Inhibition of iron-induced lipid peroxidation by newly identified bacterial carotenoids in model gastric conditions: Comparison with common carotenoids

Food and Function

Volumn 4, Issue 5, 2013, Pages 698-712

  Sy, Charlotte ^a,e   Caris Veyrat, Catherine ^a,b   Dufour, Claire ^a,b   Boutaleb, Malika ^a,b   Borel, Patrick ^c,d,e   Dangles, Olivier ^a,b  

^a UMR A 408 INRA University of Avignon   (France)

^b UNIVERSITY OF AVIGNON   (France)

^c INSERM   (France)

^d INSERM   (France)

^e AIX MARSEILLE UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ANTI-OXIDANT ACTIVITIES; GASTRIC CONDITIONS; LIPID HYDROPEROXIDE; LIPID PEROXIDATION; OIL-IN-WATER EMULSIONS; ORIGINAL STRUCTURES; QUANTITATIVE KINETICS; UV-VIS SPECTROSCOPY;

AGENTS; BACTERIOLOGY; EMULSIONS; IRON; LINOLEIC ACID; LIPIDS; MICELLES; OXIDATION; OXIDATIVE STRESS; PORPHYRINS; ULTRAVIOLET VISIBLE SPECTROSCOPY; VEGETABLE OILS;

PIGMENTS;

ANTIOXIDANT; ASTAXANTHIN; BETA CAROTENE; CAROTENOID; IRON; LINOLEIC ACID; LYCOPENE; METMYOGLOBIN; MICELLE; PERHYDROXYL RADICAL; PEROXIDE; XANTHOPHYLL;

BACILLUS; CHEMISTRY; CLASSIFICATION; DRUG EFFECTS; HUMAN; ISOLATION AND PURIFICATION; LIPID PEROXIDATION; METABOLISM; MICELLE; OXIDATION REDUCTION REACTION; OXIDATIVE STRESS; POSTPRANDIAL STATE; STOMACH; THEORETICAL MODEL; ARTICLE; DRUG EFFECT;

ANTIOXIDANTS; BACILLUS; BETA CAROTENE; CAROTENOIDS; HUMANS; IRON; LINOLEIC ACID; LIPID PEROXIDATION; METMYOGLOBIN; MICELLES; MODELS, THEORETICAL; OXIDATION-REDUCTION; OXIDATIVE STRESS; PEROXIDES; POSTPRANDIAL PERIOD; STOMACH; XANTHOPHYLLS;

EID: 84877312269     PISSN: 20426496     EISSN: 2042650X     Source Type: Journal    
DOI: 10.1039/c3fo30334a     Document Type: Article

References (48)

1. E. Choe D. B. Min Chemistry and reactions of reactive oxygen species in foods Crit. Rev. Food Sci. Nutr. 2006 46 1 22
2. E. Niki Y. Yoshida Y. Saito N. Noguchi Lipid peroxidation: mechanisms, inhibition and biological effects Biochem. Biophys. Res. Commun. 2005 338 668 676
3. H. Yin L. Xu N. A. Porter Free radical lipid peroxidation: mechanisms and analysis Chem. Rev. 2011 111 5944 5972
4. G. Spiteller Peroxyl radicals: inductors of neurodegenerative and other inflammatory diseases. Their origin and how they transform cholesterol, phospholipids, plasmalogens, polyunsaturated fatty acids, sugars, and proteins into deleterious products Free Radical Biol. Med. 2006 41 362 387
5. J. W. Stephens M. P. Khanolkar S. C. Bain The biological relevance and measurement of plasma markers of oxidative stress in diabetes and cardiovascular disease Atherosclerosis 2009 202 321 329
6. L. M. Sayre G. Perry M. A. Smith Oxidative stress and neurotoxicity Chem. Res. Toxicol. 2008 21 172 188
7. M. Valko C. J. Rhodes J. Moncol M. Izakovic M. Mazur Free radicals, metals and antioxidants in oxidative stress-induced cancer Chem.-Biol. Interact. 2006 160 1 40
8. G. Lombardi-Boccia B. Martinez-Dominguez A. Aguzzi Total heme and non-heme iron in raw and cooked meats J. Food Sci. 2002 67 1738 1741
9. C. P. Baron H. J. Andersen Myoglobin-induced lipid oxidation. A review J. Agric. Food Chem. 2002 50 3887 3897
10. C. Faustman Q. Sun R. Mancini S. P. Suman Myoglobin and lipid oxidation interactions: mechanistic bases and control Meat Sci. 2010 86 86 94
11. J. Kanner T. Lapidot The stomach as a bioreactor: dietary lipid peroxidation in the gastric fluid and the effects of plant-derived antioxidants Free Radical Biol. Med. 2001 31 1388 1395
12. T. Lapidot R. Granit J. Kanner Lipid peroxidation by "free" iron ions and myoglobin as affected by dietary antioxidants in simulated gastric fluids J. Agric. Food Chem. 2005 53 3293 3390
13. B. Halliwell K. C. Zhao M. Whiteman The gastro-intestinal tract: a major site of antioxidant action? Free Radical Res. 2000 33 819 830
14. B. Halliwell J. Rafter A. Jenner Health promotion by flavonoids, tocopherols, tocotrienols, and other phenols: direct or indirect effects? Antioxidant or not? Am. J. Clin. Nutr. 2005 81 268S 276S
15. E. Vulcain P. Goupy C. Caris-Veyrat O. Dangles Inhibition of the metmyoglobin-induced peroxidation of linoleic acid by dietary antioxidants: action in the aqueous vs. lipid phase Free Radical Res. 2005 39 547 563
16. P. Goupy E. Vulcain C. Caris-Veyrat O. Dangles Dietary antioxidants as inhibitors of the heme-induced peroxidation of linoleic acid: mechanism of action and synergism Free Radical Biol. Med. 2007 43 933 946
17. P. Goupy E. Reynaud O. Dangles C. Caris-Veyrat Antioxidant activity of (all-E)-lycopene and synthetic apo-lycopenoids in a chemical model of oxidative stress in the gastro intestinal tract New J. Chem. 2012 36 575 587
18. B. Lorrain O. Dangles C. Genot C. Dufour Chemical modeling of heme-induced lipid oxidation in gastric conditions and inhibition by dietary polyphenols J. Agric. Food Chem. 2010 58 676 683
19. B. Lorrain O. Dangles M. Loonis M. Armand C. Dufour Dietary iron-initiated lipid oxidation and its inhibition by polyphenols in gastric conditions J. Agric. Food Chem. 2012 60 9074 9081
20. R. Khaneja L. Perez-Fons S. Fakhry L. Baccigalupi S. Steiger E. To G. Sandmann T. C. Dong E. Ricca P. D. Fraser S. M. Cutting Carotenoids found in Bacillus J. Appl. Microbiol. 2010 108 1889 1902
21. H. A. Hong J. M. Huang R. Khaneja L. V. Hiep M. C. Urdaci S. M. Cutting The safety of Bacillus subtilis and Bacillus indicus as food probiotics J. Appl. Microbiol. 2008 105 510 520
22. L. Perez-Fons S. Steiger R. Khaneja P. M. Bramley S. M. Cutting G. Sandmann P. D. Fraser Identification and the developmental formation of carotenoid pigments in the yellow/orange Bacillus spore-formers Biochim. Biophys. Acta 2011 1811 177 185
23. A. Mortensen, Supplements, in Carotenoids, Vol. 5: Nutrition and Health, ed., G. Britton, S. Liaaen-Jensen, and, H. Pfander, Birkhaueser Verlag AG, Basel, Switzerland, 2009, pp. 67-82
24. V. Tyssandier E. Reboul J.-F. Dumas C. Bougteloup-Demange M. Armand J. Marcand M. Sallas P. Borel Processing of vegetable-borne carotenoids in the human stomach and duodenum Am. J. Physiol. 2003 284 G913 G923
25. A. Mikkelsen L. H. Skibsted Acid-catalysed reduction of ferrylmyoglobin: product distribution and kinetics of autoreduction and reduction by NADH Z. Lebensm.-Unters. Forsch. 1995 200 171 177
26. G. Britton, UV/visible spectroscopy, in Carotenoids, Vol. 1B: Spectroscopy, ed., G. Britton, S. Liaaen-Jensen, and, H. Pfander, Birkhaueser Verlag AG, Basel, Switzerland, 1995, pp. 13-62
27. J. R. Marshall G. J. Wilmoth Pigments of Staphylococcus aureus, a series of triterpenoid carotenoids J. Bacteriol. 1981 147 900 913
28. J. R. Mancuso D. J. McClements E. A. Decker Ability of iron to promote surfactant peroxide decomposition and oxidize alpha-tocopherol J. Agric. Food Chem. 1999 47 4146 4149
29. H. El Hajji E. Nkhili V. Tomao O. Dangles Interactions of quercetin with iron and copper ions: complexation and autoxidation Free Radical Res. 2006 40 303 320
30. E. Södergren J. Nourooz-Zadeh L. Berglund B. Vessby Re-evaluation of the ferrous oxidation in xylenol orange assay for the measurement of plasma lipid hydroperoxides J. Biochem. Biophys. Methods 1998 37 137 146
31. K. D. Welch T. Z. Davis S. D. Aust Iron autoxidation and free radical generation: effects of buffer, ligands and chelators Arch. Biochem. Biophys. 2002 397 360 369
32. E. Goicoechea E. F. A. Brandon M. H. Blokland M. D. Guillen Fate in digestion in vitro of several food components, including some toxic compounds coming from omega-3 and omega-6 lipids Food Chem. Toxicol. 2011 49 115 124
33. R. Olivero David S. Bastida A. Schultz L. Gonzales Torres M. J. Gonzales-Munoz F. J. Sanchez-Muniz J. Benedi Fasting status and thermally oxidized sunflower oil ingestion affect the intestinal antioxidant enzyme activity and gene expression of male Wistar rats J. Agric. Food Chem. 2010 58 2498 2504
34. I. Staprans X.-M. Pan J. H. Rapp K. R. Feingold The role of dietary oxidized cholesterol and oxidized fatty acids in the development of atherosclerosis Mol. Nutr. Food Res. 2005 49 1075 1082
35. F. Pierre S. Tache F. Gueraud A. L. Rerole M.-L. Jourdan C. Petit Apc mutation induces resistance of colonic cells to lipoperoxide-triggered apoptosis induced by faecal water from haem-fed rats Carcinogenesis 2007 28 321 327
36. J. Kanner S. Gorelik S. Roman R. Kohen Protection by polyphenols of postprandial human plasma and low-density lipoprotein modification: the stomach as a bioreactor J. Agric. Food Chem. 2012 60 8790 8796
37. M. Golding T. J. Wooster The influence of emulsion structure and stability on lipid digestion Curr. Opin. Colloid Interface Sci. 2010 15 90 101
38. L. H. Skibsted Carotenoids in antioxidant networks. Colorants or radical scavengers J. Agric. Food Chem. 2012 60 2409 2417
39. A. El-Agamey G. M. Lowe D. J. McGarvey A. Mortensen D. M. Phillip T. G. Truscott A. J. Young Carotenoid radical chemistry and antioxidant/pro-oxidant properties Arch. Biochem. Biophys. 2004 430 37 48
40. Y. L. Gao L. D. Kispert Reaction of carotenoids and ferric chloride: equilibria, isomerization and products J. Phys. Chem. B 2003 107 5333 5338
41. A. Martinez M. A. Rodriguez-Girones A. Barbosa M. Costas Donator acceptor map for carotenoids, melatonin and vitamins J. Phys. Chem. A 2008 112 9037 9042
42. M. Burke R. Edge E. J. Land D. J. McGarvey T. G. Truscott One-electron reduction potentials of dietary carotenoid radical cations in aqueous micellar environments FEBS Lett. 2001 500 132 136
43. L. Mei D. J. McClements E. A. Decker Lipid oxidation in emulsions as affected by charge status of antioxidants and emulsion droplets J. Agric. Food Chem. 1999 47 2267 2273
44. C. Berton M.-H. Ropers D. Bertrand M. Viau C. Genot Oxidative stability of oil-in-water emulsions stabilised with protein or surfactant emulsifiers in various oxidation conditions Food Chem. 2012 131 1360 1369
45. S. Kiokias C. Dimakou V. Oreopoulou Activity of natural carotenoid preparations against the autoxidative deterioration of sunflower oil-in-water emulsions Food Chem. 2009 114 1278 1284
46. Z. Cheng Y. Li What is responsible for the initiating chemistry of iron-mediated lipid peroxidation: an update Chem. Rev. 2007 107 748 766
47. H. Sies W. Stahl A. Sevanian Nutritional, dietary and postprandial oxidative stress J. Nutr. 2005 135 969 972
48. C. P. Baron L. H. Skibsted Prooxidative activity of myoglobin species in linoleic acid emulsions J. Agric. Food Chem. 1997 45 1704 1710