Halogenated Cinnamanilides and Their Activity Against Selected Gram-Negative Bacteria
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14110%2F25%3A00142681" target="_blank" >RIV/00216224:14110/25:00142681 - isvavai.cz</a>
Result on the web
<a href="https://www.mdpi.com/2673-4583/18/1/22" target="_blank" >https://www.mdpi.com/2673-4583/18/1/22</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.3390/ecsoc-29-26718" target="_blank" >10.3390/ecsoc-29-26718</a>
Alternative languages
Result language
angličtina
Original language name
Halogenated Cinnamanilides and Their Activity Against Selected Gram-Negative Bacteria
Original language description
Recently published halogenated anilides of chlorinated and trifluorinated cinnamic acids, such as (2E)-N-[3,5-bis(trifluoromethyl)phenyl]-3-(3,4-dichlorophenyl)prop-2-enamide, (2E)-N-(3,5-dichlorophenyl)-3-[3-(trifluoromethyl)phenyl]prop-2-enamide, or (2E)-N-[3,5- bis(trifluoromethyl)phenyl]-3-[4-(trifluoromethyl)phenyl]prop-2-enamide, showed excel- lent antibacterial activities in vitro against Gram-positive bacteria, especially against refer- ence and quality control strains Staphylococcus aureus ATCC 29213 and Enterococcus faecalis ATCC 29212, as well as against representatives of multidrug-resistant bacteria, clinical isolates of methicillin-resistant S. aureus (MRSA), and vancomycin-resistant E. faecalis (VRE) with minimum inhibitory concentrations (MICs) against staphylococci < 0.2 μg/mL and against enterococci < 4 μg/mL. It should be noted that all these compounds are rather lipophilic (software predicted log P values close to 5) and carry electron-withdrawing substituents that allow them to be classified as so-called Michael acceptors. All these facts inspired further investigation of the spectrum of effectiveness against other bacteria, and the most effective agents with various substitutions in both the anilide part and on the phenyl ring of the parent cinnamic acid were chosen and tested against selected pathogenic Gram-negative bacteria, such as reference and quality control strains Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27859, and a clinical isolate of Klebsiella pneumoniae 797. Unfortunately, it was found that none of the selected halogenated anilide derivatives with such high potency against Gram-positive bacteria demonstrated better efficacy against the tested Gram-negative bacteria than a MIC of 256 μg/mL.
Czech name
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Czech description
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Classification
Type
D - Article in proceedings
CEP classification
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OECD FORD branch
30107 - Medicinal chemistry
Result continuities
Project
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Continuities
S - Specificky vyzkum na vysokych skolach
Others
Publication year
2025
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Article name in the collection
Halogenated Cinnamanilides and Their Activity against Selected Gram-negative Bacteria
ISBN
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ISSN
2673-4583
e-ISSN
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Number of pages
7
Pages from-to
1-7
Publisher name
MDPI
Place of publication
ECSOC-29
Event location
ECSOC-29
Event date
Nov 14, 2025
Type of event by nationality
WRD - Celosvětová akce
UT code for WoS article
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