Premium
Antioxidant activity of monooleyl and dioleyl p ‐coumarates in in vitro and biological model systems
Author(s) -
Wang Jiankang,
Shahidi Fereidoon
Publication year - 2014
Publication title -
european journal of lipid science and technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.614
H-Index - 94
eISSN - 1438-9312
pISSN - 1438-7697
DOI - 10.1002/ejlt.201300348
Subject(s) - chemistry , dpph , triolein , antioxidant , p coumaric acid , chromatography , linoleic acid , nutraceutical , moiety , organic chemistry , ferulic acid , biochemistry , fatty acid , lipase , enzyme
Lipase‐catalysed acidolysis of p ‐coumaric acid with triolein was carried out, followed by separation of the synthesized phenolipids using column chromatography. The identification of synthesized phenolipids was conducted by using HPLC–MS. The antioxidant activities of the purified phenolipids were assessed in in vitro assays and biological systems. Monooleyl and dioleyl p ‐coumarates were identified as the phenolipid species present. The prepared phenolipids exhibited varying antioxidant activities in 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH) and peroxyl radical scavenging, reducing power, β‐carotene/linoleate bleaching, human low‐density lipoprotein (LDL) cholesterol oxidation as well as hydroxyl and peroxyl radical‐induced DNA cleavage assays. Practical applications: In this study, the antioxidant activity of synthesized phenolipids, monooleyl and dioleyl p ‐coumarates obtained from p ‐coumaric acid and triolein, was investigated and confirmed in a number of commonly employed assays. The synthesized model phenolipids containing p ‐coumaric acid moiety and fatty acid chains exhibited improved lipophilicity and antioxidant activity. Extension of this work to marine omega‐3 oils as starting materials is expected to produce novel phenolipids that may be used as nutraceuticals and functional food ingredients with unique stability characteristics and potentially improved health benefits.