Abstract
Background: The olive tree (Olea europaea L.), the most widespread plant species in the Mediterranean basin, includes two forms: cultivated (var Europaea) and wild (var Sylvestris). Wild olive trees or oleasters cover large areas in Algeria. It has been shown that oil from oleaster has a higher content of phenolic compounds, which could have antimicrobial properties.
Objective: The objective of this study was to assess the antibacterial activity of phenolic extracts from four Algerian oleaster oils and an extra virgin olive oil (EVOO) from Chemlal variety.
Methods: Phenolic compounds were determined by UHPLC-MS. Antibacterial activity was tested against six referenced human enteropathogenic bacteria by the agar disc diffusion method by measuring the diameters of the zone of inhibition.
Results: The results revealed a similarity between the phenolic composition of oleasters 1 and 3 and between oleaster 4 and EVOO; however, the phenolic composition of oleaster 2 that the poorer was markedly different with a higher content of free phenolic alcohols and lower in secoiridoids. Almost all bacteria showed to be sensitive against the antibiotics, with the value of ZOI ranging from 5-32 mm; otherwise, most of the oleaster extracts exhibited higher antibacterial activity than the EVOO with ZOI values of 7-12mm. A significant correlation was noted between phenolic content and antibacterial activity.
Conclusion: These results show that oleaster oil can be considered a high potential food.
Keywords: Antibacterial activity, Wild olive, oleaster, phenolic compounds, UHPLC.
Graphical Abstract
[1]
Mollica, A.; Macedonio, G.; Stefanucci, A.; Costante, R.; Carradori, S.; Cataldi, V.; Giulio, M.D.; Cellini, L.; Silvestri, R.; Giordano, R.; Scipioni, A.; Morosetti, S.; Punzi, P.; Mirzaie, S. Arginine- and lysine-rich peptides: synthesis, characterization and antimicrobial activity. Lett. Drug Des. Discov., 2017, 14, 1-7.
[2]
Tafesh, A.; Najami, N.; Jadoun, J.; Halahlih, F.; Riepl, H.; Azaizeh, H. Synergistic antibacterial effects of polyphenolic compounds from olive mill wastewater. Evid. Based Complement. Alternat. Med., 2011, 2011, 431021.
[http://dx.doi.org/10.1155/2011/431021] [PMID: 21647315]
[http://dx.doi.org/10.1155/2011/431021] [PMID: 21647315]
[3]
Ferreira, D.; Steynberg, J.P.; Roux, D.G.; Brandt, E.V. Diversity of structure and function in oligomeric flavonoids. Tetrahedron, 1992, 48, 1743-1803.
[http://dx.doi.org/10.1016/S0040-4020(01)88506-9]
[http://dx.doi.org/10.1016/S0040-4020(01)88506-9]
[4]
Saravanakumar, A.; Venkateshwaran, K.; Vanitha, J.; Ganesh, M.; Vasudevan, M.; Sivakumar, T. Evaluation of antibacterial activity, phenol and flavonoid contents of Thespesia populnea flower extracts. Pak. J. Pharm. Sci., 2009, 22(3), 282-286.
[PMID: 19553175]
[PMID: 19553175]
[5]
Mollica, A.; Locatelli, M.; Stefanucci, A.; Pinnen, F. Synthesis and bioactivity of secondary metabolites from marine sponges containing dibrominated indolic systems. Molecules, 2012, 17(5), 6083-6099.
[http://dx.doi.org/10.3390/molecules17056083] [PMID: 22614862]
[http://dx.doi.org/10.3390/molecules17056083] [PMID: 22614862]
[6]
Medina, E.; de Castro, A.; Romero, C.; Brenes, M. Comparison of the concentrations of phenolic compounds in olive oils and other plant oils: Correlation with antimicrobial activity. J. Agric. Food Chem., 2006, 54(14), 4954-4961.
[http://dx.doi.org/10.1021/jf0602267] [PMID: 16819902]
[http://dx.doi.org/10.1021/jf0602267] [PMID: 16819902]
[7]
Korukluoglu, M.; Sahan, Y.; Yigit, A.; Ozer, E.T.; Gucer, S. Antibacterial activity and chemical constitutions of Olea europaea L. leaf extracts. J. Food Process. Preserv., 2010, 34, 383-396.
[http://dx.doi.org/10.1111/j.1745-4549.2008.00318.x]
[http://dx.doi.org/10.1111/j.1745-4549.2008.00318.x]
[8]
Hatami, S.; Mohamadi Sani, A.; Yavarmanesh, M. Chemical composition and antibacterial activity of organic extra virgin olive oil from Iran. Nutr. Food Sci., 2016, 46, 388-395.
[http://dx.doi.org/10.1108/NFS-01-2016-0010]
[http://dx.doi.org/10.1108/NFS-01-2016-0010]
[9]
Pasandideh, N.; Anvari, M. Survey on antimicrobial effects of olive oil and extract on pathogenic bacteria using Taguchi methodology. Int. J. Mol. Clin. Microbiol., 2018, 8(2), 1039-1047.
[10]
Guo, L.; Sun, Q.; Gong, S.; Bi, X.; Jiang, W.; Xue, W.; Fei, P. Antimicrobial activity and action approach of the olive oil polyphenol extract against Listeria monocytogenes. Front. Microbiol., 2019, 10, 1586.
[http://dx.doi.org/10.3389/fmicb.2019.01586] [PMID: 31396167]
[http://dx.doi.org/10.3389/fmicb.2019.01586] [PMID: 31396167]
[11]
Piekarska-Radzik, L.; Klewicka, E. Mutual influence of polyphenols and Lactobacillus spp. bacteria in food: A review. Eur. Food Res. Technol., 2021, 247, 9-24.
[http://dx.doi.org/10.1007/s00217-020-03603-y]
[http://dx.doi.org/10.1007/s00217-020-03603-y]
[12]
Tanjour, Z. An evaluation of physicochemical parameters of some wild olive oil varieties in Syrian Coastal Territory. J. Pharmacogn. Phytochem., 2014, 2, 146-153.
[13]
Kiritsakis, F.P.M.A. Olive fruit and olive oil composition and their functional compounds.Olives and Olive Oil as Functional Foods; Shahidi, F.; Kiritsakis, A., Eds.; John Wiley & sons: Hoboken, New Jersey, 2017.
[http://dx.doi.org/10.1002/9781119135340.ch7]
[http://dx.doi.org/10.1002/9781119135340.ch7]
[14]
Fabiani, R.; Vella, N.; Rosignoli, P. Epigenetic modifications induced by olive oil and its phenolic compounds: A systematic review. Molecules, 2021, 26(2), 273.
[http://dx.doi.org/10.3390/molecules26020273] [PMID: 33430487]
[http://dx.doi.org/10.3390/molecules26020273] [PMID: 33430487]
[15]
Nitiema, L.W.; Savadogo, A.; Simpore, J.; Dianou, D.; Traore, A.S. In vitro antimicrobial activity of some phenolic compounds (coumarin and quercetin) against gastroenteritis bacterial strains. Int. J. Microbiol. Res., 2012, 3, 183-187.
[16]
Rodrigues, N.; Teresa, P.; Casal, S.; Peres, A.; Baptista, P.; Pereira, J.A. Chemical characterization of oleaster, Olea europaea var. sylvestris (mill.) lehr., oils from different locations of Northeast Portugal. Appl. Sc., 2021, 10, 2-14.
[17]
Elgadi, S.; Ouhammou, A.; Zine, H.; Maata, N.; Ait Babahmad, R.; El Antari, A. Comparative oil composition study of the endemic moroccan olive (olea europaea subsp. maroccana) and wild olive (var. sylvestris) in Central West Morocco. J. Food Qual., 2021, 10, 2-10.
[http://dx.doi.org/10.1155/2021/8869060]
[http://dx.doi.org/10.1155/2021/8869060]
[18]
Bouarroudj, K.; Tamendjari, A.; Larbat, R. Quality, composition and antioxidant activity of Algerian wild olive (Olea europaea L. subsp. Oleaster) oil. Ind. Crops Prod., 2016, 83, 484-491.
[http://dx.doi.org/10.1016/j.indcrop.2015.12.081]
[http://dx.doi.org/10.1016/j.indcrop.2015.12.081]
[19]
Medjkouh, L.; Tamendjari, A.; Alves, R.C.; Araújo, M.; Oliveira, M.B. Effect of bactrocera oleae on phenolic compounds and antioxidant and antibacterial activities of two algerian olive cultivars. Food Funct., 2016, 7(10), 4372-4378.
[http://dx.doi.org/10.1039/C6FO01136E] [PMID: 27713969]
[http://dx.doi.org/10.1039/C6FO01136E] [PMID: 27713969]
[20]
Oliveras-López, M.J.; Innocenti, M.; Giaccherini, C.; Ieri, F.; Romani, A.; Mulinacci, N. Study of the phenolic composition of spanish and italian monocultivar extra virgin olive oils: Distribution of lignans, secoiridoidic, simple phenols and flavonoids. Talanta, 2007, 73(4), 726-732.
[http://dx.doi.org/10.1016/j.talanta.2007.04.045] [PMID: 19073094]
[http://dx.doi.org/10.1016/j.talanta.2007.04.045] [PMID: 19073094]
[21]
Ocakoglu, D.; Tokatli, F.; Ozen, B.; Korel, F. Distribution of simple phenols, phenolic acids and flavonoids in Turkish monovarietal extra virgin olive oils for two harvest years. Food Chem., 2009, 113, 401-410.
[http://dx.doi.org/10.1016/j.foodchem.2008.07.057]
[http://dx.doi.org/10.1016/j.foodchem.2008.07.057]
[22]
Ouni, Y.; Taamalli, A.; Gómez-Caravaca, A.M.; Segura-Carretero, A.; Fernández-Gutiérrez, A.; Zarrouk, M. Characterisation and quantification of phenolic compounds of extra-virgin olive oils according to their geographical origin by a rapid and resolutive LC-ESI-TOF MS method. Food Chem., 2011, 127(3), 1263-1267.
[http://dx.doi.org/10.1016/j.foodchem.2011.01.068] [PMID: 25214124]
[http://dx.doi.org/10.1016/j.foodchem.2011.01.068] [PMID: 25214124]
[23]
Cioffi, G.; Pesca, M.S.; De Caprariis, P.; Braca, A.; Severino, L.; De Tommasi, N. Phenolic compounds in olive oil and olive pomace from Cilento (Campania, Italy) and their antioxidant activity. Food Chem., 2010, 121, 105-111.
[http://dx.doi.org/10.1016/j.foodchem.2009.12.013]
[http://dx.doi.org/10.1016/j.foodchem.2009.12.013]
[24]
Laribi, R.; Rovellini, P.; Deflaoui, L.; Aidli, A.; Mettouchi, S.; Arrar, L.; Tamendjari, A. Evolution of biophenolic compounds in virgin olive oil during olive ripening of Algerian cultivars. Riv. Ital. delleSostanze Grasse, 2009, 86, 151-161.
[25]
Dhifi, W.; Angerosa, F.; Serraiocco, A.; Oumar, I.; Hamroini, I.; Marzouk, B. Virgin olive oil aroma: Characterization of some Tunisian cultivars. Food Chem., 2005, 93, 697-701.
[http://dx.doi.org/10.1016/j.foodchem.2004.12.036]
[http://dx.doi.org/10.1016/j.foodchem.2004.12.036]
[26]
Rovellini, P.; Cortesi, N. Determination of phenolic components of different culters during olive ripening by liquid chromatography coupled with mass spectromentry. Olivae, 2003, 95, 32-38.
[27]
Morello, J.; Motilva, M.; Tovar, M.; Romero, M. Changes in commercial virgin olive oil (cv. Arbequina) during storage, with special emphasis on the phenolic fraction. Food Chem., 2004, 85, 357-364.
[http://dx.doi.org/10.1016/j.foodchem.2003.07.012]
[http://dx.doi.org/10.1016/j.foodchem.2003.07.012]
[28]
Cicerale, S.; Lucas, L.J.; Keast, R.S.J. Antimicrobial, antioxidant and anti-inflammatory phenolic activities in extra virgin olive oil. Curr. Opin. Biotechnol., 2012, 23(2), 129-135.
[http://dx.doi.org/10.1016/j.copbio.2011.09.006] [PMID: 22000808]
[http://dx.doi.org/10.1016/j.copbio.2011.09.006] [PMID: 22000808]
[29]
Cinquanta, L.; Esti, M.; Matteo, M. Oxidative stability of virgin olive oils. J. Am. Oil Chem. Soc., 2001, 78, 1197-1202.
[http://dx.doi.org/10.1007/s11745-001-0413-x]
[http://dx.doi.org/10.1007/s11745-001-0413-x]
[30]
Romani, A.; Lapucci, C.; Cantini, C.; Ieri, F.; Mulinacci, N.; Visioli, F. Evolution of minor polar compounds and antioxidant capacity during storage of bottled extra virgin olive oil. J. Agric. Food Chem., 2007, 55(4), 1315-1320.
[http://dx.doi.org/10.1021/jf062335r] [PMID: 17253709]
[http://dx.doi.org/10.1021/jf062335r] [PMID: 17253709]
[31]
Bendini, A.; Cerretani, L.; Carrasco-Pancorbo, A.; Gómez-Caravaca, A.M.; Segura-Carretero, A.; Fernández-Gutiérrez, A.; Lercker, G. Phenolic molecules in virgin olive oils: A survey of their sensory properties, health effects, antioxidant activity and analytical methods. An overview of the last decade. Molecules, 2007, 12(8), 1679-1719.
[http://dx.doi.org/10.3390/12081679] [PMID: 17960082]
[http://dx.doi.org/10.3390/12081679] [PMID: 17960082]
[32]
Arslan, D.; Özcan, M.M. Changes in chemical composition and olive oil quality of Turkish variety ‘KilisYağlık’ with regard to origin of plantation. Glob. J. Agric. Innov. Res. Dev., 2014, 1, 51-56.
[33]
Douzane, M.; Tamendjari, A.; Abdi, A.K.; Daas, M.S.; Mehdid, F.; Bellal, M.M. Phenolic compounds in mono-cultivar extra virgin olive oils from Algeria. Grasas Aceites, 2013, 3, 285-294.
[34]
Toth, G.; Alberti, A.; Solyomvary, A.; Barabas, C.; Boldizsar, I.; Nosza, B. Phenolic profiling of various olive bark-type and leaves: HPLC-ESI/MS study. Ind. Crops Prod., 2015, 67, 432-438.
[http://dx.doi.org/10.1016/j.indcrop.2015.01.077]
[http://dx.doi.org/10.1016/j.indcrop.2015.01.077]
[35]
Robards, K.; Prenzler, P.D.; Tucker, G.; Swatsitang, P.; Glover, W. Phenolic compounds and their role in oxidative processes in fruits. Food Chem., 1999, 66, 401-436.
[http://dx.doi.org/10.1016/S0308-8146(99)00093-X]
[http://dx.doi.org/10.1016/S0308-8146(99)00093-X]
[36]
Ribeiro, I.A.; Ribeiro, M.H.L. Naringin and naringenin determination and control in grapefruit juice by a validated HPLC method. Food Control, 2008, 19, 432-438.
[http://dx.doi.org/10.1016/j.foodcont.2007.05.007]
[http://dx.doi.org/10.1016/j.foodcont.2007.05.007]
[37]
Ley, J.P. Masking bitter taste by molecules. Chemosens. Percept., 2008, 1, 58-77.
[http://dx.doi.org/10.1007/s12078-008-9008-2]
[http://dx.doi.org/10.1007/s12078-008-9008-2]
[38]
Tura, D.; Gigliotti, C.; Pedo, S.; Failla, O.; Bassi, D.; Serraiocco, A. Influence of Cultivar and site of cultivation on levels of lipophilic and hydrophilic antioxidants in virgin olive oils (Olea europeae L.) and correlations with oxidative stability. Sci. Hortic. (Amsterdam), 2007, 112, 108-119.
[http://dx.doi.org/10.1016/j.scienta.2006.12.036]
[http://dx.doi.org/10.1016/j.scienta.2006.12.036]
[39]
Baccouri, B.; Zarrouk, W.; Baccouri, O.; Guerfel, M.; Nouairi, I.; Krichene, D.; Daoud, D.; Zarrouk, M. Composition, quality and oxidative stability of virgin olive oils from some selected wild olives (OleaeuropaeaL. subsp. Oleaster). Grasas Aceites, 2008, 59, 346-351.
[http://dx.doi.org/10.3989/gya.2008.v59.i4.528]
[http://dx.doi.org/10.3989/gya.2008.v59.i4.528]
[40]
Romero-Segura, C.; Garcia-Rodriıguez, R.; Sıanchez-Ortiz, A.; Sanz, C.; Pıerez, A.G. The role of olive glucosidase in shaping the phenolic fraction of virgin olive oil. Food Res. Int., 2012, 45, 191-196.
[http://dx.doi.org/10.1016/j.foodres.2011.10.024]
[http://dx.doi.org/10.1016/j.foodres.2011.10.024]
[41]
Salvador, M.D.; Aranda, F.; Fregapane, G. Influence of fruit ripening on “Cornicabra” virgin olive oil quality: A study of four successive crop seasons. Food Chem., 2001, 73, 45-53.
[http://dx.doi.org/10.1016/S0308-8146(00)00276-4]
[http://dx.doi.org/10.1016/S0308-8146(00)00276-4]
[42]
Paudel, S.; Magrati, T.; Lamichhane, J.R. Antimicrobial activity of wild olive crude extracts in vitro. Int. J. Pharm. Sci. Res., 2011, 2, 110-113.
[43]
Laincer, F.; Laribi, R.; Tamendjari, A.; Arrar, L.; Rovellini, P.; Venturini, S. Olive oils from Algeria: Phenolic compounds, antioxidant and antibacterial activities. Grasas Aceites, 2014, 65, 1-10.
[44]
Medina, E.; Romero, C.; Brenes, M.; De Castro, A. Antimicrobial activity of olive oil, vinegar, and various beverages against foodborne pathogens. J. Food Prot., 2007, 70(5), 1194-1199.
[http://dx.doi.org/10.4315/0362-028X-70.5.1194] [PMID: 17536679]
[http://dx.doi.org/10.4315/0362-028X-70.5.1194] [PMID: 17536679]
[45]
Casas-Sanchez, J.; Asuncion Alina, M.; Herrlein, M.K.; Mestres, C. Interaction between the antibacterial compound, oleuropein, and model membranes. Colloid Polym. Sci., 2007, 285(12), 1351-1360.
[http://dx.doi.org/10.1007/s00396-007-1693-x]
[http://dx.doi.org/10.1007/s00396-007-1693-x]
[46]
Lee, O.H.; Lee, B.Y. Antioxidant and antimicrobial activities of individual and combined phenolics in Olea europaea leaf extract. Bioresour. Technol., 2010, 101(10), 3751-3754.
[http://dx.doi.org/10.1016/j.biortech.2009.12.052] [PMID: 20106659]
[http://dx.doi.org/10.1016/j.biortech.2009.12.052] [PMID: 20106659]
[47]
Nazzaro, F.; Fratianni, F.; Cozzolino, R.; Martignetti, A.; Malorni, L.; De Feo, V.; Cruz, A.G.; d’Acierno, A. Antibacterial activity of three extra virgin olive oils of the campania region, southern Italy, related to their polyphenol content and composition. Microorganisms, 2019, 7(9), 321.
[http://dx.doi.org/10.3390/microorganisms7090321] [PMID: 31491985]
[http://dx.doi.org/10.3390/microorganisms7090321] [PMID: 31491985]
[48]
Ghazghazi, H.; Chedia, A.; Hamrouni, S.; Mnif, W. Antibacterial, antifungal and antioxidant activities of Tunisian Olea Europaea Ssp. oleaster fruit pulp and its essential fatty acids. Int. J. Pharm. Pharm. Sci., 2015, 7, 52-55.
[49]
Aziz, N.H.; Farag, S.E.; Mousa, L.A.; Abo-Zaid, M.A. Comparative antibacterial and antifungal effects of some phenolic compounds. Microbios, 1998, 93(374), 43-54.
[PMID: 9670554]
[PMID: 9670554]
[50]
Sousa, A.; Ferreira, I.C.F.R.; Calhelha, R.; Andrade, P.B.; Valentão, P.; Seabra, R.; Estevinho, L.; Bento, A.; Pereira, J.A. Phenolics and antimicrobial activity of traditional stoned table olives ‘alcaparra’. Bioorg. Med. Chem., 2006, 14(24), 8533-8538.
[http://dx.doi.org/10.1016/j.bmc.2006.08.027] [PMID: 16971127]
[http://dx.doi.org/10.1016/j.bmc.2006.08.027] [PMID: 16971127]
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