Novel quercetin-3-O-glucoside eicosapentaenoic acid ester ameliorates inflammation and hyperlipidemia
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Quercetin, a major flavonol, present abundantly in apples and onions, is widely studied for ameliorating metabolic syndrome abnormalities. However, quercetin is mainly present in plant food in the form of quercetin glycosides and has been reported for poor gastrointestinal absorption. The present study was designed with the purpose of imparting a lipophilic property to quercetin-3-O-glucoside (QG) by its acylation with eicosapentaenoic acid (EPA) and to study the influence of eicosapentaenoic acid ester of quercetin-3-O-glucoside (QE) on hyperlipidemia and inflammation in vivo and in vitro. QE was more effective in reducing the production of tumor necrosis factor-alpha (TNF-α), prostaglandin 2 (PGE2), cyclo-oxygenase (COX)-2 levels and nuclear expression of nuclear factor-kappa B (NF-кB) compared to the parent compounds (QG and EPA) and commercial drugs, after lipopolysaccharides (LPS) induced inflammation in THP-1 derived macrophages. Serum high-density lipoprotein (HDL)-cholesterol was significantly higher and hepatic total cholesterol concentration was lower in the rats fed high-fat diet supplemented with QE, compared to the high-fat diet with inflammation (HFL). The serum concentrations of C-reactive protein (CRP), interleukin (IL)-6, and interferon-gamma (IFN-γ) were significantly lower in QE treatment group than HFL group. EPA conjugated flavonol, QE, had significant anti-inflammatory and hypolipidemic properties and may be effective for the treatment of obesity-related disorders.
KeywordsFlavonols Eicosapentaenoic acid ester Cytokines Hyperlipidemia Inflammation Macrophage
High fat control
High fat with lipopolysaccharide
Eicosapentaenoic acid ester of quercetin-3-O-glucoside
The authors acknowledge the funding provided by the Discovery Grant program of the Natural Sciences and Engineering Research Council (NSERC) of Canada and the Atlantic Innovation Funds Program of the Atlantic Canada Opportunities Agency (ACOA).
Complaince with ethical standards
Conflict of interest
No competing financial interests exist.
- Bastard JP, Maachi M, Lagathu C, Kim MJ, Caron M et al (2006) Recent advances in the relationship between obesity, inflammation, and insulin resistance. Eur Cyto Net 17:4–12Google Scholar
- D’Argenio G, Mazzone G, Tuccillo C, Ribecco MT, Graziani G, Gravina AG et al (2012) Apple polyphenols extract APE improves colon damage in a rat model of colitis Digest Liver Dis 447:555–562Google Scholar
- De Backer G, Ambrosionie E, Borch-Johnsen K, Brotons C, Cifkova R, Dallongeville J, Ebrahim S, Faergeman O, Graham I, Mancia G (2003) European guidelines on cardiovascular disease prevention in clinical practice: third joint task force of European and other societies on cardiovascular disease prevention in clinical practice constituted by representatives of eight societies and by invited experts. Eur J Cardio Preven Rehab 10:S1–S78CrossRefGoogle Scholar
- Kim OY, Lee SM, Do H, Moon J, Lee KH, Cha YJ, Shin MJ (2012) Influence of quercetin- rich onion peel extracts on adipokine expression in the visceral adipose tissue of rats. Phyto Res 263:432–437Google Scholar