CN110754661A - Method for extracting strawberry polyphenol by using eutectic solvent - Google Patents
Method for extracting strawberry polyphenol by using eutectic solvent Download PDFInfo
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- CN110754661A CN110754661A CN201910717390.7A CN201910717390A CN110754661A CN 110754661 A CN110754661 A CN 110754661A CN 201910717390 A CN201910717390 A CN 201910717390A CN 110754661 A CN110754661 A CN 110754661A
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- China
- Prior art keywords
- strawberry
- extraction
- polyphenol
- eutectic
- eutectic solvent
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/02—Solvent extraction of solids
- B01D11/0288—Applications, solvents
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/73—Rosaceae (Rose family), e.g. strawberry, chokeberry, blackberry, pear or firethorn
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/06—Free radical scavengers or antioxidants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
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Abstract
The invention aims to provide a method for extracting strawberry polyphenol by using a eutectic solvent, which comprises the following steps: mixing the plant raw material dry powder with a eutectic solvent aqueous solution, carrying out ultrasonic-assisted extraction, and then carrying out liquid-solid separation by adopting centrifugation to obtain a crude extraction solution of strawberry polyphenol; then adsorbing and eluting through proper macroporous resin, merging eluent, concentrating through a rotary evaporator, and freeze-drying in vacuum to constant mass; the process for preparing the strawberry polyphenol can greatly save the extraction time, ensure the stability of the strawberry polyphenol and increase the extraction rate, is simple, convenient and feasible, and lays a foundation for the development and application of related preparations.
Description
Technical Field
The invention belongs to the field of preparation of strawberry polyphenol, and particularly relates to a method for extracting strawberry polyphenol by using a eutectic solvent.
Background
Strawberry is rich in nutritive value, is known as 'fruit queen', and contains abundant nutritive substances such as vitamin C, vitamin A, vitamin E, vitamin PP, vitamin B1, vitamin B2, carotene, tannic acid, aspartic acid, copper, strawberry amine, pectin, cellulose, folic acid, iron, calcium, ellagic acid, anthocyanin and the like. The polyphenol compounds are generic terms of plant components having several phenolic hydroxyl groups in their molecular structures, and include flavonoids, tannins, phenolic acids, anthocyanins, and the like. The strawberry polyphenol has antioxidant and antiinflammatory effects, and also has indirect and direct antibacterial, antiallergic, and antihypertensive effects.
Strawberry polyphenol is mainly extracted from strawberry. At present, the method for separating and purifying strawberry polyphenol from strawberry mainly comprises the following steps: firstly, mixing prepared strawberry dry powder with ethanol, obtaining polyphenol extracting solution by a reflux extraction method or an ultrasonic-assisted extraction method, then concentrating the extracting solution by a rotary evaporator, purifying by AB-8 macroporous resin, merging eluent, concentrating by the rotary evaporator, and freeze-drying in vacuum to constant mass to obtain the strawberry polyphenol powder. In the above production process, although an optimum extraction factor is obtained, the solvent is not easily recovered, and the operation is troublesome.
CN102924536A discloses a preparation method of strawberry polyphenol, (1) pulping strawberry, freeze-drying into powder to obtain strawberry powder; (2) adding water into the strawberry powder for dissolving, then adding cellulase, carrying out full enzymolysis on the strawberry powder under the action of 300-400Hz ultrasonic waves, and filtering to obtain strawberry residues; adding 5-10mg of cellulase into each gram of strawberry powder; (3) ultrasonic extraction: adding 10-30 times of ethanol solution with the volume and the mass concentration of 50-80% into the strawberry residues, carrying out ultrasonic extraction at the temperature of 20-50 ℃ at 300-600 Hz for 30-60min, and then filtering to obtain an extract; carrying out ultrasonic extraction for 2-3 times, combining the extraction solutions, filtering, and concentrating to 1/10-1/5 of the original volume to obtain a strawberry polyphenol crude body fluid; (4) regulating the concentration of the strawberry polyphenol crude body fluid to 2-4 mg/ml by using a methanol solution with the mass concentration of 10%; then carrying out chromatography on the protein by using an HP-20 macroporous adsorption resin chromatographic column at the flow rate of 5ml/3 min; then, eluting with 50-90% ethanol solvent at a flow rate of 5ml/3min, and taking the eluent; (5) concentrating the eluent to 1/5-1/2 of the original volume, and freeze-drying to obtain the strawberry polyphenol powder.
The CN102924536A extraction process uses a large amount of methanol solution for extraction, and has the defects of easy volatilization, easy burning and explosion, harm to human bodies, environmental pollution, large amount of resource loss and the like. Moreover, the method disclosed in this patent has an effective extraction yield of 75% and poor selectivity. The eutectic solvent used in the method has the advantages of good name of green solvent, cheap and easily available raw materials, simple preparation, no need of purification and the like. The eutectic solvent has good specificity for sample selection, and the extracted polyphenol can reach 80-90%.
Disclosure of Invention
The invention aims to provide a preparation process for remarkably accelerating the separation and purification speed of strawberry polyphenol. The process for preparing the strawberry polyphenol can greatly save the extraction time, ensure the stability of the strawberry polyphenol and increase the extraction rate, is simple, convenient and feasible, and lays a foundation for the development and application of related preparations.
The technical scheme adopted by the invention is as follows:
a method for extracting strawberry polyphenol by using a eutectic solvent, which comprises the following steps: mixing the plant raw material dry powder with a eutectic solvent aqueous solution, carrying out ultrasonic-assisted extraction, and then carrying out liquid-solid separation by adopting centrifugation to obtain a crude extraction solution of strawberry polyphenol; then adsorbing and eluting through proper macroporous resin, merging eluent, concentrating through a rotary evaporator, and freeze-drying in vacuum to constant mass;
wherein, the eutectic hydrogen bond donor in the low cosolvent solvent is glucose, fructose, xylose, glycerol or malic acid, and the eutectic hydrogen bond acceptor is choline chloride;
the plant material contains strawberry polyphenol.
In some embodiments of the invention, the plant material is strawberry.
In some embodiments of the invention, the eutectic hydrogen bond donor is malic acid.
In some embodiments of the invention, the molar ratio of choline chloride to hydrogen bond donor is 1:1 to 1:6, preferably 1:2 to 1: 5.
In some embodiments of the present invention, the heating time for mixing malic acid with choline chloride is 40-70min, preferably 50-60 min.
In some embodiments of the invention, the macroporous resin is NKA-II, DM-301, AB-8, D-101, DA-201, HP-20, etc., preferably NKA-II, AB-8, HP-20.
In some embodiments of the invention, the low co-solvent mass fraction is from 5% to 50%, preferably from 10% to 40%.
In some embodiments of the present invention, the feed-to-liquid ratio of the dry powder of the plant material to the aqueous eutectic solvent solution is 1:1 to 1:25, preferably 1:5 to 1: 20.
In some embodiments of the invention, the ultrasonic extraction temperature is 30-80 ℃, preferably 50-70 ℃.
In some embodiments of the present invention, the ultrasonic extraction time is 10-60min, preferably 30-50 min.
In some embodiments of the present invention, the ultrasonic extraction frequency is 200 to 600Hz, preferably 300 to 600Hz
Further, the method of the present invention may be operated as follows: mixing dry powder of a plant raw material containing strawberry polyphenol with a eutectic solvent aqueous solution formed by mixing 5% -50% of hydrogen bond receptor-choline chloride and hydrogen bond donor (glucose, fructose, xylose, glycerol and malic acid) in a molar ratio of 1:1-1:6 in a material-liquid ratio of 1:5-1:25, performing ultrasonic-assisted extraction at the temperature of 30-80 ℃ at 200-600 Hz for 10-60min, and performing liquid-solid separation by adopting centrifugation to obtain a crude extraction liquid of strawberry polyphenol. Then concentrating to half of the original volume, adsorbing by macroporous resin such as NKA-II, DM-301, AB-8, D-101, DA-201, HP-20 and the like, eluting by using 2 times of column volume of deionized water and then ethanol, merging ethanol eluent, concentrating by using a rotary evaporator, and carrying out vacuum freeze drying to constant mass.
More specifically, it is recommended that the method of the present invention is performed according to the following steps: mixing strawberries with a 10% -40% eutectic solvent (choline chloride: malic acid =1:2-1: 4) aqueous solution at a feed-liquid ratio of 1:5-1:20, performing ultrasonic-assisted extraction at a temperature of 50-70 ℃ at 300-600 Hz for 20-40min, and performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol. Concentrating to 1/2, adsorbing with NKA-II, AB-8, D-101, HP-20, etc. macroporous resin, eluting with 2 times of deionized water and ethanol, mixing the eluates, concentrating, and vacuum freeze drying to constant mass.
Compared with the prior art, the invention has the beneficial effects that:
1) the invention adopts the eutectic solvent for extraction, and the eutectic solvent has the advantages of good name of the eutectic solvent, no environmental pollution, reusability, cheap and easily available raw materials, simple preparation, no need of purification and the like. The usage amount is small, the specificity of the eutectic solvent on sample selection is good, and the extracted polyphenol can reach 80-90%. Can be used for food industry production.
2) The invention adopts an ultrasonic wave auxiliary method, has high efficiency and reduces the degradation of polyphenols.
The preparation process can remarkably accelerate the separation and purification speed of the strawberry polyphenol, greatly save the extraction time, ensure the stability of the strawberry polyphenol and increase the yield of the strawberry polyphenol, is simple, convenient and feasible, and lays a foundation for the development and application of related preparations of the strawberry polyphenol.
Drawings
FIG. 1 is a graph showing the extraction rate of strawberry polyphenols from a solvent in a screening process of screening a low co-solvent according to the present invention.
Detailed Description
The invention will now be further described with reference to specific examples, without limiting the scope of the invention thereto.
Low cosolvent screening test:
accurately weighing two components with the total mass of 300g by using choline chloride, glucose, fructose, xylose, glycerol and malic acid according to the molar ratio of 1:3 respectively, pouring the two components into five 1L flat flasks, putting all the two components into a constant-temperature oil bath kettle, stirring and heating to 70 ℃ for 40min, uniformly mixing the two components until the liquid is clear and transparent, cooling to the normal temperature, sampling to 5 500ml volumetric flasks respectively, and diluting to 30% aqueous solution for later use.
Mixing 10g strawberry lyophilized powder and eutectic solvent at a solid-to-liquid ratio of 1:20, extracting under ultrasonic assistance at 600Hz and 60 deg.C for 40min, and collecting supernatant for polyphenol content determination (by Folin-Ciocalteu method).
The measurement results are shown in fig. 1, and thus malic acid was used as a hydrogen bond donor, i.e., malic acid and choline chloride were used as co-solvents in examples 1 to 10.
Example 1
Mixing 10.0g of strawberries with an aqueous solution of a eutectic solvent (choline chloride: malic acid molar ratio =1: 2) with a mass fraction of 40% according to a feed-liquid ratio of 1:5 (g/mL), performing ultrasonic-assisted extraction at a temperature of 50 ℃ for 20min, wherein the ultrasonic frequency is 300Hz, and then performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol; then, NKA-II macroporous resin is used for adsorption and elution, eluent is combined, concentrated by a rotary evaporator and freeze-dried in vacuum to constant mass, and the yield is 87.8%.
Example 2
Mixing 10.0g of strawberries with an aqueous solution of a eutectic solvent (the molar ratio of choline chloride to malic acid =1: 4) with the mass fraction of 30% at a feed-liquid ratio of 1:5, performing ultrasonic-assisted extraction at the temperature of 60 ℃ for 20min, wherein the ultrasonic frequency is 400Hz, and then performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol; then adsorbing and eluting by HP-20 macroporous resin, merging eluent, concentrating by a rotary evaporator, and freeze-drying in vacuum to constant mass with the yield of 86.3%.
Example 3
Mixing 10.0g of strawberries with an aqueous solution of a eutectic solvent (the molar ratio of choline chloride to malic acid =1: 2) with the mass fraction of 30% according to the feed-liquid ratio of 1:20, performing ultrasonic-assisted extraction at the temperature of 60 ℃ for 30min, wherein the ultrasonic frequency is 500Hz, and then performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol; then adsorbing and eluting by AB-8 macroporous resin, merging eluent, concentrating by a rotary evaporator, and freeze-drying in vacuum to constant mass with the yield of 88.1%.
Example 4
Mixing 10.0g of strawberries with a 20% eutectic solvent (choline chloride: malic acid molar ratio =1: 3) aqueous solution according to a feed-liquid ratio of 20, performing ultrasonic-assisted extraction at 60 ℃ for 30min at an ultrasonic frequency of 600Hz, and performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol; then adsorbing and eluting by D-101 macroporous resin, merging eluent, concentrating by a rotary evaporator, and freeze-drying in vacuum to constant mass with the yield of 89.9%.
Example 5
Mixing 10.0g of strawberries with a 10% eutectic solvent (choline chloride: malic acid molar ratio =1: 3) aqueous solution at a feed-liquid ratio of 1:20, performing ultrasonic-assisted extraction at 70 ℃ for 20min at an ultrasonic frequency of 500Hz, and performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol; then, NKA-II macroporous resin is used for adsorption and elution, eluent is combined, concentrated by a rotary evaporator and freeze-dried in vacuum to constant mass, and the yield is 87.5%.
Example 6
Mixing 10.0g of strawberries with an aqueous solution of a 40% eutectic solvent (choline chloride: malic acid molar ratio =1: 4) at a feed-liquid ratio of 1:15, performing ultrasonic-assisted extraction at 50 ℃ for 40min at an ultrasonic frequency of 600Hz, and performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol. Then adsorbing and eluting by AB-8 macroporous resin, merging eluent, concentrating by a rotary evaporator, and freeze-drying in vacuum to constant mass with the yield of 91.9%.
Example 7
Mixing 10.0g of strawberries with a water solution of a eutectic solvent (the molar ratio of choline chloride to malic acid =1: 3) with the mass fraction of 20% according to the feed-liquid ratio of 1:20, performing ultrasonic-assisted extraction at the temperature of 60 ℃ for 20min, wherein the ultrasonic frequency is 500Hz, and then performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol; then adsorbing and eluting by HP-20 macroporous resin, merging eluent, concentrating by a rotary evaporator, and freeze-drying in vacuum to constant mass with the yield of 79.8%.
Example 8
Mixing 10.0g of strawberries with an aqueous solution of a eutectic solvent (the molar ratio of choline chloride to malic acid =1: 2) with the mass fraction of 30% according to the feed-liquid ratio of 1:15, performing ultrasonic-assisted extraction at the temperature of 60 ℃ for 20min, wherein the ultrasonic frequency is 500Hz, and then performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol; then adsorbing and eluting by D-101 macroporous resin, merging eluent, concentrating by a rotary evaporator, and freeze-drying in vacuum to constant mass with the yield of 86.4%.
Example 9
Mixing 10.0g of strawberries with a water solution of a eutectic solvent (the molar ratio of choline chloride to malic acid =1: 3) with the mass fraction of 20% according to the feed-liquid ratio of 1:10, performing ultrasonic-assisted extraction at the temperature of 70 ℃ for 20min, wherein the ultrasonic frequency is 500Hz, and then performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol; then adsorbing and eluting by D-101 macroporous resin, merging eluent, concentrating by a rotary evaporator, and freeze-drying in vacuum to constant mass with the yield of 89.0%.
Example 10
Mixing 10.0g of strawberries with an aqueous solution of a eutectic solvent (the molar ratio of choline chloride to malic acid =1: 4) with the mass fraction of 30% according to the feed-liquid ratio of 1:10, performing ultrasonic-assisted extraction at the temperature of 60 ℃ for 20-40min, wherein the ultrasonic frequency is 500Hz, and then performing liquid-solid separation by adopting centrifugation to obtain a crude extraction liquid of strawberry polyphenol; then, NKA-II macroporous resin is used for adsorption and elution, eluent is combined, concentrated by a rotary evaporator and freeze-dried in vacuum to constant mass, and the yield is 90.1%. .
Example 11
Mixing 10.0g of strawberries with a 20% eutectic solvent (choline chloride: malic acid molar ratio =1: 4) aqueous solution at a feed-liquid ratio of 1:5, performing ultrasonic-assisted extraction at 70 ℃ for 40min at an ultrasonic frequency of 500Hz, and performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol; then adsorbing and eluting by AB-8 macroporous resin, merging eluent, concentrating by a rotary evaporator, and freeze-drying in vacuum to constant mass with the yield of 88.4%.
Example 12
Mixing 10.0g of strawberries with a 20% eutectic solvent (choline chloride: malic acid molar ratio =1: 4) aqueous solution at a feed-liquid ratio of 1:5, performing ultrasonic-assisted extraction at 70 ℃ for 40min at an ultrasonic frequency of 500Hz, and performing liquid-solid separation by centrifugation to obtain a crude extraction liquid of strawberry polyphenol; then adsorbing and eluting by AB-8 macroporous resin, merging eluent, concentrating by a rotary evaporator, and freeze-drying in vacuum to constant mass with the yield of 85.5%.
Claims (10)
1. A method for extracting strawberry polyphenol by using a eutectic solvent is characterized by comprising the following steps: mixing the plant raw material dry powder with a eutectic solvent aqueous solution, carrying out ultrasonic-assisted extraction, and then carrying out liquid-solid separation by adopting centrifugation to obtain a crude extraction solution of strawberry polyphenol; then adsorbing and eluting through proper macroporous resin, merging eluent, concentrating through a rotary evaporator, and freeze-drying in vacuum to constant mass;
wherein, the eutectic hydrogen bond donor in the low cosolvent solvent is glucose, fructose, xylose, glycerol or malic acid, and the eutectic hydrogen bond acceptor is choline chloride;
the plant material contains strawberry polyphenol.
2. The method of claim 1, wherein the plant material is strawberry.
3. The method according to claim 1, wherein the eutectic hydrogen bond donor is malic acid.
4. A process according to claim 3, wherein the molar ratio of choline chloride to hydrogen bond donor is from 1:1 to 1:6, preferably from 1:2 to 1: 5.
5. A method according to claim 1, wherein the malic acid is mixed with choline chloride and heated for 40-70min, preferably 50-60 min.
6. The method of claim 1, wherein the macroporous resin is NKA-II, DM-301, AB-8, D-101, DA-201, HP-20, etc., preferably NKA-II, AB-8, HP-20.
7. The method according to claim 1, wherein the low co-solvent mass fraction is between 5% and 50%, preferably between 10% and 40%.
8. The method according to claim 1, wherein the feed-to-liquid ratio of the dry powder of the plant material to the aqueous solution of the eutectic solvent is 1:1 to 1:25, preferably 1:5 to 1: 20.
9. The method according to claim 1, characterized in that the ultrasonic extraction temperature according to claim 1 is 30-80 ℃, preferably 50-70 ℃.
10. The method according to claim 1, characterized in that the ultrasound extraction time is 10-60min, preferably 30-50 min.
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| CN115089630A (en) * | 2022-05-25 | 2022-09-23 | 江苏大学 | Ultrasound coupling DESS extraction process for tuber fleeceflower stem polyphenol |
| CN115089630B (en) * | 2022-05-25 | 2023-11-03 | 江苏大学 | Ultrasonic coupling DESs extraction process for tuber fleeceflower stem polyphenols |
| WO2024049882A1 (en) * | 2022-09-01 | 2024-03-07 | Performance Labs PTE. LTD. | Bioactive extraction method |
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