Novel HPPD inhibitors: triketone 2H-benzo[b][1,4]oxazin-3(4H)-one analogs

被引：26
|
作者：
Li, Hua-Bin [1 ,2 ]
Li, Lei [1 ]
Li, Jun-Xian [1 ]
Han, Ting-Feng [1 ]
He, Jing-Li [1 ]
Zhu, You-Quan [1 ]
机构：
[1] Nankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin, Peoples R China
[2] Nankai Univ, Coll Chem, Natl Pesticide Engn Res Ctr Tianjin, Tianjin, Peoples R China
来源：
PEST MANAGEMENT SCIENCE | 2018年 / 74卷 / 03期
基金：
中国国家自然科学基金;
关键词：
HPPD; herbicidal activity; benzoxazinone; synthesis; triketone; 4-HYDROXYPHENYLPYRUVATE DIOXYGENASE; HERBICIDAL ACTIVITY;
D O I：
10.1002/ps.4739
中图分类号：
S3 [农学（农艺学）];
学科分类号：
0901 ;
摘要：
BACKGROUND: Herbicides that inhibit 4-hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) are very important for grass weed control. In order to discover novel HPPD herbicides, a series of triketone 2H-benzo[b] oxazin-3(4H)-one analogs was designed and synthesized. RESULTS: In comparison with the commercial triketone HPPD herbicide mesotrione (IC50 = 0.252 M), some of these new triketone analogs displayed excellent HPPD inhibitory potency in vitro, for example B39 (IC50 = 0.172 M) and B41 (IC50 = 0.156 M). In addition, some of these compounds exhibited pre- and post-emergence herbicidal activity similar to mesotrione when applied at 375 g/ha. CONCLUSION: Many of the title compounds described in this paper could be important lead structures for the further development of novel HPPD herbicides. (C) 2017 Society of Chemical Industry
引用
收藏
页码：579 / 589
页数：11
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