咪唑啉二酮酯类化合物的合成及其生物活性Synthesisand.pdf

2010 年第 30 卷 有 机 化 学 Vol. 30, 2010 第 5 期, 691～697 Chinese Journal of Organic Chemistry No. 5, 691～697 ·研究论文· 5-(4-羟基苯基)-2,4-咪唑啉二酮酯类化合物的合成及其生物活性 * 韩金涛 王进敏 陈守聪 邱立红 王明安 ( 中国农业大学应用化学系 北京 100193) 摘要 在模拟 AdSS 酶天然抑制剂结构合成 5-(4-羟基苄基)-2,4-咪唑啉二酮酯系列化合物的基础上, 为优化其结构, 以 5-(4-羟基苯基)-2,4-咪唑啉二酮为中间体, 合成了 28 个未见文献报道的 5-(4-羟基苯基)-2,4-咪唑啉二酮羧酸酯类化合物, 它们的结构均经 IR, 1H NMR 和元素分析表征. 初步生物活性测试表明目标化合物 5-(4-羟基苯基)-2,4-咪唑啉二酮对叔 丁基苯甲酸酯(2i)和 2-噻吩酸酯(3b)在浓度 200 μg/mL 时对拟南芥生长抑制率达 70%. . 关键词 AdSS 酶抑制剂; 5-(4-羟基苯基)-2,4-咪唑啉二酮羧酸酯; 生物活性 Synthesis and Biological Activities of 5-(4-Hydroxyphenyl)- 2,4-imidazolidinedione Esters Han, Jintao Wang, Jinmin Chen, Shoucong Qiu, Lihong Wang, Mingan* (Department of Applied Chemistry, China Agricultural University, Beijing 100193) Abstract Based on the 5-(4-hydroxybenzyl)-2,4-imidazolidinedione esters synthesized by simulating the structure of natural inhibitor of AdSS synthetase, twenty eight novel compounds 5-(4-hydroxyphenyl)-2,4- imidazolidinedione esters were synthesized using 5-(4-hydroxyphenyl)-2,4-imidazolidinedione as the key 1 intermediate. Their structures were confirmed by m.p., IR, H NMR techniques and elemental analysis. The preliminary bioassay results indicated that 5-(4-hydroxyphenyl)-2,4-imidazolidinedione p -tert-butylbenzoate (2i) and 2-thiophenate (3b) have an inhibitory ratio 70% against Arabidopsis thaliana at the concentration of 200 µg/mL. Keywords