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8 May 2023

A Perspective on Missing Aspects in Ongoing Purification Research towards Melissa officinalis

,
and
1
Tecnologico de Monterrey, Campus Toluca, Avenida Eduardo Monroy Cárdenas 2000 San Antonio Buenavista, Toluca de Lerdo 50110, Mexico
2
Department of Sanitary Engineering, Faculty of Civil and Environmental Engineering, Gdansk University of Technology, 11/12 Narutowicza St., 80-233 Gdansk, Poland
3
Departamento de Química Ambiental, Facultad de Ciencias, Universidad Católica de la Santísima Concepción, Concepción 4090541, Chile
*
Author to whom correspondence should be addressed.
Foods2023, 12(9), 1916;https://doi.org/10.3390/foods12091916
This article belongs to the Special Issue Editorial Board Members’ Collection Series in “Plant Food Extracts and Phytochemicals”
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Abstract

Melissa officinalis L. is a medicinal plant used worldwide for ethno-medical purposes. Today, it is grown everywhere; while it is known to originate from Southern Europe, it is now found around the world, from North America to New Zealand. The biological properties of this medicinal plant are mainly related to its high content of phytochemical (bioactive) compounds, such as flavonoids, polyphenolic compounds, aldehydes, glycosides and terpenes, among many other groups of substances. Among the main biological activities associated with this plant are antimicrobial activity (against fungi and bacteria), and antispasmodic, antioxidant and insomnia properties. Today, this plant is still used by society (as a natural medicine) to alleviate many other illnesses and symptoms. Therefore, in this perspective, we provide an update on the phytochemical profiling analysis of this plant, as well as the relationships of specific biological and pharmacological effects of specific phytochemicals. Currently, among the organic solvents, ethanol reveals the highest effectiveness for the solvent extraction of precious components (mainly rosmarinic acid). Additionally, our attention is devoted to current developments in the extraction and fractionation of the phytochemicals of M. officinalis, highlighting the ongoing progress of the main strategies that the research community has employed. Finally, after analyzing the literature, we suggest potential perspectives in the field of sustainable extraction and purification of the phytochemical present in the plant. For instance, some research gaps concern the application of cavitation-assisted extraction processes, which can effectively enhance mass transfer while reducing the particle size of the extracted material in situ. Meanwhile, membrane-assisted processes could be useful in the fractionation and purification of obtained extracts. On the other hand, further studies should include the application of ionic liquids and deep eutectic solvents (DES), including DESs of natural origin (NADES) and hydrophobic DESs (hDES), as extraction or fractionating solvents, along with new possibilities for effective extraction related to DESs formed in situ, assisted by mechanical mixing (mechanochemistry-based approach).

1. Introduction

Since ancient times, many plants belonging to different families have been used for their medicinal properties to alleviate specific symptoms and illnesses in human beings. It is known that over 80% of the global population still utilizes plants and herbs to treat diseases as part of traditional medicine [1]. As illustrated in Figure 1, Melissa officinalis L. presents wrinkled, ovate, medium green leaves (up to 3 inches long), which grow in pairs on square stems rising to 2 inches tall. Over the summer, tiny, two-lipped, white flowers appear on the leaf axils. Depending on their type, the plants mostly contain active phytochemicals, including alkaloids, flavonoids, glycosides, phenolic compounds, polysaccharides, saponins, tannins, proteins, volatile oils, gingerols and capsaicins, among many other specific substances (e.g., minerals and vitamins) that are needed for some specific metabolic pathways in humans [2,3,4,5,6,7,8].
Figure 1. Digital images of the physical aspects of a typical M. officinalis plant. Note: photos taken by the authors.
M. officinalis is a typical plant that has been used for ethno-medical and therapeutical aims, including for antibacterial, antioxidant, antidiabetic, anti-inflammatory, antispasmodic, anti-insomnia and even antidepressive purposes [9]. For instance, some countries, such as Austria, Brazil, Denmark, Croatia and Iran, have utilized several parts of the plant to alleviate gastrointestinal issues, migraine, rheumatism and depression, among other illnesses. Table 1 gives complete information about the ethnopharmacological applications of M. officinalis in different countries. Although M. officinalis originated primarily in Southern Europe, it is now found around the world, from North America to New Zealand [9]. This plant is reported to contain different phytochemical substances, such as volatile and aromatic bioactives, triterpenes, flavonoids, phenolic compounds and acids, to which such therapeutic effects have been credited. In this plant, the active phytochemicals can be found in wide varieties among its different parts, including the roots, seeds, leaves, skin, flowers and the entire plant [10].
Table 1. Ethno-pharmacological applications of M. officinalis in different countries. Adapted from [11].
However, in addition to its therapeutic purposes, M. officinalis has also been used for culinary purposes due to its abundance of aromatic and volatile substances, such as geranial, neral, citronellal and geraniol, to mention just a few of them. The plant and its extracts have been involved in flavoring, garnishing, drink and beverage preparation, herbal oil fabrication, soups, meat dishes and sauces [12].
Nowadays, great efforts have been made to determine the phytochemical composition and substance profiling related to this medicinal plant. This is also supported by the current trend of finding specific metabolites and phytochemicals that are challenging to chemically synthesize. The interest in medicinal plants relies on their primary role as a source of biologically active substances and their usage, after their successful recovery and purification, in products such as supplements, pharmaceuticals and nutraceuticals, as stated by experts in the field [13,14,15]. In this perspective, efforts have briefly been made to give an update on the biological and therapeutic effects associated with this plant, and the main investigation regards the complete identification of the phytochemical contained in M. officinalis. More importantly, we present up-to-date research on the strategies and processes targeted toward the extraction and purification of its compounds for specific applications and purposes. Finally, as a perspective in the field, we also declare missing research gaps for future research groups interested in successfully extracting the phytochemicals from this plant. Herein, we also provide potential new strategies, emerging separation technologies and green solvents for the sustainable extraction of its components.

3. Recent Research on the Extraction and Purification of Phytochemicals from M. officinalis

To date, conventional solvent extraction has been the main pathway for extracting diverse phytochemicals from M. officinalis, as summarized in Table 5. For instance, Encalada et al. [17] successfully produced ethanolic and aqueous extracts containing mainly rosmarinic acid, which were subsequently assayed for cytotoxicity activity. By comparing both solvents (water and ethanol), it was noted that ethanol exhibited better extraction efficiency toward phenolic compounds and flavonoids, showing concentrations of about 3400 mg/100 g and 927 mg/100 g, respectively. Such values were much higher than the ones provided by aqueous extracts. These findings agree with previous reports supporting the exceptional affinity of polyphenols for ethanol [44]. Given the stronger polarity of water compared with ethanol, it seems that ethanolic solutions are suitable for extracting specific compounds with less polarity. According to Sun et al. [44], ethanol and ethanolic solutions are favorable for extracting some bioactive phytochemicals with a broad range of polarity, but not the most polar ones; in these latter compounds, water still stands as the most suitable solution. Certainly, both the nature and polarity of the solvents become relevant in extraction methods, especially in polyphenol extraction. A polar solvent displays better extraction efficiency thanks to the interactions (hydrogen bonds) between the polar sites of the bioactive compounds [45].
Compared with Encalada et al. [17], Magalhães et al. [46] reported higher concentration of rosmarinic acid (up to 5 mg/mL) in ethanolic extracts, in which a higher ethanol concentration was used for the extraction. Therefore, both studies confirm that ethanol seems to be the most favorable polar solvent for the targeted separation of phenolic acid. However, it is important to mention that some other components can also be extracted, e.g., during the extraction of phenolic compounds via ethanolic extraction, triterpenes have also been identified in the resultant extracts [18].
Table 5. Specific extraction of phytochemicals from M. officinalis using solvent extraction methods.
Table 5. Specific extraction of phytochemicals from M. officinalis using solvent extraction methods.
Compound Solvents UsedExtraction ConditionsRemarks regarding the StudyRef.
Rosmarinic acidEtOH solutions * (50%)
Aqueous solutions		Room temperatureRemarkable cytotoxicity activity of rosmarinic acid (1000 μg/mL) extract[17]
Total phenolicsEtOH solutions (70%)Room temperature, sonication (30 min)Remarkable cytotoxicity activity and exceptional antioxidant properties[47]
Rosmarinic acid (caffeic acid dimer)EtOH solutions (80%)25 °C, stirring (150 rpm)Notable tumor inhibition activity of phenolic extract (5 mg/mL)[46]
Total phenolicsEtOH and methanolic solutions -Acceptable antioxidant activity and good activity towards lipid peroxidation[48]
Citronellal, thymol, citral, β-caryophylleneAqueous extracts100 °CNotable antioxidant properties[49]
Rosmarinic acid, caftaric acid, gentisic acid, chlorogenic acid, caffeic acid, p-coumaric acid, ferulic acid, sinapic acid, hyperoside, isoquercitrin, rutin,
myricetin, fisetin, quercitrin, quercetol, luteolin, kaempferol, apigenin		EtOH solutions (70%)Room temperatureThe resultant phenolic-enriched extract displayed potential chemo-preventive activity[18]
Cinnamic acidEtOH solutions (96%)Room temperatureThe extract exhibited cardioprotective effects due to antioxidant properties [25]
Rosmarinic acidEtOH solutions (70%)Room temperatureResultant extract exhibited anxiolytic and antidepressant activity[21]
Rosmarinic acid, triterpenoids, ursolic acid, oleanolic acidEthyl acetate, methanol, hexane, waterRoom temperature, 24–48 h Methanolic extract displayed the best anxiolytic activity[24]
Total phenolics and flavonoidsEtOH solutions (99.9%)Room temperature, 72 h Remarkable anti-leishmania and anti-trypanosoma activities were observed in the resultant extract[50]
Phenolic compoundsEtOH solutions (75%)Room temperature, 48 h The resultant compounds revealed analgesic effect in rat models[51]
Phenolic compoundsEtOH solutions-Anti-insomnia effect was observed in the enriched phenolic extracts[52]
Phenolic compoundsEtOH solutionsRoom temperatureThe ethanolic extract displayed a reduction effect on glucose levels in rats[53]
Rosmarinic acid and salvianolic acidsMethanolic solutions
(70%)		37 °CThe resultant extracts exhibited visible GSK-3β-inhibitory activity[23]
Rosmarinic acidEtOH solutions (70%)-The resultant extract exhibited symptomatic benefits in the gastrointestinal tract[54]
Caffeic acid, p-coumaric acid, rosmarinic acidAqueous extracts100 °CAn antiviral effect was observed in the extract.[55]
Phenolic compounds, alkaloidsEtOH solutions (70%)-Positive antifungal activities were observed in the obtained extract[56]
* EtOH: ethanol.
In a practical study, Awad et al. [57] used four different solvents (ethyl acetate, methanol, hexane and water) to study the effects of their polarity on the extraction of specific phytochemicals. To some extent, methanol was found to be the most suitable solvent for the simultaneous extraction and isolation of rosmarinic acid, triterpenoids, ursolic acid and oleanolic acid, in which most of the extracts contained rosmarinic acid as the major active element. Importantly, methanolic extract enriched in rosmarinic acid also acted as in vitro inhibitor of rat brain GABA transaminase (40% inhibition at 100 μg/mL), which is generally related to specific illnesses such as anxiety, epilepsy and other neurological disorders. In the supporting Award [57] outcomes, Gürbüz et al. [23] also reported the presence of rosmarinic acid and salvianolic acids in methanolic extracts, which also confirmed a potential effect of GSK-3β-inhibitory activity related to Alzheimer’s disease.
Regarding the extraction of volatile compounds from essential oils, Ehsani et al. [49] extracted citronellal (37.33%), thymol (11.96%), citral (10.10%) and β-caryophyllene (7.27%) via hydro-distillation. The authors demonstrated that the physicochemical composition of M. officinalis essential oils is composed of around 85% volatile components, and thus, they provide exceptional antioxidant properties and antibacterial properties. In a different study, Chung et al. [58] reported the presence of large amounts of monoterpene, sesquiterpene and some other carbonyl-based phytochemicals in essential oils. The authors reported the successful production of such essential oils via steam distillation, followed by extraction with distilled water and diethyl ether for 2 h at atmospheric pressure.
More recently, El Ouadi et al. [19] experimented with the production of essential oil from M. officinalis using hydro-distillation (average yield of 1%). Interestingly, the authors detected P-mentha-1,2,3-triol as the main volatile compound (by 13.1%) in the resultant essential oil, which was later tested for its antifungal activities against Bcinera, Pexpansum and Rstolonifer, along with a bio-antifungal preservative for post-harvest diseases of fruits (e.g., apples). The authors also reported the presence of other relevant phytochemicals, including P-menth-3-en-8-ol (8.8%), pulegone (8.8%), piperitynone oxide (8.4%) and 2-piperitone oxide (7.3%).

4. Perspectives and Research Gaps: Potential of New Strategies, Emerging Separation Technologies and Green Solvents for Sustainable Extraction

In the last section of this review, we confirmed the presence of a huge number of phytochemicals (Table 3 and Table 4) with different biological and pharmacological effects in Melissa officinalis L. (see Table 2). To some extent, the efforts of the research community have led to evidence that solvent extraction is the most common strategy for producing enriched extracts, which have been subsequently tested for further bioactivity evaluation. Herein, polar solvents (such as ethanol and methanol) are reported as the most suitable for the extraction of specific phenolic compounds (e.g., rosmarinic acid). However, this review identifies that the research community has been focused on the evaluation of the pharmacological effects of alcoholic extracts without the optimization of process variables, and with no further fractionation and purification of the obtained extracts. Regarding the latter point, scientists could implement the following new strategies, emerging separation/extraction techniques and green solvents for the sustainable extraction of such phytochemicals:
  • Solvent extraction: If the research community still applies solvent extraction as the primary method of recovering extracted compounds from this plant, calculating the partition coefficient (logP) of the solvents is a must since the solute is distributed between two immiscible solvents. Furthermore, determining the solubility (logS) of target compounds in the solvents is also suggested to obtain high recovery yields.
  • Membrane separation techniques: These processes, such as ultra- and nanofiltration, use a perm-selective barrier based on the molecular sieving mechanism for the separation of compounds [59,60]. These latter physical separation technologies have been used for the fractionation and purification of various biological active compounds, such as phenolic compounds, low-molecular-weight carbohydrates, proteins, flavonoids, glycosides and anthocyanins, among others, from several sources, including natural extracts, agro-food by-products and wastes, and fermentation systems [61,62,63,64,65]. Thus far, there are no reports documenting the application of such technologies in the purification of phytochemicals of M. officinalis. Eventually, considering the molecular weight of rosmarinic acid (ca. 360 g/mol), a nanofiltration membrane with a molecular weight cut-off ranging from 150 to 300 kDa would be enough to concentrate this compound once contained in aqueous and alcoholic extracts [66]. Herein, preliminary filtration steps based on microfiltration and ultrafiltration would be needed to remove other undesired molecules from the raw extract, as reported in the literature [67,68,69].
  • Emerging extraction techniques: To date, distinct emerging extraction techniques have been developed, such as microwave, ultrasound, pulsed electric-assisted extraction, supercritical/subcritical fluids and pressurized liquids, among others, which have emerged as advanced pathways for extracting different types of biomolecules from plant-based sources [6,13,70]. The application of such processes enables the handling of different operating conditions, such as solvent-to-solid ratio, irradiation time, pH, temperature, agitation speed, microwave power, pressure and ultrasound intensity, for optimization of the overall extraction process. Thus far, there are no reports documenting experimentation using any of these techniques for the extraction of phytochemicals from this plant. Importantly, before applying any of aforementioned techniques, the application of any pre-treatment of the plant source, such as enzyme-assisted extraction [71] or hydrodynamic cavitation (HC) [72,73], could be beneficial to obtain higher extraction yields, e.g., enzyme treatment is used to break lignocellulosic matter, making more phytochemicals available for extraction. While HC based on the cavitation phenomenon boosts extraction efficiency due to the increased mass transfer rate between the substrate and solvent, while the disintegration of solids/lowering of particle size occurs following cell wall rupture thanks to the intense implosion of cavitation bubbles. On the other hand, special attention should be paid to aspects of uncontrolled oxidation reactions that can take place during cavitation-assisted processes that cause qualitative changes in as-obtained extracts [74].
  • Ionic liquids: Given the content of volatile and nonvolatile compounds, in addition to the phenolic compounds identified in M. officinalis, a selective solid/fluid extraction method could be designed using a neoteric solvent such as supercritical CO2 (SCO2) or ionic liquids, in order to separate triterpenoids, essential oils and target acids from leaves and stems. Ionic liquids are recognized for their solvent power, polarity and hydrophobic/hydrophilic behavior using hydrophilic-based imidazolium ionic liquids. For instance, Claudio and coworkers [75] improved their extraction yields of oleanolic acid extracted from olive tree leaves by up to 2.5 wt%. Yang and coworkers [76] used the same group of ionic liquids to extract chlorogenic acid from ramie (Boehmeria nivea L.) leaves, with a maximum extraction efficiency of 96.18%. Rosmarinic acid, which is also present in M. officinalis, has been successfully extracted from Rosmarinus officinalis [77] from perilla seeds using hydrophilic ionic liquid due to the interaction with the cellulose of the cell wall [78]. Therefore, similar hydrophilic ionic liquids should be explored to extract such bioactive compounds from M. officinalis.
The solid/supercritical fluid extraction of caffeine from coffee beans has been reported [79], which could potentially be applied to M. officinalis leaves or steams; however, a purification process using SCO2 after the solid/liquid extraction process has been reported for organic compounds [80] in liquid/dense gas extraction, or using a membrane contactor to avoid the mass transfer drawback of the liquid/gas extraction [81]. Using EtOH:water (50/50 v/v) rosemary extract, Lefebvre and coworkers [82] obtained carnosic acid and rosmarinic acid using SCO2, and Chadni and coworkers obtained 8 mg/g of rosmarinic acid using SCO2 from the organic phase after the distillation process of Salvia sclarea.
A purification step for organic compounds from water or water/EtOH extract has also been studied using hydrophobic ionic liquids [83], and this purification step could take place after the processes shown in Table 5, which are used to find a purer extract that leaves behind a phenolic compound. Yan-Ying and coworkers [84] used [PF6]-based hydrophobic ionic liquids to obtain ferulic acid and caffeic acid from aqueous solution; however, the use of ionic liquid to separate or purify phytochemicals from M. officinalis is still a field that is not covered in the literature.
  • Deep eutectic solvents: As chemistry evolves, new extraction techniques and solvents are developed that provide eco-friendly alternatives to conventional extraction procedures. For instance, most of the conventional solvents (methanol, hexane, cyclohexane, etc.) tend to display related toxicity to human beings and the environment. Very recently, new green solvents, such as deep eutectic solvents (DESs), have emerged as an eco-friendly alternative for targeted extractions. DESs are a combination of two or three inexpensive and safe chemicals (e.g., choline chloride, urea glucose, proline, xylitol among many others), which can be self-assembled by hydrogen bonds [85,86]. To date, antioxidants [87], phenolic compounds [88], capsaicins [89], terpenoids [90], heavy metals (Ni, Zn, Pb) [91,92,93] and pharmaceuticals [94], among many other components, have been successfully extracted via DESs from different source systems. Thus far, there are no reports documenting the experimentation of any eutectic solvent for the extraction of phytochemicals from M. officinalis. Researchers need to carefully select the type of DES system based on its nature (hydrophilic or hydrophobic—hDESs) [95] and the polarity of the target phytochemical. Uncommon selectivity, compared to organic solvents, can be obtained through the “tuning” of extracts’ properties using DESs tailored to specific applications [96]. The latest development in this field relates to the ifcastron-situ formation of DESs, assisted by mechanical mixing (a mechano-chemical approach) [97]. In this process, only one of the pre-defined DES components in solid state is mixed with powdered plant material. The DES is formed with the target antioxidant (rosmarinic acid) that is primarily present in the plant material.

5. Conclusions and Research Gaps

Over the course of this review, we complied the most recent literature dealing with the presence of phytochemicals in M. officinalis and their related biological and pharmacological effects, as the usage of this plant has been promoted for many years as part of traditional medicine. Additionally, this review analyzed one of the most important aspects of the extraction of phytochemicals from the plant, revealing that ethanol has been the preferred polar solvent in conventional solvent extraction. To some extent, the usage of ethanol as a polar solvent results in the successful extraction of rosmarinic acid since it displays a high affinity for such solvents, according to several studies [17,18,21,46,55].
By reviewing the extraction procedures used in all the studies, it was observed that most of the experimental works are mainly focused on biological and pharmacological studies, while minimal emphasis is devoted to the analysis of the extraction process, e.g., authors rarely report the real concentration of the compounds or target analytes. Additionally, most of the studies lack data on extraction yield or efficiency. In addition to this, there are no studies about the proper fractionation of the resultant alcoholic extracts. Therefore, there is still a need to identify the main compounds associated with precise bioactivity.
Finally, most of the authors do not report the pre-conditioning of M. officinalis samples before extraction. Here, major attention is needed, since drying and milling affect the final particle size of the dried samples, with a strong effect on the extraction yield and the resulting concentration of the phytochemicals in the extract. As for the extraction process, there is a need to optimize the extraction conditions.
Further studies should also focus on emerging extraction and separation techniques, such as the ones based on the cavitation phenomenon or membrane-assisted processes, and the replacement of organic solvents with “green” alternatives—for example, DESs. On the other hand, extracts obtained from a liquid phase are not the final desired product. Thus, well-established processes should include aspects of solvent recovery, as well as resource and energy cost optimization.

Author Contributions

All authors contributed equally to this work (writing—original draft preparation, writing—review and editing). All authors have read and agreed to the published version of the manuscript.

Funding

This research received no external funding.

Institutional Review Board Statement

Not applicable.

Data Availability Statement

The data are contained within the article.

Acknowledgments

Financial support from Nobelium Joining Gdańsk Tech Research Community (contract numbers: DEC 33/2022/IDUB/l.1; NOBELIUM nr 036236) is gratefully acknowledged. R. Castro-Muñoz also acknowledges the School of Engineering and Science and the FEMSA Biotechnology Center at Tecnológico de Monterrey for their support through the Bioprocess (0020209I13) Focus Group.

Conflicts of Interest

The authors declare no conflict of interest.

References

  1. Geck, M.S.; Cristians, S.; Berger-González, M.; Casu, L.; Heinrich, M.; Leonti, M. Traditional Herbal Medicine in Mesoamerica: Toward Its Evidence Base for Improving Universal Health Coverage. Front. Pharmacol. 2020, 11, 1160. [Google Scholar] [CrossRef]
  2. Ángeles-López, G.E.; González-Trujano, M.E.; Rodríguez, R.; Déciga-Campos, M.; Brindis, F.; Ventura-Martínez, R. Gastrointestinal activity of Justicia spicigera Schltdl. in experimental models. Nat. Prod. Res. 2021, 35, 1847–1851. [Google Scholar] [CrossRef]
  3. Jacobo-Salcedo, M.d.R.; Alonso-Castro, A.J.; Salazar-Olivo, L.A.; Carranza-Alvarez, C.; González-Espíndola, L.Á.; Domínguez, F.; Maciel-Torres, S.P.; García-Lujan, C.; González-Martínez, M.d.R.; Gómez-Sánchez, M.; et al. Antimicrobial and cytotoxic effects of Mexican medicinal plants. Nat. Prod. Commun. 2011, 6, 1925–1928. [Google Scholar] [CrossRef] [PubMed]
  4. Castro-Muñoz, R.; Correa-Delgado, M.; Córdova-Almeida, R.; Lara-Nava, D.; Chávez-Muñoz, M.; Velásquez-Chávez, V.F.; Hernández-Torres, C.E.; Gontarek-Castro, E.; Ahmad, M.Z. Natural sweeteners: Sources, extraction and current uses in foods and food industries. Food Chem. 2022, 370, 130991. [Google Scholar] [CrossRef] [PubMed]
  5. Lama-Muñoz, A.; del Mar Contreras, M.; Espínola, F.; Moya, M.; de Torres, A.; Romero, I.; Castro, E. Extraction of oleuropein and luteolin-7-O-glucoside from olive leaves: Optimization of technique and operating conditions. Food Chem. 2019, 293, 161–168. [Google Scholar] [CrossRef] [PubMed]
  6. Castro-Muñoz, R.; Gontarek-Castro, E.; Jafari, S.M. Up-to-date strategies and future trends towards the extraction and purification of Capsaicin: A comprehensive review. Trends Food Sci. Technol. 2022, 123, 161–171. [Google Scholar] [CrossRef]
  7. Garza-Cadena, C.; Ortega-Rivera, D.M.; Machorro-García, G.; Gonzalez-Zermeño, E.M.; Homma-Dueñas, D.; Plata-Gryl, M.; Castro-Muñoz, R. A comprehensive review on Ginger (Zingiber officinale) as a potential source of nutraceuticals for food formulations: Towards the polishing of gingerol and other present biomolecules. Food Chem. 2023, 413, 135629. [Google Scholar] [CrossRef] [PubMed]
  8. Castro-Muñoz, R.; León-Becerril, E.; García-Depraect, O. Beyond the Exploration of Muicle (Justicia spicigera): Reviewing Its Biological Properties, Bioactive Molecules and Materials Chemistry. Processes 2022, 10, 1035. [Google Scholar] [CrossRef]
  9. Miraj, S.; Rafieian-Kopaei; Kiani, S. Melissa officinalis L: A Review Study With an Antioxidant Prospective. J. Evid.-Based Complement. Altern. Med. 2017, 22, 385–394. [Google Scholar] [CrossRef] [PubMed]
  10. Petrisor, G.; Motelica, L.; Craciun, L.N.; Oprea, O.C.; Ficai, D.; Ficai, A. Melissa officinalis: Composition, Pharmacological Effects and Derived Release Systems—A Review. Int. J. Mol. Sci. 2022, 23, 3591. [Google Scholar] [CrossRef]
  11. Shakeri, A.; Sahebkar, A.; Javadi, B. Melissa officinalis L.—A review of its traditional uses, phytochemistry and pharmacology. J. Ethnopharmacol. 2016, 188, 204–228. [Google Scholar] [CrossRef] [PubMed]
  12. Colombo, E.; Biocotino, M.; Frapporti, G.; Randazzo, P.; Christodoulou, M.S.; Piccoli, G.; Polito, L.; Seneci, P.; Passarella, D. Nanolipid-trehalose conjugates and nano-assemblies as putative autophagy inducers. Pharmaceutics 2019, 11, 422. [Google Scholar] [CrossRef] [PubMed]
  13. Kil, H.W.; Rho, T.; Yoon, K.D. Phytochemical Study of Aerial Parts of Leea asiatica. Molecules 2019, 24, 1733. [Google Scholar] [CrossRef] [PubMed]
  14. Carocho, M.; Barros, L.; Calhelha, R.C.; Ćirić, A.; Soković, M.; Santos-Buelga, C.; Morales, P.; Ferreira, I.C.F.R. Melissa officinalis L. decoctions as functional beverages: A bioactive approach and chemical characterization. Food Funct. 2015, 6, 2240–2248. [Google Scholar] [CrossRef]
  15. Kumar, M.; Dahuja, A.; Tiwari, S.; Punia, S.; Tak, Y.; Amarowicz, R.; Bhoite, A.G.; Singh, S.; Joshi, S.; Panesar, P.S.; et al. Recent trends in extraction of plant bioactives using green technologies: A review. Food Chem. 2021, 353, 129431. [Google Scholar] [CrossRef] [PubMed]
  16. Valencia-Arredondo, J.A.; Hernández-Bolio, G.I.; Cerón-Montes, G.I.; Castro-Muñoz, R.; Yáñez-Fernández, J. Enhanced process integration for the extraction, concentration and purification of di-acylated cyanidin from red cabbage. Sep. Purif. Technol. 2020, 238, 116492. [Google Scholar] [CrossRef]
  17. Castro-Muñoz, R.; Conidi, C.; Cassano, A. Membrane-based technologies for meeting the recovery of biologically active compounds from foods and their by-products. Crit. Rev. Food Sci. Nutr. 2019, 59, 2927–2948. [Google Scholar] [CrossRef] [PubMed]
  18. Cassano, A.; Conidi, C.; Ruby Figueroa, R.; Castro Muñoz, R. A Two-Step Nanofiltration Process for the Production of Phenolic-Rich Fractions from Artichoke Aqueous Extracts. Int. J. Mol. Sci. 2015, 16, 8968–8987. [Google Scholar] [CrossRef]
  19. Encalada, M.A.; Hoyos, K.M.; Rehecho, S.; Berasategi, I.; de Ciriano, M.G.-Í.; Ansorena, D.; Astiasarán, I.; Navarro-Blasco, Í.; Cavero, R.Y.; Calvo, M.I. Anti-proliferative Effect of Melissa officinalis on Human Colon Cancer Cell Line. Plant Foods Hum. Nutr. 2011, 66, 328–334. [Google Scholar] [CrossRef] [PubMed]
  20. Ghiulai, R.; Avram, S.; Stoian, D.; Pavel, I.Z.; Coricovac, D.; Oprean, C.; Vlase, L.; Farcas, C.; Mioc, M.; Minda, D.; et al. Lemon Balm Extracts Prevent Breast Cancer Progression In Vitro and In Ovo on Chorioallantoic Membrane Assay. Evid.-Based Complement. Altern. Med. 2020, 2020, 6489159. [Google Scholar] [CrossRef]
  21. El Ouadi, Y.; Manssouri, M.; Bouyanzer, A.; Majidi, L.; Bendaif, H.; Elmsellem, H.; Shariati, M.; Melhaoui, A.; Hammouti, B. Essential oil composition and antifungal activity of Melissa officinalis originating from north-Est Morocco, against postharvest phytopathogenic fungi in apples. Microb. Pathog. 2017, 107, 321–326. [Google Scholar] [CrossRef]
  22. Astani, A.; Navid, M.H.; Schnitzler, P. Attachment and penetration of acyclovir-resistant herpes simplex virus are inhibited by Melissa officinalis extract. Phytother. Res. 2014, 28, 1547–1552. [Google Scholar] [CrossRef]
  23. Ghazizadeh, J.; Hamedeyazdan, S.; Torbati, M.; Farajdokht, F.; Fakhari, A.; Mahmoudi, J.; Araj-khodaei, M.; Sadigh-Eteghad, S. Melissa officinalis L. hydro-alcoholic extract inhibits anxiety and depression through prevention of central oxidative stress and apoptosis. Exp. Physiol. 2020, 105, 707–720. [Google Scholar] [CrossRef]
  24. Lin, S.-H.; Chou, M.-L.; Chen, W.-C.; Lai, Y.-S.; Lu, K.-H.; Hao, C.-W.; Sheen, L.-Y. A medicinal herb, Melissa officinalis L. ameliorates depressive-like behavior of rats in the forced swimming test via regulating the serotonergic neurotransmitter. J. Ethnopharmacol. 2015, 175, 266–272. [Google Scholar] [CrossRef] [PubMed]
  25. Gürbüz, P.; Martinez, A.; Pérez, C.; Martínez-González, L.; Göger, F.; Ayran, İ. Potential anti-Alzheimer effects of selected Lamiaceae plants through polypharmacology on glycogen synthase kinase-3β, β-secretase, and casein kinase 1δ. Ind. Crops Prod. 2019, 138, 111431. [Google Scholar] [CrossRef]
  26. Bayat, M.; Tameh, A.A.; Ghahremani, M.H.; Akbari, M.; Mehr, S.E.; Khanavi, M.; Hassanzadeh, G. Neuroprotective properties of Melissa officinalis after hypoxic-ischemic injury both in vitro and in vivo. DARU J. Pharm. Sci. 2012, 20, 42. [Google Scholar] [CrossRef] [PubMed]
  27. Sedighi, M.; Faghihi, M.; Rafieian-Kopaei, M.; Rasoulian, B.; Nazari, A. Cardioprotective effect of ethanolic leaf extract of Melissa officinalis L against regional ischemia-induced arrhythmia and heart injury after five days of reperfusion in rats. Iran. J. Pharm. Res. 2019, 18, 1530–1542. [Google Scholar] [CrossRef] [PubMed]
  28. Southwell, I. Backhousia citriodora F. Muell. (Lemon Myrtle), an Unrivalled Source of Citral. Foods 2021, 10, 1596. [Google Scholar] [CrossRef] [PubMed]
  29. Motelica, L.; Ficai, D.; Ficai, A.; Truşcă, R.-D.; Ilie, C.-I.; Oprea, O.-C.; Andronescu, E. Innovative Antimicrobial Chitosan/ZnO/Ag NPs/Citronella Essential Oil Nanocomposite—Potential Coating for Grapes. Foods 2020, 9, 1801. [Google Scholar] [CrossRef]
  30. Zheng, Y.; Shang, Y.; Li, M.; Li, Y.; Ouyang, W. Antifungal Activities of cis-trans Citral Isomers against Trichophyton rubrum with ERG6 as a Potential Target. Molecules 2021, 26, 4263. [Google Scholar] [CrossRef] [PubMed]
  31. Zheljazkov, V.D.; Sikora, V.; Semerdjieva, I.B.; Kačániová, M.; Astatkie, T.; Dincheva, I. Grinding and Fractionation during Distillation Alter Hemp Essential Oil Profile and Its Antimicrobial Activity. Molecules 2020, 25, 3943. [Google Scholar] [CrossRef] [PubMed]
  32. Hsouna, A.B.; Dhibi, S.; Dhifi, W.; Saad, R.B.; Brini, F.; Hfaidh, N.; Mnif, W. Essential oil from halophyte Lobularia maritima: Protective effects against CCl4-induced hepatic oxidative damage in rats and inhibition of the production of proinflammatory gene expression by lipopolysaccharide-stimulated RAW 264.7 macrophages. RSC Adv. 2019, 9, 36758–36770. [Google Scholar] [CrossRef] [PubMed]
  33. Motelica, L.; Ficai, D.; Oprea, O.; Ficai, A.; Trusca, R.-D.; Andronescu, E.; Holban, A.M. Biodegradable Alginate Films with ZnO Nanoparticles and Citronella Essential Oil—A Novel Antimicrobial Structure. Pharmaceutics 2021, 13, 1020. [Google Scholar] [CrossRef] [PubMed]
  34. Perestrelo, R.; Silva, C.; Fernandes, M.X.; Câmara, J.S. Prediction of Terpenoid Toxicity Based on a Quantitative Structure–Activity Relationship Model. Foods 2019, 8, 628. [Google Scholar] [CrossRef]
  35. Kim, D.; Maharjan, P.; Jin, M.; Park, T.; Maharjan, A.; Amatya, R.; Yang, J.; Min, K.A.; Shin, M.C. Potential Albumin-Based Antioxidant Nanoformulations for Ocular Protection against Oxidative Stress. Pharmaceutics 2019, 11, 297. [Google Scholar] [CrossRef]
  36. Mota, A.H.; Duarte, N.; Serra, A.T.; Ferreira, A.; Bronze, M.R.; Custódio, L.; Gaspar, M.M.; Simões, S.; Rijo, P.; Ascensão, L.; et al. Further evidence of possible therapeutic uses of sambucus nigra l. Extracts by the assessment of the in vitro and in vivo anti-inflammatory properties of its plga and pcl-based nanoformulations. Pharmaceutics 2020, 12, 1181. [Google Scholar] [CrossRef]
  37. López-Yerena, A.; Perez, M.; Vallverdú-Queralt, A.; Escribano-Ferrer, E. Insights into the binding of dietary phenolic compounds to human serum albumin and food-drug interactions. Pharmaceutics 2020, 12, 1123. [Google Scholar] [CrossRef]
  38. Zarei, A.; Ashtiyani, S.C.; Taheri, S.; Rasekh, F. Comparison between effects of different doses of Melissa officinalis and atorvastatin on the activity of liver enzymes in hypercholesterolemia rats. Avicenna J. Phytomed. 2014, 4, 15–23. [Google Scholar]
  39. Mencherini, T.; Picerno, P.; Scesa, C.; Aquino, R. Triterpene, antioxidant, and antimicrobial compounds from Melissa officinalis. J. Nat. Prod. 2007, 70, 1889–1894. [Google Scholar] [CrossRef]
  40. Mencherini, T.; Picerno, P.; Russo, P.; Meloni, M.; Aquino, R. Composition of the fresh leaves and stems of Melissa officinalis and evaluation of skin irritation in a reconstituted human epidermis model. J. Nat. Prod. 2009, 72, 1512–1515. [Google Scholar] [CrossRef]
  41. Abdel-Naime, W.; Fahim, J.; Abdelmohsen, U.; Fouad, M.; Al-Footy, K.; Abdel-Lateff, A.; Kamel, M. New antimicrobial triterpene glycosides from lemon balm (Melissa officinalis). South Afr. J. Bot. 2019, 125, 161–167. [Google Scholar] [CrossRef]
  42. Barros, L.; Dueñas, M.; Dias, M.I.; Sousa, M.J.; Santos-Buelga, C.; Ferreira, I.C.F.R. Phenolic profiles of cultivated, in vitro cultured and commercial samples of Melissa officinalis L. infusions. Food Chem. 2013, 136, 1–8. [Google Scholar] [CrossRef]
  43. Duda, S.C.; Mărghitaş, L.A.; Dezmirean, D.; Duda, M.; Mărgăoan, R.; Bobiş, O. Changes in major bioactive compounds with antioxidant activity of Agastache foeniculum, Lavandula angustifolia, Melissa officinalis and Nepeta cataria: Effect of harvest time and plant species. Ind. Crops Prod. 2015, 77, 499–507. [Google Scholar] [CrossRef]
  44. Sun, C.; Wu, Z.; Wang, Z.; Zhang, H. Effect of ethanol/water solvents on phenolic profiles and antioxidant properties of Beijing propolis extracts. Evid.-Based Complement. Altern. Med. 2015, 2015, 595393. [Google Scholar] [CrossRef]
  45. Mohammed, E.A.; Abdalla, I.G.; Alfawaz, M.A.; Mohammed, M.A.; Al Maiman, S.A.; Osman, M.A.; Yagoub, A.E.A.; Hassan, A.B. Effects of Extraction Solvents on the Total Phenolic Content, Total Flavonoid Content, and Antioxidant Activity in the Aerial Part of Root Vegetables. Agriculture 2022, 12, 1820. [Google Scholar] [CrossRef]
  46. Magalhães, D.B.; Castro, I.; Lopes-Rodrigues, V.; Pereira, J.M.; Barros, L.; Ferreira, I.C.F.R.; Xavier, C.P.R.; Vasconcelos, M.H. Melissa officinalis L. ethanolic extract inhibits the growth of a lung cancer cell line by interfering with the cell cycle and inducing apoptosis. Food Funct. 2018, 9, 3134–3142. [Google Scholar] [CrossRef] [PubMed]
  47. Moac, E.-A.; Farcaş, C.; Ghiţu, A.; Coricovac, D.; Popovici, R.; Cǎrǎba-Meiţǎ, N.-L.; Ardelean, F.; Antal, D.S.; Dehelean, C.; Avram, Ş. A Comparative Study of Melissa officinalis Leaves and Stems Ethanolic Extracts in terms of Antioxidant, Cytotoxic, and Antiproliferative Potential. Evid.-Based Complement. Altern. Med. 2018, 2018, 7860456. [Google Scholar] [CrossRef]
  48. Pereira, R.P.; Fachinetto, R.; de Souza Prestes, A.; Puntel, R.L.; da Silva, G.N.S.; Heinzmann, B.M.; Boschetti, T.K.; Athayde, M.L.; Bürger, M.E.; Morel, A.F.; et al. Antioxidant effects of different extracts from Melissa officinalis, matricaria recutita and cymbopogon citratus. Neurochem. Res. 2009, 34, 973–983. [Google Scholar] [CrossRef] [PubMed]
  49. Ehsani, A.; Alizadeh, O.; Hashemi, M.; Afshari, A.; Aminzare, M. Phytochemical, antioxidant and antibacterial properties of Melissa officinalis and Dracocephalum moldavica essential oils. Vet. Res. Forum 2017, 8, 223–229. Available online: https://www.researchgate.net/publication/320741375 (accessed on 9 March 2023). [PubMed]
  50. Cunha, F.; Tintino, S.R.; Figueredo, F.; Barros, L.; Duarte, A.E.; Gomez, M.C.V.; Coronel, C.C.; Rolón, M.; Leite, N.; Sobral-Souza, C.E.; et al. HPLC-DAD phenolic profile, cytotoxic and anti-kinetoplastidae activity of Melissa officinalis. Pharm. Biol. 2016, 54, 1664–1670. [Google Scholar] [CrossRef]
  51. Rastegarian, A.; Abedi, H.; Jahromi, H.K.; Zarei, S.; Nematollahi, A.; Mansouri, E.; Sameni, H. Analgesic Effect of Intrathecal Melissa officinalis in the Rat Model of Hot-Water and Formalin-Induced Pain. JAMS J. Acupunct. Meridian Stud. 2020, 13, 19–24. [Google Scholar] [CrossRef] [PubMed]
  52. Hajhashemi, V.; Safaei, A. Hypnotic effect of Coriandrum sativum, Ziziphus jujuba, Lavandula angustifolia and Melissa officinalis extracts in mice. Res. Pharm. Sci. 2015, 10, 477–484. Available online: http://journals.lww.com/rips (accessed on 9 March 2023).
  53. Shin, Y.; Lee, D.; Ahn, J.; Lee, M.; Shin, S.S.; Yoon, M. The herbal extract ALS-L1023 from Melissa officinalis reduces weight gain, elevated glucose levels and β-cell loss in Otsuka Long-Evans Tokushima fatty rats. J. Ethnopharmacol. 2021, 264, 113360. [Google Scholar] [CrossRef]
  54. Aubert, P.; Guinobert, I.; Blondeau, C.; Bardot, V.; Ripoche, I.; Chalard, P.; Neunlist, M. Basal and spasmolytic effects of a hydroethanolic leaf extract of Melissa officinalis L. on intestinal motility: An ex vivo study. J. Med. Food 2019, 22, 653–662. [Google Scholar] [CrossRef]
  55. Astani, A.; Reichling, J.; Schnitzler, P. Melissa officinalis extract inhibits attachment of herpes simplex virus in vitro. Chemotherapy 2012, 58, 70–77. [Google Scholar] [CrossRef]
  56. Araújo, S.G.; Lima, W.G.; Pinto, M.E.A.; Morais, M.Í.; de Sá, N.P.; Johann, S.; Rosa, C.A.; dos Santos Lima, L.A.R. Pharmacological prospection in-vitro of Lamiaceae species against human pathogenic fungi associated to invasive infections. Biocatal. Agric. Biotechnol. 2019, 21, 101345. [Google Scholar] [CrossRef]
  57. Awad, N.E.; Abdelkawy, M.A.; Hamed, M.A.; Souleman, A.M.A.; Abdelrahman, E.H.; Ramadan, N.S. Antioxidant and hepatoprotective effects of Justicia spicigera ethyl acetate fraction and characterization of its anthocyanin content. Int. J. Pharm. Pharm. Sci. 2015, 7, 91–96. [Google Scholar]
  58. Chung, M.J.; Cho, S.-Y.; Bhuiyan, M.J.H.; Kim, K.H.; Lee, S.-J. Anti-diabetic effects of lemon balm (Melissa officinalis) essential oil on glucose- and lipid-regulating enzymes in type 2 diabetic mice. Br. J. Nutr. 2010, 104, 180–188. [Google Scholar] [CrossRef] [PubMed]
  59. Castro-Muñoz, R.; Yáñez-Fernández, J.; Fíla, V. Phenolic compounds recovered from agro-food by-products using membrane technologies: An overview. Food Chem. 2016, 213, 753–762. [Google Scholar] [CrossRef]
  60. Castro-Muñoz, R.; Boczkaj, G.; Gontarek, E.; Cassano, A.; Fíla, V. Membrane technologies assisting plant-based and agro-food by-products processing: A comprehensive review. Trends Food Sci. Technol. 2020, 95, 219–232. [Google Scholar] [CrossRef]
  61. Castro-Muñoz, R.; Díaz-Montes, E.; Cassano, A.; Gontarek, E. Membrane separation processes for the extraction and purification of steviol glycosides: An overview. Crit. Rev. Food Sci. Nutr. 2020, 61, 2152–2174. [Google Scholar] [CrossRef]
  62. Castro-Muñoz, R. Retention profile on the physicochemical properties of maize cooking by-product using a tight ultrafiltration membrane. Chem. Eng. Commun. 2020, 7, 887–895. [Google Scholar] [CrossRef]
  63. Castro-Muñoz, R.; Fíla, V. Membrane-based technologies as an emerging tool for separating high- added-value compounds from natural products. Trends Food Sci. Technol. 2018, 82, 8–20. [Google Scholar] [CrossRef]
  64. Díaz-Montes, E.; Castro-Muñoz, R. Metabolites recovery from fermentation broths via pressure-driven membrane processes. Asia-Pac. J. Chem. Eng. 2019, 14, e2332. [Google Scholar] [CrossRef]
  65. Castro-Muñoz, R. Membranes– future for sustainable gas and liquid separation? Curr. Res. Green Sustain. Chem. 2022, 5, 100326. [Google Scholar] [CrossRef]
  66. Cassano, A.; Conidi, C.; Ruby-Figueroa, R.; Castro-Muñoz, R. Nanofiltration and Tight Ultrafiltration Membranes for the Recovery of Polyphenols from Agro-Food By-Products. Int. J. Mol. Sci. 2018, 19, 351. [Google Scholar] [CrossRef] [PubMed]
  67. Castro-Muñoz, R.; Yáñez-Fernández, J. Valorization of Nixtamalization wastewaters (Nejayote) by integrated membrane process. Food Bioprod. Process. 2015, 95, 7–18. [Google Scholar] [CrossRef]
  68. Díaz-Montes, E.; Yáñez-Fernández, J.; Castro-Muñoz, R. Microfiltration-mediated extraction of dextran produced by Leuconostoc mesenteroides SF3. Food Bioprod. Process. 2020, 119, 317–328. [Google Scholar] [CrossRef]
  69. Castro-Muñoz, R.; Barragán-Huerta, B.E.; Yáñez-Fernández, J. The Use of Nixtamalization Waste Waters Clarified by Ultrafiltration for Production of a Fraction Rich in Phenolic Compounds. Waste Biomass Valorization 2016, 7, 1167–1176. [Google Scholar] [CrossRef]
  70. Castro-Muñoz, R.; Díaz-Montes, E.; Gontarek-Castro, E.; Boczkaj, G.; Galanakis, C.M. A comprehensive review on current and emerging technologies toward the valorization of bio-based wastes and by products from foods. Compr. Rev. Food Sci. Food Saf. 2022, 21, 46–105. [Google Scholar] [CrossRef]
  71. Galiano, F.; Mecchia, A.; Castro-Muñoz, R.; Tagarelli, A.; Lavecchia, R.; Cassano, A.; Figoli, A. Enzyme-mediated extraction of limonene, linalool and linalyl acetate from bergamot peel oil by pervaporation. J. Membr. Sci. Res. 2019, 5, 187–193. [Google Scholar] [CrossRef]
  72. Castro-Muñoz, R.; Boczkaj, G.; Jafari, S.M. The role of hydrodynamic cavitation in tuning physicochemical properties of food items: A comprehensive review. Trends Food Sci. Technol. 2023, 134, 192–206. [Google Scholar] [CrossRef]
  73. Cako, E.; Wang, Z.; Castro-Muñoz, R.; Rayaroth, M.P.; Boczkaj, G. Cavitation based cleaner technologies for biodiesel production and processing of hydrocarbon streams: A perspective on key fundamentals, missing process data and economic feasibility—A review. Ultrason. Sonochemistry 2022, 88, 106081. [Google Scholar] [CrossRef] [PubMed]
  74. Panda, D.; Manickam, S. Cavitation Technology—The Future of Greener Extraction Method: A Review on the Extraction of Natural Products and Process Intensification Mechanism and Perspectives. Appl. Sci. 2019, 9, 766. [Google Scholar] [CrossRef]
  75. Cláudio, A.F.M.; Cognigni, A.; de Faria, E.L.; Silvestre, A.J.; Zirbs, R.; Freire, M.G.; Bica, K. Valorization of olive tree leaves: Extraction of oleanolic acid using aqueous solutions of surface-active ionic liquids. Sep. Purif. Technol. 2018, 204, 30–37. [Google Scholar] [CrossRef] [PubMed]
  76. Yang, Z.; Tan, Z.; Li, F.; Li, X. An effective method for the extraction and purification of chlorogenic acid from ramie (Boehmeria nivea L.) leaves using acidic ionic liquids. Ind. Crops Prod. 2016, 89, 78–86. [Google Scholar] [CrossRef]
  77. Liu, T.; Sui, X.; Zhang, R.; Yang, L.; Zu, Y.; Zhang, L.; Zhang, Y.; Zhang, Z. Application of ionic liquids based microwave-assisted simultaneous extraction of carnosic acid, rosmarinic acid and essential oil from Rosmarinus officinalis. J. Chromatogr. A 2011, 1218, 8480–8489. [Google Scholar] [CrossRef] [PubMed]
  78. Zurob, E.; Cabezas, R.; Villarroel, E.; Rosas, N.; Merlet, G.; Quijada-Maldonado, E.; Romero, J.; Plaza, A. Design of natural deep eutectic solvents for the ultrasound-assisted extraction of hydroxytyrosol from olive leaves supported by COSMO-RS. Sep. Purif. Technol. 2020, 248, 117054. [Google Scholar] [CrossRef]
  79. De Marco, I.; Riemma, S.; Iannone, R. Life cycle assessment of supercritical CO2 extraction of caffeine from coffee beans. J. Supercrit. Fluids 2018, 133, 393–400. [Google Scholar] [CrossRef]
  80. Plaza, A.; Tapia, X.; Yañez, C.; Vilches, F.; Candia, O.; Cabezas, R.; Romero, J. Obtaining Hydroxytyrosol from Olive Mill Waste Using Deep Eutectic Solvents and Then Supercritical CO2. Waste Biomass Valorization 2020, 11, 6273–6284. [Google Scholar] [CrossRef]
  81. Cabezas, R.; Prieto, V.; Plaza, A.; Merlet, G.; Quijada-Maldonado, E.; Torres, A.; Yáñez-S, M.; Romero, J. Extraction of Vanillin from Aqueous Matrices by Membrane-Based Supercritical Fluid Extraction: Effect of Operational Conditions on Its Performance. Ind. Eng. Chem. Res. 2020, 59, 14064–14074. [Google Scholar] [CrossRef]
  82. Lefebvre, T.; Destandau, E.; Lesellier, E. Sequential extraction of carnosic acid, rosmarinic acid and pigments (carotenoids and chlorophylls) from Rosemary by online supercritical fluid extraction-supercritical fluid chromatography. J. Chromatogr. A 2021, 1639, 461709. [Google Scholar] [CrossRef]
  83. Araya-López, C.; Contreras, J.; Merlet, G.; Cabezas, R.; Olea, F.; Villarroel, E.; Salazar, R.; Romero, J.; Quijada-Maldonado, E. [Tf2N]-based ionic liquids for the selective liquid-liquid extraction of levulinic acid/formic acid: COSMO-RS screening and ternary LLE experimental data. Fluid Phase Equilibria 2022, 561, 113518. [Google Scholar] [CrossRef]
  84. Yu, Y.-Y.; Zhang, W.; Cao, S.-W. Extraction of Ferulic Acid and Caffeic Acid with Ionic Liquids. Chin. J. Anal. Chem. 2007, 35, 1726–1730. [Google Scholar]
  85. Smith, E.L.; Abbott, A.P.; Ryder, K.S. Deep Eutectic Solvents (DESs) and Their Applications. Chem. Rev. 2014, 114, 11060–11082. [Google Scholar] [CrossRef]
  86. Castro-Muñoz, R.; Msahel, A.; Galiano, F.; Serocki, M.; Ryl, J.; Hamouda, S.B.; Hafiane, A.; Boczkaj, G.; Figoli, A. Towards azeotropic MeOH-MTBE separation using pervaporation chitosan-based deep eutectic solvent membranes. Sep. Purif. Technol. 2022, 281, 119979. [Google Scholar] [CrossRef]
  87. Wu, L.; Chen, Z.; Li, S.; Wang, L.; Zhang, J. Eco-friendly and high-efficient extraction of natural antioxidants from Polygonum aviculare leaves using tailor-made deep eutectic solvents as extractants. Sep. Purif. Technol. 2021, 262, 118339. [Google Scholar] [CrossRef]
  88. Serna-Vázquez, J.; Ahmad, M.Z.; Boczkaj, G.; Castro-Muñoz, R. Latest Insights on Novel Deep Eutectic Solvents (DES) for Sustainable Extraction of Phenolic Compounds from Natural Sources. Molecules 2021, 26, 5037. [Google Scholar] [CrossRef] [PubMed]
  89. Hussain, M.; Qamar, M.T.; Ahmed, D. Microwave- and ultrasound-assisted extraction of capsaicin from Capsicum annuum using deep eutectic solvents. Int. J. Veg. Sci. 2022, 28, 312–319. [Google Scholar] [CrossRef]
  90. Qin, Z.; Cheng, H.; Song, Z.; Ji, L.; Chen, L.; Qi, Z. Selection of deep eutectic solvents for extractive deterpenation of lemon essential oil. J. Mol. Liq. 2022, 350, 118524. [Google Scholar] [CrossRef]
  91. Elahi, F.; Arain, M.B.; Khan, W.A.; Haq, H.U.; Khan, A.; Jan, F.; Castro-Muñoz, R.; Boczkaj, G. Ultrasound-assisted deep eutectic solvent-based liquid–liquid microextraction for simultaneous determination of Ni (II) and Zn (II) in food samples. Food Chem. 2022, 393, 133384. [Google Scholar] [CrossRef] [PubMed]
  92. Haq, H.U.; Balal, M.; Castro-Muñoz, R.; Hussain, Z.; Safi, F.; Ullah, S.; Boczkaj, G. Deep eutectic solvents based assay for extraction and determination of zinc in fish and eel samples using FAAS. J. Mol. Liq. 2021, 333, 115930. [Google Scholar] [CrossRef]
  93. Haq, H.U.; Bibi, R.; Arain, M.B.; Safi, F.; Ullah, S.; Castro-Muñoz, R.; Boczkaj, G. Deep eutectic solvent (DES) with silver nanoparticles (Ag-NPs) based assay for analysis of lead (II) in edible oils. Food Chem. 2022, 379, 132085. [Google Scholar] [CrossRef] [PubMed]
  94. Faraz, N.; Haq, H.U.; Balal Arain, M.; Castro-Muñoz, R.; Boczkaj, G.; Khan, A. Deep eutectic solvent based method for analysis of Niclosamide in pharmaceutical and wastewater samples—A green analytical chemistry approach. J. Mol. Liq. 2021, 335, 116142. [Google Scholar] [CrossRef]
  95. Pandey, A.; Rai, R.; Pal, M.; Pandey, S. How polar are choline chloride-based deep eutectic solvents? Phys. Chem. Chem. Phys. 2014, 16, 1559–1568. [Google Scholar] [CrossRef] [PubMed]
  96. Castro-Muñoz, R.; Cichocki, Ł.; Plata-Gryl, M.; Boczkaj, G.; Galiano, F. Performance tuning of chitosan-based membranes by protonated 2-Pyrrolidone-5-carboxylic acid-sulfolane DES for effective water/ethanol separation by pervaporation. Chem. Eng. Res. Des. 2023, 191, 401–413. [Google Scholar] [CrossRef]
  97. Qader, I.B.; Laguerre, M.; Lavaud, A.; Tenon, M.; Prasad, K.; Abbott, A.P. Selective Extraction of Antioxidants by Formation of a Deep Eutectic Mixture through Mechanical Mixing. ACS Sustain. Chem. Eng. 2022, 11, 4168–4176. [Google Scholar] [CrossRef]
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