Chen Jinli, Zhang Meng, Yuan Chunmei, Zhang Tao, Wu Zhibing, Li Tingting, Chi Yonggui Robin
State Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang, Guizhou 550025, People's Republic of China.
School of Chemistry, Chemical Engineering, and Biotechnology, Nanyang Technological University, Singapore 637371, Singapore.
J Agric Food Chem. 2024 May 22;72(20):11360-11368. doi: 10.1021/acs.jafc.3c09770. Epub 2024 May 8.
In this study, a series of acrylamide derivatives containing trifluoromethylpyridine or piperazine fragments were rationally designed and synthesized. Subsequently, the antifungal activities of all of the synthesized compounds were evaluated. The findings revealed that compounds , , and exhibited >80% antifungal activity against sp. () at the concentration of 50 μg/mL. Furthermore, the EC values for compounds , , and against were determined to be 4.49, 6.47, and 8.68 μg/mL, respectively, which were better than the positive control with azoxystrobin (24.83 μg/mL). At the concentration of 200 μg/mL, the protective activity of compound against reached 65%, which was comparable to that of azoxystrobin (60.9%). Comprehensive mechanistic studies, including morphological studies with fluorescence microscopy (FM), cytoplasmic leakage, and enzyme activity assays, indicated that compound disrupts cell membrane integrity and induces the accumulation of defense enzyme activity, thereby inhibiting mycelial growth. Therefore, compound serves as a valuable candidate for the development of novel fungicides for plant protection.
在本研究中，合理设计并合成了一系列含有三氟甲基吡啶或哌嗪片段的丙烯酰胺衍生物。随后，对所有合成化合物的抗真菌活性进行了评估。结果表明，化合物 、 和 在50 μg/mL浓度下对 菌（ ）表现出>80%的抗真菌活性。此外，化合物 、 和 对该菌的EC值分别测定为4.49、6.47和8.68 μg/mL，优于阳性对照嘧菌酯（24.83 μg/mL）。在200 μg/mL浓度下，化合物 对该菌的保护活性达到65%，与嘧菌酯（60.9%）相当。包括荧光显微镜（FM）形态学研究、细胞质渗漏和酶活性测定在内的综合机理研究表明，化合物 破坏细胞膜完整性并诱导防御酶活性积累，从而抑制菌丝生长。因此，化合物 是开发新型植物保护杀菌剂的有价值候选物。
