title: Role of galloylation and polymerization in cytoprotective effects of polyphenolic fractions against hydrogen peroxide insult.
abstract: Byproducts and wastes generated by agricultural, food, and forestry industries contain large amounts of polyphenols, which can be potentially used as sources of natural or semisynthetic antioxidants. This study examined and compared the protection against peroxidative damage induced in erythrocytes and 3T3 cell line of polyphenolic fractions from white grape pomace, pine bark, and witch hazel bark. The work pays special attention to the different degrees of polymerization and galloylation of the extracts to contribute to the understanding of their mechanisms of action. Fractions demonstrated different protections against erythrocyte lipid peroxidation, hemolysis, and 3T3 cytotoxicity caused by H(2)O(2). Galloylation is claimed to be related to antioxidant protective capacity, and it is also responsible for the pro-oxidant effect observed at high doses. The results show that not only the percentage of galloylation but also the degree of polymerization are important modulators of their antioxidant capacity. In this sense, it is crucial that novel polyphenolic fractions were prepared attending a value of 3 for the mean degree of polymerization and did not exceed a 30% of galloylation to reach the highest antioxidant capacity with the lowest cytotoxic effects. For this reason, the grape extracts appear to be the best strategy to fight against hydrogen peroxide cell damage.
authors.affiliation: Departament de Fisiologia, Facultat de Farmàcia, Universitat de Barcelona, Avinguda Joan XXIII s/n, 08028 Barcelona, Spain.
authors.forename: Montserrat
authors.initials: M
authors.lastname: Mitjans
authors.forename: Vanessa
authors.initials: V
authors.lastname: Ugartondo
authors.forename: Verónica
authors.initials: V
authors.lastname: Martínez
authors.forename: Sonia
authors.initials: S
authors.lastname: Touriño
authors.forename: Josep L
authors.initials: JL
authors.lastname: Torres
authors.forename: M Pilar
authors.initials: MP
authors.lastname: Vinardell
mesh_terms: D016475:3T3 Cells; D000818:Animals; D005419:Flavonoids / Q000737:chemistry* / Q000494:pharmacology*; D005638:Fruit / Q000737:chemistry; D005707:Gallic Acid / Q000032:analysis / Q000737:chemistry*; D029501:Hamamelis / Q000737:chemistry; D006461:Hemolysis / Q000187:drug effects; D006801:Humans; D006861:Hydrogen Peroxide / Q000494:pharmacology*; D015227:Lipid Peroxidation / Q000187:drug effects; D051379:Mice; D010084:Oxidation-Reduction; D018384:Oxidative Stress / Q000187:drug effects; D010636:Phenols / Q000737:chemistry* / Q000494:pharmacology*; D028223:Pinus / Q000737:chemistry; D024301:Plant Bark / Q000737:chemistry; D010944:Plants / Q000737:chemistry*; D058105:Polymerization; D059808:Polyphenols; D013329:Structure-Activity Relationship; D027843:Vitis / Q000737:chemistry
chemical_list: D005419:Flavonoids; D010636:Phenols; D059808:Polyphenols; D005707:Gallic Acid; D006861:Hydrogen Peroxide