新型3-羟亚甲基吡咯烷-2,4-二酮衍生物的合成与除草活性研究.pdfVIP

2007 年第 27 卷 有 机 化 学 Vol. 27, 2007 第 3 期, 385～390 Chinese Journal of Organic Chemistry No. 3, 385～390 ·研究论文· 新型 3-羟亚甲基吡咯烷-2,4-二酮衍生物的合成与除草活性研究 朱有全 司学凯 邹小毛* 刘 斌 杨华铮* (南开大学元素有机化学研究所 元素有机化学国家重点实验室 天津 300071) 摘要 为了进一步研究 3-羟亚甲基吡咯烷-2,4-二酮类化合物构效关系, 以期发现高活性化合物, 利用 19 种酮酸酯与氨 基酸酯合成了 19 个未见文献报道的新型 3-羟亚甲基吡咯烷-2,4-二酮衍生物, 其结构均经过 1H NMR, IR 和元素分析确 证. 初步生物活性测试结果表明, 其生长抑制活性高于对照药 HPPD 抑制剂磺草酮. 与已报道的高活性化合物相比, 对 油菜的抑制率明显得到提高, 但对稗草的生长抑制没有明显的改善. 关键词 除草剂; 对羟基苯基丙酮酸双氧化酶; 吡咯烷 Synthesis and Herbicidal Evaluation of Novel 3-(Hydroxymethylene)pyrrolidine-2,4-dione ZHU, You-Quan SI, Xue-Kai ZOU, Xiao-Mao* LIU, Bin YANG, Hua-Zheng* (State Key Laboratory of Elemento-organic Chemistry, Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071) Abstract In order to further study the structure-activity relationships (SAR) of the title compounds and find new kinds of herbicides, nineteen new compounds were prepared by reaction of nineteen ketoacid esters 1 with amio-acid esters. All of them have been confirmed by H NMR spectra and elemental analysis. The pre- liminary bioassay results indicated that their inhibiting rates were higher than sulcotrione. In comparison with the reported compounds with excellent herbicidal activity, their inhibiting rates against B. campestris- root were elevated significantely while their inhibiting rates against E. crus-galli were not improved. Keywords herbicide; p -h