含1,2,4-三唑-5-硫酮席夫碱的新型1,2,4-三唑并[1,5-a]嘧啶衍生物的合成及生物活性研究有机化学.pdfVIP

DOI: 10.6023/cjoc1112231 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 含1,2,4-三唑-5-硫酮席夫碱的新型1,2,4-三唑并[1,5-a]嘧啶衍生物的 合成及生物活性研究 熊启中 林选福 刘军虎 毕 亮 鲍小平* (贵州大学精细化工研究开发中心 教育部绿色农药与农业生物工程重点实验室 贵阳 550025) 摘要 以 2-苄硫基-5- 甲基-7-羟基-1,2,4-三唑并[1,5-a]嘧啶为原料, 经醚化、肼解、成盐、关环和席夫碱反应合成了 20 个新型的含 1,2,4-三唑-5-硫酮席夫碱的 1,2,4-三唑并[1,5-a]嘧啶类化合物, 通过IR, 1H NMR, MS 和元素分析对所合成的 化合物进行了结构表征. 初步生物活性测试结果表明, 部分化合物表现出一定的抑菌或较好的抗烟草花叶病毒(TMV) 活性. 在 500 μg/mL 浓度下, 化合物 6b, 6f 和 6p 对 TMV 的抑制率分别为41%, 43%和 40%. 关键词 1,2,4-三唑并[1,5-a]嘧啶; 1,2,4-三唑-5-硫酮席夫碱; 合成; 生物活性 Synthesis and Bioactivities of Novel 1,2,4-Triazolo[1,5-a]pyrimidine Derivatives Containing 1,2,4-Triazole-5-thione Schiff Base Unit Xiong, Qizhong Lin, Xuanfu Liu, Junhu Bi, Liang Bao, Xiaoping* (Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025) Abstract Using 2-benzylthio-5-methyl-7-hydroxyl-1,2,4-triazolo[1,5-a]pyrimidine as starting compound, twenty novel 1,2,4-triazolo[1,5-a]pyrimidine derivatives containing 1,2,4-triazole-5-thione Schiff-base unit were synthesized through se- quential reactions of etherification, hydrazinolysis, salification, cyclization and condensation. Target compounds were fully characterized by IR, 1H NMR, MS techniques and elemental analysis. Preliminary bioassay indicated that some compounds exhibited certain fungicidal or good anti-TMV activities. At the concent