苯并咪唑桥连的双-β-咔啉衍生物的合成与生物活性

Synthesis and biological activity of bis-β-carboline derivatives containing benzimidazole structural unit

摘要:

为寻找高活性的新农药先导化合物，以1-取代的-β-咔啉-3-羧酸乙酯为原料，经过烷基化、还原、氧化等4步反应，合成10个以苯并咪唑桥连的双-β-咔啉衍生物，所合成的目标化合物经核磁共振氢谱、核磁共振碳谱和高分辨质谱确证其结构。并采用菌丝生长速率法测试了目标化合物对棉花枯萎病原菌、棉花立枯丝核菌、向日葵菌核、油菜菌核和葡萄灰霉病原菌的抑菌活性。离体杀菌活性测定结果表明，在50 mg/L下，目标化合物对测试的5种病原菌显示出一定抑制活性，其中化合物Ⅴb和Ⅴi对向日葵菌核的抑制率分别为100%和92.4%。该类化合物可以为设计研究新型农用杀菌剂提供参考。

Abstract:

In order to find novel pesticide leading compound with high bioactivity, ten bis-β-carboline derivatives linked by benzimidazole were synthesized starting from ethyl 1-substituted-β-carboline-3- carboxylate via alkylation, oxidation, and condensation. The structure of all novel compounds was confirmed by 1H NMR, 13C NMR and HRMS. Their antifungal activities were evaluated in vitro against five phytopathogenic fungi (Cotton Fusarium, Rhizoctonia solani, Sunflower sclerotinia, Rape sclerotinia, and Botrytis cinerea) using myvelium growth rate method. The preliminary results showed that most of the compounds possessed some fungicidal activity to five phytopathogenic fungi at 50 mg/L. These compounds have exhibited a significant inhibitory effect against sunflower sclerotinia rot in which compounds Ⅴb, and Ⅴi had inhibitory rates of 100%, and 92.4%, respectively. The information obtained from the studies may be useful for the design of novel agricultural fungicides.