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Issue 90, 2016
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Novel fluorescent lapachone-based BODIPY: synthesis, computational and electrochemical aspects, and subcellular localisation of a potent antitumour hybrid quinone

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Abstract

For the first time, a fluorescent lapachone-based BODIPY was synthesised and characterised by NMR and mass spectrometry. Computational and electrochemical aspects, as well as cytotoxic activity and subcellular localisation, were studied. Confocal microscopy experiments indicated that the probe was a specific mitochondria-staining agent. These in-detail analyses were useful in understanding the cytotoxic effects and mechanism of action of this novel hybrid compound. This molecule constitutes a promising prototype owing to its potential biological activities and the new strategies aimed at mechanistic investigations in cells and in vivo, and opens up an interesting avenue of research.

Graphical abstract: Novel fluorescent lapachone-based BODIPY: synthesis, computational and electrochemical aspects, and subcellular localisation of a potent antitumour hybrid quinone

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Publication details

The article was received on 28 Aug 2016, accepted on 11 Oct 2016 and first published on 11 Oct 2016


Article type: Communication
DOI: 10.1039/C6CC07054J
Citation: Chem. Commun., 2016,52, 13281-13284
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    Novel fluorescent lapachone-based BODIPY: synthesis, computational and electrochemical aspects, and subcellular localisation of a potent antitumour hybrid quinone

    T. B. Gontijo, R. P. de Freitas, G. F. de Lima, L. C. D. de Rezende, L. F. Pedrosa, T. L. Silva, M. O. F. Goulart, B. C. Cavalcanti, C. Pessoa, M. P. Bruno, J. R. Corrêa, F. S. Emery and E. N. da Silva Júnior, Chem. Commun., 2016, 52, 13281
    DOI: 10.1039/C6CC07054J

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