Chen Kuai, Song Dandan, Shi Detan, Li Longju, Wu Zhibing
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, 550025, China.
J Agric Food Chem. 2025 May 7;73(18):10914-10922. doi: 10.1021/acs.jafc.5c02618. Epub 2025 Apr 23.
Pyrazole carboxamide derivatives were initially extensively studied as succinate dehydrogenase inhibitors (SDHIs). In the present study, a series of pyrazole/pyrrole carboxamides containing a dinitrogen six-membered heterocyclic were designed based on our reported active skeletons with dual mode of action. Bioactivity results showed that the target compound demonstrated superior antifungal efficacy against () with an EC value of 6.0 mg/L. The protective activity of was 74.7% at 100 mg/L. Scanning electron microscopy and transmission electron microscopy showed that could disrupt the surface morphology of the mycelia and cause lipid peroxidation of cell membrane, which was further verified by the determination of relative conductivity and malondialdehyde contents. Combined with ergosterol content, docking results between with SDH and CYP51, and the IC value of for SDH (9.7 mg/L), it is concluded that is a potential SDHI and ergosterol biosynthesis inhibitor. Thus, the present study provides fresh insight into the study of derivatives of the amides.
吡唑甲酰胺衍生物最初作为琥珀酸脱氢酶抑制剂(SDHIs)被广泛研究。在本研究中,基于我们报道的具有双重作用模式的活性骨架,设计了一系列含有二氮六元杂环的吡唑/吡咯甲酰胺。生物活性结果表明,目标化合物对()表现出优异的抗真菌活性,其EC值为6.0 mg/L。在100 mg/L时,的保护活性为74.7%。扫描电子显微镜和透射电子显微镜表明,可破坏菌丝体的表面形态并导致细胞膜脂质过氧化,这通过相对电导率和丙二醛含量的测定得到进一步验证。结合麦角甾醇含量、与SDH和CYP51的对接结果以及对SDH的IC值(9.7 mg/L),得出是一种潜在的SDHI和麦角甾醇生物合成抑制剂的结论。因此,本研究为酰胺衍生物的研究提供了新的见解。