硝基呋喃酰胺衍生物的合成及其抗血吸虫活性  

Synthesis and evaluation of the antischistosomal activity against Schistosoma japonicum of nitrofuran amides

作　　者：彭湘君[1] 余磊[1] 黄盼盼 范小林 刘良先[2] PENG Xiang-jun YU Lei HUANG Pan-pan FAN Xiao-lin LIU Liang-xian(School of Pharmaceutical Science, Gannan Medical University, Ganzhou 341000, China School of Chemistry and Chemical Engineering, Gannan Normal University, Ganzhou 341000, China)

机构地区：[1]赣南医学院药学院,江西赣州341000 [2]赣南师范大学化学化工学院,江西赣州341000

出　　处：《中国药物化学杂志》2017年第5期360-366,共7页Chinese Journal of Medicinal Chemistry

基　　金：国家自然科学基金项目(21462002)

摘　　要：目的合成含有酰胺基团的硝基呋喃衍生物,并进行小白鼠体外筛选和体内抗日本血吸虫活性测试。方法以四氢呋喃为溶剂,N,N'-二环己基碳二亚胺为缩合剂,5-硝基呋喃甲酸与1-羟基-苯并三氮唑(HOBt)缩合得到中间体,该中间体与胺缩合得到硝基呋喃酰胺类目标化合物。结果与结论合成了11个硝基呋喃酰胺类化合物,其中6个是未见文献报道的新化合物。抗日本血吸虫活性评价结果显示,有7个化合物对血吸虫具有一定的抑制效果,尤其是化合物N'-(2-吗啡啉基乙基)-5-硝基呋喃-2-酰肼(6k),抗虫效果最显著,可作为抗血吸虫的先导化合物做进一步研究。In view of rapid re-infection following treatment and concern about the development of tolerance and/or resistance to praziquante, there is an urgent need for research and development of novel drugs for the prevention and treatment of Schistosomiasis. Eleven novel 5-nitrofuran amides were designed and synthesized by condensation reation from 5-nitrofuran formic acid, amines using DCC as dehydrating agent and HOBt as catalytic agent in THF. The structures of target products were confirmed by ESI-MS, NMR and elemental analysis. Seven target compounds had a positive influence on anti-schistosomiasis activity. The result showed that compound 6k had the best effect on anti-schistosomiasis activity. The compound 6k can be used as the lead compound against Schistosoma japonicum for futher research.

关 键 词：吡喹酮 5-硝基呋喃酰胺类化合物 日本血吸虫 抗血吸虫活性 

分 类 号：R914[医药卫生—药物化学]