Enantioselective bioaccumulation and detoxification mechanisms of earthworms (Eisenia fetida) exposed to mandipropamid

Fang, Kuan; Han, Lingxi; Liu, Yalei; Fang, Jianwei; Wang, Xiuguo; Liu, Tong

doi:10.1016/j.scitotenv.2021.149051

Cited by 28 publications

(13 citation statements)

References 44 publications

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“…Previous studies have indicated that biotransformation reactions, including oxidation, reduction, hydrolysis, glutathione conjugation, and sugar conjugation are the main metabolic processes working against pesticides in organisms and plants . It has been reported that CYP450 and GST are the main detoxification enzymes that participated in mandipropamid and perfluorooctane sulfonamide metabolism in earthworms . Similarly, this study also indicated that CYP450, CarE, and GST play vital roles in the detoxification of FEN enantiomers in earthworms.…”

Section: Results and Discussionsupporting

confidence: 64%

“…As a model organism to study potential toxicological risks of environmental pollutants, earthworms are sensitive and prefer to metabolize pollutants by activating detoxification mechanisms . CPY450, CarE, and GST are the main detoxification enzymes that catalyze pollutant metabolism in earthworms .…”

Section: Results and Discussionmentioning

confidence: 99%

“…Therefore, earthworms are ideal model organisms in the investigation of lethal/sublethal toxic risk assessments of environmental pollutants according to the Organization for Economic Co-operation and Development (OECD) guidelines . Exposure to pesticides in earthworms could induce destructive effects on the species, including population decline, disturbed reproduction, and abnormal development . Meanwhile, pesticide stress may trigger adaptation mechanisms in earthworms to protect them from harm, which leads to abnormalities in enzyme activities, enhancement in response systems, changes in metabolic pathways, and adjustment in behaviors .…”

Section: Introductionmentioning

confidence: 99%

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Enantiomer-Specific Study of Fenpropathrin in Soil-Earthworm Microcosms: Enantioselective Bioactivity, Bioaccumulation, and Toxicity

Zhang

Yang

Shi

et al. 2022

J. Agric. Food Chem.

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In this study, the enantiomer-specific bioactivity, bioaccumulation, and toxicity of fenpropathrin (FEN) enantiomers were investigated in soil-earthworm microcosms. The bioactivity order was S-FEN > rac-FEN > R-FEN for Spodoptera litura and Conogethes punctiferalis. Moreover, S-FEN was 12.0 and 32.2 times more toxic than rac-FEN and R-FEN to earthworms, respectively. S-FEN degraded faster than R-FEN with the enrichment of R-FEN in the soil environment. Furthermore, the peak-shaped accumulation curves for FEN enantiomers were observed, and R-FEN was preferentially bioaccumulated by earthworms. As compared to R-FEN, S-FEN induced greater changes in the activities of detoxification enzymes, antioxidant enzymes, and malondialdehyde content, which suggested that earthworms exhibited enantioselective defense responses to S-FEN and R-FEN. Integrated biomarker response results indicated that S-FEN exhibited higher toxic effects on earthworms than R-FEN. Finally, molecular simulation revealed that the greater interaction forces between S-FEN and sodium channel protein could be the primary reason for the enantioselective bioactivity and toxicity of FEN enantiomers. This study comprehensively highlights the enantiomer-specific bioactivity, bioaccumulation, toxicity, and mechanism of FEN in soil-earthworm microcosms at the enantiomer level. Our findings will contribute to a better risk assessment of FEN in the soil ecosystem.

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Section: Results and Discussionsupporting

confidence: 64%

Section: Results and Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Enantiomer-Specific Study of Fenpropathrin in Soil-Earthworm Microcosms: Enantioselective Bioactivity, Bioaccumulation, and Toxicity

Zhang

Yang

Shi

et al. 2022

J. Agric. Food Chem.

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“…19 Fang et al elucidated the MDP detoxification mechanism of earthworms at the enantiomer level. 20 Xu et al found a significant enantioselective behavior in grapes following the field application and in the wine-making process. 21 Han et al investigated enantioselective degradation behavior and factors affecting its degradation and metabolites of MDP in four types of Chinese soil.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Zhang et al investigated the enantioseparation of MDP, confirmed absolute configuration, and established enantioselective residue analysis in vegetables and fruits . Fang et al elucidated the MDP detoxification mechanism of earthworms at the enantiomer level . Xu et al found a significant enantioselective behavior in grapes following the field application and in the wine-making process .…”

Section: Introductionmentioning

confidence: 99%

Enantioselective Bioactivity, Toxicity, and Degradation in Vegetables and Soil of Chiral Fungicide Mandipropamid

Zhang

Zhong

et al. 2021

J. Agric. Food Chem.

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Mandipropamid (MDP) is a widely used chiral fungicide to control oomycete pathogens with two enantiomers. In this study, the enantioselective bioactivity, toxicity, and degradation of MDP were investigated for the first time. The bioactivity of S-MDP was 118–592 times higher than that of R-MDP and 1.14–1.67 times higher than that of Rac-MDP against six phytopathogens. Molecular docking found that S-MDP formed a strong halogen bond with HIS 693 of cellulose synthase and possessed a lower binding energy, which validated the results of the bioactivity assay. S-MDP showed lower toxicity toward Spirodela polyrhiza, while it exhibited higher toxicity in Danio rerio embryo and larva. S-MDP preferentially degraded in cowpea and pepper, while R-MDP preferentially degraded in soil. There is no significant difference between the two enantiomers in the toxicity of adult D. rerio and in cucumber degradation. Therefore, the development of the S-enantiomer was considered as a better option to exhibit high efficiency, which could reduce the residual risk of the pesticide and ensure environmental safety.

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Effects of a Neonicotinoid on Indigenous Earthworm Perionyx excavatus Biochemical and Histopathological Alterations

Elango

Kayalvizhi

Jayanthi

2023

Bull Environ Contam Toxicol

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Enantioselective bioaccumulation and detoxification mechanisms of earthworms (Eisenia fetida) exposed to mandipropamid

Cited by 28 publications

References 44 publications

Enantiomer-Specific Study of Fenpropathrin in Soil-Earthworm Microcosms: Enantioselective Bioactivity, Bioaccumulation, and Toxicity

Enantiomer-Specific Study of Fenpropathrin in Soil-Earthworm Microcosms: Enantioselective Bioactivity, Bioaccumulation, and Toxicity

Enantioselective Bioactivity, Toxicity, and Degradation in Vegetables and Soil of Chiral Fungicide Mandipropamid

Effects of a Neonicotinoid on Indigenous Earthworm Perionyx excavatus Biochemical and Histopathological Alterations

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