Enantioselective determination of triazole fungicide epoxiconazole bioaccumulation in tubifex based on HPLC-MS/MS

J Agric Food Chem. 2014 Jan 15;62(2):360-7. doi: 10.1021/jf403996g. Epub 2013 Dec 31.

Abstract

In this study, the enantioselective bioaccumulation of epoxiconazole enantiomers in tubifex (Oligochaeta, Tubificida) was investigated in two uptake pathways. A sensitive and rapid chiral method was developed for the determination of epoxiconazole enantiomers in tubifex and soil based on high-performance liquid chromatography coupled with triple-quadrupole mass spectrometry (HPLC-MS/MS). In the spiked-water or spiked-soil treatments, enantioselective bioaccumulation of epoxiconazole in tubifex was obersved. For spiked-water treatment, (-)-epoxiconazole accumulated in tubifex to a greater extent than (+)-epoxiconazole, leading to enrichments with a composition (-) > (+). However, for spiked-soil treatment, the enantioselectivity in tubifex was reversed with a preferential accumulation of (+)-epoxiconazole. Calculated accumulation factors (AFs) indicated that epoxiconazole in spiked-water treatment had higher bioaccumulation potential than that in spiked-soil treatment. The results from the spiked-soil treatment also revealed that the dissipation of epoxiconazole in soil was enantioselective, and tubifex has positive effects on epoxiconazole diffusion from soil to overlying water.

Keywords: bioaccumulation; enantioselectivity; epoxiconazole; tubifex.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Chromatography, High Pressure Liquid*
  • Epoxy Compounds / analysis
  • Epoxy Compounds / chemistry*
  • Epoxy Compounds / metabolism*
  • Fungicides, Industrial*
  • Oligochaeta / chemistry
  • Oligochaeta / metabolism*
  • Soil / chemistry
  • Soil Pollutants / chemistry
  • Stereoisomerism
  • Structure-Activity Relationship
  • Tandem Mass Spectrometry*
  • Triazoles / analysis
  • Triazoles / chemistry*
  • Triazoles / metabolism*
  • Water / chemistry

Substances

  • Epoxy Compounds
  • Fungicides, Industrial
  • Soil
  • Soil Pollutants
  • Triazoles
  • Water
  • epoxiconazole