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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2021 · IF 2.694

Solubility Determination and Modeling for Flufenoxuron in Four Mixed Solvents from 278.15–323.15 K

Guangyu Xu,Fanyuan Zhang,Zhenghui Li

As a common solvent, water cannot dissolve flufenoxuron in this study well; therefore, methanol was added to the water to form a liquid mixture of different compositions. At first, the ratio of methanol mass was 90%, and then, it decreased by 10% until the methanol content was 10%. According to the above method, n-propanol, propylene glycol, and N,N-dimethyl formamide were made into corresponding mixed solvents. Under a pressure of 101.2 kPa, the temperatures of flufenoxuron and the solvent were kept at 278.15 K. Based on the basic principle of the static gravimetric method, the amount of solute diffusion in the above four mixed solvents was obtained. Other conditions remained unchanged, the temperature was increased by 5 K, and the above steps were repeated until the temperature was 323.15 K. There were two variables in the experiment; the temperature changes to a higher level and more flufenoxuron can be detected in the solution. Regardless of the change in temperature variables, the larger the mass of the organic solvent, the more solutes in the solution. Three models were employed to calculate the solubility of flufenoxuron. The maximum results of relative average deviation and the root-mean-square deviation were 0.43% and 4.24 × 10–4.

研究领域: 化学 · 环境科学
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INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES · 2022 ·Vol. 23 ·期 19 ·11932 · IF 6.208

Diflubenzuron Induces Cardiotoxicity in Zebrafish Embryos

Xue Han,Xiaowen Xu,Tingting Yu,Meifeng Li,Yulong Liu,Jingli Lai,Huiling Mao,Chengyu Hu,Shanghong Wang

Diflubenzuron is an insecticide that serves as a chitin inhibitor to restrict the growth of many harmful larvae, including mosquito larvae, cotton bollworm and flies. The residue of diflubenzuron is often detected in aquaculture, but its potential toxicity to aquatic organisms is still obscure. In this study, zebrafish embryos (from 6 h to 96 h post-fertilization, hpf) were exposed to different concentrations of diflubenzuron (0, 0.5, 1.5, 2.5, 3.5 and 4.5 mg/L), and the morphologic changes, mortality rate, hatchability rate and average heart rate were calculated. Diflubenzuron exposure increased the distance between the venous sinus and bulbar artery (SV-BA), inhibited proliferation of myocardial cells and damaged vascular development. In addition, diflubenzuron exposure also induced contents of reactive oxygen species (ROS) and malondialdehyde (MDA) and inhibited the activity of antioxidants, including SOD (superoxide dismutase) and CAT (catalase). Moreover, acridine orange (AO) staining showed that diflubenzuron exposure increased the apoptotic cells in the heart. Q-PCR also indicated that diflubenzuron exposure promoted the expression of apoptosis-related genes (bax, bcl2, p53, caspase3 and caspase9). However, the expression of some heart-related genes were inhibited. The oxidative stress-induced apoptosis damaged the cardiac development of zebrafish embryos. Therefore, diflubenzuron exposure induced severe cardiotoxicity in zebrafish embryos. The results contribute to a more comprehensive understanding of the safety use of diflubenzuron.Keywords:diflubenzuron;zebrafish embryo;cardiotoxicity;oxidative stress;apoptosis

CAS / MDL: 35367-38-5
研究领域: 毒理学 · 环境科学 · 分子生物学
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FOOD CHEMISTRY · 2024 · IF 8.5

Construction of magnetic recoverable porous electron-rich organic frameworks for efficiently enrichment of phenylurea herbicides from water and milk samples prior to HPLC detection

Hua Wang,Lin Hao,Yaxing Guo,Chun Wang,Qiuhua Wu,Zhi Wang

Porous electron-rich organic frameworks have attracted an increased attention in the adsorption and removal of pollutants due to their abundant electron-rich nitrogen atoms, which can effectively interact with positively charged substance. In this study, a porous electron-rich organic framework (Car-POF) and positively charged amino-functionalized magnetic nanoparticles (Fe 3 O 4 -NH 2 ) were used to construct a magnetic electron-rich Fe 3 O 4 -NH 2 @Car-POF for the enrichment of some phenylurea herbicides from water and milk samples prior to high performance liquid chromatographic detection. The adsorption capacity of Fe 3 O 4 -NH 2 @Car-POF for the phenylureas ranged from 14.93 to 28.83 mg g −1 . The LODs were observed in the range of 0.05–0.20 ng mL −1 and 0.5–1.5 ng mL −1 , and LOQs in the range of 0.17–0.66 ng mL −1 and 1.7–5.0 ng mL −1 for water and milk samples with RSD less than 9.0. The adsorption studies with cationic and anionic dyes revealed that Fe 3 O 4 -NH 2 @Car-POF is favorable for the adsorption of positively charged compounds.

研究领域: 环境科学 · 分析化学
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FOOD CHEMISTRY · 2024 · IF 8.5

Construction of magnetic azo-linked porous polymer for highly-efficient enrichment and separation of phenolic endocrine disruptors from environmental water and fish

Guijiao Zhao,Chenhuan Wang,Min Kang,Lin Hao,Weihua Liu,Zhi Wang,Xiaodong Shi,Qiuhua Wu

Developing effective methods for highly sensitive detection of phenolic endocrine disruptors (EDCs) is especially urgent. Herein, a magnetic hydroxyl-functional porous organic polymer (M-FH-POP) was facilely synthesized by green diazo-couple reaction using basic fuchsin and hesperetin as monomer for the first time. M-FH-POP delivered superior adsorption performance for phenolic EDCs. The adsorption mechanism was hydrogen bonds, hydrophobic interaction and π-π interplay. With M-FH-POP as adsorbent, a magnetic solid phase extraction method was established for extracting trace phenolic EDCs (bisphenol A, 4- tert -butylphenol, bisphenol F and bisphenol B) in water and fish before ultra-high performance liquid chromatography tandem mass spectrometry analysis. The method displayed low detection limit (S/N = 3) of 0.05–0.15 ng mL −1 for water and 0.08–0.3 ng g −1 for fish. The spiked recoveries were 88.3 %–109.8 % with the relative standard deviations of 2.4 %–6.4 %. The method offers a new strategy for sensitive determination of phenolic EDCs in water and fish samples.

研究领域: 环境科学 · 分析化学 · 材料科学
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JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY · 2024 · IF 1.3

Polyamidoamine Dendrimer Modified Silica Nanoparticles: A Promising Sorbent for Benzoylurea Insecticides Detection in Tea Infusions

Zhang Yanchao,Cui Xiaoyan,Lin Xiwen,Mi Yiduo,Yan Yumei,Liu Xiaoyang,Jiao Keren,Gao Haixiang,Lu Runhua,Zhou Wenfeng

This research aims to develop a precise and efficient dispersive solid-phase microextraction (DSPE) technique using third-generation polyamidoamine (PAMAM) dendrimer-grafted nanoparticles to quantify benzoylurea pesticides in green tea, black tea, and oolong tea infusions. The extraction efficiency is optimized through single-factor adjustments of key parameters, including adsorbent quantity (5-20 mg), adsorption duration (5-20 min), desorbent identity (methanol, acetonitrile), volume (100-600 μL), sodium chloride concentration (0-10%, m/v), and sample solution pH (3-8). The optimized method demonstrates linearity in the range of 2-500 μg L-1, with limits of detection (LODs) ranging from 0.6-1.5 μg L-1 and limits of quantification (LOQs) from 2.0 5.0 μg L-1. Recovery rates of 81.2-96.0% are achieved, with intra-day relative standard deviations (RSDs) of 1.4-2.8% and inter-day relative standard deviations of 2.0-3.9%, indicating high accuracy and repeatability. The successful application of detecting residues in commercial tea samples underscores the strong potential of the technique to determine benzoylurea analyte levels.

研究领域: 分析化学 · 环境科学 · 食品科学
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JOURNAL OF CHROMATOGRAPHY A · 2025 · IF 4

UiO-66 with missing cluster defects for high-efficient extraction and enrichment of benzoylurea insecticides

Xuejing Lou,Yingge Hao,Huina Zhou,Zhen Song,Youmei Wang,Minghua Lu

The creation of defects in crystalline structures can tune metal-organic frameworks (MOFs) properties, such as improving their adsorptive and catalytic performance with producing more porosity and active sites. In this work, the bimetallic UiO-66 containing Zn and Zr was prepared. And then UiO-66 with missing cluster defects (UiO-66-1/3) were obtained by acid washing to remove the Zn nodes. UiO-66-1/3 was used as sorbent of dispersive solid-phase extraction (dSPE) to extract and enrich (BUs). Combination with high-performance liquid chromatography-diode array detector (HPLC-DAD) was developed to detect trace BUs in soil samples. Adsorption equilibrium can be reached in 3 min. The method possesses high enrichment factor (202-325), low detection limit (0.005-0.04 ng·mL -1 ), and wide linear range (0.02-200 ng·mL -1 ). In addition, the recovery rate of UiO-66-1/3 as an adsorbent was still higher than 95% after reused for 16 times. This work provides a new material for the enrichment and detection of benzoylurea insecticides in the environment.

研究领域: 环境科学 · 分析化学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2026 · IF 8.7

Developing chitosan-based magnetic functionalized porous polymer for effective extraction of benzoylurea insecticides from vegetables

Li Shuofeng,Junmin Wang,Zhi Li,Qianqian Wang,Chun Wang,Qiuhua Wu

Herein, a novel chitosan-based magnetic bio-sorbent (M-Cs-BD@TBB) was synthesized through grafting chitosan with benzaldehyde (BD) and then crosslinking with 1,3,5-tris(bromomethyl)benzene (TBB) before modification with Fe 3 O 4 . Owing to the presence of multiple functional groups (-OH, -C=N, O , benzene ring), high porosity, and excellent wettability, M-Cs-BD@TBB demonstrated good adsorption performance for benzoylurea insecticides (BUs). Hydrogen bonding, π-π stacking, halogen bonding, and pore-filling were proved to be the potential adsorption mechanism. Moreover, the adsorption process of M-Cs-BD@TBB for BUs followed the Langmuir model and the pseudo-second-order kinetics model, indicating monolayer adsorption predominantly governed by chemical adsorption. Furthermore, M-Cs-BD@TBB exhibited remarkable utilization potentiality thanks to its outstanding preparation reproducibility, stability, and repeatability. Then, this reliable and innovative bio-sorbent coupled with high performance liquid-phase chromatography provided an attractive method for effectively trapping and detecting trace levels of BUs in food samples.

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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2024 · IF 5.7

Unraveling Key Amino Acid Residues Crucial for PxGSTs1 Conferring Benzoylurea Insecticide Resistance in Plutella xylostella

Yifan Li,Ruichi Li,Hainan Shao,Zhuoda Liu,Xueyi Gao,Zhen Tian,Yalin Zhang,Jiyuan Liu

The widespread use of benzoylurea insecticides (BUs) has led to significant resistance issues in various agricultural pests. Previous studies have demonstrated that the overexpression of sigma glutathione S-transferase 1 (PxGSTs1) can confer resistance to novaluron in Plutella xylostella; however, the underlying molecular mechanism remains unclear. This study investigates the role of glutathione S-transferase PxGSTs1 in mediating resistance to BUs in P. xylostella. Using a combination of RNA interference and transgenic Drosophila models, we demonstrated that the overexpression of PxGSTs1 significantly contributes to the resistance against BUs. Functional assays revealed that PxGSTs1 binds to these insecticides with varying affinities. Structural analysis through homology modeling and molecular docking identified the importance of hydrogen bonding and pi–pi stacking in resistance mechanisms. Site-directed mutagenesis confirmed the critical role of Ser65 and Tyr97 in these interactions. Our findings provide a molecular basis for the development of novel BUs and inform strategies for managing BU resistance in P. xylostella.

研究领域: 昆虫学 · 分子生物学 · 害虫管理
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SENSORS AND ACTUATORS B-CHEMICAL · 2025 · IF 7.7

Co-binding-based supramolecular sensor array for fluorescence recognition of chitin synthesis inhibitors

Yilin Zhan,Zhongyong Xu,Lei Wang,Mingle Li,Xiaoqiang Chen,Taisheng Wang,Na Zhang,Bin Liu

The extensive agricultural use of chitin synthesis inhibitors (CSIs) has garnered significant concern due to their environmental persistence and potential ecological risks. A persistent challenge in this context is the concurrent discrimination and quantitative detection of multiple CSI residues in complex matrices. To address this issue, we developed a fluorescent sensor array utilizing a supramolecular system for the identification and quantification of four common CSIs: buprofezin, chlorfluazuron, diflubenzuron, and flufenoxuron. This system exploits the co-binding of a fluorescent indicator and CSI within the hydrophobic cavity of albumin, inducing pattern-based ratiometric fluorescence responses. The generated unique fluorescence fingerprint profiles for each CSI enable differentiation through multivariate statistical analyses, including linear discriminant analysis (LDA) and hierarchical cluster analysis (HCA), yielding 100 % classification accuracy across both individual CSIs and their mixtures. Furthermore, quantitative detection is facilitated by a linear correlation between LDA feature scores and CSI concentrations. The practical utility of this platform was substantiated by successful discrimination of CSIs in real-world samples, including millet, soil, and aqueous environments, with performance maintained across diverse matrix compositions, offering a critical advancement in addressing the analytical challenges posed by these persistent pesticide residues.

研究领域: 环境化学 · 分析化学 · 超分子化学 · 农药检测 · 荧光传感器
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CHEMICAL ENGINEERING JOURNAL · 2025 · IF 13.2

Ionic liquids accelerate the crystallization of a magnetic fluorine-functionalized 3D covalent organic framework for efficient capture of trace benzoylurea insecticides in juices and beverages

Zekun Liu,Lu Liu,Yan Dong,Yan Li,Chong Zhang,Xiao-Li Wang,Lingxi Zhao,Hai-Long Jiang,Yong-Ning Wu,Xiangfeng Chen,Feng Li,Ru-Song Zhao

The fabrication of functionalized three-dimensional covalent organic frameworks (3D COFs) involves intricate and demanding synthetic procedures, which has significantly restricted their broad applications. However, ionic liquids (ILs) have demonstrated the capability to facilitate COF crystallization, shorten reaction durations, and achieve functional modification of COFs. Furthermore, the excessive utilization of benzoylurea insecticides (BUs) in agricultural products is substantially hazardous to ecological systems and human health. Herein, we proposed for the first time a mixed ILs-mediated Schiff base polymerization strategy. It enabled one-step synthesis of a highly crystalline NH₂-Fe₃O₄@F-3D COF at room-temperature conditions, specifically designed for the detection of BUs in complex food matrixes. NH₂-Fe₃O₄@F-3D COF contained a distinctive and well-connected porous structure as well as a high specific surface area (361.4 m 2 /g). It also contained abundant exposed -F groups and a small quantity of -COOH functionalized groups, which were introduced by the 2,3,5,6-tetrafluorobenzaldehyde monomer and ILs. NH₂-Fe₃O₄@F-3D COF exhibited a favorable affinity toward BUs via fluorine‑fluorine affinity and hydrogen bonding interaction. The approach manifested a wide linear scope (25–10,000 ng/L) and possessed low detection thresholds (0.42–2.93 ng/L) regarding the nine analytes being examined. Its effectiveness was further assessed by employing it for detecting BUs in juices and beverages, thus corroborating its adequacy in quantifying trace amounts of BUs in complex food matrixes. The devised high-performance polymerization and functionalization strategy, specifically engineered to fabricate 3D COFs, exhibits extraordinary potential utility in the identification and quantification of contaminants present within practical samples.

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TALANTA · 2012 · IF 3.794

In-situ metathesis reaction combined with ultrasound-assisted ionic liquid dispersive liquid–liquid microextraction method for the determination of phenylurea pesticides in water samples

Jiaheng Zhang,Zhe Liang,Songqing Li,Yubo Li,Bing Peng,Wenfeng Zhou,Haixiang Gao

A novel microextraction technique, named in-situ metathesis reaction , combined with ultrasound-assisted ionic liquid dispersive liquid–liquid microextraction was developed for the determination of five phenylurea pesticides (i.e., diuron , diflubenzuron , teflubenzuron, flufenoxuron , and chlorfluazuron) in environmental water samples. In the developed method, 360   μL LiNTf 2 aqueous solution (0.162   g/mL) was added to the sample solution containing a small amount of [C 6 MIM]Cl (0.034   g) to form a water-immiscible ionic liquid, [C 6 MIM]NTf 2 , as extraction solution. The mixed solutions were placed in an ultrasonic water bath at 150   W for 4   min and centrifuged at 3500   rpm for 10   min to achieve phase separation. After centrifugation, fine droplets of the extractant phase settled to the bottom of the centrifuge tube and were directly injected into the high-performance liquid chromatography system for analysis. The quantity of [C 6 MIM]Cl, the molar ratio of [C 6 MIM]Cl and LiNTf 2 , ionic strength , ultrasound time, and centrifugation time, were optimized using a Plackett–Burman design. Significant factors obtained were optimized by employing a central composite design. The optimized technique provides good repeatability (RSD 2.4 to 3.5%), linearity (0.5   μg/L to 500   μg/L), low LODs (0.06   μg/L to 0.08   μg/L) and great enrichment factor (244 to 268). The developed method can be applied in routine analysis for the determining of phenylurea pesticides in environmental samples.

研究领域: 分析化学 · 环境科学
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MICROCHIMICA ACTA · 2017 ·Vol. 185 ·期 1 ·1-8 · IF 4.58

Magnetic mesoporous polymelamine-formaldehyde resin as an adsorbent for endocrine disrupting chemicals

Song Yuhong,Ma Ruiyang,Jiao Caina,Hao Lin,Wang Chun,Wu Qiuhua,Wang Zhi

A magnetic mesoporous poly(melamine-formaldehyde) composite (Fe 3 O 4 -mPMF) was prepared via grafting poly(melamine-formaldehyde) onto the surface of amino-functionalized magnetite (Fe 3 O 4 ) nanoparticles. The material was characterized by scanning electron micrography, transmission electron microscopy, X-ray diffraction, Fourier transform-infrared spectroscopy, nitrogen adsorption-desorption isotherms, and thermogravimetric analysis. It has a large surface area, a typical mesoporous structure, and a high thermal stability. It was employed as a magnetic sorbent for the solid phase extraction of the following endocrine disrupting chemicals (EDCs): Bisphenol A, 4-tert-butylphenol, 4-tert-octylphenol and nonylphenol. The EDCs were then quantified by HPLC. Under the optimized conditions, the response to the EDCs is linear in the range of 0.5–100 ng·mL −1 , and the limits of detection are 0.02–0.1 ng·mL −1 . The high adsorption capability of the Fe 3 O 4 -mPMF is mainly attributed to multiple interactions including π-stacking, hydrogen bonding, and hydrophobic interactions. The method was applied to the extraction of EDCs from spiked river water and bottled juice samples. The results demonstrated that the Fe 3 O 4 -mPMF is an efficient adsorbent for the extraction of organic compounds with large conjugated π-system, plenty of hydrogen-bonding sites, and strong hydrophobicity. A magnetic mesoporous polymelamine-formaldehyde composite (Fe 3 O 4 -mPMF) was prepared and employed as a magnetic sorbent for the solid phase extraction of endocrine disrupting chemicals from river water and bottled juice samples prior to high-performance liquid chromatographic analysis.

研究领域: 环境科学 · 分析化学
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