Wang Xing, Luo Mu-Jia, Wang Yu-Xuan, Han Wen-Qing, Miu Jian-Xin, Luo Xi-Ping, Zhang Ai-Dong, Kuang Yi
Zhejiang Provincial Key Laboratory of Chemical Utilization of Forestry Biomass, College of Chemistry and Materials Engineering, Zhejiang A & F University, Hangzhou, China.
Key Laboratory of Organic Chemistry of Jiangxi Province, Jiangxi Science & Technology Normal University, Nanchang, China.
Front Chem. 2022 Jul 26;10:975267. doi: 10.3389/fchem.2022.975267. eCollection 2022.
Auxins as an important class of phytohormones play essential roles in plant life cycle; therefore, developing compounds with auxin-like properties for plant growth regulation and weed control applications is of great significance. Herein, we reported the design, synthesis, and herbicidal activity evaluation of a series of novel indole-3-carboxylic acid derivatives as auxin receptor protein TIR1 antagonists. Petri dish herbicidal activity assay demonstrated that most of the as-synthesized target compounds exhibited good-to-excellent inhibition effects (60-97% inhibitory rates) on roots and shoots of both dicotyledonous rape () and monocotyledonous barnyard grass (). The inhibition rates of compounds and reached up to 96% and 95% for the root of rape () at 100 mg/L, and they also maintained 92% and 93% inhibition rates even if at 10 mg/L, respectively. Molecular docking revealed that the interactions between these synthesized target compounds and TIR1 protein include tight π-π stacking, hydrogen bond, and hydrophobic interactions. This work expands the range of auxin chemistry for the development of new auxin mimic herbicides.
生长素作为一类重要的植物激素，在植物生命周期中发挥着至关重要的作用；因此，开发具有生长素类似特性的化合物用于植物生长调控和杂草控制具有重要意义。在此，我们报道了一系列新型吲哚 - 3 - 羧酸衍生物作为生长素受体蛋白TIR1拮抗剂的设计、合成及除草活性评价。培养皿除草活性测定表明，大多数合成的目标化合物对双子叶油菜（）和单子叶稗草（）的根和芽均表现出良好至优异的抑制效果（抑制率为60 - 97%）。化合物和在100 mg/L时对油菜（）根的抑制率分别达到96%和95%，即使在10 mg/L时，它们的抑制率也分别保持在92%和93%。分子对接表明，这些合成的目标化合物与TIR1蛋白之间的相互作用包括紧密的π - π堆积、氢键和疏水相互作用。这项工作扩展了用于开发新型生长素模拟除草剂的生长素化学范围。
