Please use this identifier to cite or link to this item: http://hdl.handle.net/1843/76997
Type: Artigo de Periódico
Title: Hydrophobic nanoprecipitates formed by benzoylphenylureas and β-cyclodextrin inclusion compounds: synthesis, characterization and toxicity against aedes aegypti larvae
Authors: Vanessa Cristina Estevam Bittencourt
Ana Maria dos Santos Moreira
Jeferson Gomes da Silva
Antônio Frederico de Freitas Gomides
Cibele Velloso-Rodrigues
Regina Gendzzelevski Kelmann
Leonardo Meneghin Mendonça
Ivana Silva Lula
Ângelo Márcio Leite Denadai
Abstract: The aim of this work was to synthesize and characterize the inclusion compounds formed by the complexation of β-cyclodextrin (βCD) with insecticides from the class of benzoylphenylureas (BPUs), named novaluron (NOV) and diflubenzuron (DIF), beyond evaluate their larvicidal activity against Aedes aegypti larvae. Solid state characterization by FTIR showed changes in the main peaks of BPUs and βCD, suggesting the formation of inclusion compounds in solid phase. DTA and TGA thermal analysis showed changes in temperatures of BPUs decomposition as result of molecular interactions. 1H NMR experiments allowed to observe the occurrence of interactions in solution through changes in chemical shifts of BPUs aromatic hydrogens. However, the presence of H–H intermolecular correlations in 2D ROESY was found only for the DIF/βCD complex, suggesting different topology for each complex. Such hypothesis was corroborated by thermodynamic analysis using ITC, which showed different profile of titration curves, beyond endothermic and exothermic interactions for NOV/βCD and DIF/βCD complexes, respectively. DLS titrations of BPUs or BPUs/βCD DMSO solutions in aqueous solution demonstrated that the spontaneously formed hydrophobic nanoprecipitates (HNPs) have different profile of sizes depending on the BPU/βCD system, corroborating also with the hypothesis about the existence of different topologies for each complex. Finally, the HNPs of inclusion compounds showed to be more efficient than free BPUs, allowing proposing a new insecticide formulation.
Subject: Termodinâmica
Ciclodextrinas
Larva
Aedes Aegypti
language: eng
metadata.dc.publisher.country: Brasil
Publisher: Universidade Federal de Minas Gerais
Publisher Initials: UFMG
metadata.dc.publisher.department: ENF - DEPARTAMENTO DE NUTRIÇÃO
Rights: Acesso Aberto
metadata.dc.identifier.doi: 10.1016/j.heliyon.2019.e02013
URI: http://hdl.handle.net/1843/76997
Issue Date: 2019
metadata.dc.url.externa: https://www.sciencedirect.com/science/article/pii/S2405844019356695?via%3Dihub
metadata.dc.relation.ispartof: Helyon
Appears in Collections:Artigo de Periódico



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