Isolation and structure elucidation of the major individual polyphenols in carob fibre

Although it is already known that carob fibre contains several classes of polyphenolic substances, a comprehensive analysis of these has not been conducted to date. Therefore, the major polyphenolic compounds were extracted with organic solvents, and, following fractionation by normal-phase column c...

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Main Authors: Owen, Robert (Author) , Haubner, R. (Author) , Hull, William Edmund (Author) , Erben, G. (Author) , Spiegelhalder, Bertold (Author) , Bartsch, Helmut (Author) , Haber, B. (Author)
Format: Article (Journal)
Language:English
Published: 29 August 2003
In: Food and chemical toxicology
Year: 2003, Volume: 41, Issue: 12, Pages: 1727-1738
ISSN:1873-6351
DOI:10.1016/S0278-6915(03)00200-X
Online Access:Verlag, Volltext: https://doi.org/10.1016/S0278-6915(03)00200-X
Verlag, Volltext: http://www.sciencedirect.com/science/article/pii/S027869150300200X
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Author Notes:R.W. Owen, R. Haubner, W.E. Hull, G. Erben, B. Spiegelhalder, H. Bartsch, B. Haber
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Summary:Although it is already known that carob fibre contains several classes of polyphenolic substances, a comprehensive analysis of these has not been conducted to date. Therefore, the major polyphenolic compounds were extracted with organic solvents, and, following fractionation by normal-phase column chromatography on silicic acid, their structures were elucidated by liquid-chromatography electrospray-ionisation mass spectrometry (LC-ESI), nano-electrospray-ionisation mass spectrometry (ESI-MS), and gas-chromatography mass spectrometry (GC-MS). In addition, complete 1H and 13C NMR assignments were obtained for the isolated gallotannins 1,6-di-, 1,2,6-tri- and 1,2,3,6-tetra-O-galloyl-β-d-glucose. Carob fibre was found to contain a rich variety of phenolic antioxidants. A total of 24 polyphenol compounds were identified with a yield of 3.94 g/kg (dry weight). The profile was dominated by gallic acid in various forms: free gallic acid (42% of polyphenols by weight), gallotannins (29%), and methyl gallate (1%), while simple phenols, mainly cinnamic acid, made up about 2% of the total. Flavonoids represented 26% of the polyphenols, and the major components were identified as the glycosides myricetin- and quercetin-3-O-α-l-rhamnoside (ca. 9% and 10%, respectively). These data indicate that carob fibre is rich in both amount and variety of phenolic antioxidant substances, and its inclusion in the diet may have chemopreventive properties.
Item Description:Gesehen am 23.11.2020
Physical Description:Online Resource
ISSN:1873-6351
DOI:10.1016/S0278-6915(03)00200-X