Dietary phytochemicals in the protection against oxysterol-induced damage

Chemistry and Physics of Lipids

Volumn 207, Issue , 2017, Pages 192-205

  Cilla, Antonio ^a   Alegría, Amparo ^a   Attanzio, Alessandro ^b   Garcia Llatas, Guadalupe ^a   Tesoriere, Luisa ^b   Livrea, Maria A ^b  

^a UNIVERSITY OF VALENCIA   (Spain)

^b UNIVERSITY OF PALERMO   (Italy)

Author keywords

Antioxidants; Cholesterol oxidation products; Human chronic diseases; Oxysterols; Phytochemicals; Phytosterol oxidation products

Indexed keywords

ALPHA TOCOPHEROL; ASCORBIC ACID; CAROTENOID; CHOLESTEROL; OXYSTEROL; PHYTOSTEROL; PLANT MEDICINAL PRODUCT; POLYPHENOL DERIVATIVE; ANTIOXIDANT;

ANTIOXIDANT ACTIVITY; ATHEROSCLEROSIS; CELL PROTECTION; CHEMOPROPHYLAXIS; CHRONIC DISEASE; CYTOTOXICITY; DEGENERATIVE DISEASE; DIETARY INTAKE; DISEASE BURDEN; EYE DISEASE; HUMAN; INFLAMMATORY BOWEL DISEASE; NONHUMAN; OXIDATIVE STRESS; PRIORITY JOURNAL; REVIEW; ANIMAL; ANTAGONISTS AND INHIBITORS; CELL DEATH; DRUG EFFECTS;

ANIMALS; ANTIOXIDANTS; CELL DEATH; CHRONIC DISEASE; HUMANS; OXYSTEROLS; PHYTOCHEMICALS;

EID: 85014733753     PISSN: 00093084     EISSN: 18732941     Source Type: Journal    
DOI: 10.1016/j.chemphyslip.2017.03.001     Document Type: Review

References (122)

1. Addis, P.B., Emanuel, H.A., Bergmann, S.D., Zavoral, J.H., Capillary quantification of cholesterol oxidation products in plasma lipoproteins of fasted humans. Free Radic. Biol. Med. 7 (1989), 179–182.
2. Alemany, L., Laparra, J.M., Barberá, R., Alegría, A., Evaluation of the cytotoxic effect of 7keto-stigmasterol and 7keto-cholesterol in human intestinal (Caco-2) cells. Food Chem. Toxicol. 50 (2012), 3106–3113.
3. Alemany, L., Barbera, R., Alegría, A., Laparra, J.M., Plant sterols from foods in inflammation and risk of cardiovascular disease: a real threat?. Food Chem. Toxicol. 69 (2014), 140–149.
4. Andrews, D.A., Low, P.S., Role of red blood cells in thrombosis. Curr. Opin. Hematol. 6 (1999), 76–82.
5. Atzeri, A., Lucas, R., Incani, A., Peñalver, P., Zafra-Gómez, A., Melis, M.P., Pizzala, R., Morales, J.C., Deiana, M., Hydroxytyrosol and tyrosol sulfate metabolites protect against the oxidized cholesterol pro-oxidant effect in Caco-2 human enterocyte-like cells. Food Funct. 7 (2016), 337–346.
6. Azzi, A., Stocker, A., Vitamin E: non-antioxidant roles. Prog. Lipid Res. 39 (2000), 231–255.
7. Barriuso, B., Ansorena, D., Astiasara, n.I., Oxysterols formation: a review of a multifactorial process. J. Steroid Biochem. Mol. Biol., 2016, 10.1016/j.jsbmb.2016.02.027.
8. Belinki, P., Aviram, M., Fuhrman, B., Rosenblat, M., Vaja, J., The antioxidative effects of the isoflavan glabridin on endogenous constituents of LDL during its oxidation. Atherosclerosis 137 (1998), 49–61.
9. Biasi, F., Guina, T., Maina, M., Cabboi, B., Deiana, M., Tuberoso, C.I., Calfapietra, S., Chiarpotto, E., Sottero, B., Gamba, P., Gargiulo, S., Brunetto, V., Testa, G., Dessì, M.A., Poli, G., Leonarduzzi, G., Phenolic compounds present in Sardinian wine extracts protect against the production of inflammatory cytokines induced by oxysterols in Caco-2 human enterocyte-like cells. Biochem. Pharmacol. 86 (2013), 138–145.
10. Brzeska, M., Szymczyk, K., Szterk, A., Current knowledge about oxysterols: a review. J. Food Sci. 81 (2016), R2299–R2308.
11. Cantwell, H., Devery, R., The response of the antioxidant defence system in rat hepatocytes challenged with oxysterols is modified by Covi-ox. Cell. Biol. Toxicol. 14 (1998), 401–409.
12. Chang, Y.H., Abdalla, D.S., Sevanian, A., Characterization of cholesterol oxidation products formed by oxidative modification of low density lipoprotein. Free Radic. Biol. Med. 23 (1997), 202–214.
13. Chang, J.Y., Phelan, K.D., Liu, L.-Z., Neurotoxicity of 25-OH-cholesterol on NGF-differentiated PC12 cells. Neurochem. Res. 23 (1998), 7–16.
14. Chang, J.Y., Phelan, K.D., Chavis, J.A., Neurotoxicity of 25-OH-cholesterol on sympathetic neurons. Brain Res. Bull. 45 (1998), 615–622.
15. Chung, S.M., Bae, O.N., Lim, K.M., Noh, J.-Y., Lee, M.-Y., Jung, Y.-S., Lysophosphatidic acid induces thrombogenic activity through phosphatidylserine exposure and procoagulant microvesicle generation in human erythrocytes. Arterioscler. Thromb. Vasc. Biol. 27 (2007), 414–421.
16. Closse, C., Dachary-Prigent, J., Boisseau, M.R., Phosphatidylserine-related adhesion of human erythrocytes to vascular endothelium. Br. J. Haematol. 107 (1999), 300–302.
17. Colles, S.M., Maxson, J.M., Carlson, S.G., Chisolm, G.M., Oxidized LDL- induced injury and apoptosis in atherosclerosis: potential role for oxysterols. Trends Cardiovasc. Med. 11 (2001), 131–138.
18. Constantinescu, A., Han, D., Packer, L., Vitamin E recycling in human erythrocyte membranes. J. Biol. Chem. 268 (1993), 10906–10913.
19. Crozier, A., Jaganath, I.B., Clifford, M.N., Dietary phenolics: chemistry: bioavailability and effects on health. Nat. Prod. Rep. 26 (2009), 1001–1043.
20. Csullany, A.S., Hee-Lee, J., Shoeman, D.W., Protection of the superoxide-induced cholesterol oxidation by antioxidant in protic conditions. Int. J. Food Sci. Nutr. 53 (2001), 403–409.
21. Domonkos, I., Kis, M., Gombos, Z., Ughy, B., Carotenoids, versatile components of oxygenic photosynthesis. Prog. Lipid Res. 52 (2013), 539–561.
22. Dugas, B., Charbonnier, S., Baarine, M., Ragot, K., Delmas, D., Ménétrier, F., Lherminier, J., Malvitte, L., Khalfaoui, T., Bron, A., Creuzot-Garcher, C., Latruffe, N., Lizard, G., Effects of oxysterols on cell viability, inflammatory cytokines, VEGF, and reactive oxygen species production on human retinal cells: cytoprotective effects and prevention of VEGF secretion by resveratrol. Eur. J. Nutr. 49 (2010), 435–446.
23. Dzeletovic, S., Breuer, O., Lund, E., Diczfalusy, U., Determination of cholesterol oxidation products in human plasma by isotope dilution-mass spectrometry. Anal. Biochem. 225 (1995), 73–80.
24. Espín, J.C., García-Conesa, M.T., Tomás-Barberán, F.A., Nutraceuticals: facts and fiction. Phytochemistry 68 (2007), 2986–3008.
25. Forman, H.J., Davies, K.J.A., Ursini, F., How do nutritional antioxidants really work: nucleophilic tone and para-hormesis versus free radical scavenging in vivo. Free Radic. Biol. Med. 66 (2014), 24–35.
26. Fraga, C.G., Oteiza, P.I., Dietary flavonoids: role of (−)-epicatechin and related procyanidins in cell signaling. Free Radic. Biol. Med. 51 (2011), 813–823.
27. Gamba, P., Testa, G., Gargiulo, S., Staurenghi, E., Poli, G., Leonarduzzi, G., Oxidized cholesterol as the driving force behind the development of Alzheimer's disease. Front. Aging Neurosci., 7, 2015, 119.
28. García-Llatas, G., Rodríguez-Estrada, M.T., Current and new insights on phytosterols oxides in plant sterol-enriched food. Chem. Phys. Lipids 164 (2011), 607–624.
29. Gargiulo, S., Gamba, P., Testa, G., Sottero, B., Maina, M., Guina, T., Biasi, F., Poli, G., Leonarduzzi, G., Molecular signaling involved in oxysterol-induced β1-integrin over-expression in human macrophages. Int. J. Mol. Sci. 13 (2012), 14278–14293.
30. Goya, L., Martín, M.Á., Sarriá, B., Ramos, S., Mateos, R., Bravo, L., Effect of cocoa and its flavonoids on biomarkers of inflammation: studies of cell culture, animals and humans. Nutrients, 8, 2016, 212, 10.3390/nu8040212.
31. Guina, T., Deiana, M., Calfapietra, S., Cabboi, B., Maina, M., Tuberoso, C.I., Leonarduzzi, G., Gamba, P., Gargiulo, S., Testa, G., Poli, G., Biasi, F., The role of p38 MAPK in the induction of intestinal inflammation by dietary oxysterols: modulation by wine phenolics. Food Funct. 6 (2015), 1218–1228.
32. Halliwell, B., Rafter, J., Jenner, A., Health promotion by flavonoids, tocopherols, tocotrienols, and other phenols: direct or indirect effects? Antioxidant or not?. Am. J. Clin Nutr. 81 (2005), 268S–276S.
33. Han, W., Li, H., Villar, V.A., et al. Lipid rafts keep NADPH oxidase in the inactive state in human renal proximal tubule cells. Hypertension 51 (2008), 481–487.
34. Hathcock, J.N., Azzi, A., Blumberg, J., Bray, T., Dickinson, A., Frei, B., Jialal, I., Johnston, C.S., Kelly, F.J., Kraemer, K., Packer, L., Parthasarathy, S., Sies, H., Traber, M.G., Vitamins E and C are safe across a broad range of intakes. Am. J. Clin. Nutr. 81 (2005), 736–745.
35. Hovenkamp, E., Demonty, I., Plat, J., Lütjohann, D., Mensink, R.P., Tratwein, E.A., Biological effects of oxidized phytosterols: a review of the current knowledge. Prog. Lipid Res. 47 (2008), 37–49.
36. Hu, G., Antikainen, R., Jousilahti, P., Kivipelto, M., Tuomilehto, J., Total cholesterol and the risk of Parkinson disease. Neurology 70 (2008), 1972–1979.
37. Huang, K., Liu, H., Chen, Z., Xu, H., Role of selenium in cytoprotection against cholesterol oxide-induced vascular damage to rats. Atherosclerosis 162 (2002), 137–144.
38. Huttunen, J.K., Selenium and cardiovascular diseases-an update. Biomed. Environ. Sci. 10 (1997), 220–226.
39. Hwang, P.L., Biological activities of oxygenated sterols: physiological and pathological implications. Bioessays 13 (1991), 583–589.
40. Incani, A., Serra, G., Atzeri, A., Melis, M.P., Serreli, G., Bandino, G., Sedda, P., Campus, M., Tuberoso, C.I.G., Deiana, M., Extra virgin olive oil phenolic extracts counteract the pro-oxidant effect of dietary oxidized lipids in human intestinal cells. Food Chem. Toxicol. 90 (2016), 171–180.
41. Kölsch, H., Ludwig, M., Lütjohann, D., Rao, M.L., Neurotoxicity of 24-hydroxycholesterol, an important cholesterol elimination product of the brain, may be prevented by vitamin E and estradiol-17β. J. Neural Transm. 108 (2001), 475–488.
42. Kanner, J., Dietary advanced lipid oxidation endproducts are risk factors to human health. Mol. Nutr. Food Res. 51 (2007), 1094–1101.
43. Kaulmann, A., Bohn, T., Carotenoids, inflammation, and oxidative stress-implications of cellular signaling pathways and relation to chronic disease prevention. Nutr. Res. 34 (2014), 907–929.
44. Kaulmann, A., Bohn, T., Bioactivity of polyphenols: preventive and adjuvant strategies toward reducing inflammatory bowel diseases −promises, perspectives, and pitfalls. Oxid. Med. Cell. Longev., 2016, 2016, 9346470.
45. Kulig, W., Cwiklik, L., Jurkiewicz, P., Rog, T., Vattulainen, I., Cholesterol oxidation products and their biological importance. Chem. Phys. Lipids 199 (2016), 144–160.
46. Leonarduzzi, G., Vizio, B., Sottero, B., Verde, V., Gamba, P., Mascia, C., Chiarpotto, E., Poli, G., Biasi, F., Early involvement of ROS overproduction in apoptosis induced by 7-ketocholesterol. Antioxid. Redox Signal. 8 (2006), 375–380.
47. Leonarduzzi, G., Poli, G., Sottero, B., Biasi, F., Activation of the mitochondrial pathway of apoptosis by oxysterols. Front. Biosci. 12 (2007), 791–799.
48. Lizard, G., Miguet, C., Béssed, G., Monier, S., Gueldry, S., Neel, D., Gambert, P., Impairment with various antioxidants of the loss of mitochondrial transmembrane potential and of the cytosolic release of cytochrome c occurring during 7-ketocholesterol-induced apoptosis. Free Rad. Biol. Med. 28 (2000), 743–753.
49. Lonn, M.E., Dennis, J.M., Stocker, R., Action of antioxidants in the protection against atherosclerosis. Free Radic. Biol. Med. 53 (2012), 863–884.
50. Lopes da Silva, S., Vellas, B., Elemans, S., Luchsinger, J., Kamphuis, P., Yaffe, K., Sijben, J., Groenendijk, M., Stijnen, T., Plasma nutrient status of patients with Alzheimer's disease: systematic review and meta-analysis. Alzheimers Dement. 10 (2014), 485–502.
51. Lordan, S., O'Neill, C., O'Brien, N.M., Effects of apigenin, lycopene and astaxanthin on 7β-hydroxycholesterol-induced apoptosis and Akt phosphorylation in U937 cells. Br. J. Nutr. 100 (2008), 287–296.
52. Lordan, S., Mackrill, J.J., O'Brien, N.M., Oxysterols and mechanisms of apoptotic signaling: implications in the pathology of degenerative diseases. J. Nutr. Biochem. 20 (2009), 321–336.
53. Lutjohann, D.L., Breuer, O., Ahlborg, G., Nennesmo, I., Sidén, A., Diczfalusy, U., et al. Cholesterol homeostasis in human brain: evidence for an age- dependent flux of 24S-hydroxycholesterol from the brain into the circulation. Proc. Natl. Acad. Sci. U. S. A. 93 (1996), 9799–9804.
54. Lyons, N.M., Woods, J.A., O'Brien, N.M., α-Tocopherol, but not γ-tocopherol inhibits 7β-hydroxycholesterol-induced apoptosis in human U937 cells. Free Rad. Res. 35 (2001), 329–339.
55. Majumdar, S., Srirangam, R., Potential of the bioflavonoids in the prevention/treatment of ocular disorders. J. Pharm. Pharmacol. 62 (2010), 951–965.
56. Malvitte, L., Montange, T., Joffre, C., Vejux, A., Maïza, C., Bron, A., Creuzot-Garcher, C., Lizard, G., Analogies between atherosclerosis and age-related maculopathy. J. Fr. Ophtalmol. 29 (2006), 570–578.
57. Manach, C., Williamson, G., Morand, C., Scalbert, A., Remesy, C., Bioavailability and bioefficacy of polyphenols in humans. I. Review of 97 bioavailability studies. Am. J. Clin. Nutr., 81, 2005 (23S-42S.).
58. Mascia, C., Maina, M., Chiarpotto, E., Leonarduzzi, G., Poli, G., Biasi, F., Proinflammatory effect of cholesterol and its oxidation products on Caco-2 human enterocyte-like cells: effective protection by epigallocatechin-3-gallate. Free Rad. Biol. Med. 49 (2010), 2049–2057.
59. Massey, J.B., Pownall, H.J., Structures of biologically active oxysterols determine their differential effects on phospholipid membranes. Biochemistry 45 (2006), 10747–10758.
60. Meyer, W., Jungnickel, H., Jandke, M., Dettner, K., Spiteller, G., On the cytotoxity of oxidized phytosterols isolated from photoautotrophic cell cultures of Chenopodium rubrum tested on meal-worms Tenebrio molitor. Phytochemistry 47 (1998), 789–797.
61. Miguet-Alfonsi, C., Prunet, C., Monier, S., Bessède, G., Lemaire-Ewing, S., Berthier, A., Ménétrier, F., Néel, D., Gambert, P., Lizard, G., Analysis of oxidative processes and of myelin figures formation before and after the loss of mitochondrial transmembrane potential during 7β-hydroxycholesterol and 7-ketocholesterol-induced apoptosis: comparison with various pro-apoptotic chemicals. Biochem. Pharmacol. 64 (2002), 527–541.
62. Naito, Y., Shimozawa, M., Manabe, H., Kuroda, M., Tomatsuri, N., Uchiyama, K., Takagi, T., Yoshida, N., Yoshikawa, T., Inhibitory effects of red wine extracts on endothelial-dependent adhesive interactions with monocytes induced by oxysterols. Biol. Res. 37 (2004), 231–238.
63. Naito, Y., Shimozawa, M., Kuroda, M., Nakabe, N., Manabe, H., Katada, K., Kokura, S., Ichikawa, H., Yoshida, N., Noguchi, N., Yoshikawa, T., Tocotrienols reduce 25-hydroxycholesterol-induced monocyte-endothelial cell interaction by inhibiting the surface expression of adhesion molecules. Atherosclerosis 180 (2005), 19–25.
64. Nakazawa, T., Xui, N., Hesong, Z., Kinoshita, M., Chiba, T., Kaneko, E., Yui, K., Shimokado, K., Danshen inhibits oxysterol-induced endothelial cell apoptosis in vivo. J. Atheroscler. Thromb. 12 (2005), 132–137.
65. Niki, E., Role of vitamin E as a lipid-soluble peroxyl radical scavenger: in vitro and in vivo evidence. Free Radic. Biol. Med. 66 (2014), 3–12.
66. Niture, S.K., Khatri, R., Jaiswal, A.K., Regulation of Nrf2-an update. Free Radic. Biol. Med. 66 (2014), 36–44.
67. Nury, T., Zarrouk, A., Vejux, A., Doria, M., Riedinger, J.M., Delage-Mourroux, R., Lizard, G., Induction of oxiapoptophagy, amixed mode of cell death associated with oxidative stress, apoptosis and autophagy, on 7-ketocholesterol-treated 158N murine oligodendrocytes: Impairment by α-tocopherol. Biochem. Biophys. Res. Comm. 446 (2014), 714–719.
68. Nury, T., Zarrouk, A., Mackrill, J.J., Samadi, M., Durand, P., Riedinger, J.-M., Doria, M., Vejux, A., Limagne, E., Delmas, D., Prost, M., Moreau, T., Hammami, M., Delage-Mourroux, R., O'Brien, N.M., Lizard, G., Induction of oxiapoptophagy on 158N murine oligodendrocytes treated by 7-ketocholesterol-, 7β-hydroxycholesterol-, or 24(S)-hydroxycholestrol: Protective effects of α-tocopherol and docosahexaenoic acid (DHA; C22:6 n-3). Steroids 99 (2015), 194–203.
69. O'Callaghan, Y., Foley, D.A., O'Connell, N.M., McCarthy, F.O., Maguire, A.R., O'Brien, N.M., Cytotoxic an apoptotic effects of the oxidized derivatives of stigmasterol in the U937 human monocytic cell line. J. Agric. Food Chem. 58 (2010), 10793–10798.
70. O'Callaghan, Y., McCarthy, F.O., O'Brien, N.M., Recent advances in phytosterols oxidation products. Biochem. Biophys. Res. Comm. 446 (2014), 789–791.
71. O'sullivan, A.J., O'Callaghan, Y.C., Woods, J.A., O'Brien, N.M., Toxicity of cholesterol oxidation products to Caco-2 and HepG2 cells: modulatory effects of α- and γ-tocopherol. J. Appl. Toxicol. 23 (2003), 191–197.
72. Ohtani, K., Miyabara, K., Okamoto, E., Kamei, M., Matsui-Yuasa, I., Cytotoxicity of 7-ketocholesterol toward cultured rat hepatocytes and the effect of vitamin E. Biosci. Biotech. Biochem. 60 (1996), 1989–1993.
73. Olkkonen, V.M., Hynynen, R., Interactions of oxysterols with membranes and proteins. Mol. Aspects Med. 30 (2009), 123–133.
74. Otaegui-Arrazola, A., Menéndez-Carreño, M., Ansorena, D., Astiasarán, I., Oxysterols. A world to explore. Food Chem. Toxicol. 48 (2010), 3289–3303.
75. Palozza, P., Serini, S., Verdecchia, S., Ameruso, M., Trombino, S., Picci, N., Monego, G., Ranelletti, F.O., Redox regulation of 7-ketocholesterol-induced apoptosis by β-carotene in human macrophages. Free Rad. Biol. Med. 42 (2007), 1579–1590.
76. Palozza, P., Simone, R., Catalano, A., Bonisegna, A., Böhm, V., Fröhlich, K., Mele, M.C., Monego, G., Ranelletti, F.O., Lycopene prevents 7-ketocholesterol-induced oxidative stress, cell cycle arrest and apoptosis in human macrophages. J. Nutr. Biochem. 21 (2010), 34–46.
77. Palozza, P., Simone, R., Catalano, A., Monego, G., Barini, A., Mele, M.C., Parrone, N., Trombino, S., Picci, N., Ranelletti, F.O., Lycopene prevention of oxysterol-induced proinflammatory cytokine cascade in human macrophages: inhibition of NF-κB nuclear binding and increase in PPARγ expression. J. Nutr. Biochem. 22 (2011), 259–268.
78. Poli, G., Biasi, F., Potential modulation of cancer progression by oxysterols. Mol. Aspects Med. 49 (2016), 47–48.
79. Poli, G., Leonarduzzi, G., Biasi, F., Chiarpotto, E., Oxidative stress and cell signaling. Curr. Med. Chem. 11 (2004), 1163–1182.
80. Poli, G., Biasi, F., Leonarduzzi, G., Oxysterols in the pathogenesis of major chronic diseases. Redox Biol. 1 (2013), 125–130.
81. Ragot, K., Delmas, D., Athias, A., Nury, T., Baarine, M., Lizard, G., (-Tocopherol impairs 7-ketocholesterol-induced caspase-3 dependent apoptosis involving GSK-3 activation and Mcl-1 degradation on 158N murine oligodendrocytes. Chem. Phys. Lipids 164 (2011), 469–478.
82. Ragot, K., Mackrill, J.J., Zarrouk, A., Nury, T., Aires, V., Jacquin, A., Athias, A., Pais de Barros, J.-P., Vejux, A., Riedinger, J.-M., Delmas, D., Lizard, G., Absence of correlation between oxysterol accumulation in lipid raft microdomains, calcium increase, and apoptosis induction on 158N murine oligodendrocytes. Biochem. Pharmacol. 86 (2013), 67–79.
83. Rodriguez-Estrada, M.T., Garcia-Llatas, G., Lagarda, M.J., 7-Ketocholesterol as marker of cholesterol oxidation in model and food systems: when and how. Biochem. Biophys. Res. Commun. 446 (2014), 792–797.
84. Rosenblat, M., Aviram, M., Oxysterol activation of macrophage NAPH-oxidase enhances cell-mediated oxidation of LDL in the atherosclerotic apolipoprotein E deficient mouse: inhibitory role for vitamin E. Atherosclerosis 160 (2002), 69–80.
85. Roussi, S., Winter, A., Gosse, F., Werner, D., Zhang, X., Marchioni, E., Geoffroy, P., Miesch, M., Raul, F., Different apoptotic mechanisms are involved in the antiproliferative effects of 7b-hydroxysitosterol and 7b-hydroxycholesterol in human colon cancer cells. Cell Death Differ. 12 (2005), 128–135.
86. Roussi, S., Gossé, F., Aoudé-Werner, D., Zhang, X., Geoffroy, P., Miesch, M., Marchioni, E., Raul, F., Perturbation of polyamine metabolism and its relation to cell death in human colon cancer cells treated by 7beta-hydroxycholesterol and 7beta-hydroxysitosterol. Int. J. Oncol. 29 (2006), 1549–1555.
87. Roussi, S., Gossé, F., Aoudé-Werner, D., Zhang, Z., Marchioni, E., Geoffroy, P., Miesch, M., Raul, F., Mitochondrial perturbation, oxidative stress and lysosomal destabilization are involved in 7β-hydroxysitosterol and 7β-hydroxycholesterol triggered apoptosis in human colon cancer cells. Apoptosis 12 (2007), 87–96.
88. Ruiz, E., Padilla, E., Redondo, S., Gordillo-Moscoso, A., Tejerina, T., Kaempferol inhibits apoptosis in vascular smooth muscle induced by a component of oxidized LDL. Eur. J. Pharmacol. 529 (2006), 79–83.
89. Ryan, E., Chopra, J., McCarthy, F., Maguire, A.R., O'Brien, N.M., Qualitative and quantitative comparison of the cytotoxic and apoptotic potential of phytosterol oxidation products with their corresponding cholesterol oxidation products. Br. J. Nutr. 94 (2005), 443–451.
90. Ryan, E., McCarthy, F.O., Maguire, A.R., O'Brien, N.M., Phytosterol oxidation products: their formation, occurrence, and biological effects. Food Rev. Int. 25 (2009), 157–174.
91. Sevanian, A., Seraglia, R., Traldi, P., Rossato, P., Ursini, F., Hodis, H., Analysis of plasma cholesterol oxidation products using gas- and high performance liquid chromatography/mass spectrometry. Free Radic. Biol. Med. 17 (1994), 397–409.
92. Shao, D., Segal, A.W., Dekker, L.V., Lipid rafts determine efficiency of NADPH oxidase activation in neutrophils. FEBS Lett. 550 (2003), 101–106.
93. Smith, L.L., Johnson, B.H., Biological activities of oxysterols. Free Radic. Biol. Med. 7 (1989), 285–332.
94. Solomon, A., Kareholt, I., Ngandu, T., Winblad, B., Nissinen, A., Tuomilehto, J., et al. Serum cholesterol changes after midlife and late-life cognition: twenty- one-year follow-up study. Neurology 68 (2007), 751–756.
95. Sottero, B., Gamba, P., Gargiulo, S., Leonarduzzi, G., Poli, G., Cholesterol oxidation products and disease: an emerging topic of interest in medicinal chemistry. Curr. Med. Chem. 16 (2009), 685–705.
96. Spagnuolo, C., Napolitano, M., Tedesco, I., Moccia, S., Milito, A., Russo, G.L., Neuroprotective role of natural polyphenols. Curr. Top. Med. Chem. 16 (2016), 1943–1950.
97. Stintzing, F.C., Carle, R., Cactus stems (Opuntia spp.): a review of their chemistry technology, and uses. Mol. Nutr. Food Res. 49 (2005), 175–194.
98. Stocker, R., Keaney, J.F., Role of oxidative modifications in atherosclerosis. Physiol. Rev. 84 (2004), 1381–1478.
99. Strack, D., Vogt, T., Schliemann, W., Recent advances in betalain research. Phytochemistry 62 (2003), 247–249.
100. Tang, R., Huang, K., Inhibiting effect of selenium in oxysterols-induced apoptosis of rat vascular smooth muscle cells. J. Inorg. Biochem. 98 (2004), 1678–1685.
101. Tang, R., Liu, H., Wang, T., Huang, K., Mechanisms of selenium inhibition of cell apoptosis induced by oxysterols in rat vascular smooth muscle cells. Arch. Biochem. Biophys. 441 (2005), 16–24.
102. Tesoriere, L., Allegra, M., Butera, D., Livrea, M.A., Absorption, excretion, and distribution of dietary antioxidant betalains in LDLs: potential health effects of betalains in humans. Am. J. Clin. Nutr. 80 (2004), 941–945.
103. Tesoriere, L., Allegra, M., Butera, D., Gentile, C., Livrea, M.A., Cytoprotective effects of the antioxidant phytochemical indicaxanthin in beta-thalassemia red blood cells. Free Radic. Res. 40 (2006), 753–761.
104. Tesoriere, L., Allegra, M., Butera, D., Gentile, C., Livrea, M.A., Kinetics of the lipoperoxyl radical-scavenging activity of indicaxanthin in solution and unilamellar liposomes. Free Radic. Res. 41 (2007), 226–233.
105. 2+ increase and oxidative stress. Br. J. Nutr. 110 (2013), 230–240.
106. Tesoriere, L., Attanzio, A., Allegra, M., Gentile, C., Livrea, M.A., Indicaxanthin inhibits NADPH oxidase (NOX)-1 activation and NF-kB-dependent release of inflammatory mediators and prevents the increase of the epithelial permeability in IL-1b-exposed Caco2 cells. Br. J. Nutr. 111 (2013), 415–423.
107. Tesoriere, L., Attanzio, A., Allegra, M., Cilla, A., Gentile, C., Livrea, M.A., Oxysterol mixture in hypercholesterolemia-relevant proportion causes oxidative stress-dependent eryptosis. Cell Physiol. Biochem. 34 (2014), 1075–1089.
108. Tesoriere, L., Attanzio, A., Allegra, M., Livrea, M.A., Dietary indicaxanthin from cactus pear (Opuntia ficus-indica L: Mill) fruit prevents eryptosis induced by oxysterols in a hypercholesterolaemia-relevant proportion and adhesion of human erythrocytes to endothelial cell layers. Br. J. Nutr. 114 (2015), 368–375.
109. Testa, G., Gamba, P., Badilli, U., Gargiulo, S., Maina, M., Guina, T., Calfapietra, S., Biasi, F., Cavalli, R., Poli, G., Leonarduzzi, G., Loading into nanoparticles improves quercetin's efficacy in preventing neuroinflammation induced by oxysterols. PLoS One, 9, 2014, e96795.
110. Uemura, M., Hiroki, M., Yoshida, N., Fujita, N., Ochiai, J., Matsumoto, N., Takagi, T., Yoshikawa, T., α-Tocopherol prevents apoptosis of vascular endothelial cells via a mechanism exceeding that of mere antioxidation. Eur. J. Pharmacol. 456 (2002), 29–37.
111. Vanmierlo, T., Husche, C., Schött, H.F., Petterson, H., Lütjohann, D., Plant sterol oxidation products −Analogs to cholesterol oxidation products from plant origin?. Biochimie 95 (2013), 464–472.
112. Vauzour, D., Rodriguez-Mateos, A., Corona, G., Oruna-Concha, M.J., Spencer, J.P., Polyphenols and human health: prevention of disease and mechanisms of action. Nutrients 2 (2010), 1106–1131.
113. Vejux, A., Lizard, G., Cytotoxic effects of oxysterols associated with human diseases Induction of cell death (apoptosis and/or oncosis), oxidative and inflammatory activities, and phospholipidosis. Mol. Aspects Med. 30 (2009), 153–170.
114. Vejux, A., Malvitte, L., Lizard, G., Side effects of oxysterols: cytotoxicity oxidation, inflammation, and phospholipidosis. Braz. J. Med. Biol. Res. 41 (2008), 545–556.
115. Vejux, A., Guyot, S., Montagne, T., Riedinger, J.-M., Kahn, E., Lizard, G., Phospholipidosis and down-regulation of the PI3-K/PDK-1/Akt signaling pathway are vitamin E inhibitable events associated with 7-ketocholesterol-induced apoptosis. J. Nutr. Biochem. 20 (2009), 45–61.
116. Visioli, F., De La Lastra, C.A., Andres-Lacueva, C., Aviram, M., Calhau, C., Cassano, A., D'Archivio, M., Faria, A., Favé, G., Fogliano, V., Llorach, R., Vitaglione, P., Zoratti, M., Edeas, M., Polyphenols and human health: a prospectus. Crit. Rev. Food Sci. Nutr. 51 (2011), 524–546.
117. Vurusaner, B., Leonarduzzi, G., Gamba, P., Poli, G., Basaga, H., Oxysterols and mechanisms of survival signaling. Mol. Aspects Med. 49 (2016), 8–22.
118. Wada, S., Cancer preventive effects of vitamin E. Curr Pharm. Biotechnol. 13 (2012), 156–164.
119. Wang, X., Quinn, P.J., Vitamin E and its function in membranes. Prog. Lipid Res. 38 (1999), 309–336.
120. Zarrouk, A., Vejux, A., Mackrill, J., O'Callaghan, Y., Hammami, M., O'Brien, N., Lizard, G., Involvement of oxysterols in age-related diseases. Ageing Res. Rev. 18 (2014), 148–162.
121. Zhang, P.Y., Xu, X., Li, X.C., Cardiovascular diseases: oxidative damage and antioxidant protection. Eur. Rev. Med. Pharmacol. Sci. 18 (2014), 3091–3096.
122. Zhang, Y.-J., Gan, R.-Y., Li, S., Zhou, Y., Li, A.-N., Xu, D.-P., Li, H.-B., Antioxidant phytochemicals for the prevention and treatment of chronic diseases. Molecules 20 (2015), 21138–21156.