Antioxidant activity of β-selenoamines and their capacity to mimic different enzymes.
The antioxidant properties of organoselenium compounds have been extensively investigated because oxidative stress is a hallmark of a variety of chronic human diseases. Here, we reported the influence of substituent groups in the antioxidant activity of β-selenoamines. We have investigated whether they exhibited glutathione peroxidase-like (GPx-like) activity and whether they could be substrate of thioredoxin reductase (TrxR). In the DPPH assay, the β-selenium amines did not exhibit antioxidant activity. However, the β-selenium amines with p-methoxy and tosyl groups prevented the lipid peroxidation. The β-selenium amine compound with p-methoxy substituent group exhibited thiol-peroxidase-like activity (GPx-like activity) and was reduced by the hepatic TrxR. These results contribute to understand the influence of structural alteration of non-conventional selenium compounds as synthetic mimetic of antioxidant enzymes of mammalian organisms.
Departamento de Química, Centro de Ciências Naturais e Exatas, Universidade Federal de Santa Maria, Santa Maria, RS CEP 97105-900, Brazil.
Alessandro
A
de Souza Prestes
Sílvio Terra
ST
Stefanello
Syed M
SM
Salman
Andréia Martini
AM
Pazini
Ricardo S
RS
Schwab
Antônio Luiz
AL
Braga
Nilda Berenice
NB
de Vargas Barbosa
João B T
JB
Rocha
D000818:Animals; D001713:Biphenyl Compounds / Q000737:chemistry; D001921:Brain / Q000187:drug effects / Q000378:metabolism; D002384:Catalysis; D016166:Free Radical Scavengers / Q000737:chemistry* / Q000494:pharmacology; D005609:Free Radicals / Q000737:chemistry; D015227:Lipid Peroxidation; D008099:Liver / Q000201:enzymology; D008297:Male; D009249:NADP / Q000737:chemistry; D016566:Organoselenium Compounds / Q000737:chemistry* / Q000494:pharmacology; D010084:Oxidation-Reduction; D010544:Peroxidases / Q000737:chemistry* / Q000494:pharmacology; D010851:Picrates / Q000737:chemistry; D051381:Rats; D017208:Rats, Wistar; D017392:Thiobarbituric Acid Reactive Substances / Q000378:metabolism; D013880:Thioredoxin-Disulfide Reductase / Q000737:chemistry / Q000302:isolation & purification
D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D005609:Free Radicals; D016566:Organoselenium Compounds; D010851:Picrates; D017392:Thiobarbituric Acid Reactive Substances; D009249:NADP; C004931:1,1-diphenyl-2-picrylhydrazyl; D010544:Peroxidases; D013880:Thioredoxin-Disulfide Reductase