Insights into Antimalarial Activity of N-Phenyl-Substituted Cinnamanilides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F22%3A73616758" target="_blank" >RIV/61989592:15310/22:73616758 - isvavai.cz</a>
Alternative codes found
RIV/00216224:14110/22:00127693
Result on the web
<a href="https://www.mdpi.com/1420-3049/27/22/7799" target="_blank" >https://www.mdpi.com/1420-3049/27/22/7799</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.3390/molecules27227799" target="_blank" >10.3390/molecules27227799</a>
Alternative languages
Result language
angličtina
Original language name
Insights into Antimalarial Activity of N-Phenyl-Substituted Cinnamanilides
Original language description
Due to the urgent need of innovation in the antimalarial therapeutic arsenal, a series of thirty-seven ring-substituted N-arylcinnamanilides prepared by microwave-assisted synthesis were subjected to primary screening against the chloroquine-sensitive strain of P. falciparum 3D7/MRA-102. The lipophilicity of all compounds was experimentally determined as the logarithm of the capacity factor k, and these data were subsequently used in the discussion of structure-activity relationships. Among the screened compounds, fourteen derivatives exhibited IC50 from 0.58 to 31 µM, whereas (2E)-N-(4-bromo-2-chlorophenyl)-3-phenylprop-2-enamide (24) was the most effective agent (IC50 = 0.58 µM). In addition, (2E)-N-[2,6-dibromo-4-(trifluoromethyl)- phenyl]-3-phenylprop-2-enamide (36), (2E)-N-[4-nitro-3-(trifluoromethyl)phenyl]-3-phenylprop- 2-enamide (18), (2E)-N-(2-bromo-5-fluorophenyl)-3-phenylprop-2-enamide (23), and (2E)-3-phenyl-N-(3,4,5-trichlorophenyl)prop-2-enamide (33) demonstrated efficacy in the IC50 range from 2.0 to 4.3 µM, comparable to the clinically used standard chloroquine. The results of a cell viability screening performed using THP1-Blue™ NF-κB cells showed that none of these highly active compounds displayed any significant cytotoxic effect up to 20 μM, which makes them promising Plasmodium selective substances for further investigations.
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
10608 - Biochemistry and molecular biology
Result continuities
Project
—
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2022
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
27
Issue of the periodical within the volume
22
Country of publishing house
CH - SWITZERLAND
Number of pages
10
Pages from-to
"7799-1"-"7799-10"
UT code for WoS article
000887320300001
EID of the result in the Scopus database
2-s2.0-85142411945