메뉴 건너뛰기




Volumn 55, Issue 11, 2011, Pages 1637-1645

Interaction of dietary polyphenols with bovine milk proteins: Molecular structure-affinity relationship and influencing bioactivity aspects

Author keywords

DPPH radical scavengers; Milk proteins; Polyphenols; Protein polyphenol interaction; Structure affinity relationship

Indexed keywords

FLAVONE DERIVATIVE; FLAVONOID; FLAVONOL DERIVATIVE; GLUCOSIDE; MILK PROTEIN; POLYPHENOL; SCAVENGER; STILBENE DERIVATIVE;

EID: 80155155891     PISSN: 16134125     EISSN: 16134133     Source Type: Journal    
DOI: 10.1002/mnfr.201100280     Document Type: Article
Times cited : (183)

References (41)
  • 1
    • 77955368220 scopus 로고    scopus 로고
    • Plant metabolism and the environment: Implications for managing phenolics
    • Cohen, S. D., Kennedy, J. A., Plant metabolism and the environment: Implications for managing phenolics. Crit. Rev. Food Sci. 2010, 50, 620-643.
    • (2010) Crit. Rev. Food Sci. , vol.50 , pp. 620-643
    • Cohen, S.D.1    Kennedy, J.A.2
  • 2
    • 79952129517 scopus 로고    scopus 로고
    • Colonic availability of polyphenols and D-(-)-quinic acid after apple smoothie consumption
    • Hagl, S., Deusser, H., Soyalan, B., Janzowski, C. et al., Colonic availability of polyphenols and D-(-)-quinic acid after apple smoothie consumption. Mol. Nutr. Food Res. 2011, 55, 368-377.
    • (2011) Mol. Nutr. Food Res. , vol.55 , pp. 368-377
    • Hagl, S.1    Deusser, H.2    Soyalan, B.3    Janzowski, C.4
  • 4
    • 78650913831 scopus 로고    scopus 로고
    • Dietary factors and pancreatic cancer: the role of food bioactive compounds
    • Johnson, J., de Mejia, E. G., Dietary factors and pancreatic cancer: the role of food bioactive compounds. Mol. Nutr. Food Res. 2011, 55, 58-73.
    • (2011) Mol. Nutr. Food Res. , vol.55 , pp. 58-73
    • Johnson, J.1    de Mejia, E.G.2
  • 6
    • 77953708661 scopus 로고    scopus 로고
    • The effect of co-administered flavonoids on the metabolism of hesperetin and the disposition of its metabolites in Caco-2 cell monolayers
    • Brand, W., Padilla, B., van Bladeren, P. J., Williamson, G., Rietjens, I. M. C. M., The effect of co-administered flavonoids on the metabolism of hesperetin and the disposition of its metabolites in Caco-2 cell monolayers. Mol. Nutr. Food Res. 2010, 54, 851-860.
    • (2010) Mol. Nutr. Food Res. , vol.54 , pp. 851-860
    • Brand, W.1    Padilla, B.2    van Bladeren, P.J.3    Williamson, G.4    Rietjens, I.M.C.M.5
  • 7
    • 74349097440 scopus 로고    scopus 로고
    • Hypolipidemic effects of proanthocyanidins and their underlying biochemical and molecular mechanisms
    • Blade, C., Arola, L., Salvado, M. J., Hypolipidemic effects of proanthocyanidins and their underlying biochemical and molecular mechanisms. Mol. Nutr. Food Res. 2010, 54, 37-59.
    • (2010) Mol. Nutr. Food Res. , vol.54 , pp. 37-59
    • Blade, C.1    Arola, L.2    Salvado, M.J.3
  • 8
    • 77955843923 scopus 로고    scopus 로고
    • Antioxidant properties of 4-methylcoumarins in vitro cell-free systems
    • Morabito, G., Trombetta, D., Brajendra, K. S., Ashok, K. P. et al., Antioxidant properties of 4-methylcoumarins in vitro cell-free systems. Biochimie 2010, 92, 1101-1107.
    • (2010) Biochimie , vol.92 , pp. 1101-1107
    • Morabito, G.1    Trombetta, D.2    Brajendra, K.S.3    Ashok, K.P.4
  • 9
    • 33748916241 scopus 로고    scopus 로고
    • Methylated flavonoids have greatly improved intestinal absorption and metabolic stability
    • Wen, X., Walle, T., Methylated flavonoids have greatly improved intestinal absorption and metabolic stability. Drug Metab. Dispos. 2006, 34, 1786-1792.
    • (2006) Drug Metab. Dispos. , vol.34 , pp. 1786-1792
    • Wen, X.1    Walle, T.2
  • 10
    • 71649098481 scopus 로고    scopus 로고
    • Methylation of dietary flavones increases their metabolic stability and chemopreventive effects
    • Walle, T., Methylation of dietary flavones increases their metabolic stability and chemopreventive effects. Int. J. Mol. Sci. 2009, 10, 5002-5019.
    • (2009) Int. J. Mol. Sci. , vol.10 , pp. 5002-5019
    • Walle, T.1
  • 11
    • 37549024168 scopus 로고    scopus 로고
    • Methylation of dietary flavones greatly improves their hepatic metabolic stability and intestinal absorption
    • Walle, T., Methylation of dietary flavones greatly improves their hepatic metabolic stability and intestinal absorption. Mol. Pharmaceut. 2007, 4, 826-832.
    • (2007) Mol. Pharmaceut. , vol.4 , pp. 826-832
    • Walle, T.1
  • 12
    • 70349634169 scopus 로고    scopus 로고
    • The C-glycosyl flavonoid, aspalathin, is absorbed, methylated and glucuronidated intact in humans
    • Courts, F. L., Williamson, G., The C-glycosyl flavonoid, aspalathin, is absorbed, methylated and glucuronidated intact in humans. Mol. Nutr. Food Res. 2009, 53, 1104-1111.
    • (2009) Mol. Nutr. Food Res. , vol.53 , pp. 1104-1111
    • Courts, F.L.1    Williamson, G.2
  • 13
    • 24344466900 scopus 로고    scopus 로고
    • Vasorelaxant and antioxidant activity of flavonols and flavones: structure activity relationships
    • Woodman, O. L., Meeker, W. F., Boujaoude, M., Vasorelaxant and antioxidant activity of flavonols and flavones: structure activity relationships. J. Cardio Vasc. Pharm. 2005, 46, 302-309.
    • (2005) J. Cardio Vasc. Pharm. , vol.46 , pp. 302-309
    • Woodman, O.L.1    Meeker, W.F.2    Boujaoude, M.3
  • 15
    • 75849156917 scopus 로고    scopus 로고
    • Milk proteins as vehicles for bioactives
    • Livney, Y. D., Milk proteins as vehicles for bioactives. Curr. Opin. Colloid Interface Sci. 2010, 15, 73-83.
    • (2010) Curr. Opin. Colloid Interface Sci. , vol.15 , pp. 73-83
    • Livney, Y.D.1
  • 17
    • 33744995199 scopus 로고    scopus 로고
    • The milk fat globule membrane - a biophysical system for food applications
    • Singh, H., The milk fat globule membrane - a biophysical system for food applications. Curr. Opin. Colloid Interface Sci. 2006, 11, 154-163.
    • (2006) Curr. Opin. Colloid Interface Sci. , vol.11 , pp. 154-163
    • Singh, H.1
  • 18
    • 78049265567 scopus 로고    scopus 로고
    • Thompson, A., Boland, M. J., Singh, H. (Eds.), 1st Edn, Elsevier, Academic Press, Amsterdam
    • Singh, H., Ye, A., in: Thompson, A., Boland, M. J., Singh, H. (Eds.), Milk Proteins, from Expression to Food, 1st Edn, Elsevier, Academic Press, Amsterdam 2009, 321-345.
    • (2009) Milk Proteins, from Expression to Food , pp. 321-345
    • Singh, H.1    Ye, A.2
  • 19
    • 67651047328 scopus 로고    scopus 로고
    • Albumin stabilizes (-)-epigallocatechin gallate in human serum: binding capacity and antioxidant property
    • Bae, M. J., Ishii, T., Minoda, K., Kawada, Y. et al., Albumin stabilizes (-)-epigallocatechin gallate in human serum: binding capacity and antioxidant property. Mol. Nutr. Food Res. 2009, 53, 709-715.
    • (2009) Mol. Nutr. Food Res. , vol.53 , pp. 709-715
    • Bae, M.J.1    Ishii, T.2    Minoda, K.3    Kawada, Y.4
  • 20
    • 78650971978 scopus 로고    scopus 로고
    • Structure-affinity relationship of flavones on binding to serum albumins: effect of hydroxyl groups on ring A
    • Xiao, J. B., Cao, H., Wang, Y. F., Yamamoto, K., Wei, X. L., Structure-affinity relationship of flavones on binding to serum albumins: effect of hydroxyl groups on ring A. Mol. Nutr. Food Res. 2010, 54, S253-S260.
    • (2010) Mol. Nutr. Food Res. , vol.54
    • Xiao, J.B.1    Cao, H.2    Wang, Y.F.3    Yamamoto, K.4    Wei, X.L.5
  • 21
    • 78651333774 scopus 로고    scopus 로고
    • Molecular property-affinity relationship of flavanoids and flavonoids for human serum albumin in vitro
    • Xiao, J. B., Chen, T. T., Cao, H., Chen, L., Yang, F., Molecular property-affinity relationship of flavanoids and flavonoids for human serum albumin in vitro. Mol. Nutr. Food Res. 2011, 55, 310-317.
    • (2011) Mol. Nutr. Food Res. , vol.55 , pp. 310-317
    • Xiao, J.B.1    Chen, T.T.2    Cao, H.3    Chen, L.4    Yang, F.5
  • 22
    • 42449128003 scopus 로고    scopus 로고
    • Influence of B-ring hydroxylation on interactions of flavonols with bovine serum albumin
    • Xiao, J. B., Suzuki, M., Jiang, X. Y., Chen, X. Q. et al., Influence of B-ring hydroxylation on interactions of flavonols with bovine serum albumin. J. Agric. Food Chem. 2008, 56, 2350-2356.
    • (2008) J. Agric. Food Chem. , vol.56 , pp. 2350-2356
    • Xiao, J.B.1    Suzuki, M.2    Jiang, X.Y.3    Chen, X.Q.4
  • 23
    • 68249112377 scopus 로고    scopus 로고
    • Glycosylation of dietary flavonoids decreases the affinities for plasma protein
    • Xiao, J. B., Cao, H., Wang, Y. F., Zhao, J. Y., Wei, X. L., Glycosylation of dietary flavonoids decreases the affinities for plasma protein. J. Agric. Food Chem. 2009, 57, 6642-6648.
    • (2009) J. Agric. Food Chem. , vol.57 , pp. 6642-6648
    • Xiao, J.B.1    Cao, H.2    Wang, Y.F.3    Zhao, J.Y.4    Wei, X.L.5
  • 24
    • 79957832646 scopus 로고    scopus 로고
    • Molecular structure-affinity relationship of natural polyphenols for bovine γ-globulin
    • Xiao, J. B., Kai, G. Y., Yang, F., Liu, C. X. et al., Molecular structure-affinity relationship of natural polyphenols for bovine γ-globulin. Mol. Nutr. Food Res. 2011, 55, S86-S92.
    • (2011) Mol. Nutr. Food Res. , vol.55
    • Xiao, J.B.1    Kai, G.Y.2    Yang, F.3    Liu, C.X.4
  • 25
    • 78651267638 scopus 로고    scopus 로고
    • Molecular property-binding affinity relationship of flavonoids for common rat plasma proteins in vitro
    • Xiao, J. B., Cao, H., Chen, T. T., Yang, F. et al., Molecular property-binding affinity relationship of flavonoids for common rat plasma proteins in vitro. Biochimie 2011, 93, 134-140.
    • (2011) Biochimie , vol.93 , pp. 134-140
    • Xiao, J.B.1    Cao, H.2    Chen, T.T.3    Yang, F.4
  • 26
    • 33847678183 scopus 로고    scopus 로고
    • On the calculation of the concentration dependence of drug binding to plasma proteins with multiple binding sites of different affinities: determination of the possible variation of the unbound drug fraction and calculation of the number of binding sites of the protein
    • Berezhkovsky, L. M., On the calculation of the concentration dependence of drug binding to plasma proteins with multiple binding sites of different affinities: determination of the possible variation of the unbound drug fraction and calculation of the number of binding sites of the protein. J. Pharm. Sci. 2007, 96, 249-257.
    • (2007) J. Pharm. Sci. , vol.96 , pp. 249-257
    • Berezhkovsky, L.M.1
  • 27
    • 46149098431 scopus 로고    scopus 로고
    • Probing the interaction of trans-resveratrol with bovine serum albumin: a fluorescence quenching study with Tachiya model
    • Xiao, J. B., Chen, X. Q., Jiang, X. Y., Hilczer, M., Tachiya, M., Probing the interaction of trans-resveratrol with bovine serum albumin: a fluorescence quenching study with Tachiya model. J. Fluoresc. 2008, 18, 671-678.
    • (2008) J. Fluoresc. , vol.18 , pp. 671-678
    • Xiao, J.B.1    Chen, X.Q.2    Jiang, X.Y.3    Hilczer, M.4    Tachiya, M.5
  • 28
    • 41549127219 scopus 로고    scopus 로고
    • Comparing the affinities of flavonoid isomers with protein by fluorescence spectroscopy
    • Cao, H., Liu, Q., Shi, J., Xiao, J. B., Xu, M., Comparing the affinities of flavonoid isomers with protein by fluorescence spectroscopy. Anal. Lett. 2008, 41, 521-532.
    • (2008) Anal. Lett. , vol.41 , pp. 521-532
    • Cao, H.1    Liu, Q.2    Shi, J.3    Xiao, J.B.4    Xu, M.5
  • 29
    • 77952094157 scopus 로고    scopus 로고
    • Effect of hydrogenation on ring C of flavonols on their affinity for bovine serum albumin
    • Liu, X., Chen, X. Q., Xiao, J. B., Zhao, J. Y. et al., Effect of hydrogenation on ring C of flavonols on their affinity for bovine serum albumin. J. Solution Chem. 2010, 39, 533-542.
    • (2010) J. Solution Chem. , vol.39 , pp. 533-542
    • Liu, X.1    Chen, X.Q.2    Xiao, J.B.3    Zhao, J.Y.4
  • 30
    • 0027154091 scopus 로고
    • Antimutagenic effects of flavonoids, chalcones and structurally related compounds on the activity of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and other heterocyclic amine mutagens from cooked food
    • Edenharder, R., von Petersdorff, I., Rauscher, R., Antimutagenic effects of flavonoids, chalcones and structurally related compounds on the activity of 2-amino-3-methylimidazo[4, 5-f]quinoline (IQ) and other heterocyclic amine mutagens from cooked food. Mutat. Res. 1993, 287, 261-274.
    • (1993) Mutat. Res. , vol.287 , pp. 261-274
    • Edenharder, R.1    von Petersdorff, I.2    Rauscher, R.3
  • 31
    • 77649305163 scopus 로고    scopus 로고
    • Differential effects of resveratrol and its naturally occurring methylether analogs on cell cycle and apoptosis in human androgen-responsive LNCaP cancer cells
    • Wang, T. T. Y., Schoene, N. W., Kim, Y. S., Mizuno, C. S., Rimando, A. M., Differential effects of resveratrol and its naturally occurring methylether analogs on cell cycle and apoptosis in human androgen-responsive LNCaP cancer cells. Mol. Nutr. Food Res. 2010, 54, 335-344.
    • (2010) Mol. Nutr. Food Res. , vol.54 , pp. 335-344
    • Wang, T.T.Y.1    Schoene, N.W.2    Kim, Y.S.3    Mizuno, C.S.4    Rimando, A.M.5
  • 32
    • 67149130341 scopus 로고    scopus 로고
    • Dose-dependent absorption and metabolism of trans-polydatin in rats
    • Zhou, S. Y., Yang, R. T., Teng, Z. H., Zhang, B. L. et al., Dose-dependent absorption and metabolism of trans-polydatin in rats. J. Agric. Food Chem. 2009, 57, 4572-4579.
    • (2009) J. Agric. Food Chem. , vol.57 , pp. 4572-4579
    • Zhou, S.Y.1    Yang, R.T.2    Teng, Z.H.3    Zhang, B.L.4
  • 33
    • 76749093711 scopus 로고    scopus 로고
    • Oral administration of resveratrol in suppression of pulmonary metastasis of BALB/c mice challenged with CT26 colorectal adenocarcinoma cells
    • Weng, Y. L., Liao, H. F., Li, A. F. Y., Chang, J. C., Chiou, R. Y. Y., Oral administration of resveratrol in suppression of pulmonary metastasis of BALB/c mice challenged with CT26 colorectal adenocarcinoma cells. Mol. Nutr. Food Res. 2010, 54, 259-267.
    • (2010) Mol. Nutr. Food Res. , vol.54 , pp. 259-267
    • Weng, Y.L.1    Liao, H.F.2    Li, A.F.Y.3    Chang, J.C.4    Chiou, R.Y.Y.5
  • 35
    • 77949347669 scopus 로고    scopus 로고
    • Gallic acid induces apoptosis of lung fibroblasts via a reactive oxygen species-dependent ataxia telangiectasia mutated-p53 activation pathway
    • Chuang, C. Y., Liu, H. C., Wu, L. C., Chen, C. Y. et al., Gallic acid induces apoptosis of lung fibroblasts via a reactive oxygen species-dependent ataxia telangiectasia mutated-p53 activation pathway. J. Agric. Food Chem. 2010, 58, 2943-2951.
    • (2010) J. Agric. Food Chem. , vol.58 , pp. 2943-2951
    • Chuang, C.Y.1    Liu, H.C.2    Wu, L.C.3    Chen, C.Y.4
  • 36
    • 77952198157 scopus 로고    scopus 로고
    • Gut metabolites of anthocyanins, gallic Acid, 3-O-methylgallic acid, and 2,4,6-trihydroxybenzaldehyde, inhibit cell proliferation of Caco-2 Cells
    • Forester, S. C., Waterhouse, A. L., Gut metabolites of anthocyanins, gallic Acid, 3-O-methylgallic acid, and 2, 4, 6-trihydroxybenzaldehyde, inhibit cell proliferation of Caco-2 Cells. J. Agric. Food Chem. 2010, 58, 5320-5327.
    • (2010) J. Agric. Food Chem. , vol.58 , pp. 5320-5327
    • Forester, S.C.1    Waterhouse, A.L.2
  • 37
    • 77952117239 scopus 로고    scopus 로고
    • Inhibitory effect of gallic acid and its esters on 2,2′-azobis(2-amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes
    • Ximenes, V. F., Lopes, M. G., Petronio, M. S., Regasini, L. O. et al., Inhibitory effect of gallic acid and its esters on 2, 2′-azobis(2-amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes. J. Agric. Food Chem. 2010, 58, 5355-5362.
    • (2010) J. Agric. Food Chem. , vol.58 , pp. 5355-5362
    • Ximenes, V.F.1    Lopes, M.G.2    Petronio, M.S.3    Regasini, L.O.4
  • 38
    • 0026781923 scopus 로고
    • Protection by albumin against the pro-oxidant actions of phenolic dietary components
    • Smith, C., Halliwell, B., Aruoma, O., Protection by albumin against the pro-oxidant actions of phenolic dietary components. Food Chem. Toxicol. 1992, 30, 483-489.
    • (1992) Food Chem. Toxicol. , vol.30 , pp. 483-489
    • Smith, C.1    Halliwell, B.2    Aruoma, O.3
  • 39
    • 0034969156 scopus 로고    scopus 로고
    • Masking of antioxidant capacity by the interaction of flavonoids with protein
    • Arts, M. J. T. J., Haenen, G. R. M. M., Voss, H. P., Bast, A., Masking of antioxidant capacity by the interaction of flavonoids with protein. Food Chem. Toxicol. 2001, 39, 787-791.
    • (2001) Food Chem. Toxicol. , vol.39 , pp. 787-791
    • Arts, M.J.T.J.1    Haenen, G.R.M.M.2    Voss, H.P.3    Bast, A.4
  • 40
    • 0037180984 scopus 로고    scopus 로고
    • Interactions between flavonoids and proteins: Effect on the total antioxidant capacity
    • Arts, M. J. T. J., Haenen, G. R. M. M., Wilms, L. C., Beetstra, S. A. J. N. et al., Interactions between flavonoids and proteins: Effect on the total antioxidant capacity. J. Agric. Food Chem. 2002, 50, 1184-1187.
    • (2002) J. Agric. Food Chem. , vol.50 , pp. 1184-1187
    • Arts, M.J.T.J.1    Haenen, G.R.M.M.2    Wilms, L.C.3    Beetstra, S.A.J.N.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.