Comprehensive Study of Isocarbophos to Various Terrestrial Organisms: Enantioselective Bioactivity, Acute Toxicity, and Environmental Behaviors

J Agric Food Chem. 2019 Oct 9;67(40):10997-11004. doi: 10.1021/acs.jafc.9b02931. Epub 2019 Sep 24.

Abstract

The enantioselective bioactivity, toxicity, and environmental behaviors of isocarbophos (ICP) were investigated. The order of the bioactivity and toxicity was S-(+) ≥ rac > R-(-), and the difference of R-(-) and S-(+) was up to 232 times. The usage of S-(+)-ICP may efficiently reduce the usage amount of rac-ICP by 35% under the same effect, and the toxicity was not increased. Based on the toxic unit analysis, the additive effect and synergistic effect of ICP enantiomers were found in the four nontarget organisms, and R-(-)-ICP might cooperate the side-effects of S-(+)-ICP. The accumulation of rac-ICP in earthworms was enantioselective with an enantioenrichment of R-(-)-ICP, so the usage of racemic ICP might increase the exposure risk of R-(-)-ICP to earthworms. From the comprehensive results, the production of enantiomer enriched S-(+)-ICP might increase bioactivity and reduce environmental pollution, while the toxicity of S-(+)-ICP to other nontarget organisms needs to be further assessed.

Keywords: bioaccumulation; enantioselective bioactivity; enantioselective toxicity; isocarbophos; toxicity interaction.

MeSH terms

  • Animals
  • Insecticides / chemistry*
  • Insecticides / toxicity*
  • Malathion / analogs & derivatives*
  • Malathion / chemistry
  • Malathion / toxicity
  • Oligochaeta / drug effects
  • Oligochaeta / growth & development
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Insecticides
  • isocarbophos
  • Malathion