Biological Activities and ADMET-Related Properties of Novel Set of Cinnamanilides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F20%3A73604497" target="_blank" >RIV/61989592:15310/20:73604497 - isvavai.cz</a>
Result on the web
<a href="https://www.mdpi.com/1420-3049/25/18/4121/htm" target="_blank" >https://www.mdpi.com/1420-3049/25/18/4121/htm</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.3390/molecules25184121" target="_blank" >10.3390/molecules25184121</a>
Alternative languages
Result language
angličtina
Original language name
Biological Activities and ADMET-Related Properties of Novel Set of Cinnamanilides
Original language description
A series of nineteen novel ring-substitutedN-arylcinnamanilides was synthesized and characterized. All investigated compounds were tested againstStaphylococcus aureusas the reference strain, two clinical isolates of methicillin-resistantS. aureus(MRSA), andMycobacterium tuberculosis. (2E)-N-[3-Fluoro-4-(trifluoromethyl)phenyl]-3-phenylprop-2-enamide showed even better activity (minimum inhibitory concentration (MIC) 25.9 and 12.9 mu M) against MRSA isolates than the commonly used ampicillin (MIC 45.8 mu M). The screening of the cell viability was performed using THP1-Blue (TM) NF-kappa B cells and, except for (2E)-N-(4-bromo-3-chlorophenyl)-3-phenylprop-2-enamide (IC(50)6.5 mu M), none of the discussed compounds showed any significant cytotoxic effect up to 20 mu M. Moreover, all compounds were tested for their anti-inflammatory potential; several compounds attenuated the lipopolysaccharide-induced NF-kappa B activation and were more potent than the parental cinnamic acid. The lipophilicity values were specified experimentally as well. In addition, in silico approximation of the lipophilicity values was performed employing a set of free/commercial clogP estimators, corrected afterwards by the corresponding pK(a)calculated at physiological pH and subsequently cross-compared with the experimental parameters. The similarity-driven property space evaluation of structural analogs was carried out using the principal component analysis, Tanimoto metrics, and Kohonen mapping.
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
30107 - Medicinal chemistry
Result continuities
Project
—
Continuities
S - Specificky vyzkum na vysokych skolach
Others
Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
MOLECULES
ISSN
1420-3049
e-ISSN
—
Volume of the periodical
25
Issue of the periodical within the volume
18
Country of publishing house
CH - SWITZERLAND
Number of pages
23
Pages from-to
"4121-1"-"4121-23"
UT code for WoS article
000580723700001
EID of the result in the Scopus database
2-s2.0-85090844501