| 双季铵盐化合物的结构表征与抗菌性能测试 |
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| 基金项目:烟台市重点研发项目(2018XSCC048,2019XDHZ108) |
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| 中文摘要:将N,N-二甲基乙醇胺、N-甲基二乙醇胺分别接枝到1,3-二溴丙烷的两端进行季铵化反应，得到N1,N3-二羟乙基-N1,N1,N3,N3 四甲基-1,3-丙二胺二溴盐(QAS-1)和N1,N1,N3,N3 四羟乙基-N1,N3-二甲基-1,3 丙二胺二溴盐(QAS-2)。采用傅立叶变换红外光谱(FTIR)、核磁共振(NMR)和元素分析确证了其结构，以抑菌圈法和试管二倍稀释法评价了两者对5种菌株的抗菌活性。结果显示，它们对所选菌株均具有一定的抗菌活性，其中对白色念珠菌的最小抑菌浓度(MIC)分别为100 mg·L-1和50 mg·L-1。扫描电子显微镜(SEM)和透射电子显微镜(TEM)显示，QAS-1对金黄色葡萄球菌的抗菌作用机理可能为，带正电荷的季铵盐吸附在细菌表面，破坏细胞膜，导致细胞质外流从而杀灭细菌。细胞毒性显示QAS-1对人正常肝细胞(LO2)和人永生化表皮细胞(HaCat)的IC50值分别为110.34 mg·L-1和92.68 mg·L-1，细胞毒性显著低于阳性药。该研究说明该类季铵盐在抗菌领域具有潜在的应用价值。 |
| 中文关键词:双季铵盐 抗菌活性 细胞毒性 |
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| Structural Characterization and Antimicrobial Properties Evaluation of Double Quaternary Ammonium Salt |
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| Abstract:In this paper,two double quaternary ammonium salts(N1,N3-bis(2-hydroxyethyl)-N1,N1,N3,N3-tetramethylpropane-1,3-diaminiumbromide(QAS-1) and N1,N1,N3,N3-tetrahydroxyethyl-N1,N3-dimethyl-1,3-diaminium bromide(QAS-2) were prepared by grafting N,N dimethylethanolamine and N methyldiethanolamine onto both ends of 1,3-dibromopropane,respectively.They were characterized by FTIR,NMR and Elemental analysis,and their antibacterial properties against five species of bacteria and fungus were subsequently evaluated by inhibition zone method and tube double dilution method,which proved their good antibacterial effects.Especially,the antibacterial effect against fungus(Canidia Albicans) was more obvious,and the minimal inhibitory concentrations(MIC) for QAS-1 and QAS-2 were 100 mg·L-1 and 50 mg·L-1,respectively.SEM and TEM images showed that the antibacterial mechanism of QAS-1 toward S-aureus morphologies might be the antibacterial agents were adsorbed on the membrane surfaces to puncture the cell membranes,resulting in the release of bacterial cytoplasm.In addition,cytotoxicity results showed that IC50 values of QAS-1 on human normal heptical cell line(LO2) and human keratinocyte cell line(HaCat) were 110.34 mg·L-1 and 92.68 mg·L-1,respectively,which were significantly lower than that of the positive drug.The study suggests that this kinds of quaternary ammonium salts have potential application value in the field of antibacterial drugs. |
| Key Words:double quaternary ammonium salt antibacterial properties cytotoxicity |
| 引用本文：苏长鸣，崔本行，侯桂革，王春华.双季铵盐化合物的结构表征与抗菌性能测试[J].分析测试学报,2019,38(10):1240-1246. |
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