Synthesis and broad-spectrum biocidal effect of novel gemini quaternary ammonium compounds
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60162694%3AG44__%2F25%3A00563517" target="_blank" >RIV/60162694:G44__/25:00563517 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11160/24:10483790 RIV/00216275:25310/24:39922213 RIV/00179906:_____/24:10483790
Result on the web
<a href="https://www.sciencedirect.com/science/article/pii/S0045206824005510?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0045206824005510?via%3Dihub</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.bioorg.2024.107646" target="_blank" >10.1016/j.bioorg.2024.107646</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis and broad-spectrum biocidal effect of novel gemini quaternary ammonium compounds
Original language description
Since the discovery of antimicrobial agents, the misuse of antibiotics has led to the emergence of bacterial strains resistant to both antibiotics and common disinfectants like quaternary ammonium compounds (QACs). A new class, 'gemini' QACs, which contain two polar heads, has shown promise. Octenidine (OCT), a representative of this group, is effective against resistant microorganisms but has limitations such as low solubility and high cytotoxicity. In this study, we developed 16 novel OCT derivatives. These compounds were subjected to in silico screening to predict their membrane permeation. Testing against nosocomial bacterial strains (G+ and G-) and their biofilms revealed that most compounds were highly effective against G+ bacteria, while compounds 7, 8, and 10-12 were effective against G-bacteria. Notably, compounds 6-8 were significantly more effective than OCT and BAC standards across the bacterial panel. Compound 12 stood out due to its low cytotoxicity and broadspectrum antimicrobial activity, comparable to OCT. It also demonstrated impressive antifungal activity. Compound 1 was highly selective to fungi and four times more effective than OCT without its cytotoxicity. Several compounds, including 4, 6, 8, 9, 10, and 12, showed strong virucidal activity against murine cytomegalovirus and herpes simplex virus 1. In conclusion, these gemini QACs, especially compound 12, offer a promising alternative to current disinfectants, addressing emerging resistances with their enhanced antimicrobial, antifungal, and virucidal properties.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10608 - Biochemistry and molecular biology
Result continuities
Project
<a href="/en/project/NU23-09-00334" target="_blank" >NU23-09-00334: Development of broad-spectrum disinfectants with enhanced virucidal activity</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2024
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Bioorganic Chemistry
ISSN
0045-2068
e-ISSN
1090-2120
Volume of the periodical
151
Issue of the periodical within the volume
Oct
Country of publishing house
US - UNITED STATES
Number of pages
14
Pages from-to
107646
UT code for WoS article
001275301800001
EID of the result in the Scopus database
2-s2.0-85198992245