The olive mill wastewaters obtained from two different processes, press extraction olive mill wastewater (POMW) from Portugal and two-phase system olive mill wastewater (2POMW) from Spain, were treated to recover phenolic compounds and water sequentially, by the integration of liquid-liquid extraction with Fenton’s processes. From the recovered fractions, squalene, oleic acid, tyrosol, syringic acid, and p-coumaric acid were identified, and oleic acid appears in a higher concentration for 2POMW wastewater for all used solvents compared to POMW samples. Recovered fractions presented higher antioxidant activity, but remained antioxidants were found in the residual water. The wastewaters coming from a two-phase extraction method (2POMW) present higher phytotoxicity according to germination index, but the application of Fenton’s process was able to improve the water quality to be re-used since an increase on the water biodegradability (BOD5/COD) and toxicity reduction were achieved.
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Aggoun M, Arhab R, Cornu A, Portelli J, Barkat M, Graulet B (2016) Olive mill wastewater microconstituents composition according to olive variety and extraction process. Food Chemistry 209:72–80. https://doi.org/10.1016/j.foodchem.2016.04.034
Ahmed M., Pickova J., Ahmad T., Liaquat M., Farid A., Jahangir M. (2016). Oxidation of lipids in foods. Sarhad Journal of Agriculture, 32, 230-238. https://doi.org/10.17582/journal.sja/2016.32.3.230.238
Allouche N., Fke I., Sayadi S. (2004). Toward a high yield recovery of antioxidants and purified hydroxytyrosol from olive mill wastewaters, J. Agric. Food Chem.52, 267-273. https://doi.org/10.1021/jf034944u
Araújo M, Pimentela FB, Alves RC, Oliveira MBPP (2015) Phenolic compounds from olive mill wastes: health effects, analytical approach and application as food antioxidants. Trends in Food Science & Technology 45:200–211. https://doi.org/10.1016/j.tifs.2015.06.010
Aruoma OI (2003) Methodological considerations for characterizing potential antioxidant actions of bioactive components in plant foods. Mutation Research 523–524:9–20. https://doi.org/10.1016/S0027-5107(02)00317-2
Barral MT, Paradelo R (2011) A review on the use of phytotoxicity as a compost quality indicator. In: Dynamic Soil, Dynamic Plant 5 (special issue 2), 36-44. Books, Global Sciences http://www.globalsciencebooks.info/Online/GSBOnline/images/2011/DSDP_5(SI2)/DSDP_5(SI2)36-44o.pdf
Boskou D (2008) Olive oil: minor Constituents and Health, 1st ed., CRC Press p. 21-23. https://doi.org/10.1201/9781420059946
Braga MEM, Santos RMS, Seabra IJ, Facanali R, Marques MOM, Sousa HC (2008) Fractioned SFE of antioxidants from maritime pine bark. The Journal of Supercritical Fluids 47:37–48. https://doi.org/10.1016/j.supflu.2008.05.005
De Marco E, Savarese M, Paduano A, Sacchi R (2007) Characterization and fractionation of phenolic compounds extracted from olive oil mill wastewaters. Food Chemistry 104:858–867. https://doi.org/10.1016/j.foodchem.2006.10.005
Dermeche S, Nadour M, Larroche C, Moulti-Mati F, Michaud F (2013) Olive mill wastes: biochemical characterizations and valorization strategies. Process Biochemistry 48:1532–1552. https://doi.org/10.1016/j.procbio.2013.07.010
Duarte-Almeida JM, Santos RJ, Genovese MI, Lajolo FM (2006) Avaliação da atividade antioxidante utilizando sistema b-caroteno/ácido linoléico e método de seqüestro de radicais DPPH•. Ciência e Tecnologia de Alimentos 26:446–452. https://doi.org/10.1590/S0101-20612006000200031
El-Gohary F, Badawy M, El-Khateeb M, El-Kalliny A (2009) Integrated treatment of olive mill wastewater (OMW) by the combination of Fenton’s reaction and anaerobic treatment. Journal of Hazardous Materials 162:1536–1541. https://doi.org/10.1016/j.jhazmat.2008.06.098
Gebreyohannesa AY, Mazzeia R, Giornoa L (2016) Review: trends and current practices of olive mill wastewater treatment: application of integrated membrane process and its future perspective. Separation and Purification Technology 162:45–60. https://doi.org/10.1016/j.seppur.2016.02.001
Greenberg A, Clesceri L, Eaton A (1998) Standard methods for the examination of water and wastewater, 20th edn. American Public Health Association
Hernández D, Astudillo L, Gutiérrez M, Tenreiro C, Retamal C, Rojas C (2014) Biodiesel production from an industrial residue: Alperujo. Industrial Crops and Products 52:495–498. https://doi.org/10.1016/j.indcrop.2013.10.051
Kalogerakis N, Politi M, Foteinis S, Chatzisymeon E, Mantzavinos D (2013) Recovery of antioxidants from olive mill wastewaters: a viable solution that promotes their overall sustainable management. Journal of Environmental Management 128:749–758. https://doi.org/10.1016/j.jenvman.2013.06.027
Klen TJ, Vodopivc BM (2011) Ultrasonic extraction of phenols from olive mill wastewater: comparison with conventional methods. J. Agric. Food Chem. 59:12725–12731. https://doi.org/10.1021/jf202800n
Lafka T, Lazou AE, Sinanoglou VJ, Lazos ES (2011) Phenolic and antioxidant potential of olive oil mill wastes. Food Chemistry 125:92–98. https://doi.org/10.1016/j.foodchem.2010.08.041
Leouifoudi I, Harnafi H, Zyad A (2015) Olive mill waste extracts: polyphenols content, antioxidant and antimicrobial activities. Advances in Pharmacological Sciences 2015:714138–714111. https://doi.org/10.1155/2015/714138
Lopez S, Bermudez B, Pacheco YM, Ortega A, Varela LM, Abia R, Muriana FJG (2010) Chapter 154 - Oleic acid: the main component of olive oil on postprandial metabolic processes. In: Olives and Olive Oil in Health and Disease Prevention, Pages 1385-1393. Press, Academic. https://doi.org/10.1016/B978-0-12-374420-3.00154-6
Lucas MS, Peres JA (2009) Removal of COD from olive mill wastewater by Fenton’s reagent: kinetic study. Journal of Hazardous Materials 168:1253–1259. https://doi.org/10.1016/j.jhazmat.2009.03.002
Martins RC, Silva AMT, Castro-Silva S, Garção-Nunes P, Quinta-Ferreira RM (2010) Adopting strategies to improve the efficiency of ozonation in the real-scale treatment of olive oil mill wastewaters. Environmental Technology 31(13):1459–1469. https://doi.org/10.1080/09593330.2010.490858
Mensor L. L., Menezes F. S., Leitão G. G., Reis A. S., dos Santos T.C, Coube C. S., Leitão S. G. (2001). Screening of Brazilian plant extracts for antioxidant activity by the use of DPPH free radical method, Phytother. Res. 15, 127-130. https://doi.org/10.1002/ptr.687
Mert B, Yonar T, Kiliç M, Kestioğlu K (2010) Pre-treatment studies on olive oil mill effluent using physicochemical. Fenton and Fenton-like oxidations processes, Journal of Hazardous Materials 174:122–128. https://doi.org/10.1016/j.jhazmat.2009.09.025
Mulinacci N., Romani A., Galardi C., Pinelli P., Giaccherini C., Vincieri F. F. (2001) Polyphenolic content in olive oil waste waters and related olive samples, 49. https://doi.org/10.1021/jf000972q
Ngo D, Wijesekara I, Vo T, Ta QV, Kim S (2011) Marine food-derived functional ingredients as potential antioxidants in the food industry: an overview. Food Research International 44:523–529. https://doi.org/10.1016/j.foodres.2010.12.030
Obied, H.K., Bedgood, D.R., Prenzler, P.D., Robards., K. (2008). Effect of processing conditions, prestorage treatment, and storage conditions on the phenol content and antioxidant activity of olive mill waste. J. Agric. Food Chem. 56, 3925–3932. https://doi.org/10.1021/jf703756d
Papaphilippou PC, Yiannapasa C, Politi M, Daskalaki VM, Michael C, Kalogerakis N, Mantzavinos D, Fatta-Kassinos D (2013) Sequential coagulation–flocculation, solvent extraction and photo-Fenton oxidation for the valorization and treatment of olive mill effluent. Chemical Engineering Journal 224:82–88. https://doi.org/10.1016/j.cej.2012.11.047
Preedy VR, Watson RR (2010) Olives and olive oil in health and disease prevention, Academic Press, 1106. eBook ISBN 9780080922201
Prior RL, Cao G (1999) In vivo total antioxidant capacity: comparison of different analytical methods. Free Radical Biology & Medicine 27:1173–1181. https://doi.org/10.1016/S0891-5849(99)00203-8
Quina MJ, Lopes DV, Cruz LG, Andrade J, Martins RC, Gando-Ferreira LM, Dias-Ferreira C, Quinta-Ferreira RM (2015) Studies on the chemical stabilisation of digestate from mechanically recovered organic fraction of municipal solid waste. Waste Biomass Valor 6:711–721. https://doi.org/10.1007/s12649-015-9405-0
Rahmanian N, Jafari SM, Galanakis CM (2014) Recovery and removal of phenolic compounds from olive mill wastewater. J Am Oil Chem Soc 91:1–18. https://doi.org/10.1007/s11746-013-2350-9
Rima J, Rahme K, Assaker K (2014) Advanced oxidation of olive mill wastewater OMW by an oxidative free-radical process induced with zero valent iron. Journal of Food Research 3:6. https://doi.org/10.5539/jfr.v3n6p70
Rodrigues F, Pimentela FP, Oliveira MBPP (2015) Olive by-products: challenge application in cosmetic industry. Industrial Crops and Products 70:116–124. https://doi.org/10.1016/j.indcrop.2015.03.027
Rodríguez-Rojo S, Visentin A, Maestri D, Cocero MJ (2012) Assisted extraction of rosemary antioxidants with green solvents. Journal of Food Engineering 109:98–103. https://doi.org/10.1016/j.jfoodeng.2011.09.029
Sermakkani M., Thangapandian V. (2012). GC-MS analysis of Cassia italica leaf methanol extract, Asian Journal of Pharmaceutical and Clinical Research, 5, 90-94. ISSN - 0974-2441
Shahidi F, Ambigaipalan P (2015) Phenolics and polyphenolics in foods, beverages and spices: antioxidant activity and health effects – A review. Journal of Functional Foods 18:820–897. https://doi.org/10.1016/j.jff.2015.06.018
SØrensen AM, Haahr A, Becker EM, Skibsted LH, Bergenståhl B, Nilsson L, Jacobsen C (2008) Interactions between iron, phenolic compounds, emulsifiers, and pH in Omega-3 enriched oil-in-water emulsions. Journal of Agricultural and Food Chemistry 56:1740–1750. https://doi.org/10.1021/jf072946z
Stalikas CD (2007) Extraction, separation, and detection methods for phenolic acids and flavonoids: review. Journal of Separation Science 30:3268–3295. https://doi.org/10.1002/jssc.200700261
Tripoli E, Giammanco M, Tabacchi G, Di Majo D, Giammanco S, La Guardia M (2005) The phenolic compounds of olive oil: structure, biological activity and beneficial effects on human health. Nutr Res Rev 18:98–112. https://doi.org/10.1079/NRR200495
Velamganni J. Kadambani D., Tangavelou A.G. (2011). Phytochemical screening and antimicrobial activity of the stem of Mallotus Philippensis (Lam.) Muell. Arg. Var. Philippensis (Euphorbiaceae), International Journal of Pharmacy and Pharmaceutical Sciences, 3, 160163. ISSN- 0975-1491
Zbakh H, El-Abbassi A (2012). Potential use of olive mill wastewater in the preparation of functional beverages: a review, J Funct Foods 4(1):53–65. https://doi.org/10.1016/j.jff.2012.01.002
M.E.M. Braga acknowledges FCT for the post-doctoral fellowship SFRH/BPD/101048/2014.
This work was financially supported by COMPETE 2020, Fundação para a Ciência e Tecnologia (FCT, Portugal), through the FCT-MEC (PEst-C/EQB/UI0102/2013), the Programa de Atividades Conjuntas (PAC), the project “MultiBiorefinery—Multi-purpose strategies for broadband agro-forest and fisheries by-products: a step forward for a truly integrated biorefinery (POCI-01-0145-FEDER-016403)” and “Development of a sludge free Fenton integrated treatment methodology for olive mill wastewaters: a water recovery—SERENA” (POCI-01-0247-FEDER-033193). M.E.M. Braga acknowledges FCT for the scholarships SFRH/BPD/101048/2014.
The authors and institution make part of the Network of Higher Education Institutions to Safeguard the Mediterranean Diet “Rede de Instituições de Ensino Superior para a Salvaguarda da Dieta Mediterrânica (RIESDM)”.
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Martins, D., Martins, R.C. & Braga, M.E.M. Biocompounds recovery from olive mill wastewater by liquid-liquid extraction and integration with Fenton’s process for water reuse. Environ Sci Pollut Res (2021). https://doi.org/10.1007/s11356-021-12679-2
- Phenolic compounds
- Olive mill wastewater
- Liquid-liquid extraction
- Fenton’s process
- Water reuse