Synthetic naphthoquinone derivatives as anticancer agents in ovarian cancer: cytotoxicity assay and investigation of possible biological mechanisms action

Daltoé, Renata Dalmaschio, Rangel, Leticia Batista Azevedo, Delarmelina, Maicon ORCID: https://orcid.org/0000-0002-6414-552X, Madeira, Klesia Pirola, Porto, Marcella Leite, Meirelles, Silvana Santos, dos Santos Guimarães, Isabella, Filho, Éclair Venturini, Pereira, Alan Reinke, de Queiroz Ferreira, Rafael, dos Santos, Gabriel Fernandes Souza, de França Schaffel, Izabela, de Mesquita Carneiro, José Walkimar, Silva, Artur M. S. and Greco, Sandro José 2023. Synthetic naphthoquinone derivatives as anticancer agents in ovarian cancer: cytotoxicity assay and investigation of possible biological mechanisms action. Chemistry and Biodiversity 20 (2) , e202200807. 10.1002/cbdv.202200807

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Abstract

In this study, eight naphthoquinone derivatives were synthesized in yields ranging from 52 to 96% using easy, fast, and low-cost methodologies. All naphthoquinone derivatives were screened for their in vitro anti-proliferative activities against OVCA A2780 cancer cell lines. Amongst all analysed compounds, derivatives 3–5 presented the most prominent cytotoxic potential. Naphthoquinones 3 and 4, bearing sulfur-containing groups, were identified as having high potential for ROS production, in particular the superoxide anion. Furthermore, 3 and 4 compounds caused a decrease in the cell population in G0/G1 and induced more than 90% of the cell population to apoptosis. Compound 5 did not act in any of these processes. Finally, compounds 3–5 were tested for their inhibitory ability against PI3K and MAPK. Compounds 3 and 4 do not inhibit the PI3K enzyme. On the other hand, the naphthoquinone-polyphenol 5 was only able to inhibit the percentage of cells expressing pERK.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Publisher:	Wiley
ISSN:	1612-1872
Date of Acceptance:	27 October 2022
Last Modified:	05 Apr 2023 15:15
URI:	https://orca.cardiff.ac.uk/id/eprint/158397

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