Department of Conservative Dentistry & Periodontology, University Medical Center Regensburg, Regensburg, Germany.
Department of Dermatology, University Medical Center Regensburg, Regensburg, Germany.
Future Microbiol. 2017 Nov;12:1297-1310. doi: 10.2217/fmb-2016-0229. Epub 2017 Oct 24.
Five photoactive compounds with variable elongated alkyl-substituents in a phenalen-1-one structure were examined in view of structural similarity to the antimicrobial agent benzalkonium chloride (BAC).
All phenalen-1-ones and BAC were evaluated for their antimicrobial properties against Staphylococcus aureus, methicillin-resistant S. aureus, Escherichia coli, Pseudomonas aeruginosa and for their eukaryotic toxicity against normal human epidermal keratinocyte (NHEK) cells to narrow down the BAC-like effect and the photodynamic effect depending on the chemical structure. All compounds were investigated for effective concentration ranges, where a bacterial reduction of 5 log is achieved, while an NHEK survival of 80% is ensured.
Effective concentration ranges were found for four out of five photoactive compounds, but not for BAC and the compound with BAC-like alkyl chain length.
Chain length size and polar area of the respective head-groups of phenalen-1-one compounds or BAC showed an influence on the incorporation inside lipid membranes and thus, head-groups may have an impact on the toxicity of antimicrobials.
研究了五种具有可变长烷基取代基的苯并[1,2-b:4,5-b']二噻吩-1-酮结构的光活性化合物，以期在结构上与抗菌剂苯扎氯铵（BAC）相似。
评估了所有苯并[1,2-b:4,5-b']二噻吩-1-酮和 BAC 对金黄色葡萄球菌、耐甲氧西林金黄色葡萄球菌、大肠杆菌、铜绿假单胞菌的抗菌性能，以及对正常人类表皮角质形成细胞（NHEK）的真核毒性，以缩小 BAC 样效应和光动力效应取决于化学结构。研究了所有化合物的有效浓度范围，在该范围内可实现细菌减少 5 对数，同时确保 NHEK 存活率为 80%。
发现了五种光活性化合物中的四种的有效浓度范围，但 BAC 和具有 BAC 样烷基链长的化合物没有。
苯并[1,2-b:4,5-b']二噻吩-1-酮化合物或 BAC 的相应头部基团的链长和极性面积对其在脂质膜中的掺入有影响，因此头部基团可能对抗菌剂的毒性有影响。
