Journal
NEW JOURNAL OF CHEMISTRY
Volume 43, Issue 34, Pages 13357-13362Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9nj02227a
Keywords
-
Categories
Ask authors/readers for more resources
With an aim to understand the effect of structural modifications on antioxidant activity, two structurally isomeric selenium compounds, linear, bis(ethan-2-ol)selenide (SeEOH), and cyclic, dl-trans-3,4-dihydroxy-1-selenolane (DHS), were compared. The antioxidant activity was assigned through their ability to scavenge reactive oxygen species (ROS), where both compounds indicated formation of selenoxides. The ROS identified for the present study are peroxynitrite, hydroxyl (OH) and carbonate (CO3-) radicals. The rate constant for the scavenging of both peroxynitrite and the CO3- radical was higher for DHS as compared to that for SeEOH. The one-electron oxidation during these reactions indicated the formation of a selenium centred dimer radical cation (Se therefore Se)(+), as the intermediate, which undergoes the disproportionation reaction to form the corresponding selenoxide. Quantitative estimation of selenoxides indicated that cyclic compound DHS produced a higher yield of selenoxides than the linear compound SeEOH due to higher stability of (Se therefore Se)(+). The selenoxides undergo reduction by thiols, thereby regenerating back to the parent compound. The results thereby suggest that formation of selenoxides improves the antioxidant activity of organoselenium compounds and should be considered as an important step in the design of new selenium based antioxidants.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available