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

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Investigation into the Synthesis, Bioactivity, and Mechanism of Action of the Novel 6-Pyrazolyl-2-picolinic Acid as a Herbicide
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2024-04-03 , DOI: 10.1021/acs.jafc.3c08517
Qing Liu _{1,

2} , Huiting Li ₁ , Rongchuan Shi _{1,

2} , Wei Wei ₁ , Xiao Yuan ₁ , Yi-Ming Cao ₁ , Shangzhong Liu _{1,

2}

Affiliation

A series of new 4-amino-3,5-dicholo-6-(5-aryl-substituted-1H-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 ofArabidopsis 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.

中文翻译：

新型除草剂6-吡唑基-2-吡啶甲酸的合成、生物活性及作用机制研究

设计并制备了一系列新型4-氨基-3,5-二氯-6-(5-芳基取代-1H-吡唑-1-基)-2-吡啶甲酸化合物来发现除草分子。测定了所有新化合物对拟南芥根生长的抑制活性。总体而言，新合成的化合物在500 μM浓度下表现出良好的抑制效果，并对杂草根部生长具有优异的除草活性。重要的是，一系列化合物表现出与毒莠定相当的除草特性。在250 g/ha的剂量下，大多数化合物对防治藜和反枝苋表现出100%的苗后除草活性。使用化合物V-2，基于使用AFB5缺陷的拟南芥的表型研究来研究其作用机制。结果发现，新型6-吡唑基-2-吡啶甲酸是植物生长素类化合物。此外，有人提出，V-2可能是一种免疫激活剂，因为它上调了防御基因并增加了茉莉酸含量。

更新日期：2024-04-03

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