昆虫学报2014，Vol.57Issue(9)：1025-1031,7.
萜类驱避化合物与引诱物三分子缔合的计算研究
Calculation of the trimolecular association between terpenoid repellents and attractants
摘要
Abstract
[Aim] The research of repellent mechanism is still unsatisfactory.This study intends to investigate the trimolecular association between single terpenoid repellent and two different attractants,and the relationship between the trimolecular association and mosquito repellency through the theoretical calculation.The goal is to develop a new direction for the repellent mechanism research.[Methods] Gaussian View 4.1 and Gaussian 03W softwares were used to build and optimize the structure of terpenoid repellent monomers and trimolecular complexes which comprise L-lactic acid,ammonia and repellents.The optimized structure and association energy were obtained after optimization.Ampac 8.16 was applied to import all the above structures into the Codessa 2.7.10 software.Various kinds of structural descriptors were calculated,and a series of quantitative models which imply the relationship between structural descriptor of the association and repellent activity were generated by the heuristic method encoded in Codessa 2.7.10.The best quantitative model was picked out through breaking point rule and model validation.[Results] The energy of trimolecular association is basically in the range of 20 to 50 kJ/mol,and the R2 of the best three-parameter quantitative model is 0.9098.Three structural descriptors contained in the model were the maximum nucleophilic reactivity index for a C atom,topographic electronic index (all bonds) [Zefirov' s PC] and exchange energy + e-e repulsion for a H-O bond.[Conclusion] A terpenoid repellent molecule can associate with two different attractant molecules at the same time,and this trimolecular association matches the basic characteristics of hydrogen bonds.The maximum nucleophilic reactivity index for a C atom,topographic electronic index (all bonds) [Zefirov's PC] and exchange energy + e-e repulsion for a H-O bond,which are three descriptors generated from trimolecular complexes,tightly correlate to the repellency.This research preliminarily illustrates the existence of trimolecular association between terpenoid repellents and attractants,and its influence on the repellency.The result provides a new theoretical basis for the future repellent mechanism research.关键词
萜类驱避剂/引诱物/三分子缔合/缔合能/定量构效关系/结构描述符Key words
Terpenoid repellent / attractant / trimolecular association / association energy / quantitative structure-activity relationship (QSAR) / structural descriptor分类
生物科学引用本文复制引用
许锡招,廖圣良,宋杰,王鹏,范国荣,姜志宽,王宗德..萜类驱避化合物与引诱物三分子缔合的计算研究[J].昆虫学报,2014,57(9):1025-1031,7.基金项目
国家林业公益性行业科研专项经费项目(201304602) （201304602）
江西省主要学科学术和技术带头人培养计划(20133BCB22004) （20133BCB22004）
江西省科技支撑计划课题(20132BBF60057) （20132BBF60057）
