Issue 90, 2016

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

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

Supplementary files

Article information

Article type
Communication
Submitted
28 Aug 2016
Accepted
11 Oct 2016
First published
11 Oct 2016

Chem. Commun., 2016,52, 13281-13284

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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