Abstract
Phenolic compounds are known to have a significant effect on human defense system due to their anti-inflammatory efficacy. This can slow down the aging process and strengthen the human immune system. With the growing interest in green chemistry concept, extraction of phenolic compounds from plants has been geared towards a sustainable path with the use of green and environmentally friendly solvents such as natural deep eutectic solvents (NADES). This review discusses both the conventional extraction and the advanced extraction methods of phenolic compounds using NADES with focus on microwave-assisted extraction (MAE) and ultrasound-assisted extraction (UAE) techniques ensued by a rationale comparison between them. Employing choline chloride-based natural deep eutectic solvents (NADES) is highlighted as one of the promising strategies in green solvent extraction of phenolic compounds in terms of their biodegradability and extraction mechanism. The review also discusses assistive extraction technologies using NADES for a better understanding of their relationship with extraction efficiency. In addition, the review includes an overview of the challenges of recovering phenolic compounds from NADES after extraction, the potential harmful effects of NADES as well as their future perspective.
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Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
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Research funding: The authors were grateful for the research funding for this work from Fundamental Research Grant Scheme (FRGS), Ministry of Higher Education (MOHE), Malaysia (grant no. FRGS/1/2020/TK0/UM/01/3 (FP078-2020)).
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Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
References
Abbott, A.P., Boothby, D., Capper, G., Davies, D.L., and Rasheed, R.K. (2004). Deep eutectic solvents formed between choline chloride and carboxylic acids: versatile alternatives to ionic liquids. J. Am. Chem. Soc. 126: 9142–9147, https://doi.org/10.1021/JA048266J.Search in Google Scholar
Abubakar, A.R. and Haque, M. (2020). Preparation of medicinal plants: basic extraction and fractionation procedures for experimental purposes. J. Pharm. BioAllied Sci. 12: 1, https://doi.org/10.4103/JPBS.JPBS_175_19.Search in Google Scholar
Alam, M.A., Muhammad, G., Khan, M.N., Mofijur, M., Lv, Y., Xiong, W., and Xu, J. (2021). Choline chloride-based deep eutectic solvents as green extractants for the isolation of phenolic compounds from biomass. J. Clean. Prod. 309: 127445, https://doi.org/10.1016/J.JCLEPRO.2021.127445.Search in Google Scholar
Alañón, M.E., Ivanović, M., Pimentel-Mora, S., Borrás-Linares, I., Arráez-Román, D., and Segura-Carretero, A. (2020). A novel sustainable approach for the extraction of value-added compounds from Hibiscus sabdariffa L. calyces by natural deep eutectic solvents. Food Res. Int. 137: 109646, https://doi.org/10.1016/j.foodres.2020.109646.Search in Google Scholar PubMed
Alara, O.R., Abdurahman, N.H., and Ukaegbu, C.I. (2021). Extraction of phenolic compounds: a review. Curr. Res. Food Sci. 4: 200–214, https://doi.org/10.1016/J.CRFS.2021.03.011.Search in Google Scholar
Albuquerque, B.R., Prieto, M.A., Barreiro, M.F., Rodrigues, A.E., Curran, T.P., Barros, L., and Ferreira, I.C.F.R. (2017). Catechin-based extract optimization obtained from Arbutus unedo L. fruits using maceration/microwave/ultrasound extraction techniques. Ind. Crop. Prod. 95: 404–415, https://doi.org/10.1016/J.INDCROP.2016.10.050.Search in Google Scholar
Albuquerque, B.R., Heleno, S.A.8., Oliveira, M.B.P.P., Barros, L., and Ferreira, I.C.F.R. (2021). Phenolic compounds: current industrial applications, limitations and future challenges. Food Funct. 12: 14–29, https://doi.org/10.1039/D0FO02324H.Search in Google Scholar PubMed
Ali, A., Lim, X.Y., Chong, C.H., Mah, S.H., and Chua, B.L. (2018). Ultrasound-assisted extraction of natural antioxidants from betel leaves (Piper betle): extraction kinetics and modeling. Separ. Sci. Technol. 53: 2192–2205, https://doi.org/10.1080/01496395.2018.1443137.Search in Google Scholar
Ali Redha, A. (2021). Review on extraction of phenolic compounds from natural sources using green deep eutectic solvents. J. Agric. Food Chem. 69: 878–912, https://doi.org/10.1021/ACS.JAFC.0C06641/ASSET/IMAGES/MEDIUM/JF0C06641_0003.GIF.Search in Google Scholar
Amen-Chen, C., Pakdel, H., and Roy, C. (1997). Separation of phenols from Eucalyptus wood tar. Biomass Bioenergy 13: 25–37, https://doi.org/10.1016/S0961-9534(97)00021-4.Search in Google Scholar
Amirabbasi, S., Elhamirad, A.H., Saeediasl, M.R., Armin, M., and Ziaolhagh, S.H.R. (2021). Optimization of polyphenolic compounds extraction methods from Okra stem. J. Food Meas. Char. 15: 717–734, https://doi.org/10.1007/S11694-020-00641-8.Search in Google Scholar
Aourach, M., González-De-peredo, A.V., Vázquez-Espinosa, M., Essalmani, H., Palma, M., and Barbero, G.F. (2021). Optimization and comparison of ultrasound and microwave-assisted extraction of phenolic compounds from cotton-lavender (Santolina chamaecyparissus L.). Agronomy 11: 84, https://doi.org/10.3390/AGRONOMY11010084.Search in Google Scholar
Bakirtzi, C., Triantafyllidou, K., and Makris, D.P. (2016). Novel lactic acid-based natural deep eutectic solvents: efficiency in the ultrasound-assisted extraction of antioxidant polyphenols from common native Greek medicinal plants. J. Appl. Res. Med. Aromatic Plants 3: 120–127, https://doi.org/10.1016/J.JARMAP.2016.03.003.Search in Google Scholar
Benlebna, M., Ruesgas-Ramón, M., Bonafos, B., Fouret, G., Casas, F., Coudray, C., Durand, E., Cruz Figueroa-Espinoza, M., and Feillet-Coudray, C. (2018). Toxicity of natural deep eutectic solvent betaine: glycerol in rats. J. Agric. Food Chem. 66: 6205–6212, https://doi.org/10.1021/ACS.JAFC.8B01746/ASSET/IMAGES/MEDIUM/JF-2018-01746B_0006.GIF.Search in Google Scholar
Benoit, C., Virginie, C., and Boris, V. (2021). The use of NADES to support innovation in the cosmetic industry. Adv. Bot. Res. 97: 309–332, https://doi.org/10.1016/BS.ABR.2020.09.009.Search in Google Scholar
Benvenutti, L., Zielinski, A.A.F., and Ferreira, S.R.S. (2019). Which is the best food emerging solvent: IL, DES or NADES? Trends Food Sci. Technol. 90: 133–146, https://doi.org/10.1016/j.tifs.2019.06.003.Search in Google Scholar
Bonacci, S., di Gioia, M.L., Costanzo, P., Maiuolo, L., Tallarico, S., and Nardi, M. (2020). Natural deep eutectic solvent as extraction media for the main phenolic compounds from olive oil processing wastes. Antioxidants 9: 513, https://doi.org/10.3390/ANTIOX9060513.Search in Google Scholar PubMed PubMed Central
Caldas, T.W., Mazza, K.E.L., Teles, A.S.C., Mattos, G.N., Brígida, A.I.S., Conte-Junior, C.A., Borguini, R.G., Godoy, R.L.O., Cabral, L.M.C., and Tonon, R.V. (2018). Phenolic compounds recovery from grape skin using conventional and non-conventional extraction methods. Ind. Crop. Prod. 111: 86–91, https://doi.org/10.1016/J.INDCROP.2017.10.012.Search in Google Scholar
Celina Selvakumari, J., Dhanalakshmi, J., Pathinettam Padiyan, D., Luaibi, H.M., Alfarhani, B.F., Hammza, R.A., C Wahyuni, D.S., Kristanti, M.W., Putri, R.K., and Rinanto, Y. (2017). NMR metabolic profiling of green tea (Camellia sinensis L.) leaves grown at Kemuning, Indonesia. J. Phys. Conf. 795: 012013, https://doi.org/10.1088/1742-6596/795/1/012013.Search in Google Scholar
Chanioti, S. and Tzia, C. (2018). Extraction of phenolic compounds from olive pomace by using natural deep eutectic solvents and innovative extraction techniques. Innovat. Food Sci. Emerg. Technol. 48: 228–239, https://doi.org/10.1016/J.IFSET.2018.07.001.Search in Google Scholar
Cho, H.D., Lee, K.W., Won, Y.S., Shin, D.Y., and Seo, K. Il. (2019). Studies on the anti-angiogenic activities of wild and cultivated Orostachys japonicus extracts in human umbilical vein endothelial cells. J. Food Sci. 84: 1764–1775, https://doi.org/10.1111/1750-3841.14675.Search in Google Scholar PubMed
Cowan, M.M. (1999). Plant products as antimicrobial agents. Clin. Microbiol. Rev. 12: 564–582, https://doi.org/10.1128/CMR.12.4.564.Search in Google Scholar PubMed PubMed Central
Cvjetko Bubalo, M., Ćurko, N., Tomašević, M., Kovačević Ganić, K., and Radojcic Redovnikovic, I. (2016). Green extraction of grape skin phenolics by using deep eutectic solvents. Food Chem. 200: 159–166, https://doi.org/10.1016/J.FOODCHEM.2016.01.040.Search in Google Scholar
Dahmoune, F., Spigno, G., Moussi, K., Remini, H., Cherbal, A., and Madani, K. (2014). Pistacia lentiscus leaves as a source of phenolic compounds: microwave-assisted extraction optimized and compared with ultrasound-assisted and conventional solvent extraction. Ind. Crop. Prod. 61: 31–40, https://doi.org/10.1016/J.INDCROP.2014.06.035.Search in Google Scholar
Dai, Y., Witkamp, G.J., Verpoorte, R., and Choi, Y.H. (2015). Tailoring properties of natural deep eutectic solvents with water to facilitate their applications. Food Chem. 187: 14–19, https://doi.org/10.1016/J.FOODCHEM.2015.03.123.Search in Google Scholar
Dai, Y., Rozema, E., Verpoorte, R., and Choi, Y.H. (2016). Application of natural deep eutectic solvents to the extraction of anthocyanins from Catharanthus roseus with high extractability and stability replacing conventional organic solvents. J. Chromatogr. A 1434: 50–56, https://doi.org/10.1016/J.CHROMA.2016.01.037.Search in Google Scholar PubMed
Das, K., Tiwari, R.K.S., and Shrivastava, D.K. (2010). Techniques for evaluation of medicinal plant products as antimicrobial agent: current methods and future trends. J. Med. Plants Res. 4: 104–111, https://doi.org/10.5897/JMPR09.030.Search in Google Scholar
de Almeida Pontes, P.V., Ayumi Shiwaku, I., Maximo, G.J., and Caldas Batista, E.A. (2021). Choline chloride-based deep eutectic solvents as potential solvent for extraction of phenolic compounds from olive leaves: extraction optimization and solvent characterization. Food Chem. 352: 129346, https://doi.org/10.1016/J.FOODCHEM.2021.129346.Search in Google Scholar PubMed
della Posta, S., Gallo, V., Gentili, A., and Fanali, C. (2022). Strategies for the recovery of bioactive molecules from deep eutectic solvents extracts. TrAC Trends Anal. Chem. 157: 116798, https://doi.org/10.1016/J.TRAC.2022.116798.Search in Google Scholar
Drosou, C., Kyriakopoulou, K., Bimpilas, A., Tsimogiannis, D., and Krokida, M. (2015). A comparative study on different extraction techniques to recover red grape pomace polyphenols from vinification byproducts. Ind. Crop. Prod. 75: 141–149, https://doi.org/10.1016/J.INDCROP.2015.05.063.Search in Google Scholar
Du, F.Y., Xiao, X.H., Luo, X.J., and Li, G.K. (2009). Application of ionic liquids in the microwave-assisted extraction of polyphenolic compounds from medicinal plants. Talanta 78: 1177–1184, https://doi.org/10.1016/J.TALANTA.2009.01.040.Search in Google Scholar PubMed
Duangjan, C., Rangsinth, P., Gu, X., Wink, M., and Tencomnao, T. (2019). Lifespan extending and oxidative stress resistance properties of a leaf extracts from Anacardium occidentale L. in Caenorhabditis elegans. Oxid. Med. Cell. Longev. 2019, https://doi.org/10.1155/2019/9012396.Search in Google Scholar PubMed PubMed Central
Dukić, D., Mašković, P., Vesković Moračanin, S., Kurćubić, V., Milijašević, M., and Babić, J. (2017). Conventional and unconventional extraction methods applied to the plant, Thymus serpyllum L. IOP Conf. Ser. Earth Environ. Sci. 85: 012064, https://doi.org/10.1088/1755-1315/85/1/012064.Search in Google Scholar
Durand, E., Lecomte, J., Upasani, R., Chabi, B., Bayrasy, C., Baréa, B., Jublanc, E., Clarke, M.J., Moore, D.J., Crowther, J., et al.. (2017). Evaluation of the ROS inhibiting activity and mitochondrial targeting of phenolic compounds in fibroblast cells model system and enhancement of efficiency by natural deep eutectic solvent (NADES) formulation. Pharmaceut. Res. 34: 1134–1146, https://doi.org/10.1007/S11095-017-2124-4.Search in Google Scholar
El Kantar, S., Rajha, H.N., Boussetta, N., Vorobiev, E., Maroun, R.G., and Louka, N. (2019). Green extraction of polyphenols from grapefruit peels using high voltage electrical discharges, deep eutectic solvents and aqueous glycerol. Food Chem. 295: 165–171, https://doi.org/10.1016/J.FOODCHEM.2019.05.111.Search in Google Scholar
Faggian, M., Sut, S., Perissutti, B., Baldan, V., Grabnar, I., and Dall’Acqua, S. (2016). Natural deep eutectic solvents (NADES) as a tool for bioavailability improvement: pharmacokinetics of rutin dissolved in proline/glycine after oral administration in rats: possible application in nutraceuticals. Molecules 21: 1531, https://doi.org/10.3390/MOLECULES21111531.Search in Google Scholar
Gao, M.Z., Cui, Q., Wang, L.T., Meng, Y., Yu, L., Li, Y.Y., and Fu, Y.J. (2020). A green and integrated strategy for enhanced phenolic compounds extraction from mulberry (Morus alba L.) leaves by deep eutectic solvent. Microchem. J. 154: 104598, https://doi.org/10.1016/j.microc.2020.104598.Search in Google Scholar
García, A., Rodríguez-Juan, E., Rodríguez-Gutiérrez, G., Rios, J.J., and Fernández-Bolaños, J. (2016). Extraction of phenolic compounds from virgin olive oil by deep eutectic solvents (DESs). Food Chem. 197: 554–561, https://doi.org/10.1016/J.FOODCHEM.2015.10.131.Search in Google Scholar
Grozdanova, T., Trusheva, B., Alipieva, K., Popova, M., Dimitrova, L., Najdenski, H., Zaharieva, M.M., Ilieva, Y., Vasileva, B., Miloshev, G., et al.. (2020). Extracts of medicinal plants with natural deep eutectic solvents: enhanced antimicrobial activity and low genotoxicity. BMC Chem. 14: 1–9, https://doi.org/10.1186/S13065-020-00726-X/FIGURES/2.Search in Google Scholar
Halder, A.K. and Cordeiro, M.N.D.S. (2019). Probing the environmental toxicity of deep eutectic solvents and their components: an in silico modeling approach. ACS Sustain. Chem. Eng. 7: 10649–10660, https://doi.org/10.1021/ACSSUSCHEMENG.9B01306/ASSET/IMAGES/LARGE/SC-2019-01306A_0004.JPEG.Search in Google Scholar
Hayyan, M., Hashim, M.A., Al-Saadi, M.A., Hayyan, A., AlNashef, I.M., and Mirghani, M.E.S. (2013a). Assessment of cytotoxicity and toxicity for phosphonium-based deep eutectic solvents. Chemosphere 93: 455–459, https://doi.org/10.1016/J.CHEMOSPHERE.2013.05.013.Search in Google Scholar
Hayyan, M., Hashim, M.A., Hayyan, A., Al-Saadi, M.A., AlNashef, I.M., Mirghani, M.E.S., and Saheed, O.K. (2013b). Are deep eutectic solvents benign or toxic? Chemosphere 90: 2193–2195, https://doi.org/10.1016/J.CHEMOSPHERE.2012.11.004.Search in Google Scholar
Hayyan, M., Mbous, Y.P., Looi, C.Y., Wong, W.F., Hayyan, A., Salleh, Z., and Mohd-Ali, O. (2016). Natural deep eutectic solvents: cytotoxic profile. SpringerPlus 5: 913, https://doi.org/10.1186/S40064-016-2575-9.Search in Google Scholar
Hossain, M.A., Al-Hdhrami, S.S., Weli, A.M., Al-Riyami, Q., and Al-Sabahi, J.N. (2014). Isolation, fractionation and identification of chemical constituents from the leaves crude extracts of Mentha piperita L grown in Sultanate of Oman. Asian Pac. J. Trop. Biomed. 4: S368–S372, https://doi.org/10.12980/APJTB.4.2014C1051.Search in Google Scholar PubMed PubMed Central
Hsu, C.L., Hong, B.O.H., Shan, Y.U., and Yen, G.C. (2010). Antioxidant and anti-inflammatory effects of orthosiphon aristatus and its bioactive compounds. J. Agric. Food Chem. 58: 2150–2156, https://doi.org/10.1021/JF903557C.Search in Google Scholar
Huang, Z.L., Wu, B.P., Wen, Q., Yang, T.X., and Yang, Z. (2014). Deep eutectic solvents can be viable enzyme activators and stabilizers. J. Chem. Technol. Biotechnol. 89: 1975–1981, https://doi.org/10.1002/JCTB.4285.Search in Google Scholar
Huang, Y., Feng, F., Jiang, J., Qiao, Y., Wu, T., Voglmeir, J., and Chen, Z.G. (2017). Green and efficient extraction of rutin from tartary buckwheat hull by using natural deep eutectic solvents. Food Chem. 221: 1400–1405, https://doi.org/10.1016/J.FOODCHEM.2016.11.013.Search in Google Scholar
Ince, A.E., Şahin, S., and Şümnü, S.G. (2013). Extraction of phenolic compounds from melissa using microwave and ultrasound. Turk. J. Agric. For. 37: 69–75, https://doi.org/10.3906/TAR-1201-1.Search in Google Scholar
Ivanović, M., Grujić, D., Cerar, J., Razboršek, M.I., Topalić-Trivunović, L., Savić, A., Kočar, D., and Kolar, M. (2022). Extraction of bioactive metabolites from Achillea millefolium L. with choline chloride based natural deep eutectic solvents: a study of the antioxidant and antimicrobial activity. Antioxidants 11: 724, https://doi.org/10.3390/ANTIOX11040724/S1.Search in Google Scholar
Jeong, K.M., Zhao, J., Jin, Y., Heo, S.R., Han, S.Y., Yoo, D.E., and Lee, J. (2015). Highly efficient extraction of anthocyanins from grape skin using deep eutectic solvents as green and tunable media. Arch Pharm. Res. (Seoul) 38: 2143–2152, https://doi.org/10.1007/S12272-015-0678-4.Search in Google Scholar PubMed
Jeong, K.M., Ko, J., Zhao, J., Jin, Y., Yoo, D.E., Han, S.Y., and Lee, J. (2017). Multi-functioning deep eutectic solvents as extraction and storage media for bioactive natural products that are readily applicable to cosmetic products. J. Clean. Prod. 151: 87–95, https://doi.org/10.1016/J.JCLEPRO.2017.03.038.Search in Google Scholar
Kaderides, K., Papaoikonomou, L., Serafim, M., and Goula, A.M. (2019). Microwave-assisted extraction of phenolics from pomegranate peels: optimization, kinetics, and comparison with ultrasounds extraction. Chem. Eng. Process. – Process Intensif. 137: 1–11, https://doi.org/10.1016/J.CEP.2019.01.006.Search in Google Scholar
Kallithraka, S., Garcia-Viguera, C., Bridle, P., and Bakker, J. (1995). Survey of solvents for the extraction of grape seed phenolics. Phytochem. Anal. 6: 265–267, https://doi.org/10.1002/PCA.2800060509.Search in Google Scholar
Karasawa, M.M.G. and Mohan, C. (2018). Fruits as prospective reserves of bioactive compounds: a review. Nat. Prod. Bioprospect. 8: 335–346, https://doi.org/10.1007/S13659-018-0186-6.Search in Google Scholar PubMed PubMed Central
Khan, M.K., Ahmad, K., Hassan, S., Imran, M., Ahmad, N., and Xu, C. (2018). Effect of novel technologies on polyphenols during food processing. Innovat. Food Sci. Emerg. Technol. 45: 361–381, https://doi.org/10.1016/J.IFSET.2017.12.006.Search in Google Scholar
Khezerlou, A. and Jafari, S.M. (2020). Nanoencapsulated bioactive components for active food packaging. In: Handbook of food nanotechnology. Academic Press, Amsterdam, pp. 493–532.10.1016/B978-0-12-815866-1.00013-3Search in Google Scholar
Kim, J.H., Jung, C.H., Jang, B.H., Go, H.Y., Park, J.H., Choi, Y.K., Hong, S.II, Shin, Y.C., and Ko, S.G. (2009). Selective cytotoxic effects on human cancer cell lines of phenolic-rich ethyl-acetate fraction from Rhus verniciflua Stokes. Am. J. Chin. Med. 37: 609–620, https://doi.org/10.1142/S0192415X09007090.Search in Google Scholar PubMed
Koutsoukos, S., Tsiaka, T., Tzani, A., Zoumpoulakis, P., and Detsi, A. (2019). Choline chloride and tartaric acid, a natural deep eutectic solvent for the efficient extraction of phenolic and carotenoid compounds. J. Clean. Prod. 241: 118384, https://doi.org/10.1016/J.JCLEPRO.2019.118384.Search in Google Scholar
Kovač, M.J., Jokić, S., Jerković, I., and Molnar, M. (2022). Optimization of deep eutectic solvent extraction of phenolic acids and tannins from Alchemilla vulgaris L. Plants 11: 474, https://doi.org/10.3390/PLANTS11040474.Search in Google Scholar
Lakka, A., Grigorakis, S., Karageorgou, I., Batra, G., Kaltsa, O., Bozinou, E., Lalas, S., and Makris, D.P. (2019). Saffron processing wastes as a bioresource of high-value added compounds: development of a green extraction process for polyphenol recovery using a natural deep eutectic solvent. Antioxidants 8: 586, https://doi.org/10.3390/ANTIOX8120586.Search in Google Scholar PubMed PubMed Central
Li, J., Han, Z., Zou, Y., and Yu, B. (2015). Efficient extraction of major catechins in Camellia sinensis leaves using green choline chloride-based deep eutectic solvents. RSC Adv. 5: 93937–93944, https://doi.org/10.1039/C5RA15830C.Search in Google Scholar
Liu, Y., Garzon, J., Friesen, J.B., Zhang, Y., McAlpine, J.B., Lankin, D.C., Chen, S.N., and Pauli, G.F. (2016). Countercurrent assisted quantitative recovery of metabolites from plant-associated natural deep eutectic solvents. Fitoterapia 112: 30–37, https://doi.org/10.1016/J.FITOTE.2016.04.019.Search in Google Scholar
López-Linares, J.C., Campillo, V., Coca, M., Lucas, S., and García-Cubero, M.T. (2021). Microwave-assisted deep eutectic solvent extraction of phenolic compounds from brewer’s spent grain. J. Chem. Technol. Biotechnol. 96: 481–490, https://doi.org/10.1002/JCTB.6565.Search in Google Scholar
Lu, W. and Liu, S. (2020). Choline chloride–based deep eutectic solvents (Ch-DESs) as promising green solvents for phenolic compounds extraction from bioresources: state-of-the-art, prospects, and challenges. Biomass Convers. Biorefin. 12: 2949–2962, https://doi.org/10.1007/S13399-020-00753-7.Search in Google Scholar
Luque de Castro, M.D. and Priego Capote, F. (2007). Analytical applications of ultrasound, 1st ed Elsevier, Amsterdam.Search in Google Scholar
Luthria, D.L., Mukhopadhyay, S., and Kwansa, A.L. (2006). A systematic approach for extraction of phenolic compounds using parsley (Petroselinum crispum) flakes as a model substrate. J. Sci. Food Agric. 86: 1350–1358, https://doi.org/10.1002/JSFA.2521.Search in Google Scholar
Madhumita, M., Guha, P., and Nag, A. (2020). Processing and potential health benefits of betel leaf (Piper betle L.). In: Herbal medicine in India: indigenous knowledge, practice, innovation and its value. Springer, Singapore, pp. 237–246.10.1007/978-981-13-7248-3_17Search in Google Scholar
Mansinhos, I., Gonçalves, S., Rodríguez-Solana, R., Ordóñez-Díaz, J.L., Moreno-Rojas, J.M., and Romano, A. (2021). Ultrasonic-assisted extraction and natural deep eutectic solvents combination: a green strategy to improve the recovery of phenolic compounds from Lavandula pedunculata subsp. lusitanica (Chaytor) Franco. Antioxidants 10: 582, https://doi.org/10.3390/antiox10040582.Search in Google Scholar PubMed PubMed Central
Martins, P.L.G., Braga, A.R., and de Rosso, V.V. (2017). Can ionic liquid solvents be applied in the food industry? Trends Food Sci. Technol. 66: 117–124, https://doi.org/10.1016/J.TIFS.2017.06.002.Search in Google Scholar
Mazumdar, P., Pratama, H., Lau, S.E., Teo, C.H., and Harikrishna, J.A. (2019). Biology, phytochemical profile and prospects for snake fruit: an antioxidant-rich fruit of South East Asia. Trends Food Sci. Technol. 91: 147–158, https://doi.org/10.1016/J.TIFS.2019.06.017.Search in Google Scholar
Mendes, M.K.de A., Oliveira, C.B., dos, S., Veras, M.D.A., Araújo, B.Q., Dantas, C., Chaves, M.H., Lopes Júnior, C.A., and Vieira, E.C. (2019). Application of multivariate optimization for the selective extraction of phenolic compounds in cashew nuts (Anacardium occidentale L.). Talanta 205: 120100, https://doi.org/10.1016/J.TALANTA.2019.06.100.Search in Google Scholar PubMed
Mlyuka, E., Mbifile, M., Zhang, S., Zheng, Z., and Chen, J. (2018). Strategic applications and the challenges of subcritical water extraction technology in food industries. Chiang Mai J. Sci. 45: 1015–1029.Search in Google Scholar
Musial, C., Kuban-Jankowska, A., and Gorska-Ponikowska, M. (2020). Beneficial properties of green tea catechins. Int. J. Mol. Sci. 21: 1744, https://doi.org/10.3390/IJMS21051744.Search in Google Scholar
Mustapa, A.N., Martin, Á., Mato, R.B., and Cocero, M.J. (2015). Extraction of phytocompounds from the medicinal plant Clinacanthus nutans Lindau by microwave-assisted extraction and supercritical carbon dioxide extraction. Ind. Crop. Prod. 74: 83–94, https://doi.org/10.1016/J.INDCROP.2015.04.035.Search in Google Scholar
Nam, M.W., Zhao, J., Lee, M.S., Jeong, J.H., and Lee, J. (2015). Enhanced extraction of bioactive natural products using tailor-made deep eutectic solvents: application to flavonoid extraction from Flos sophorae. Green Chem. 17: 1718–1727, https://doi.org/10.1039/C4GC01556H.Search in Google Scholar
Ng, M.H. and Nu’man, A.H. (2021). Investigation on the use of deep eutectic solvent with microwave assistance for the extraction of ferulic acid from palm pressed fibre. Curr. Res. Green Sustainable Chem. 4: 100155, https://doi.org/10.1016/J.CRGSC.2021.100155.Search in Google Scholar
Nystedt, H.L., Grønlien, K.G., and Tønnesen, H.H. (2021). Interactions of natural deep eutectic solvents (NADES) with artificial and natural membranes. J. Mol. Liq. 328: 115452, https://doi.org/10.1016/J.MOLLIQ.2021.115452.Search in Google Scholar
Oroian, M., Dranca, F., and Ursachi, F. (2020). Comparative evaluation of maceration, microwave and ultrasonic-assisted extraction of phenolic compounds from propolis. J. Food Sci. Technol. 57: 70–78, https://doi.org/10.1007/S13197-019-04031-X.Search in Google Scholar
Paiva, A., Craveiro, R., Aroso, I., Martins, M., Reis, R.L., and Duarte, A.R.C. (2014). Natural deep eutectic solvents – solvents for the 21st century. ACS Sustain. Chem. Eng. 2: 1063–1071, https://doi.org/10.1021/SC500096J/ASSET/IMAGES/MEDIUM/SC-2014-00096J_0010.GIF.Search in Google Scholar
Pandey, A. and Tripathi, S. (2014). Concept of standardization, extraction and pre phytochemical screening strategies for herbal drug. J. Pharmacogn. Phytochem. 2: 115–119.Search in Google Scholar
Popovic, B.M., Micic, N., Potkonjak, A., Blagojevic, B., Pavlovic, K., Milanov, D., and Juric, T. (2022). Novel extraction of polyphenols from sour cherry pomace using natural deep eutectic solvents – ultrafast microwave-assisted NADES preparation and extraction. Food Chem. 366: 130562, https://doi.org/10.1016/J.FOODCHEM.2021.130562.Search in Google Scholar
Proestos, C. and Komaitis, M. (2006). Ultrasonically assisted extraction of phenolic compounds from aromatic plants: comparison with conventional extraction technics. J. Food Qual. 29: 567–582, https://doi.org/10.1111/J.1745-4557.2006.00096.X.Search in Google Scholar
Proestos, C. and Komaitis, M. (2008). Application of microwave-assisted extraction to the fast extraction of plant phenolic compounds. LWT–Food Sci. Technol. 41: 652–659, https://doi.org/10.1016/J.LWT.2007.04.013.Search in Google Scholar
Radošević, K., Cvjetko Bubalo, M., Gaurina Srček, V., Grgas, D., Landeka Dragičević, T., and Redovniković, R.I. (2015). Evaluation of toxicity and biodegradability of choline chloride based deep eutectic solvents. Ecotoxicol. Environ. Saf. 112: 46–53, https://doi.org/10.1016/J.ECOENV.2014.09.034.Search in Google Scholar PubMed
Rente, D., Cvjetko Bubalo, M., Panić, M., Paiva, A., Caprin, B., Radojčić Redovniković, I., and Duarte, A.R.C. (2022). Review of deep eutectic systems from laboratory to industry, taking the application in the cosmetics industry as an example. J. Clean. Prod. 380: 135147, https://doi.org/10.1016/J.JCLEPRO.2022.135147.Search in Google Scholar
Rice-Evans, C.A., Miller, N.J., and Paganga, G. (1997). Antioxidant properties of phenolic compounds. Trends Plant Sci. 2: 152–159, https://doi.org/10.1016/S1360-1385(97)01018-2.Search in Google Scholar
Rios, T.S., Torres, T.S., Cerrilla, M.E.O., Hernández, M.S., Cruz, A.D., Bautista, J.H., Cuéllar, C.N., and Huerta, H.V. (2014). Changes in composition, antioxidant content, and antioxidant capacity of coffee pulp during the ensiling process. Rev. Bras. Zootec. 43: 492–498, https://doi.org/10.1590/S1516-35982014000900006.Search in Google Scholar
Ruesgas-Ramón, M., Figueroa-Espinoza, M.C., and Durand, E. (2017). Application of deep eutectic solvents (DES) for phenolic compounds extraction: overview, challenges, and opportunities. J. Agric. Food Chem. 65: 3591–3601, https://doi.org/10.1021/ACS.JAFC.7B01054.Search in Google Scholar PubMed
Sauvesty, A., Page, F., and Huot, J. (1992). A simple method for extracting plant phenolic compounds. Can. J. For. Res. 22: 654–659, https://doi.org/10.1139/X92-087.Search in Google Scholar
Serna-Vázquez, J., Ahmad, M.Z., Boczkaj, G., and Castro-Muñoz, R. (2021). Latest insights on novel deep eutectic solvents (DES) for sustainable extraction of phenolic compounds from natural sources. Molecules 26: 5037, https://doi.org/10.3390/MOLECULES26165037.Search in Google Scholar PubMed PubMed Central
Seyedreihani, S.F., Tan, T.C., Alkarkhi, A.F.M., and Easa, A.M. (2016). Total phenolic content and antioxidant activity of Ulam raja (Cosmos caudatus) and quantification of its selected marker compounds: effect of extraction. Int. J. Food Prop. 20: 260–270, https://doi.org/10.1080/10942912.2016.1155055.Search in Google Scholar
Shahidi, F., Yeo, J., Cisneros-Zevallos, L., and Jacobo-Velazquez, D. (2016). Insoluble-bound phenolics in food. Molecules 21: 1216, https://doi.org/10.3390/MOLECULES21091216.Search in Google Scholar PubMed PubMed Central
Silva Júnior, M.E., Araújo, M.V.R.L., Santana, A.A., Silva, F.L.H., and Maciel, M.I.S. (2021). Ultrasound-assisted extraction of bioactive compounds from ciriguela (Spondias purpurea L.) peel: optimization and comparison with conventional extraction and microwave. Arab. J. Chem. 14: 103260, https://doi.org/10.1016/J.ARABJC.2021.103260.Search in Google Scholar
Souza, O.A., Ramalhão, V.G.da S., Trentin, L.de M., Funari, C.S., Carneiro, R.L., Bolzani, V.da S., and Rinaldo, D. (2022). Combining natural deep eutectic solvent and microwave irradiation towards the eco-friendly and optimized extraction of bioactive phenolics from Eugenia uniflora L. Sustainable Chem. Pharm. 26: 100618, https://doi.org/10.1016/J.SCP.2022.100618.Search in Google Scholar
Vidal, S.T.M., Correia, M.J.N., Marques, M.M., Ismael, M.R., and Reis, M.T.A. (2004). Studies on the use of ionic liquids as potential extractants of phenolic compounds and metal ions. Separ. Sci. Technol. 39: 2155–2169, https://doi.org/10.1081/SS-120039311.Search in Google Scholar
Vilková, M., Płotka-Wasylka, J., and Andruch, V. (2020). The role of water in deep eutectic solvent-base extraction. J. Mol. Liq. 304: 112747, https://doi.org/10.1016/J.MOLLIQ.2020.112747.Search in Google Scholar
Wang, L. and Weller, C.L. (2006). Recent advances in extraction of nutraceuticals from plants. Trends Food Sci. Technol. 17: 300–312, https://doi.org/10.1016/J.TIFS.2005.12.004.Search in Google Scholar
Waszkowiak, K. and Gliszczyńska-Świgło, A. (2016). Binary ethanol–water solvents affect phenolic profile and antioxidant capacity of flaxseed extracts. Eur. Food Res. Technol. 242: 777–786, https://doi.org/10.1007/S00217-015-2585-9/TABLES/3.Search in Google Scholar
Wen, Q., Chen, J.-X., Tang, Y.-L., Wang, J., and Yang, Z. (2015). Assessing the toxicity and biodegradability of deep eutectic solvents. Chemosphere 132: 63–69, https://doi.org/10.1016/j.chemosphere.2015.02.061.Search in Google Scholar PubMed
Xu, M., Ran, L., Chen, N., Fan, X., Ren, D., and Yi, L. (2019). Polarity-dependent extraction of flavonoids from citrus peel waste using a tailor-made deep eutectic solvent. Food Chem. 297: 124970, https://doi.org/10.1016/j.foodchem.2019.124970.Search in Google Scholar PubMed
Yolci Omeroglu, P., Acoglu, B., Özdal, T., Tamer, C.E., and Çopur, Ö.U. (2019). Extraction techniques for plant-based bio-active compounds. In: Natural bio-active compounds. Chemistry, pharmacology and health care practices, Vol. 2. Springer, Singapore, pp. 465–492.10.1007/978-981-13-7205-6_18Search in Google Scholar
Zannou, O. and Koca, I. (2022). Greener extraction of anthocyanins and antioxidant activity from blackberry (Rubus spp.) using natural deep eutectic solvents. LWT–Food Sci. Technol. 158: 113184, https://doi.org/10.1016/J.LWT.2022.113184.Search in Google Scholar
Zannou, O., Koca, I., Aldawoud, T.M.S., and Galanakis, C.M. (2020). Recovery and stabilization of anthocyanins and phenolic antioxidants of Roselle (Hibiscus sabdariffa L.) with hydrophilic deep eutectic solvents. Molecules 25: 3715, https://doi.org/10.3390/MOLECULES25163715.Search in Google Scholar PubMed PubMed Central
Zannou, O., Pashazadeh, H., Ibrahim, S.A., Koca, I., and Galanakis, C.M. (2022). Green and highly extraction of phenolic compounds and antioxidant capacity from kinkeliba (Combretum micranthum G. Don) by natural deep eutectic solvents (NADESs) using maceration, ultrasound-assisted extraction and homogenate-assisted extraction. Arab. J. Chem. 15: 103752, https://doi.org/10.1016/J.ARABJC.2022.103752.Search in Google Scholar
Zhang, X., Shi, G.F., Liu, X.Z., An, L.J., and Guan, S. (2011). Anti-ageing effects of protocatechuic acid from Alpinia on spleen and liver antioxidative system of senescent mice. Cell Biochem. Funct. 29: 342–347, https://doi.org/10.1002/CBF.1757.Search in Google Scholar PubMed
Zhang, Q.W., Lin, L.G., and Ye, W.C. (2018). Techniques for extraction and isolation of natural products: a comprehensive review. Chin. Med. 13: 20, https://doi.org/10.1186/S13020-018-0177-X.Search in Google Scholar PubMed PubMed Central
Zhang, H., Lang, J., Lan, P., Yang, H., Lu, J., and Wang, Z. (2020). Study on the dissolution mechanism of cellulose by ChCl-based deep eutectic solvents. Materials 13: 278, https://doi.org/10.3390/MA13020278.Search in Google Scholar
Zhao, B.Y., Xu, P., Yang, F.X., Wu, H., Zong, M.H., and Lou, W.Y. (2015). Biocompatible deep eutectic solvents based on choline chloride: characterization and application to the extraction of rutin from Sophora japonica. ACS Sustain. Chem. Eng. 3: 2746–2755, https://doi.org/10.1021/ACSSUSCHEMENG.5B00619/SUPPL_FILE/SC5B00619_SI_001.PDF.Search in Google Scholar
Zhekenov, T., Toksanbayev, N., Kazakbayeva, Z., Shah, D., and Mjalli, F.S. (2017). Formation of type III deep eutectic solvents and effect of water on their intermolecular interactions. Fluid Phase Equil. 441: 43–48, https://doi.org/10.1016/J.FLUID.2017.01.022.Search in Google Scholar
Zhuang, B., Dou, L.L., Li, P., and Liu, E.H. (2017). Deep eutectic solvents as green media for extraction of flavonoid glycosides and aglycones from Platycladi Cacumen. J. Pharmaceut. Biomed. Anal. 134: 214–219, https://doi.org/10.1016/J.JPBA.2016.11.049.Search in Google Scholar PubMed
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Articles in the same Issue
- Frontmatter
- Reviews
- Modelling of fixed bed and slurry bubble column reactors for Fischer–Tropsch synthesis
- Role of La-based perovskite catalysts in environmental pollution remediation
- Phenolic compounds extraction by assistive technologies and natural deep eutectic solvents
- Chemical strategies towards controlled release in agriculture
- An overview on the factors affecting enzymatic saccharification of lignocellulosic biomass into fermentable sugars
Articles in the same Issue
- Frontmatter
- Reviews
- Modelling of fixed bed and slurry bubble column reactors for Fischer–Tropsch synthesis
- Role of La-based perovskite catalysts in environmental pollution remediation
- Phenolic compounds extraction by assistive technologies and natural deep eutectic solvents
- Chemical strategies towards controlled release in agriculture
- An overview on the factors affecting enzymatic saccharification of lignocellulosic biomass into fermentable sugars