Halogenated Cinnamanilides and Their Activity Against Selected Gram-Negative Bacteria

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62157124%3A16170%2F25%3A43882578" target="_blank" >RIV/62157124:16170/25:43882578 - 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>

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 excellent antibacterial activities in vitro against Gram-positive bacteria, especially against reference and quality control strains Staphylococcus aureus ATCC 29213 and Enterococcus faecalisATCC 29212, as well as against representatives of multidrug-resistant bacteria, clinicalisolates of methicillin-resistant S. aureus (MRSA), and vancomycin-resistant E. faecalis (VRE)with minimum inhibitory concentrations (MICs) against staphylococci &lt; 0.2 µg/mL andagainst enterococci &lt; 4 µg/mL. It should be noted that all these compounds are ratherlipophilic (software predicted log P values close to 5) and carry electron-withdrawingsubstituents that allow them to be classified as so-called Michael acceptors. All these factsinspired further investigation of the spectrum of effectiveness against other bacteria, andthe most effective agents with various substitutions in both the anilide part and on thephenyl ring of the parent cinnamic acid were chosen and tested against selected pathogenicGram-negative bacteria, such as reference and quality control strains Escherichia coli ATCC25922, Pseudomonas aeruginosa ATCC 27859, and a clinical isolate of Klebsiella pneumoniae797. Unfortunately, it was found that none of the selected halogenated anilide derivativeswith such high potency against Gram-positive bacteria demonstrated better efficacy againstthe tested Gram-negative bacteria than a MIC of 256 µg/mL.

Czech name

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Czech description

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Type

J_ost - Miscellaneous article in a specialist periodical

CEP classification

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OECD FORD branch

40301 - Veterinary science

Project

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Continuities

S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2025

Confidentiality

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

Name of the periodical

Chemistry Proceedings

ISSN

2673-4583

e-ISSN

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Volume of the periodical

18

Issue of the periodical within the volume

1

Country of publishing house

CH - SWITZERLAND

Number of pages

7

Pages from-to

1-7

UT code for WoS article

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EID of the result in the Scopus database

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