The synthesis of 6-(tert-butyl)-8-fluoro-2,3-dimethylquinoline carbonate derivatives and their antifungal activity against Pyricularia oryzae
Long Cheng1,2, Ruirui Zhang2, Hongke Wu1, Xinghai Liu1(), Tianming Xu2()
1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China 2. Zhejiang Base of National Southern Pesticide Research Centre, Zhejiang Research Institute of Chemical Industry, Hangzhou 310023, China
A series of novel 6-(tert-butyl)-8-fluoro-2,3-dimethylquinoline carbonate derivatives were designed and synthesized. Bioassay results showed that some of them exhibited good activity against Pyricularia oryzae (P. oryzae). It was found that the compound 5q (benzyl (6-(tert-butyl)-8-fluoro-2,3-dimethylquinolin-4-yl) carbonate) possessed good activity against P. oryzae whatever protective activity (10 mg·L−1) or curative activity (25 mg·L−1), which was better than that of control tebufloquin. In addition, the frontier molecular orbit results revealed that the compound held higher activity against P. oryzae when the total energy was low and the ClogP was high, which may provide useful information for further design novel fungicides.
. [J]. Frontiers of Chemical Science and Engineering, 2019, 13(2): 369-376.
Long Cheng, Ruirui Zhang, Hongke Wu, Xinghai Liu, Tianming Xu. The synthesis of 6-(tert-butyl)-8-fluoro-2,3-dimethylquinoline carbonate derivatives and their antifungal activity against Pyricularia oryzae. Front. Chem. Sci. Eng., 2019, 13(2): 369-376.
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