Kazan Federal University, 18 Kremlevskaya str, 420008 Kazan, Russian Federation.
Kazan Scientific Research Institute of Epidemiology and Microbiology, 67 Bolshaya Krasnaya str, 420015 Kazan, Russian Federation; Kazan State Medical University.
Bioorg Chem. 2020 Nov;104:104306. doi: 10.1016/j.bioorg.2020.104306. Epub 2020 Sep 24.
Many pathogenic bacteria and microscopic fungi form rigid polymicrobial biofilms this way enhancing their resistant to treatment. A series of novel pyridoxine-based quaternary ammonium derivatives of terbinafine characterized by both antifungal and antibacterial activities was designed. The leading compound named KFU-127 exhibits promising antifungal and antibacterial activities against various bacteria and micromycetes in both planktonic and biofilm-embedded forms demonstrating MIC values comparable with those of conventional antifungals and antimicrobials. Similar to other antiseptics like benzalkonium chloride and miramistin, KFU-127 is considerably toxic for eukaryotic cells that limits is application to topical treatment options. On the other hand, KFU-127 reduces the number of viable biofilm-embedded bacteria and C. albicans by 3 orders of magnitude at concentrations 2-4 times lower than those of reference drugs and successfully eradicates S. aureus-C. albicans mixed biofilms. The mechanism of antimicrobial action of KFU-127 is bimodal including both membrane integrity damage and pyridoxal-dependent enzymes targeting. We expect that this bilateral mechanism would result in lower rates of resistance development in both fungal and bacterial pathogens. Taken together, our data suggest KFU-127 as a new promising broad spectrum topical antimicrobial capable of one-shot targeting of bacterial and fungal-bacterial biofilms.
许多致病菌和微小真菌以这种方式形成刚性多微生物生物膜,从而增强其治疗抗性。设计了一系列新型基于吡哆醇的特比萘芬季铵衍生物,具有抗真菌和抗菌活性。名为 KFU-127 的先导化合物对浮游和生物膜嵌入形式的各种细菌和真菌显示出有前途的抗真菌和抗菌活性,其 MIC 值与常规抗真菌药和抗生素相当。与苯扎氯铵和咪康唑等其他防腐剂一样,KFU-127 对真核细胞具有相当大的毒性,限制了其在局部治疗选择中的应用。另一方面,KFU-127 在比参考药物低 2-4 倍的浓度下,可将生物膜嵌入的活菌和白色念珠菌的数量减少 3 个数量级,并成功消除金黄色葡萄球菌-白色念珠菌混合生物膜。KFU-127 的抗菌作用机制是双模态的,包括膜完整性损伤和依赖吡哆醛的酶靶向。我们预计这种双边机制将导致真菌和细菌病原体的耐药性发展率降低。总之,我们的数据表明 KFU-127 是一种有前途的新型广谱局部抗菌药物,能够一次靶向细菌和真菌-细菌生物膜。