Nitrogen-Containing Flavonoids-Preparation and Biological Activity
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F24%3A00597545" target="_blank" >RIV/61388971:_____/24:00597545 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/24:00597545 RIV/60461373:22330/24:43929593 RIV/00064165:_____/24:10483350
Result on the web
<a href="https://pubs.acs.org/doi/10.1021/acsomega.4c04627" target="_blank" >https://pubs.acs.org/doi/10.1021/acsomega.4c04627</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acsomega.4c04627" target="_blank" >10.1021/acsomega.4c04627</a>
Alternative languages
Result language
angličtina
Original language name
Nitrogen-Containing Flavonoids-Preparation and Biological Activity
Original language description
In this work, we report the application of Buchwald-Hartwig amination for the preparation of new derivatives of quercetin and luteolin. Our investigation delves into the impact of aniline moiety on antioxidant, and anti-inflammatory activity, cytotoxicity, and the ability of flavonoids to modulate drug-resistance mechanisms in bacteria. The anti-inflammatory activity disappeared after the introduction of aniline into the flavonoids and the cytotoxicity remained low. Although the ability of quercetin and luteolin to modulate bacterial resistance to antibiotics has already been published, this is the first report on the molecular mechanism of this process. Both flavonoids attenuate erythromycin resistance by suppressing the ribosomal methyltransferase encoded by the ermA gene in Staphylococcus aureus. Notably, 4-(trifluoromethyl)anilino quercetin emerged as a potent ErmA inhibitor, likely by interacting with the RNA-binding pocket of ErmA. Additionally, both 4-fluoroanilino derivatives effectively impended the staphylococcal efflux system. All the prepared derivatives exhibited superior activity in modulating gentamicin resistance in S. aureus compared to the parent compounds. Overall, the incorporation of substituted anilines into the flavonoid core significantly enhanced its ability to combat multidrug resistance in bacteria.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10606 - Microbiology
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2024
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
ACS Omega
ISSN
2470-1343
e-ISSN
2470-1343
Volume of the periodical
9
Issue of the periodical within the volume
32
Country of publishing house
US - UNITED STATES
Number of pages
13
Pages from-to
34938-34950
UT code for WoS article
001280428900001
EID of the result in the Scopus database
2-s2.0-85201226441