Synthesis and Antitumor Activity of Selenium-Containing Quinone-based Triazoles Possessing Two Redox Centres, and their Mechanistic Insights

dc.creatorCruz, Eduardo H. G. da
dc.creatorSilvers, Molly A.
dc.creatorJardim, Guilherme A. M.
dc.creatorResende, Jarbas M.
dc.creatorCavalcanti, Bruno C.
dc.creatorBomfim, Igor S.
dc.creatorPessoa, Claudia
dc.creatorSimone, Carlos A. de
dc.creatorBotteselle, Giancarlo V.
dc.creatorBraga, Antonio L.
dc.creatorNair, Divya K.
dc.creatorNamboothirig, Irishi N. N.
dc.creatorBoothmanb, David A.
dc.creatorSilva Júnior, Eufrânio N. da
dc.date2023-02-14T02:35:34Z
dc.date2023-02-14T02:35:34Z
dc.date2021
dc.date.accessioned2023-09-26T20:55:43Z
dc.date.available2023-09-26T20:55:43Z
dc.identifierCRUZ, Eduardo H. G. da et al. Synthesis and Antitumor Activity of Selenium-Containing Quinone-based Triazoles Possessing Two Redox Centres, and their Mechanistic Insights. European Journal of Medicinal Chemistry, p. 1-36, Oct. 2021.
dc.identifier0223-5234
dc.identifierhttps://www.arca.fiocruz.br/handle/icict/57054
dc.identifier10.1016/j.ejmech.2016.06.019
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/8866310
dc.descriptionSelenium-containing quinone-based 1,2,3-triazoles were synthesized using click chemistry, the copper catalyzed azide-alkyne 1,3-dipolar cycloaddition, and evaluated against six types of cancer cell lines: HL-60 (human promyelocytic leukemia cells), HCT-116 (human colon carcinoma cells), PC3 (human prostate cells), SF295 (human glioblastoma cells), MDA-MB-435 (melanoma cells) and OVCAR-8 (human ovarian carcinoma cells). Some compounds showed IC50 values < 0.3 μM. The cytotoxic potential of the quinones evaluated was also assayed using non-tumor cells, exemplified by peripheral blood mononuclear (PBMC), V79 and L929 cells. Mechanistic role for NAD(P)H:Quinone Oxidoreductase 1 (NQO1) was also elucidated. These compounds could provide promising new lead derivatives for more potent anticancer drug development and delivery, and represent one of the most active classes of lapachones reported.
dc.formatapplication/pdf
dc.languageeng
dc.publisherElsevier
dc.rightsopen access
dc.subjectβ-Lapachone
dc.subjectQuinone
dc.subjectClick chemistry
dc.subjectChalcogens
dc.subjectSelenium
dc.titleSynthesis and Antitumor Activity of Selenium-Containing Quinone-based Triazoles Possessing Two Redox Centres, and their Mechanistic Insights
dc.typeArticle


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