PreprintArticleVersion 1Preserved in Portico This version is not peer-reviewed
Gold(I) N-heterocyclic Carbene Complexes with 7-Azaindoles Demonstrate In Vitro Antiproliferative Effects on Ovarian Cancer Cells and Anti-inflammatory Activity
Version 1
: Received: 4 January 2024 / Approved: 4 January 2024 / Online: 4 January 2024 (09:28:10 CET)
How to cite:
Trávníček, Z.; Vančo, J.; Belza, J.; Čajan, M.; Hošek, J.; Dvořák, Z. Gold(I) N-heterocyclic Carbene Complexes with 7-Azaindoles Demonstrate In Vitro Antiproliferative Effects on Ovarian Cancer Cells and Anti-inflammatory Activity. Preprints2024, 2024010375. https://doi.org/10.20944/preprints202401.0375.v1
Trávníček, Z.; Vančo, J.; Belza, J.; Čajan, M.; Hošek, J.; Dvořák, Z. Gold(I) N-heterocyclic Carbene Complexes with 7-Azaindoles Demonstrate In Vitro Antiproliferative Effects on Ovarian Cancer Cells and Anti-inflammatory Activity. Preprints 2024, 2024010375. https://doi.org/10.20944/preprints202401.0375.v1
Trávníček, Z.; Vančo, J.; Belza, J.; Čajan, M.; Hošek, J.; Dvořák, Z. Gold(I) N-heterocyclic Carbene Complexes with 7-Azaindoles Demonstrate In Vitro Antiproliferative Effects on Ovarian Cancer Cells and Anti-inflammatory Activity. Preprints2024, 2024010375. https://doi.org/10.20944/preprints202401.0375.v1
APA Style
Trávníček, Z., Vančo, J., Belza, J., Čajan, M., Hošek, J., & Dvořák, Z. (2024). Gold(I) N-heterocyclic Carbene Complexes with 7-Azaindoles Demonstrate <em>In Vitro</em> Antiproliferative Effects on Ovarian Cancer Cells and Anti-inflammatory Activity. Preprints. https://doi.org/10.20944/preprints202401.0375.v1
Chicago/Turabian Style
Trávníček, Z., Jan Hošek and Zdeněk Dvořák. 2024 "Gold(I) N-heterocyclic Carbene Complexes with 7-Azaindoles Demonstrate <em>In Vitro</em> Antiproliferative Effects on Ovarian Cancer Cells and Anti-inflammatory Activity" Preprints. https://doi.org/10.20944/preprints202401.0375.v1
Abstract
The gold(I) N-heterocyclic carbene (NHC) complexes, containing a combination of 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (iPr) and the corresponding 7-azaindole derivative (HL1-4), were prepared and structurally characterized. The complexes of the composition of [Au(iPr)(HLn)], 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 anti-cancer and anti-inflammatory activities. The results showed that complexes (1–4) behave as considerably cytotoxic against human ovarian cancer cell line A2780 (with IC50 = 4–9 mircoM) and cisplatin-resistant cell line A2780R (with IC50 = 5–8 microM, except for 2 with IC50 > 25 microM), providing significantly higher cytotoxicity than anticancer drug cisplatin. Moreover, they also revealed a relatively good selectivity over normal cells (MRC-5), with the values of selectivity index, SI > 2.5. The complex 4 was further studied for its cellular effects in A2780 cells by cell cycle analysis, induction of apoptosis, intracellular ROS production, activation of caspases 3/7 and disruption of mitochondrial membrane potential. The ability of complexes (1–4) to influence the activity of pro-inflammatory transcription factor NF-κB and secretion of TNF-α were evaluated, showing that complex 4 reveals comparable effects as the inflammatory drug Auranofin.
Chemistry and Materials Science, Medicinal Chemistry
Copyright:
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