Antioxidant potential of hydroxycinnamic acid glycoside esters
- PMID: 18494493
- DOI: 10.1021/jf800317v
Antioxidant potential of hydroxycinnamic acid glycoside esters
Abstract
Hydroxycinnamic acids are natural antioxidants found in fruits, vegetables, and cereals. In this study, the antioxidant activity of various types of hydroxycinnamoyl glycoside esters that mimic the structure of polymeric carbohydrates was studied in different model systems prone to oxidation, namely, liposomes and emulsions. In addition, radical scavenging activity against the stable 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical was tested. It was found that the esterification in the primary hydroxyl group of the glycoside resulted in the improved radical scavenging activity of both sinapoyl and feruloyl glycosides compared to conjugation to the secondary hydroxyl group. Increased activity was also observed, particularly in the case of feruloyl glucosides in inhibiting the oxidation of liposomes emulsions. The results showed that sinapic and ferulic acid glycoside esters were as effective or more efficient antioxidants than their free forms. In conclusion, the strength of their antioxidant effect depends on the nature of conjugation.
Similar articles
-
Synergistic antioxidative activities of hydroxycinnamoyl-peptides.J Pept Sci. 2009 Oct;15(10):634-41. doi: 10.1002/psc.1160. J Pept Sci. 2009. PMID: 19639657
-
Synthesis of lipophilic clovamide derivatives and their antioxidative potential against lipid peroxidation.J Agric Food Chem. 2003 Jul 30;51(16):4596-602. doi: 10.1021/jf034286d. J Agric Food Chem. 2003. PMID: 14705883
-
Alkyl esters of hydroxycinnamic acids with improved antioxidant activity and lipophilicity protect PC12 cells against oxidative stress.Biochimie. 2012 Apr;94(4):961-7. doi: 10.1016/j.biochi.2011.12.015. Epub 2011 Dec 23. Biochimie. 2012. PMID: 22210493
-
Chemical Properties of Caffeic and Ferulic Acids in Biological System: Implications in Cancer Therapy. A Review.Curr Pharm Des. 2017;23(20):3015-3023. doi: 10.2174/1381612822666161208145508. Curr Pharm Des. 2017. PMID: 27928956 Review.
-
Antioxidant potential of ferulic acid.Free Radic Biol Med. 1992 Oct;13(4):435-48. doi: 10.1016/0891-5849(92)90184-i. Free Radic Biol Med. 1992. PMID: 1398220 Review.
Cited by
-
Sinapic Acid Inhibits Cardiac Hypertrophy via Activation of Mitochondrial Sirt3/SOD2 Signaling in Neonatal Rat Cardiomyocytes.Antioxidants (Basel). 2020 Nov 21;9(11):1163. doi: 10.3390/antiox9111163. Antioxidants (Basel). 2020. PMID: 33233476 Free PMC article.
-
Pre-diagnostic polyphenol intake and breast cancer survival: the European Prospective Investigation into Cancer and Nutrition (EPIC) cohort.Breast Cancer Res Treat. 2015 Nov;154(2):389-401. doi: 10.1007/s10549-015-3595-9. Epub 2015 Nov 3. Breast Cancer Res Treat. 2015. PMID: 26531755 Free PMC article.
-
Antioxidant properties of feruloylated oligosaccharides of different degrees of polymerization from wheat bran.Glycoconj J. 2018 Dec;35(6):547-559. doi: 10.1007/s10719-018-9847-2. Epub 2018 Oct 20. Glycoconj J. 2018. PMID: 30343348
-
Production and characterization of functional wheat bran hydrolysate rich in reducing sugars, xylooligosaccharides and phenolic acids.Biotechnol Rep (Amst). 2020 Jul 24;27:e00511. doi: 10.1016/j.btre.2020.e00511. eCollection 2020 Sep. Biotechnol Rep (Amst). 2020. PMID: 32775234 Free PMC article.
-
Stress-responsive hydroxycinnamate glycosyltransferase modulates phenylpropanoid metabolism in Populus.J Exp Bot. 2014 Aug;65(15):4191-200. doi: 10.1093/jxb/eru192. Epub 2014 May 6. J Exp Bot. 2014. PMID: 24803501 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Medical