Halogenated Cinnamanilides and Their Activity Against Selected Gram-Negative Bacteria

Kód výsledku v 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>

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

Halogenated Cinnamanilides and Their Activity Against Selected Gram-Negative Bacteria

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

Halogenated Cinnamanilides and Their Activity Against Selected Gram-Negative Bacteria

Popis výsledku anglicky

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.

Druh

J_ost - Ostatní články v recenzovaných periodicích

CEP obor

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OECD FORD obor

40301 - Veterinary science

Projekt

—

Návaznosti

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

Rok uplatnění

2025

Kód důvěrnosti údajů

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

Název periodika

Chemistry Proceedings

ISSN

2673-4583

e-ISSN

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Svazek periodika

18

Číslo periodika v rámci svazku

1

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

7

Strana od-do

1-7

Kód UT WoS článku

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EID výsledku v databázi Scopus

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