Synthesis and Herbicidal Activity of Triketone鈥換uinoline Hybrids as Novel 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors

详细信息    查看全文

• 作者：Da-Wei Wang ; Hong-Yan Lin ; Run-Jie Cao ; Tao Chen ; Feng-Xu Wu ; Ge-Fei Hao ; Qiong Chen ; Wen-Chao Yang ; Guang-Fu Yang
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2015
• 出版时间：June 17, 2015
• 年：2015
• 卷：63
• 期：23
• 页码：5587-5596
• 全文大小：451K
• ISSN：1520-5118

文摘

4-Hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27, HPPD) is one of the most important targets for herbicide discovery. In the search for new HPPD inhibitors with novel scaffolds, triketone鈥搎uinoline hybrids were designed and subsequently optimized on the basis of the structure鈥揳ctivity relationship (SAR) studies. Most of the synthesized compounds displayed potent inhibition of Arabidopsis thaliana HPPD (AtHPPD), and some of them exhibited broad-spectrum and promising herbicidal activity at the rate of 150 g ai/ha by postemergence application. Most promisingly, compound III-l, 3-hydroxy-2-(2-methoxy-7-(methylthio)quinoline-3-carbonyl)cyclohex-2-enone (K_i = 0.009 渭M, AtHPPD), had broader spectrum of weed control than mesotrione. Furthermore, compound III-l was much safer to maize at the rate of 150 g ai/ha than mesotrione, demonstrating its great potential as herbicide for weed control in maize fields. Therefore, triketone鈥搎uinoline hybrids may serve as new lead structures for novel herbicide discovery.