Abstract
Several abundant agri-food wastes, including lemon peels, olive leaves, onion solid wastes, red grape pomace, spent filter coffee and wheat bran, were used to test the efficiency of some novel glycerol-based natural eutectic mixtures to extract polyphenolic compounds. Extractions were performed under specified ultrasonication conditions and the eutectic mixtures, tested as 90 % (v/v) aqueous solutions, were glycerol:choline chloride, glycerol:sodium acetate and glycerol:sodium–potassium tartrate:water, with corresponding molar ratios of 3:1, 3:1 and 5:1:4. The latter two mixtures are reported for the first time. Water and 60 % (v/v) aqueous ethanol were also used as control solvents. The results obtained evidenced that glycerol:choline chloride exhibited high efficiency, which was comparable or even surpassed that of aqueous ethanol, but in some instances the same was observed for glycerol:sodium acetate too. In general, glycerol:sodium–potassium tartrate:water displayed lower efficiency in extracting polyphenols. The data also suggested that extracts with high polyphenol concentration may also possess higher antiradical activity and reducing power. The findings of this study were interpreted on the ground of assumptions regarding the polarity of the eutectic mixtures tested.
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Abbreviations
- AAR :
-
Antiradical activity (μmol DPPH g−1)
- AED:
-
Acoustic energy density (W L−1)
- C TFn :
-
Total flavonoid concentration (mg RtE L−1)
- C TP :
-
Total polyphenol concentration (mg GAE L−1)
- PR :
-
Reducing power (μmol AAE g−1)
- T :
-
Temperature (°C)
- YTFn :
-
Yield in total flavonoids (mg RtE g−1)
- YTP :
-
Yield in total polyphenols (mg GAE g−1)
- AAE:
-
Ascorbic acid equivalents
- ChCl:
-
Choline chloride
- DPPH:
-
2,2-Diphenyl-1-picrylhydrazyl
- EMs:
-
Eutectic mixtures
- GAE:
-
Gallic acid equivalents
- HBA:
-
Hydrogen bond acceptor
- HBD:
-
Hydrogen bond donor
- LMP:
-
Lemon peels
- OLL:
-
Olive leaves
- OSW:
-
Onion solid wastes
- RGP:
-
Red grape pomace
- RtE:
-
Rutin equivalents
- SFC:
-
Spent filter coffee
- TPTZ:
-
2,4,6-Tripyridyl-s-triazine
- WB:
-
Wheat bran
References
Bhatnagar, A., Sillanpää, M., Witek-Krowiak, A.: Agricultural waste peels as versatile biomass for water purification—a review. Chem. Eng. J. 270, 244–271 (2015)
Vandermeersch, T., Alvarenga, R., Ragaert, P., Dewulf, J.: Environmental sustainability assessment of food waste valorization options. Resour. Conserv. Recycl. 87, 57–64 (2014)
Li, A.-N., Li, S., Zhang, W.-J., Xu, X.-R., Chen, Y.-M., Li, H.-B.: Resources and biological activities of natural polyphenols. Nutrients 6, 6020–6047 (2014)
Galanakis, C.M.: Recovery of high added-value components from food wastes: conventional, emerging technologies and commercialized applications. Trends Food Sci. Technol. 26, 68–87 (2012)
Bergez-Lacoste, M., Thiebaud-Roux, S., De Caro, P., Fabre, J.-F., Gerbaud, V., Mouloungui, Z.: From chemical platform molecules to new biosolvents: design engineering as a substitution methodology. Biofuels Bioprod. Biorefin. 8, 438–451 (2014)
Abbott, A.P., Capper, G., Davies, D.L., Rasheed, R.K., Tambyrajah, V.: Novel solvent properties of choline chloride/urea mixtures. Chem. Commun. 70–71 (2003)
Francisco, M., van den Bruinhorst, A., Kroon, M.C.: Low-transition-temperature mixtures (LTTMs): a new generation of designer solvents. Angew. Chem. Int. Ed. 52, 3074–3085 (2013)
Cui, Q., Peng, X., Yao, X.-H., Wei, Z.-F., Luo, M., Wang, W., Zhao, C.-J., Fu, Y.-J., Zu, Y.-G.: Deep eutectic solvent-based microwave-assisted extraction of genistin, genistein and apigenin from pigeon pea roots. Sep. Purif. Technol. 150, 63–72 (2015)
Dai, Y., van Spronsen, J., Witkamp, G.-J., Verpoorte, R., Choi, Y.H.: Ionic liquids and deep eutectic solvents in natural products research: mixtures of solids as extraction solvents. J. Nat. Prod. 76, 2162–2173 (2013)
Qi, X.-L., Peng, X., Huang, Y.-Y., Li, L., Wei, Z.-F., Zu, Y.-G., Fu, Y.-J.: Green and efficient extraction of bioactive flavonoids from Equisetum palustre L. by deep eutectic solvents-based negative pressure cavitation method combined with macroporous resin enrichment. Ind. Crops Prod. 70, 142–148 (2015)
Bewley, B.R., Berkaliev, A., Henriksen, H., Ball, D.B., Ott, L.S.: Waste glycerol from biodiesel synthesis as a component in deep eutectic solvents. Fuel Process. Technol. 138, 419–423 (2015)
Dai, Y., van Spronsen, J., Witkamp, G.-J., Verpoorte, R., Choi, Y.H.: Natural deep eutectic solvents as new potential media for green technology. Anal. Chim. Acta 766, 61–68 (2013)
Dai, Y., Witkamp, G.-J., Verpoorte, R., Choi, Y.H.: Tailoring properties of natural deep eutectic solvents with water to facilitate their applications. Food Chem. 187, 14–19 (2015)
Michail, A., Sigala, P., Grigorakis, S., Makris, D.P.: Kinetics of ultrasound-assisted polyphenol extraction from spent filter coffee using aqueous glycerol. Chem. Eng. Commun. 203, 407–413 (2015)
Katsampa, P., Valsamedou, E., Grigorakis, S., Makris, D.P.: A green ultrasound-assisted extraction process for the recovery of antioxidant polyphenols and pigments from onion solid wastes using Box–Behnken experimental design and kinetics. Ind. Crops Prod. 77, 535–543 (2015)
Karakashov, B., Grigorakis, S., Loupassaki, S., Makris, D.P.: Optimisation of polyphenol extraction from Hypericum perforatum (St. John’s Wort) using aqueous glycerol and response surface methodology. J. Appl. Res. Med. Aromat. Plants 2, 1–8 (2015)
Blidi, S., Bikaki, M., Grigorakis, S., Loupassaki, S., Makris, D.P.: A comparative evaluation of bio-solvents for the efficient extraction of polyphenolic phytochemicals: apple waste peels as a case study. Waste Biomass Valoriz. 6, 1125–1133 (2015)
Makris, D.P.: A novel kinetic assay for the examination of solid–liquid extraction of flavonoids from plant material. Res. J. Chem. Sci. 5, 18–23 (2015)
Shehata, E., Grigorakis, S., Loupassaki, S., Makris, D.P.: Extraction optimisation using water/glycerol for the efficient recovery of polyphenolic antioxidants from two Artemisia species. Sep. Purif. Technol. 149, 462–469 (2015)
Li, J.-H., Zhang, G.-E., Wang, J.-Y.: Investigation of a eutectic mixture of sodium acetate trihydrate and urea as latent heat storage. Sol. Energy 47, 443–445 (1991)
Li, J.-H., Zhou, J.-K., Huang, S.-X.: An investigation into the use of the eutectic mixture sodium acetate trihydrate-tartaric acid for latent heat storage. Thermochim. Acta 188, 17–23 (1991)
Paiva, A., Craveiro, R., Aroso, I., Martins, M., Reis, R.L., Duarte, A.R.C.: Natural deep eutectic solvents–solvents for the 21st century. Sustain. Chem. Eng. 2, 1063–1071 (2014)
Abbott, A.P., Harris, R.C., Ryder, K.S., D’Agostino, C., Gladden, L.F., Mantle, M.D.: Glycerol eutectics as sustainable solvent systems. Green Chem. 13, 82–90 (2011)
Bi, W., Tian, M., Row, K.H.: Evaluation of alcohol-based deep eutectic solvent in extraction and determination of flavonoids with response surface methodology optimization. J. Chromatogr. A 1285, 22–30 (2013)
Chemat, F., Khan, M.K.: Applications of ultrasound in food technology: processing, preservation and extraction. Ultrason. Sonochem. 18, 813–835 (2011)
Singh, B.S., Lobo, H.R., Pinjari, D.V., Jarag, K.J., Pandit, A.B., Shankarling, G.S.: Ultrasound and deep eutectic solvent (DES): a novel blend of techniques for rapid and energy efficient synthesis of oxazoles. Ultrason. Sonochem. 20, 287–293 (2013)
Park, H.E., Tang, B., Row, K.H.: Application of deep eutectic solvents as additives in ultrasonic extraction of two phenolic acids from Herba Artemisiae Scopariae. Anal. Lett. 47, 1476–1484 (2014)
Zhang, H., Tang, B., Row, K.H.: A green deep eutectic solvent-based ultrasound-assisted method to extract astaxanthin from shrimp byproducts. Anal. Lett. 47, 742–749 (2014)
Omar, J., Alonso, I., Garaikoetxea, A., Etxebarria, N.: Optimization of focused ultrasound extraction (FUSE) and supercritical fluid extraction (SFE) of citrus peel volatile oils and antioxidants. Food Anal. Methods 6, 1244–1252 (2013)
Rajha, H.N., Ziegler, W., Louka, N., Hobaika, Z., Vorobiev, E., Boechzelt, H.G., Maroun, R.G.: Effect of the drying process on the intensification of phenolic compounds recovery from grape pomace using accelerated solvent extraction. Int. J. Mol. Sci. 15, 18640–18658 (2014)
Bravo, J., Juániz, I., Monente, C., Caemmerer, B., Kroh, L.W., De Peña, M.P., Cid, C.: Evaluation of spent coffee obtained from the most common coffeemakers as a source of hydrophilic bioactive compounds. J. Agric. Food Chem. 60, 12565–12573 (2012)
Zuorro, A., Lavecchia, R.: Spent coffee grounds as a valuable source of phenolic compounds and bioenergy. J. Clean. Prod. 34, 49–56 (2012)
Chen, Y., Dunford, N.T., Goad, C.: Phytochemical composition of extracts from wheat grain fractions obtained by tangential abrasive dehulling. LWT-Food Sci. Technol. 54, 353–359 (2013)
Verma, B., Hucl, P., Chibbar, R.N.: Phenolic content and antioxidant properties of bran in 51 wheat cultivars. Cereal Chem. 85, 544–549 (2008)
Tang, B., Row, K.H.: Recent developments in deep eutectic solvents in chemical sciences. Mon. Chem. 144, 1427–1454 (2013)
Zhang, Q., Vigier, K.D.O., Royer, S., Jérôme, F.: Deep eutectic solvents: syntheses, properties and applications. Chem. Soc. Rev. 41, 7108–7146 (2012)
Pandey, A., Rai, R., Pal, M., Pandey, S.: How polar are choline chloride-based deep eutectic solvents? Phys. Chem. Chem. Phys. 16, 1559–1568 (2014)
Zhang, H., Tang, B., Row, K.: Extraction of catechin compounds from green tea with a new green solvent. Chem. Res. Chin. Univ. 30, 37–41 (2014)
Makris, D.P., Boskou, G., Andrikopoulos, N.K.: Polyphenolic content and in vitro antioxidant characteristics of wine industry and other agri-food solid waste extracts. J. Food Compos. Anal. 20, 125–132 (2007)
Magalhães, L.M., Segundo, M.A., Reis, S., Lima, J.L.: Methodological aspects about in vitro evaluation of antioxidant properties. Anal. Chim. Acta 613, 1–19 (2008)
Makris, D., Kefalas, P.: Association between in vitro antiradical activity and ferric reducing power in aged red wines: a mechanistic approach. Food Sci. Technol. Int. 11, 11–18 (2005)
Aoun, M., Makris, D.P.: Binary mixtures of natural polyphenolic antioxidants with ascorbic acid: impact of interactions on the antiradical activity. Int. Food Res. J. 19, 603–606 (2012)
Karvela, E., Makris, D.P., Karathanos, V.T.: Implementation of response surface methodology to assess the antiradical behaviour in mixtures of ascorbic acid and α-tocopherol with grape (Vitis vinifera) stem extracts. Food Chem. 132, 351–359 (2012)
Aoun, M., Makris, D.P.: Use of response surface methodology to evaluate the reducing power in binary solutions of ascorbic acid with natural polyphenolic antioxidants. Int. J. Food Stud. 2, 238–251 (2013)
Karvela, E., Makris, D.P.: Assessment of the reducing effects in mixtures of grape (Vitis vinifera) seed extracts with α-tocopherol using response surface methodology. J. Microbiol. Biotechnol. Food Sci. 2, 771 (2012)
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In memory of Dr. Panagiotis Kefalas.
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Mouratoglou, E., Malliou, V. & Makris, D.P. Novel Glycerol-Based Natural Eutectic Mixtures and Their Efficiency in the Ultrasound-Assisted Extraction of Antioxidant Polyphenols from Agri-Food Waste Biomass. Waste Biomass Valor 7, 1377–1387 (2016). https://doi.org/10.1007/s12649-016-9539-8
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DOI: https://doi.org/10.1007/s12649-016-9539-8