Novel Ferulic Amide Ac6c Derivatives: Design, Synthesis, and Their Antipest Activity.

J Agric Food Chem

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025, China.

Published: September 2021

Thirty-eight novel ferulic amide 1-aminocyclohexane carboxylic acid (Ac6c) derivatives - and - were designed and synthesized, and their antibacterial, antifungal, and insecticidal activities were tested. Most of the synthesized compounds displayed excellent activity against pv. (), with EC values ranging from 11.6 to 83.1 μg/mL better than that of commercial bismerthiazol (BMT, EC = 84.3 μg/mL), as well as much better performance compared to that of thiediazole copper (TDC, EC = 137.8 μg/mL). (EC = 17.3 μg/mL), (EC = 29.4 μg/mL), (EC = 29.7 μg/mL), (EC = 27.0 μg/mL), (EC = 18.6 μg/mL), and (EC = 20.8 μg/mL) showed much higher activity on pv. compared with BMT (EC = 80.1 μg/mL) and TDC (EC = 124.7 μg/mL). In relation to controlling the fungus, , , , and had much lower EC values of 0.005, 0.140, and 0.159 μg/mL compared to hymexazol at 74.8 μg/mL. Further experiments demonstrated that and controlled rice bacterial leaf blight disease better than BMT and TDC did. Scanning electron microscopy (SEM) studies revealed that induced the cell membrane collapse. Moreover, (73.7%), (80.6%), and (73.4%) also showed moderate activity against . These results indicated that the synthesized ferulic amide Ac6c derivatives showed promise as candidates for treating crop diseases.

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http://dx.doi.org/10.1021/acs.jafc.1c03892DOI Listing

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