Interactions of Hydroxycinnamic Acids with Proteins and Their Technological and Nutritional Implications

References

• Maat, J.; Rossi, D.; Babuchowski, A.; Beekmans, F.; Castenmiller, J.; Fenwick, R.; Haber, J.; Hogg, T.; Israelachwili, D.; Kettlitz, B.; Kohnke, J.; Lienemann, K.; Majou, D.; Petersen, B.; Schiefer, G.; Tomás-Barberán, F. European Technology Platform on Food for Life. The vision for 2020 and beyond http://etp.ciaa.be/documents/SRA_2007_2010.pdf (http://etp.ciaa.be/documents/SRA_2007_2010.pdf)
   Google Scholar
• Mburu Kamau , S. , Lu , R.R. , Chen , W. , Liu , X.M. , Tian , F.W. , Shen , Y. and Gao , T. 2010 . Functional significance of bioactive peptides derived from milk protein . Food Res. Int , 26 : 386 – 401 .
   Web of Science ®Google Scholar
• Papadopoulou , A. and Frazier , R.A. 2004 . Characterization of protein-polyphenol interactions . Trends Food Sci. Technol , 15 : 186 – 190 .
   Web of Science ®Google Scholar
• Rawel , H.M. , Kroll , J. and Hohl , U.C. 2001 . Model studies on reactions of plant phenols with whey proteins . Nahrung , 45 : 72 – 81 .
   PubMedGoogle Scholar
• Kroll , J. , Rawel , H.M. , Rohn , S. and Czajka , D. 2001 . Interactions of glycinin with plant phenols—Influence on chemical properties and proteolytic degradation of the proteins . Nahrung , 45 : 388 – 389 .
   PubMedGoogle Scholar
• Gómez-Estaca , J. , Bravo , L. , Gómez-Guillén , M.C. , Alemaán , A. and Montero , P. 2009 . Antioxidant properties of tuna-skin and bovine-hide gelatin films induced by the addition of oregano and rosemary extracts . Food Chem , 112 : 18 – 25 .
   Web of Science ®Google Scholar
• Siebert , K.J. 2006 . Haze formation in beverages . Lebens. Wiss. Technol , 39 : 987 – 994 .
   Google Scholar
• Shahidi , F. and Chandrasekara , A. 2010 . Hydroxycinnamates and their in vitro and in vivo antioxidant activities . Phytochem. Rev , 9 : 147 – 170 .
   Web of Science ®Google Scholar
• Manach , C. , Scalbert , A. , Morand , C. , Rémésy , C. and Jiménaz , J. 2004 . Polyphenols: Food sources and bioavailability . Am. J. Clin. Nutr , 79 : 727 – 747 .
   PubMed Web of Science ®Google Scholar
• Clifford , M.N. 2000 . Chlorogenic acids and other cinnamates—Nature, occurrence, dietary burden, absorption and metabolism . J. Sci. Food Agric , 80 : 1033 – 1043 .
   Web of Science ®Google Scholar
• Budryn , G. and Nebesny , E. 2006 . Phenolic acids—Their properties, occurrence in plant materials, absorption and metabolism . Brom. Chem. Toksykol , 2 : 103 – 110 .
   Google Scholar
• Hotta , H. , Nagano , S. , Ueda , M. , Tsujino , Y. , Koyama , J. and Osakai , T. 2002 . Higher radical scavenging activities of polyphenolic antioxidants can be ascribed to chemical reactions following their oxidation . Biochim. Biophys. Acta , 1572 : 123 – 132 .
   PubMed Web of Science ®Google Scholar
• Mansouri , A. , Makris , D.P. and Kefalas , P. 2005 . Determination of hydrogen peroxide scavenging activity of cinnamic and benzoic acids employing a highly sensitive peroxyoxalate chemiluminescence-bases assay: Structure-activity relationships . J. Pharm. Biomed. Anal , 39 : 22 – 26 .
   PubMed Web of Science ®Google Scholar
• Gulcin , I. 2006 . Antioxidant activity of caffeic acid (3,4-dihydroxycinnamic acid) . Toxicology , 217 : 213 – 220 .
   PubMed Web of Science ®Google Scholar
• Wu , W. , Lu , L. , Long , Y. , Wang , T. , Liu , L. , Cheng , Q. and Wang , R. 2007 . Free radical scavenging and antioxidative activities of caffeic acid phenetyl ester (CAPE) and its related compounds in solution and membranes: A structure activity insight . Food Chem , 105 : 107 – 115 .
   Web of Science ®Google Scholar
• Cheng , J. , Dai , F. , Zhou , B. , Yang , L and Liu , Z. 2007 . Antioxidant activity of hydroxycinnamic acid derivatives in human low density lipoprotein: Mechanism and structure-activity relationship . Food Chem , 104 : 132 – 139 .
   Web of Science ®Google Scholar
• Iwai , K. , Kishimoto , N. , Kakino , Y. , Mochida , K. and Fujita , T. 2004 . In vitro antioxidative effects and tyrosinase inhibitory activities of seven hydroxycinnamoyl derivatives in green coffee bean. J. Agric . Food Chem , 52 : 4893 – 4898 .
   Web of Science ®Google Scholar
• Jolivalt , C.G. , Howard , R.B. , Chen , L.S. , Mizisin , A.P. and Lai , C.S. 2003 . A novel nitric oxide scavenger in combination with cyclosporine A ameliorates experimental autoimmune encephalomyelitis progression in mice . J. Neuroimmunol , 138 : 56 – 64 .
   PubMed Web of Science ®Google Scholar
• Cunha , F.M. , Duma , D. , Assreuy , J. , Buzzi , F.C. , Niero , R. , Campos , M.M. and Calixto , J.B. 2004 . Caffeic acid derivatives: In vitro and in vivo anti-inflammatory properties . Free Radic. Res , 38 : 1241 – 1253 .
   PubMed Web of Science ®Google Scholar
• Madhujith , T. and Shahidi , F. 2007 . Antioxidative and antiproliferative properties of selected barley (Hordeum vulgarae L.) . cultivars and their potential for inhibition of low-density lipoprotein (LDL) cholesterol oxidation. J. Agric. Food Chem , 55 : 5018 – 5024 .
   Google Scholar
• Borek , C. 2004 . Dietary antioxidants and human cancer . Integr. Cancer Ther , 3 : 333 – 341 .
   PubMedGoogle Scholar
• Maurya , D.K. and Nair , C.K. 2006 . Preferential radioprotection to DNA of normal tissues by ferulic acid under ex vivo and in vivo conditions in tumor bearing mice . Mol. Cell. Biochem , 285 : 181 – 190 .
   PubMed Web of Science ®Google Scholar
• Hwang , H.J. , Park , H.J. , Chung , H.J. , Min , H. , Park , E. , Hong , J. and Lee , S.K. 2006 . Inhibitory effects of caffeic acid phenethyl ester on cancer cell metastasis mediated by the downregulation of matrix metalloproteinase expression in human HT1080 fibrosacroma cells . J. Nutr. Biochem , 17 : 356 – 362 .
   PubMed Web of Science ®Google Scholar
• Huang , J. , De Paulis , T. and May , J.M. 2004 . Antioxidant effects of dihydrocaffeic acid in human EA . hy926 endothelial cells. J. Nutr. Biochem , 15 : 722 – 729 .
   PubMed Web of Science ®Google Scholar
• Lee , Y. , Kuo , H. , Chu , C. , Wang , C. , Lin , W. and Tseng , T. 2003 . Involvement of tumor suppressor protein p53 and p38 MAPK in caffeic acid phenethyl ester-induced apoptosis of glioma cells . Biochem. Pharmacol , 66 : 2281 – 2289 .
   PubMed Web of Science ®Google Scholar
• Kasai , H. , Fukada , S. , Yamaizumi , Z. , Sugie , S. and Mori , H. 2000 . Action of chlorogenic acid in vegetables and fruits as an inhibitor of 8-hydroxydeoxyguanosine formation in vitro and in a rat carcinogenesis model . Food Chem. Toxicol , 38 : 467 – 471 .
   PubMed Web of Science ®Google Scholar
• Ozyurt , H. , Ozyurt , B. , Koca , H. and Ozgocmen , S. 2007 . Caffeic acid phenyl ester (CAPE) protects rats skeletal muscle against ischemia-reperfusion-induced oxidative stress . Vasc. Pharmacol , 47 : 108 – 112 .
   PubMed Web of Science ®Google Scholar
• Sotillo , D.V.R. and Hadley , M. 2002 . Chlorogenic acid modifies plasma and liver concentrations of cholesterol, triacylglycerols, and minerals in (fa/fa) Zucker rats . J. Nutr. Biochem , 13 : 717 – 126 .
   PubMed Web of Science ®Google Scholar
• Ono , K. , Hirohata , M. and Yamada , M. 2005 . Ferulic acid destabilizes preformed beta-amyloid fibrils in vitro . Biochem. Biophys. Res. Commun , 336 : 444 – 449 .
   PubMed Web of Science ®Google Scholar
• Greace , S.C. , Salgo , M.G. and Pryor , W.A. 1998 . Scavenging of peroxynitrite by a phenolic/peroxidases system prevents oxidative demage of DNA . FEBS Lett , 426 : 24 – 28 .
   PubMed Web of Science ®Google Scholar
• Bassoli , B.K. , Cassolla , P. , Borba-Murad , G.R. , Constantin , J. , Salgueiro-Pagadogorria , C.L. , Bazzote , R.B. , da Silva , R.S. and de Souz , H.M. 2007 . Chlorogenic acid reduces the plasma glucose peak in the oral glucose tolerance test: Effects on hepatic glucose release and glyceamia . Cell Biochem. Funct , 26 : 320 – 328 .
   Web of Science ®Google Scholar
• Kono , Y. , Kobayashi , K. , Tagawa , S. , Adach , K. , Ueda , A. , Sawa , Y. and Shibata , H. 1997 . Antioxidant activity of polyphenolic in diets . Rate constant of reactions of chlorogenic acid and caffeic acid with reactive species of oxygen and nitrogen. Biochim. Biophys. Acta , 1335 : 335 – 342 .
   Google Scholar
• Takahama , U. , Ryu , K. and Hirota , S. 2007 . Chlorogenic acid in coffee can prevent the formation of dinitrogen trioxide by scavenging nitrogen dioxide generated in the human oral cavity . J. Agric. Food Chem , 55 : 9251 – 9258 .
   PubMed Web of Science ®Google Scholar
• Nissen , L.R. , Byrne , D.V. , Bertelsen , G. and Skibsted , R.H. 2004 . The antioxidative activity of plant extracts in cooked pork patties as evaluated by descriptive sensory profiling and chemical analysis . Meat Sci , 68 : 485 – 495 .
   PubMed Web of Science ®Google Scholar
• Nissen , L.R. , Huynh-Ba , T. , Petersen , M.A. , Bertelsen , G. and Skibsted , L.H. 2002 . Potential use of electron spin resonance spectroscopy for evaluating the oxidative status of potato flakes . Food Chem , 79 : 387 – 394 .
   Web of Science ®Google Scholar
• Nissen , L.R. , Månsson , L. , Bertelsen , G. , Huyanh-Ba , T. and Skibsed , L.H. 2000 . Protection of dehydrated chicken meat by natural antioxidants as evaluated by electron spin resonance spectrometry . J. Agric. Food Chem , 48 : 5548 – 5556 .
   PubMed Web of Science ®Google Scholar
• Glei , M. , Kirmse , A. , Habermann , N. , Persin , C. and Pool-Zobel , B.L. 2006 . Bread enriched with green coffee extract has chemoprotective and antigenotoxic activities in human cells . Nutr. Cancer , 56 : 182 – 192 .
   PubMed Web of Science ®Google Scholar
• Olthof , M.R. , Hollman , P.C. , Buijsman , M.N.C.P. , van Amelsvoort , J.M.M. and Katan , M.B. 2003 . Chlorogenic acid, quercitin-3-rutinoside and black tea phenols are extensively metabolized in humans . J. Nutr , 136 : 1806 – 1814 .
   Google Scholar
• Nardini , M. , Cirillo , E. , Natella , F. and Scaccini , C. 2002 . Absorption of phenolic acids in humans after coffee consumption . J. Agric. Food Chem , 50 : 5735 – 5741 .
   PubMed Web of Science ®Google Scholar
• Couteau , D. , McCartney , A.L. , Gibson , G.R. , Williamson , G. and Faulds , C.B. 2001 . Isolation and characterization of human colonic bacteria able to hydrolyze chlorogenic acid . J. Appl. Microbiol , 90 : 873 – 881 .
   PubMed Web of Science ®Google Scholar
• Lou , Z. , Wang , H. , Zhy , S. , Ma , C. and Wang , Z. 2011 . Antibacterial activity and mechanism of action of chlorogenic acid . J. Food Sci , 76 : M398 – M403 .
   PubMed Web of Science ®Google Scholar
• Olthof , M.R. , Hollman , P.C.H. and Katan , M.B. 2001 . Chlorogenic acid and caffeic acid are absorbed in humans . J. Nutr , 131 : 66 – 71 .
   PubMed Web of Science ®Google Scholar
• Rechner , A.R. , Spence , J.P.E. , Kuhnle , G. , Hahn , U. and Rice-Evans , C.A. 2001 . Novel biomarkers of the metabolism of caffeic acid derivatives in vivo . Free Radic. Biol. Med , 30 : 1213 – 1222 .
   PubMed Web of Science ®Google Scholar
• Scalbert , A. , Morand , C. , Manach , C. and Rémésy , C. 2002 . Absorption and metabolism of polyphenols in gut and impact on health . Biomed. Pharmacother , 56 : 276 – 282 .
   PubMed Web of Science ®Google Scholar
• Dupas , C.J. , Marsset-Baglieri , A.C. , Ordonaut , C.S. , Ducept , F.M.G. and Maillard , M.N. 2006 . Coffee antioxidant properties: Effect of milk addition and processing conditions . J. Food Sci , 71 : 253 – 258 .
   Google Scholar
• Zhao , Z. and Moghadasian , M.H. 2010 . Bioavailability of hydroxycinnamates: A brief review of in vivo and in vitro studies . Phytochem. Rev , 9 : 133 – 145 .
   Web of Science ®Google Scholar
• Farah , A. , Monteiro , M. , Donangelo , C.M. and Lafay , S. 2008 . Chlorogenic acids from green coffee extract are highly bioavailable in humans . J. Nutr , 138 : 2309 – 2315 .
   PubMed Web of Science ®Google Scholar
• Jiang , D. and Peterson , D.G. 2010 . Role of hydroxycinnamic acids in the food flavor: A brief overview . Phytochem. Rev , 9 : 187 – 193 .
   Web of Science ®Google Scholar
• Stark , T. , Bareuther , S. and Hofmann , T. 2005 . Sensory-guided decomposition of roasted cocoa nibs (Theobroma cacao) and structure determination of taste-active polyphenols . J. Agric. Food Chem , 53 : 5407 – 5418 .
   PubMed Web of Science ®Google Scholar
• Frank , O. , Blumberg , S. , Kruempe , G. and Hofmann , T. 2008 . Structure determination of 3-O-caffeoyl-epi-gamma-quinide, an orphan bitter lactone in roasted coffee . J. Agric. Food Chem , 56 : 9581 – 9585 .
   PubMed Web of Science ®Google Scholar
• Rawel , H.M. and Rohn , S. 2010 . Nature of hydroxycinnamate-protein interactions . Phytochem. Rev , 9 : 93 – 109 .
   Web of Science ®Google Scholar
• Murata , M. 2002 . Sugiura, M; Sonokawa, Y . Shimamura, T; Homma, S. Properties of chlorogenic acid quinine: Relation between browning and the formation of hydrogen peroxide from a quinine solution. Biosci. Biotechnol. Biochem , 66 : 2525 – 2530 .
   Google Scholar
• Satya , S. , Kaushik , G. and Naik , S.N. 2010 . Processing of food legumes: A boon to human nutrition . Mediterr. J. Nutr. Matab , 3 : 183 – 195 .
   Google Scholar
• Clemente , A. 2000 . Enzymatic protein hydrolysates in human nutrition . Trends Food Sci. Technol , 11 : 254 – 262 .
   Web of Science ®Google Scholar
• Kim , S.B. , Seo , I.S. , Khan , M.A. , Ki , K.S. , Lee , W.S. , Lee , H.J. , Shin , H.S. and Kim , H.S. 2007 . Enzymatic hydrolysis of heated whey: Iron-binding ability of peptides and antigenic protein fractions . J. Dairy Sci , 90 : 4033 – 4042 .
   PubMed Web of Science ®Google Scholar
• Maters , J.C. 2006 . Nutritional modulation of aging: Genomic and epigenetic approaches . Mech. Ageing Dev , 127 : 584 – 589 .
   PubMed Web of Science ®Google Scholar
• Gonzalez-Perez , S. and Vereijken , J.M. 2007 . Sunflower proteins: Overview of their physicochemical, structural and functional properties . J. Sci. Food Agric , 87 : 2173 – 2191 .
   Web of Science ®Google Scholar
• Kulling , S.E. and Rawel , H.M. 2008 . Chokeberry (Aronia melanocarpa)—A review on the characteristic components and potential health effects . Planta Med , 74 : 1625 – 1634 .
   PubMed Web of Science ®Google Scholar
• Bassil , D. , Makris , D.P. and Kefala , P. 2005 . Oxidation of caffeic acid in the presence of l-cysteine: Isolation of 2-S-cysteinylcaffeic acid and evaluation of its antioxidant properties . Food Res. Int , 38 : 395 – 402 .
   Web of Science ®Google Scholar
• Prigent , S.V.E. , Voragen , A.G.J. , Visser , A.J.W.G. , Koningsveld , G.A. and Gruppen , H. 2007 . Covalent interactions between proteins and oxidation products of caffeoylquinic acid (chlorogenic acid) . J. Sci. Food Agric , 87 : 2502 – 2510 .
   Web of Science ®Google Scholar
• Prigent , S.V.E. , Voragen , A.G.J. , Li , F. , Visser , A.J.W.G. , Koningsveld , G.A. and Gruppen , H. 2008 . Covalent interactions between amino acid side chains and oxidation products of caffeoylquinic acid (chlorogenic acid) . J. Sci. Food Agric , 88 : 1748 – 1754 .
   Web of Science ®Google Scholar
• Selinheimo , E. , Lampila , P. , Mattinen , M.L. and Buchert , J. 2008 . Formation of protein-oligosaccharide conjugates by laccase and tyrosinase . J. Agric. Food Chem , 56 : 3118 – 3128 .
   PubMed Web of Science ®Google Scholar
• Selinheimo , E. , Autio , K. , Kruus , K. and Buchert , J. 2007 . Elucidating the mechanism of laccase and tyrosinase in wheat bread making . J. Agric. Food Chem , 55 : 6357 – 6365 .
   PubMed Web of Science ®Google Scholar
• Prigent , S.V.E. , Gruppen , H. , Visser , A.J.W.G. , Koningsveld , G.A. , Jong , G.A.H. and Voragen , A.G.J. 2003 . Effects of non-covalent interactions with 5-O-caffeoylquinic acid (chlorogenic acid) on the heat denaturation and solubility of globular proteins . J. Agric. Food Chem , 51 : 5088 – 5095 .
   PubMed Web of Science ®Google Scholar
• Carlsen , C.U. , Kroger-Ohlsen , M.V. , Bellio , R. and Skibsted , L.H. 2000 . Protein binding in deactivation of ferrylmyoglobin by chlorogenate and ascorbate . J. Agric. Food Chem , 48 : 204 – 212 .
   PubMed Web of Science ®Google Scholar
• Rohn , S. , Petzk , K.J. , Rawel , H.M. and Kroll , J. 2006 . Reactions of chlorogenic acid and quercetin with a soy protein isolate—Influence on the in vivo food protein quality in rats . Mol. Nutr. Food Res , 50 : 696 – 704 .
   PubMed Web of Science ®Google Scholar
• Namiki , M. , Yabuta , G. , Koizumi , Y. and Yano , M. 2001 . Development of free radical products during the greening reaction of caffeic acid esters (or chlorogenic acid) and a primary amino compounds . Biosci. Biotechnol. Biochem , 65 : 2131 – 2136 .
   PubMed Web of Science ®Google Scholar
• Kang , J. , Liu , Y. , Xie , M.X. , Li , S. , Jiang , M. and Wang , Y.D. 2004 . Interactions of human serum albumin with chlorogenic acid and ferulic acid . Biochim. Biophys. Acta , 1674 : 205 – 214 .
   PubMed Web of Science ®Google Scholar
• Sastry , M.C.S. and Rao , M.S.N. 1991 . Effect of chemical modification on sunflower 11s protein on the binding of chlorogenic acid . J. Agric. Food Chem , 39 : 63 – 66 .
   Web of Science ®Google Scholar
• Kroll , J. , Rawel , H.M. and Rohn , S. 2003 . Reaction of plant phenolics with food proteins and enzymes under special consideration of covalent bonds. Food Sci . Technol. Res , 9 : 205 – 218 .
   Web of Science ®Google Scholar
• Suryaprakash , P. , Kumar , R.P. and Prakash , V. 2000 . Thermodynamics of interaction of caffeic acid and quinic acid with multisubunit proteins . Int. J. Biol. Macromol , 27 : 219 – 228 .
   PubMed Web of Science ®Google Scholar
• Raghavendra , M.P. , Ramesh Kumar , P. and Prakash , V. 2007 . Mechanism of inhibition of rice bran lipase by polyphenols: A case study with chlorogenic acid and caffeic acid . J. Food Sci , 72 : E412 – E419 .
   PubMed Web of Science ®Google Scholar
• Misnawi; Jinap , S. , Jamilah , B. and Nazamid , S. 2005 . Changes in polyphenol ability to produce astringency during roasting of cocoa liquor . J. Sci. Food Agric , 85 : 917 – 924 .
   Web of Science ®Google Scholar
• Rawel , H.M. , Rohn , S. and Kroll , J. 2005 . Characterization of 11S protein fractions and phenolic compounds from green coffee beans under special consideration of their interactions—A review . Deut. Lebens. Rund , 101 : 148 – 160 .
   Web of Science ®Google Scholar
• Tsai , P.J. and She , C.H. 2006 . Significance of phenol-protein interactions in modifying the antioxidant capacity of peas . J. Agric. Food Chem , 54 : 8491 – 9494 .
   PubMed Web of Science ®Google Scholar
• Rufián-Henares , J.A. and Morales , F.J. 2007 . Effect of in vitro enzymatic digestion on antioxidant activity of coffee melanoidins and fractions . J. Agric. Food Chem , 55 : 10016 – 10021 .
   PubMed Web of Science ®Google Scholar
• Li , F.Q. , Su , H. , Wang , J. , Zhu , Q.G. , Fei , Y.B. , Pan , Y.H. and Hu , J.H. 2008 . Preparation and characterization of sodium ferulate entrapped bovine serum albumin nanoparticles for liver targeting . Int. J. Pharm , 349 : 274 – 282 .
   PubMed Web of Science ®Google Scholar
• Siebert , K.J. , Carrasco , A. and Lynn , P.Y. 1996 . Formation of protein-polyphenol haze in beverages . J. Agric. Food Chem , 44 : 1997 – 2005 .
   Web of Science ®Google Scholar
• Siebert , K.J. , Maekawa , A.A. and Lynn , P.Y. 2011 . The effects of green tea drinking on salivary polyphenol concentration and perception of acid astringency . Food Qual. Pref , 22 : 157 – 164 .
   Web of Science ®Google Scholar
• Gonçalves , R. , Mateus , N. and Freitas , V. 2011 . Inhibition of alpha-amylase activity by condensed tannins . Food Chem , 125 : 665 – 672 .
   Web of Science ®Google Scholar
• Soares , S. , Mateus , N. and Freitas , V. 2007 . Interaction of different polyphenols with bovine serum albumin (BSA) and human salivary alpha-amylase (HSA) by fluorescence quenching . J. Agric. Food Chem , 55 : 6726 – 6735 .
   PubMed Web of Science ®Google Scholar
• Tang , C.H. , Chen , L. and Ma , C.Y. 2009 . Thermal aggregation, amino acid composition and in vitro digestibility of vicilin-rich protein isolates from three Phaseolus legumes: A comparative study . Food Chem , 113 : 957 – 963 .
   Web of Science ®Google Scholar
• Richard , T. , Lefeuvre , D. , Descendit , A. , Quideau , S. and Monti , J.P. 2006 . Recognition characters in peptide-polyphenol complex formation . Biochim. Biophys. Acta , 1760 : 951 – 958 .
   PubMed Web of Science ®Google Scholar
• Zhang , W. , Liu , S. , Wang , Y. , Zheng , L. , Liu , F. , Han , X. , Ren , Y. , Long , Q. , Zhao , Z. , Jiang , L. and Wan , J. 2010 . A study of the in vitro protein digestibility of indica and japonica cultivars . Food Chem , 122 : 1199 – 1204 .
   Web of Science ®Google Scholar
• Zduńczyk , Z. , Frejnagel , S. , Wróblewska , M. , Juśkiewicz , J. , Oszmiański , J. and Estrella , I. 2002 . Biological activity of polyphenol extracts from different plant sources . Food Res. Int , 35 : 183 – 186 .
   Web of Science ®Google Scholar
• Moridani , M.Y. , Scobie , H. , Jamshidzadeh , A. , Salehi , P. and O'Brnie , P.J. 2001 . Caffeic acid, chlorogenic acid, and dihydrocaffeic acid metabolism: Glutathione conjugate formation . Drug Metab. Dispos , 29 : 1432 – 1439 .
   PubMed Web of Science ®Google Scholar
• Petzke , K.J. , Schuppe , S. , Rohn , S. , Rawel , H.M. and Kroll , J. 2005 . Chlorogenic acid moderately decreases the quality of whey proteins in rats . J. Agric. Food Chem , 53 : 3714 – 3720 .
   PubMed Web of Science ®Google Scholar
• Tang , C.H. , Peng , J. , Zheng , D.W. and Chen , Z. 2009 . Physicochemical and antioxidant properties of buckwheat (Fagopyrum esculentum Moench) protein hydrolysates . Food Chem , 115 : 672 – 678 .
   Web of Science ®Google Scholar
• Rohn , S. , Rawel , H.M. and Kroll , J. 2002 . Inhibitory effects of plant phenols on the activity of selected enzymes . J. Agric. Food Chem , 50 : 3566 – 3571 .
   PubMed Web of Science ®Google Scholar