β-烯胺酮类化合物的合成及对黄瓜灰霉病菌生物活性的初步研究  

Synthesis of β-Enaminones and Fungicidal Activity to Botrytis cinerea

作　　者：纪明山[1] 高云云[1] 李兴海[1] 刘欣[1] 

机构地区：[1]沈阳农业大学植物保护学院,沈阳110161

出　　处：《沈阳农业大学学报》2015年第6期661-666,共6页Journal of Shenyang Agricultural University

基　　金：国家自然科学基金项目(201303025);辽宁省公益性专项项目(201303025)

摘　　要：烯胺酮类化合物是一类具有杀菌活性的物质,在农药领域用途广泛。为了提高烯胺酮类化合物的杀菌活性并对其结构进行优化,本试验以取代苯胺和5,5-二甲基-1,3-环己二酮为原料合成了24个β-烯胺酮类化合物（J1~J24）,并通过核磁共振氢谱和红外光谱确证结构。采用菌丝生长速率法和活体盆栽法测定其对黄瓜灰霉病菌（Botrytis cinerea Pers）的抑菌活性。结果表明：在浓度为50μL·m L-1时,目标化合物对黄瓜灰霉病菌均具有抑菌活性,且抑菌活性均优于对照药剂多菌灵;毒力测定结果显示J17,J21,J22的EC50分别为6.6712,7.5736和9.0672mg·L-1,接近于对照药剂腐霉利和嘧霉胺的EC50;活体盆栽防效测定试验结果显示,菌丝接种法测得其中有15种化合物的防效高于80%,孢子接种法测定结果表明三取代苯胺基烯胺酮类化合物（J19~J24）的防效较好。Enaminones are a class of compounds with fungicidal activity and have been widely used in pesticide. In order to improve the fungicidal activity of enamines,their structures were optimized by derivation. In this paper, twenty-four compounds （J1-J24） were synthesized by using a mixture of amine and 5, 5-dimethyl-l, 3-cyclohexanedione. The structures of the compounds were verified by 1HNMR and IR. The antifungicidal activity of twenty-four compounds against B. cinerea Pers was evaluated by method of mycelial growth inhibition and spore inoculation method. Bioassay results showed that the target compounds had fungicidal activity and a few of them were better than carbendazim at 50μxL·mL-1, and the ECso values of J17, J21 and J22 were 6.6712, 7.5736 and 9.0672 mg ·L-1respectively, which were close to crocymidone and cyrimethanil. Pot tests indicated that the control efficiency of fifteen compounds were over 80% by method of mycelial growth inhibition and the enaminones with trisubstituted anilino group （J19-J24）have better control efficiency by spore inoculation method.

关 键 词：β-环己烯胺酮 5 5-二甲基-1 3-环己二酮 黄瓜灰霉病菌 抑菌活性 构效关系 

分 类 号：S436.421.1[农业科学—农业昆虫与害虫防治]