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On the Synthesis of Quinone-based BODIPY Hybrids: New Insights on Antitumor Activity and Mechanism of Action in Cancer Cells

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  • Talita B Gontigo
  • Rossimiriam P de Freitas
  • Flavio S Emery
  • Leandro F Pedrosa
  • Jose B Vieira Neto
  • Bruno C Cavalcanti
  • Claudia Pessoa
  • Aaron King
  • Fabio De Moliner
  • Marc Vendrell Escobar
  • Eufranio N da Silva Junior

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Original languageEnglish
JournalBioorganic & Medicinal Chemistry Letters
Volume25
Issue number18
Early online date4 Aug 2017
DOIs
Publication statusPublished - 15 Sep 2017

Abstract

Fluorescent quinone-based BODIPY hybrids were synthesised and
characterised by NMR analysis and mass spectrometry. We measured their cytotoxic activity against cancer and normal cell lines, performed mechanistic studies by lipid peroxidation and determination of reduced (GSH) and oxidized (GSSG) glutathione, and imaged their subcellular localisation by confocal microscopy. Cell imaging experiments indicated that nor-β-lapachone-based BODIPY derivatives might preferentially localise in the lysosomes of cancer cells. These results assert the potential of hybrid quinone-BODIPY derivatives as promising prototypes in the search of new potent lapachone antitumor drugs.

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