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Synthesis, Antimicrobial Effect and Lipophilicity-Activity Dependence of Three Series of Dichained N-Alkylammonium Salts

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60162694%3AG44__%2F19%3A00537389" target="_blank" >RIV/60162694:G44__/19:00537389 - isvavai.cz</a>

  • Alternative codes found

    RIV/00179906:_____/19:10402699

  • Result on the web

    <a href="https://onlinelibrary.wiley.com/doi/10.1002/slct.201902357" target="_blank" >https://onlinelibrary.wiley.com/doi/10.1002/slct.201902357</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/slct.201902357" target="_blank" >10.1002/slct.201902357</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis, Antimicrobial Effect and Lipophilicity-Activity Dependence of Three Series of Dichained N-Alkylammonium Salts

  • Original language description

    Quaternary ammonium salts belong to the group of cationic surfactants and their structure, especially the length of the alkyl chain, plays a significant role in its activity against various microorganisms. Globally, there is a growing need to develop novel compounds due to the increasing resistance of microorganisms to antimicrobial agents. Three series of quaternary ammonium compounds based on dichained N-alkylammonium salts were synthesized with different carbon chain lengths (C-8, C-10, C-12, C-14, C-16). These compounds were characterized with analytical methods and tested in vitro for antibacterial, antifungal, antiviral and antialgal activities. In addition, the determination of their critical micelle concentrations, lipophilicity and cytotoxicity were likewise performed to assess potential lipophilicity-activity dependence. Almost all compounds showed a high efficacy against bacterial and fungal strains. Significant effects against Varicella zoster virus and algae were also noticed. Some of novel drugs outperformed standard benzalkonium salts. The expected trend of the correlation of an increase of cytotoxicity with the length of carbon chain was confirmed. These compounds show a higher potential as disinfectants rather than antiseptics due to their cytotoxic potential and low selectivity for microbes over mammalian cells.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10400 - Chemical sciences

Result continuities

  • Project

    <a href="/en/project/NV18-09-00181" target="_blank" >NV18-09-00181: Development of polyvalent decontamination mean</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach

Others

  • Publication year

    2019

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    ChemistrySelect

  • ISSN

    2365-6549

  • e-ISSN

    2365-6549

  • Volume of the periodical

    4

  • Issue of the periodical within the volume

    41

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    9

  • Pages from-to

    12076-12084

  • UT code for WoS article

    000495129900016

  • EID of the result in the Scopus database

    2-s2.0-85075008649