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Oncocalyxone A: Electrochemical, spectroscopic investigation and studies of its interaction with DNA, nucleobases and N-acetylcysteine
Authors
Fabrícia Da R. Ferreira
Luciana Da S. Viana
+10 more
Leonardo V. Da Silva
Francisco De A. Dos Santos Silva
Fabiane C. De Abreu
Cicero De O. Costa
Erivaldo De O. Costa
Edson De S. Bento
Isis M. Figueiredo
Telma L.G. Lemos
Otília D Pessoa
Waldomiro Pinho
Publication date
1 January 2012
Publisher
Abstract
The formation of paramagnetic species from oncocalyxone A in aprotic medium was confirmed by performing in situ electrochemical-electron spin resonance (E-ESR) experiments. The high delocalization of the radical generated at the first reduction potential is clearly evidenced by the hyperfine coupling of H-9 with the larger coupling constant, besides the couplings at the H-3 (close to quinone) and H-7 (far from the quinone nucleus) positions. In protic medium, together with pH dependence experiments, oncocalyxone A showed to be DNA-reactive through experiments with DNA sensors. Its reaction with N-acetylcysteine, with structural characterization of the addition products, proved its ability as Michael acceptor. Both aspects are important in terms of biological/pharmacological activities and indicate the present models as important tools in the screening of biologically active compounds. © 2012 Sociedade Brasileira de Química
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Last time updated on 02/02/2019