Biological Activities and ADMET-Related Properties of Novel Set of Cinnamanilides dagger

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F86652079%3A_____%2F20%3A00536266" target="_blank" >RIV/86652079:_____/20:00536266 - isvavai.cz</a>

Result on the web

<a href="https://www.mdpi.com/1420-3049/25/18/4121" target="_blank" >https://www.mdpi.com/1420-3049/25/18/4121</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.3390/molecules25184121" target="_blank" >10.3390/molecules25184121</a>

Result language

angličtina

Original language name

Biological Activities and ADMET-Related Properties of Novel Set of Cinnamanilides dagger

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

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

50402 - Demography

Project

<a href="/en/project/EF16_019%2F0000797" target="_blank" >EF16_019/0000797: SustES - Adaptation strategies for sustainable ecosystem services and food security under adverse environmental conditions</a><br>

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2020

Confidentiality

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

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

UT code for WoS article

000580723700001

EID of the result in the Scopus database

2-s2.0-85090844501