Diphenyl diselenide a janus-faced molecule

Abstract

Este artigo de revisão aborda uma reflexão sobre o potencial terapêutico ou tóxico de compostos orgânicos de selênio, dando particular ênfase ao disseleneto de difenila e alguns dos seus análogos estruturais. Algumas características moleculares relacionadas com a toxicidade e farmacologia do disseleneto de difenila in vitro e in vivo são abordadas. Os artigos revisados, que abordam experimentos in vivo, indicam que a interação do disseleneto de difenila com tióis pode determinar seu potencial farmacológico ou toxicológico. Além disso, uma limitada ativação da rota de toxicidade, isto é, a oxidação controlada de moléculas de alto peso molecular, que contém grupos tióis, poderia contribuir para os efeitos farmacológicos do disseleneto de difenila. Concluise que a síntese de compostos orgânicos de selênio deve ser direcionada para o desenvolvimento de novos disselenetos de diorganoila que possam interagir com alvos moleculares específicos.In this review, we summarized the potential role of synthetic organoseleno compounds as therapeutic or toxic agents, giving emphasis almost exclusively to diphenyl diselenide, the simplest of the diaryl diselenides, and some of its analogs. We presented the main molecular aspects related to the in vitro toxicity and pharmacology of diphenyl diselenide and also provided in vivo data indicating that the interaction of diphenyl diselenide with thiols can dictate either its toxicological or pharmacological property. The papers covered in this review indicate that a limited activation of the "toxic pathway", i.e., a controlled oxidation of specific high molecular weight thiol-containing molecules could contribute to the pharmacological effects of diphenyl diselenide. In conclusion, this review reinforces the necessity of developing new diorganoyl diselenides that could interact with specific molecular targets.

Diphenyl Diselenide Modulates Gene Expression of Antioxidant Enzymes in the Cerebral Cortex, Hippocampus and Striatum of Female Hypothyroid Rats

“…Diphenyl diselenide is a simple synthetic organic Se compound that exhibits a series of pharmacological properties, including antioxidant and neuroprotective activities [21,52,55]. However, in a similar way to other inorganic and organic forms of Se, diphenyl diselenide can be toxic, depending on the dose or concentration tested [52,55].…”

Antioxidant effect of quinoline derivatives containing or not selenium: Relationship with antinociceptive action quinolines are antioxidant and antinociceptive

“…In this sense it is important to use antioxidant molecules that decrease oxidative stress, reducing the incidence of various diseases (Gay et al 2010, Maes et al 2011, Gupta et al 2014. It is therefore important to highlight organoselenium compounds, which exhibit different pharmacological properties, such as antioxidant action (Nogueira and Rocha 2010, Luchese et al 2012, Sancineto et al 2016). Parallel to organoselenium compounds are quinoline derivatives.…”

Synthesis, Characterization andin vitroAntioxidant Activity of New ChiralN-boc Organotellurium Compounds, (CH3)3OC(O)NHCH(R)C(O)NHCH2-CH2Te-C6H4-4-OCH3, Containing Carbamate and Peptide Groups

“…Numerous organochalcogen compounds containing amine, peptide/amide and carbamate groups enhances the rates of their redox reactions 16,22,23,47 and the effect of these groups on the activity of organotellurium compounds was expected to be more pronounced than that of corresponding organoselenium compounds. 47,23 The biological activity of chiral organochalcogen compounds may be specific.…”