Novel lactic acid-based natural deep eutectic solvents: Efficiency in the ultrasound-assisted extraction of antioxidant polyphenols from common native Greek medicinal plants

Bakirtzi, Christina; Triantafyllidou, Katerina; Makris, Dimitris P.

doi:10.1016/j.jarmap.2016.03.003

Cited by 140 publications

(112 citation statements)

References 39 publications

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“…To our knowledge, no published data are available related to the in vivo effects of NADES as administration tools for bioactive constituents. These eutectics, prepared using different starting materials, can be divided into five groups, the first is based on urea (1-4), the second on polyalcohols and sugars (5-6), the third on organic acid and sugars (7)(8)(9), the fourth on organic acid and amino acid (10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26)(27), and the fifth group was prepared using choline chloride, sugars and amino acid (28)(29)(30). Our results show the ability of various NADES to dissolve rutin.…”

Section: Rutin Solubility In the Different Prepared Nadesmentioning

confidence: 99%

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

et al. 2016

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There is a need for innovation in plant-derived pharmaceuticals, food supplements and nutraceutical products regarding the use of more eco-sustainable solvents for their extraction. Furthermore, the poor oral bioavailability of several phytochemicals with health promoting effects stimulates the research in the field of pharmaceutical formulations. Natural Deep Eutectic Solvents (NADES) are formed by natural compounds, and can be considered as future solvents being especially useful for the preparation of nutraceuticals and food-grade extracts. In this paper various NADES were prepared using sugars, aminoacids and organic acids. Rutin (quercetin-3-O-α-L-rhamnopyranosyl-(1→6))-β-D-glucopyranose) was used as a model compound to study NADES. Moreover, the effect of various eutectic mixtures on rutin's water solubility was studied. Proline/glutamic acid (2:1) and proline/choline chloride (1:1) mixtures have a solubility comparable to ethanol. The proline/glutamic acid (2:1) eutectic containing rutin was used in a pharmacokinetic study in Balb/c mice while bioavailability was compared to oral dosing of water suspension. Plasmatic levels of rutin were measured by HPLC-MS/MS showing increased levels and longer period of rutin permanence in plasma of NADES treated animals. This paper reports the possible use of non-toxic NADES for pharmaceutical and nutraceutical preparations.

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Section: Rutin Solubility In the Different Prepared Nadesmentioning

confidence: 99%

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

et al. 2016

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“…Judgement upon the potency of the HBAs selected was based on evidence provided by the polyphenol extraction from a few agri-food wastes [19], botanicals [13] and industrial cereal solid wastes [18]. Thus, efforts were made to compose stable DES, by combining the HBD and HBAs at appropriate molar ratios (R Table 2).…”

Section: Des Synthesismentioning

confidence: 99%

Combination of Lactic Acid-Based Deep Eutectic Solvents (DES) with β-Cyclodextrin: Performance Screening Using Ultrasound-Assisted Extraction of Polyphenols from Selected Native Greek Medicinal Plants

et al. 2017

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Abstract:A series of novel L-lactic acid-based deep eutectic solvents (DES) were tested for polyphenol extraction performance, using organically grown, native Greek medicinal plants. The extractions were ultrasonically-assisted and the effect of the addition of β-cyclodextrin (β-CD) as extraction booster was also tested, at a concentration of 1.5% (w/v). The estimation of total polyphenol yield (Y TP ) suggested that DES composed of L-lactic acid and nicotinamide and L-lactic acid and L-alanine, both at a molar ratio of 7:1, are promising solvents giving significantly higher yields compared with 60% (v/v) aqueous ethanol and water. However, when β-CD was combined with DES comprised of L-lactic acid and ammonium acetate (molar ratio 7:1), the extraction yields obtained in some instances were equal of even higher. The pattern was not consistent when the yield in total flavonoids (Y TFn ) was considered, indicating water, 60% (v/v) aqueous ethanol and L-lactic acid:sodium acetate (molar ratio 7:1) to be the most efficient solvents. In this case, the effect of β-CD was of rather lower magnitude. The examination of the antioxidant activity of the extracts generated showed that there is a close correlation mainly with their concentration in total polyphenols.

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“…For the synthesis of the LTTMs, previously reported methodologies were used [14]. Briefly, L-lactic acid (HBD) was mixed with either HBA (glycine, L-alanine, L-glutamic acid, choline chloride) at various molar ratios in a stoppered glass vial and heated mildly under stirring, until a perfectly transparent liquid was formed.…”

Section: Lttm Synthesismentioning

confidence: 99%

“…Previous investigations indicated that combining LA as an HBD with the natural amino acid glycine (GL) as an HBA can afford an LTTM with exceptional potency in extracting polyphenolic antioxidants from various medicinal plants [14]. In this line, this study attempted the synthesis of several combinations of LA with GL, but also two other natural amino acids, L-alanine (AL) and L-glutamic acid (GA), to further identify HBD:HBA pairs that could serve as highly efficient solvents.…”

Section: Lttm Synthesismentioning

confidence: 99%

Low-Transition Temperature Mixtures (LTTMs) Made of Bioorganic Molecules: Enhanced Extraction of Antioxidant Phenolics from Industrial Cereal Solid Wastes

2017

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Several low-transition temperature mixtures (LTTMs), based on L-lactic acid and amino acids but also choline chloride, were synthesized and screened for their effectiveness in extracting antioxidant phenolics from industrial cereal solid wastes. In most cases, highly efficient LTTMs were those composed of L-lactic acid and choline chloride, but LTTMs composed of L-lactic acid and glycine or alanine also exhibited comparable extraction capacity. The extract from barley bran was shown to express powerful antioxidant activity, which was significantly higher than all the other extracts examined. This fact was attributed to the particularly high content in total flavanols. The data suggested that the most effective solvents, as revealed herein, merit further investigation as very promising means of extracting valuable chemicals from industrial agri-food residues. Additionally, barley bran should be more thoroughly examined for its prospect as a waste source of effective antioxidants, which could be used as nutritional supplements and active cosmetic ingredients.

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Novel lactic acid-based natural deep eutectic solvents: Efficiency in the ultrasound-assisted extraction of antioxidant polyphenols from common native Greek medicinal plants

Cited by 140 publications

References 39 publications

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

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

Combination of Lactic Acid-Based Deep Eutectic Solvents (DES) with β-Cyclodextrin: Performance Screening Using Ultrasound-Assisted Extraction of Polyphenols from Selected Native Greek Medicinal Plants

Low-Transition Temperature Mixtures (LTTMs) Made of Bioorganic Molecules: Enhanced Extraction of Antioxidant Phenolics from Industrial Cereal Solid Wastes

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