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1.
Food Chem ; 417: 135944, 2023 Aug 15.
Article in English | MEDLINE | ID: mdl-36934704

ABSTRACT

The demand for natural vanilla extract, and vanillin in particular, by far exceeds the current production, as both the cultivation of vanilla beans and the extraction of vanillin are laborious. For this purpose, most vanillin used today is produced synthetically, contrary to the general trend toward bio-based products. The present study deals with the synthesis of nature-based vanillin, starting with the more accessible rhizomes of the plant Curcuma longa. Besides vanillin, vanillic acid and p-hydroxybenzaldehyde are synthesized that way, which are also found in the natural vanilla bean. The extraction of the curcuminoids and, finally, their conversion to the flavors are performed using visible light and food-grade chemicals only. A binary mixture of ethanol and triacetin, as well as a surfactant-free microemulsion consisting of water, ethanol, and triacetin, are investigated in this context. The results exceed the literature values for Soxhlet extraction of vanilla beans by a factor > 7.


Subject(s)
Diarylheptanoids , Vanilla , Triacetin , Ethanol , Plant Extracts
2.
Molecules ; 26(24)2021 Dec 20.
Article in English | MEDLINE | ID: mdl-34946787

ABSTRACT

A water-free, ternary solvent mixture consisting of a natural deep eutectic solvent (NADES), ethanol, and triacetin was investigated concerning its ability to dissolve and extract curcumin from Curcuma longa L. To this purpose, 11 NADES based on choline chloride, acetylcholine, and proline were screened using UV-vis measurements. A ternary phase diagram with a particularly promising NADES, based on choline chloride and levulinic acid was recorded and the solubility domains of the monophasic region were examined and correlated with the system's structuring via light scattering experiments. At the optimum composition, close to the critical point, the solubility of curcumin could be enhanced by a factor of >1.5 with respect to acetone. In extraction experiments, conducted at the points of highest solubility and evaluated via HPLC, a total yield of ~84% curcuminoids per rhizome could be reached. Through multiple extraction cycles, reusing the extraction solvent, an enrichment of curcuminoids could be achieved while altering the solution. When counteracting the solvent change, even higher concentrated extracts can be obtained.


Subject(s)
Curcuma/chemistry , Curcumin/chemistry , Curcumin/isolation & purification , Ethanol/chemistry , Triacetin/chemistry , Acetylcholine/chemistry , Choline/chemistry , Proline/chemistry , Solubility
3.
Food Chem ; 355: 129624, 2021 Sep 01.
Article in English | MEDLINE | ID: mdl-33799268

ABSTRACT

A choline chloride + lactic acid (1:1) natural deep eutectic solvent (NADES) is used as an adjuvant to ethanol/triacetin mixtures to solubilize and extract curcumin from Curcuma Longa. The obtained NADES/ethanol/triacetin mixtures are homogeneous, transparent and of low viscosity even in the absence of water. Dynamic light scattering revealed significant nanostructures, typical of surfactant-free microemulsions. A twofold increase of curcumin solubility and remarkable extraction power (yield of ~90%) can be achieved in the ternary system including the NADES, although curcumin is hydrophobic and the used NADES are very polar. Due to the elevated solubility of curcumin, more extraction cycles can be made than in the previously published aqueous systems with the same amount of solution. As a result, less solvent is required to achieve the same extraction yield.


Subject(s)
Curcuma/chemistry , Curcumin/chemistry , Plant Extracts/chemistry , Dynamic Light Scattering , Hydrophobic and Hydrophilic Interactions , Solubility , Solvents/chemistry , Surface-Active Agents/chemistry , Viscosity
4.
Food Chem ; 339: 128140, 2021 Mar 01.
Article in English | MEDLINE | ID: mdl-33152894

ABSTRACT

Curcumin was extracted from Curcuma Longa employing a green, bio-based, and food-agreed surfactant-free microemulsion (SFME) consisting of water, ethanol, and triacetin. Concerning the high solubility of curcumin in the examined ternary mixtures, it was attempted to produce highly concentrated tinctures of up to a total of ~130 mg/mL curcuminoids in the solvent by repeatedly extracting fresh rhizomes in the same extraction mixture. The amount of water had a significant influence on the number of cycles that could be performed as well as on the extraction of the different curcuminoids. In addition, the purity of single extracts was enhanced to 94% by investigating several purification steps, e.g. vacuum distillation and lyophilization. Through purification before extraction, the water insoluble curcumin extract could be solubilized indefinitely in an aqueous environment. Additional stability tests showed that solutions of curcumin can be stable up to five months when concealed from natural light.


Subject(s)
Curcuma/chemistry , Curcumin/chemistry , Emulsions/chemistry , Plant Extracts/chemistry , Curcumin/isolation & purification , Diarylheptanoids/chemistry , Ethanol/chemistry , Freeze Drying , Rhizome/chemistry , Solvents/chemistry , Surface-Active Agents/chemistry , Water/chemistry
5.
Food Chem ; 336: 127660, 2021 Jan 30.
Article in English | MEDLINE | ID: mdl-32771898

ABSTRACT

Curcumin is a powerful coloring agent widely used in the food industry. Its extraction from the plant Curcuma longa is commonly done with aqueous solvent solutions. In contrast to the conventional extraction methods, the present study aimed to compare two different green and bio-based surfactant-free microemulsion (SFME) extraction systems, which are approved for food and yield a higher extracting power of curcuminoids. Two SFMEs, water/ethanol/triacetin and water/diacetin/triacetin, were investigated via dynamic light scattering. Curcumin solubility in binary mixtures consisting of ethanol/triacetin or diacetin/triacetin was studied both experimentally and theoretically using UV-Vis measurements and COSMO-RS. The SFMEs were further examined and compared to a common ethanol/water (80/20) extraction mixture with respect to their extracting ability using high performance liquid chromatography. The SFMEs containing ethanol were found to extract ~18% more curcuminoids than the SFMEs containing diacetin and ~53% more than the ordinary ethanol/water mixture.


Subject(s)
Curcuma/chemistry , Curcumin/chemistry , Curcumin/isolation & purification , Emulsions/chemistry , Chromatography, High Pressure Liquid/methods , Curcumin/analysis , Diarylheptanoids/chemistry , Dynamic Light Scattering , Ethanol/chemistry , Green Chemistry Technology , Plant Extracts/chemistry , Solubility , Solvents/chemistry , Spectrophotometry, Ultraviolet , Surface-Active Agents/chemistry , Triacetin/chemistry , Water/chemistry
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