Systemic Stereoselectivity Study of Fenobucarb: Environmental Behaviors in Greenhouse Vegetables, Fruits, Earthworms, and Soils and Its Cytotoxicity

Ma, Siman; Zhang, Hong; Li, Fēi; Zhao, Pengfei; Shen, Yin; Sun, Jiaqi; Wang, Zhenqi; Xu, Xin; Di, Xin

doi:10.1021/acs.jafc.1c06420

Cited by 15 publications

(3 citation statements)

References 33 publications

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“…sativum Linn plants . The different half-lives of fenobucarb enantiomers were found in cabbage and Chinese cabbage . Besides, the enantioselective dissipations of penflufen enantiomers were also found in spinach and Chinese cabbage after spraying (22% of the penflufen suspension) .…”

Section: Resultsmentioning

confidence: 94%

Evaluation of Chiral Fungicide Penflufen in Legume Vegetables: Enantioseparation and Its Mechanism, Enantioselective Behaviors, and Risk Assessment

Zhao

Liu

et al. 2022

J. Agric. Food Chem.

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Illustrating the enantioselective behaviors of the novel chiral fungicide penflufen was extremely important for ecological safety and human health. For penflufen enantiomers, an excellent separation method including a short analysis time (4 min), a high sensitivity (2 ng/g), and lesser consumption of an organic solvent was first established through supercritical fluid chromatography–tandem mass spectrometry. The enantioseparation mechanism was explained by computational chemistry, and the stronger binding ability of S-(+)-penflufen with cellulose tris-(3-chloro-4-methylphenylcarbamate) (the chiral stationary phase OZ-3 column) contributed to the posterior elution. In legume vegetables, penflufen dissipation was the fastest in Pisum sativum Linn plants (half-life, 1 day) and the slowest in Glycine max plants (half-lives, 11.3–12.9 days). After 30, 50, and 40 days, the rac-penflufen residues were lower than the maximum residue level value in the Electronic Code of Federal Regulations (10 ng/g) in G. max, P. sativum Linn, and Vigna unguiculata, respectively. Abundant S-(+)-penflufen was found in these plants with stereoisomeric excess (se) changes being >10% in the initial stage, so the risk assessment might be driven by S-(+)-penflufen. However, the se changes were <10% in V. unguiculata plants, and the risk assessment might be calculated based on rac-penflufen. Moreover, penflufen enantiomers could be transferred from legume vegetables to soils, and the concentrations increased with time. The high persistence and medium mobility of penflufen in soils might lead to potential groundwater contamination, which was noteworthy. These results could contribute to a more accurate risk assessment of penflufen in legume vegetables.

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Section: Resultsmentioning

confidence: 94%

Evaluation of Chiral Fungicide Penflufen in Legume Vegetables: Enantioseparation and Its Mechanism, Enantioselective Behaviors, and Risk Assessment

Zhao

Liu

et al. 2022

J. Agric. Food Chem.

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“…The opposite stereoselectivity of pydiflumetofen was found in grape and soil . Plant enzymes and soil microbial populations play a key role in the stereoselective dissipation of chiral pesticides. − Biological processes such as oxidation and reduction of enzymes and microbial action play an important role in stereoselective dissipation of compounds. Han et al found that bacterial genera Burkholderia , Paraburkholderia , Hyphomicrobium , and Methylobacterium might play pivotal roles in the preferential dissipation of R -mandipropamid in repeatedly treated soils .…”

Section: Resultsmentioning

confidence: 99%

Stereoselective, Diastereoselective Dissipation and Risk Assessment of Chiral Metconazole in Soybean, Peanut, Cabbage, Celery, Tomato, and Soil

Di,

Wang,

et al. 2023

J. Agric. Food Chem.

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“…Due to solubility of these insecticides in water, fenobucarb 420 mg/L at 20 o C and propoxur 1860 mg/ L at 30 o C (Pham et al 2021;Tabibi and Jafari 2006), they have the potential to enter the surface water through surface run off and also leach down into groundwater. This leads to their residues in different environmental segments and accumulation in humans and other non-target species, which causes potential hazard to human health and environment (Zheng 2017;Ma et al 2022;Lawrence et al 2009;Tada et al 2009). The toxicity of these insecticides makes the monitoring of fenobucarb and propoxur essential for their environmental risk assessment, to decrease potential hazard to the environment.…”

Section: Introductionmentioning

confidence: 99%

Assessment of Fenobucarb and Propoxur insecticides in environmental samples by spectrophotometric and spectrofluorimetric methods

Chaudhary,

Sharma

2023

Preprint

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The widespread use of fenobucarb and propoxur insecticides for agricultural and non-agricultural purposes causes undesirable effects on human health and environment due to their residues in surface and ground water resources. In view of this two new, simple, accurate, sensitive, economical and reproducible optical methods have been investigated for the determination of fenobucarb and propoxur insecticides in pure form, in their commercial formulations and agricultural samples viz. water, grains and vegetables. The methods are based on the alkaline hydrolysis of the insecticides to methyl amine and the reaction of latter to give colored products. In spectrophotometric method the methyl amine formed, in presence of carbon disulfide and Ni(II)acetate gives a yellow colored complex, which was measured at 370 nm. Beer’s law is valid in the concentration range of 0.41–8.29 and 0.42–8.37 µg/ mL for fenobucarb and propoxur respectively. The spectrofluorimetric method is based on the study of yellow colored product, formed by the condensation of methyl amine, with acetylacetone and formaldehyde (Hantzsch reaction) at pH 5.5. The reaction product exhibits fluorescence intensity at an emission wavelength of 470 nm after excitation at a wavelength of 390 nm for both fenobucarb and propoxur insecticides. The method has linearity range 0.14–5.53 and 0.14–5.58 µg/ mL for fenobucarb and propoxur respectively. The different factors which affect the reactions were thoroughly studied and optimized. The proposed methods have been successfully applied for the assay of both insecticides in their commercial formulations and for recovery study from spiked environmental samples. The good results of recoveries of both insecticides demonstrate the accuracy and precision of both methods.

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Systemic Stereoselectivity Study of Fenobucarb: Environmental Behaviors in Greenhouse Vegetables, Fruits, Earthworms, and Soils and Its Cytotoxicity

Cited by 15 publications

References 33 publications

Evaluation of Chiral Fungicide Penflufen in Legume Vegetables: Enantioseparation and Its Mechanism, Enantioselective Behaviors, and Risk Assessment

Evaluation of Chiral Fungicide Penflufen in Legume Vegetables: Enantioseparation and Its Mechanism, Enantioselective Behaviors, and Risk Assessment

Stereoselective, Diastereoselective Dissipation and Risk Assessment of Chiral Metconazole in Soybean, Peanut, Cabbage, Celery, Tomato, and Soil

Assessment of Fenobucarb and Propoxur insecticides in environmental samples by spectrophotometric and spectrofluorimetric methods

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