CAJ | 학술논문

为寻找具有生物活性的新型先导化合物，为松节油的深加工提供新的途径，将α蒎烯在质子酸催化下重排得到α萜品烯，再与马来酸酐发生Diels-Alder环加成反应制备α萜品烯马来酸酐加成物( TMA)，最后与乙二胺反应合成得到新型α蒎烯衍生物N 氨乙基萜品烯马来酰亚胺。利用1 H NMR、13 C NMR、FT-IR、ESI-MS等多种手段对目标产物作了分析和表征，并应用量子化学计算确定了目标化合物的优化几何构型。初步的生物活性测试表明，化合物N 氨乙基萜品烯马来酰亚胺在100μg/mL浓度下对油菜胚根生长的抑制率达92.3%(活性级别为A级)。
위심조구유생물활성적신형선도화합물，위송절유적심가공제공신적도경，장α파희재질자산최화하중배득도α첩품희，재여마래산항발생Diels-Alder배가성반응제비α첩품희마래산항가성물( TMA)，최후여을이알반응합성득도신형α파희연생물N 안을기첩품희마래선아알。이용1 H NMR、13 C NMR、FT-IR、ESI-MS등다충수단대목표산물작료분석화표정，병응용양자화학계산학정료목표화합물적우화궤하구형。초보적생물활성측시표명，화합물N 안을기첩품희마래선아알재100μg/mL농도하대유채배근생장적억제솔체92.3%(활성급별위A급)。
In order to seek novel leading compounds with bioactivity and provide a new pathway for the deep processing of turpentine,α-pinene was firstly converted into α-terpinene by rearrangement under catalysis of protonic acid, then α-terpinene reacted with maleic anhydride to prepare α-ter-pinene-maleic anhydride adduct ( TMA) by Diels-Alder cycloaddtion reaction. Finally, a novel α-pinene derivative, N-aminoethyl-terpinene-maleimide, was synthesized by the reaction of TMA with ethylenediamine. The target compound was analyzed and characterized by means of 1 H NMR, 13 C NMR, FT-IR and ESI-MS techniques. The optimized geometries of the target compound were determined by using quantum chemistry calculation. The preliminary bioassay showed that the com-pound N-aminoethyl-terpinene-maleimide exhibited excellent growth inhibition activity of 92.3%( A-class activity level) against rape root ( Brassica campestris) at the concentration of 100 μg/mL.