Effects of chlorogenic acid and bovine serum albumin on the oxidative stability of low density lipoproteins in vitro

Journal of Agricultural and Food Chemistry

Volumn 58, Issue 9, 2010, Pages 5828-5833

  Gordon, Michael H ^a   Wishart, Karl ^a  

^a UNIVERSITY OF READING   (United Kingdom)

Author keywords

Antioxidant; Bovine serum albumin; Chlorogenic acid; Low density lipoprotein; Oxidation

Indexed keywords

BOVINE SERUM ALBUMIN; CHLOROGENIC ACID; LOW DENSITY LIPOPROTEIN;

ANIMAL; ARTICLE; CATTLE; HUMAN; METABOLISM; OXIDATION REDUCTION REACTION; SPECTROFLUOROMETRY;

ANIMALS; CATTLE; CHLOROGENIC ACID; HUMANS; LIPOPROTEINS, LDL; OXIDATION-REDUCTION; SERUM ALBUMIN, BOVINE; SPECTROMETRY, FLUORESCENCE;

BOVINAE;

EID: 77952220897     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf100106e     Document Type: Article

References (33)

1. Steinberg, D. Low density lipoprotein oxidation and its pathobiological significance J. Biol. Chem. 1997, 272, 20963-20966
2. Hansson, G. K. Mechanism of disease: Inflammation, atherosclerosis, and coronary artery disease N. Engl. J. Med. 2005, 352, 1685-1695
3. Siekmeier, R.; Steffen, C.; Marz, W. Role of oxidants and antioxidants in atherosclerosis: Results of in vitro and in vivo investigations J. Cardiovasc. Pharmacol. Ther. 2007, 12, 265-291
4. Esterbauer, H.; Striegl, G.; Puhl, H.; Rothender, M. Continuous montoring of in vitro oxidation of human low density lipoprotein Free Radical Res. Commun. 1989, 6, 67-75
5. Schnitzer, E.; Pinchuk, I.; Bor, A.; Fainaru, M.; Lichtenberg, D. The effect of albumin on copper-induced LDL oxidation Biochim. Biophys. Acta 1997, 1344, 300-311
6. Carr, A. C.; Zhu, B. Z.; Frei, B. Potential antiatherogenic mechanisms of ascorbate (vitamin C) and α-tocopherol (vitamin E) Circulation 2000, 87, 349-354
7. Wu, C. H.; Lin, J. A.; Hsieh, W. C.; Yen, G. C. Low-Density-Lipoprotein (LDL)-Bound Flavonoids Increase the Resistance of LDL to Oxidation and Glycation under Pathophysiological Concentrations of Glucose in Vitro J. Agric. Food Chem. 2009, 57, 5058-5064
8. Yukawa, G. S.; Mune, M.; Otani, H.; Tone, Y.; Liang, X. M.; Iwahashi, H.; Sakamoto, W. Effects of coffee consumption on oxidative susceptibility of low-density lipoproteins and serum lipid levels in humans Biochemistry (Moscow) 2004, 69, 70-74
9. Farah, A.; Monteiro, M.; Donangelo, C. M.; Lafay, S. Chlorogenic Acids from Green Coffee Extract are Highly Bioavailable in Humans J. Nutr. 2008, 138, 2309-2315
10. Huang, B. X.; Kim, H. Y.; Dass, C. Probing three-dimensional structure of bovine serum albumin by chemical cross-linking and mass spectrometry J. Am. Soc. Mass Specrom. 2004, 15, 1237-1247
11. Rawel, H. M.; Frey, S. K.; Meidtner, K.; Kroll, J.; Schweigert, F. J. Determining the binding affinities of phenolic compounds to proteins by quenching of the intrinsic tryptophan fluorescence Mol. Nutr. Food Res. 2006, 50, 705-713
12. Rohn, S; Rawel, H. M.; Kroll, J. Antioxidant activity of protein-bound quercetin J. Agric. Food Chem. 2004, 52, 4725-4729
13. Leigh-Firbank, E. C.; Minihane, A. M.; Leake, D. S.; Wright, J. W.; Murphy, M. C.; Griffin, B. A.; Williams, C. M. Eicosapentanoic acid and docosahexanoic differential associations with lipid responses Br. J. Nutr. 2002, 87, 435-445
14. Lowry, O. H.; Rosebrough, N. J.; Farr, A. L.; Randall, R. R. Protein measurement with the Folin phenol reagent J. Biol. Chem. 1951, 193, 265-275
15. Soares, S.; Mateus, N.; Freitas, V. Interaction of different polyphenols with bovine serum albumin (BSA) and human salivary α-amylase (HSA) by fluorescence quenching J. Agric. Food Chem. 2007, 55, 6726-6735
16. Johansson, J. S. Binding of the volatile anaesthetic chloroform to albumin demonstrated using tryptophan fluorescence quenching J. Biol. Chem. 1997, 272, 17961-17965
17. Kang, J.; Liu, Y.; Xie, M.-X.; Li, S.; Jiang, M.; Wang, Y.-D. Interactions of human serum albumin with chlorogenic acid and ferulic acid Biochim. Biophys. Acta 2004, 1674, 205-214
18. Ivanov, V.; Carr, A. C.; Frei, B. Red wine antioxidants bind to human lipoproteins and protect them from metal ion-dependent and-independent oxidation J. Agric. Food Chem. 2001, 49, 4442-4449
19. Meyer, A. S.; Donovan, J. L.; Pearson, D. A.; Waterhouse, A. L.; Frankel, E. N. Fruit hydroxycinnamic acids inhibit human low-density lipoprotein oxidation in vitro J. Agric. Food Chem. 1998, 46, 1783-1787
20. Cheng, J. C.; Dai, F.; Zhou, B.; Yang, L.; Liu, Z. L. Antioxidant activity of hydroxycinnamic acid derivatives in human low density lipoprotein: mechanism and structure-activity relationship Food Chem. 2007, 104, 132-139
21. Rice-Evans, C. A.; Miller, N. J.; Paganga, G. Antioxidant properties of phenolic compounds Trends Plant Sci. 1997, 2, 152-159
22. Nardini, M.; Daquino, M.; Tomassi, G.; Gentili, V.; Difelice, M.; Scaccini, C. Inhibition of human low-density lipoprotein oxidation by caffeic acid and other hydroxycinnamic acid derivatives Free Radical Biol. Med. 1995, 19, 541-552
23. Kiss, T.; Nagy, G.; Pecsi, M.; Kozlowski, H.; Micera, G.; Erre, L. S. Complexes of 3,4-dihydroxyphenyl derivatives-x copper(II)complexes of chlorogenic acid and related compounds Polyhedron 1989, 8, 2345-2349
24. Roland, A.; Patterson, R. A.; Leake, D. S. Measurement of copper-binding sites on low density lipoprotein Arterioscler., Thromb., Vasc. Biol. 2001, 21, 594-602
25. Born, M.; Carrupt, P. A.; Zini, R.; Bree, F.; Tillement, J. P.; Hostetmann, K.; Testa, B. Electrochemical behaviour and antioxidant activity of some natural polyphenols Helv. Chim. Acta 1996, 79, 1147-1158
26. Yang, C. Y.; Chen, S. H.; Gianturco, S. H.; Bradley, W. A.; Sparrow, J. T.; Tanimura, M.; Li, W. H.; Sparrow, D. A.; Deloof, H.; Rosseneu, M.; Lee, F. S.; Gu, Z. W.; Gotto, A. M.; Chan, L. Sequence, structure, receptor-binding domains and internal repeats of human apolipoprotein-B-100 Nature 1986, 323, 738-742
27. Masuoka, J.; Hegenauer, J.; Vandyke, B. R.; Saltman, P. Intrinsic stoichiometric equilibrium constants for the binding of zinc(II) and copper(II) to the high affinity site of serum albumin J. Biol. Chem. 1993, 268, 21533-21537
28. Zgirski, A.; Frieden, E. A kinetic study on the distribution of Cu(II)-ions between albumin and transferrin J. Inorg. Biochem. 1990, 39, 137-148
29. Zhang, Y; Akilesh, S; Wilcox, D. E. Isothermal titration calorimetry measurements of Ni(II) and Cu(II) binding to His, GlyGlyHis, HisGlyHis, and bovine serum albumin: A critical evaluation Inorg. Chem. 2000, 39, 3057-3064
30. Ehrenwald, E.; Chisolm, G. M.; Fox, P. L. Intact human ceruloplasmin oxidatively modifies low density lipoproteins J. Clin. Invest. 1994, 93, 1493-1501
31. Lamb, D. J.; Leake, D. S. Acidic pH enables ceruloplasmin to catalyse the modification of low density lipoprotein FEBS Lett. 1994, 338, 122-126
32. Wang, W. Q.; Goodman, M. T. Antioxidant property of dietary phenolic agents in a human LDL-oxidation ex vivo model: interaction of protein binding activity Nutr. Res. (N.Y.) 1999, 19, 191-202
33. Giessauf, A.; Steiner, E.; Esterbauer, H. Early destruction of tryptophan residues of apolipoprotein B is a vitamin E-independent process during copper-mediated oxidation of LDL Biochim. Biophys. Acta, Lipids Lipid Metab. 1995, 1256, 221-232