一锅法合成3-取代-1-吗啉基-1,2,4-均三唑Mannich碱及其活性评价

发布时间：2018-01-21 02:17

本文关键词： Mannich碱 CdcB抑制剂植物生长调节除草活性　出处：《有机化学》2016年02期 　论文类型：期刊论文

【摘要】：将3-对氯苯基、3-对甲氧基苯基和3-正十一烷基-1,2,4-均三唑分别与5个芳香醛反应合成了15个Schiff碱,然后将Schiff碱、甲醛和吗啉进行多组分一锅反应,合成14个新型Mannich碱(PCTABM、PMTABM和PUTABM).为了对比探究3-取代基对分子生物活性的影响,以3-二茂铁基-1,2,4-均三唑为原料,利用相似的方法合成了4个3-二茂铁基-1,2,4-均三唑Mannich碱(Fc TABM).应用IR,1H NMR和HRMS等对15种新物质进行了结构表征.评价了目标分子对植物生长调节活性、除草活性和抑制Cdc25B活性.结果发现,目标化合物在植物生长调节和除草活性中均表现出优良的活性,14个目标分子对Cdc25B表现出优良的抑制活性,其中7c、8e、9e、10b~10e的IC50值低于参照物Na3VO4,有望成为Cdc25B抑制剂.
[Abstract]:3- p-chlorophenyl, 3- methoxy phenyl and 3- eleven alkyl -1,2,4- was three and 5 respectively were synthesized by the reaction of aromatic aldehyde 15 Schiff base, and then the Schiff base, formaldehyde and morpholine in multicomponent one pot reaction, the synthesis of 14 novel Mannich base (PCTABM, PMTABM and PUTABM). In order to explore the 3- contrast effect of substituents on the molecular biological activity, with 3- two ferrocenyl -1,2,4- three triazole as raw materials, 4 3- two -1,2,4- three ferrocenyl Mannich base was synthesized by the similar method (Fc TABM). The application of IR, the structural characterization of 15 new substances were 1H NMR and HRMS. Evaluation of target molecules on plant growth regulating activity, herbicidal activity and inhibition of Cdc25B activity. The results showed that the target compound growth regulation and herbicidal activity showed excellent activity in plants, 14 target molecules of Cdc25B exhibited excellent inhibitory activity, the 7C, 8e, 9e, 10b~10e The IC50 value is lower than the reference Na3VO4, which is expected to become a Cdc25B inhibitor.

【作者单位】：辽宁师范大学化学化工学院;
【基金】：辽宁省教育厅科学技术研究(No.2009A426)资助项目~~
【分类号】：O626
【正文快照】： 多组分一锅法反应是将不同活性组快一次性构筑在一个分子中,其主要优点是缩短了反应时间、增加了反应速率、提高了产率和再现性[1],Mannich反应是其中的重要代表,成为构筑新型分子热点反应[2].含1,2,4-均三唑结构的杂环类分子具有广泛的生物活性,如抗炎、抗病毒和抗微生物和抗

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