Abstract

Eighteen novel 3/5(3,5)-(di)nitropaeonol hydrazone derivatives were prepared, and their structures well characterized by ¹H NMR, HRMS, and mp. Due to the steric hindrance, the substituents on the C = N double bond of all hydrazine compounds (except E/Z = 4/1 for IV-1g, IV-1l, IV-2b, and E/Z = 3/2 for IV-1n, IV-3a) adopted E configuration. Among all compounds, four compounds 2, 4, IV-1j, and IV-1n exhibited potent nematicidal activity than their precursor paeonol, especially 5-nitropaeonol (2) and 3,5-dinitropaeonol (4) displayed the most potent nematicidal activity Heterodera glycines in vivo with LC₅₀ values of 32.3307 and 36.7074 mg/L, respectively.

摘要

制备了 18 种新型 3/5(3,5)-(di)nitropaeonol 腙衍生物，它们的结构通过¹ H NMR、HRMS 和 mp 进行了很好的表征。由于空间位阻，所有肼化合物的 C = N 双键上的取代基（除了E/Z  = 4/1 IV-1g、IV-1l、IV-2b和E/Z  = 3/2 用于IV-1n , IV-3a ) 采用E构型。在所有化合物中，4 种化合物2、4、IV-1j和IV-1n表现出比其前体丹皮酚更有效的杀线虫活性，尤其是 5-硝基丹皮酚 ( 2) 和 3,5-二硝基丹皮酚( 4 )在体内表现出最有效的杀线虫活性，其 LC ₅₀值分别为 32.3307 和 36.7074 mg/L。