8-Hydroxyquinoline-2-carboxanilides as Antiviral Agents against Avian Influenza Virus.

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F86652079%3A_____%2F19%3A00504172" target="_blank" >RIV/86652079:_____/19:00504172 - isvavai.cz</a>

Alternative codes found

RIV/61989592:15310/19:73596639

Result on the web

<a href="https://onlinelibrary.wiley.com/doi/abs/10.1002/slct.201900873" target="_blank" >https://onlinelibrary.wiley.com/doi/abs/10.1002/slct.201900873</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/slct.201900873" target="_blank" >10.1002/slct.201900873</a>

Result language

angličtina

Original language name

8-Hydroxyquinoline-2-carboxanilides as Antiviral Agents against Avian Influenza Virus.

Original language description

Series of thirty‐two mono‐, di‐ and tri‐substituted 8‐hydroxyquinoline‐2‐carboxanilides were prepared by microwave‐assisted synthesis. The compounds were characterized, and their lipophilicity was experimentally determined. Primary in vitro screening of the cytotoxicity of all the synthesized compounds was performed using adenocarcinomic human alveolar basal epithelial cells (A549), and determined nontoxic compounds were then tested for their activity against highly pathogenic H5N1 avian influenza virus. 8‐Hydroxy‐N‐(3,4,5‐trichlorophenyl)quinoline‐2‐carboxamide, N‐(3‐chloro‐2‐fluorophenyl)‐8‐hydroxyquinoline‐2‐carboxamide and N‐(3,4‐dichlorophenyl)‐8‐hydroxyquinoline‐2‐carboxamide demonstrated the highest activity within the investigated series (IC50 = 11.3, 21.2 and 31.2 μM, respectively), while N‐(4‐chloro‐2‐fluorophenyl)‐8‐hydroxyquinoline‐2‐carboxamide expressed the highest cytotoxic effect (CC50 = 31.6 μM). In general, the inhibitory activity of the compounds depends on the position of halogen substituents on the anilide ring and is also affected by the lipophilicity and electron properties of individual substituents of the anilide part of the molecule. The structure‐activity relationships are discussed.

Czech name

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Czech description

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Type

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

CEP classification

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OECD FORD branch

10406 - Analytical chemistry

Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2019

Confidentiality

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

Name of the periodical

ChemistrySelect

ISSN

2365-6549

e-ISSN

—

Volume of the periodical

4

Issue of the periodical within the volume

apr

Country of publishing house

DE - GERMANY

Number of pages

6

Pages from-to

4582-4587

UT code for WoS article

000466520000021

EID of the result in the Scopus database

2-s2.0-85064841794