Design, Synthesis, and Herbicidal Activity of Novel Diphenyl Ether Derivatives Containing Fast Degrading Tetrahydrophthalimide

• DOI: 10.1021/acs.jafc.0c00947
• Publication Date: 2020-03-03T19:13:25Z
• Authors: Li-Xia Zhao; Mao-Jun Jiang; Jia-Jun Hu; Yue-Li Zou; Yuan Cheng; Tao Ren; Shuang Gao; Ying Fu; Fei Ye
• Keywords: Protoporphyrinogen oxidase; IC50; Diphenyl ether

To seek new protoporphyrinogen oxidase (PPO) inhibitors with better biological activity, a series of novel diphenyl ether derivatives containing tetrahydrophthalimide were designed based on the principle substructure splicing and bioisomerization. PPO inhibition experiments exhibited that 6c is most potential compound, half-maximal inhibitory concentration (IC50) value 0.00667 mg/L, showing 7 times higher activity than Oxyfluorfen (IC50 = 0.0426 mg/L) against maize similar herbicidal activities to in weeding greenhouses field experiments. In view inspected bioactivities, structure–activity relationship (SAR) this compounds was also discussed. Crop selection demonstrate compound safe for soybeans, maize, rice, peanuts, cotton at dose 300 g ai/ha. Accumulation analysis showed accumulation some crops (soybeans, cotton) significantly lower Oxyfluorfen. Current work suggests may be developed as herbicide candidate fields.