苯并咪唑酮α,β-不饱和酰胺衍生物加成反应活性与抑菌活性的关系研究  

Relationship between addition reactivity and antibacterial activity of α,β-unsaturated amide derivatives of benzimidazolone

作　　者：杨春楠[1] 甘新琪[1] 徐楠[1] 魏少鹏[1] 姬志勤[1] 

机构地区：[1]西北农林科技大学植物保护学院,陕西杨凌712100

出　　处：《农药学学报》2013年第4期475-478,共4页Chinese Journal of Pesticide Science

基　　金：国家自然科学基金项目(30971935)

摘　　要：以还原型谷胱甘肽(GSH)为亲核试剂,测定了6个苯并咪唑酮α,β-不饱和酰胺衍生物(Ⅰ～Ⅵ)与GSH的加成反应活性,并采用肉汤微量稀释法测定了上述化合物对蜡状芽孢杆菌Bacillus cereus的抑菌活性,分析了供试化合物加成反应活性与其抑菌活性的相关性。结果表明:化合物Ⅰ～Ⅴ的反应活性接近,二级动力学速率常数(KGSH)在0.0559～0.0638 L/(mmol.min)之间,化合物Ⅵ的反应活性最高,KGSH为0.290 L/(mmol.min);化合物Ⅱ和Ⅵ的抑菌活性最高,其最小抑制浓度(MIC)均为0.78μg/mL;表明苯并咪唑酮α,β-不饱和酰胺衍生物加成反应活性与其抑菌活性之间无明显相关性,不能用其反应活性的高低来预测其抑菌活性。Addition reactivity of α,β-unsaturated amide derivatives of benzimidazolone, compounds I -VI, was determined by reacting with glutathione, and their antibacterial activity against Bacillus cereus was evaluated by micro-broth dilution method, and the relationship between addition reactivity and bioactivity of tested compounds was further investigated. The results indicated that the second-order rate constants（KrsH） of compounds I - V were ranged from 0.055 9 to 0.063 8 L/（ mmol .min）, and the Kcsn value of the most reactive compound, compound VI, was 0. 290 L/（ mmol. min）. The minimum inhibitory concentration （MIC） of the most potential compounds ,II and VI ,were 0.78 μg/mL. The results indicated that addition reactivity of or,t-unsaturated amide derivatives of benzimidazolone may not be used to quantitatively predict their antibacterial activity.

关 键 词：α β-不饱和酰胺 苯并咪唑酮 加成反应活性 抑菌活性 

分 类 号：O626.2[理学—有机化学]