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dc.contributor.authorPeña Abades, David-
dc.contributor.authorLópez Piñeiro, Antonio-
dc.contributor.authorFernández Rodríguez, Damián-
dc.contributor.authorLight, Mark E.-
dc.contributor.authorPrieto, Juan Manuel-
dc.contributor.authorSantisteban, Lucía-
dc.contributor.authorValladares, Richardo Xhavier-
dc.contributor.authorCintas Moreno, Pedro-
dc.contributor.authorBabiano Caballero, Reyes-
dc.date.accessioned2024-11-07T15:27:27Z-
dc.date.available2024-11-07T15:27:27Z-
dc.date.issued2023-
dc.identifier.urihttp://hdl.handle.net/10662/23139-
dc.description.abstractThis paper reports the preparation and herbicidal evaluation of a small library of acylhydrazones based on the synthetic herbicide metribuzin. The hydrazone linkage easily obtained by reaction of metribuzin with aliphatic and aromatic aldehydes, masks efficiently the exocyclic amino group, thereby altering significantly H-bonding with the receptor and increasing the lipophilicity relative to the parent herbicide. The structures of all compounds, including key stereochemical issues on conformation and E/Z configuration around the C––N bond were thoroughly elucidated by spectroscopic methods, and unambiguously corroborated by X-ray diffraction analysis. The herbicidal assays using an aliphatic and an aromatic acylhydrazone were performed on tomato and rapeseed plants grown in greenhouse. Our results demonstrate, regardless of rate application, that such acylhydrazone formulations do not alter the selectivity of metribuzin. Moreover, the herbicide activity was even higher in the alkyl derivative than that achieved by commercial metribuzin, thus suggesting that this substance can be applied with no need of combination with chemical coadjuvants, unlike most formulations of commercially available herbicides. Therefore, the study shows the promising effect of chemical derivatization of a common herbicide as metribuzin, to improve the herbicide activity without compromising selectivity, and allowing the farmers its use in crop protection safely and effectively.es_ES
dc.description.sponsorshipThis work was supported by Grants (GR21038 and GR21039) from the Junta de Extremadura-Fondo Europeo de Desarrollo Regional (European Regional Development Fund), and by Grant RTI2018-095461-B-I00 funded by MCIN/AEI/10.13039/501100011033 and by “ERDF A way of making Europe”.es_ES
dc.format.extent14 p.es_ES
dc.format.mimetypeapplication/pdfen_US
dc.language.isoenges_ES
dc.publisherElsevieres_ES
dc.rightsAttribution-NonCommercial-NoDerivatives 4.0 International*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/*
dc.subjectAcilhidrazonaes_ES
dc.subjectMetribuzinaes_ES
dc.subjectActividad herbicidaes_ES
dc.subjectPlantas de tomatees_ES
dc.subjectColzases_ES
dc.subjectAcylhydrazonees_ES
dc.subjectMetribuzines_ES
dc.subjectHerbicidal activityes_ES
dc.subjectTomato plantses_ES
dc.subjectRapeseedses_ES
dc.titleA new series of acylhydrazones derived from metribuzin with modulated herbicidal activityes_ES
dc.typearticlees_ES
dc.description.versionpeerReviewedes_ES
europeana.typeTEXTen_US
dc.rights.accessRightsopenAccesses_ES
dc.subject.unesco3101.06 Herbicidases_ES
dc.subject.unesco3103.04 Protección de Los Cultivoses_ES
dc.subject.unesco3107.06 Hortalizases_ES
europeana.dataProviderUniversidad de Extremadura. Españaes_ES
dc.identifier.bibliographicCitationPeña, D., López-Piñeiro, A., Fernández, D., Light, M.E., Prieto, J.M., Santisteban, L., Valladares, R.X., Cintas, P. & Babiano, R. (2023). A new series of acylhydrazones derived from metribuzin with modulated herbicidal activity. Heliyon, 9(11), e21313. https://doi.org/10.1016/j.heliyon.2023.e21313es_ES
dc.type.versionpublishedVersiones_ES
dc.contributor.affiliationUniversity of Southampton. UKes_ES
dc.contributor.affiliationUniversidad de Extremadura. Departamento de Biología Vegetal, Ecología y Ciencias de la Tierraes_ES
dc.contributor.affiliationUniversidad de Extremadura. Departamento de Ingeniería del Medio Agronómico y Forestales_ES
dc.contributor.affiliationUniversidad de Extremadura. Departamento de Química Orgánica e Inorgánicaes_ES
dc.contributor.affiliationUniversidad de Extremadura. Instituto Universitario de Investigación del Agua, Cambio Climático y Sostenibilidad (IACYS)-
dc.relation.publisherversionhttps://www.sciencedirect.com/science/article/pii/S2405844023085213es_ES
dc.identifier.doi10.1016/j.heliyon.2023.e21313-
dc.identifier.publicationtitleHeliyones_ES
dc.identifier.publicationissue11es_ES
dc.identifier.publicationfirstpagee21313-1es_ES
dc.identifier.publicationlastpagee21313-14es_ES
dc.identifier.publicationvolume9es_ES
dc.identifier.e-issn2405-8440-
dc.identifier.orcid0000-0002-4972-3336es_ES
dc.identifier.orcid0000-0001-8862-6697es_ES
dc.identifier.orcid0000-0003-2467-5910es_ES
dc.identifier.orcid0000-0002-2608-3604es_ES
dc.identifier.orcid0000-0003-4853-0484es_ES
Colección:DBVET - Artículos
DIAYF - Artículos
DQOIN - Artículos
IACYS - Artículos

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