Department of Bioactive Products, Faculty of Chemistry, Adam Mickiewicz University Poznan, 61-614 Poznan, Poland.
Institute of Fermentation Technology and Microbiology, Faculty of Biotechnology and Food Science, Lodz University of Technology, 90-924 Lodz, Poland.
Molecules. 2021 Sep 23;26(19):5759. doi: 10.3390/molecules26195759.
Due to their large possibility of the structure modification, alkylammonium gemini surfactants are a rapidly growing class of compounds. They exhibit significant surface, aggregation and antimicrobial properties. Due to the fact that, in order to achieve the desired utility effect, the minimal concentration of compounds are used, they are in line with the principle of greenolution (green evolution) in chemistry. In this study, we present innovative synthesis of the homologous series of gemini surfactants modified at the spacer by the ether group, i.e., 3-oxa-1,5-pentane-(-alkyl-,-dimethylammonium bromides). The critical micelle concentrations were determined. The minimal inhibitory concentrations of the synthesized compounds were determined against bacteria ATCC 10536 and ATCC 6538; yeast ATCC 10231; and molds ATCC 16401 and ATCC 60739. We also investigated the relationship between antimicrobial activity and alkyl chain length or the nature of the spacer. The obtained results indicate that the synthesized compounds are effective microbicides with a broad spectrum of biocidal activity.
由于结构修饰的可能性很大,烷基铵双子表面活性剂是一类快速发展的化合物。它们表现出显著的表面、聚集和抗菌性能。由于为了达到预期的实用效果,使用了最小浓度的化合物,它们符合绿色化学中的绿色演变(green evolution)原则。在这项研究中,我们创新性地合成了由醚基修饰间隔基的同系物双子表面活性剂,即 3-氧代-1,5-戊烷-(-烷基-,-二甲基铵溴化物)。测定了临界胶束浓度。测定了合成化合物对细菌 ATCC 10536 和 ATCC 6538、酵母 ATCC 10231 以及霉菌 ATCC 16401 和 ATCC 60739 的最小抑菌浓度。我们还研究了抗菌活性与烷基链长度或间隔基性质之间的关系。所得结果表明,所合成的化合物是具有广谱杀菌活性的有效杀菌剂。