Bioconcentration and Metabolism of the New Herbicide Methiozolin in Ricefish (Oryzias latipes)

J Agric Food Chem. 2021 Aug 25;69(33):9536-9544. doi: 10.1021/acs.jafc.1c02621. Epub 2021 Jul 23.

Abstract

Methiozolin is a novel herbicide used to control annual bluegrass. It has low vapor pressure and high hydrophobicity, which could result in persistence in water and bioaccumulation. We measured the bioconcentration factors (BCFs) of methiozolin in ricefish (Oryzias latipes). Two radiolabels were used to quantify the parent compound and identify its metabolites. Ricefish were exposed to 2.0 and 20.0 ng/L methiozolin for 28 days in the uptake phase with a 96-h LC50 of 2.2 mg/L(95% confidence limit: 2.1-2.5 mg/L) and water solubility of 4.2 mg/L after 48 h was observed. On the basis of total radioactivity residues (TRRs), BCFss and BCFk values of 797.0-851.9 and 992.9-1077.4 were observed, respectively, while BCFss values for methiozolin were 251.9-257.5. Several minor metabolites with TRR < 3.4% were detected. Among them, 4-(2,6-difluorobenzyloxy-methyl)-3-hydroxy-3-methyl-1-(3-methylthiophen-2-yl)butan-1-one, 2,6-difluorobenzyl alcohol, and 4,5-dihydro-5-methyl-3-(3-methylthiophen-2-yl)isoxazol-5-yl)methanol were identified. Methiozolin is metabolized into numerous minor metabolites with potentially low bioaccumulation capacity in ricefish. These findings can facilitate risk assessments regarding methiozolin use, particularly its movements and final stages in aquatic environments.

Keywords: Herbicide methiozolin; acute toxicity; bioconcentration factors; environmental pollution; flow-through exposure system; metabolites in fish.

MeSH terms

  • Animals
  • Bioaccumulation
  • Herbicides*
  • Isoxazoles
  • Oryzias*
  • Thiophenes
  • Water Pollutants, Chemical*

Substances

  • Herbicides
  • Isoxazoles
  • Thiophenes
  • Water Pollutants, Chemical
  • methiozolin