新型2-取代苯甲酰基-5-烷基环戊酮的设计、合成与生物活性研究有机化学.pdfVIP

DOI: 10.6023/cjoc201208029 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 新型2-取代苯甲酰基-5-烷基环戊酮的设计、合成与生物活性研究 徐海珍*,a 朱有全*,b 谢丽芬b 王晓芳b (a 天津师范大学化学学院 天津 300387) (b 南开大学元素有机化学国家重点实验室 天津 300071) 摘要 为了发现具有良好生物活性的新型先导化合物, 在综合多种高活性化合物结构特点的基础上, 设计合成了一系 列含苯甲酰基乙烯醇结构的2-取代苯甲酰基-5-烷基-环戊酮类化合物. 以己二酸二乙酯为原料, 经6 步反应制得目标产 物, 其结构经 IR, 1H NMR, X 射线及元素分析或高分辨质谱确证, 并对该类化合物合成方法进行了探讨. 初步生测结果 表明, 部分化合物对油菜表现出明显的抑制活性, 在 100 μg/mL 浓度下对油菜的抑制率达到 60% 以上. 关键词 对羟基苯基丙酮酸双氧化酶; 芳酰基乙烯醇; 环戊酮; 除草活性 Design, Synthesis and Bioactivity of Novel 2-Aroyl-5-alkylcyclopentanone Derivatives Xu, Haizhen*,a Zhu, Youquan*,b Xie, Lifenb Wang, Xiaofangb (a College of Chemistry, Tianjin Normal University, Tianjin 300387) b ( State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071) Abstract To find new lead compounds with muti-bioactivities, a series of novel 2-aroyl-5-alkylcyclopentanone derivatives containing 2-bezoylenthenol were designed on the base of various commercial products. The target compounds were synthe- sized from diethyl adipate in 6 steps. Their structures were confirmed by IR, 1H NMR spectra, X-ray and elemental analysis or HRMS. The preliminary bioassay results indicated that some compounds showed obvious inhibition effects against Brassica campestris, and the herbicidal activities were more than 60% at 100 μg/mL. Keywords 4-hydroxyphenylpyruvate dioxygenase; 2-bezoylenthenol; cycl