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Research Article

Mechanisms of Action of Phenolic Compounds in Olive

, &
Pages 96-109 | Received 07 Nov 2011, Accepted 02 Apr 2012, Published online: 18 May 2012

REFERENCES

  • Andjelkovic M, Van Camp J, Pedra M, Renders K, Socaciu C, Verhe R. Correlations of the phenolic compounds and the phenolic content in some Spanish and French olive oils. J Agric Food Chem. 2008;56(13):5181–5187.
  • Angerosa F, Servili M, Selvaggini R, Taticchi A, Esposto S, Montedoro G. Volatile compounds in virgin olive oil: occurrence and their relationship with the quality. J Chromatogr A. 2004;1054(1–2):17–31.
  • Arlorio M, Coisson JD, Bordiga M, Travaglia F, Garino C, Zuidmeer L, Van Ree R, Giuffrida MG, Conti A, Martelli A. Olive oil adulterated with hazelnut oils: simulation to identify possible risks to allergic consumers. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2010;27(1):11–18.
  • Ashikawa JK, Anderson OK. Postirradiation protection of x-irradiated mice with olive oil. Radiat Res. 1960;13:99–107.
  • Beauchamp GK, Keast RS, Morel D, Lin J, Pika J, Han Q, Lee CH, Smith AB, Breslin PA. Phytochemistry: ibuprofen-like activity in extra-virgin olive oil. Nature 2005;437(7055):45–46.
  • Benavente-Garcia O, Castillo J, Lorente J, Alcaraz M. Radioprotective effects in vivo of phenolics extracted from Olea europaea L. leaves against X-ray-induced chromosomal damage: comparative study versus several flavonoids and sulfur-containing compounds. J Med Food 2002;5(3):125–135.
  • Berliner JA, Territo MC, Sevanian A, Ramin S, Kim JA, Bamshad B, Esterson M, Fogelman AM. Minimally modified low density lipoprotein stimulates monocyte endothelial interactions. J Clin Invest. 1990;85(4):1260–1266.
  • Bosetti C, Gallus S, Trichopoulou A, Talamini R, Franceschi S, Negri E, &La Vecchia C. Influence of the Mediterranean diet on the risk of cancers of the upper aerodigestive tract. Cancer Epidemiol Biomarkers Prev. 2003;12(10):1091–1094.
  • Bosetti C, La Vecchia C, Talamini R, Negri E, Levi F, Dal Maso L, Franceschi S. Food groups and risk of squamous cell esophageal cancer in northern Italy. Int J Cancer 2000;87(2):289–294.
  • Bosetti C, La Vecchia C, Talamini R, Simonato L, Zambon P, Negri E, Trichopoulos D, Lagiou P, Bardini R, Franceschi S. Food groups and laryngeal cancer risk: a case-control study from Italy and Switzerland. Int J Cancer 2002;100(3):355–360.
  • Bosetti C, Negri E, Franceschi S, Talamini R, Montella M, Conti E, Lagiou P, Parazzini F, La Vecchia C. Olive oil, seed oils and other added fats in relation to ovarian cancer (Italy). Cancer Causes Control 2002;13(5):465–470.
  • Brenes M, Garcia A, Garcia P, Garrido A. Rapid and complete extraction of phenols from olive oil and determination by means of a coulometric electrode array system. J Agric Food Chem. 2000;48(11):5178–5183.
  • Brockbank EM. Injection of Olive Oil for Removal of Impacted Biliary Calculi. Br Med J. 1895;1(1790):865–866.
  • Carluccio MA, Siculella L, Ancora MA, Massaro M, Scoditti E, Storelli C, Visioli F, Distante A, De Caterina R. Olive oil and red wine antioxidant polyphenols inhibit endothelial activation: antiatherogenic properties of Mediterranean diet phytochemicals. Arterioscler Thromb Vasc Biol. 2003;23(4):622–629.
  • Cicero AF, Nascetti S, Lopez-Sabater MC, Elosua R, Salonen JT, Nyyssonen K, Poulsen HE, Zunft HJ, Kiesewetter H, de la Torre K, Covas MI, Kaikkonen J, Mursu J, Koenbick C, Baumler H, Gaddi AV. Changes in LDL fatty acid composition as a response to olive oil treatment are inversely related to lipid oxidative damage: The EUROLIVE study. J Am Coll Nutr. 2008;27(2):314–320.
  • Cook NR, Cole SR, Hennekens CH. Use of a marginal structural model to determine the effect of aspirin on cardiovascular mortality in the Physicians’ Health Study. Am J Epidemiol. 2002;155(11):1045–1053.
  • Corona G, Deiana M, Incani A, Vauzour D, Dessi MA, Spencer JP. Inhibition of p38/CREB phosphorylation and COX-2 expression by olive oil polyphenols underlies their anti-proliferative effects. Biochem Biophys Res Commun. 2007;362(3):606–611.
  • Covas MI, de la Torre K, Farre-Albaladejo M, Kaikkonen J, Fito M, Lopez-Sabater C, Pujadas-Bastardes MA, Joglar J, Weinbrenner T, Lamuela-Raventos RM, de la Torre R. Postprandial LDL phenolic content and LDL oxidation are modulated by olive oil phenolic compounds in humans. Free Radic Biol Med. 2006;40(4):608–616.
  • Covas MI, Miro-Casas E, Fito M, Farre-Albadalejo M, Gimeno E, Marrugat J, De La Torre R. Bioavailability of tyrosol, an antioxidant phenolic compound present in wine and olive oil, in humans. Drugs Exp Clin Res. 2003;29(5–6):203–206.
  • Covas MI, Nyyssonen K, Poulsen HE, Kaikkonen J, Zunft HJ, Kiesewetter H, Gaddi A, de la Torre R, Mursu J, Baumler H, Nascetti S, Salonen JT, Fito M, Virtanen J, Marrugat J. The effect of polyphenols in olive oil on heart disease risk factors: a randomized trial. Ann Intern Med. 2006;145(5):333–341.
  • Cronin-Fenton DP, Pedersen L, Lash TL, Friis S, Baron JA, Sorensen HT. Prescriptions for selective cyclooxygenase-2 inhibitors, non-selective non-steroidal anti-inflammatory drugs, and risk of breast cancer in a population-based case-control study. Breast Cancer Res. 2009;12(2): R15.
  • de la Puerta R, Ruiz Gutierrez V, Hoult JR. Inhibition of leukocyte 5-lipoxygenase by phenolics from virgin olive oil. Biochem Pharmacol. 1999;57(4):445–449.
  • Dell'Agli M, Fagnani R, Mitro N, Scurati S, Masciadri M, Mussoni L, Galli GV, Bosisio E, Crestani M, De Fabiani E, Tremoli E, Caruso D. Minor components of olive oil modulate proatherogenic adhesion molecules involved in endothelial activation. J Agric Food Chem. 2006;54(9):3259–3264.
  • Fabiani R, De Bartolomeo A, Rosignoli P, Servili M, Montedoro GF, Morozzi G. Cancer chemoprevention by hydroxytyrosol isolated from virgin olive oil through G1 cell cycle arrest and apoptosis. Eur J Cancer Prev. 2002;11(4):351–358.
  • Fabiani R, Rosignoli P, De Bartolomeo A, Fuccelli R, Morozzi G. Inhibition of cell cycle progression by hydroxytyrosol is associated with upregulation of cyclin-dependent protein kinase inhibitors p21(WAF1/Cip1) and p27(Kip1) and with induction of differentiation in HL60 cells. J Nutr. 2008a;138(1):42–48.
  • Fabiani R, Rosignoli P, De Bartolomeo A, Fuccelli R, Servili M, Montedoro GF, Morozzi G. Oxidative DNA damage is prevented by extracts of olive oil, hydroxytyrosol, and other olive phenolic compounds in human blood mononuclear cells and HL60 cells. J Nutr. 2008b;138(8):1411–1416.
  • Fernandez-Bolanos J, Rodriguez G, Rodriguez R, Heredia A, Guillen R, Jimenez A. Production in large quantities of highly purified hydroxytyrosol from liquid-solid waste of two-phase olive oil processing or “Alperujo”. J Agric Food Chem. 2002;50(23):6804–6811.
  • Franceschi S, Favero A, Conti E, Talamini R, Volpe R, Negri E, Barzan L, La Vecchia C. Food groups, oils and butter, and cancer of the oral cavity and pharynx. Br J Cancer 1999;80(3–4):614–620.
  • Gackowski D, Banaszkiewicz Z, Rozalski R, Jawien A, Olinski R. Persistent oxidative stress in colorectal carcinoma patients. Int J Cancer 2002;101(4):395–397.
  • Galeone C, Talamini R, Levi F, Pelucchi C, Negri E, Giacosa A, Montella M, Franceschi S, &La Vecchia C. Fried foods, olive oil and colorectal cancer. Ann Oncol. 2007;18(1):36–39.
  • Gomez Caravaca AM, Carrasco Pancorbo A, Canabate Diaz B, Segura Carretero A, Fernandez Gutierrez A. Electrophoretic identification and quantitation of compounds in the polyphenolic fraction of extra-virgin olive oil. Electrophoresis 2005;26(18):3538–3551.
  • Gonzalez-Santiago M, Fonolla J, Lopez-Huertas E. Human absorption of a supplement containing purified hydroxytyrosol, a natural antioxidant from olive oil, and evidence for its transient association with low-density lipoproteins. Pharmacol Res. 2010;61(4):364–370.
  • Gonzalez-Santiago M, Martin-Bautista E, Carrero JJ, Fonolla J, Baro L, Bartolome MV, Gil-Loyzaga P, Lopez-Huertas E. One-month administration of hydroxytyrosol, a phenolic antioxidant present in olive oil, to hyperlipemic rabbits improves blood lipid profile, antioxidant status and reduces atherosclerosis development. Atherosclerosis 2006;188(1):35–42.
  • Goodhart JF. Remarks on Gall Stones and on their Treatment by the Administration of Large Doses of Olive Oil. Br Med J. 1892;1(1622):219–222.
  • Gounelle H, Fontan P, Demarne M. Olive oil and blood cholesterol levels. Am J Clin Nutr. 1962;10:119–123.
  • Gubb AS. A Case of Hepatic Colic Cured by the Ingestion of Olive Oil. Br Med J 1895;1(1790):865.
  • Guichard C, Pedruzzi E, Fay M, Marie JC, Braut-Boucher F, Daniel F, Grodet A, Gougerot-Pocidalo MA, Chastre E, Kotelevets L, Lizard G, Vandewalle A, Driss F, Ogier-Denis E. Dihydroxyphenylethanol induces apoptosis by activating serine/threonine protein phosphatase PP2A and promotes the endoplasmic reticulum stress response in human colon carcinoma cells. Carcinogenesis 2006;27(9):1812–1827.
  • Han J, Talorete TP, Yamada P, Isoda H. Anti-proliferative and apoptotic effects of oleuropein and hydroxytyrosol on human breast cancer MCF-7 cells. Cytotechnology 2009;59(1):45–53.
  • Harris RE, Beebe-Donk J, Alshafie GA. Similar reductions in the risk of human colon cancer by selective and nonselective cyclooxygenase-2 (COX-2) inhibitors. BMC Cancer 2008;8:237.
  • Harris RE, Beebe-Donk J, Doss H, Burr Doss D. Aspirin, ibuprofen, and other non-steroidal anti-inflammatory drugs in cancer prevention: a critical review of non-selective COX-2 blockade (review). Oncol Rep. 2005;13(4):559–583.
  • Hennekens CH. Update on aspirin in the treatment and prevention of cardiovascular disease. Am J Manag Care 2002;8(Suppl. 22):S691–700.
  • Henriksen T, Mahoney EM, Steinberg D. Enhanced macrophage degradation of low density lipoprotein previously incubated with cultured endothelial cells: recognition by receptors for acetylated low density lipoproteins. Proc Natl Acad Sci USA. 1981;78(10):6499–6503.
  • Hornstra G, Lussenburg RN. Relationship between the type of dietary fatty acid and arterial thrombosis tendency in rats. Atherosclerosis 1975;22(3):499–516.
  • Horsley JS. On the Use of Olive Oil in Blood-Vessel Suturing. Ann Surg. 1918;67(4):468–470.
  • Karon JM, Parker RA. Re: “The diet and 15-year death rate in the Seven Countries Study”. Am J Epidemiol. 1988;128(1):238–241.
  • Katan MB, Zock PL, Mensink RP. Effects of fats and fatty acids on blood lipids in humans: an overview. Am J Clin Nutr. 1994;60(Suppl. 6):1017S–1022S.
  • Katan MB, Zock PL, Mensink RP. Dietary oils, serum lipoproteins, and coronary heart disease. Am J Clin Nutr. 1995;61(Suppl. 6):1368S–1373S.
  • Keys A. Coronary heart disease in seven countries. Summary. Circulation 1970;41(Suppl. 4):I186–195.
  • Keys A, Aravanis C, Blackburn HW, Van Buchem FS, Buzina R, Djordjevic BD, Dontas AS, Fidanza F, Karvonen MJ, Kimura N, Lekos D, Monti M, Puddu V, Taylor HL. Epidemiological studies related to coronary heart disease: characteristics of men aged 40–59 in seven countries. Acta Med Scand Suppl. 1966;460:1–392.
  • Keys A, Menotti A, Karvonen MJ, Aravanis C, Blackburn H, Buzina R, Djordjevic BS, Dontas AS, Fidanza F, Keys MH et al. The diet and 15-year death rate in the seven countries study. Am J Epidemiol. 1986;124(6):903–915.
  • Kiritsakis A, Markakis P. Olive oil: a review. Adv Food Res. 1987;31:453–482.
  • La Vecchia C, Bosetti C. Diet and cancer risk in Mediterranean countries: open issues. Public Health Nutr. 2006;9(8A):1077–1082.
  • la Vecchia C, Negri E, Franceschi S, Decarli A, Giacosa A, Lipworth L. Olive oil, other dietary fats, and the risk of breast cancer (Italy). Cancer Causes Control 1995;6(6):545–550.
  • Lala PK, Chakraborty C. Role of nitric oxide in carcinogenesis and tumour progression. Lancet Oncol. 2001;2(3):149–156.
  • Lipworth L, Martinez ME, Angell J, Hsieh CC, Trichopoulos D. Olive oil and human cancer: an assessment of the evidence. Prev Med. 1997;26(2):181–190.
  • Lucas L, Russell A, Keast R. Molecular mechanisms of inflammation: anti-inflammatory benefits of virgin olive oil and the phenolic compound oleocanthal. Curr Pharm Des. 2011;17(8):754–768.
  • Machowetz A, Poulsen HE, Gruendel S, Weimann A, Fito M, Marrugat J, de la Torre R, Salonen JT, Nyyssonen K, Mursu J, Nascetti S, Gaddi A, Kiesewetter H, Baumler H, Selmi H, Kaikkonen J, Zunft HJ, Covas MI, Koebnick C. Effect of olive oils on biomarkers of oxidative DNA stress in Northern and Southern Europeans. FASEB J. 2007;21(1):45–52.
  • Mahmud SM, Franco EL, Turner D, Platt RW, Beck P, Skarsgard D, Tonita J, Sharpe C, Aprikian AG. Use of non-steroidal anti-inflammatory drugs and prostate cancer risk: a population-based nested case-control study. PLoS One 2011;6(1): e16412.
  • Maiuri MC, De Stefano D, Di Meglio P, Irace C, Savarese M, Sacchi R, Cinelli MP, Carnuccio R. Hydroxytyrosol, a phenolic compound from virgin olive oil, prevents macrophage activation. Naunyn Schmiedebergs Arch Pharmacol. 2005;371(6):457–465.
  • Manna C, Galletti P, Cucciolla V, Moltedo O, Leone A, Zappia V. The protective effect of the olive oil polyphenol (3,4-dihydroxyphenyl)-ethanol counteracts reactive oxygen metabolite-induced cytotoxicity in Caco-2 cells. J Nutr. 1997;127(2):286–292.
  • Manna C, Napoli D, Cacciapuoti G, Porcelli M, Zappia V. Olive oil phenolic compounds inhibit homocysteine-induced endothelial cell adhesion regardless of their different antioxidant activity. J Agric Food Chem. 2009;57(9):3478–3482.
  • Marrugat J, Covas MI, Fito M, Schroder H, Miro-Casas E, Gimeno E, Lopez-Sabater MC, de la Torre R, Farre M. Effects of differing phenolic content in dietary olive oils on lipids and LDL oxidation–a randomized controlled trial. Eur J Nutr. 2004;43(3):140–147.
  • Marsilio V, Campestre C, Lanza B. Phenolic compounds change during California-style ripe olive processing. Food Chem. 2001;74(1):55–60.
  • Mustafa A, Kruger WD. Suppression of tumor formation by a cyclooxygenase-2 inhibitor and a peroxisome proliferator-activated receptor gamma agonist in an in vivo mouse model of spontaneous breast cancer. Clin Cancer Res. 2008;14(15):4935–4942.
  • Nakahara W. Studies on lymphoid activity: Vi. Immunity to transplanted cancer induced by injection of olive oil. J Exp Med. 1922;35(4):493–505.
  • Novikova NA. The effect of oleic acid sodium salt on the course of experimental atherosclerosis in rabbits. Vopr Pitan. 1968;27(4):82–83.
  • Pelucchi C, Bosetti C, Negri E, Lipworth L, La Vecchia C. Olive oil and cancer risk: an update of epidemiological findings through 2010. Curr Pharm Des. 2011;17(8):805–812.
  • Perona JS, Cabello-Moruno R, Ruiz-Gutierrez V. The role of virgin olive oil components in the modulation of endothelial function. J Nutr Biochem. 2006;17(7):429–445.
  • Petroni A, Blasevich M, Papini N, Salami M, Sala A, Galli C. Inhibition of leukocyte leukotriene B4 production by an olive oil-derived phenol identified by mass-spectrometry. Thromb Res. 1997;87(3):315–322.
  • Petroni A, Blasevich M, Salami M, Papini N, Montedoro GF, Galli C. Inhibition of platelet aggregation and eicosanoid production by phenolic components of olive oil. Thromb Res. 1995;78(2):151–160.
  • Peyrot des Gachons C, Uchida K, Bryant B, Shima A, Sperry JB, Dankulich-Nagrudny L, Tominaga M, Smith AB, 3rd, Beauchamp GK, Breslin PA. Unusual pungency from extra-virgin olive oil is attributable to restricted spatial expression of the receptor of oleocanthal. J Neurosci. 2011;31(3):999–1009.
  • Rafehi H, Smith AJ, Balcerczyk A, Ziemann M, Ooi J, Loveridge SJ, Baker EK, El-Osta A, Karagiannis TC. Investigation into the biological properties of the olive polyphenol, hydroxytyrosol: mechanistic insights by genome-wide mRNA-Seq analysis. Genes Nutr. 2011.
  • Rainis T, Maor I, Lanir A, Shnizer S, Lavy A. Enhanced oxidative stress and leucocyte activation in neoplastic tissues of the colon. Dig Dis Sci. 2007;52(2):526–530.
  • Ramli US, Baker DS, Quant PA, Harwood JL. Control mechanisms operating for lipid biosynthesis differ in oil-palm (Elaeis guineensis Jacq.) and olive (Olea europaea L.) callus cultures. Biochem J. 2002;364(Pt 2):385–391.
  • Ranalli A, Ferrante ML, De Mattia G, Costantini N. Analytical evaluation of virgin olive oil of first and second extraction. J Agric Food Chem. 1999;47(2):417–424.
  • Riley FR. Olive oil production on bronze age Crete: nutritional properties, processing methods and storage life of Minoan olive oil. Oxford Journal of Archaeology 2002;21(1):63–75.
  • Ross R. The pathogenesis of atherosclerosis: a perspective for the 1990s. Nature 1993;362(6423):801–809.
  • Ross R. Atherosclerosis is an inflammatory disease. Am Heart J. 1999;138(5 Pt 2): S419–420.
  • Rotondi A, Bendini A, Cerretani L, Mari M, Lercker G, Toschi TG. Effect of olive ripening degree on the oxidative stability and organoleptic properties of cv. Nostrana di Brisighella extra virgin olive oil. J Agric Food Chem. 2004;52(11):3649–3654.
  • Salami M, Galli C, De Angelis L, Visioli F. Formation of F2-isoprostanes in oxidized low density lipoprotein: inhibitory effect of hydroxytyrosol. Pharmacol Res. 1995;31(5):275–279.
  • Sassani A, Mirchamsy H, Shafyi A, Ahourai P, Razavi J, Gholami MR, Mohammadi A, Ezzi A, Rahmani M, Fateh G et al. Development of a new live attenuated mumps virus vaccine in human diploid cells. Biologicals 1991;19(3):203–211.
  • Steinberg D. Low density lipoprotein oxidation and its pathobiological significance. J Biol Chem. 1997;272(34):20963–20966.
  • Stephenson WH. Treatment of Gall Stones by Large Doses of Olive Oil. Br Med J. 1895;1(1795):1144.
  • Stevens FA. The Bactericidal and Photochemical Properties of Irradiated Cod Liver Oil and an Ozonide of Olive Oil. J Bacteriol. 1936;32(1):47–56.
  • Toshima S, Hasegawa A, Kurabayashi M, Itabe H, Takano T, Sugano J, Shimamura K, Kimura J, Michishita I, Suzuki T, Nagai R. Circulating oxidized low density lipoprotein levels. A biochemical risk marker for coronary heart disease. Arterioscler Thromb Vasc Biol. 2000;20(10):2243–2247.
  • Trichopoulou A, Lagiou P, Kuper H, Trichopoulos D. Cancer and Mediterranean dietary traditions. Cancer Epidemiol Biomarkers Prev. 2000;9(9):869–873.
  • Vane JR, Bakhle YS, Botting RM. Cyclooxygenases 1 and 2. Annu Rev Pharmacol Toxicol. 1998;38:97–120.
  • Vane JR, Botting RM. Mechanism of action of nonsteroidal anti-inflammatory drugs. Am J Med 1998;104(3A):2S–8S; discussion 21S-22S.
  • Visioli F, Poli A, Gall C. Antioxidant and other biological activities of phenols from olives and olive oil. Med Res Rev. 2002;22(1):65–75.
  • Vivancos M, Moreno JJ. Effect of resveratrol, tyrosol and beta-sitosterol on oxidised low-density lipoprotein-stimulated oxidative stress, arachidonic acid release and prostaglandin E2 synthesis by RAW 264.7 macrophages. Br J Nutr. 2008;99(6):1199–1207.
  • Wagner H. The fatty acid composition of rats after feeding with butter, margarine, olive oil and sunflower oil. Int Z Vitaminforsch Beih. 1957;28(1–2):192–193.
  • Wallenfeldt K, Fagerberg B, Wikstrand J, Hulthe J. Oxidized low-density lipoprotein in plasma is a prognostic marker of subclinical atherosclerosis development in clinically healthy men. J Intern Med. 2004;256(5):413–420.
  • Zha S, Yegnasubramanian V, Nelson WG, Isaacs WB, De Marzo AM. Cyclooxygenases in cancer: progress and perspective. Cancer Lett. 2004;215(1):1–20.
  • Zrelli H, Matsuoka M, Kitazaki S, Araki M, Kusunoki M, Zarrouk M, Miyazaki H. Hydroxytyrosol induces proliferation and cytoprotection against oxidative injury in vascular endothelial cells: role of Nrf2 activation and HO-1 induction. J Agric Food Chem. 2011;59(9):4473–4482.
  • Zykova TA, Zhu F, Zhai X, Ma WY, Ermakova SP, Lee KW, Bode AM, Dong Z. Resveratrol directly targets COX-2 to inhibit carcinogenesis. Mol Carcinog. 2008;47(10):797–805.

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