Enantioselective degradation of Myclobutanil and Famoxadone in grape

Environ Sci Pollut Res Int. 2018 Jan;25(3):2718-2725. doi: 10.1007/s11356-017-0539-4. Epub 2017 Nov 13.

Abstract

The enantioselective degradation of myclobutanil and famoxadone enantiomers in grape under open field was investigated in this study. The absolute configuration of myclobutanil and famoxadone enantiomers was determined by the combination of experimental electronic circular dichroism (ECD) and calculated ECD spectra. The enantiomers residues of myclobutanil and famoxadone in grape were measured by sensitive high-performance liquid chromatography/tandem mass spectrometry (HPLC-MS/MS). The linearity, precision, accuracy, matrix effect, and stability were assessed. And the limit of quantification (LOQ) for each enantiomer of myclobutanil and famoxadone in grape was evaluated to be 1.5 and 2 μg kg-1. The myclobutanil and famoxadone showed the enantioselective degradation in grape, and the enantioselectivity of degradation for myclobutanil was more pronounced than that for famoxadone. The half-lives were 13.1 days and 25.7 days for S-(+)-myclobutanil and R-(-)-myclobutanil in grape, separately. The half-life of S-(+)-famoxadone was 31.5 days slightly shorter than that of R-(-)-famoxadone with half-life being 38.5 days in grape. The probable reasons for the enantioselective degradation behavior of these two fungicides were also discussed. The results in the article might provide a reference to better assess the risks of myclobutanil and famoxadone enantiomers in grapes to human and environment. Graphical abstract The enantioselective analysis of myclobutanil and famoxadone in grape.

Keywords: Enantioselective analysis; Famoxadone; Grape; HPLC-MS/MS; Myclobutanil; Stereoselective degradation.

MeSH terms

  • Chromatography, High Pressure Liquid / methods
  • Environmental Monitoring / methods*
  • Fungicides, Industrial / analysis*
  • Fungicides, Industrial / chemistry
  • Half-Life
  • Limit of Detection
  • Nitriles / analysis*
  • Nitriles / chemistry
  • Stereoisomerism
  • Strobilurins / analysis*
  • Strobilurins / chemistry
  • Tandem Mass Spectrometry / methods
  • Triazoles / analysis*
  • Triazoles / chemistry
  • Vitis / chemistry*

Substances

  • Fungicides, Industrial
  • Nitriles
  • Strobilurins
  • Triazoles
  • systhane
  • famoxadone