In silico-guided proposition of potential nematocidal and antibacterial N-(1,3,4-thiadiazol-2-yl)benzamides

dc.creatorLicona, Jessica S. F.
dc.creatorPereira, Ingrid V.
dc.creatorFaria, Adriana C. de
dc.creatorDaré, Joyce K.
dc.creatorCunha, Elaine F. F. da
dc.creatorFreitas, Matheus P.
dc.date2022-07-28T19:49:06Z
dc.date2022-07-28T19:49:06Z
dc.date2022-06
dc.date.accessioned2023-09-28T20:01:05Z
dc.date.available2023-09-28T20:01:05Z
dc.identifierLICONA, J. S. F. et al. In silico-guided proposition of potential nematocidal and antibacterial N-(1,3,4-thiadiazol-2-yl)benzamides. Journal of Natural Pesticide Research, [S.I.], v. 1, 100003, June 2022. DOI: https://doi.org/10.1016/j.napere.2022.100003.
dc.identifierhttp://repositorio.ufla.br/jspui/handle/1/50749
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/9042462
dc.descriptionA series of amide derivatives containing the 1,3,4-thiadiazole moiety has been recently synthesized and tested against Meloidogyne incognita (Kofold & White) Chitwood (nematode) and Xanthomonas oryzae pv. oryzae (Ishiyama) Swings, van den Mooter, Vauterin, Hoste, Gillis, Mew & Kersters (rice bacteria). We have now reported the quantitative structure-activity relationship (QSAR) modeling of these biological activities, as well as docking studies to understand the action mechanisms of these compounds. Novel agrochemical candidates were proposed based on an interplay of the substituents which most affect the biological data. The reliable and predictive models obtained from multivariate image analysis applied to QSAR (nematocidal: r2 = 0.750 and r2pred = 0.751; antibacterial: r2 = 0.650 and r2pred = 0.668) were employed to estimate the biological activities of the proposed compounds. At least two chemical candidates for each endpoint exhibited promising agrochemical performance, as the substituents R1 = CF3 or 2,4-diCl, R2 = CH2CH2Cl or CH2CH2Br, and X = SO2 demonstrated a synergistic effect on the nematocidal and antibacterial activities. The promising outcomes were supported by docking studies against the acetylcholinesterase (for M. incognita) and β-ketoacyl-acyl carrier protein synthase (for Xoo) enzymes.
dc.formatapplication/pdf
dc.languageen
dc.publisherElsevier
dc.rightsacesso aberto
dc.rightshttp://creativecommons.org/licenses/by/4.0/
dc.sourceJournal of Natural Pesticide Research
dc.subjectQuantitative structure-activity relationship (QSAR)
dc.subjectDocking
dc.subjectMolecular modeling
dc.subjectNematode
dc.subjectRice bacteria
dc.subjectRelações estrutura-atividade quantitativas
dc.subjectModelagem molecular
dc.subjectNematódeos
dc.subjectXanthomonas oryzae pv. oryzae
dc.titleIn silico-guided proposition of potential nematocidal and antibacterial N-(1,3,4-thiadiazol-2-yl)benzamides
dc.typeArtigo


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