A new concise and facile method was explored to synthesize a collection of new 3-arylidene azetidin-2-ones, which could be regarded as the derivatives of the hybrid scaffold of bioactive natural cinnamamide and heterocycle azetidi-2-one. The structures of the synthesized compounds were characterized by ¹H, ¹³C NMR, and MS; and their antifungal activity were evaluated against Alternaria solani Sorauer. These antifungal data were subjected to a quantitative structure–activity relationship (QSAR) analysis using Codessa software on the basis of the results from B3LYP/6-31G(d,p) quantum calculations. The best regressive model revealed that potentially more active compounds should have low dipole moments and Q_C-min (minimal net atomic charge for a C atom), and high Q_O-max (maximal net atomic charge for an O atom) and Q_N-min (minimal net atomic charge for an N atom). The most potent compound 7k could lead to intracellular accumulation of reactive oxygen species, dissipation of mitochondrial transmembrane potential, and an autophagy-like cell death process in A. solani Sorauer. Taken together, these results laid the foundation for further design of improved crop-protection agents based on this hybrid scaffold.

探索了一种新的简便方法，合成了一系列新的3-芳基氮杂环丁烷-2-酮，它们可以被认为是生物活性天然肉桂酰胺和杂环氮杂环丁烷-2-酮的混合支架的衍生物。合成的化合物的结构通过¹ H，¹³ C NMR和MS表征；评估了它们对抗链格孢菌的抗真菌活性。根据B3LYP / 6-31G（d，p）量子计算的结果，使用Codessa软件对这些抗真菌数据进行了定量结构-活性关系（QSAR）分析。最佳回归模型表明，潜在活性更高的化合物应具有较低的偶极矩和Q _C-min（C原子的最小净原子电荷）和Q _O-max（O原子的最大净原子电荷）和Q _N-min（N原子的最小净原子电荷）高。最有效的化合物7k可能导致A. solani Sorauer细胞内活性氧的积累，线粒体跨膜电位的耗散以及自噬样细胞的死亡过程。综上所述，这些结果为进一步设计基于该杂种支架的改良农作物保护剂奠定了基础。