Anthocyanins in Vascular Diseases

Polyphenols in Human Health and Disease

Volumn 2, Issue , 2013, Pages 923-941

  Speciale, Antonio ^a   Virgili, Fabio ^b   Saija, Antonella ^a   Cimino, Francesco ^a  

^a UNIVERSITY OF MESSINA   (Italy)

^b ISTITUTO NAZIONALE DELLA NUTRIZIONE   (Italy)

Author keywords

Angiogenesis; Anthocyanins; Endothelial dysfunction; Endothelium; Nitric oxide

Indexed keywords

EID: 84902570254     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1016/B978-0-12-398456-2.00072-4     Document Type: Chapter

References (170)

1. Wrolstad R.E., Durst R.W., Lee J. Tracking color and pigment changes in anthocyanin products. Trends Food Sci Technol 2005, 16(9):423-428.
2. Domitrovic R. The molecular basis for the pharmacological activity of anthocyans. Curr Med Chem 2011, 18(29):4454-4469.
3. Prior R.L., Wu X. Anthocyanins: structural characteristics that result in unique metabolic patterns and biological activities. Free Radic Res 2006, 40(10):1014-1028.
4. Nöthlings U., Schulze M.B., Weikert C., Boeing H., van der Schouw Y.T., Bamia C., et al. Intake of vegetables, legumes, and fruit, and risk for all-cause, cardiovascular, and cancer mortality in a European diabetic population. J Nutr 2008, 138(4):775-781.
5. de Pascual-Teresa S., Moreno D.A., García-Viguera C. Flavanols and anthocyanins in cardiovascular health: a review of current evidence. Int J Mol Sci 2010, 11(4):1679-1703.
6. Cimino F., Speciale A., Anwar S., Canali R., Ricciardi E., Virgili F., et al. Anthocyanins protect human endothelial cells from mild hyperoxia damage through modulation of Nrf2 pathway. Genes Nutr 2013, 8(4):391-399.
7. Andersen Ø.M., Jordheim M. The anthocyanins. Flavonoids - Chemistry, biochemistry and application 2006, 471-551. Taylor & Francis, Boca Raton, London and New York. Ø.M. Andersen, K.R. Markham (Eds.).
8. Harborne J.B. The flavonoids: advances in research since 1986 1993, Chapman and Hall, London, UK.
9. de Pascual-Teresa S., Santos-Buelga C., Rivas-Gonzalo J.C. Quantitative analysis of flavan-3-ols in Spanish foodstuffs and beverages. J Agric Food Chem 2000, 48(11):5331-5337.
10. Pati S., Liberatore M.T., Gambacorta G., Antonacci D., La Notte E. Rapid screening for anthocyanins and anthocyanin dimers in crude grape extracts by high performance liquid chromatography coupled with diode array detection and tandem mass spectrometry. J Chromatogr A 2009, 1216(18):3864-3868.
11. Kong J.M., Chia L.S., Goh N.K., Chia T.F., Brouillard R. Analysis and biological activities of anthocyanins. Phytochemistry 2003, 64(5):923-933.
12. Giusti M.M., Wrolstad R.E. Acylated anthocyanins from edible sources and their applications in food systems. Biochem Eng J 2003, 14(3):217-225.
13. Rein M. Copigmentation reactions and color stability of berry anthocyanins. PhD Thesis University of Helsinki: Helsinki, 2005.
14. Castaneda-Ovando A., Pacheco-Hernández M.L., Páez-Hernández M.E., Rodríguez J.A., Galán-Vidal C.A. Chemical studies of anthocyanins: a review. Food Chem 2009, 113(4):859-871.
15. de Pascual-Teresa S., Sanchez-Ballesta M.T. Anthocyanins: from plant to health. Phytochem Rev 2008, 7(2):281-299.
16. Clifford M.N. Anthocyanins - nature, occurrence and dietary burden. J Sci Food Agric 2000, 80(7):1063-1072.
17. Koponen J.M., Happonen A.M., Mattila P.H., Torronen A.R. Contents of anthocyanins and ellagitannins in selected foods consumed in Finland. J Agric Food Chem 2007, 55(4):1612-1619.
18. Wojdylo A., Oszmianski J., Laskowski P. Polyphenolic compounds and antioxidant activity of new and old apple varieties. J Agric Food Chem 2008, 56(15):6520-6530.
19. Macz-Pop G.A., Rivas-Gonzalo J.C., Perez-Alonso J., Gonzalez-Paramas A.M. Natural occurrence of free anthocyanin aglycones in beans (Phaseolus vulgaris L.). Food Chem 2006, 94(2):448-456.
20. Wu X.L., Beecher G.R., Holden J.M., Haytowitz D.B., Gebhardt S.E., Prior R.L. Concentrations of anthocyanins in common foods in the United States and estimation of normal consumption. J Agric Food Chem 2006, 54(11):4069-4075.
21. Ryu S.N., Park S.Z., Ho C.T. High performance liquid chromatographic determination of anthocyanin pigments in some varieties of black rice. J Food Drug Anal 1998, 6:729-736.
22. Wang S.Y., Lin H.S. Antioxidant activity in fruits and leaves of blackberry, raspberry, and strawberry varies with cultivar and developmental stage. J Agric Food Chem 2000, 48(2):140-146.
23. Prior R.L., Cao G., Martin A., Sofic E., McEwen J., O'Brien C., et al. Antioxidant capacity as influenced by total phenolic and anthocyanin content, maturity, and variety of Vaccinium species. J Agric Food Chem 1998, 46(7):2686-2693.
24. Wang S.Y., Chen C.T., Sciarappa W., Wang C.Y., Camp M.J. Fruit quality, antioxidant capacity, and flavonoid content of organically and conventionally grown blueberries. J Agric Food Chem 2008, 56(14):5788-5794.
25. Gao L., Mazza G. Characterization, quantification and distribution of anthocyanins and colourless phenolics in sweet cherry. J Agric Food Chem 1995, 43(2):343-346.
26. Kaack K., Austed T. Interaction of vitamin C and flavonoids in elderberry (Sambucus nigra L.) during juice processing. Plant Food Hum Nutr 1998, 52(3):187-198.
27. Kosar M., Altintas A., Kirimer N. Baser KHC. Determination of the free radical scavenging activity of Lycium extracts. Chem Nat Compd 2003, 39(6):531-535.
28. Pantelidis G.E., Vasilakakis M., Manganaris G.A., Diamantidis G. Antioxidant capacity, phenol, anthocyanin and ascorbic acid contents in raspberries, blackberries, red currants, gooseberries and cornelian cherries. Food Chem 2007, 102(3):777-783.
29. Alighourchi H., Barzegar M., Abbasi S. Anthocyanins characterization of 15 Iranian pomegranate (Punica granatum L.) varieties and their variation after cold storage and pasteurization. Eur Food Res Technol 2008, 227(3):881-887.
30. Cevallos-Casals B.A., Cisneros-Zevallos L. Stoichiometric and kinetic studies of phenolic antioxidants from Andean purple corn and red-fleshed sweetpotato. J Agric Food Chem 2003, 51(11):3313-3319.
31. Giusti M.M., Wrolstad R.E. Characterization of red radish anthocyanins. J Food Sci 1996, 61(2):322-326.
32. Teissedre P.L., Landrault T. Wine phenolics: contribution to dietary intake and bioavailability. Food Res Int 2000, 33(6):461-467.
33. Frankel E.N., Waterhouse A.L., Teissedre P.L. Principal phenolic phytochemicals in selected California wines and their antioxidant activity in inhibiting oxidation of human low-density lipoproteins. J Agric Food Chem 1995, 43(4):890-894.
34. Sanchez-Moreno C., Cao G.H., Ou B.X., Prior R.L. Anthocyanin and proanthocyanidin content in selected white and red wines. Oxygen radical absorbance capacity comparison with nontraditional wines obtained from highbush blueberry. J Agric Food Chem 2003, 51(17):4889-4896.
35. Lopes-da-Silva F., de Pascual-Teresa S., Rivas-Gonzalo J., Santos-Buelga C. Identification of anthocyanin pigments in strawberry (cv Camarosa) by LC using DAD and ESI-MS detection. Eur Food Res Technol 2002, 214(3):248-253.
36. Kuhnau J. The flavonoids. A class of semi-essential food components: Their role in human nutrition. World Rev Nutr Diet 1976, 24:117-191.
37. Chun O.K., Chung S.J., Song W.O. Estimated dietary flavonoid intake and major food sources of U.S. adults. J Nutr 2007, 137(5):1244-1252.
38. Hertog M.G., Hollman P.C., Katan M.B., Kromhout D. Intake of potentially anticarcinogenic flavonoids and their determinants in adults in the Netherlands. Nutr Cancer 1993, 20(1):21-29.
39. Manach C., Williamson G., Morand C., Scalbert A., Rémésy C. Bioavailability and bioefficacy of polyphenols in humans. I. Review of 97 bioavailability studies. Am J Clin Nutr 2005, 81(1 Suppl):230S-242S.
40. Zamora-Ros R., Knaze V., Luján-Barroso L., Kuhnle G.G., Mulligan A.A., Touillaud M., et al. Dietary intakes and food sources of phytoestrogens in the European Prospective Investigation into Cancer and Nutrition (EPIC) 24-hour dietary recall cohort. Eur J Clin Nutr 2012, 66(8):932-941.
41. Endemann D.H., Schiffrin E.L. Endothelial dysfunction. J Am Soc Nephrol 2004, 15(8):1983-1992.
42. Zania P., Papaconstantinou M., Flordellis C.S., Maragoudakis M.E., Tsopanoglou N.E. Thrombin mediates mitogenesis and survival of human endothelial cells through distinct mechanisms. Am J Physiol Cell Physiol 2008, 294(5):C1215-1226.
43. Schiffrin E.L. A critical review of the role of endothelial factors in the pathogenesis of hypertension. J Cardiovasc Pharmacol 2001, 38(Suppl 2):S3-S6.
44. Verma S., Anderson T.J. Fundamentals of endothelial function for the clinical cardiologist. Circulation 2002, 105(5):546-549.
45. van den Oever I.A., Raterman H.G., Nurmohamed M.T., Simsek S. Endothelial dysfunction, inflammation, and apoptosis in diabetes mellitus. Mediators Inflamm 2010, 2010:792393.
46. Flammer A.J., Luscher T.F. Three decades of endothelium research: from the detection of nitric oxide to the everyday implementation of endothelial function measurements in cardiovascular diseases. Swiss Med Wkly 2010, 140:w13122.
47. Virdis A., Ghiadoni L., Taddei S. Effects of antihypertensive treatment on endothelial function. Curr Hypertens Rep 2011, 13(4):276-281.
48. Versari D., Daghini E., Virdis A., Ghiadoni L., Taddei S. Endothelium-dependent contractions and endothelial dysfunction in human hypertension. Br J Pharmacol 2009, 157(4):527-536.
49. Kerekes G., Szekanecz Z., Dér H., Sándor Z., Lakos G., Muszbek L., et al. Endothelial dysfunction and atherosclerosis in rheumatoid arthritis: a multiparametric analysis using imaging techniques and laboratory markers of inflammation and autoimmunity. J Rheumatol 2008, 35(3):398-406.
50. Peters K., Unger R.E., Brunner J., Kirkpatrick C.J. Molecular basis of endothelial dysfunction in sepsis. Cardiovasc Res 2003, 60(1):49-57.
51. Landray M.J., Wheeler D.C., Lip G.Y., Newman D.J., Blann A.D., McGlynn F.J., et al. Inflammation, endothelial dysfunction, and platelet activation in patients with chronic kidney disease: the Chronic Renal Impairment in Birmingham (CRIB) study. Am J Kidney Dis 2004, 43(2):244-253.
52. Stamler J.S., Singel D.J., Loscalzo J. Biochemistry of nitric oxide and its redox-activated forms. Science 1992, 258(5090):1898-1902.
53. Vallance P., Leiper J. Blocking NO synthesis: how, where and why?. Nat Rev Drug Discov 2002, 1(12):939-950.
54. Venema R.C., Sayegh H.S., Arnal J.F., Harrison D.G. Role of the enzyme calmodulin-binding domain in membrane association and phospholipid inhibition of endothelial nitric oxide synthase. J Biol Chem 1995, 270(24):14705-14711.
55. Loscalzo J., Vita J.A. Ischemia, hyperemia, exercise, and NO: complex physiology and complex molecular adaptations. Circulation 1994, 90(5):2556-2559.
56. Félétou M., Vanhoutte P.M. Endothelium-derived hyperpolarizing factor: where are we now?. Arterioscler Thromb Vasc Biol 2006, 26(6):1215-1225.
57. Félétou M., Vanhoutte P.M. Endothelial dysfunction: a multifaceted disorder (The Wiggers Award Lecture). Am J Physiol Heart Circ Physiol 2006, 291(3):H985-1002.
58. Tsutsui M., Shimokawa H., Otsuji Y., Yanagihara N. Pathophysiological relevance of NO signaling in the cardiovascular system: novel insight from mice lacking all NO synthases. Pharmacol Ther 2010, 128(3):499-508.
59. Félétou M. The Endothelium. Part 1: Multiple functions of the endothelial cells-focus on endothelium-derived vasoactive mediators. Morgan & Claypool Life Sciences. 2011 [accessed 19.10.2012]. .
60. Brandes R.P., Weissmann N., Schroder K. NADPH oxidases in cardiovascular disease. Free Radic Biol Med 2010, 49(5):687-706.
61. 2+, and superoxide anion levels. J Pharmacol Exp Ther 2009, 328(1):19-27.
62. Kuroda J., Ago T., Matsushima S., Zhai P., Schneider M.D., Sadoshima J. NADPH oxidase 4 (Nox4) is a major source of oxidative stress in the failing heart. Proc Natl Acad Sci USA 2010, 107(35):15565-15570.
63. Speciale A., Canali R., Chirafisi J., Saija A., Virgili F., Cimino F. Cyanidin-3-O-glucoside protection against TNF-α-induced endothelial dysfunction: involvement of nuclear factor-κB signaling. J Agric Food Chem 2010, 58(22):12048-12054.
64. Kim I., Moon S.O., Kim S.H., Kim H.J., Koh Y.S., Koh G.Y. Vascular endothelial growth factor expression of intercellular adhesion molecule 1 (ICAM-1), vascular cell adhesion molecule 1 (VCAM-1), and E-selectin through nuclear factor-kappa B activation in endothelial cells. J Biol Chem 2001, 276(10):7614-7620.
65. Griendling K.K., FitzGerald G.A. Oxidative stress and cardiovascular injury: Part I: Basic mechanisms and in vivo monitoring of ROS. Circulation 2003, 108(16):1912-1916.
66. Wolin M.S., Gupte S.A., Neo B.H., Gao Q., Ahmad M. Oxidant-redox regulation of pulmonary vascular responses to hypoxia and nitric oxide-cGMP signaling. Cardiol Rev 2010, 18(2):89-93.
67. O'Donnell V.B., Chumley P.H., Hogg N., Bloodsworth A., Darley-Usmar V.M., Freeman B.A. Nitric oxide inhibition of lipid peroxidation: kinetics of reaction with lipid peroxyl radicals and comparison with alpha-tocopherol. Biochemistry 1997, 36(49):15216-15223.
68. Milstien S., Katusic Z. Oxidation of tetrahydrobiopterin by peroxynitrite: Implications for vascular endothelial function. Biochem Biophys Res Commun 1999, 263(3):681-684.
69. Cai S., Khoo J., Mussa S., Alp N.J., Channon K.M. Endothelial nitric oxide synthase dysfunction in diabetic mice: importance of tetrahydrobiopterin in eNOS dimerization. Diabetologia 2005, 48(9):1933-1940.
70. Ding H., Triggle C.R. Endothelial dysfunction in diabetes: multiple targets for treatment. Pflugers Arch 2010, 459(6):977-994.
71. Johnson-Léger C., Aurrand-Lions M., Imhof B.A. The parting of the endothelium: miracle, or simply a junctional affair?. J Cell Sci 2000, 113(6):921-933.
72. Uemura S., Matsushita H., Li W., Glassford A.J., Asagami T., Lee K.H., et al. Diabetes mellitus enhances vascular matrix metalloproteinase activity: Role of oxidative stress. Circ Res 2001, 88(12):1291-1298.
73. Eberhardt W., Beeg T., Beck K.F., Walpen S., Gauer S., Böhles H., et al. Nitric oxide modulates expression of matrix metalloproteinase-9 in rat mesangial cells. Kidney Int 2000, 57(1):59-69.
74. Adams R.H., Alitalo K. Molecular regulation of angiogenesis and lymphangiogenesis. Nat Rev Mol Cell Biol 2007, 8(6):464-478.
75. Dulak J., Józkowicz A., Dembinska-Kiec A., Guevara I., Zdzienicka A., Zmudzinska-Grochot D., et al. Nitric oxide induces the synthesis of vascular endothelial growth factor by rat vascular smooth muscle cells. Arterioscler Thromb Vasc Biol 2000, 20(3):659-666.
76. Matsunaga T., Weihrauch D.W., Moniz M.C., Tessmer J., Warltier D.C., Chilian W.M. Angiostatin inhibits coronary angiogenesis during impaired production of nitric oxide. Circulation 2002, 105(18):2185-2191.
77. Lowenstein C.J., Dinerman J.L., Snyder S.H. Nitric oxide: a physiologic messenger. Ann Intern Med 1994, 120(3):227-237.
78. Serraino I., Dugo L., Dugo P., Mondello L., Mazzon E., Dugo G., et al. Protective effects of cyanidin-3-O-glucoside from blackberry extract against peroxynitrite-induced endothelial dysfunction and vascular failure. Life Sci 2003, 73(9):1097-1114.
79. Xu J.W., Ikeda K., Yamori Y. Upregulation of endothelial nitric oxide synthase by cyanidin-3-glucoside, a typical anthocyanin pigment. Hypertension 2004, 44(2):217-222.
80. Xu J.W., Ikeda K., Yamori Y. Cyanidin-3-glucoside regulates phosphorylation of endothelial nitric oxide synthase. FEBS Lett 2004, 574(1-3):176-180.
81. Lazzè M.C., Pizzala R., Perucca P., et al. Anthocyanidins decrease endothelin-1 production and increase endothelial nitric oxide synthase in human endothelial cells. Mol Nutr Food Res 2006, 50(1):44-51.
82. Hidalgo M., Martin-Santamaria S., Recio I., Sanchez-Moreno C., de Pascual-Teresa B., Rimbach G., et al. Potential anti-inflammatory, anti-adhesive, anti/estrogenic, and angiotensin-converting enzyme inhibitory activities of anthocyanins and their gut metabolites. Genes Nutr 2012, 7(2):295-306.
83. Bell D.R., Gochenaur K. Direct vasoactive and vasoprotective properties of anthocyanin-rich extracts. J Appl Physiol 2006, 100(4):1164-1170.
84. Pergola C., Rossi A., Dugo P., Cuzzocrea S., Sautebin L. Inhibition of nitric oxide biosynthesis by anthocyanin fraction of blackberry extract. Nitric Oxide 2006, 15(1):30-39.
85. Calderone A. The therapeutic effect of natriuretic peptides in heart failure; differential regulation of endothelial and inducible nitric oxide synthases. Heart Fail Rev 2003, 8(1):55-70.
86. Chan M.M., Mattiacci J.A., Hwang H.S., Shah A., Fong D. Synergy between ethanol and grape polyphenols, quercetin, and resveratrol, in the inhibition of the inducible nitric oxide synthase pathway. Biochem Pharmacol 2000, 60(10):1539-1548.
87. Chalopin M., Tesse A., Martínez M.C., Rognan D., Arnal J.F., Andriantsitohaina R. Estrogen receptor alpha as a key target of red wine polyphenols action on the endothelium. PLoS One 2010, 5(1):e8554.
88. Del Bo' C., Kristo A.S., Kalea A.Z., Ciappellano S., Riso P., Porrini M., et al. The temporal effect of a wild blueberry (Vaccinium angustifolium)-enriched diet on vasomotor tone in the Sprague-Dawley rat. Nutr Metab Cardiovasc Dis 2012, 22(2):127-132.
89. Mombouli J.V., Vanhoutte P.M. Endothelial dysfunction: from physiology to therapy. J Mol Cell Cardiol 1999, 31(1):61-74.
90. Martin S., Andriambeloson E., Takeda K., Andriantsitohaina R. Red wine polyphenols increase calcium in bovine aortic endothelial cells: a basis to elucidate signalling pathways leading to nitric oxide production. Br J Pharmacol 2002, 135(6):1579-1587.
91. Schini-Kerth V.B., Auger C., Kim J.H., Etienne-Selloum N., Chataigneau T. Nutritional improvement of the endothelial control of vascular tone by polyphenols: role of NO and EDHF. Pflugers Arch 2010, 459(6):853-862.
92. Martin S., Giannone G., Andriantsitohaina R., Martinez M.C. Delphinidin, an active compound of red wine, inhibits endothelial cell apoptosis via nitric oxide pathway and regulation of calcium homeostasis. Br J Pharmacol 2003, 139(6):1095-1102.
93. Zhu Y., Xia M., Yang Y., Liu F., Li Z., Hao Y., et al. Purified anthocyanin supplementation improves endothelial function via NO-cGMP activation in hypercholesterolemic individuals. Clin Chem 2011, 57(11):1524-1533.
94. Dohadwala M.M., Holbrook M., Hamburg N.M., et al. Effects of cranberry juice consumption on vascular function in patients with coronary artery disease. Am J Clin Nutr 2011, 93(5):934-940.
95. Yi L., Chen C.Y., Jin X., Mi M.T., Yu B., Chang H., et al. Structural requirements of anthocyanins in relation to inhibition of endothelial injury induced by oxidized low-density lipoprotein and correlation with radical scavenging activity. FEBS Lett 2010, 584(3):583-590.
96. Dohadwala M.M., Holbrook M., Hamburg N.M., Shenouda S.M., Chung W.B., Titas M., et al. Differential suppression of intracellular reactive oxygen species-mediated signaling pathway in vascular endothelial cells by several subclasses of flavonoids. Biochimie 2012, 94(9):2035-2044.
97. Chen C.Y., Yi L., Jin X., Mi M.T., Zhang T., Ling W.H., et al. Delphinidin attenuates stress injury induced by oxidized low-density lipoprotein in human umbilical vein endothelial cells. Chem Biol Interact 2010, 183(1):105-112.
98. Xie X., Zhao R., Shen G.X. Influence of delphinidin-3-glucoside on oxidized low-density lipoprotein-induced oxidative stress and apoptosis in cultured endothelial cells. J Agric Food Chem 2012, 60(7):1850-1856.
99. Palíková I., Valentová K., Oborná I., Ulrichová J. Protectivity of blue honeysuckle extract against oxidative human endothelial cells and rat hepatocyte damage. J Agric Food Chem 2009, 57(15):6584-6589.
100. Zapolska-Downar D., Nowicka G., Sygitowicz G., Jarosz M. Anthocyanin-rich Aronox extract from Aronia melanocarpa E protects against 7beta-hydroxycholesterol-induced apoptosis of endothelial cells. Ann Nutr Metab 2008, 53(3-4):283-294.
101. Wang Y., Zhang Y., Wang X., Liu Y., Xia M. Cyanidin-3-O-β-glucoside induces oxysterol efflux from endothelial cells: role of liver X receptor alpha. Atherosclerosis 2012, 223(2):299-305.
102. Iademarco M.F., McQuillan J.J., Rosen G.D., Dean D.C. Characterization of the promoter for vascular cell adhesion molecule-1 (VCAM-1). J Biol Chem 1992, 267(23):16323-16329.
103. Neish A.S., Read M.A., Thanos D., Pine R., Maniatis T., Collins T. Endothelial interferon regulatory factor 1 cooperates with NF-kappa B as a transcriptional activator of vascular cell adhesion molecule 1. Moll Cell Biol 1995, 15(5):2558-2569.
104. Lechleitner S., Gille J., Johnson D.R., Petzelbauer P. Interferon enhances tumor necrosis factor-induced vascular cell adhesion molecule 1 (CD106) expression in human endothelial cells by an interferon-related factor 1-dependent pathway. J Exp Med 1998, 187:2023-2030.
105. Lin J.H., Zhu Y., Liao H.L., Kobari Y., Groszek L., Stemerman M.B. Induction of vascular cell adhesion molecule-1 by low-density lipoprotein. Atherosclerosis 1996, 127:185-194.
106. Neish A.S., Williams A.J., Palmer H.J., Whitley M.Z., Collins T. Functional analysis of the human vascular cell adhesion molecule 1 promoter. J Exp Med 1992, 176(6):1583-1593.
107. Papi A., Johnston S.L. Respiratory epithelial cell expression of vascular cell adhesion molecule-1 and its upregulation by rhinovirus infection via NF-kappaB and GATA transcription factors. J Biol Chem 1999, 274(42):30041-30051.
108. Chen C.Y., Yi L., Jin X., Zhang T., Fu Y.J., Zhu J.D., et al. Inhibitory effect of delphinidin on monocyte-endothelial cell adhesion induced by oxidized low-density lipoprotein via ROS/p38MAPK/NF-κB pathway. Cell Biochem Biophys 2011, 61(2):337-348.
109. Zhu Y., Ling W., Guo H., Song F., Ye Q., Zou T., et al. Anti-inflammatory effect of purified dietary anthocyanin in adults with hypercholesterolemia: A randomized controlled trial. Nutr Metab Cardiovasc Dis 2012, [in press]. doi:10.1016/j.numecd.2012.06.005.
110. Kim H.J., Tsoy I., Park J.M., Chung J.I., Shin S.C., Chang K.C. Anthocyanins from soybean seed coat inhibit the expression of TNF-alpha-induced genes associated with ischemia/reperfusion in endothelial cell by NF-kappaB-dependent pathway and reduce rat myocardial damages incurred by ischemia and reperfusion in vivo. FEBS Lett 2006, 580(5):1391-1397.
111. Nizamutdinova I.T., Kim Y.M., Chung J.I., Shin S.C., Jeong Y.K., Seo H.G., et al. Anthocyanins from black soybean seed coats stimulate wound healing in fibroblasts and keratinocytes and prevent inflammation in endothelial cells. Food Chem Toxicol 2009, 47(11):2806-2812.
112. García-Alonso M., Rimbach G., Rivas-Gonzalo J.C., De Pascual-Teresa S. Antioxidant and cellular activities of anthocyanins and their corresponding vitisins A-studies in platelets, monocytes, and human endothelial cells. J Agric Food Chem 2004, 52(11):3378-3384.
113. Xu J.W., Ikeda K., Yamori Y. Inhibitory effect of polyphenol cyanidin on TNF-alpha-induced apoptosis through multiple signaling pathways in endothelial cells. Atherosclerosis 2007, 193(2):299-308.
114. Xia M., Ling W., Zhu H., Wang Q., Ma J., Hou M., et al. Anthocyanin prevents CD40-activated proinflammatory signaling in endothelial cells by regulating cholesterol distribution. Arterioscler Thromb Vasc Biol 2007, 27(3):519-524.
115. Sorrenti V., Mazza F., Campisi A., Di Giacomo C., Acquaviva R., Vanella L., et al. Heme oxygenase induction by cyanidin-3-O-beta-glucoside in cultured human endothelial cells. Mol Nutr Food Res 2007, 51(5):580-586.
116. Minetti M., Mallozzi C., Di Stasi A.M., Pietraforte D. Bilirubin is an effective antioxidant of peroxynitrite-mediated protein oxidation in human blood plasma. Arch Biochem Biophys 1998, 352(2):165-174.
117. Huang S.S., Huang P.H., Wu T.C., Chen J.W., Lin S.J. Association of serum bilirubin with contrast-induced nephropathy and future cardiovascular events in patients undergoing coronary intervention. PLoS One 2012, 7(8):e42594.
118. Speciale A., Anwar S., Ricciardi E., Chirafisi J., Saija A., Cimino F. Cellular adaptive response to glutathione depletion modulates endothelial dysfunction triggered by TNF-α. Toxicol Lett 2011, 207(3):291-297.
119. Wang Y., Zhang Y., Wang X., Liu Y., Xia M. Supplementation with cyanidin-3-O-β-glucoside protects against hypercholesterolemia-mediated endothelial dysfunction and attenuates atherosclerosis in apolipoprotein E-deficient mice. J Nutr 2012, 142(6):1033-1037.
120. Mauray A., Felgines C., Morand C., Mazur A., Scalbert A., Milenkovic D. Nutrigenomic analysis of the protective effects of bilberry anthocyanin-rich extract in apo E-deficient mice. Genes Nutr 2010, 5(4):343-353.
121. Mauray A., Felgines C., Morand C., Mazur A., Scalbert A., Milenkovic D. Bilberry anthocyanin-rich extract alters expression of genes related to atherosclerosis development in aorta of apo E-deficient mice. Nutr Metab Cardiovasc Dis 2012, 22(1):72-80.
122. Wang D., Wei X., Yan X., Jin T., Ling W. Protocatechuic acid, a metabolite of anthocyanins, inhibits monocyte adhesion and reduces atherosclerosis in apolipoprotein E-deficient mice. J Agric Food Chem 2010, 58(24):12722-12728.
123. Folkman J. Angiogenesis in cancer, vascular, rheumatoid and other disease. Nat Med 1995, 1(1):27-31.
124. Griffioen A.W., Molema G. Angiogenesis: potentials for pharmacologic intervention in the treatment of cancer, cardiovascular diseases, and chronic inflammation. Pharmacol Rev 2000, 52(2):237-268.
125. Cross M.J., Dixelius J., Matsumoto T., Claesson-Welsh L. VEGF-receptor signal transduction. Trends Biochem Sci 2003, 28(9):488-494.
126. Underiner T.L., Ruggeri B., Gingrich D.E. Development of vascular endothelial growth factor receptor (VEGFR) kinase inhibitors as anti-angiogenic agents in cancer therapy. Curr Med Chem 2004, 11(6):731-745.
127. Matsunaga N., Tsuruma K., Shimazawa M., Yokota S., Hara H. Inhibitory actions of bilberry anthocyanidins on angiogenesis. Phytother Res 2010, 24(Suppl 1):S42-47.
128. Tanaka J., Nakamura S., Tsuruma K., Shimazawa M., Shimoda H., Hara H. Purple rice (Oryza sativa L.) extract and its constituents inhibit VEGF-induced angiogenesis. Phytother Res 2012, 26(2):214-222.
129. Lamy S., Blanchette M., Michaud-Levesque J., Lafleur R., Durocher Y., Moghrabi A., et al. Delphinidin, a dietary anthocyanidin, inhibits vascular endothelial growth factor receptor-2 phosphorylation. Carcinogenesis 2006, 27(5):989-996.
130. Lamy S., Beaulieu E., Labbé D., Bédard V., Moghrabi A., Barrette S, et al. Delphinidin, a dietary anthocyanidin, inhibits platelet-derived growth factor ligand/receptor (PDGF/PDGFR) signaling. Carcinogenesis 2008, 29(5):1033-1041.
131. Bergers G., Song S., Meyer-Morse N., Bergsland E., Hanahan D. Benefits of targeting both pericytes and endothelial cells in the tumor vasculature with kinase inhibitors. J Clin Invest 2003, 111(9):1287-1295.
132. Carmeliet P. Mechanisms of angiogenesis and arteriogenesis. Nat Med 2000, 6(4):389-395.
133. Benjamin L.E., Hemo I., Keshet E. A plasticity window for blood vessel remodelling is defined by pericyte coverage of the preformed endothelial network and is regulated by PDGF-B and VEGF. Development 1998, 125(9):1591-1598.
134. Favot L., Martin S., Keravis T., Andriantsitohaina R., Lugnier C. Involvement of cyclin-dependent pathway in the inhibitory effect of delphinidin on angiogenesis. Cardiovasc Res 2003, 59(2):479-487.
135. Martin S., Favot L., Matz R., Lugnier C., Andriantsitohaina R. Delphinidin inhibits endothelial cell proliferation and cell cycle progression through a transient activation of ERK-1/-2. Biochem Pharmacol 2003, 65(4):669-675.
136. Jones M.K., Sarfeh I.J., Tarnawski A.S. Induction of in vitro angiogenesis in the endothelial-derived cell line, EA hy926, by ethanol is mediated through PKC and MAPK. Biochem Biophys Res Commun 1998, 249(1):118-123.
137. Sipeki S., Bander E., Ways D.K., Faragó A. Activation of Erk1/Erk2 and transiently increased p53 levels together may account for p21 expression associated with phorbol ester-induced transient growth inhibition in HepG2 cells. Cell Signal 2002, 14(2):115-121.
138. Bagchi D., Sen C.K., Bagchi M., Atalay M. Anti-angiogenic, antioxidant, and anti-carcinogenic properties of a novel anthocyanin-rich berry extract formula. Biochemistry (Mosc) 2004, 69(1):75-80.
139. Roy S., Khanna S., Alessio H.M., Vider J., Bagchi D., Bagchi M., et al. Anti-angiogenic property of edible berries. Free Radic Res 2002, 36(9):1023-1031.
140. Boye E., Yu Y., Paranya G., Mulliken J.B., Olsen B.R., Bischoff J. Clonality and altered behavior of endothelial cells from hemangiomas. J Clin Invest 2001, 107(6):745-752.
141. Atalay M., Gordillo G., Roy S., Rovin B., Bagchi D., Bagchi M., et al. Anti-angiogenic property of edible berry in a model of hemangioma. FEBS Lett 2003, 544(1-3):252-257.
142. Teller N., Thiele W., Boettler U., Sleeman J., Marko D. Delphinidin inhibits a broad spectrum of receptor tyrosine kinases of the ErbB and VEGFR family. Mol Nutr Food Res 2009, 53(9):1075-1083.
143. Hynes N.E., Lane H.A. ERBB receptors and cancer: the complexity of targeted inhibitors. Nat Rev Cancer 2005, 5(5):341-354.
144. Karamouzis M.V., Badra F.A., Papavassiliou A.G. Breast cancer: the upgraded role of HER-3 and HER-4. Int J Biochem Cell Biol 2007, 39(5):851-856.
145. Ryan P.D., Goss P.E. The emerging role of the insulin-like growth factor pathway as a therapeutic target in cancer. Oncologist 2008, 13(1):16-24.
146. Gerber H.P., McMurtrey A., Kowalski J., Yan M., Keyt B.A., Dixit V., et al. Vascular endothelial growth factor regulates endothelial cell survival through the phosphatidylinositol 3'-kinase/Akt signal transduction pathway. Requirement for Flk-1/KDR activation. J Biol Chem 1998, 273(46):30336-30343.
147. Teller N., Thiele W., Marczylo T.H., Gescher A.J., Boettler U., Sleeman J., et al. Suppression of the kinase activity of receptor tyrosine kinases by anthocyanin-rich mixtures extracted from bilberries and grapes. J Agric Food Chem 2009, 57(8):3094-3101.
148. Oak M.H., Bedoui J.E., Madeira S.V., Chalupsky K., Schini-Kerth V.B. Delphinidin and cyanidin inhibit PDGF(AB)-induced VEGF release in vascular smooth muscle cells by preventing activation of p38 MAPK and JNK. Br J Pharmacol 2006, 149(3):283-290.
149. Ichiyanagi T., Shida Y., Rahman M.M., Hatano Y., Konishi T. Bioavailability and tissue distribution of anthocyanins in bilberry (Vaccinium myrtillus L.) extract in rats. J Agric Food Chem 2006, 54(18):6578-6587.
150. Passamonti S., Vrhovsek U., Vanzo A., Mattivi F. The stomach as a site for anthocyanins absorption from food. FEBS Lett 2003, 544(1-3):210-213.
151. Stoner G.D., Sardo C., Apseloff G., Mullet D., Wargo W., Pound V., et al. Pharmacokinetics of anthocyanins and ellagic acid in healthy volunteers fed freeze-dried black raspberries for 7 days. J Clin Pharmacol 2005, 45(10):1153-1164.
152. Milbury P.E., Cao G., Prior R.L., Blumberg J. Bioavailablility of elderberry anthocyanins. Mech Ageing Dev 2002, 123(8):997-1006.
153. McGhie T.K., Walton M.C. The bioavailability and absorption of anthocyanins: towards a better understanding. Mol Nutr Food Res 2007, 51(6):702-713.
154. Kay C.D., Mazza G., Holub B.J. Anthocyanins exist in the circulation primarily as metabolites in adult men. J Nutr 2005, 135(11):2582-2588.
155. Kay C.D., Mazza G., Holub B.J., Wang J. Anthocyanin metabolites in human urine and serum. Br J Nutr 2004, 91(6):933-942.
156. Milbury P.E., Vita J.A., Blumberg J.B. Anthocyanins are bioavailable in humans following an acute dose of cranberry juice. J Nutr 2010, 140(6):1099-1104.
157. Ohnishi R., Ito H., Kasajima N., Kaneda M., Kariyama R., Kumon H., et al. Urinary excretion of anthocyanins in humans after cranberry juice ingestion. Biosci Biotechnol Biochem 2006, 70(7):1681-1687.
158. Felgines C., Talavéra S., Gonthier M.P., Texier O., Scalbert A., Lamaison J.L., et al. Strawberry anthocyanins are recovered in urine as glucuroand sulfoconjugates in humans. J Nutr 2003, 133(5):1296-1301.
159. Carkeet C., Clevidence B.A., Novotny J.A. Anthocyanin excretion by humans increases linearly with increasing strawberry dose. J Nutr 2008, 138(5):897-902.
160. Miyazawa T., Nakagawa K., Kudo M., Muraishi K., Someya K. Direct intestinal absorption of red fruit anthocyanins; cyanidin-3-glucoside and yanidin-3;5-diglucoside; into rats and humans. J Agric Food Chem 1999, 47(3):1083-1091.
161. Mazza G., Kay C.D. Bioactivity, absorption, and metabolism of anthocyanins. Recent advances in polyphenols research 2008, 228-262. Blackwell Publishing, Hoboken (NJ). F. Daayf, V. Lattanzio (Eds.).
162. Youdim K.A., Martin A., Joseph J.A. Incorporation of the elderberry anthocyanins by endothelial cells increases protection against oxidative stress. Free Radic Biol Med 2000, 29(1):51-60.
163. Ziberna L., Tramer F., Moze S., Vrhovsek U., Mattivi F., Passamonti S. Transport and bioactivity of cyanidin 3-glucoside into the vascular endothelium. Free Radic Biol Med 2012, 52(9):1750-1759.
164. Maestro A., Terdoslavich M., Vanzo A., Kuku A., Tramer F., Nicolin V., et al. Expression of bilitranslocase in the vascular endothelium and its function as a flavonoid transporter. Cardiovasc Res 2010, 85(1):175-183.
165. Youdim K.A., Dobbie M.S., Kuhnle G., Proteggente A.R., Abbott N.J., Rice-Evans C. Interaction between flavonoids and the blood-brain barrier: in vitro studies. J Neurochem 2003, 85(1):180-192.
166. Chong M.F., Macdonald R., Lovegrove J.A. Fruit polyphenols and CVD risk: a review of human intervention studies. Br J Nutr 2010, 104(Suppl 3):S28-39.
167. Hooper L., Kroon P.A., Rimm E.B., Cohn J.S., Harvey I., Le Cornu K.A., et al. Flavonoids, flavonoid-rich foods, and cardiovascular risk: a meta-analysis of randomized controlled trials. Am J Clin Nutr 2008, 88(1):38-50.
168. Aviram M., Rosenblat M., Gaitini D., Nitecki S., Hoffman A., Dornfeld L., et al. Pomegranate juice consumption for 3 years by patients with carotid artery stenosis reduces common carotid intima-media thickness, blood pressure and LDL oxidation. Clin Nutr 2004, 23(3):423-433.
169. Riso P., Klimis-Zacas D., Del Bo' C., Martini D., Campolo J., Vendrame S., et al. Effect of a wild blueberry (Vaccinium angustifolium) drink intervention on markers of oxidative stress, inflammation and endothelial function in humans with cardiovascular risk factors. Eur J Nutr 2013, 52(3):949-961.
170. Giordano L., Coletta W., Tamburrelli C., D'Imperio M., Crescente M., Silvestri C., et al. Four-week ingestion of blood orange juice results in measurable anthocyanin urinary levels but does not affect cellular markers related to cardiovascular risk: a randomized cross-over study in healthy volunteers. Eur J Nutr 2012, 51(5):541-548.