Antioxidant activity of β-selenoamines and their capacity to mimic different enzymes

Abstract

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.

Free radical scavenging in vitro and biological activity of diphenyl diselenide-loaded nanocapsules: DPDS-NCS antioxidant and toxicological effects

“…21,25 In the most frequently cited mechanisms of organic selenium antioxidant activity, the selenium compound acts as substrate of the enzyme thioredoxin reductase or mimics glutathione peroxidase. 5,26 Similarly, DPDS protected some tissues against the prooxidative effects of ROS and LPO.…”

“…5,26 Similarly, DPDS protected some tissues against the prooxidative effects of ROS and LPO. 25,27,28 In addition, LPO and ROS were widely associated with several oxidative diseases …”

Selenium Compounds, Apoptosis and Other Types of Cell Death: An Overview for Cancer Therapy

“…Therefore, Se compounds can be substrates of TR and the introduction of a substituent group in a non-substituted Se molecule can modify its biochemical and pharmacological properties, including its interaction with thiols and its reduction by TR. So, de Souza et al [68] evaluated the potential influence of different radical substituent on the antioxidant capacity of β -selenium amine compounds (Figure 8) and how these structural modifications could influence in their activities functioning as synthetic mimetic of antioxidant enzymes of mammalian organisms. Gundimeda et al [69] have also suggested that the employment of Se compounds, for example MSA, with agents that target TRx-1 could increase the effectiveness or decrease the resistant on malignant cells [70].…”

In vitro radical scavenging and cytotoxic activities of novel hybrid selenocarbamates

“…Nevertheless, since oxidative stress is a hallmark of a variety of chronic human diseases commonly attributed to radical scavenging and enzymatic decomposition of oxygen metabolites, the antioxidant properties of organoselenium compounds have been extensively investigated. [9][10][11] Interestingly, recent data from our laboratory have demonstrated that some organoselenium derivatives presented both antiproliferative and antioxidant activities. 12 Among the different synthetic selenium compounds that have been developed, the chemical forms selenocyanate and diselenide have received significant attention.…”