钋
抗菌剂
烷基
组合化学
化学
细菌
有机化学
生物
遗传学
作者
Laura M Thierer,Ashley A Petersen,Marina E Michaud,Christian A Sanchez,Samantha R Brayton,William M Wuest,Kevin P. C. Minbiole
出处
期刊:ACS Infectious Diseases
[American Chemical Society]
日期:2023-02-09
卷期号:9 (3): 609-616
标识
DOI:10.1021/acsinfecdis.2c00575
摘要
Quaternary ammonium compounds (QACs) are vital disinfectants for the neutralization of pathogenic bacteria in clinical, domestic, and commercial settings. After decades of dependence on QACs, the emergence of antimicrobial resistance to this class of compounds threatens the ability of existing QAC products to effectively manage rising bacterial threats. The need for new disinfectants is therefore urgent, with quaternary phosphonium compounds (QPCs) emerging as a new class of promising antimicrobials that boast significant activity against highly resistant bacteria. Reported here is a series of twenty-one novel QPCs that replace phenyl substituents on the phosphorus center with alkyl groups yet allow for rapid synthetic routes in high yields. Within this series are structures containing methyl, ethyl, or cyclohexyl phosphonium substituents on bisphosphane scaffolds bearing ethyl linkers, affording atom economical structures and ones that represent exact analogs to nitrogenous amphiphiles. The resultant bisQPC structures display high antibacterial efficacy enjoyed by comparably constructed QACs, with three structures in the single-digit micromolar activity range despite structural simplification.
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