Metabolic Exploration for Cyhalofop-Butyl Antagonism in Barnyardgrass [ Echinochloa crus-galli (L.) P. Beauv.] Following Pretreatment of Malathion

J Agric Food Chem. 2023 May 3;71(17):6617-6625. doi: 10.1021/acs.jafc.3c00735. Epub 2023 Apr 24.

Abstract

The present study investigated the effects of broad-spectrum metabolic inhibitors malathion (cytochrome P450 inhibitor) and/or 4-chloro-7-nitrobenzofurazan (NBD-Cl; glutathione S-transferase inhibitor) on the metabolism of cyhalofop-butyl (CyB) in barnyardgrass [Echinochloa crus-galli (L.) P. Beauv.] biotypes confirmed previously with multiple resistance to two herbicides CyB and florpyrauxifen-benzyl. The metabolic inhibitors were not effective at recovering the sensitivity of resistant barnyardgrass biotypes to CyB treated at the labeled rate (313 g ai ha-1). Rather, treatment with malathion followed by CyB caused antagonism, reducing the efficacy of CyB and promoting the growth of resistant biotypes. Pretreatment with malathion did not influence absorption/translocation of the applied form CyB and its conversion to the active herbicide form cyhalofop-acid (CyA), in both susceptible and resistant biotypes. In contrast, metabolism of the applied form (CyB) decreased 1.5 to 10.5 times by the malathion pretreatment. Taken together, the maintained CyA production against the reduced CyB metabolism could be the mechanism to account for the cause of CyB antagonism observed in barnyardgrass following malathion pretreatment. Additionally, the evolution of CyB resistance in barnyardgrass might be associated with reduced production of CyA in resistant biotypes, independent of activities of cytochrome P450 or GST enzymes.

Keywords: antagonism; barnyardgrass; cyhalofop-butyl; herbicide resistance; metabolism.

MeSH terms

  • Echinochloa*
  • Herbicide Resistance
  • Herbicides* / metabolism
  • Herbicides* / pharmacology
  • Malathion / metabolism
  • Malathion / pharmacology
  • Nitriles / metabolism

Substances

  • cyhalofop-butyl
  • Malathion
  • Herbicides
  • Nitriles
  • cyhalofop-acid