Enantioselective absorption and transformation of a novel chiral neonicotinoid [14C]-cycloxaprid in rats

Wu, Chengchen; Huang, Lei; Tang, Shenghua; Li, Zhong; Ye, Qingfu

doi:10.1016/j.envpol.2016.03.037

Cited by 17 publications

(4 citation statements)

References 37 publications

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“…The study employed UPLC-Q-TOF/MS to ascertain the metabolite structure of imidaclothiz in mice. Although isotope labeling methods are commonly applied in insecticide metabolism research for their precise ability to track the metabolic pathways of compounds within organisms and reduce interferences from the matrix, these approaches involve radioactive materials which pose certain safety risks and are expensive. , In comparison, UPLC/Q-TOF-MS is safer and more facile, suitable for the rapid screening of a large number of samples, and meets our demand for high efficiency.…”

Section: Results and Discussionmentioning

confidence: 99%

Characterization of the Metabolites of Neonicotinoid Insecticide Imidaclothiz in Mice

Zhuang,

Wang,

et al. 2024

J. Agric. Food Chem.

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As a member of the neonicotinoid group, imidaclothiz has garnered increasing attention due to its possible health risks. This study investigated the metabolism and distribution of imidaclothiz in mice. Seven imidaclothiz metabolites were found, four of which are known, and three are unknown. The metabolic reactions observed were hydroxylation, nitrate ester hydrolysis, methylation, urea formation, and reduction to NO. Precise quantification revealed that after 2 h of oral administration, imidaclothiz rapidly dispersed into various organs and tissues, peaking at 4 h, and was then swiftly eliminated. No propensity for accumulation in the body, particularly in the liver, was observed. Toxicity data from the T.E.S.T prediction indicated that imidaclothiz had moderate toxicity to rats, and a majority of its metabolites were more toxic than the parent compound. These findings complement the existing knowledge of the imidaclothiz environmental fate in mammals and offer a reference point for its application in agriculture and industry.

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Section: Results and Discussionmentioning

confidence: 99%

Characterization of the Metabolites of Neonicotinoid Insecticide Imidaclothiz in Mice

Zhuang,

Wang,

et al. 2024

J. Agric. Food Chem.

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“…The S-(+)-Hex and R-(−)-Hex reached their maximum concentrations at 1 h in the brain, heart, lung, liver, and kidney, while, in the spleen, urine, and feces, they were 2, 4, and 12 h, respectively ( Figure 3 ). The accumulation ability of exogenous chemicals in the body is mainly related to blood flow speed, hepatic circulation, and chemical properties, as well as gender [ 22 , 23 ].…”

Section: Resultsmentioning

confidence: 99%

Stereoselective Toxicokinetic and Distribution Study on the Hexaconazole Enantiomers in Mice

Luo

Pang

Sun

et al. 2023

Toxics

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Hexaconazole (Hex) has been widely used in agricultural products, and its residues may pose a potential risk to human health. However, the metabolic behavior of Hex enantiomers in mammal organisms is still unknown, which is important for evaluating the differences in their toxicity. In this study, the distribution of S-(+)- and R-(−)-Hex in mice was detected by an ultra-high performance liquid chromatography coupled with tandem mass spectrometry (UPLC–MS/MS), and the mechanism differences in the toxicokinetic behavior were analyzed by molecular docking. Good linearities, accuracies, and precisions were achieved for S-(+)- and R-(−)-Hex, with recoveries of 88.7~104.2% and RSDs less than 9.45% in nine tissues of mice. This established method was then used to detect the toxicokinetic of Hex enantiomers in mice after oral administration within 96 h. The results showed that the half-lives of S-(+)- and R-(−)-Hex were 3.07 and 3.71 h in plasma. Hex was mainly accumulated in the liver, followed by the kidneys, brain, lungs, spleen, and heart. The enantiomeric fraction (EF) values of Hex enantiomers in most of the samples were below 1, indicating that S-(+)-Hex decreased faster than its antipode. The molecular docking showed that the binding of S-(+)-Hex with P450arom was much more stable than R-(−)-Hex, which verified the fact that S-(+)-Hex was prefer to decrease in most of the tissues. The results of this study could be helpful for further evaluating the potential toxic risk of Hex enantiomers and for the development and usage of its pure monomer.

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“…Chang et al (150) reported different bioaccumulation effects on the thyroid hormone of two lambda-cyhalothrin enantiomers. Stereoselective toxicokinetics has also been reported for cycloxaprid in rats (151). All these reports show that it is very important to specify whether a racemate (such as cypermethrin), an enriched enantiomer mixture (such as alpha-cypermethrin), or a pure enantiomer substance was used in toxicity studies.…”

Section: Pyrethroidsmentioning

confidence: 99%

Non-target toxicity of novel insecticides

Mužinić

Želježić

2018

Archives of Industrial Hygiene and Toxicology

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Humans have used insecticides since ancient times. The spectrum and potency of available insecticidal substances has greatly expanded since the industrial revolution, resulting in widespread use and unforeseen levels of synthetic chemicals in the environment. Concerns about the toxic effects of these new chemicals on non-target species became public soon after their appearance, which eventually led to the restrictions of use. At the same time, new, more environmentally-friendly insecticides have been developed, based on naturally occurring chemicals, such as pyrethroids (derivatives of pyrethrin), neonicotinoids (derivatives of nicotine), and insecticides based on the neem tree vegetable oil (Azadirachta indica), predominantly azadirachtin. Although these new substances are more selective toward pest insects, they can still target other organisms. Neonicotinoids, for example, have been implicated in the decline of the bee population worldwide. This review summarises recent literature published on non-target toxicity of neonicotinoids, pyrethroids, and neem-based insecticidal substances, with a special emphasis on neonicotinoid toxicity in honeybees. We also touch upon the effects of pesticide combinations and documented human exposure to these substances.

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Enantioselective absorption and transformation of a novel chiral neonicotinoid [14C]-cycloxaprid in rats

Cited by 17 publications

References 37 publications

Characterization of the Metabolites of Neonicotinoid Insecticide Imidaclothiz in Mice

Characterization of the Metabolites of Neonicotinoid Insecticide Imidaclothiz in Mice

Stereoselective Toxicokinetic and Distribution Study on the Hexaconazole Enantiomers in Mice

Non-target toxicity of novel insecticides

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