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hexaconazole
CHEMICAL ENGINEERING JOURNAL · 2024 · IF 13.3

pH and redox dual-responsive ZIF-8-based nanoplatform for targeted pathogens and environmental protection

Shuhui Hu,Lin-Lin Yang,Chang Yan,Yanan Xiao,Zijing Jin,Xiuhai Gan,Bo Zhang,Wenneng Wu

Environmental stimulus-responsive controlled-release nanopesticides have the ability to adapt to the specific microenvironment of pathogen outbreaks, which can improve pesticide utilization efficiency. A pH and redox dual-stimuli responsively controlled release system (ZIF-8@Hex@Fe/GA) using zeolitic imidazolate framework-8 (ZIF-8) as the support and metal-phenol complex (Fe-GA) as the capping agent was constructed to deliver hexaconazole (Hex) for management of Phomopsis sp. The ZIF-8@Hex@Fe/GA composite demonstrated a high loading capacity and effectively improved the light stability of Hex. The hydroxyl groups present in the composite facilitate its diffusion on kiwifruit leaves, improving wettability. Additionally, the large specific surface area of ZIF-8@Hex@Fe/GA provides resilience against rainwater scouring. This innovative system intelligently responds to the acidic and oxidizing conditions associated with Phomopsis sp. infections, ensuring targeted and controlled release of Hex. Bioactivity assessments revealed that ZIF-8@Hex@Fe/GA exhibited protective effects of 84.16 ± 3.37 % and 80.77 ± 2.08 % on kiwifruit fruits and leaves at a concentration of 100 mg/L, outperforming Hex emulsifiable concentrate (Hex EC) by 21.34 % and 25.39 %, respectively. The acute toxicity of ZIF-8@Hex@Fe/GA to zebrafish was reduced 9-fold compared to Hex EC. Furthermore, ZIF-8@Hex@Fe/GA showed high safety for HEK293 cells, with a cell survival rate of 81.59 ± 2.11 % after 72 h of 10 mg/L treatment, whereas the cell survival rate for Hex TC, treatment was only 1.79 ± 1.32 % after 72 h. In conclusion, ZIF-8@Hex@Fe/GA demonstrates significant potential for targeted pesticide delivery and environmental protection.

CAS / MDL: 693-98-1
研究领域: 植物病理学 · 环境科学 · 材料科学
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JOURNAL OF HAZARDOUS MATERIALS · 2015 · IF 4.529

Monitoring tryptophan metabolism after exposure to hexaconazole and the enantioselective metabolism of hexaconazole in rat hepatocytes in vitro

Yao Wang,Wentao Zhu,Jing Qiu,Xinru Wang,Ping Zhang,Jin Yan,Zhiqiang Zhou

In the present study, the enantioselective metabolism, cytotoxicity of hexaconazole and its influence on tryptophan metabolism in rat hepatocytes in vitro were investigated. Following the exposure of primary rat hepatocytes to rac -hexaconazole, the concentrations of its enantiomers in the media were determined by chiral high-performance liquid chromatography–tandem mass spectrometry (HPLC–MS/MS). The half-lives ( t 1/2 ) of (+)-hexaconazole and (−)-hexaconazole were 5.17   h and 19.80   h, respectively, indicating that the metabolic process was enantioselective with (−)-hexaconazole enrichment. Using the MTT method, the EC 50 values of rac -hexaconazole, (+)-hexaconazole and (−)-hexaconazole after 12   h of exposure were determined to be 71.62, 62.71 and 67.94   μM, respectively. Tryptophan metabolism was monitored using metabolomics profiling techniques. Hexaconazole and its enantiomers caused the down-regulation of tryptophan levels and the up-regulation of kynurenine (KYN) levels, suggesting a role for hexaconazole in the activation of the KYN pathway and providing information for the mechanism of its toxicity.

研究领域: 毒理学 · 分析化学 · 药理学
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Surfaces · 2025 ·Vol. 8 ·期 4 ·84 · IF 2.9

Rapid Detection of Hexaconazole in Kiwifruit Using Surface-Enhanced Raman Spectroscopy (SERS) Technology

Quanping Diao,Liyang Sun,Linlin Lv,Tiechun Li,Jiaqi Pan,Weiwei Luo

Hexaconazole, a triazole-class fungicide, demonstrates broad-spectrum protective and therapeutic activity against fungal pathogens, particularly those from Basidiomycota and Ascomycota, such as brown spot and powdery mildew. Despite its efficacy in controlling Actinidia brown spot disease in kiwifruit, excessive hexaconazole residues pose significant health risks due to its high toxicity. To address this challenge, a rapid analytical method for detecting hexaconazole residues in kiwifruit was developed using surface-enhanced Raman spectroscopy (SERS). The methodology employed silver colloid (C-AgNPs) as the active substrate and 1 mol/L NaCl as the aggregation agent, optimized through systematic testing, resulting in an optimal volume ratio of 400:225 between C-AgNPs and hexaconazole solution and a sequential mixing order of C-AgNPs + NaCl + Hexaconazole, followed by a 20 min incubation period. The characteristic Raman peak at 1584 cm−1was identified as the spectral signature for hexaconazole quantification. Analytical validation revealed a linear detection range of 0.25–2.25 mg/L (R2= 0.9870), precision with a relative standard deviation (RSD) of 1.7%, and an average recovery rate of 88.40–105.50%, confirming the method’s robustness. This approach enables rapid, non-destructive analysis with minimal sample pretreatment, offering high sensitivity and stability. This method demonstrates great potential for detecting hexaconazole residues in agricultural products.

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CARBOHYDRATE POLYMERS · 2025 · IF 12.5

Delivery of Hexaconazole by the Carboxymethylcellulose grafting and Cellulase/pH responsiveness hollow mesoporous silica nanoparticles

Shuang Gao,Xinyu Guo,Fengrui Li,Yu Zhang,Yanan Yu,Ying Fu,Fei Ye

Conventional pesticides are easily lost, and poorly targeted deposition causes pollution and economic losses because of their large particle sizes. Cellulase/pH Responsiveness Hollow Mesoporous Silica Nanoparticles (Hex/HMSN–CMC) was developed to respond rapidly to changes in the environment. The particle size of Hex/HMSN–CMC was 133.44 nm. The characterization results confirmed the introduction of CMC and a Hex loading capacity of 12 %. Controlled-release kinetics indicated that the drug-loaded system could exhibit specific responses to pH and cellulase, with the cumulative release rate exceeding 80 %. Bioactivity assays showed that the EC₅₀ values of Hex/HMSN nanoparticles and the commercial hexaconazole suspension against Rhizoctonia solani were 0.638 mg/L and 1.281 mg/L at 5 days, and 1.404 mg/L and 2.454 mg/L at 10 days after application, respectively. Furthermore, Hex/HMSN–CMC demonstrated the ability to transport within mycelium and rice plants. Contact angle experiments showed that the wetting ability increased with the introduction of CMC. Additionally, Hex/HMSN–CMC increased rice seed germination than Hex alone. Zebrafish toxicity assays indicated the LC₅₀ value of Hex/HMSN-CMC to zebrafish was increased by 16.65 % compared with Hex SC. These results indicate hexaconazole delivery system with dual responsiveness to pH and cellulase could achieve targeted transportation and reduce pesticide runoff.

CAS / MDL: 693-98-1 9012-54-8
研究领域: 植物保护 · 材料科学 · 环境科学
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MICROCHEMICAL JOURNAL · 2023 · IF 4.8

Simultaneous determination of enantiomeric residues of flutriafol, hexaconazole and diniconazole in fruits and vegetables on a bridged cyclodextrin-based column by HPLC

Zhiqin Huang,Qingli Zeng,Dan Li,Laisheng Li

The new type of bis- triazolyl bridged cyclodextrin-based stationary phase (BCDP) was prepared through “Click reaction”. BCDP had high selectivity for triazoles and was used for the simultaneous fast separation and determination of enantiomeric residues (flutriafol, hexaconazole and diniconazole) in fruits and vegetables by high-performance liquid chromatography (HPLC). The QuEChERS method assisted by magnetic nanoparticles was used for sample pretreatment, and then a gradient elution was carried out by using MeOH-H 2 O as the mobile phase on BCDP to achieve rapid resolution of the triazole enantiomers within 25 min. After condition optimization, simultaneous baseline separations of the six enantiomers were achieved with resolutions of 1.54 (flutriafol), 2.27 (hexaconazole) and 1.97 (diniconazole). A new HPLC quantification method of the six enantiomeric residues in apples, tomatoes and cucumbers was established by an internal standard with a photo-diode array (PDA) detector at 210 nm. The results showed that the excellent linear relationships of all triazole enantiomers were observed in the concentration range of 0.5–50 mg L -1 ( R 2  = 0.9986–0.9999). The average recoveries of enantiomers in fruits and vegetables were from 91.95 % to 109.92 % with RSDs of 0.97 %–1.32 % for intraday and 1.30 %–3.03 % for interday. The limits of detection (LODs, S/N = 3) and limits of quantitation (LOQs, S/N = 10) of all enantiomers were less than 0.03 mg kg −1 and 0.10 mg kg −1 , respectively. BCDP had high selectivity for triazole due to its synergistic inclusion with triazoles and advantage in fast and simultaneous separation of multiple triazole enantiomers, which could save analysis time and reduce solvent consumption. BCDP was a new separation material for the scientific evaluation of chiral pesticides in the food safety analysis.

研究领域: 食品安全分析 · 农药残留检测 · 分析化学
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CHEMICAL ENGINEERING JOURNAL · 2024 · IF 13.3

Eco-friendly pH-responsive iron-doped insect larval frass extract as a hexaconazole nano-delivery system for controlling fungal disease and promoting crop growth

Zhongxuan Hu,Changlong Shu,Meijing Wang,Tingze Yang,Hongling Pei,Teng Wang,Siyu Sun,Fang Zhang

Developing environmentally friendly pesticides and improving pesticide utilization efficiency are urgent needs for modern agriculture. Herein, a pH-responsive biodegradable dual pesticide-fertilizer was fabricated using extracts from naturally occurring Protaetia brevitarsis larval frass (PBLF) material. Iron ions (Fe 3+ ) were integrated as metal nodes into PBLF, and hexaconazole (Hex), a triazole fungicide, was encapsulated in Fe-PBLF with a loading rate of 22.93 %. Hex@Fe-PBLF nanoparticles (NPs) presented a sphere-like construction with a hydrated size of 715.3 ± 5.0 nm and exhibited acid-responsive controlled release behavior, gradually self-degrading in acidic environments within 120 h. The NPs showed good foliar adhesion and were effectively absorbed and translocated by pathogenic fungal mycelium and the rice seedling. Compared with Hex Technical control (TC), the control effects of Hex@Fe-PBLF against Rhizoctonia solani ( R. solani ) and Botrytis cinerea ( B. cinerea ) increased by 9.9 % and 12.73 %, respectively, after 7 days. This naturally sourced nanocarrier not only promoted the growth of rice seedlings as a fertilizer but also enhanced their stress resistance. The low mobility of Hex@Fe-PBLF NPs in soil effectively reduced environmental risks. The excellent biosafety of the Fe-PBLF nanocarrier was further evaluated. Overall, this environmental-friendly multifunctional nano pesticide-fertilizer has promising application potential in agriculture.

CAS / MDL: 10025-77-1
研究领域: 农业科学 · 纳米技术 · 植物病理学 · 环境科学
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MICROCHEMICAL JOURNAL · 2023 · IF 4.8

Development of self-dispersion ferrofluid-based dispersive liquid–liquid microextraction for determining chiral fungicide hexaconazole in water, tea, and juice using high-performance liquid chromatography

Xiaojiao Zheng,Weiwei Ma,Qihui Wang,Yaping Xu,Yukun Yang,Shu Qin,Xu Jing

In this study, a fast, green, and efficient ferrofluid-based dispersive liquid–liquid microextraction (DLLME) method was developed for determining chiral fungicide hexaconazole residues using high-performance liquid chromatography (HPLC). The ferrofluid as extraction solvent was composed of deep eutectic solvents (DESs) and Fe 3 O 4 , in which DES as the functional support solvent of the ferrofluid was synthesized by fenchol, hexanoic acid, and acetic acid in the molar ratio of 1:0.5:3. The prepared ferrofluid is characterized by self-dispersion and magnetism, which can eliminate the vortex, ultrasound, and centrifugation steps. Chiral separation and detection of hexaconazole enantiomers were performed by HPLC. Under optimal conditions, linearity ranged between 0.02 and 2 μg mL −1 , the limit of detection (LOD) was 0.006 μg mL −1 , and relative standard deviations were less than 8.6 %. The recoveries in the water, tea, and juice ranged from 83.0 % to 101.7 %. The proposed self-dispersion ferrofluids can facilitate the development of fast microextraction methods for pesticides in food samples.

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