Multifunctional Antioxidants: Regenerable Radical‐Trapping and Hydroperoxide‐Decomposing Ebselenols. Issue 11 (16th February 2016)

• Record Type: Journal Article
• Authors: Kumar, Shailesh; Yan, Jiajie; Poon, Jia‐fei; Singh, Vijay P.; Lu, Xi; Karlsson Ott, Marjam; Engman, Lars; Kumar, Sangit
• Is Part Of: Angewandte Chemie international edition. Volume 55:Issue 11(2016)
• Page Start: 3729
• Page End: 3733
• Publication Date: 2016-02-16
• Subjects: antioxidants -- ascorbic acid -- ebselen -- selenium -- cytotoxicity; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201510947
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: Regenerable, multifunctional ebselenol antioxidants were prepared that could quench peroxyl radicals more efficiently than α‐tocopherol. These compounds act as better mimics of the glutathione peroxidase enzymes than ebselen. Production of reactive oxygen species (ROS) and reactive nitrogen species (RNS) in human mononuclear cells was considerably decreased upon exposure to the organoselenium compounds. At a concentration of 25 μm, the ebselenol derivatives showed minimal toxicity in pre‐osteoblast MC3T3 cells. Abstract : What a difference an OH makes : Ebselenols, bearing OH groups on the aryl rings, quenched lipid peroxyl radicals more efficiently than α‐tocopherol and could be regenerated with aqueous‐phase ascorbic acid. The compounds were nontoxic, showed higher glutathione peroxidase activity than the parent compound ebselen, and efficiently relieved the effect of an "oxidative burst" in human mononuclear cells.