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Investigation into the Synthesis, Bioactivity, and Mechanism of Action of the Novel 6-Pyrazolyl-2-picolinic Acid as a Herbicide

作者:Qing Liu, Huiting Li, Rong-Chuan Shi, Wei Wei, Xiao Yuan, Yiming Cao, Shangzhong Liu · 发表于:Journal of Agricultural and Food Chemistry · 年份:2024 · DOI:10.1021/acs.jafc.3c08517 · 被引用次数:6 · 研究领域:Weed Control and Herbicide Applications、Plant tissue culture and regeneration、Plant Molecular Biology Research

A series of new 4-amino-3,5-dicholo-6-(5-aryl-substituted-1 H -pyrazol-1-yl)-2-picolinic acid compounds were designed and prepared to discover herbicidal molecules. The inhibitory activities of all new compounds against the root growth of Arabidopsis thaliana were assayed. On the whole, the new synthesized compounds displayed good inhibition effects and had excellent herbicidal activities on root growth of weed at 500 μM. Importantly, a selection of compounds demonstrated comparable herbicidal properties to picloram. At the dosage of 250 g/ha, most of the compounds showed a 100% postemergence herbicidal activity to control Chenopodium album and Amaranthus retroflexus . Using compound V-2, the mechanism of action was investigated based on a phenotype study using AFB5-deficient Arabidopsis thaliana . It was found that the novel 6-pyrazolyl-2-picolinic acids were auxinic compounds. In addition, it was proposed that V-2 may be an immune activator due to its upregulation of defense genes and the increased content of jasmonic acid.