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pH-dependent forms of red wine anthocyanins as antioxidants
Year:
1999
Authors :
Akiri, Bezalel
;
.
Granit, Rina
;
.
Harel, Stella
;
.
Kanner, Joseph
;
.
Volume :
47
Co-Authors:
Lapidot, T., Department of Food Science, Agricultural Research Organization, Volcani Center, Bet Dagan 50250, Israel
Harel, S., Department of Food Science, Agricultural Research Organization, Volcani Center, Bet Dagan 50250, Israel
Akiri, B., Department of Food Science, Agricultural Research Organization, Volcani Center, Bet Dagan 50250, Israel
Granit, R., Department of Food Science, Agricultural Research Organization, Volcani Center, Bet Dagan 50250, Israel
Kanner, J., Department of Food Science, Agricultural Research Organization, Volcani Center, Bet Dagan 50250, Israel
Facilitators :
From page:
67
To page:
70
(
Total pages:
4
)
Abstract:
Anthocyanins are one of the main classes of flavonoids in red wines, and they appear to contribute significantly to the powerful antioxidant properties of the flavonoids. In grapes and wines the anthocyanins are in the flavylium form. However, during digestion they may reach higher pH values, forming the carbinol pseudo-base, quinoidal-base, or the chalcone, and these compounds appear to be absorbed from the gut into the blood system. The antioxidant activity of these compounds, in several metal-catalyzed lipid oxidation model systems, was evaluated in comparison with other antioxidants. The pseudo-base and quinoidal-base malvidin 3-glucoside significantly inhibited the peroxidation of linoleate by myoglobin. Both compounds were found to work better than catechin, a well-known antioxidant. In a membrane lipid peroxidation system, the effectiveness of the antioxidant was dependent on the catalyst: In the presence of H 2O 2-activated myoglobin, the inhibition efficiency of the antioxidant was malvidin 3-glucoside > catechin > malvidin > resveratrol. However, in the presence of an iron redox cycle catalyzer, the order of effectiveness was resveratrol > malvidin 3-glucoside = malvidin > catechin. The pH-transformed forms of the anthocyanins remained effective antioxidants in these systems, and their I 50 values were between 0.5 and 6.2 μM.
Note:
Related Files :
Animal
Animals
antioxidants
flavonoids
grape
metabolism
myoglobin
pH
reactive oxygen species
Resveratrol
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More details
DOI :
10.1021/jf980704g
Article number:
Affiliations:
Database:
Scopus
Publication Type:
article
;
.
Language:
English
Editors' remarks:
ID:
27891
Last updated date:
02/03/2022 17:27
Creation date:
17/04/2018 00:35
Scientific Publication
pH-dependent forms of red wine anthocyanins as antioxidants
47
Lapidot, T., Department of Food Science, Agricultural Research Organization, Volcani Center, Bet Dagan 50250, Israel
Harel, S., Department of Food Science, Agricultural Research Organization, Volcani Center, Bet Dagan 50250, Israel
Akiri, B., Department of Food Science, Agricultural Research Organization, Volcani Center, Bet Dagan 50250, Israel
Granit, R., Department of Food Science, Agricultural Research Organization, Volcani Center, Bet Dagan 50250, Israel
Kanner, J., Department of Food Science, Agricultural Research Organization, Volcani Center, Bet Dagan 50250, Israel
pH-dependent forms of red wine anthocyanins as antioxidants
Anthocyanins are one of the main classes of flavonoids in red wines, and they appear to contribute significantly to the powerful antioxidant properties of the flavonoids. In grapes and wines the anthocyanins are in the flavylium form. However, during digestion they may reach higher pH values, forming the carbinol pseudo-base, quinoidal-base, or the chalcone, and these compounds appear to be absorbed from the gut into the blood system. The antioxidant activity of these compounds, in several metal-catalyzed lipid oxidation model systems, was evaluated in comparison with other antioxidants. The pseudo-base and quinoidal-base malvidin 3-glucoside significantly inhibited the peroxidation of linoleate by myoglobin. Both compounds were found to work better than catechin, a well-known antioxidant. In a membrane lipid peroxidation system, the effectiveness of the antioxidant was dependent on the catalyst: In the presence of H 2O 2-activated myoglobin, the inhibition efficiency of the antioxidant was malvidin 3-glucoside > catechin > malvidin > resveratrol. However, in the presence of an iron redox cycle catalyzer, the order of effectiveness was resveratrol > malvidin 3-glucoside = malvidin > catechin. The pH-transformed forms of the anthocyanins remained effective antioxidants in these systems, and their I 50 values were between 0.5 and 6.2 μM.
Scientific Publication
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