Comprehensive evaluation of chiral pydiflumetofen from the perspective of reducing environmental risks

Di, Shanshan; Cang, Tao; Liu, Zhenzhen; Xie, Yunye; Zhao, Huiyu; Qi, Peipei; Wang, Zhiwei; Hao, X. Q.; Wang, Xinquan

doi:10.1016/j.scitotenv.2022.154033

Cited by 21 publications

(17 citation statements)

References 23 publications

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“…This illustrated that R -fluindapyr degraded faster than S -fluindapyr (Figure ). Another study showed that penflufen enantiomers were persistent in soil and S -(+)-pydiflumetofen was preferentially degraded in soil …”

Section: Resultsmentioning

confidence: 99%

“…Therefore, compared with S -fluindapyr, its antibacterial activity was significantly weakened, and its protein binding power was also weak (Grid score = −32.12 kcal/mol). Compared to other chiral amide fungicides, S -penflufen and S -pydiflumetofen also have a strong capacity to bind with SDH. , …”

Section: Resultsmentioning

confidence: 99%

“…Another study showed that penflufen enantiomers were persistent in soil 34 and S-(+)-pydiflumetofen was preferentially degraded in soil. 35 Enantioselective Bioactivity of Fluindapyr Enantiomers. As one of major paddy target pathogen, R. solani was tested to appraise potential enantioselective bioactivity differences between the fluindapyr enantiomers.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

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Enantioselective Degradation and Bioactivity Mechanism of a New Chiral Fungicide Fluindapyr in Paddy Ecosystems

Tong

Meng

et al. 2023

J. Agric. Food Chem.

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Fluindapyr is a novel chiral succinate dehydrogenase inhibitor used to control fungal diseases. The enantioselective effects of fluindapyr in paddy ecosystems are unknown. We developed a new chiral determination method of fluindapyr using ultrahigh performance liquid chromatography tandem mass spectrometry. The absolute configuration of the fluindapyr enantiomers was identified by an electron circular dichroism model. A new husk-based biochar material was used to optimize and establish a QuEchERs method for paddy soil determination. Under anaerobic conditions, the half-lives of R-fluindapyr and S-fluindapyr in paddy soil were 69.6 and 101.8 days, respectively. R-fluindapyr degraded more rapidly than S-fluindapyr. S-fluindapyr was 87.8 times more active against Rhizoctonia solani than R-fluindapyr. The enantioselective bioactivity mechanism was illustrated by molecular docking between the fluindapyr enantiomers and SDH of R. solani. The binding powers of R-fluindapyr and S-fluindapyr to proteins were −32.12 and − 42.91 kcal/mol, respectively. This study reports the stereoselectivity of fluindapyr about determination, degradation, bioactivity, and its mechanism. It provides a foundation for an in-depth study of fluindapyr at the enantiomer level.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: ■ Materials and Methodsmentioning

confidence: 99%

See 1 more Smart Citation

Enantioselective Degradation and Bioactivity Mechanism of a New Chiral Fungicide Fluindapyr in Paddy Ecosystems

Tong

Meng

et al. 2023

J. Agric. Food Chem.

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“…Further, silver nanoparticles (AgNPs) treated with the aqueous leaf extract of Melia azedarach have a good control effect on the tomato Fusarium wilt [ 13 ]. These findings led to the pursuits of a “green pesticide” to control Faba bean Fusarium wilt, which has low toxicity and minimal environmental concerns [ 14 ]. While it remains hitherto unknown about the causative components against Fusarium in these studies, it was found that antimicrobial peptides (AMPS) rich in lysine (Lys) or arginine (Arg) and tryptophan (Trp) found in numerous cellular organisms are antimicrobial to various pathogens, including F. oxysporum [ 15 ].…”

Section: Introductionmentioning

confidence: 99%

Antifungal Peptide P852 Controls Fusarium Wilt in Faba Bean (Viciafaba L.) by Promoting Antioxidant Defense and Isoquinoline Alkaloid, Betaine, and Arginine Biosyntheses

Zhang

Wang

et al. 2022

Antioxidants

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Green pesticides are highly desirable, as they are environmentally friendly and efficient. In this study, the antifungal peptide P852 was employed to suppress Fusarium wilt in the Faba bean. The disease index and a range of physiological and metabolomic analyses were performed to explore the interactions between P852 and the fungal disease. The incidence and disease index of Fusarium wilt were substantially decreased in diseased Faba beans that were treated with two different concentrations of P852 in both the climate chamber and field trial. For the first time, P852 exhibited potent antifungal effects on Fusarium in an open field condition. To explore the mechanisms that underlie P852′s antifungal effects, P852 treatment was found to significantly enhance antioxidant enzyme capacities including guaiacol peroxidase (POD), superoxide dismutase (SOD), catalase (CAT), and the activities of antifungal enzymes including chitinase and β-1,3-glucanase, as well as plant dry and fresh weights, and chlorophyll content compared to the control group (p ≤ 0.05). Metabolomics analysis of the diseased Faba bean treated with P852 showed changes in the TCA cycle, biological pathways, and many primary and secondary metabolites. The Faba bean treated with a low concentration of P852 (1 μg/mL, IC50) led to upregulated arginine and isoquinoline alkaloid biosynthesis, whereas those treated with a high concentration of P852 (10 μg/mL, MFC) exhibited enhanced betaine and arginine accumulation. Taken together, these findings suggest that P852 induces plant tolerance under Fusarium attack by enhancing the activities of antioxidant and antifungal enzymes, and restoring plant growth and development.

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“…Pydiflumetofen exerts its primary mode of action by inhibiting succinate dehydrogenase, thereby resulting in tricarboxylic acid circulation disorders, which prevent energy metabolism and inhibit the growth of pathogenic bacteria, resulting in their death. Thus, the purpose of disease prevention and control is achieved [ 8 ]. As a third-generation SDHI fungicide and a broad-spectrum bactericide, pydiflumetofen shows high efficacy in the prevention and control of nuclear disc bacterial and fungal diseases in soybean, wheat, and a variety of vegetables.…”

Section: Introductionmentioning

confidence: 99%

Dissipation and Dietary Risk Assessment of Pydiflumetofen Residues in Soybean

Wei

Hou

et al. 2022

Molecules

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In this study, the quick, easy, cheap, effective, rugged, and safe (QuEChERS) method, combined with high-performance liquid chromatography–tandem mass spectrometry, was chosen for detecting pydiflumetofen residues in soybean plants, soybeans and soil, and assessing the risk of short- and long-term dietary intake. Pydiflumetofen concentrations ranging from 0.001–0.5 mg/L exhibited good linearity (r > 0.997). At varying doses, the average pydiflumetofen recovery rates and relative standard deviations among soybean plants, soybeans, and soil ranged from 83.9 ± 1.1% to 99.5 ± 3.3% and from 0.77 to 7.77%, respectively. The sensitivity, accuracy, and precision of the chosen methodology met the requirements of pesticide residue analysis. The results of the degradation dynamics test showed that the half-life of pydiflumetofen (t1/2) in soybean plants and in soil were 3.6 to 5.7 and from 7.9 to 25.7 d, respectively. Assessment of the concentration of pydiflumetofen residues in soybeans revealed acute and chronic dietary exposure risks of 0.06 and 7.54%, respectively. As these values are very low, pydiflumetofen residues in soybeans present an acceptable risk to public health. The results of this study will help to guide the practical application of pydiflumetofen and minimize the environmental risks associated with its use.

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Comprehensive evaluation of chiral pydiflumetofen from the perspective of reducing environmental risks

Cited by 21 publications

References 23 publications

Enantioselective Degradation and Bioactivity Mechanism of a New Chiral Fungicide Fluindapyr in Paddy Ecosystems

Enantioselective Degradation and Bioactivity Mechanism of a New Chiral Fungicide Fluindapyr in Paddy Ecosystems

Antifungal Peptide P852 Controls Fusarium Wilt in Faba Bean (Viciafaba L.) by Promoting Antioxidant Defense and Isoquinoline Alkaloid, Betaine, and Arginine Biosyntheses

Dissipation and Dietary Risk Assessment of Pydiflumetofen Residues in Soybean

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