College of Plant Protection, Northwest A&F University, Yangling, Shaanxi 712100, People's Republic of China.
College of Forestry, Northwest A&F University, Yangling, Shaanxi 712100, People's Republic of China.
J Agric Food Chem. 2022 May 11;70(18):5551-5560. doi: 10.1021/acs.jafc.2c01532. Epub 2022 May 2.
Inspired by the application of natural products against pathogenic fungi, two series of dehydroabietyl oxime ester derivatives were synthesized using rosin as a raw material. Based on the evaluation and screening of antifungal activities against (), , , , , and , compound exhibited the best antifungal activity against , and its EC was 0.798 mg/L, which was lower than that of the positive control trifloxystrobin (1.112 mg/L). The antifungal activity results showed that had satisfactory protective and curative effects on tomato. Physiological and biochemical studies showed that the action mechanism of compound against is to change the morphology and the ultrastructure of the mycelium, increase the permeability of the cell membrane, and cause nucleus and mitochondrial dysfunction, thus leading to apoptosis. In addition, qualitative and quantitative structure-activity relationship studies showed that the inductive and conjugative interactions between compound and the target receptor form an electron transfer process, thereby achieving an antifungal effect. These results indicated that compound , which was derived from the natural product rosin, is a novel potential fungicidal candidate against .
受天然产物抗病原真菌应用的启发,我们以松香为原料合成了两个系列的脱氢枞酸肟酯衍生物。基于对化合物()、()、()、()、()和()抗真菌活性的评价和筛选,化合物对()表现出最好的抗真菌活性,其 EC 值为 0.798 mg/L,低于阳性对照三氟醚唑(1.112 mg/L)。抗真菌活性结果表明,化合物对番茄具有良好的保护和治疗作用。生理生化研究表明,化合物()对()的作用机制是改变菌丝形态和超微结构,增加细胞膜通透性,导致细胞核和线粒体功能障碍,从而引起细胞凋亡。此外,定性和定量构效关系研究表明,化合物与靶标受体之间的诱导和共轭相互作用形成电子转移过程,从而达到抗真菌效果。这些结果表明,来源于天然产物松香的化合物是一种新型的潜在抗真菌候选药物。