一些高哌嗪类季铵盐的合成及生物活性研究

Synthesis and biological activities of some homopiperazine quaternary ammonium

将蜂王酸经醋酐酯化后与1-甲基高哌嗪发生酰化后再季铵化,合成了8个未见文献报道的高哌嗪类季铵盐4a～4h,所有化合物的结构经IR,1H NMR,13C NMR和MS分析确认。考察了这些化合物与乙酰胆碱酯酶(AchE)、丁酰胆碱酯酶(BuchE)、金黄色葡萄球菌的抑制作用,结果表明:化合物4对AchE和BuchE具有较好的抑制活性,其中4c对AchE的抑制效果最好,其IC50=2.56μmol/L;4g对BuchE的抑制效果最好,IC50=6.62μmol/L;化合物4e,4h在浓度为0.25 g/L时对金黄色葡萄球菌(Staphylococcus aureus)的抑菌效果较好。

Eight 1-methylhomopiperazine quaternary ammoniums 4a～4h were synthesized via the esterification of 10-hydroxy-2-decenoic acid with acetic anhydride,acylation with 1-methylhomopiperazine,then quaternarization with halohydrocarbon.The structures of the synthesized compounds were confirmed by IR,NMR and MS.Their inhibitory activities on Acetylcholinesterase（AchE）and butyrylcholinesterase（BuchE）,fungicidal activity against Staphylococcus aureus were investigated.The results indicated that compounds 4 were capable of inhibiting AchE and BuchE in vitro with moderate to good activities,among which 4c on AchE and 4g on BuchE had the highest inhibitory activities,with the IC50 being 2.56 and 6.62 μmol/L,respectively.In addition,compounds 4e and 4h possessed a fungicidal activity against Staphylococcus aureus at a test concentration of 0.25 g/L.