鬼臼毒素4β含硫衍生物的合成及其拒食活性  

Synthesis and Antifeedant Activity of Podophyllotoxin Analogues with 4β Sulfur Substituted Groups

作　　者：陈利标[1] 闫海燕[1] 冯俊涛[1] 李广泽[1] 田瑄[2] 张兴[1] 

机构地区：[1]西北农林科技大学无公害农药研究服务中心,陕西杨凌712100 [2]兰州大学功能有机分子化学国家重点实验室,甘肃兰州730000

出　　处：《农药学学报》2006年第4期359-362,共4页Chinese Journal of Pesticide Science

基　　金：国家西部开发重大项目(2004BA901A14);西北农林科技大学科研专项

摘　　要：为研究鬼臼毒素类化合物结构与杀虫活性的关系,在前期研究基础上设计合成了3个4β-硫酯-4-脱氧鬼臼毒素、2个4β-硫醚-4-脱氧鬼臼毒素及4β-巯基-4-脱氧鬼臼毒素共6个未见文献报道的化合物。其结构经IR、M S1、H NMR和元素分析确证。采用小叶碟添加法测试了化合物对3龄粘虫M ythimna separate幼虫的拒食活性,结果表明:4β-巯基-4-脱氧鬼臼毒素的活性最高,24和48h的AFC50(拒食中浓度)分别为164.6和248.1mg/L,分别是母体化合物鬼臼毒素活性的5.8和3.0倍。引入硫醚及硫酯后活性均降低。Three 4β-thioester-4-deoxypodophyllotoxins, two 4β-thioether-4-deoxypodophyllotoxins and one 4β-thiol-4-deoxypodophyllotoxin were synthesized, and their structures were confirmed by IR, MS, ^1H NMR and elemental analysis. The 24 h and 48 h antifeedant activities against the 3rd larvae of Mythimna separate were assayed with leaf-disk method. The bioassay results showed that 4β-thiol-4- deoxypodophyllotoxin had the highest activity among synthesized compounds. Its 24 h and 48 h AFC50 （concentration for 50% antifeedant activity） were 164.6 and 248.1 rag/L,5.8 and 3.0 times of that of podophyllotoxin, respectively. 4β-thioester and 4β-thioether derivatives had relative lower activities than the others.

关 键 词：鬼臼毒素衍生物 4β-巯基-4一脱氧鬼臼毒素 合成 粘虫 拒食活性 

分 类 号：R284.2[医药卫生—中药学] S482.38[医药卫生—中医学]