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发现具有烷氧基取代基的新型磺酰脲化合物,对单子叶杂草具有很强的除草活性。

Discovery of Alkoxy Substituted Novel Sulfonylurea Compounds That Display Strong Herbicidal Activity against Monocotyledon Grasses.

机构信息

State-Key Laboratory and Research Institute of Elemento-Organic Chemistry, National Pesticide Engineering Research Center, College of Chemistry, Nankai University, Tianjin 300071, China.

出版信息

J Agric Food Chem. 2021 Aug 4;69(30):8415-8427. doi: 10.1021/acs.jafc.1c02081. Epub 2021 Jul 20.

DOI:10.1021/acs.jafc.1c02081
PMID:34283603
Abstract

In the present study, we have designed and synthesized a series of 42 novel sulfonylurea compounds with alkoxy substitutions at the phenyl ring and evaluated their herbicidal activities. Some target compounds showed excellent herbicidal activity against monocotyledon weed species. When applied at 7.5 g ha, exhibited more potent herbicidal activity against barnyard grass () and crab grass () than commercial acetohydroxyacid synthase (AHAS; EC 2.2.1.6) inhibitors triasulfuron, penoxsulam, and nicosulfuron at both pre-emergence and postemergence conditions. was safe for peanut for postemergence application at this ultralow dosage, suggesting that it could be considered a potential herbicide candidate for peanut fields. Although and triasulfuron share similar chemical structures and have close values for plant AHAS, a significant difference has been observed between their LUMO maps from DFT calculations, which might be a possible factor that leads to their different behaviors toward monocotyledon weed species.

摘要

在本研究中,我们设计并合成了一系列 42 种新型苯环烷氧基取代的磺酰脲类化合物,并评价了它们的除草活性。一些目标化合物对单子叶杂草具有优异的除草活性。当以 7.5 g/ha 的剂量施用于芽前和芽后时, 对稗草()和马唐()的除草活性均强于商品化乙酰乳酸合成酶(AHAS;EC 2.2.1.6)抑制剂三唑磺隆、砜嘧磺隆和烟嘧磺隆。在超低剂量下, 对花生的芽后应用是安全的,这表明它可能是一种有潜力的花生田除草剂候选物。尽管 和三唑磺隆具有相似的化学结构,且对植物 AHAS 的 值相近,但从 DFT 计算的 LUMO 图谱可以看出,它们在针对单子叶杂草方面存在显著差异,这可能是导致它们行为不同的一个可能因素。

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