【作者】 张继文；

【导师】 吴文君；

【作者基本信息】 西北农林科技大学 ， 农药学， 2004， 硕士

【摘要】 天然产物农药的研究开发一般可分为三个层次:(1) 天然产物的直接利用,(2) 天然产物中活性成分的结构修饰和改造,(3) 作为先导化合物,合成筛选出新农药。本论文在国家自然科学基金重点项目(No:30130130)的资助下就杀虫植物苦皮藤中主要杀虫活性成分苦皮藤素在第二个层次上展开研究,对苦皮藤素V和苦皮藤提取物水解产物中的β-二氢沉香呋喃倍半萜多元醇进行了结构修饰改造,测定了各种结构修饰产物的杀虫活性,并采用NMR,MS等现代波谱学方法鉴定了部分化合物的结构。 主要结果如下: 1、合成了苦皮藤素V6-乙酯、6-烯丙基醚和6-酮等衍生物,通过NMR方法鉴定了化合物的结构,经文献检索均为新化合物,生测结果表明酮衍生物丧失了杀虫活性,乙酯衍生物与苦皮藤素V活性相当,醚衍生物较苦皮藤素V活性提高11倍。 2、采用定向多样性合成的思路,以苦皮藤提取物水解产物中的β-二氢沉香呋喃倍半萜多元醇为多官能团核心母体,建立了酯类、醚类、氨基甲酸酯类等衍生物库,从中筛选出对粘虫具有毒杀作用的异丁酸酯类衍生物。并分离出活性新化合物A和B。其结构经NMR,MS等方法鉴定为2β,6α,8β,13-四异丁酰氧基-1β,4α,9α-三羟基-β-二氢沉香呋喃和1β,2β,6α,8β,13-五异丁酰氧基-4α,9α-二羟基-β-二氢沉香呋喃。经文献检索A和B均为新化合物。 这些研究结果,为进一步研究苦皮藤素类化合物的构效关系和结构改造提供了依据。更多还原

【Abstract】 There are three strategies to research and develop botanical pesticides. Firstly, the crude extracts are used as the pesticides. Secondly, the active compounds are isolated and its derivatives are synthesized. Thirdly, the active compounds are used as lead compounds to syhthesize and screen the new pesticides.Celangulins are compounds based on a β -dihydroagarofuran core structure with insecticidal activity from Celastrus angulatus Max. As environment acceptable-pesticides, celangulins have been studied financed by National Natural Science Foundation of China (No.30130130) .The active compound Celangulin-V, which is the main active compound against insect pest from Celastrus angulatus Max, was modified at its 6-OH and the core structure β-dihydroagarofuran polyol of Celangulins from the basic hydrolysis of the extract of the root bark of Celastrus angulatus Max was modified by combinatorial chemical method. The insecticidal activity of the derivatives of Celangulin-V and the library based on the β -dihydroagarofuran polyol were studied .The structures of some derivatives were elucidated mainly by NMR and MS. The main results are as follows.1 、 The ester ,ether and ketone derivatives of Celangulin-V were prepared and the activity of the ester derivatives of Celangulin-V is as good as Celangulin-V. the activity of the ether derivatives of Celangulin-V is much better than Celangulin-V. and the Celangulin-V-ketone has no activity.2、 Sesquiterpene polyol esters library were syntheszed based on the basic hydrolysis of the extract of the root bark of Celastrus angulatus Max which can offer the β -dihydroagarofuran polyol by combinatorial chemical method .In the library the compounds with insecticidal activity were isolated by bioassay-guided fractionation. Two new compounds with insecticidal activity against the larve of Mythimna separata.were isolated and their structures were elucidated as 2β.6α ,8β,13-tetraisobutanoyloxy-1β, 9α -trihydroxy - β-dihydroagarofuran(A), 1 β,2 β,6 α,8 β,13-pentaisobutanoyloxy-4 α,9α -dihydroxy- β-dihydroagarofuran(B) mainly by NMR and MS spectral data.更多还原