Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Publication DOI: 10.1039/A910183GJournal NLM ID: 7505599Publisher: Chemical Society
Correspondence: dangles
univ-lyon1.fr
Institutions: Université Claude Bernard-Lyon I, UMR-CNRS 5078, Villeurbanne, France, Institut National de la Recherche Agronomique, Unité de Recherche Biopolymères et Arômes, Montpellier, France
Flavonoids (polyphenols) are an important class of dietary antioxidants largely distributed in plants. In spite of their very fast reaction with lipid peroxyl radicals, flavonoids are relatively modest inhibitors of lipid peroxidation in solution. In addition, the absence of lag phase and the strong dependence of the antioxidant efficiency (the ratio of the rate constant of chain break to the rate constant of chain propagation) on the antioxidant concentration both point to a nonclassic behaviour. The inhibition of linoleic acid peroxidation by quercetin (3,3′,4′,5,7-pentahydroxyflavone) and its 3-O-glycoside rutin (two ubiquitous dietary flavonoids and potent antioxidants) has been investigated by UV–visible spectroscopy in pH 7.4 micellar solutions of SDS at 37 °C. The chain-breaking antioxidant α-tocopherol and two synthetic amphiphilic quercetin ethers are also considered for comparison purposes. From the general mathematical treatment developed in this work, flavonoids appear as strong chain-breaking antioxidants whose overall antiperoxidizing activity is, however, strongly restricted by the chain-initiating activity of the flavonoid radicals formed during inhibition (prooxidant effect).
Antioxidant activity, quercetin, lipid peroxidation, rutin
Structure type: oligomer
C
27H
30O
16
Trivial name: rutin, rutoside, rutin, quercetin rutinoside, rutoside, quercetin 3-O-rutinose, quercetin-3-O-rutinoside, quercetin 3-O-rutinoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, FAB-MS, inhibition studies, TLC, CC, antioxidant activities, HMBC, evaporation, alkylation, spectrometry
NCBI Taxonomy refs (TaxIDs): 33090Reference(s) to other database(s): CCSD:
50720, CBank-STR:3399
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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