源于α-蒎烯的水性化双官能桉树脑衍生物的合成、生物活性及构效关系研究

项目名称： 源于α-蒎烯的水性化双官能桉树脑衍生物的合成、生物活性及构效关系研究

项目编号： No.31460174

项目类型： 地区科学基金项目

立项/批准年度： 2015

项目学科： 农业科学

项目作者： 黄道战

作者单位： 广西民族大学

项目金额： 50万元

中文摘要： 桉树脑衍生物是一类高效、低毒的植物源农药。然而其弱亲水性、既复杂又存在严重安全隐患及环境污染的合成方法，限制了其广泛的应用。本项目拟选择或制备具有适宜酸性和氧化还原性的杂多酸，经烷基季铵阳离子结构修饰，设计构筑高效的氧化-酸双功能催化剂，在双氧水存在下，催化α-蒎烯选择性转化合成2,3-二羟基-1,8-桉树脑(Ⅰd)；利用化合物Ⅰd的羟基进行酯化、醚化反应，引入具有同样或增强除草、抑菌活性的功能基，设计合成系列可能具有适宜亲水性和协同除草或抑菌作用的双官能桉树脑衍生物，测定结构和溶解性；采用油菜平皿法、稗草小杯法和抑菌圈法评价这些衍生物对杂草种子发芽、根与幼苗生长以及对细菌生长的抑制作用，获得杂草防除谱和抑菌谱; 通过计算抑制率、半抑制浓度，讨论结构与亲水性、除草抑菌活性的关系；最终形成源于α-蒎烯的水性化双功能桉树脑衍生物除草剂和抑菌剂的设计构筑科学理论，丰富和发展松节油深加工利用技术。

中文关键词： α-蒎烯；水性化双官能桉树脑衍生物；除草活性；抑菌活性；构效关系

英文摘要： Cineole derivatives are a kind of botanical pesticides with high efficiency and low toxicity. However, the low hydrophilic property, the complex synthetic route, and the serious potential safety hazard and environment pollution, limit their wide application. This project would design and construct the high-performance acidic-redox bifunctional catalyst from commercial or self-made heteropoly acids with suitable acidity and redox ability through appropriate structurally modification with alkyl quaternary ammonium cations, for selective catalytic conversion of α-pinene to 2,3-dihydroxy-1,8-cineole(Ⅰd)in presence of hydrogen peroxide. And then this project would design and synthesize series bifunctional cineole derivatives with suitable hydrophilic property and synergistic herbicidal or bacteriostatic action by introducing the functional group with similar or improved herbicidal or bacteriostatic activity to the molecule structure of compound Ⅰd through esterification and etherification of hydroxy group, structurally characterizing and testing the solubility. Furthermore, this project would evaluate the weed control spectrum and antibacterial spectrum of these derivatives against weed seed germination, root and seedling growth, and bacterial growth by using rape root methods, barnyardgrass cup and disk inhibition zone method. Lastly, this project would discuss the structure-hydrophilicity relationship and the structure-herbicidal/ bacteriostatic activity relationship by calculating inhibition rate and half-inhibitory concentration. Our ultimate objective is to design and construct the water-based bifunctional cineole derivatives herbicides and bacteriostatic agent from alpha-pinene, and to enrich and develop the technology for deep processing and high-effective application of turpentine oil.

英文关键词： α-pinene;water-based bifunctional cineole derivative;herbicidal activity;antibacterial activity;structure-activity relationship