RT journal article
T1 On the formulation of disulfide herbicides based on aminophenoxazinones: polymeric nanoparticle formulation and cyclodextrin complexation to combat crop yield losses
A1 Rodríguez Mejías, Francisco Javier
A1 Carrasco, Ángela
A1 García Durán, Alexandra
A1 González Molinillo, José María
A1 Macías Domínguez, Francisco Antonio
A1 Chinchilla Salcedo, Nuria
A2 Química Orgánica
K1 encapsulation
K1 formulation
K1 aminophenoxazinones
K1 nanoparticles
K1 Plantago
AB BackgroundThe resistance of weeds to herbicides is a significant issue in ensuring future food supply. Specific examples are Plantago lanceolata, Portulaca oleracea and Lolium rigidum, which mainly infect rice, wheat, barley and pastures, and cause high yield losses every year. In this regard, natural products and their mimics have provided new hope as a result of their different modes-of-action, activity at low concentrations and reduced pollution effects relative to conventional herbicides. However, the poor water solubility and physicochemical properties of these compounds limit their broad application. These problems can be addressed by formulation techniques, and encapsulation appears to be of great interest. ResultsDisulfide herbicides inspired by aminophenoxazinones have been formulated with 2-hydroxypropyl-beta-cyclodextrin (HP-beta-CD), gamma-CD and polymeric nanoparticles (NPs). In silico studies were employed to identify which complexes would be generated and complex formation was confirmed by nuclear magnetic resonance spectroscopy. Solubility diagrams were generated to assess any improvement in water solubility, which was enhanced 2-13-fold. Scanning electron microscopy and energy-dispersive X-ray spectra confirmed the success of the formulation process for the nanoparticles. Formulated compounds were evaluated in an in vitro wheat coleoptile bioassay, with almost 100% elongation inhibition achieved using only water for the bioassay. Specific in vitro testing on weed phytotoxicity showed that the application of core/shell NPs is highly effective in the fight against P. lanceolata seed germination. ConclusionsThe formulation of disulfide herbicides with CD complexes and NPs led to an enhancement in water solubility and bioactivity. These systems can be applied in pre-emergent mode against P. lanceolata, using only water to prepare the sample, and they showed better activity than the positive controls. (c) 2022 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry
PB WILEY
SN 1526-4998
YR 2022
FD 2022-12
LK http://hdl.handle.net/10498/27923
UL http://hdl.handle.net/10498/27923
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 08-nov-2026