Synthesis of a triantioxidant compound: combination of beta-apo-8'-carotenoic acid, selenacapryloic acid and trolox in a triglyceride.
Carotenoids, vitamin-E and selenium show similar or complementary physiological properties and protect against a variety of pathological processes. Mixtures of these antioxidants are found in nutritional supplements and are used to prevent several diseases. The synthetic connection of carotenoids, vitamin-E and selenium may increase the chemopreventive activity of the individual compounds. A carotenoic acid, a selena fatty acid and the vitamin-E derivative trolox were successively esterified with glycerol to 1-(beta-apo-8'carotenoyl)-2-(7-selenaoctanoyl)-3-(6-hydroxy-2,5,7,8-tetramethylchroman-2-acyl)-glycerol. This triantioxidant compound revealed, in the DPPH (1,1-diphenyl-2-picrylhydrazyl) test, an additive affect, consisting of the radical quenching activity of the carotenoid and trolox. The DPPH test was not sensitive for the Se moiety in the triantioxidant compound.
Naalsund
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Norges Teknisk Naturvitenskapelige Universitet, Institutt for Kjemi, N-7491 Trondheim, Norway.
Malterud
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KE
Partali
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Sliwka
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HR
D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry*; D002210:Caprylates / Q000737:chemistry*; D002338:Carotenoids / Q000737:chemistry*; D002839:Chromans / Q000737:chemistry*; D015195:Drug Design; D007202:Indicators and Reagents; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism; D014280:Triglycerides / Q000138:chemical synthesis* / Q000737:chemistry
D000975:Antioxidants; D002210:Caprylates; D002839:Chromans; D007202:Indicators and Reagents; D014280:Triglycerides; C436746:apo-8'-carotenoic acid; D002338:Carotenoids; C031492:octanoic acid; C010643:6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid