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

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ID: 79518
2020
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Abstract
The 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 () and methyl 3-(4-chlorophenyl)-4,5-dihydroisoxazole-5-carboxylate () increased the mortality of and second-stage juveniles (J2). Compounds and presented necessary concentrations of 398 and 501 μg mL, respectively, to kill 50% of J2 (LC values), while the value for carbofuran (positive control) was 168 μg mL. In in vivo tests, compounds and reduced the number of 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 and 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.
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frguas2020toxicitiesjournal Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Fráguas, Rodrigo M;Costa, Viviane A;Terra, Willian C;Aguiar, Alcino P;Martins, Samuel J;Campos, Vicente P;Oliveira, Denilson F;
Journal Journal of agricultural and food chemistry
Year 2020
DOI
10.1021/acs.jafc.9b07839
URL
Keywords
meloidogyne spp. acetylcholine-binding protein nematicidal nicotinic acetylcholine receptor

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