Enantioselective Response of Wheat Seedlings to Imazethapyr: From the Perspective of Fe and the Secondary Metabolite DIMBOA

The responses of trace elements and secondary metabolites to stress can reflect plant adaptation to the environment. If and how the imperative trace element Fe and the defensive secondary metabolite 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazine-3(4H)-one (DIMBOA) mediate the toxicity of chiral herbicides to nontarget plants remains inconclusive. We found that the herbicidal-active imazethapyr enantiomer [(R)-IM] stimulated heme oxygenase-1 activity, triggered the release of the catalytic product Fe2+, increased reactive oxygen species production, decreased the DIMBOA content, and increased the DIMBOA-Fe content. XAFS analyses and in vitro Fenton assays demonstrated that DIMBOA could relieve phytotoxicity by chelating excessive Fe3+ to restore Fe homeostasis. The free radical scavenging ability of the chelate of DIMBOA and Fe was also involved. This work refines the dual role of DIMBOA and Fe in mediating the enantioselective phytotoxicity of chiral herbicides, which provides a new direction for improving the herbicide resistance of crops.

Automated summary

This study investigates the role of trace element Fe and secondary metabolite DIMBOA in mediating the toxicity of chiral herbicides. The results show that the active enantiomer of the herbicide imazethapyr stimulates various responses in plants, including heme oxygenase-1 activity, release of Fe2+, reactive oxygen species production, and changes in DIMBOA content. Further analysis reveals that DIMBOA can chelate excessive Fe3+ to restore Fe homeostasis and relieve the phytotoxicity. This research provides new insights into improving herbicide resistance in crops.