Structure-Activity Relationships of Polyphenols To Prevent Lipid Oxidation in Pelagic Fish Muscle

被引:23
|
作者
Pazos, Manuel [1 ]
Iglesias, Jacobo [1 ]
Maestre, Rodrigo [1 ]
Medina, Isabel [1 ]
机构
[1] Inst Invest Marinas CSIC, Vigo 36208, Spain
关键词
Lipid oxidation; fish muscle; proanthocyanidins; polymerization; galloylation; ANTIOXIDANT ACTIVITY; BY-PRODUCTS; CATECHINS; FRACTIONS; POLYMERIZATION; GALLOYLATION; POULTRY; CELLS; POWER; MEAT;
D O I
10.1021/jf1022302
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
The influence of polymerization (number of monomers) and galloylation (content of esterified gallates) of oligomeric catechins (proanthocyanidins) on their effectiveness to prevent lipid oxidation in pelagic fish muscle was evaluated. Non-galloylated oligomers of catechin with diverse mean polymerization (1.9-3.4 monomeric units) were extracted from pine (Pinus pinaster) bark. Homologous fractions with galloylation ranging from 0.25 to <1 gallate group per molecule were obtained from grape (Vitis vinifera) and witch hazel (Hamamelis virginiana). The results showed the convenience of proanthocyanidins with medium size (2-3 monomeric units) and low galloylation degree (0.15-0.25 gallate group/molecule) to inhibit lipid oxidation in pelagic fish muscle. These optimal structural characteristics of proanthocyanidins were similar to those lately reported in fish oil-in-water emulsions using phosphatidylcholine as emulsifier. This finding suggests that the antioxidant behavior of polyphenols in muscle-based foods can be mimicked in emulsions prepared with phospholipids as emulsifier agents. The present data give relevant information to achieve an optimum use of polyphenols in pelagic fish muscle.
引用
收藏
页码:11067 / 11074
页数:8
相关论文
共 50 条
  • [31] STRUCTURE-ACTIVITY RELATIONSHIPS IN RIBONUCLEASE
    STEIN, WH
    FEDERATION PROCEEDINGS, 1964, 23 (3P1) : 599 - &
  • [32] STRUCTURE-ACTIVITY RELATIONSHIPS OF ADRENOCORTICOIDS
    RINGLER, I
    MAUER, S
    HEYDER, E
    PROCEEDINGS OF THE SOCIETY FOR EXPERIMENTAL BIOLOGY AND MEDICINE, 1961, 107 (02): : 451 - &
  • [33] Structure-Activity Relationships of Flavonoids
    Jacob, Vaya
    Hagai, Tavori
    Soliman, Khatib
    CURRENT ORGANIC CHEMISTRY, 2011, 15 (15) : 2641 - 2657
  • [34] Epibatidine structure-activity relationships
    Carroll, FI
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (08) : 1889 - 1896
  • [35] Structure-Activity Relationships of Polyphenols Inhibiting Lipopolysaccharide-induced NF-κB activation
    Shin, Soon Young
    Ahn, Seunghyun
    Park, Mi Joo
    Yoon, Hyuk
    Kim, Mihyang
    Ji, Sang Yun
    Koh, Dongsoo
    Lee, Young Han
    Lim, Yoongho
    JOURNAL OF THE KOREAN SOCIETY FOR APPLIED BIOLOGICAL CHEMISTRY, 2012, 55 (05): : 669 - 675
  • [36] Structure-activity relationships of polyphenols inhibiting lipopolysaccharide-induced NF-κB activation
    Soon Young Shin
    Seunghyun Ahn
    Mi Joo Park
    Hyuk Yoon
    Mihyang Kim
    Sang Yun Ji
    Dongsoo Koh
    Young Han Lee
    Yoongho Lim
    Journal of the Korean Society for Applied Biological Chemistry, 2012, 55 : 669 - 675
  • [37] Structure-activity relationships of steroids with mineralocorticoid activity
    Grassy, G
    Fagart, J
    Calas, B
    Adenot, M
    Rafestin-Oblin, ME
    Auzou, G
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1997, 32 (11) : 869 - 879
  • [38] The nematocidal activity and the structure-activity relationships of stilbenes
    Kohno, Tukasa
    Togashi, Katsumi
    Fukamiya, Narihiko
    NATURAL PRODUCT RESEARCH, 2007, 21 (07) : 606 - 615
  • [39] ADENOSINE ANALOGS - STRUCTURE-ACTIVITY RELATIONSHIPS IN VASCULAR AND INTESTINAL SMOOTH-MUSCLE
    LESLIE, SW
    BOROWITZ, JL
    MIYA, TS
    JOURNAL OF PHARMACEUTICAL SCIENCES, 1973, 62 (09) : 1449 - 1452
  • [40] Effects of flavonoids on rat aortic smooth muscle contractility: Structure-activity relationships
    Herrera, MD
    Zarzuelo, A
    Jimenez, J
    Marhuenda, E
    Duarte, J
    GENERAL PHARMACOLOGY-THE VASCULAR SYSTEM, 1996, 27 (02): : 273 - 277