4-(10-乙酰氧基-2-癸烯酰基)哌嗪季铵盐的合成及其抗菌活性

Synthesis and Antibacterial Activities of 4-(10-Acetoxy-2-decenoyl)piperazium Ammonium

蜂王酸经醋酐酯化后与己基哌嗪发生酰化反应,再与不同的卤代烃季铵化,合成了8个己基哌嗪季铵盐(5a～5h),其结构经NMR,MS和IR表征。考察了5对乙酰胆碱酯酶(AChE),丁酰胆碱酯酶(BuChE),金黄色葡萄球菌的抑制作用,结果表明5对AchE和BuchE都有一定的抑制活性,其中5c对AChE的抑制能力最强(IC50=4.23μmol.L-1);5e对BuChE的抑制效果最好(IC50=2.81μmol.L-1);5c,5e和5f在用量为0.05g·L-1时,对金黄色葡萄球菌均具有较好的抑制作用。

Eight 4-（10-acetoxy-2-decenoyl） piperazium ammonium salts （Sa - 5h ） were synthesized from royal acid by esterification, acylation with hexylpiperazine, then reacted with different halohydrocarbon. The structures were characterized by NMR, IR and MS. The inhibitory activities of 5 on acetylcholinesterase （ ACHE）, butyrylcholinesterase （BuChE） and Staphylococcus aureus were investigated. The results indicated that 5a - 5h were capable of inhibiting AChE and BuChE in vitro with moderate to good activities, among which 5c against AChE and 5e against BuchE exhibited the highest inhibitory activities with IC50 of 4.23 μmol·L^-1 and 2.81 μmol·L^-1 , respectively. 5c, 5e and 5f possessed a fungicidal activity against Staphylococcus aureus under 0.05 g·L^-1.