CN113425772A - Preparation method of total phenolic acid of aronia melanocarpa fruit - Google Patents
Preparation method of total phenolic acid of aronia melanocarpa fruit Download PDFInfo
- Publication number
- CN113425772A CN113425772A CN202110775378.9A CN202110775378A CN113425772A CN 113425772 A CN113425772 A CN 113425772A CN 202110775378 A CN202110775378 A CN 202110775378A CN 113425772 A CN113425772 A CN 113425772A
- Authority
- CN
- China
- Prior art keywords
- phenolic acid
- total phenolic
- aronia melanocarpa
- fruit
- solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 150000007965 phenolic acids Chemical class 0.000 title claims abstract description 94
- 240000005662 Aronia melanocarpa Species 0.000 title claims abstract description 90
- 235000007425 Aronia melanocarpa Nutrition 0.000 title claims abstract description 90
- 235000013399 edible fruits Nutrition 0.000 title claims abstract description 89
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 80
- 239000000843 powder Substances 0.000 claims abstract description 48
- 238000002791 soaking Methods 0.000 claims abstract description 45
- 239000002904 solvent Substances 0.000 claims abstract description 40
- 230000005496 eutectics Effects 0.000 claims abstract description 36
- 239000011347 resin Substances 0.000 claims abstract description 31
- 229920005989 resin Polymers 0.000 claims abstract description 31
- 238000001035 drying Methods 0.000 claims abstract description 20
- 238000000034 method Methods 0.000 claims abstract description 15
- 238000000746 purification Methods 0.000 claims abstract description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000012535 impurity Substances 0.000 claims abstract description 9
- 238000005238 degreasing Methods 0.000 claims abstract description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims abstract description 7
- 229910000029 sodium carbonate Inorganic materials 0.000 claims abstract description 7
- 239000003208 petroleum Substances 0.000 claims abstract description 5
- 238000002137 ultrasound extraction Methods 0.000 claims abstract description 5
- 238000001556 precipitation Methods 0.000 claims abstract description 3
- 239000002994 raw material Substances 0.000 claims abstract description 3
- 239000000243 solution Substances 0.000 claims description 65
- 239000007788 liquid Substances 0.000 claims description 51
- 239000000284 extract Substances 0.000 claims description 41
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 33
- 238000000605 extraction Methods 0.000 claims description 28
- 239000003480 eluent Substances 0.000 claims description 25
- 235000019441 ethanol Nutrition 0.000 claims description 25
- 238000003756 stirring Methods 0.000 claims description 24
- 239000012530 fluid Substances 0.000 claims description 21
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 claims description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- 239000012153 distilled water Substances 0.000 claims description 16
- 238000010438 heat treatment Methods 0.000 claims description 13
- 239000002131 composite material Substances 0.000 claims description 12
- 239000000706 filtrate Substances 0.000 claims description 12
- 238000001179 sorption measurement Methods 0.000 claims description 12
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 11
- 229930006000 Sucrose Natural products 0.000 claims description 11
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 11
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 11
- 239000001630 malic acid Substances 0.000 claims description 11
- 235000011090 malic acid Nutrition 0.000 claims description 11
- 238000001914 filtration Methods 0.000 claims description 10
- 238000001291 vacuum drying Methods 0.000 claims description 10
- 239000005720 sucrose Substances 0.000 claims description 9
- 229920001661 Chitosan Polymers 0.000 claims description 8
- 108010010803 Gelatin Proteins 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 8
- 229920000159 gelatin Polymers 0.000 claims description 8
- 239000008273 gelatin Substances 0.000 claims description 8
- 235000019322 gelatine Nutrition 0.000 claims description 8
- 235000011852 gelatine desserts Nutrition 0.000 claims description 8
- 108090000790 Enzymes Proteins 0.000 claims description 6
- 102000004190 Enzymes Human genes 0.000 claims description 6
- 108010059820 Polygalacturonase Proteins 0.000 claims description 6
- 108010093305 exopolygalacturonase Proteins 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 230000000415 inactivating effect Effects 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 4
- 238000004064 recycling Methods 0.000 claims description 4
- 238000010828 elution Methods 0.000 claims description 2
- OHCQJHSOBUTRHG-KGGHGJDLSA-N FORSKOLIN Chemical compound O=C([C@@]12O)C[C@](C)(C=C)O[C@]1(C)[C@@H](OC(=O)C)[C@@H](O)[C@@H]1[C@]2(C)[C@@H](O)CCC1(C)C OHCQJHSOBUTRHG-KGGHGJDLSA-N 0.000 abstract description 4
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 abstract description 3
- SUZLHDUTVMZSEV-UHFFFAOYSA-N Deoxycoleonol Natural products C12C(=O)CC(C)(C=C)OC2(C)C(OC(=O)C)C(O)C2C1(C)C(O)CCC2(C)C SUZLHDUTVMZSEV-UHFFFAOYSA-N 0.000 abstract description 2
- OHCQJHSOBUTRHG-UHFFFAOYSA-N colforsin Natural products OC12C(=O)CC(C)(C=C)OC1(C)C(OC(=O)C)C(O)C1C2(C)C(O)CCC1(C)C OHCQJHSOBUTRHG-UHFFFAOYSA-N 0.000 abstract description 2
- 238000000956 solid--liquid extraction Methods 0.000 abstract 1
- 229960004793 sucrose Drugs 0.000 description 9
- 239000000203 mixture Substances 0.000 description 6
- -1 polyphenol compounds Chemical class 0.000 description 5
- 235000013824 polyphenols Nutrition 0.000 description 4
- 238000002835 absorbance Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 1
- 241001278833 Rosa laevigata Species 0.000 description 1
- 235000000661 Rosa laevigata Nutrition 0.000 description 1
- 229930002877 anthocyanin Natural products 0.000 description 1
- 235000010208 anthocyanin Nutrition 0.000 description 1
- 239000004410 anthocyanin Substances 0.000 description 1
- 150000004636 anthocyanins Chemical class 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 235000013325 dietary fiber Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000007946 flavonol Chemical class 0.000 description 1
- HVQAJTFOCKOKIN-UHFFFAOYSA-N flavonol Natural products O1C2=CC=CC=C2C(=O)C(O)=C1C1=CC=CC=C1 HVQAJTFOCKOKIN-UHFFFAOYSA-N 0.000 description 1
- 235000011957 flavonols Nutrition 0.000 description 1
- 239000010200 folin Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/10—Preparation or pretreatment of starting material
- A61K2236/15—Preparation or pretreatment of starting material involving mechanical treatment, e.g. chopping up, cutting or grinding
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/30—Extraction of the material
- A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
- A61K2236/333—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using mixed solvents, e.g. 70% EtOH
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/30—Extraction of the material
- A61K2236/35—Extraction with lipophilic solvents, e.g. Hexane or petrol ether
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/30—Extraction of the material
- A61K2236/39—Complex extraction schemes, e.g. fractionation or repeated extraction steps
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/51—Concentration or drying of the extract, e.g. Lyophilisation, freeze-drying or spray-drying
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/53—Liquid-solid separation, e.g. centrifugation, sedimentation or crystallization
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/55—Liquid-liquid separation; Phase separation
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Botany (AREA)
- Mycology (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Alternative & Traditional Medicine (AREA)
- Microbiology (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Biotechnology (AREA)
- Medical Informatics (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a preparation method of total phenolic acid of aronia melanocarpa fruit, which is characterized in that aronia melanocarpa fruit is used as a raw material, petroleum ether degreasing, eutectic solvent room temperature soaking, ethanol ultrasonic extraction, flocculant and alcohol precipitation combined impurity removal, solid-liquid extraction, resin purification, concentration and drying and other steps are carried out to prepare aronia melanocarpa fruit total phenolic acid powder, the content of the total phenolic acid is measured by a forskolin phenol-sodium carbonate color development method, and the content of the total phenolic acid is more than 60%.
Description
Technical Field
The invention relates to the technical field of medical food, in particular to a preparation method of total phenolic acid of aronia melanocarpa fruit.
Background
Aronia melanocarpa, also called cherokee rose and aronia melanocarpa, is rosaceous fallen leaf shrub integrating edible, medicinal, garden and ecological values, and has slightly astringent sweet and sour fruit, spherical shape, purple black peel and dark red pulp. The aronia melanocarpa fruit is rich in a large amount of nutrient substances, such as dietary fiber, saccharides, protein, polyphenol compounds and the like, the content of the polyphenol compounds is the highest in known plants, the content of the polyphenol compounds, such as phenolic acid, procyanidine, anthocyanin, flavonol and the like, is rich, and the polyphenol compounds are closely related to the biological activity of the aronia melanocarpa fruit.
Disclosure of Invention
The invention aims to provide a preparation method of total phenolic acid of aronia melanocarpa fruit.
The preparation method of the total phenolic acid of the aronia melanocarpa fruit is characterized in that the aronia melanocarpa fruit is used as a raw material, and the aronia melanocarpa fruit is subjected to degreasing, soaking and extracting, combined impurity removal, extracting, purifying, concentrating and drying and other steps to prepare the aronia melanocarpa fruit total phenolic acid powder with the content of more than 60 percent.
A method for preparing total phenolic acid of Aronia melanocarpa fruit comprises the following steps:
(1) degreasing: crushing dried aronia melanocarpa fruits to 8-12 meshes, adding petroleum ether with a boiling range of 60-90 ℃ according to a solid-to-liquid ratio (g: mL) of 1:3, soaking at room temperature for 24 hours, filtering, and drying filter residues at 60-65 ℃ for 12 hours to obtain defatted fruit powder;
(2) soaking and extracting: mixing malic acid and sucrose according to a mass ratio of 1:1 to prepare a eutectic solvent, adding a proper amount of defatted fruit powder, adding distilled water accounting for 30% of the mass of the eutectic solvent and pectinase accounting for 0.5% of the mass of the defatted fruit powder, uniformly stirring, soaking at room temperature for 12 hours, centrifuging to obtain a soak solution and residues, repeatedly passing the soak solution through a D101 macroporous resin column for full adsorption until no total phenolic acid is detected in effluent liquid, recycling the effluent eutectic solvent, eluting the resin column with 1 time of column volume of distilled water, eluting the eutectic solvent completely, then eluting the resin column with 3 times of column volume of 60% ethanol water solution, collecting 60% ethanol eluent for later use; adding the residues into a round-bottom flask, adding 60% ethanol aqueous solution according to a solid-to-liquid ratio (g: mL) of 1: 5-1: 7, uniformly stirring, treating for 25 minutes at the temperature of 70 ℃ under the ultrasonic power of 450W, heating in a water bath to 90 ℃, inactivating enzyme for 30 seconds, filtering to obtain filtrate, and combining the filtrate with the soak solution to obtain an aronia melanocarpa fruit extracting solution;
(3) combined impurity removal: concentrating the aronia melanocarpa fruit extracting solution in a reduced pressure concentration mode to obtain concentrated solution with the mass volume ratio (g: L) of 0.3g of defatted fruit powder per 1mL, adding a composite flocculant consisting of chitosan and gelatin (the mass ratio is 2: 1) into the concentrated solution according to the mass volume ratio (g: L) of 10: 1-30: 1, heating at 80 ℃ for 1 hour, centrifuging, adding 3 times of absolute ethyl alcohol into the centrifugal solution, uniformly stirring, standing for 12 hours, and centrifuging to obtain the aronia melanocarpa fruit total phenolic acid centrifugal solution;
(4) and (3) extraction: concentrating the centrifugate by adopting a reduced pressure concentration mode to obtain a fluid extract equivalent to 0.5g of the defatted fruit powder per 1mL, adding cellulose powder with the same mass as the fluid extract, uniformly stirring, drying for 2 hours at 60 ℃ in a vacuum drying oven, crushing, then adding 60% ethanol in an amount which is 3 times that of the mass of the cellulose powder, extracting for 2 times, and combining the extract liquor to obtain the total phenolic acid extract liquor of the aronia melanocarpa fruit;
(5) and (3) purification: concentrating the total phenolic acid extract of the aronia melanocarpa fruit to 40% of the original volume by using a rotary evaporator to obtain upper column liquid, adding the upper column liquid into a D101 resin column for adsorption, eluting by using 2 times of column volume of distilled water, then eluting by using 3 times of column volume of 60% ethanol water solution, collecting 60% ethanol water solution eluent, concentrating the eluent by using the rotary evaporator to obtain fluid extract with the relative density of 1.12-1.20 g/mL (60 ℃), drying under vacuum and reduced pressure at 60 ℃ to obtain total phenolic acid powder of the aronia melanocarpa fruit, and determining the content of the total phenolic acid by using a forskol-sodium carbonate developing method, wherein the content of the total phenolic acid is more than 50%.
In a preferred embodiment of the present invention, in the soaking and extracting step, the used soaking solvent is a eutectic solvent composed of malic acid and sucrose and having a water content of 30%, pectinase is added during soaking, and the eutectic solvent is absorbed and recycled by D101 macroporous resin; the extraction method is ultrasonic extraction, the extraction solvent is 60% ethanol water solution, and the ultrasonic extraction conditions are ultrasonic power of 450W, ultrasonic temperature of 70 ℃ and ultrasonic time of 25 minutes; in the combined impurity removal step, a combined mode of a composite flocculant and alcohol precipitation is adopted, the composite flocculant consists of chitosan and gelatin according to the mass ratio of 2:1, and the use condition of the composite flocculant is that the composite flocculant is heated for 1 hour at 80 ℃; in the extraction step, the total phenolic acid fluid extract of the aronia melanocarpa is mixed with cellulose powder and dried to obtain the cellulose powder containing the total phenolic acid of the aronia melanocarpa, and then the cellulose powder is extracted for 2 times by using 60 percent ethanol with the quantity 3 times that of the total phenolic acid fluid extract of the aronia melanocarpa to obtain the total phenolic acid extract liquid of the aronia melanocarpa; in the purification step, a D101 macroporous resin dynamic adsorption and elution mode is adopted, the used eluent is 60% ethanol water solution, the drying mode is vacuum drying, and the total phenolic acid content of the aronia melanocarpa total phenolic acid powder is more than 50%.
The present invention is further illustrated by the following examples, but the scope of the invention as claimed is not limited to the following embodiments.
Example 1: a method for preparing total phenolic acid of Aronia melanocarpa fruit comprises the following steps:
(1) degreasing: crushing dried aronia melanocarpa fruits to 8-12 meshes, adding petroleum ether with a boiling range of 60-90 ℃ according to a solid-to-liquid ratio (g: mL) of 1:3, soaking at room temperature for 24 hours, filtering, and drying filter residues at 60 ℃ for 12 hours to obtain defatted fruit powder;
(2) soaking and extracting: mixing malic acid and sucrose according to a mass ratio of 1:1 to prepare 500g of eutectic solvent, then adding 50g of defatted fruit powder, then adding 150mL of distilled water and pectinase with a mass of 0.25g of the defatted fruit powder, uniformly stirring, soaking at room temperature for 12 hours, centrifuging to obtain soaking liquid and residues, repeatedly passing the soaking liquid through a 250g D101 macroporous resin column for full adsorption until no total phenolic acid is detected in effluent liquid, recycling the effluent eutectic solvent, eluting the resin column with 1 column volume of distilled water, eluting the eutectic solvent, then eluting the resin column with 800mL of 60% ethanol water solution, collecting 60% ethanol eluate for later use; adding the residue into a round-bottom flask, adding 300mL of 60% ethanol aqueous solution according to the solid-to-liquid ratio (g: mL) of 1:6, stirring uniformly, treating for 25 minutes under the conditions of ultrasonic power of 450W and temperature of 70 ℃, heating in a water bath to 90 ℃ to inactivate enzyme for 30 seconds, filtering to obtain a filtrate, and combining the filtrate with a soaking solution to obtain an aronia melanocarpa fruit extracting solution;
(3) combined impurity removal: concentrating the Aronia melanocarpa extractive solution under reduced pressure to 169mL of concentrated solution with the concentration of 0.3g of defatted fruit powder per 1mL, adding 3.38g of composite flocculant consisting of chitosan and gelatin (the mass ratio is 2: 1) into the concentrated solution, stirring uniformly, heating at 80 ℃ for 1 hour, centrifuging, adding 3 times of anhydrous ethanol into the centrifuged solution, stirring uniformly, standing for 12 hours, and centrifuging to obtain the Aronia melanocarpa total phenolic acid centrifuged solution;
(4) and (3) extraction: concentrating the centrifugate by adopting a reduced pressure concentration mode to obtain a fluid extract equivalent to 0.5g of the defatted fruit powder per 1mL, adding cellulose powder with the same mass as the fluid extract, uniformly stirring, drying for 2 hours at 60 ℃ in a vacuum drying oven, crushing, then adding 60% ethanol in an amount which is 3 times that of the mass of the cellulose powder, extracting for 2 times, and combining the extract liquor to obtain the total phenolic acid extract liquor of the aronia melanocarpa fruit;
(5) and (3) purification: concentrating the total phenolic acid extract of the aronia melanocarpa fruit to 40% of the original volume by using a rotary evaporator to obtain 270mL of upper column liquid, adding the upper column liquid into a D101 resin column for adsorption, eluting by using 2 times of column volume of distilled water, then eluting by using 3 times of column volume of 60% ethanol water solution, collecting 60% ethanol water solution eluent, concentrating the eluent by using the rotary evaporator to obtain fluid extract with the relative density of 1.12-1.20 g/mL (60 ℃), drying under vacuum and reduced pressure at 60 ℃ to obtain total phenolic acid powder of the aronia melanocarpa fruit, and determining the content of the total phenolic acid by using a fulingol-sodium carbonate color development method, wherein the content of the total phenolic acid is 63.63%.
Example 2: a method for preparing total phenolic acid of Aronia melanocarpa fruit comprises the following steps:
(1) degreasing: crushing dried aronia melanocarpa fruits to 8-12 meshes, adding petroleum ether with a boiling range of 60-90 ℃ according to a solid-to-liquid ratio (g: mL) of 1:3, soaking at room temperature for 24 hours, filtering, and drying filter residues at 65 ℃ for 12 hours to obtain defatted fruit powder;
(2) soaking and extracting: mixing malic acid and sucrose according to a mass ratio of 1:1 to prepare 500g of eutectic solvent, then adding 50g of defatted fruit powder, then adding 150mL of distilled water and pectinase with a mass of 0.25g of the defatted fruit powder, uniformly stirring, soaking at room temperature for 24 hours, centrifuging to obtain soaking liquid and residues, repeatedly passing the soaking liquid through a 250g D101 macroporous resin column for full adsorption until no total phenolic acid is detected in effluent liquid, recycling the effluent eutectic solvent, eluting the resin column with 1 column volume of distilled water, eluting the eutectic solvent, then eluting the resin column with 800mL of 60% ethanol water solution, collecting 60% ethanol eluate for later use; adding the residue into a round-bottom flask, adding 350mL of 60% ethanol aqueous solution according to a solid-to-liquid ratio (g: mL) of 1:7, stirring uniformly, treating for 25 minutes under the conditions of an ultrasonic power of 450W and a temperature of 70 ℃, heating in a water bath to 90 ℃, inactivating enzyme for 30 seconds, filtering to obtain a filtrate, and combining the filtrate with a soaking solution to obtain an aronia melanocarpa fruit extracting solution;
(3) combined impurity removal: concentrating the Aronia melanocarpa extractive solution under reduced pressure to 169mL of concentrated solution with the concentration of 0.3g of defatted fruit powder per 1mL, adding 3.38g of composite flocculant consisting of chitosan and gelatin (the mass ratio is 2: 1) into the concentrated solution, stirring uniformly, heating at 80 ℃ for 1 hour, centrifuging, adding 3 times of anhydrous ethanol into the centrifuged solution, stirring uniformly, standing for 12 hours, and centrifuging to obtain the Aronia melanocarpa total phenolic acid centrifuged solution;
(4) and (3) extraction: concentrating the centrifugate by adopting a reduced pressure concentration mode to obtain a fluid extract equivalent to 0.5g of the defatted fruit powder per 1mL, adding cellulose powder with the same mass as the fluid extract, uniformly stirring, drying for 2 hours at 60 ℃ in a vacuum drying oven, crushing, then adding 60% ethanol in an amount which is 3 times that of the mass of the cellulose powder, extracting for 2 times, and combining the extract liquor to obtain the total phenolic acid extract liquor of the aronia melanocarpa fruit;
(5) and (3) purification: concentrating the total phenolic acid extract of the aronia melanocarpa fruit to 40% of the original volume by using a rotary evaporator to obtain 270mL of upper column liquid, adding the upper column liquid into a D101 resin column for adsorption, eluting by using 2 times of column volume of distilled water, then eluting by using 2 times of column volume of 60% ethanol water solution, collecting 60% ethanol water solution eluent, concentrating the eluent by using the rotary evaporator to obtain fluid extract with the relative density of 1.12-1.20 g/mL (60 ℃), drying under vacuum and reduced pressure at 60 ℃ to obtain total phenolic acid powder of the aronia melanocarpa fruit, and determining the content of the total phenolic acid by using a forskolin-sodium carbonate color development method, wherein the content of the total phenolic acid is 62.48%.
Through a single-factor test, the extraction rate of the total phenolic acid of the aronia melanocarpa fruit is taken as an index, the influence of the water content of the eutectic solvent, the using amount of the eutectic solvent and the soaking time on the soaking extraction effect is respectively inspected, and the influence of the volume fraction of ethanol in an eluent during resin purification and the influence of the using amount of the eluent during resin purification on the content of the total phenolic acid in the aronia melanocarpa fruit total phenolic acid powder are respectively inspected by taking the content of the total phenolic acid in the aronia melanocarpa fruit total phenolic acid powder as an index.
Influence of the water content of the eutectic solvent on the total phenolic acid extraction rate of the aronia melanocarpa fruit is obtained by taking 10g of aronia melanocarpa fruit defatted fruit powder, adding 5 parts in total into a round-bottom flask, respectively adding 10 times of eutectic solvent (consisting of malic acid and sucrose in a mass ratio of 1: 1) with the water content of 0%, 10%, 30%, 50%, 70% and 90%, uniformly mixing, soaking at room temperature for 12 hours, centrifuging to obtain soaking liquid, fixing the volume, sucking a proper amount of the soaking liquid, measuring the absorbance value according to a content measuring method, calculating the concentration of the total phenolic acid in the extracting liquid through a standard curve, calculating the extraction rate, and according to the experimental results, the extraction rates of the total phenolic acid are respectively 27.55mg/g, 48.14 mg/g, 63.75 mg/g, 54.18 mg/g, 50.14 mg/g and 42.68 mg/g, and the extraction rate of the total phenolic acid is the best when the water content of the eutectic solvent is 30%, a water content of 30% was selected for subsequent testing.
Influence of the amount of the eutectic solvent on the extraction rate of total phenolic acid of the aronia melanocarpa fruit is characterized in that 10g of defatted fruit powder of the aronia melanocarpa fruit is taken and 5 parts in total, the 5 parts of defatted fruit powder of the aronia melanocarpa fruit are added into a round bottom flask, eutectic solvent (consisting of malic acid and cane sugar in a mass ratio of 1: 1) with the water content of 30% is added according to the material-to-liquid ratio (g: mL) of 1:5, 1:10, 1:20, 1:30 and 1:40 respectively, the mixture is uniformly mixed, soaked for 12 hours at room temperature and centrifuged to obtain soaking liquid, the soaking liquid is added to a certain volume, an appropriate amount of the soaking liquid is absorbed, the absorbance value is measured according to a content measuring method, the concentration of the total phenolic acid in the extracting liquid is calculated through a standard curve, the extraction rate is calculated, and the experiment result shows that the extraction rate of the total phenolic acid of the aronia melanocarpa fruit powder and the eutectic solvent is higher than that the extraction rate of the total phenolic acid when the mass-to-volume ratio of 1:10 And the extraction rate of the total phenolic acid is increased by a small range when the mass-volume ratio is continuously increased, so that the material-liquid ratio is 1:10 (g: mL) for subsequent experiments.
Influence of the soaking time of the eutectic solvent on the total phenolic acid extraction rate of the aronia melanocarpa fruit is that 10g of aronia melanocarpa fruit defatted fruit powder is taken, 5 parts in total are added into a round bottom flask, 10 times of eutectic solvent (consisting of malic acid and sucrose according to the mass ratio of 1: 1) with the water content of 10% is added, the mixture is uniformly mixed, the mixture is respectively soaked for 4 hours, 8 hours, 12 hours, 16 hours and 24 hours at room temperature, centrifugation is carried out to obtain soaking liquid and constant volume, a proper amount of the soaking liquid is absorbed, the absorbance value is measured according to a content measuring method, the concentration of the total phenolic acid in the extracting liquid is calculated through a standard curve, the extraction rate is calculated, and the experimental result shows that the extraction rate of the total phenolic acid is respectively 42.37 mg/g, 58.75 mg/g, 64.68 mg/g, 65.02 mg/g and 65.44 mg/g, the extraction rate of the total phenolic acid is higher when the soaking time of the eutectic solvent is 12 hours, the extraction rate of the total phenolic acid is increased slightly after the soaking time is prolonged, so that the soaking time is selected to be 12 hours for subsequent tests.
During purification, 50g of aronia melanocarpa degreased fruit powder is taken as an eluent, the volume fraction of ethanol in the eluent influences the content of total phenolic acid in aronia melanocarpa extract powder, the aronia melanocarpa degreased fruit powder is added into a round-bottom flask, 10 times of eutectic solvent (comprising malic acid and sucrose according to the mass ratio of 1: 1) with the water content of 10% is added, the mixture is uniformly mixed, the mixture is soaked at room temperature for 12 hours and centrifuged to obtain soaking liquid and residues, the soaking liquid is repeatedly and fully adsorbed by a D101 macroporous resin column until the total phenolic acid cannot be detected in effluent liquid, the effluent eutectic solvent is recycled, the resin column is firstly eluted by distilled water with the volume of 1 time of the column, the eutectic solvent is completely eluted, then the resin column is eluted by 60% aqueous solution with the volume of 3 times of the column, and 60% ethanol eluent is collected for later use; adding the residue into a round-bottom flask, adding 60% ethanol aqueous solution according to the solid-to-liquid ratio (g: mL) of 1:6, stirring uniformly, treating for 25 minutes under the conditions of ultrasonic power of 450W and temperature of 70 ℃, heating in a water bath to 90 ℃, inactivating enzyme for 30 seconds, filtering to obtain filtrate, and combining the filtrate and the soak solution to obtain an aronia melanocarpa fruit extracting solution; concentrating the Aronia melanocarpa extractive solution in a reduced pressure concentration mode to obtain a concentrated solution with the mass volume ratio (g: L) of 0.3g of defatted fruit powder per 1mL, adding a composite flocculant consisting of chitosan and gelatin (the mass ratio is 2: 1) into the concentrated solution according to the mass volume ratio (g: L) of 10:1, heating at 80 ℃ for 1 hour, centrifuging, adding 3 times of anhydrous ethanol into the centrifuged solution, uniformly stirring, standing for 12 hours, and centrifuging to obtain the total phenolic acid centrifuged solution of the Aronia melanocarpa; concentrating the centrifugate by adopting a reduced pressure concentration mode to obtain a fluid extract equivalent to 0.5g of the defatted fruit powder per 1mL, adding cellulose powder with the same mass as the fluid extract, uniformly stirring, drying for 2 hours at 60 ℃ in a vacuum drying oven, crushing, then adding 60% ethanol in an amount which is 3 times that of the mass of the cellulose powder, extracting for 2 times, and combining to obtain a total phenolic acid extract of the aronia melanocarpa; concentrating the total phenolic acid extract of Aronia melanocarpa fruit to 40% of the original volume by using a rotary evaporator to obtain upper column liquid, equally dividing the upper column liquid into 5 equal parts, decomposing, adding the upper column liquid into 5D 101 resin columns for adsorption, eluting by using 2 times of column volume of distilled water, then respectively eluting with 20%, 40%, 60%, 80% and 95% ethanol aqueous solution with 3 times of column volume, collecting eluate, concentrating the eluate with rotary evaporator to obtain fluid extract with relative density of 1.12-1.20 g/mL (60 deg.C), vacuum drying at 60 deg.C under reduced pressure to obtain Aronia melanocarpa total phenolic acid powder, determining total phenolic acid content by Folin phenol-sodium carbonate color development method, the total phenolic acid content is respectively 38.75%, 50.21%, 61.36%, 55.36% and 48.71%, and the experimental results show that, when the eluent is 60% ethanol water solution, the total phenolic acid content is the highest, so the eluent when the 60% ethanol water solution is used for purification is selected.
During purification, 50g of aronia melanocarpa degreased fruit powder is taken under the influence of the using amount of eluent on the content of total phenolic acid in aronia melanocarpa extract powder, the aronia melanocarpa degreased fruit powder is added into a round-bottom flask, 10 times of eutectic solvent (comprising malic acid and cane sugar in a mass ratio of 1: 1) with the water content of 10% is added, the mixture is uniformly mixed, soaked at room temperature for 12 hours and centrifuged to obtain soaking liquid and residue, the soaking liquid is repeatedly and fully adsorbed by a D101 macroporous resin column until the total phenolic acid cannot be detected in effluent liquid, the effluent eutectic solvent is recycled and reused, the resin column is firstly eluted by 1 time of column volume of distilled water, the eutectic solvent is completely eluted, then the resin column is eluted by 3 times of column volume of 60% ethanol water, and 60% ethanol eluent is collected for later use; adding the residue into a round-bottom flask, adding 60% ethanol aqueous solution according to the solid-to-liquid ratio (g: mL) of 1:6, stirring uniformly, treating for 25 minutes under the conditions of ultrasonic power of 450W and temperature of 70 ℃, heating in a water bath to 90 ℃, inactivating enzyme for 30 seconds, filtering to obtain filtrate, and combining the filtrate and the soak solution to obtain an aronia melanocarpa fruit extracting solution; concentrating the Aronia melanocarpa extractive solution in a reduced pressure concentration mode to obtain a concentrated solution with a concentration of 3g of defatted fruit powder per 1mL, adding a composite flocculant consisting of chitosan and gelatin (the mass ratio is 2: 1) into the concentrated solution according to the mass volume ratio (g: L) of 10:1, heating at 80 ℃ for 1 hour, centrifuging, adding 3 times of absolute ethyl alcohol into the centrifuged solution, uniformly stirring, standing for 12 hours, and centrifuging to obtain the total phenolic acid centrifuged solution of the Aronia melanocarpa; concentrating the centrifugate by adopting a reduced pressure concentration mode to obtain a fluid extract which is equivalent to 1g of the defatted fruit powder per 1mL, adding cellulose powder with the same mass as the fluid extract, uniformly stirring, drying for 2 hours at 60 ℃ in a vacuum drying oven, crushing, then adding 60% ethanol in an amount which is 3 times that of the mass of the cellulose powder, extracting for 2 times, and combining to obtain a total phenolic acid extract liquor of the aronia melanocarpa; concentrating the total phenolic acid extract of Aronia melanocarpa fruit to 40% of the original volume by using a rotary evaporator to obtain upper column liquid, equally dividing the upper column liquid into 5 equal parts, decomposing, adding the upper column liquid into 5D 101 resin columns for adsorption, eluting by using 2 times of column volume of distilled water, then respectively eluting with 60% ethanol water solution with the volume of 1, 2, 3, 4 and 5 times of the column volume, collecting eluent, concentrating the eluent with a rotary evaporator to obtain fluid extract with the relative density of 1.12-1.20 g/mL (60 ℃), vacuum drying at 60 ℃ to obtain aronia melanocarpa total phenolic acid powder, measuring the total phenolic acid content by a forskolin phenol-sodium carbonate color development method, the total phenolic acid content is 58.34%, 60.21%, 62.05%, 58.25% and 54.34%, respectively, and the experimental results show that, the total phenolic acid content is highest when the amount of eluent is 3 times of the column volume, so the amount of eluent is selected to be 3 times of the column volume.
Claims (6)
1. A preparation method of total phenolic acid of aronia melanocarpa is characterized in that aronia melanocarpa is used as a raw material, and the aronia melanocarpa is subjected to degreasing, soaking extraction, combined impurity removal, extraction, purification, concentration, drying and other steps to prepare powder of the total phenolic acid of the aronia melanocarpa with the content of more than 60%.
2. The method of claim 1, wherein the total phenolic acid of Aronia melanocarpa fruit is prepared by the steps of:
1) degreasing: crushing dried aronia melanocarpa fruits to 8-12 meshes, adding petroleum ether with a boiling range of 60-90 ℃ according to a solid-to-liquid ratio (g: mL) of 1:3, soaking at room temperature for 24 hours, filtering, and drying filter residues at 60-65 ℃ for 12 hours to obtain defatted fruit powder;
2) soaking and extracting: mixing malic acid and sucrose according to a mass ratio of 1:1 to prepare a eutectic solvent, adding a proper amount of defatted fruit powder, adding distilled water accounting for 30% of the mass of the eutectic solvent and pectinase accounting for 0.5% of the mass of the defatted fruit powder, uniformly stirring, soaking at room temperature for 12 hours, centrifuging to obtain a soak solution and residues, repeatedly passing the soak solution through a D101 macroporous resin column for full adsorption until no total phenolic acid is detected in effluent liquid, recycling the effluent eutectic solvent, eluting the resin column with 1 time of column volume of distilled water, eluting the eutectic solvent completely, then eluting the resin column with 3 times of column volume of 60% ethanol water solution, collecting 60% ethanol eluent for later use; adding the residues into a round-bottom flask, adding 60% ethanol aqueous solution according to a solid-to-liquid ratio (g: mL) of 1: 5-1: 7, uniformly stirring, treating for 25 minutes at the temperature of 70 ℃ under the ultrasonic power of 450W, heating in a water bath to 90 ℃, inactivating enzyme for 30 seconds, filtering to obtain filtrate, and combining the filtrate with the soak solution to obtain an aronia melanocarpa fruit extracting solution;
3) combined impurity removal: concentrating the aronia melanocarpa fruit extracting solution in a reduced pressure concentration mode to obtain concentrated solution with the mass volume ratio (g: L) of 0.3g of defatted fruit powder per 1mL, adding a composite flocculant consisting of chitosan and gelatin (the mass ratio is 2: 1) into the concentrated solution according to the mass volume ratio (g: L) of 10: 1-30: 1, heating at 80 ℃ for 1 hour, centrifuging, adding 3 times of absolute ethyl alcohol into the centrifugal solution, uniformly stirring, standing for 12 hours, and centrifuging to obtain the aronia melanocarpa fruit total phenolic acid centrifugal solution;
4) and (3) extraction: concentrating the centrifugate by adopting a reduced pressure concentration mode to obtain a fluid extract equivalent to 0.5g of the defatted fruit powder per 1mL, adding cellulose powder with the same mass as the fluid extract, uniformly stirring, drying for 2 hours at 60 ℃ in a vacuum drying oven, crushing, then adding 60% ethanol in an amount which is 3 times that of the mass of the cellulose powder, extracting for 2 times, and combining the extract liquor to obtain the total phenolic acid extract liquor of the aronia melanocarpa fruit;
5) and (3) purification: concentrating the total phenolic acid extract of the aronia melanocarpa fruit to 40% of the original volume by using a rotary evaporator to obtain upper column liquid, adding the upper column liquid into a D101 resin column for adsorption, eluting by using 2 times of column volume of distilled water, then eluting by using 3 times of column volume of 60% ethanol water solution, collecting 60% ethanol water solution eluent, concentrating the eluent by using the rotary evaporator to obtain fluid extract with the relative density of 1.12-1.20 g/mL (60 ℃), drying under vacuum and reduced pressure at 60 ℃ to obtain total phenolic acid powder of the aronia melanocarpa fruit, and determining the content of the total phenolic acid by using a forskol-sodium carbonate developing method, wherein the content of the total phenolic acid is more than 60%.
3. The preparation method according to claim 2, wherein the soaking solvent used in the soaking extraction is a eutectic solvent composed of malic acid and sucrose and having a water content of 30%, and pectinase is added during the soaking, and the eutectic solvent is adsorbed and recovered by D101 macroporous resin for reuse; the extraction method is ultrasonic extraction, the extraction solvent is 60% ethanol water solution, and the ultrasonic extraction conditions are ultrasonic power of 450W, ultrasonic temperature of 70 deg.C, and ultrasonic time of 25 min.
4. The preparation method according to claim 2, characterized in that the combined removal of impurities is carried out by combining a composite flocculant with alcohol precipitation, wherein the composite flocculant comprises chitosan and gelatin at a mass ratio of 2:1, and the application condition is heating treatment at 80 ℃ for 1 hour.
5. The method according to claim 2, wherein the total phenolic acid of Aronia melanocarpa is extracted by mixing the total phenolic acid fluid extract of Aronia melanocarpa with cellulose powder, drying to obtain cellulose powder containing total phenolic acid of Aronia melanocarpa, and extracting with 3 times of 60% ethanol for 2 times to obtain total phenolic acid extract of Aronia melanocarpa.
6. The preparation method according to claim 2, wherein the D101 macroporous resin dynamic adsorption and elution are adopted during purification, the eluent is 60% ethanol water solution, the drying method is vacuum drying, and the total phenolic acid content of the aronia melanocarpa total phenolic acid powder is more than 60%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110775378.9A CN113425772A (en) | 2021-07-09 | 2021-07-09 | Preparation method of total phenolic acid of aronia melanocarpa fruit |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110775378.9A CN113425772A (en) | 2021-07-09 | 2021-07-09 | Preparation method of total phenolic acid of aronia melanocarpa fruit |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113425772A true CN113425772A (en) | 2021-09-24 |
Family
ID=77759787
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110775378.9A Pending CN113425772A (en) | 2021-07-09 | 2021-07-09 | Preparation method of total phenolic acid of aronia melanocarpa fruit |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113425772A (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107281293A (en) * | 2017-06-21 | 2017-10-24 | 吉林化工学院 | A kind of preparation method of Black Box Tracing fruit cyanidin extract |
-
2021
- 2021-07-09 CN CN202110775378.9A patent/CN113425772A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107281293A (en) * | 2017-06-21 | 2017-10-24 | 吉林化工学院 | A kind of preparation method of Black Box Tracing fruit cyanidin extract |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Karawya et al. | Diphenylamine, an antihyperglycemic agent from onion and tea | |
| CN103468020A (en) | Blueberry pigment extraction method | |
| CN107281293B (en) | Preparation method of aronia melanocarpa fruit anthocyanin extract | |
| CN101747196A (en) | Method for preparing chlorogenic acid by using Jerusalem artichoke | |
| CN105693680B (en) | A kind of extracting method of indigo fruit anthocyanidin | |
| CN101856427B (en) | Method for extracting solanine from potato peels | |
| AU2019279165B2 (en) | Method for producing polyphenol composition from bagasse | |
| CN101885925B (en) | Method for extracting brown pigment from oil-tea camellia husks | |
| CN105693678B (en) | The method of extracting proanthocyanidin from grape seeds | |
| CN108685796B (en) | Litchi rind total phenol extract mainly containing polymer polyphenol and application thereof | |
| CN104000935B (en) | A kind of method that anti-oxidant phenolic acid is extracted in the slag from jacket | |
| CN117682954A (en) | Chlorogenic acid-enriched coffee extract, preparation method and chlorogenic acid-enriched coffee powder | |
| CN102276569B (en) | Method of extracting procyanidins from unripe fruits of syzygium cumini | |
| CN113425772A (en) | Preparation method of total phenolic acid of aronia melanocarpa fruit | |
| CN105503981B (en) | The method that violet cabbage anthocyanidin is extracted from violet cabbage | |
| CN107056740A (en) | A kind of method that anthocyanidin is extracted from blueberry pomace | |
| CN109043117B (en) | Acidic macadamia nut glycoprotein and production method thereof | |
| CN110105320A (en) | From salvia chinensis potato simultaneously separating starch, anthocyanidin and total polyphenols method | |
| WO2020042559A1 (en) | Method for synchronously extracting lycopene and citrulline from watermelon | |
| CN107213180B (en) | Separation and extraction method of notoginseng flavone | |
| CN106905391B (en) | Blueberry anthocyanin extraction, separation and purification method | |
| Cheng et al. | Optimization of extraction technology of the alkali-soluble components of barley malt roots and its composition analysis | |
| CN111544494A (en) | HPEF extraction method of tea seed phenolic acid | |
| CN105038298A (en) | Wheat bran purple pigment extracting method | |
| Morris et al. | Peanut flour constituents, Isolation and Identification of a sterol glucoside from peanut flour |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20210924 |
|
| WD01 | Invention patent application deemed withdrawn after publication |