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Eur J Med Chem ; 87: 131-9, 2014 Nov 24.
Artigo em Inglês | MEDLINE | ID: mdl-25244678

RESUMO

The antioxidant properties of organoselenium compounds have been extensively investigated with the aim of developing new drugs, since oxidative stress is responsible for a variety of chronic human diseases. Herein, we reported the synthesis of new nitrogen-containing diselenides by a simple and efficient synthetic route. The products were obtained in good to excellent yields and their identification and characterization were achieved by NMR and HRMS techniques. The new derivatives may represent promising structures with different biological activities, which can act against oxidative stress through diverse mechanisms of action. The glutathione peroxidase-like assay (GPx-like activity) of the new synthesized compounds indicated that they reduced H2O2 to water at the expense of PhSH. The best results were obtained with diselenide 2b, which was 9 times more active than the standard organoselenium drug ebselen and, in contrast, this compound was not reduced by hepatic TrxR. All of the new compounds inhibited Fe(II)-induced TBARS.


Assuntos
Antioxidantes/síntese química , Antioxidantes/farmacologia , Glutationa Peroxidase/metabolismo , Nitrogênio/química , Compostos Organosselênicos/síntese química , Compostos Organosselênicos/farmacologia , Azóis/farmacologia , Encéfalo/efeitos dos fármacos , Humanos , Peróxido de Hidrogênio/metabolismo , Isoindóis , Peroxidação de Lipídeos/efeitos dos fármacos , Fígado/enzimologia , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Oxirredução , Estresse Oxidativo/efeitos dos fármacos , Espécies Reativas de Oxigênio/metabolismo , Substâncias Reativas com Ácido Tiobarbitúrico/química , Substâncias Reativas com Ácido Tiobarbitúrico/metabolismo , Tiorredoxina Redutase 1/metabolismo
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