降龙涎香醚或其同系物定量构香关系的研究  

Quantitative structure-odor relationship(QSAR)study of ambrox or homo-ambrox

作　　者：程利平[1] 诸颖[1] 何慧红[1] 

机构地区：[1]上海应用技术学院化学与环境工程学院,上海200234

出　　处：《计算机与应用化学》2011年第1期57-60,共4页Computers and Applied Chemistry

基　　金：上海市教育委员会科研创新项目(11YZ224);上海市重点学科(J51503)

摘　　要：龙涎香是1种名贵的动物香料,在调香中占有不可或缺的位置。然而由于天然龙涎香己很难获得,多以合成产品代之。在众多合成龙涎香料中,降龙涎香醚或其同系物的评价较高。为了满足人们对龙涎香型香料的日益增长的需求,开展合成龙涎香料方面的理论和应用的研究,是非常有意义的。目前QSAR法在香料分子的研究领域中应用还少。本文应用密度泛函论(B3LYP),计算降龙涎香醚或其同系物的各种量子化学结构参数。结合其香气强度的实验值(香气阈值),用Stepwise法建立具有重要统计学意义的QSAR方程。一方面,它预测降龙涎香醚或其同系物的香气强度的能力良好,另一方面还能反映出影响降龙涎香醚或其同系物香气强度的重要量子化学结构参数。结果表明:最低空轨道能量E_(LUMO)、分子的偶极矩μ对降龙涎香醚或其同系物的香气强度有重要影响,E_(LUMO)能级越低,香气阈值越小,分子的香气越强;偶极矩μ越大,分子的极性越强,分子的香气也越强。Ambergris has been one of the most highly valued perfumery materials of animal origin. However, in recent years the growing demand for ambergris type odorants, coupled to the dwindling of natural sources, has stimulated the search for more accessible and cheaper substitutes. Among all diverse substitutes, a series of ambrox or homo-ambrox have attracted much attention and have been highly prized. To satisfy people＇s growing demand, it is greatly valuable to develop theoretical and applicable research in ambergris odor area. In this paper, quantitative structure-activity relationship （QSAR） study had been carried out in a series of ambrox or homo-ambrox based on quantum-chemical parameters derived by B3LYP method. To build QSAR models, a multiple linear regression stepwise method was used. The obtained models have good predictive ability and are of high statistical significance. The models contribute also to the identification of important quantum-chemical parameters responsible for ambergris odor. The results show that two quantum-chemical parameters, ELUMO, μ, have important influence on odor intensity. The lower the ELUMO is, the smaller the odor threshold and the stronger the sandalwood odor intensity is. The larger the μ is, the stronger the molecule＇s polarity is, the smaller the odor threshold and the stronger the sandalwood odor intensity is.

关 键 词：降龙涎香醚 密度泛函 香气阈值 定量构香关系 

分 类 号：TQ015.9[化学工程] TP391.9[自动化与计算机技术—计算机应用技术]