新型含苯并咪唑的(S,S)-2,8-二氮杂双环[4.3.0]壬烷类衍生物的合成及生物活性

通过N-烷基化反应合成了一系列新型含苯并咪唑的(S,S)-2,8-二氮杂双环4.3.0]壬烷类衍生物,中间体化合物通过环化反应和酰化反应合成得到。所有新型化合物的结构均通过熔点测定、核磁共振氢谱和高分辨质谱确认。生物活性测试结果显示,目标化合物拥有中等的抗植物真菌活性,对东方粘虫Mythimna separata Walker和蚊幼虫Culex pipiens pallens具有中等到良好的杀虫活性。其中化合物6e和6f对油菜菌核Sclerotinia sclerotiorum、马铃薯晚疫Phytophthora infestans、小麦赤霉Fusarium graminearum等真菌具有良好的抗菌活性。化合物6e和6k在200mg/L下对东方粘虫的致死率为100%,化合物6h和6k在2mg/L下对蚊幼虫的致死率为75%。

Synthesis and bioactivity of (S, S)-2,8-diazabicyclo [4.3.0] nonane containing benzimidazole moiety

A series of novel (S, S)-2,8- diazabicyclo 4.3.0] nonane containing benzimidazole moiety was synthesized and their structures were determined by ¹H NMR and HRMS. The biological activity results showed that these compounds possessed moderate antifungal activity to some plant pathogenous fungi and moderate insecticidal activity against Mythimna separata Walker and Culex pipiens pallens. Compounds 6e and 6f exhibited good antibacterial activity against Sclerotinia sclerotiorum, Phytophthora infestans and Fusarium graminearum. The lethality rates of compounds 6e and 6k against Mythimna separata Walker were 100% at 200 mg/L and the lethality rates of compounds 6h and 6k against C. pippiens pallens were 75% at 2 mg/L.