Olive Tree and Derivatives: Comparison
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Please note this is a comparison between Version 2 by Lindsay Dong and Version 1 by Gema Nieto.

Olive (Olea europaea) is one of the most extensive crops in the Mediterranean countries, and an important source of extra distinctive compounds that has been widely tested due to its known health benefits. Olive derivatives, such as extra virgin olive oil (EVOO) and olive leaves are rich in antioxidant compounds such as hydroxytyrosol (HXT) and oleuropein and oleic acid, as main monounsaturated fatty acid. Because of HXT molecular structure, its regular consumption reports important beneficial properties such as anti-inflammatory, antimicrobial, antioxidant, and anticancer, which also make this compound a good preservative agent against meat deterioration and spoilage.

  • Olea europaea
  • antioxidant
  • antimicrobial
  • anti-inflammatory
  • hydroxytyrosol

1. Olive Tree and Derivatives

The olive tree (Olea europaea L.) is one of the most extensive crops in the countries that bordered the Mediterranean Sea. Almost six million ha of olive trees are cultivated worldwide, from which the 98% of them are on the Mediterranean countries, especially on Italy, Greece, and Spain. As a matter of fact, one million ha of olive trees are only cultivated in Spain. Fruit and oil obtained from Olea europaea L. have been widely studied for its alimentary use, one of the main pillars of the MD (Figure 1). During the recollection of olive trees and the production of olive oil, huge quantities of olive by-products are generated with no practical applications, which have been studied to their application in cosmetic, pharmaceutical, and food industry. For instance, olive leaves represent the 10% of the weight of olives before processing. Furthermore, this part of the tree is the main site of plant metabolism, where primary and secondary plant products are produced from photosynthesis. For that, olive leaves can be considered potential sources of bioactive compounds, such as oleuropein or HXT.
Foods 10 02611 g001 550
Figure 1. Schematic representation of HXT health benefits and its use as meat preservative.

1.1. Extra Virgin Olive Oil

The main source of HXT is extra virgin olive oil (EVOO), once of the principal ingredients of MD, that is used as cooking fat and salad dressing. EVOO is rich in unsaturated fatty acids (especially oleic) and phenolic groups, as antioxidant substances, followed by tocopherols and carotenes, that are also present [14][1]. The phenols detected in EVOO can be divided into alcohols, acids, flavonoids, lignans and psecoiridoids. In fact, HXT is the most important psecoiridoid in EVOO.
Great variations in the concentration of these antioxidant compounds exist according to one olive oil or another (0.02–600 mg/kg), which can occur due to factors such as the olive variety, ripening, processing or the region and cultivation technique used [15][2]. These compounds are characterized by their antimicrobial, antioxidant, anti-inflammatory, and anti-cancer biological properties. Numerous studies have demonstrated the capacity of EVOO phenolic groups to reduce the excess of free radicals that can cause oxidative damage [16,17,18,19,20,21][3][4][5][6][7][8].

1.2. Hydroxytyrosol

HXT (or 4-(2-dihydroxyphenyl) ethanol) is known to be one of the most powerful natural antioxidant extracts, and it is just below gallic acid [22][9]. In this sense, part of its bioactivity lies in the fact that the fourth carbon of its catechol ring (benezene-1,2-diol) have been substituted by a 2-hydroxyethyl group. Thus, HXT is ten times more antioxidant that green tea and two times more antioxidant than coenzyme Q10 (ubiquinone) and is also effective as anti-inflammatory and antineoplastic compound [22][9]. HXT is a phenylethanoid whose antioxidant properties have been proved in vitro; it is obtained from olive leaves; it is characterized by an intense flavor and aroma; and oleuropein is its precursor [23,24][10][11]. Moreover, the antioxidant capacity in vivo of HXT has been proved in several studies with rats, as in Merra et al. [25][12] or in Lemonakis et al. [26][13], who showed the power of HXT to reduce the risk of suffering from metabolic syndrome. In fact, in the chemical structure of HXT, the compound has an additional hydroxyl group in its benzene ring, compared to tyrosol (TYR). Therefore, it obtains a greater function as a free radical scavenging, which means an increase in its antioxidant power, as well as in its efficacy under stress conditions [26][13].

2. Health Benefits

As a matter of fact, several studies have shown that HXT, which is known to be a highly bioactive ortho-diphenol, has interesting antioxidant and antimicrobial characteristics and important beneficial effects on the cardiovascular system and on several human diseases [13,27,28,29][14][15][16][17]. The list of biological activities turns out to be inexhaustible, including a negative regulation of the immune response, which protects human erythrocytes from hydrogen-peroxide-induced oxidative damage, and anti-inflammatory, antithrombotic, and hypocholesterolemia activities. In addition, it is a powerful monoamine oxidase (MAO-B) inhibitor, which makes HXT a perfect compound for the treatment of Alzheimer’s, Parkinson’s, and other neurological diseases [27,28][15][16]. In addition, HXT has been proved to be a powerful superoxide anion and a hydroxyl radical scavenger. As a result, this compound protects cells located in many parts of the human anatomy from damage and death, which results in a decrease of cell death frequency and a significant prolongation in the mean of the cell life [13][14].
From our last review [22][9], research on the health benefits of the consumption of olive by-products have been growing until today. In this way, cardiovascular benefits have been widely demonstrated by several authors, as in vitro as in vivo, both in animals and humans. For instance, Carnevale et al. [30][18] showed as 10–20 g EVOO per day, following a Mediterranean Diet, reported a decrease in the production of oxidative markers in the post-prandial period in 25 middle-age subjects. After that, Violi et al. [31][19] also showed cardiovascular and anti-diabetic benefits in humans after following a Mediterranean Diet including 10 g EVOO per day. These benefits implied a reduction of blood glucose and the LDL cholesterol, which improved the insulin level while reducing the oxidized LDL in blood. These results agree with Carnevale et al. [33][20], who also showed the same behavior after the intake of 20 mg oleuropein extract per day. In relation to this effect, also in humans, Boronat et al. [40,41][21][22] reported an improve of the endothelial function by the consumption of 25 mg tyrosol extract per day. Furthermore, Davis et al. [32][23] showed lower systolic blood pressure after three and six months in >64 years-old humans (n = 137) who followed a Mediterranean Diet including 14.8 mL EVOO per day. Moreover, this cardiovascular benefit was also observed in mice after an intake of 5 mg HXT/kg/day, which implied a reduction of the oxidative stress even in combination with a high-fat diet [36][24]. In addition, El-azem et al. [37][25] reported a decrease of the oxidized LDL in rats with the consumption of 30 mL EVOO (89.4% HXT), which was also related with the reduction of the size of the tumour in vitro (MCF-7 and MDA-MB-231 breast cancer cell lines). In particular, cardiovascular protection has been also associated to the prevention of steatosis in mice after application of 20 mg HXT/kg/day [35][26]. In addition, 100 µg HXT/day in rats has shown to promote an anti-inflammatory status, which has been also linked with its anti-cancer [43][27] and its anti-sclerosis benefits [34][28]. Besides, the accumulation of HXT in the brain of rats, after an intake of 5 mg/kg/day has suggested its neuroprotective activity by the reduction of the oxidative stress and, hence the protection of neuronal cells [42][29]. Knowing the anti-bacterial and anti-fungal benefits of HXT [38][30] and that this compound can increase de bioavailability of Fe  with a minimum degradation during the digestion [13][14] after its incorporation to a meat product, there are plenty of reasons for incorporating this extract into meat products to extend their shelf life while improving their nutritional properties.

In this way, companies as the Chinese Shandong Bailong Chuandyuan BIO-TECH CO., LTD, the German Willy Benecke GMBH, and the Spanish Coralim ADITIVOS S.L. are experts in organic additives markets. In the same way, there are more companies focused on development, production, and distribution of free additives solutions used by Meat Industry, for example, the Murcian Catalina Food Solutions S.L. (Spain). Other multinational industries also focused on production of natural flavorings, have also aimed their view in Food Industry, such as the Spanish Indukern Food Division, which has developed the Blend-a-Kern CFX, CEX, and CII solutions for the elaboration of manufactured meat products without E numbers, or the Israeli Frutarom Industries LTD., which specializes in the production and distributions of natural extracts obtained from herbs, fruits, and vegetables for flavor and fragrances.

This kind of companies gives the posibility to Meat Industry to elaborate Clean Label meat products. For example, the North American Coleman Natural Foods LLC. is launching a new clean label meat products line, such as beef burgers, chicken sausages, and maple-smoked bacon. Also, the French ActiMeat® is on the look out for Clean Label and Organic products with the aim objective of develop natural, authentic and respectful with environment meat products. In the Spanish market, Domínguez Meat Products, SL. has developed the “Bo&San” line, which includes meat products free of additives and allergens, such as “Spanish cured “chorizo,” bacon, roast ham, Celtic cured ham, and burgers, while Mafriseu S.A. produces traditional manufactured meat products, such as sausages, meatballs, minced meat, Spanish “chorizo,” burgers, “butifarra,” paté, or “fuet,” among others. Also, Noel Alimentaria S. L. sells since several years ago roast ham and roast poultry breast free of additives.

In this way, companies as the Chinese Shandong Bailong Chuandyuan BIO-TECH CO., LTD, the German Willy Benecke GMBH, and the Spanish Coralim ADITIVOS S.L. are experts in organic additives markets. In the same way, there are more companies focused on development, production, and distribution of free additives solutions used by Meat Industry, for example, the Murcian Catalina Food Solutions S.L. (Spain). Other multinational industries also focused on production of natural flavorings, have also aimed their view in Food Industry, such as the Spanish Indukern Food Division, which has developed the Blend-a-Kern CFX, CEX, and CII solutions for the elaboration of manufactured meat products without E numbers, or the Israeli Frutarom Industries LTD., which specializes in the production and distributions of natural extracts obtained from herbs, fruits, and vegetables for flavor and fragrances.

This kind of companies gives the posibility to Meat Industry to elaborate Clean Label meat products. For example, the North American Coleman Natural Foods LLC. is launching a new clean label meat products line, such as beef burgers, chicken sausages, and maple-smoked bacon. Also, the French ActiMeat® is on the look out for Clean Label and Organic products with the aim objective of develop natural, authentic and respectful with environment meat products. In the Spanish market, Domínguez Meat Products, SL. has developed the “Bo&San” line, which includes meat products free of additives and allergens, such as “Spanish cured “chorizo,” bacon, roast ham, Celtic cured ham, and burgers, while Mafriseu S.A. produces traditional manufactured meat products, such as sausages, meatballs, minced meat, Spanish “chorizo,” burgers, “butifarra,” paté, or “fuet,” among others. Also, Noel Alimentaria S. L. sells since several years ago roast ham and roast poultry breast free of additives.

References

  1. Martínez, J.; Nieto, G.; Ros, G. Total antioxidant capacity of meat and meat products consumed in a reference ‘Spanish standard diet’. Int. J. Food Sci. Technol. 2014, 49, 2610–2618.
  2. Cicerale, S.; Conlan, X.; Sinclair, A.J.; Keast, R. Chemistry and Health of Olive Oil Phenolics. Crit. Rev. Food Sci. Nutr. 2008, 49, 218–236.
  3. De la Torre-Carbot, K.; Chávez-Servín, J.L.; Jaúregui, O.; Castellote, A.I.; Lamuela-Raventós, R.M.; Nurmi, T.; Henrik, E.P.; Antonio, V.G.; Kaikkonen, J.; Hans-Franz, Z.; et al. Elevated Circulating LDL Phenol Levels in Men Who Consumed Virgin Rather Than Refined Olive Oil Are Associated with Less Oxidation of Plasma LDL. J. Nutr. 2010, 140, 501–508.
  4. Machowetz, A.; Poulsen, H.E.; Gruendel, S.; Weimann, A.; Fitó, M.; Marrugat, J.; de la Torre, R.; Salonen, J.T.; Nyyssönen, K.; Mursu, J.; et al. Effect of olive oils on biomarkers of oxidative DNA stress in Northern and Southern Europeans. FASEB J. 2006, 21, 45–52.
  5. Deiana, M.; Corona, G.; Incani, A.; Loru, D.; Rosa, A.; Atzeri, A.; Melis, M.P.; Dessì, M.A. Protective effect of simple phenols from extravirgin olive oil against lipid peroxidation in intestinal Caco-2 cells. Food Chem. Toxicol. 2010, 48, 3008–3016.
  6. Loru, D.; Incani, A.; Deiana, M.; Corona, G.; Atzeri, A.; Melis, M.; Rosa, A.; Dessì, M. Protective effect of hydroxytyrosol and tyrosol against oxidative stress in kidney cells. Toxicol. Ind. Health 2009, 25, 301–310.
  7. Visioli, F.; Caruso, D.; Grande, S.; Bosisio, R.; Villa, M.; Galli, G.; Sirtori, C.; Galli, C. Virgin Olive Oil Study (VOLOS): Vasoprotective potential of extra virgin olive oil in mildly dyslipidemic patients. Eur. J. Nutr. 2004, 44, 121–127.
  8. Trichopoulou, A.; Dills, V. Olive oil and longevity. Mol. Nutr. Food Res. 2007, 51, 1275–1278.
  9. Martínez, L.; Ros, G.; Nieto, G. Hydroxytyrosol: Health Benefits and Use as Functional Ingredient in Meat. Medicines 2018, 5, 13.
  10. Yadav, A.; Singh, R. Natural preservatives in poultry meat products. Indian J. Nat. Prod. Resour. 2004, 3, 300–303.
  11. Wang, D.; Williams, B.A.; Ferruzzi, M.G.; D’Arcy, B.R. Microbial metabolites, but not other phenolics derived from grape seed phenolic extract, are transported through differentiated Caco-2 cell monolayers. Food Chem. 2013, 138, 1564–1573.
  12. Merra, E.; Calzaretti, G.; Bobba, A.; Storelli, M.M.; Casalino, E. Antioxidant role of hydroxytyrosol on oxidative stress in cadmium-intoxicated rats: Different effect in spleen and testes. Drug Chem. Toxicol. 2013, 37, 420–426.
  13. Lemonakis, N.; Poudyal, H.; Halabalaki, M.; Brown, L.; Tsarbopoulos, A.; Skaltsounis, A.-L.; Gikas, E. The LC–MS-based metabolomics of hydroxytyrosol administration in rats reveals amelioration of the metabolic syndrome. J. Chromatogr. B 2017, 1041, 45–59.
  14. Martínez, L.; Ros, G.; Nieto, G. Fe, Zn and Se bioavailability in chicken meat emulsions enriched with minerals, hydroxytyrosol and extra virgin olive oil as measured by Caco-2 cell model. Nutrients 2018, 10, 969.
  15. Bertelli, M.; Kiani, A.K.; Paolacci, S.; Manara, E.; Kurti, D.; Dhuli, K.; Bushati, V.; Miertus, J.; Pangallo, D.; Baglivo, M.; et al. Hydroxytyrosol: A natural compound with promising pharmacological activities. J. Biotechnol. 2020, 309, 29–33.
  16. Cabrerizo, S.; De La Cruz, J.P.; López-Villodres, J.A.; Muñoz-Marín, J.; Guerrero, A.; Reyes, J.J.; González-Correa, J.A. Role of the inhibition of oxidative stress and inflammatory mediators in the neuroprotective effects of hydroxytyrosol in rat brain slices subjected to hypoxia reoxygenation. J. Nutr. Biochem. 2013, 24, 2152–2157.
  17. Yangui, T.; Dhouib, A.; Rhouma, A.; Sayadi, S. Potential of hydroxytyrosol-rich composition from olive mill wastewater as a natural disinfectant and its effect on seeds vigour response. Food Chem. 2009, 117, 1–8.
  18. Carnevale, R.; Pignatelli, P.; Nocella, C.; Loffredo, L.; Pastori, D.; Vicario, T.; Petruccioli, A.; Bartimoccia, S.; Violi, F. Extra virgin olive oil blunt post-prandial oxidative stress via NOX2 down-regulation. Atheroscler 2014, 235, 649–658.
  19. Violi, F.; Loffredo, L.; Pignatelli, P.; Angelico, F.; Bartimoccia, S.; Nocella, C.; Cangemi, R.; Petruccioli, A.; Monticolo, R.; Pastori, D.; et al. Extra virgin olive oil use is associated with improved post-prandial blood glucose and LDL cholesterol in healthy subjects. Nutr. Diabetes 2015, 5, e172.
  20. Carnevale, R.; Silvestri, R.; Loffredo, L.; Novo, M.; Cammisotto, V.; Castellani, V.; Bartimoccia, S.; Nocella, C.; Violi, F. Oleuropein, a component of extra virgin olive oil, lowers postprandial glycaemia in healthy subjects. Br. J. Clin. Pharmacol. 2018, 84, 1566–1574.
  21. Boronat, A.; Mateus, J.; Soldevila-Domenech, N.; Guerra, M.; Rodríguez-Morató, J.; Varon, C.; Muñoz, D.; Barbosa, F.; Morales, J.C.; Gaedigk, A.; et al. Cardiovascular benefits of tyrosol and its endogenous conversion into hydroxytyrosol in humans. A randomized, controlled trial. Free Radic. Biol. Med. 2019, 143, 471–481.
  22. Boronat, A.; Mateus, J.; Soldevila-Domenech, N.; Guerra, M.; Rodríguez-Morató, J.; Varon, C.; Muñoz, D.; Barbosa, F.; Morales, J.C.; Gaedigk, A.; et al. Data on the endogenous conversion of tyrosol into hydroxytyrosol in humans. Data Brief. 2019, 12, 104787.
  23. Davis, C.R.; Hodgson, J.M.; Woodman, R.; Bryan, J.; Wilson, C.; Murphy, K. A Mediterranean diet lowers blood pressure and improves endothelial function: Results from the MedLey randomized intervention trial. Am. J. Clin. Nutr. 2017, 105, 1305–1313.
  24. Echeverría, F.; Valenzuela, R.; Bustamante, A.; Álvarez, D.; Ortiz, M.; Soto-Alarcon, S.A.; Muñoz, P.; Corbari, A.; Videla, L.A. Attenuation of High-Fat Diet-Induced Rat Liver Oxidative Stress and Steatosis by Combined Hydroxytyrosol- (HT-) Eicosapentaenoic Acid Supplementation Mainly Relies on HT. Oxidative Med. Cell. Longev. 2018, 2018, 1–13.
  25. El-Azem, N.; Pulido-Moran, M.; Ramirez-Tortosa, C.L.; Quiles, J.L.; Cara, F.E.; Sánchez-Rovira, P.; Granados-Principal, S.; Ramirez-Tortosa, M. Modulation by hydroxytyrosol of oxidative stress and antitumor activities of paclitaxel in breast cancer. Eur. J. Nutr. 2018, 58, 1203–1211.
  26. Wang, N.; Liu, Y.; Ma, Y.; Wen, D. Hydroxytyrosol ameliorates insulin resistance by modulating endoplasmic reticulum stress and prevents hepatic steatosis in diet-induced obesity mice. J. Nutr. Biochem. 2018, 57, 180–188.
  27. Ramírez-Expósito, M.J.; Martínez-Martos, J.M. Anti-Inflammatory and Antitumor Effects of Hydroxytyrosol but Not Oleuropein on Experimental Glioma In Vivo. A Putative Role for the Renin-Angiotensin System. Biomedicines 2018, 6, 11.
  28. Conde, C.; Escribano, B.; Luque, E.; Aguilar-Luque, M.; Feijóo, M.; Ochoa, J.; Latorre, M.; Giraldo, A.; Lillo, R.; Aguera-Morales, E.; et al. The protective effect of extra-virgin olive oil in the experimental model of multiple sclerosis in the rat. Nutr. Neurosci. 2018, 23, 37–48.
  29. De las Hazas, M.C.L.; Godinho-Pereira, J.; Macià, A.; Almeida, A.F.; Ventura, M.R.; Motilva, M.J.; Santos, C.N. Brain uptake of hydroxytyrosol and its main circulating metabolites: Protective potential in neuronal cells. J. Funct. Foods 2018, 46, 110–117.
  30. Diallinas, G.; Rafailidou, N.; Kalpaktsi, I.; Komianou, A.C.; Tsouvali, V.; Zantza, I.; Mikros, E.; Skaltsounis, A.L.; Kostakis, I.K. Hydroxytyrosol (HT) Analogs Act as Potent Antifungals by Direct Disruption of the Fungal Cell Membrane. Front. Microbiol. 2018, 9, 2624.
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