Comprehensive Assessment of Enantioselective Bioactivity, Toxicity, and Dissipation in Soil of the Chiral Herbicide Flurtamone.
Yanqing ZhangLiangliang ZhouRui LiYanhong LiYuting TanHaiyan ShiMinghua WangPublished in: Journal of agricultural and food chemistry (2023)
Flurtamone is a typical chiral pesticide with a pair of enantiomers. In this study, the enantioselective biological effects of flurtamone enantiomers were systematically investigated. The bioactivities of R -flurtamone were 6.3-35.6 and 1.7-9.9 times higher than S - and R ac-flurtamone, respectively. The contribution of the R -enantiomer to herbicidal activity was 86.3-97.3%. The carotenoid content in the R -flurtamone treatment group was 1.31-2.14 times lower than that in the S -flurtamone treatment group. Molecular docking found that flurtamone can form aromatic H-bonds with phenylalanine (PHE) 233 of phytoene desaturase (PDS), while R -flurtamone can form π-π stacking with PHE 202 and PHE 311. The binding energies of R - and S -flurtamone were -10.239 and -7.555 kcal/mol, respectively. Furthermore, the acute toxicity levels to Selenastrum capricornutum of R - and R ac-flurtamone were both highly toxic, and S -flurtamone has moderate toxicity. S -Flurtamone dissipated preferentially. Therefore, the development of R -flurtamone can decrease environmental risks and protect human health.
Keyphrases
- human health
- risk assessment
- molecular docking
- oxidative stress
- capillary electrophoresis
- climate change
- ionic liquid
- molecular dynamics simulations
- density functional theory
- intensive care unit
- respiratory failure
- amino acid
- drug induced
- transcription factor
- oxide nanoparticles
- molecular dynamics
- replacement therapy
- aortic dissection
- mechanical ventilation
- clinical evaluation