihydroisoxazoles. In in vitro tests, methyl 3-phenyl-4,5-dihydroisoxazole-5-carboxylate (1) and methyl 3-(4-chlorophenyl)-4,5-dihydroisoxazole-5-carboxylate (4) increased the mortality of Meloidogyne exigua and Meloidogyne incognita second-stage juveniles (J2). Compounds 1 and 4 presented necessary concentrations of 398 and 501 μg mL–1, respectively, to kill 50% of M. incognita J2 (LC50 values), while the value for carbofuran (positive control) was 168 μg mL–1. In in vivo tests, compounds 1 and 4 reduced the number of M. incognita galls in tomato roots by 70 and 40%, respectively, and the number of eggs by 89 and 44%. Using an in silico approach, we showed that compounds 1 and 4 were toxic to the nematodes by binding to the allosteric binding sites of the agonist-binding domains of the nematode nicotinic acetylcholine receptors. These results opened up possibilities for further investigations aimed at developing novel commercial nematicides.-
Idioma: dc.languageen-
Publicador: dc.publisherAmerican Chemical Society-
Direitos: dc.rightsrestrictAccess-
???dc.source???: dc.sourceJournal of Agricultural and Food Chemistry-
Palavras-chave: dc.subjectMeloidogyne spp.-
Palavras-chave: dc.subjectNematicidal-
Palavras-chave: dc.subjectNicotinic acetylcholine receptor-
Palavras-chave: dc.subjectAcetylcholine-binding protein-
Palavras-chave: dc.subjectNematoide das galhas-
Palavras-chave: dc.subjectNematicida-
Palavras-chave: dc.subjectReceptor nicotínico de acetilcolina-
Palavras-chave: dc.subjectReceptores colinérgicos-
Título: dc.titleToxicities of 4,5-Dihydroisoxazoles Against Root-Knot Nematodes and in Silico Studies of Their Modes of Action-
Tipo de arquivo: dc.typeArtigo-
Aparece nas coleções:Repositório Institucional da Universidade Federal de Lavras (RIUFLA)

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