Gold(I) N-Heterocyclic Carbene Complexes with 7-Azaindoles Demonstrates In Vitro Antiproliferative Effects on Ovarian Cancer Cells and Anti-inflammatory Activity

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15640%2F24%3A73625468" target="_blank" >RIV/61989592:15640/24:73625468 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61989592:15310/24:73625468

Výsledek na webu

<a href="https://pubs.acs.org/doi/10.1021/acs.organomet.4c00093?ref=PDF" target="_blank" >https://pubs.acs.org/doi/10.1021/acs.organomet.4c00093?ref=PDF</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.organomet.4c00093" target="_blank" >10.1021/acs.organomet.4c00093</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Gold(I) N-Heterocyclic Carbene Complexes with 7-Azaindoles Demonstrates In Vitro Antiproliferative Effects on Ovarian Cancer Cells and Anti-inflammatory Activity

Popis výsledku v původním jazyce

The gold(I) N-heterocyclic carbene (NHC) complexes, containing a combination of 1,3-bis(2,6-diisopropylphenyl)imidazole-2-ylidene (iPr) and the corresponding 7-azaindole derivative (HL1-4), were prepared and characterized. The complexes of the composition of [Au(iPr)(Ln)], where n = 1-4 for 5-fluoro-7-azaindole (1), 5-bromo-7-azaindole (2), 3-chloro-7-azaindole (3), and 3-iodo-7-azaindole (4), were further evaluated for their in vitro anticancer and anti-inflammatory activities. The results showed that complexes (1-4) behave as considerably cytotoxic against human ovarian cancer cell line A2780 (with IC50 approximate to 4-9 mu M) and cisplatin-resistant cell line A2780R (with IC50 approximate to 7-12 mu M, except for 2 with IC50 &gt; 25 mu M), providing significantly higher cytotoxicity than the anticancer drug cisplatin. Moreover, they also revealed a relatively good selectivity over normal cells (MRC-5), with selectivity index values of SI &gt; 2.5. Complex 4 showed the ability to interact with l-cysteine and reduced glutathione at normal extracellular and intracellular levels, respectively. Complex 4 was further studied for its cellular effects in A2780 cells using flow cytometry. The ability of complexes (1-4) to influence the activity of pro-inflammatory transcription factor NF-kappa B and secretion of TNF-alpha were evaluated, showing that complex 4 reveals comparable effects as the inflammatory drug auranofin.

Název v anglickém jazyce

Gold(I) N-Heterocyclic Carbene Complexes with 7-Azaindoles Demonstrates In Vitro Antiproliferative Effects on Ovarian Cancer Cells and Anti-inflammatory Activity

Popis výsledku anglicky

The gold(I) N-heterocyclic carbene (NHC) complexes, containing a combination of 1,3-bis(2,6-diisopropylphenyl)imidazole-2-ylidene (iPr) and the corresponding 7-azaindole derivative (HL1-4), were prepared and characterized. The complexes of the composition of [Au(iPr)(Ln)], where n = 1-4 for 5-fluoro-7-azaindole (1), 5-bromo-7-azaindole (2), 3-chloro-7-azaindole (3), and 3-iodo-7-azaindole (4), were further evaluated for their in vitro anticancer and anti-inflammatory activities. The results showed that complexes (1-4) behave as considerably cytotoxic against human ovarian cancer cell line A2780 (with IC50 approximate to 4-9 mu M) and cisplatin-resistant cell line A2780R (with IC50 approximate to 7-12 mu M, except for 2 with IC50 &gt; 25 mu M), providing significantly higher cytotoxicity than the anticancer drug cisplatin. Moreover, they also revealed a relatively good selectivity over normal cells (MRC-5), with selectivity index values of SI &gt; 2.5. Complex 4 showed the ability to interact with l-cysteine and reduced glutathione at normal extracellular and intracellular levels, respectively. Complex 4 was further studied for its cellular effects in A2780 cells using flow cytometry. The ability of complexes (1-4) to influence the activity of pro-inflammatory transcription factor NF-kappa B and secretion of TNF-alpha were evaluated, showing that complex 4 reveals comparable effects as the inflammatory drug auranofin.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10402 - Inorganic and nuclear chemistry

Projekt

<a href="/cs/project/GF21-38204L" target="_blank" >GF21-38204L: Komplexy vybraných přechodných kovů s rostlinnými látkami s anti-NF-kappa B a pro-PPAR duální aktivitou</a><br>

Návaznosti

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

Rok uplatnění

2024

Kód důvěrnosti údajů

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

Název periodika

ORGANOMETALLICS

ISSN

0276-7333

e-ISSN

1520-6041

Svazek periodika

43

Číslo periodika v rámci svazku

10

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

10

Strana od-do

"1155 "- 1164

Kód UT WoS článku

001225215800001

EID výsledku v databázi Scopus

2-s2.0-85193279008