State Key Laboratory of Elemento-Organic Chemistry, and Department of Chemical Biology, National Pesticide Engineering Research Center, Collaborative Innovation Center of Chemical Science and Engineering, College of Chemistry , Nankai University , Tianjin 300071 , PR China.
J Agric Food Chem. 2019 Aug 21;67(33):9254-9264. doi: 10.1021/acs.jafc.9b02996. Epub 2019 Aug 8.
In continuation of our search for potent protoporphyrinogen IX oxidase (PPO, EC 1.3.3.4) inhibitors, we designed and synthesized a series of novel herbicidal cycloalka[]quinazoline-2,4-dione-benzoxazinones. The bioassay results of these synthesized compounds indicated that most of the compounds exhibited very strong PPO (NtPPO) inhibition activity. More than half of the 37 synthesized compounds displayed over 80% control of all three tested broadleaf weeds at 37.5-150 g ai/ha by postemergent application, and a majority of them showed no phytotoxicity toward at least one kind of crop at 150 g ai/ha. Promisingly, ( = 6.7 nM) was 6 and 4 times more potent than flumioxazin ( = 46 nM) and trifludimoxazin ( = 31 nM), respectively. Moreover, displayed excellent, broad-spectrum herbicidal activity, even at levels as low as 37.5 g ai/ha, and it was determined to be safe for wheat at 150 g ai/ha in postemergent application, indicating the great potential for development as a herbicide for weed control in wheat fields.
在继续寻找有效的原卟啉原氧化酶（PPO，EC 1.3.3.4）抑制剂的过程中，我们设计并合成了一系列新型的具有除草活性的环烷[ ]喹唑啉-2,4-二酮苯并恶嗪酮。这些合成化合物的生物测定结果表明，大多数化合物表现出很强的 PPO（NtPPO）抑制活性。在 37.5-150 g ai/ha 剂量下，通过苗后处理，37 个合成化合物中有超过一半的化合物对三种测试阔叶杂草的抑制率超过 80%，其中大多数化合物在 150 g ai/ha 剂量下对至少一种作物没有植物毒性。令人振奋的是，化合物 （ = 6.7 nM）对 PPO 的抑制活性分别比氟噁嗪（ = 46 nM）和三氟啶磺隆（ = 31 nM）高 6 倍和 4 倍。此外，化合物 表现出优异的、广谱的除草活性，即使在 37.5 g ai/ha 的低剂量下也是如此，并且在苗后处理 150 g ai/ha 时对小麦是安全的，这表明它很有潜力开发为麦田杂草防治的除草剂。
