Synergistic Enhancing of Biological Activity and Natural Light Self-Degradation of Organic–Inorganic Hybrid Nano-organometallic Pesticide-Fused Phenylpyrazole Amine Derivatives with Hollow Box TiO₂ by One-pot Microwave Synthesis

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

Published: Jan. 15, 2025

Nano-TiO2 as an antimicrobial inorganic material, can stimulate cells to produce reactive oxygen species and exhibit effective biochemical properties; however, phenylpyrazole derivatives, organic pesticides, are widely used in agriculture food. To find novel pesticides with environmental friendliness, combined three-dimensional quantitative structure-activity relationship (3D-QSAR) prediction analysis, three types of alkaloidal amine derivatives (PA) were synthesized by a one-pot microwave method. Based on the dye sensitization strategy, four nano-organometallic (PT) prepared organic-inorganic hybridization. PA PT showed 2.5 5.2 times higher insecticidal activity against P. xylostella than fipronil, had 3.9 greater antibacterial A. tumefaciens. The synergistic effect realizes balance amphiphilicity, enhances biological PT, improves phloem fluidity, promotes absorption transportation substances. In addition, this reduces band gap width, light capacity, induces active free radicals (ROS: ·O2-, ·OH), destroys cytomembrane so that better enter cell, resulting cell death. has excellent natural self-degradation performance converts parent moiety, which greatly residues, implying pesticide provides new idea for its degradation fluorescence detection residues.

Language: Английский

Three-Dimensional Quantitative Structure–Activity Relationship-Based Molecular Design through a Side Arm Strategy to Synthesize Phenylpyrazole Oxime Derivatives and Improve Their Insecticidal Activity and Photoself-Degradation

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: 73(9), P. 5585 - 5604

Published: Feb. 25, 2025

Three-dimensional quantitative structure-activity relationship (3D-QSAR) serves as one of the most important and effective tools to guide molecular design for development new pesticides. According principle structural splicing, only changing a small group may lead great increase in activity while maintaining active center unchanged. Under guidance 3D-QSAR, three series phenylpyrazole oxime fluorescent insecticides acting on GABA receptor, namely, esters (POEs), ethers (POETs), triazoles (POTs), were designed through side arm strategy synthesized by an ultrasonic bath reaction, which fully characterized crystal-analyzed. The preliminary bioassay results indicated that insecticidal activities POE12 POT2 against Plutella xylostella 4.2 2.7 times higher than fipronil better isolated Mythimna separata. Through trend activity, introduction aryl ring electron-withdrawing substituted functional can enhance activity. Reversed-phase HPLC also confirmed POEs POTs had good lipid solubility, was beneficial improve their fluidity cell membrane. packing, docking, Hirshfeld surface, intermolecular interaction brought arms POEs, POETs, strong with receptors preliminarily verified. Photophysical tests revealed expanded conjugated system improved its light absorption fluorescence. irradiation simulated sunlight, it found they photoself-degradation could be retransformed into parent fragment phenylpyrazole, thereby improving biological reducing residues.

Language: Английский

3d-Qsar-Based Molecular Design and One-Step Dialysis Self-Assembled Synthesis of Amphiphilic-Balance Phenylpyrazole Amide Nano-Micelles for Reducing the Toxicities, Enhancing Bioactivity and Natural Sunlight Degradation Properties

Published: Jan. 1, 2024

Language: Английский