Wei Wei, Zhou Shaa, Cheng Dandan, Li Yuxin, Liu Jingbo, Xie Yongtao, Li Yonghong, Li Zhengming
State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, No. 94, Weijin Road, Nankai District, Tianjin 300071, China.
State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, No. 94, Weijin Road, Nankai District, Tianjin 300071, China.
Bioorg Med Chem Lett. 2017 Aug 1;27(15):3365-3369. doi: 10.1016/j.bmcl.2017.06.007. Epub 2017 Jun 3.
A series of sulfonylurea derivatives containing a 2,6-disubstituted aryl moiety were designed, synthesized and evaluated for their herbicidal activities. Most of these compounds showed excellent inhibitory rates against both monocotyledonous and dicotyledonous weeds, especially 10a, 10h and 10i. They exhibited equivalent or superior herbicidal efficiency than commercial chlorsulfuron at the dosage of 15g/ha and the preliminary SAR was summarized. In order to illuminate the molecular mechanism of several potent compounds, their apparent inhibition constant (K) of Arabidopsis thaliana acetohydroxyacid synthase (AHAS) were determined and the results confirmed that these compounds were all potent AHAS inhibitors. 10i have a K of 11.5nM, which is about 4 times as potent as chlorsulfuron (52.4nM).
设计、合成了一系列含有2,6-二取代芳基部分的磺酰脲衍生物，并对其除草活性进行了评估。这些化合物中的大多数对单子叶和双子叶杂草均表现出优异的抑制率，尤其是10a、10h和10i。在15g/ha的剂量下，它们表现出与市售氯磺隆相当或更高的除草效率，并总结了初步的构效关系。为了阐明几种活性化合物的分子机制，测定了它们对拟南芥乙酰羟酸合酶（AHAS）的表观抑制常数（K），结果证实这些化合物都是强效的AHAS抑制剂。10i的K为11.5nM，其效力约为氯磺隆（52.4nM）的4倍。
