To explore the three-dimensional quantitative structure-activity relationships (3D-QSAR) and the pharmacophore model of a new class of potent activators of the anthranilic diamide ryanodine receptor (RyR), comparative molecular field analysis (CoMFA), comparative molecular similarity indices analysis (CoMSIA) and distance comparison technique (DISCOtech) were performed on 38 anthranilic diamides. Successful CoMFA and CoMSIA models yielded "leave-one-out" (LOO) cross-validated correlation coefficient (q(2)) values of 0.785 and 0.788 and non-cross-validated correlation coefficient (r(2)) values of 0.958 and 0.981, respectively. Results were graphically interpreted in terms of field contribution maps. A DISCOtech pharmacophore model containing an aromatic ring center, a hydrophobic ring center, a hydrogen bond-donor and a hydrogen bond-acceptor was constructed. This model indicated that hydrophobic interaction and hydrogen bonds have important roles in the interactions between activators and RyRs, which was consistent with CoMSIA results. The information obtained from CoMFA, CoMSIA and DISCOtech models enabled interpretation of the structure-activity relationships of anthranilic diamides. Based on the constructed models, some vital features for the interaction of anthranilic diamides with RyRs were identified, which may prove helpful in designing more potent RyR activators.
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http://dx.doi.org/10.1016/j.chemosphere.2009.10.038 | DOI Listing |
Bull Environ Contam Toxicol
January 2025
Centro de Investigaciones en Bioquímica Clínica e Inmunología-CIBICI, Facultad de Ciencias Químicas, CONICET, Universidad Nacional de Córdoba, Haya de La Torre Esq., Medina Allende, 5000, Córdoba, Argentina.
The co-occurrence of pesticides in aquatic ecosystems highlights the need for studies investigating their potential toxicity as mixtures to the aquatic biota. Well-designed studies are essential to assess the presence and toxicity of relevant pesticide mixtures, particularly those such as the chloroacetamide herbicide metolachlor (MET), the triazole fungicide epoxiconazole (EP) and the diamide anthranilic insecticide chlorantraniliprole (CAP), which have not been previously tested, and whose co-occurrence is possible in waters close to cultivated areas. A solid phase extraction ultra-performance liquid chromatography-tandem quadrupole mass spectrometry method was developed to quantify equivalent toxicity concentrations for CAP, EP, and MET in artificial freshwater during acute toxicity tests.
View Article and Find Full Text PDFEcotoxicology
December 2024
Departamento de Entomologia, Universidade Federal de Viçosa, Viçosa, MG, Brazil.
Agricultural insecticide usage presents a complex challenge, particularly when addressing hidden targets such as concealed pest species. Typically, insecticide spraying targets either the host plant or the soil substrate, reaching the target when the pests move or feed, yet their vulnerability when concealed remains low. This study delves into the often-obscure effects of insecticides on hidden herbivore species, focusing specifically on the diamide insecticide chlorantraniliprole and its impact on the concealed insect herbivore, the coffee leaf miner Leucoptera coffeella (Guérin-Mèneville & Perrottet) (Lepidoptera: Lyonetidae).
View Article and Find Full Text PDFSci Total Environ
December 2024
State Key Laboratory of Resource Insects, Institute of Apicultural Research, Chinese Academy of Agricultural Sciences, Beijing 100193, China. Electronic address:
Chlorantraniliprole (CAP), a diamide insecticide, is extensively applied to combat pests in various crops. However, the widespread use of insecticides has raised concerns about their potential impact on pollinators. In the present study, we explored the toxic effects of CAP in two important honey bee species, Apis mellifera and Apis cerana.
View Article and Find Full Text PDFChemosphere
November 2024
Bayer AG, Crop Science Division, R&D, 40789, Monheim, Germany. Electronic address:
Pestic Biochem Physiol
November 2024
Institute of Plant Protection, Beijing Academy of Agriculture and Forestry Sciences, Beijing 100097, China. Electronic address:
The tomato pinworm, Phthorimaea (=Tuta) absoluta, is considered one of the most destructive and invasive insect pests worldwide, having developed significant resistance to many popular insecticides. In this study, we monitored the field resistance of P. absoluta populations from China to three diamide insecticides: flubendiamide, chlorantraniliprole, and cyantraniliprole.
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