Enantioselective degradation of the chiral alpha-cypermethrin and detection of its metabolites in five plants

Environ Sci Pollut Res Int. 2019 Jan;26(2):1558-1564. doi: 10.1007/s11356-018-3594-6. Epub 2018 Nov 15.

Abstract

Alpha-cypermethrin (α-cypermethrin), an important chiral pyrethroid insecticide, is frequently detected in human samples. Because of the possible human health risks caused by α-cypermethrin, we studied dynamics, residues, and metabolism of α-cypermethrin in five common vegetables (tomato, cucumber, rape, cabbage, and pepper) on enantiomeric levels after foliar spray. α-Cypermethrin was qualified by a HP-5 column and its enantiomers could be separated by gas chromatograph (GC) using a BGB-172 chiral column. The results of degradation showed that α-cypermethrin dissipated rapidly in vegetables with half-lives being only 2.85-8.88 days. Stereoselective degradation was observed on pepper and cucumber while the two metabolites (cis-DCCA and 3-PBA) of α-cypermethrin were not detected during its dissipation in all plants. This is the first evidence of enantioselective degradation of α-cypermethrin in the five common vegetables and the results should be considered in future environmental risk and food safety evaluations.

Keywords: Alpha-cypermethrin; Degradation; Enantioselective; Metabolites; Plants.

MeSH terms

  • Biodegradation, Environmental
  • Brassica / drug effects
  • Brassica / metabolism
  • Chromatography, Gas / instrumentation
  • Chromatography, Gas / methods
  • Cucumis sativus / drug effects
  • Cucumis sativus / metabolism
  • Food Contamination
  • Half-Life
  • Insecticides / chemistry
  • Insecticides / metabolism*
  • Pyrethrins / chemistry
  • Pyrethrins / metabolism*
  • Solanum lycopersicum / drug effects
  • Solanum lycopersicum / metabolism
  • Stereoisomerism
  • Vegetables / drug effects
  • Vegetables / metabolism*

Substances

  • Insecticides
  • Pyrethrins
  • cypermethrin