2-取代苯并咪唑类化合物的合成及其抑菌活性

Synthesis and antifungal activity of 2-heterocyclic- benzimidazole derivatives

摘要: 以甲基酮、草酸二乙酯或草酸二甲酯、盐酸羟胺和水合肼为原料,通过缩合、环合、水解等反应,将取代吡唑环、异 NFDA1 唑环引入苯并咪唑的2位,设计合成了13个未见文献报道的2-取代苯并咪唑类衍生物,其结构经红外、电喷雾串联质谱(ESI-MS)和核磁共振氢谱确证。初步生物活性测试结果表明,在100 mg/L质量浓度下,所有目标化合物对6种供试病原菌均具有一定的抑菌活性,其中2-吡唑取代的化合物 2a~2d 对苹果炭疽病菌Glomerella cingulata的抑制率在80%以上,2-异 NFDA1 唑取代的化合物 4a 对番茄早疫病菌 Alternaria solani 、苹果炭疽病菌和水稻稻瘟病菌 Magnaport hegrisease 的抑制率达100%。

Abstract: Thirteen 2-heterocyclic-benzimidazole derivatives were synthesized from methyl ketone,diethyl oxalate or dimethyl oxalate,hydroxylamine hydrochloride,hydrazine hydrate as starting materials via several reactions including condensation,cyclization and hydrolysis.The structures of all compounds were confirmed by IR,ESI-MS and 1H NMR.Preliminary bioassay showed that all the compounds exhibit some fungicidal activity against six fungi tested at the concentration of 100 mg/L,among them,the inhibition rate of 2a-2d against Glomerella cingulata were above 80%, 4a showed 100% inhibition rate against Alternaria solani,G.cingulata and Magnaport hegrisease.