Antioxidant activity of alkyl gallates and glycosyl alkyl gallates in fish oil in water emulsions: Relevance of their surface active properties and of the type of emulsifier

被引:34
作者
Gonzalez, Maria J. [1 ]
Medina, Isabel [1 ]
Maldonado, Olivia S. [2 ]
Lucas, Ricardo [2 ]
Morales, Juan C. [2 ]
机构
[1] CSIC, Inst Invest Marinas, Vigo 36208, Spain
[2] Univ Seville, CSIC, Inst Invest Quim, Seville 41092, Spain
关键词
Lipid oxidation; Gallic acid; Alkyl gallates; Glycosylation; Oil-in-water emulsions; Antioxidant; Surfactant; INHIBIT LIPID OXIDATION; FATTY-ACID ESTERS; BULK OILS; LIPOPHILIC ANTIOXIDANTS; PHENOLIC ANTIOXIDANTS; ALPHA-TOCOPHEROL; PREVENTION; STABILITY; LECITHIN; SYSTEMS;
D O I
10.1016/j.foodchem.2015.03.035
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The antioxidant activity of gallic acid and a series of alkyl gallates (C4-C18) and glycosylated alkyl gallates (C4-C18) on fish oil-in-water emulsions was studied. Three types of emulsifiers, lecithin, Tween-20 and sodium dodecyl sulphate (SDS) were tested. A nonlinear behavior of the antioxidant activity of alkyl gallates when increasing alkyl chain length was observed for emulsions prepared with lecithin. Medium-size alkyl gallates (C6-C12) were the best antioxidants. In contrast, for emulsions prepared with Tween-20, the antioxidants seem to follow the polar paradox. Glucosyl alkyl gallates were shown previously to be better surfactants than alkyl gallates. Nevertheless, they exhibited a worse antioxidant capacity than their corresponding alkyl gallates, in emulsions prepared with lecithin or Tween-20, indicating the greater relevance of having three OH groups at the polar head in comparison with having improved surfactant properties but just a di-ortho phenolic structure in the antioxidant. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:190 / 196
页数:7
相关论文
共 41 条
[1]   Antioxidative effect of lipophilized caffeic acid in fish oil enriched mayonnaise and milk [J].
Aleman, Mercedes ;
Bou, Ricard ;
Guardiola, Francesc ;
Durand, Ervvann ;
Villeneuve, Pierre ;
Jacobsen, Charlotte ;
Sorensen, Ann-Dorit Moltke .
FOOD CHEMISTRY, 2015, 167 :236-244
[2]   PLASMA LIPID AND LIPOPROTEIN PATTERN IN GREENLANDIC WEST-COAST ESKIMOS [J].
BANG, HO ;
DYERBERG, J ;
NIELSON, AB .
LANCET, 1971, 1 (7710) :1143-&
[3]   The relationship between the physicochemical properties of antioxidants and their ability to inhibit lipid oxidation in bulk oil and oil-in-water emulsions [J].
Chaiyasit, W ;
McClements, DJ ;
Decker, EA .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2005, 53 (12) :4982-4988
[4]   THE ESTIMATION OF PEROXIDES IN FATS AND OILS BY THE FERRIC THIOCYANATE METHOD [J].
CHAPMAN, RA ;
MACKAY, K .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1949, 26 (07) :360-363
[5]   Synthesis of new phenolic fatty acid esters and their evaluation as lipophilic antioxidants in an oil matrix [J].
de Pinedo, A. Torres ;
Penalver, P. ;
Perez-Victoria, I. ;
Rondon, D. ;
Morales, J. C. .
FOOD CHEMISTRY, 2007, 105 (02) :657-665
[6]   Synthesis and evaluation of new phenolic-based antioxidants:: Structure-activity relationship [J].
de Pinedo, A. Torres ;
Penalver, P. ;
Morales, J. C. .
FOOD CHEMISTRY, 2007, 103 (01) :55-61
[7]   EICOSAPENTANOIC ACID AND PREVENTION OF THROMBOSIS AND ATHEROSCLEROSIS [J].
DYERBERG, J ;
BANG, HO ;
STOFFERSEN, E ;
MONCADA, S ;
VANE, JR .
LANCET, 1978, 2 (8081) :117-119
[8]   Antioxidant properties of vegetable lecithin [J].
Evans, EI .
INDUSTRIAL AND ENGINEERING CHEMISTRY, 1935, 27 :329-331
[9]   ANTIOXIDANT EFFECT OF COMMERCIAL LECITHIN IN FORTIFIED MARGARINE [J].
FEIGENBAUM, J .
NATURE, 1946, 157 (3997) :770-771
[10]  
Fendler J.H., 1982, Membrane Mimetic Chemistry