Action of 1‐(11‐selenadodecyl)‐glycerol and 1‐(11‐selenadodecyl)‐3‐trolox‐glycerol against lipid peroxidation

Abstract

The antioxidant action on lipid peroxidation of the synthesized selenium compounds 1-(11-selenadodecyl)-glycerol (SeG) and 1-(11-selenadodecyl)-3-Trolox-glycerol (SeTrG, where Trolox = 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid) was investigated. We compared the reactivity of the selenium compounds toward peroxyl radicals and their inhibitory effect on lipid peroxidation, induced by several kinds of initiating species such as azo compounds, metal ions, and superoxide/nitric oxide in solution, micelles, membranes, and rat plasma. SeTrG, but not SeG, scavenged peroxyl radicals. SeG reduced methyl linoleate hydroperoxides in organic solution and in methyl linoleate micelles oxidized by ferrous ion (Fe2+)/ascorbic acid. In rat plasma SeG and SeTrG decreased the formation of lipid hydroperoxides generated by hydrophilic azo compounds. SeG and SeTrG spared alpha-tocopherol (alpha-TOH) consumption in multilamellar vesicle membranes oxidized by hydrophilic or lipophilic initiators, and only SeTrG spared alpha-TOH in superoxide/nitric oxide oxidized membranes. In rat plasma oxidized by radical initiators (either hydrophilic or lipophilic) or superoxide/nitric oxide, SeTrG suppressed alpha-TOH consumption, but SeG had no effect. The two selenium-containing compounds showed inhibitory effects on lipid peroxidation that depended on their structure, the medium where they acted, and the oxidant used.

Ability of phenolic acids to protect α-tocopherol

“…The ability of gallic acid to protect tocopherols has been documented in many papers (Kajimoto et al 1988a(Kajimoto et al ,b, 1990a(Kajimoto et al ,b, 1991a, under various conditions, including frying (Kajimoto et al 1988a(Kajimoto et al , 1990a(Kajimoto et al ,b, 1991a. The ability of caffeic acid to protect tocopherols has also been reported previously (Ochi et al 1994;Raneva et al 2001Raneva et al , 2002Pazos et al 2005a), although the ability of this phenolic acid to protect tocopherols has not yet been studied during frying. However, it has been reported that protocatechuic acid is able to protect α-tocopherol (during oxidation of human LDL lipoproteins in vitro) (Zhang et al 2001), although it did not protect α-tocopherol in the present study.…”

Interaction between .ALPHA.-Tocopherol, Tocotrienols and Astaxanthin in Liposomes, Subjected to Lipid Peroxidation

“…1A and 1B) competing with a-tocopherol to scavenge the hydrophilic and lipophilic radicals. Previously we have shown that tocotrienols, added exogenously to rat plasma, oxidized by AAPH, spared atocopherol consumption (13). In SIN-1 oxidation tocotrienols and astaxanthin used together have the best sparing effect on a-tocopherol consumption, tocotrienols do not protect a-tocopherol, and astaxanthin increased the rate of consumption of a-tocopherol (Fig.…”

“…anthin Determination a-Tocopherol, tocotrienols and astaxanthin were extracted as described in (13). A volume of 20 mL of the extracted lipids in hexane solution was injected into the column of the HPLC system with a fluorescence detector (Shimadzu Corp., Kyoto, Japan) for the determination of a-tocopherol and tocotrienols.…”

Impact of L-Carnitine and Selenium Treatment on Testicular Apoptosis in Rats Exposed to 2.45 GHz Microwave Energy

“…Apart from being an integral part of GSH-Px, Se can antagonize the toxic effects of some chemical substances (16)(17)(18).…”