Oncocalyxone A: electrochemical, spectroscopic investigation and studies of its interaction with DNA, nucleobases and N-acetylcysteine

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.

Bibliographic Details

Main Authors:	Costa,Cicero de O., Costa,Erivaldo de O., Ferreira,Fabrícia da R., Viana,Luciana da S., Silva,Leonardo V. da, Silva,Francisco de A. dos Santos, Abreu,Fabiane C. de, Figueiredo,Isis M., Pinho Jr.,Waldomiro, Bento,Edson de S., Lemos,Telma L. G., Pessoa,Otília D. L., Aguilera-Venegas,Benjamin, Norambuena,Ester, Olea-Azar,Claudio, Goulart,Marília O. F.
Format:	Digital revista
Language:	English
Published:	Sociedade Brasileira de Química 2012
Online Access:	http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532012000600024
Tags:	Add Tag No Tags, Be the first to tag this record!