Structural Diversity Design, Synthesis, and Insecticidal Activity Analysis of Ester-Containing Isoxazoline Derivatives Acting on the GABA Receptor

Journal of Agricultural and Food Chemistry, Journal Year: 2023, Volume and Issue: 71(7), P. 3184 - 3191

Published: Feb. 9, 2023

To explore insecticides targeting the γ-aminobutyric acid (GABA) receptor, two series of novel isoxazoline derivatives containing sulfonic and carboxylic esters were designed synthesized. Their insecticidal activities against Plutella xylostella, Mythimna separata, Aedes aegypti larvae their structure–activity relationship investigated. The sulfonate-containing (10k–q) exhibited promising three insect larvae. Compound 10o displayed excellent with LC50 values 8.32, 5.23, 0.35 μg/mL at 48 h P. M. A. larvae, respectively, which better than or similar to those avermectin. Furthermore, compound a faster effect avermectin separata. mode action was preliminarily verified by molecular docking, theoretical calculations, measurement glutamate decarboxylase glutamic pyruvic transaminase activities. is candidate acting on GABA receptors, could guide discovery insecticides.

Language: Английский

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The gut bacterium Serratia marcescens mediates detoxification of organophosphate pesticide in Riptortus pedestris by microbial degradation

Journal of Applied Entomology, Journal Year: 2023, Volume and Issue: 147(6), P. 406 - 415

Published: April 15, 2023

Abstract Organophosphate insecticides have been widely used in agriculture to control insect pests and raised growing problems including insecticide resistance. According recent studies, microbial symbionts play important roles developing The bean bug Riptortus pedestris is a notorious pest of leguminous crops, harbouring diverse microorganisms their midguts. However, the potential biological many gut‐associated bacteria are largely unknown. In this study, we isolated bacterial strain from midgut R. identified it as Serratia marcescens based on its morphological characteristics phylogenetic analysis 16S rRNA gene sequence. A halo phosphorus‐solubilizing was observed medium containing lecithin an organophosphorus dimethoate. Subsequently, degradation dimethoate determined using Gas Chromatography with Mass Spectroscopy (GC–MS). Further indicated that S. contained organophosphorus‐degrading MBL‐fold metallo‐hydrolase gene. Additionally, discovered bacterium could colonize stably enhance host survivorship when exposed Our results revealed degrade compounds, thereby reducing related toxicity hosts. These findings provided further insights into host‐microbiota interactions underpinning development

Language: Английский

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Mass spectrometry imaging in environmental monitoring: From a scarce existing past to a promising future

Trends in Environmental Analytical Chemistry, Journal Year: 2024, Volume and Issue: 42, P. e00228 - e00228

Published: Feb. 3, 2024

Language: Английский

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Precision of in Vivo Pesticide Toxicology Research Can Be Promoted by Mass Spectrometry Imaging Technology

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 30, 2025

Pesticides are crucial for agricultural production, but their excessive use has become a significant pollution source, leading to increased pesticide residues in the environment and food posing threat human health. In vivo toxicology research aims protect humans with detection technology playing key role. Spatial information plays role toxicity research. However, current technologies cannot simultaneously analyze content spatial on pesticides vivo. Mass spectrometry imaging (MSI) can address this limitation by analyzing distribution of chemicals high sensitivity efficiency, aiding discovery toxic biomarkers mechanisms. Nevertheless, limited application MSI hinders accuracy such Therefore, should be promoted enhance

Language: Английский

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Degradation of the Novel Heterocyclic Insecticide Pyraquinil in Water: Kinetics, Degradation Pathways, Transformation Products Identification, and Toxicity Assessment

Journal of Agricultural and Food Chemistry, Journal Year: 2023, Volume and Issue: 71(27), P. 10277 - 10290

Published: June 28, 2023

As new pesticides are continuously introduced into agricultural systems, it is essential to investigate their environmental behavior and toxicity effects better evaluate potential risks. In this study, the degradation kinetics, pathways, aquatic of fused heterocyclic insecticide pyraquinil in water under different conditions were investigated for first time. Pyraquinil was classified as an easily degradable pesticide natural water, hydrolyzes faster alkaline at higher temperatures. The formation trends main transformation products (TPs) also quantified. Fifteen TPs identified using ultrahigh-performance liquid chromatography coupled quadrupole Orbitrap high-resolution mass spectrometry (UHPLC-Orbitrap-HRMS) Compound Discoverer software, which adopted suspect nontarget screening strategies. Among them, twelve reported time 11 confirmed by synthesis standards. proposed pathways have demonstrated that 4,5-dihydropyrazolo[1,5-a]quinazoline skeleton stable enough retain its TPs. ECOSAR prediction laboratory tests showed "very toxic" or "toxic" organisms, while toxicities all substantially lower than except TP484, predicted pose a toxicity. results important elucidating fate assessing risks pyraquinil, provide guidance scientific reasonable use.

Language: Английский

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Mechanism of Rotenone Toxicity against Plutella xylostella: New Perspective from a Spatial Metabolomics and Lipidomics Study

Journal of Agricultural and Food Chemistry, Journal Year: 2022, Volume and Issue: 71(1), P. 211 - 222

Published: Dec. 20, 2022

The botanical pesticide rotenone can effectively control target pest Plutella xylostella, yet insights into in situ metabolic regulation of P. xylostella toward remain limited. Herein, we demonstrated expression levels and spatial distribution rotenone-treated using metabolomics lipidomics. Specifically, significantly affected purine amino acid metabolisms, indicating that adenosine monophosphate inosine were distributed the whole body with elevated levels, while guanosine 5'-monophosphate tryptophan downregulated. Spatial lipidomics results indicated may destroy glycerophospholipids cell membranes inhibit fatty biosynthesis, consume diacylglycerol to enhance fat oxidation. These findings revealed high toxicity be ascribed negative effects on energy production synthesis damage membranes, providing guidelines for mechanism pests rational development candidates.

Language: Английский

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Design, One-Step Highly Selective Synthesis and Enhancing Insecticidal Activity and Photo-Self-Degradation of Phenylpyrazole Esterified Derivatives as GABA and nACh Receptor Inhibitors

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(4), P. 2347 - 2361

Published: Jan. 17, 2024

In the pursuit of novel insecticides with high activity and a unique mode action on GABA receptor, series phenylpyrazole esterified derivatives (PEs) were synthesized using an improved Pinner reaction selectivity. Lewis acid catalysis was employed in one-step solvent-thermal method to convert cyano group fipronil into ester unit. FeCl3 found exhibit highest selectivity for PEs synthesis, yielding at 96.4%, byproduct being amide (PE0) 2.1%. Initial biological assays indicated superior insecticidal target compounds against Plutella xylostella Mythimna separata compared fipronil. Particularly, smaller shorter units, PE3, PE5, PE8, demonstrated 2–2.5 times higher P. than The units acylhydrazone can be attributed enhanced lipid solubility PEs. Additionally, it may due impact neurotransmitter nACh or coordination calcium chloride ions ester's −C═O −O– bonds, blocking ion channel. Hydrophobic parameters confirmed by reversed-phase high-performance liquid chromatography (HPLC), indicating lipophilicity conferred Molecular docking CoMFA analysis preliminarily validated strong interactions structure–activity relationships between receptor xylostella. Furthermore, under simulated natural sunlight, exhibited photodegradation capabilities, transforming back parent fragments enhancing their activity. Moreover, displayed excellent fluorescent properties, enabling self-detection residues. These research findings provide new insights directions development efficient pesticides, potential wide applications fields medicine biosensors.

Language: Английский

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Metabolism of an insecticide fipronil by soil fungus Cunninghamella elegans ATCC36112

Archives of Microbiology, Journal Year: 2023, Volume and Issue: 205(7)

Published: June 14, 2023

Language: Английский

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Assessing earthworm exposure to a multi-pharmaceutical mixture in soil: unveiling insights through LC–MS and MALDI-MS analyses, and impact of biochar on pharmaceutical bioavailability

Environmental Science and Pollution Research, Journal Year: 2024, Volume and Issue: 31(35), P. 48351 - 48368

Published: July 19, 2024

In the European circular economy, agricultural practices introduce pharmaceutical (PhAC) residues into terrestrial environment, posing a potential risk to earthworms. This study aimed assess earthworm bioaccumulation factors (BAFs), ecotoxicological effects of PhACs, impact biochar on PhAC bioavailability earthworms, and their persistence in soil investigate uptake mechanisms along with spatial distribution PhACs. Therefore, earthworms were exposed contaminated for 21 days. The results revealed that BAFs ranged from 0.0216 0.329, no significant weight or mortality (p > 0.05). Biochar significantly influenced 14 PhACs first day < 0.05), diminishing over time, affected soil-degradation kinetics 16 Moreover, MALDI-MS analysis occurs through both dermal oral pathways, as pharmaceuticals distributed throughout entire tissue without specific localization. conclusion, this suggests ineffective accumulation highlights influence degradation rates soil, can occur skin ingestion.

Language: Английский

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