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含取代苯肼和苯氧苯基的吡咯烷二酮衍生物的合成与生物活性研究

时间:2018-08-01 22:16来源:毕业论文
吡咯烷二酮类化合物具有复杂多变的分子结构和广泛的生物活性,可作为农药开发的先导分子,对其进行结构修饰和优化,可广泛应用于新型农药的开发与创制。苯肼是农药结构中常常

摘要:吡咯烷二酮类化合物具有复杂多变的分子结构和广泛的生物活性,可作为农药开发的先导分子,对其进行结构修饰和优化,可广泛应用于新型农药的开发与创制。苯肼是农药结构中常常含有的基团,化合物结构中引入苯肼基团可有效提高其生物活性,在农药研发中已经得到普遍的运用。此外,农药分子中引入二苯醚基团,化合物的理化性质和生物活性均可得到极大的改善。鉴于此,本文在吡咯烷二酮的1号位引入苯氧苯基,在其3号位引入苯肼基团,设计并合成了一系列含取代苯肼和苯氧苯基的吡咯烷二酮衍生物,并对他们的杀菌活性进行了初步筛选。该类衍生物的合成以4-氨基二苯醚和溴乙酸乙酯为原料,经过3步反应得到N-苯氧苯基-3-(1-羟基亚乙基)吡咯烷-2,4-二酮,再与不同的苯肼及取代苯肼反应,制备了9个新型含取代苯肼和苯氧苯基的吡咯烷二酮衍生物,各目标化合物的结构得到1H-NMR与IR的确证。而后采用菌丝生长速率法测定了8个目标化合物对水稻纹枯病菌(Rhizoctonia solanis)的生物活性。抑菌实验结果显示,在10 mg/L浓度下,各目标化合物对供试的水稻纹枯病菌具有较好的抑制活性,其中化合物6b、6c和6f的抑制率均达到95%以上。毕业论文关键词:吡咯烷二酮;取代苯肼;二苯醚;生物活性26579
Synthesis and Biological Activity of Pyrrolidinedione Derivatives Containing Substituted Phenylhydrazine and Phenoxyphenyl Groups
Abstract: Pyrrolidine diketone compounds can be used as leading body of pesticide development in view of their complex and changeable molecular structures and wide range of biological activity, and can be widely used in developing and creating new pesticides by modificating and optimizating their structures. Phenylhydrazine is a common group in the structures of pesticides, and the compounds that contain phenylhydrazine groups tend to exhibit significant biological activity and are widely used in the creation of pesticides. The introduction of diphenyl ether group in pesticide molecules can greatly improve the physicochemical properties and biological activity of pesticides. Therefore, this paper intends to introduce phenoxyphenyl group at 1-position of pyrrolidinedione and introduce phenylhydrazine group at 3-position to research the synthesis and biological activity of pyrrolidine diketone, which is substituted with phenylhydrazine and phenoxyphenyl. The synthesis of the derivatives N-phenoxyphenyl-3-(1- hydroxyethylidene)pyrrolidine-2,4-diones were carried out with 4-amino diphenyl ether and ethyl bromoacetate as raw materials after three steps, then the nine new title compounds pyrrolidine diketone derivatives cotaining substituted phenylhydrazine and phenoxyphenyl were synthesized. The structures of the title compounds were identified by 1H-NMR and IR. The biological activity of eight title compounds against  Rhizoctonia solanis was determined by the growth rate method of mycelium. The results of the assay experiment showed that the title compounds had good inhibitory activity against the tested pathogen at the concentration of 10 mg/L , and the inhibitory rates of compounds 6b, 6c and 6f were above 95%.
Key words: pyrrolidinedione; substituted penylhydrazine; diphenyl ether; biological activity
目  录

摘要    3
关键词    3
Abstract    3
Key words    3
引言    3
材料与方法    3
1.1  仪器与试剂    3
1.2  目标化合物的合成路线    4
1.3  目标化合物的合成步骤    4
1.3.1  N-苯氧苯基甘氨酸乙酯的合成    4
1.3.2  N-苯氧苯基-3-(1-羟基亚乙基)吡咯烷-2,4-二酮的合成    4
1.3.3  苯肼盐酸盐的中和    5 含取代苯肼和苯氧苯基的吡咯烷二酮衍生物的合成与生物活性研究:http://www.youerw.com/huaxue/lunwen_20808.html
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