• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

通过具有双重作用模式的新合成的吡哆醇和特比萘芬的季铵衍生物靶向致病性真菌、细菌和真菌-细菌生物膜。

Targeting pathogenic fungi, bacteria and fungal-bacterial biofilms by newly synthesized quaternary ammonium derivative of pyridoxine and terbinafine with dual action profile.

机构信息

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.

出版信息

Bioorg Chem. 2020 Nov;104:104306. doi: 10.1016/j.bioorg.2020.104306. Epub 2020 Sep 24.

DOI:10.1016/j.bioorg.2020.104306
PMID:33011535
Abstract

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.

摘要

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。

相似文献

1
Targeting pathogenic fungi, bacteria and fungal-bacterial biofilms by newly synthesized quaternary ammonium derivative of pyridoxine and terbinafine with dual action profile.通过具有双重作用模式的新合成的吡哆醇和特比萘芬的季铵衍生物靶向致病性真菌、细菌和真菌-细菌生物膜。
Bioorg Chem. 2020 Nov;104:104306. doi: 10.1016/j.bioorg.2020.104306. Epub 2020 Sep 24.
2
Novel Bis-Ammonium Salts of Pyridoxine: Synthesis and Antimicrobial Properties.新型吡哆醇双铵盐的合成及抗菌性能。
Molecules. 2020 Sep 22;25(18):4341. doi: 10.3390/molecules25184341.
3
Design, synthesis, antibacterial activity and toxicity of novel quaternary ammonium compounds based on pyridoxine and fatty acids.基于吡哆醇和脂肪酸的新型季铵盐化合物的设计、合成、抗菌活性和毒性。
Eur J Med Chem. 2021 Feb 5;211:113100. doi: 10.1016/j.ejmech.2020.113100. Epub 2020 Dec 17.
4
Synthesis and Antibacterial Activity of Novel Quaternary Ammonium Pyridoxine Derivatives.新型季铵化吡哆醇衍生物的合成及其抗菌活性
Med Chem. 2015;11(7):656-65. doi: 10.2174/1573406411666150504122930.
5
Synthesis and broad-spectrum biocidal effect of novel gemini quaternary ammonium compounds.新型双子季铵盐的合成及广谱杀菌效果。
Bioorg Chem. 2024 Oct;151:107646. doi: 10.1016/j.bioorg.2024.107646. Epub 2024 Jul 15.
6
Increasing Susceptibility of Drug-Resistant to Fluconazole and Terbinafine by 2(5)-Furanone Derivative.2(5)-呋喃酮衍生物增加耐药性对氟康唑和特比萘芬的敏感性。
Molecules. 2020 Feb 2;25(3):642. doi: 10.3390/molecules25030642.
7
Antimicrobial peptide-inspired NH125 analogues: bacterial and fungal biofilm-eradicating agents and rapid killers of MRSA persisters.受抗菌肽启发的NH125类似物:细菌和真菌生物膜根除剂以及耐甲氧西林金黄色葡萄球菌持留菌的快速杀灭剂。
Org Biomol Chem. 2017 Jul 5;15(26):5503-5512. doi: 10.1039/c7ob01028a.
8
New Derivatives of Pyridoxine Exhibit High Antibacterial Activity against Biofilm-Embedded Staphylococcus Cells.吡哆醇的新衍生物对生物膜包裹的葡萄球菌细胞表现出高抗菌活性。
Biomed Res Int. 2015;2015:890968. doi: 10.1155/2015/890968. Epub 2015 Dec 29.
9
Synthesis and antimicrobial activity testing of quaternary ammonium silane compounds.季铵硅烷化合物的合成及抗菌活性测试。
Bioorg Chem. 2024 Oct;151:107614. doi: 10.1016/j.bioorg.2024.107614. Epub 2024 Jul 3.
10
Gemini quaternary ammonium compound PMT12-BF4 inhibits Candida albicans via regulating iron homeostasis.双子星季铵盐 PMT12-BF4 通过调节铁稳态抑制白色念珠菌。
Sci Rep. 2020 Feb 19;10(1):2911. doi: 10.1038/s41598-020-59750-5.

引用本文的文献

1
A dual antibacterial action of soft quaternary ammonium compounds: bacteriostatic effects, membrane integrity, and reduced and toxicity.软质季铵化合物的双重抗菌作用:抑菌效果、膜完整性以及降低毒性。
RSC Adv. 2025 Jan 16;15(2):1490-1506. doi: 10.1039/d4ra07975b. eCollection 2025 Jan 9.
2
"Stop, Little Pot" as the Motto of Suppressive Management of Various Microbial Consortia.“停下,小罐子”作为各种微生物群落抑制性管理的座右铭。
Microorganisms. 2024 Aug 12;12(8):1650. doi: 10.3390/microorganisms12081650.
3
Advances in the Synthesis of Biologically Active Quaternary Ammonium Compounds.
生物活性季铵盐化合物合成的进展。
Int J Mol Sci. 2024 Apr 24;25(9):4649. doi: 10.3390/ijms25094649.
4
Shifting from Ammonium to Phosphonium Salts: A Promising Strategy to Develop Next-Generation Weapons against Biofilms.从铵盐转向鏻盐:开发下一代生物膜对抗武器的一种有前景的策略。
Pharmaceutics. 2024 Jan 5;16(1):80. doi: 10.3390/pharmaceutics16010080.
5
Recent Advances and Opportunities in the Study of Polymicrobial Biofilms.多微生物生物膜研究的最新进展和机遇
Front Cell Infect Microbiol. 2022 Feb 18;12:836379. doi: 10.3389/fcimb.2022.836379. eCollection 2022.
6
Biocides as Biomedicines against Foodborne Pathogenic Bacteria.作为抗食源致病菌生物药物的杀生剂
Biomedicines. 2022 Feb 4;10(2):379. doi: 10.3390/biomedicines10020379.
7
The Antimicrobial Activity of Omiganan Alone and In Combination against Isolated from Vulvovaginal Candidiasis and Bloodstream Infections.单独及联合使用奥米加南对从外阴阴道念珠菌病和血流感染中分离出的(病原体)的抗菌活性。
Antibiotics (Basel). 2021 Aug 19;10(8):1001. doi: 10.3390/antibiotics10081001.
8
Quaternary Ammonium Compounds (QACs) and Ionic Liquids (ILs) as Biocides: From Simple Antiseptics to Tunable Antimicrobials.季铵化合物(QACs)和离子液体(ILs)作为杀菌剂:从简单的防腐剂到可调抗菌剂。
Int J Mol Sci. 2021 Jun 24;22(13):6793. doi: 10.3390/ijms22136793.