含二芳胺基呋喃甲酰胺类化合物的设计合成及抗菌活性研究

Design, synthesis and antifungal activity of novel fenfuram analogues containing a diarylamine moiety

摘要:

酰胺类化合物是最重要的农用杀菌剂之一. 为了获得具有高抗植物病原真菌活性的新型酰胺类化合物，本论文设计、合成了20种结构新颖的含二芳胺结构的2-甲基-3-呋喃甲酰胺类化合物，并通过了1H NMR的结构确定. 采用菌丝生长速率法对合成的化合物进行抗四种植物病原真菌的活性测定，结果表明大部分化合物对油菜菌核病菌和水稻纹枯病菌表现出显著抑菌效果. 化合物1i对油菜菌核病菌的EC50值为1.9229 mg/L，优于商品杀菌剂啶酰菌胺（2.6736 mg/L）和先导杀菌剂甲呋酰胺（9.9667 mg/L），显示出较好的抗菌活性，为进一步以此类新型杀菌剂进行先导优化提供理论基础.

Abstract:

Carboxylic amides are one of the most important classes of agricultural fungicides. To discover new carboxylic amide analogues with high activity against plant pathogenic fungi, twenty novel fenfuram analogues containing a diarylamine moiety were designed, synthesized and characterized by 1H NMR. Their antifungal activities in vitro were evaluated against four phytopathogenic fungi（Rhizoctonia solani, Sclerotinia sclerotiorum，Pythium aphanidermatum and Fusarium oxysporum）by mycelium growth inhibition method. Most compounds showed significant antifungal effect on R. solani and S. sclerotiorum, however, slightly weak antifungal effect on B. cinerea and F. oxysporum. Compound 1i exhibited the most potent antifungal effect on S. sclerotiorum with EC50 value of 1.9229 mg/L, superior to commercial fungicides boscalid (EC50 = 2.6736 mg/L) and lead fungicide fenfuram (EC50 = 9.9667 mg/L). The present work demonstrated that fenfuram analogues containing a diarylamine moiety could be used as a lead structure for further developing novel fungicides.