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Bioprospection of Phytotoxic Plant-Derived Eudesmanolides and Guaianolides for the Control of Amaranthus viridis, Echinochloa crus-galli, and Lolium perenne Weeds.
Zorrilla, Jesús G; Cárdenas, David M; Rial, Carlos; Molinillo, José M G; Varela, Rosa M; Masi, Marco; Macías, Francisco A.
Afiliación
  • Zorrilla JG; Department of Chemical Sciences, University of Naples Federico II, Complesso Universitario Monte S. Angelo, Via Cinthia 4, 80126 Naples, Italy.
  • Cárdenas DM; Allelopathy Group, Department of Organic Chemistry, Facultad de Ciencias, Institute of Biomolecules (INBIO), University of Cadiz, C/Avenida República Saharaui, 7, 11510 Puerto Real, Spain.
  • Rial C; Allelopathy Group, Department of Organic Chemistry, Facultad de Ciencias, Institute of Biomolecules (INBIO), University of Cadiz, C/Avenida República Saharaui, 7, 11510 Puerto Real, Spain.
  • Molinillo JMG; Allelopathy Group, Department of Organic Chemistry, Facultad de Ciencias, Institute of Biomolecules (INBIO), University of Cadiz, C/Avenida República Saharaui, 7, 11510 Puerto Real, Spain.
  • Varela RM; Allelopathy Group, Department of Organic Chemistry, Facultad de Ciencias, Institute of Biomolecules (INBIO), University of Cadiz, C/Avenida República Saharaui, 7, 11510 Puerto Real, Spain.
  • Masi M; Allelopathy Group, Department of Organic Chemistry, Facultad de Ciencias, Institute of Biomolecules (INBIO), University of Cadiz, C/Avenida República Saharaui, 7, 11510 Puerto Real, Spain.
  • Macías FA; Department of Chemical Sciences, University of Naples Federico II, Complesso Universitario Monte S. Angelo, Via Cinthia 4, 80126 Naples, Italy.
J Agric Food Chem ; 72(3): 1797-1810, 2024 Jan 24.
Article en En | MEDLINE | ID: mdl-38206382
ABSTRACT
The phytotoxicities of a selection of eudesmanolides and guaianolides, including natural products and new derivatives obtained by semisynthesis from plant-isolated sesquiterpene lactones, were evaluated in bioassays against three weeds of concern in agriculture (Amaranthus viridis L., Echinochloa crus-galli L., and Lolium perenne L.). Both eudesmanolides and guaianolides were active against the root and shoot growth of all the species, with the eudesmanolides generally showing improved activities. The IC50 values obtained for the herbicide employed as positive control (on root and shoot growth, respectively, A. viridis 27.8 and 85.7 µM; E. crus-galli 167.5 and 288.2 µM; L. perenne 99.1 and 571.4 µM) were improved in most of the cases. Structure-activity relationships were discussed, finding that hydroxylation of the A-ring and C-13 as well as the position, number, and orientation of the hydroxyl groups and the presence of an unsaturated carbonyl group can significantly influence the level of phytotoxicity. γ-Cyclocostunolide was the most active compound in the series, followed by others such as dehydrozaluzanin C and α-cyclocostunolide (outstanding their IC50 values on A. viridis)─natural products that can therefore be suggested as models for herbicide development if further research indicates effectiveness on a larger scale and environmental safety in ecotoxicological assessments.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Sesquiterpenos / Lolium / Amaranthus / Echinochloa / Herbicidas Tipo de estudio: Prognostic_studies Idioma: En Revista: J Agric Food Chem Año: 2024 Tipo del documento: Article País de afiliación: Italia Pais de publicación: Estados Unidos
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Sesquiterpenos / Lolium / Amaranthus / Echinochloa / Herbicidas Tipo de estudio: Prognostic_studies Idioma: En Revista: J Agric Food Chem Año: 2024 Tipo del documento: Article País de afiliación: Italia Pais de publicación: Estados Unidos