松节油基萜类化合物对德国小蠊驱避活性及定量构效关系研究  

THE REPELLENT ACTIVITY AND QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP OF TERPENOIDS SYNTHESIZED FROM TURPENTINE OIL AGAINST BLATTELLA GERMANICA

作　　者：韩招久[1] 李丙军[1] 姜志宽[1] 廖圣良[2] 王宗德[2] 谭伟龙[1] 陆年宏[1] 郑卫青[3] 郑剑[1] 贾德胜[1] 

机构地区：[1]南京军区军事医学研究所,南京210002 [2]江西农业大学,南昌330045 [3]南昌市疾病预防控制中心,南昌330045

出　　处：《寄生虫与医学昆虫学报》2013年第3期170-177,共8页Acta Parasitologica et Medica Entomologica Sinica

基　　金：国家自然科学基金项目（31060101）;国家林业公益性行业科研专项经费项目（201304602）;军队重点课题（AWS11L009）;江苏省自然科学基金项目（BK2009040）

摘　　要：本研究测试了26个松节油基萜类化合物对德国小蠊的驱避活性，并分析了定量构效关系。20个化合物表现出不同程度的正向驱避活性，其中薄荷醇的驱避活性最高，驱避率为69．8％。利用Gaussian软件构建和优化26个化合物结构，再利用AMPAC和CODESSA软件计算化合物的结构描述符；启发式方法对描述符进行筛选及驱避化合物结构描述符与驱避率之间的定量构效关系模型的建立，获得R2为0．7923的最优模型，即驱避率（％）Y=269．13＋15．36X1-77．16X2＋0．83X，＋1．38X4＋0．83X5＋2．58X6。该模型显示，影响萜类德国小蠊驱避活性的最主要的6个描述符X1、X2、X3、X4、X5、X6分别为氢原子最大原子态能、原子表面带正电部分区域相对于总带电区域的比例分数、分子总偶极的杂化成分、碳原子最大原子态能、原子表面带负电部分区域相对于总带电区域的比例分数、Onsager—Kirkwood溶解能的图像。The repellent activity of α-pinene, β-pinene, and twenty four terpenoids derived from α-pinene or β-pinene against Germen cockroaches, Blattella germanica, were tested with dipped filter paper. Twenty of the tested compounds showed positive repellent activity at the concentration of 20 mg/mL. Menthol held the most powerful activity with the repellent rate of 68.9% , demonstrating its promising prospect in cockroach control. Three-dimensional structure of twenty- six terpenoid compounds were built and optimized by GAUSSIAN software. Descriptors for those structures were calculated from AMPAC and CODESSA software. Descriptors screening and the quantitative structure-activity relationship （QSAR） building were carried out by applying heuristic approach in CODESSA software. The optimal model with correlation coefficient R2 of 0. 7923 was obtained. The model, i. e. Repellent rate （%） Y=269. 13 ＋ 15.36X1 -77.16X2 ＋0.83X3 ＋ 1.38X4 ＋ 0. 83X5 ＋ 2.58X6 , shows that six principal activity-affecting parameters X1, X2 , X3 , X4 , X5 and X6 were Max atomic state energy for a H atom, FPSA-3 Fractional PPSA （PPSA-3/TMSA） , Tot hybridization comp. of the molecular dipole, Max atomic state energy for a C atom, ESP-FNSA-2 Fractional PNSA （PNSA-2/TMSA） and Image of the Onsager- Kirkwood solvation energy respectively.

关 键 词：德国小蠊 萜类化合物 驱避活性 定量构效关系 

分 类 号：O621.2[理学—有机化学]