CN110522697A - Preparation method and application of anthocyanin extract - Google Patents
Preparation method and application of anthocyanin extract Download PDFInfo
- Publication number
- CN110522697A CN110522697A CN201910927940.8A CN201910927940A CN110522697A CN 110522697 A CN110522697 A CN 110522697A CN 201910927940 A CN201910927940 A CN 201910927940A CN 110522697 A CN110522697 A CN 110522697A
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- Prior art keywords
- anthocyanin
- essence
- preparation
- extraction
- extract
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- Pending
Links
- 235000010208 anthocyanin Nutrition 0.000 title claims abstract description 205
- 229930002877 anthocyanin Natural products 0.000 title claims abstract description 205
- 239000004410 anthocyanin Substances 0.000 title claims abstract description 205
- 150000004636 anthocyanins Chemical class 0.000 title claims abstract description 204
- 238000002360 preparation method Methods 0.000 title claims abstract description 104
- 239000000284 extract Substances 0.000 title claims abstract description 101
- 238000000034 method Methods 0.000 claims abstract description 26
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000003729 cation exchange resin Substances 0.000 claims abstract description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 131
- 239000000243 solution Substances 0.000 claims description 54
- 235000019441 ethanol Nutrition 0.000 claims description 51
- 238000000605 extraction Methods 0.000 claims description 51
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 47
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 40
- 239000007788 liquid Substances 0.000 claims description 40
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 39
- TXFPEBPIARQUIG-UHFFFAOYSA-N 4'-hydroxyacetophenone Chemical compound CC(=O)C1=CC=C(O)C=C1 TXFPEBPIARQUIG-UHFFFAOYSA-N 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 25
- 239000002893 slag Substances 0.000 claims description 24
- 230000002378 acidificating effect Effects 0.000 claims description 23
- 238000010828 elution Methods 0.000 claims description 23
- 239000002253 acid Substances 0.000 claims description 20
- 239000006228 supernatant Substances 0.000 claims description 20
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 claims description 18
- 239000008367 deionised water Substances 0.000 claims description 16
- 229910021641 deionized water Inorganic materials 0.000 claims description 16
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims description 14
- BJRNKVDFDLYUGJ-RMPHRYRLSA-N hydroquinone O-beta-D-glucopyranoside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-RMPHRYRLSA-N 0.000 claims description 12
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims description 11
- 229960005323 phenoxyethanol Drugs 0.000 claims description 11
- 238000000746 purification Methods 0.000 claims description 10
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 9
- 238000011068 loading method Methods 0.000 claims description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
- 238000010992 reflux Methods 0.000 claims description 7
- 239000011347 resin Substances 0.000 claims description 7
- 229920005989 resin Polymers 0.000 claims description 7
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims description 6
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims description 6
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- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 4
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- 235000017537 Vaccinium myrtillus Nutrition 0.000 claims description 4
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- 239000003480 eluent Substances 0.000 claims description 4
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- 229910017604 nitric acid Inorganic materials 0.000 claims description 4
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- 238000000926 separation method Methods 0.000 claims description 3
- 235000008708 Morus alba Nutrition 0.000 claims description 2
- 235000017848 Rubus fruticosus Nutrition 0.000 claims description 2
- 235000021029 blackberry Nutrition 0.000 claims description 2
- 239000011259 mixed solution Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
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- 238000005341 cation exchange Methods 0.000 claims 1
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- 230000000694 effects Effects 0.000 abstract description 19
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- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 abstract description 10
- 230000007760 free radical scavenging Effects 0.000 abstract description 9
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- 238000007254 oxidation reaction Methods 0.000 abstract description 5
- 230000002087 whitening effect Effects 0.000 abstract description 5
- 238000007539 photo-oxidation reaction Methods 0.000 abstract description 3
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- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
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- HHEAADYXPMHMCT-UHFFFAOYSA-N dpph Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1[N]N(C=1C=CC=CC=1)C1=CC=CC=C1 HHEAADYXPMHMCT-UHFFFAOYSA-N 0.000 description 6
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
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- UITSPQLTFPTHJZ-UHFFFAOYSA-N 2-[[3,4,5-tris(2-hydroxyethoxy)-6-methoxyoxan-2-yl]methoxy]ethanol Chemical compound COC1OC(COCCO)C(OCCO)C(OCCO)C1OCCO UITSPQLTFPTHJZ-UHFFFAOYSA-N 0.000 description 2
- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 229920001661 Chitosan Polymers 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
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- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
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- 235000006708 antioxidants Nutrition 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- 239000000470 constituent Substances 0.000 description 2
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- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000005686 electrostatic field Effects 0.000 description 2
- 229930182478 glucoside Natural products 0.000 description 2
- 150000008131 glucosides Chemical class 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- KRPAJLYSLFNDOA-UHFFFAOYSA-N mephenesin carbamate Chemical compound CC1=CC=CC=C1OCC(O)COC(N)=O KRPAJLYSLFNDOA-UHFFFAOYSA-N 0.000 description 2
- 229950006838 mephenesin carbamate Drugs 0.000 description 2
- 229940100485 methyl gluceth-10 Drugs 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 2
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
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- 229940010747 sodium hyaluronate Drugs 0.000 description 2
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 2
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- RKWHWFONKJEUEF-GQUPQBGVSA-O Cyanidin 3-O-glucoside Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC=C(O)C(O)=C1 RKWHWFONKJEUEF-GQUPQBGVSA-O 0.000 description 1
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- 206010021036 Hyponatraemia Diseases 0.000 description 1
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 1
- 235000016357 Mirtillo rosso Nutrition 0.000 description 1
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- 244000077923 Vaccinium vitis idaea Species 0.000 description 1
- 235000017606 Vaccinium vitis idaea Nutrition 0.000 description 1
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- 230000002745 absorbent Effects 0.000 description 1
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- YTMNONATNXDQJF-UBNZBFALSA-N chrysanthemin Chemical compound [Cl-].O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC=C(O)C(O)=C1 YTMNONATNXDQJF-UBNZBFALSA-N 0.000 description 1
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- 230000005496 eutectics Effects 0.000 description 1
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- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
- A61K8/602—Glycosides, e.g. rutin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/74—Biological properties of particular ingredients
- A61K2800/78—Enzyme modulators, e.g. Enzyme agonists
- A61K2800/782—Enzyme inhibitors; Enzyme antagonists
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/84—Products or compounds obtained by lyophilisation, freeze-drying
Abstract
The invention relates to a preparation method and application of an anthocyanin extract, wherein the preparation method of the anthocyanin extract adopts the steps of extracting anthocyanin in an extract to be extracted at different temperatures and purifying the obtained extracting solution by using cation exchange resin, so that the whole preparation process is simple in process, low in cost and high in repeatability, and the prepared anthocyanin extract has a stable structure and high purity and has a very strong industrial application prospect. The invention also provides an essence containing the anthocyanin extract, wherein the anthocyanin essence has good free radical scavenging capacity and strong oxidation resistance, and can effectively inhibit tyrosinase activity and melanin generation; the essence is applied to skin care products, has remarkable and stable whitening and anti-photooxidation effects, and is safe and non-irritant.
Description
Technical field
The present invention relates to field of fine chemical, and in particular to a kind of preparation method and application of Anthocyanin-rich Extract.
Background technique
Contemporary society, pigment are the important materials of field of fine chemical.Natural pigment because its have effects that good, side effect compared with
The advantages that small, highly-safe and obtain liking for the majority of consumers.Not only meet people by the natural pigment of representative of anthocyanin
The beautiful demand of cosmetics color, but also there is the multiple skin-care effects such as whitening, sun-proof, anti-oxidant and anti-aging.Naturally
Phytochrome is more natural compared to synthetic dyestuff, environmentally friendly, safe.Anthocyanin is that a kind of that there is flavylium ion to mutter is substantially female
The Secondary metabolites of nuclear structure have the multiple biological activities such as whitening, anti-light aging, are the benefits of natural products exploitation in recent years
With one of the hot spot in field.In Europe, the anthocyanin of one of frequently seen plants natural pigment is referred to as the skin care of " can take orally "
Product raw material is most effective antioxidant in current nature.Meanwhile anthocyanin as natural pigment because of its Nantural non-toxic
Characteristic, it is considered to be good color make-up pigment and natural botanical hair dye.With being constantly progressive for modern extraction and separation technology,
The purity of Anthocyanin-rich Extract is being continuously improved.Natural pigment class cosmetics using anthocyanin as functional component are in fine chemistry industry
Field has bright prospects, and industrialization will be helpful to the development for promoting natural pigment in field of fine chemical.
Currently, safely, effectively, the additive of good absorbing it is less, but have effects that the additive of whitening and anti-aging simultaneously
Less, and mostly composition, complicated component, there are certain risks.
Common extraction anthocyanin method such as reflux extraction industrial at present, hot ethanol extraction method, sour formulation etc. are extracted
Method yield is low, and impurity is more.The costs such as the higher method of recovery rate such as high pressure homogenization method, microjet extraction are too high, are not suitable for
Industrialized production.
Purification process more common at present mainly uses macroporous adsorption resin chromatography, organic solvent extraction and ultrafiltration membrane point
From system, macroporous adsorbent resin column chromatography can natural anthocyanin in effective extract-enriched, but macroporous absorbent resin is simultaneously
Adsorbing contaminant is also more, and extract anthocyanin purity improves not significant.The defect of organic solvent extraction be dissolvent residual it is excessive and
It is at high cost.Ultra filtration membrane system is due to being used for a long time, and film is easy blocking, and the cost for cleaning or replacing film is all relatively high, together
Sample is not suitable for industrialized production.
CN107383115A discloses a kind of method for extracting flower color glycosides, and the method includes containing anthocyanin
Eutectic solvent is added after crushing in plant；Anthocyanin extracting solution is extracted using electrostatic field ultrasonic extraction；To anthocyanin extracting solution
The middle recessed native loading chitosan cross linked ciclodextrines compound of addition must be adsorbed on recessed native loading chitosan cross linked ciclodextrines compound
Anthocyanin complex precipitate；Anthocyanin complex precipitate is dissolved into desorption in organic solvent, is centrifuged to contain organic solvent
Anthocyanin supernatant；Anthocyanin supernatant is crossed into the anthocyanin solution containing organic solvent that miillpore filter must purify；Slough flower
Organic solvent in color glycosides solution simultaneously removes excessive moisture and obtains target product anthocyanin.The present invention uses organic solvent as extraction
Agent, residual is more and at high cost, and this method also uses electrostatic field ultrasonic extraction anthocyanin, is unfavorable for industrialized production.
Therefore, developing a kind of method that high efficiency, low cost prepares Anthocyanin-rich Extract is the current difficulty for needing to cope with and chooses
War.
Summary of the invention
In view of problems of the prior art, the present invention provides a kind of preparation method of Anthocyanin-rich Extract and answer
With, the preparation method simple process, at low cost, repeatable height, and anthocyanin contains in the Anthocyanin-rich Extract being prepared
Amount height, stable structure.
In a first aspect, the preparation method includes following the present invention provides a kind of preparation method of Anthocyanin-rich Extract
Step:
(1) object to be extracted is first subjected to acidic extraction, obtains the first extracting solution and first and extract slag, then first will obtained
It extracts slag and carries out heating extraction, obtain the second extracting solution and second and extract slag；
(2) the first extracting solution obtained step (1) and the mixing of the second extracting solution, separation, obtain supernatant, by what is obtained
Supernatant is purified using cation exchange resin, and is freeze-dried, and the Anthocyanin-rich Extract is obtained.
The preparation method of Anthocyanin-rich Extract of the present invention is using the anthocyanin treated in extract at different temperatures
Step by step arithmetic is carried out, and purification processes creatively are carried out to obtained extracting solution using cation exchange resin, so that whole
A preparation process not only simple process, at low cost, repeatable height, and be prepared Anthocyanin-rich Extract purity is high, knot
Structure is stablized, and has very strong prospects for commercial application.
Preparation method of the present invention purifies obtained extracting solution using cation exchange resin, is due to pattern
Glycosides is that there is flavylium ion to mutter the derivative of cationic structural, is carried out using cation exchange resin to anthocyanin extracting solution
Absorption, selectivity is high, and the organic matter without positive charge can be made to be sufficiently separated away, Anthocyanin-rich Extract is substantially increased
Purity.
Anthocyanin-rich Extract of the present invention refers to the anthocyanin content extracted from the substance containing anthocyanin
Higher mixture.
Preferably, step (1) object to be extracted be whortle, mulberries, blueberry or blackberry, blueberry in any one or extremely
Few two kinds of combination, preferably whortle.
Preferably, the method for step (1) described acidic extraction is to mix object to be extracted with acidifying water.
Preferably, the pH of the acidifying water is 0.8-2.5, for example, can be 0.8,0.9,1,1.1,1.2,1.3,1.4,
1.5,1.6,1.7,1.8,1.9,2,2.1,2.2,2.3,2.4 or 2.5 etc..
Preferably, the acid in the acidifying water be hydrochloric acid, sulfuric acid or nitric acid in any one or at least two combination.
Preferably, volumn concentration sour in the acidifying water is 0.5-1%, for example, can be 0.5%, 0.52%,
0.55%, 0.6%, 0.64%, 0.65%, 0.7%, 0.75%, 0.8%, 0.85%, 0.9%, 0.95% or 1% etc..
Preferably, the mass ratio (the first solid-liquid ratio) of the object to be extracted and acidifying water is 1:(5-20), such as can be
1:5,1:6,1:7,1:8,1:9,1:10,1:11,1:12,1:13,1:14,1:15,1:16,1:17,1:18,1:19 or 1:20
Deng preferably 1:10.
The mass ratio of the present invention object and acidifying water preferably to be extracted is due to when the two mass ratio is higher than 1:5, i.e. acidifying water
It is very few, the anthocyanin in object to be extracted cannot be extracted completely, the recovery rate of anthocyanin reduces, and when the two mass ratio is low
In 1:20, i.e. acidification dilutional hyponatremia, the recovery rate of anthocyanin no longer increases with the increase of acidifying water additive amount, at this time after more
Addition acidifying water will cause the wasting of resources and the raising of cost.
Preferably, the temperature of step (1) described acidic extraction is 20-40 DEG C, such as can be 20 DEG C, 21 DEG C, 22 DEG C, 23
℃、24℃、25℃、26℃、27℃、28℃、29℃、30℃、31℃、32℃、33℃、34℃、35℃、36℃、37℃、38
DEG C, 39 DEG C or 40 DEG C etc., preferably 25-35 DEG C.
The temperature that preferred acidic of the present invention is extracted is to be higher than 40 DEG C due to working as temperature, has organic impurities in object to be extracted
Dissolution, so that impurity increases in the Anthocyanin-rich Extract, purity is reduced；And when temperature is lower than 20 DEG C, then it cannot will be to be extracted
Anthocyanin in object extracts completely, and anthocyanin recovery rate reduces.
Preferably, the time of step (1) described acidic extraction be 1-5h, such as can be 1h, 1.5h, 1.8h, 2h,
2.5h, 3h, 3.5h, 4h, 4.5h or 5h etc..
Preferably, the number of step (1) described acidic extraction is at least once, preferably more than twice.
Preferably, the method for extraction of heating up described in step (1) includes: to mix the first extraction slag simultaneously with ethanol water
It is heated to reflux temperature；
Preferably, described first the mass ratio (the second solid-liquid ratio) of slag and ethanol water is extracted as 1:(5-20), such as
Can be 1:5,1:6,1:7,1:8,1:9,1:10,1:11,1:12,1:13,1:14,1:15,1:16,1:17,1:18,1:19 or
1:20 etc., preferably 1:10.
Preferably, the volume fraction of ethyl alcohol is 40-80% in the ethanol water, for example, can be 40%, 45%,
50%, 55%, 60%, 65%, 70%, 75% or 80% etc..
Preferably, heat up described in step (1) extraction temperature be 60-90 DEG C, such as can be 60 DEG C, 65 DEG C, 70 DEG C,
75 DEG C, 80 DEG C, 85 DEG C, 88 DEG C or 90 DEG C etc..
Preferably, heat up described in step (1) extraction time be 1-3h, such as can be 1h, 1.4h, 1.6h, 2h,
2.5h, 2.8h or 3h etc..
The present invention preferably heat up extraction time be 1-3h, be due to being easy to happen under anthocyanin hot soak condition
A degree of decomposition, structural stability reduce.
Preferably, heat up described in step (1) extraction number be at least once.
Preparation method of the present invention carries out step by step arithmetic using the anthocyanin treated in extract at different temperatures, this
Balance between the recovery rate and Anthocyanin-rich Extract purity of the anthocyanin that has been comprehensive consideration.Preparation method of the present invention is first
Carry out acidic extraction at normal temperature, obtain the higher anthocyanin extracting solution of purity, then by after extraction extraction slag and ethyl alcohol it is water-soluble
Liquid mixing is heated to reflux and carries out high temperature extraction, further collects the anthocyanin extracted in slag.It is above-mentioned in different temperatures by utilizing
The mutual cooperation of step by step arithmetic under gradient, the Anthocyanin-rich Extract purity is high both guaranteed, but also total extraction of anthocyanin
Rate is higher.
Preferably, step (2) cation exchange resin is 732 cation exchange resin of sodium form.
Preferably, the loading flow velocity of supernatant described in step (2) be 0.5-5BV/h, such as can be 0.5BV/h,
0.7BV/h, 0.8BV/h, 1BV/h, 1.5BV/h, 2BV/h, 2.5BV/h, 3BV/h, 3.5BV/h, 4BV/h, 4.5BV/h or 5BV/
H etc..
Preferably, carrying out purification using cation exchange resin described in step (2) includes: to utilize obtained supernatant
Cation exchange resin is adsorbed, eluted and is recycled.
Preferably, the elution includes: to be eluted first with the ethanol water that volumetric concentration is 70-90%, then
It is successively eluted using the acid ethanol solution that volume fraction of ethanol is 10-35% and 40-90%, collected volume score is
Eluent after the acidic ethanol elution of 40-90%.
The 70-90%, such as can be 70%, 73%, 75%, 78%, 80%, 81%, 85%, 88% or 90%
Deng.
The 10-35%, for example, can be 10%, 12%, 15%, 17%, 19%, 20%, 22%, 25%, 27%,
29%, 30%, 33% or 35% etc..
The 40-90%, for example, can be 40%, 43%, 45%, 47%, 50%, 52%, 55%, 57%, 60%,
65%, 70%, 75%, 80%, 85% or 90% etc..
When being purified using cation exchange resin to obtained extracting solution, preparation method of the present invention preferably into
Row stepwise elution removes Polyphenols impurity first with the higher ethanol water of volumetric concentration, then utilizes ethyl alcohol volume point
Lower acid ethanol solution is counted further to wash off flavonoids impurity in extracting solution, finally utilizes the higher acidity of volume fraction
Ethanol solution collects anthocyanin in extracting solution, and the present invention makes finally obtained eluent by the method for above-mentioned stepwise elution
Middle anthocyanin content and purity are obviously improved.
Preferably, the acid ethanol solution be hydrochloric acid, sulfuric acid or nitric acid in any one or at least two combination
With the mixed solution of ethyl alcohol.
Preferably, the flow velocity of the elution be 0.5-5BV/h, such as can be 0.5BV/h, 0.6BV/h, 0.8BV/h,
1BV/h, 1.4BV/h, 2BV/h, 2.5BV/h, 3BV/h, 3.5BV/h, 4BV/h, 4.5BV/h or 5BV/h etc..
Second aspect, the present invention provides a kind of Anthocyanin-rich Extract, the Anthocyanin-rich Extract is by such as first aspect institute
The preparation method stated is prepared.
Preferably, in the Anthocyanin-rich Extract, the mass percentage of the anthocyanin is 20-55%, such as can
Be 20%, 21%, 23%, 25%, 27.5%, 28%, 30%, 33%, 35%, 37%, 39%, 39.7%, 40%,
41%, 42%, 46%, 50%, 52% or 55% etc..
The third aspect, the present invention provides a kind of anthocyanin Essence, the anthocyanin Essence includes such as second aspect
The Anthocyanin-rich Extract.
It include Anthocyanin-rich Extract in anthocyanin Essence of the present invention, so that the Essence has good free radical
Scavenging activity, oxidation resistance is strong, while can also effectively inhibit the activity of tyrosinase, inhibits the generation of melanin.
Preferably, the anthocyanin Essence includes Anthocyanin-rich Extract, deionized water, butanediol, propylene glycol, benzene oxygen second
Pure and mild parahydroxyacet-ophenone.
Preferably, mass percentage of the Anthocyanin-rich Extract in the anthocyanin Essence is 0.5-15%,
Such as can be 0.5%, 0.8%, 1%, 1.5%, 2%, 2.5%, 3%, 3.5%, 4%, 4.5%, 5%, 5.4%, 6%,
6.5%, 7%, 7.5%, 8%, 8.5%, 9%, 9.5%, 10%, 11%, 12%, 13%, 14% or 15% etc..
Preferably, the Anthocyanin-rich Extract, deionized water, butanediol, propylene glycol, Phenoxyethanol and parahydroxyacet-ophenone
Mass ratio be (1-10): (20-60): (30-50): (5-15): (0-0.5): (0-0.5), such as can be 4:46:39.2:
10:0.5:0.3,5:44:39.2:11:0.4:0.4 or 10:40:35:14:0.5:0.5 etc..
The present invention preferably controls the mass ratio of above-mentioned each component within the above range, is to guarantee the anthocyanin essence
Magnificent liquid each component can be stabilized in system, while working as and the Anthocyanin-rich Extract is applied to skincare composition of the present invention
When object, each component can stablize compatibility with the other components in skin care compositions, and equilibrium exists.
Fourth aspect, the preparation method for the anthocyanin Essence that the present invention provides a kind of as described in the third aspect are described
The preparation method of anthocyanin Essence includes: by Anthocyanin-rich Extract, propylene glycol, butanediol, parahydroxyacet-ophenone and benzene oxygen second
Alcohol sequentially adds in deionized water, and stirring obtains the Essence.
The preparation method of anthocyanin Essence of the present invention preferably goes each component according to the sequence addition of above-mentioned restriction
It is to avoid interaction from generating deposit to guarantee that Essence each component is uniform and stable in ionized water.
5th aspect, the present invention provides a kind of skin care compositions, the skin care compositions includes as described in the third aspect
Anthocyanin Essence or the Anthocyanin-rich Extract as described in second aspect.
Essence as described in the third aspect is applied in skin care item by the application, and whitening anti-photooxidation obvious effect is steady
It is fixed, it is safe and non-stimulating.
It preferably, is in terms of 100% by the gross mass of the skin care compositions, the skin care compositions includes following quality point
Several component: anthocyanin Essence 10-20%, arbutin 1-5%, menthol 0.01-0.1%, moisturizer 5-15%, emulsifier
1-5%, preservative 0.1-0.5%, essence 0.1-0.5% and excess water.
It preferably, is in terms of 100% by the gross mass of the skin care compositions, the skin care compositions includes following mass ratio
Component: anthocyanin Essence 10-15%, arbutin 1-4%, menthol 0.02-0.08%, moisturizer 5-12%, emulsifier
1-5%, preservative 0.1-0.5%, essence 0.1-0.5% and excess water.
Compared with the existing technology, the invention has the following advantages:
(1) preparation method of Anthocyanin-rich Extract of the present invention is using the pattern treated in extract at different temperatures
Glycosides carries out step by step arithmetic, and creatively carries out purification processes to obtained extracting solution using cation exchange resin, so that
Whole preparation process not only simple process, at low cost, repeatable height, and be prepared Anthocyanin-rich Extract purity is high,
Stable structure has very strong prospects for commercial application；
(2) anthocyanin Essence of the present invention has good free radical scavenging ability, oxidation resistance strong, meanwhile,
The Essence also efficiency inhibits tyrosinase activity, and inhibits the generation of melanin；The Essence is applied in skin care item, beauty
White anti-photooxidation obvious effect is stablized, safe and non-stimulating.
Detailed description of the invention
Fig. 1 is the HPLC figure for the anthocyanin refined liquid that preparation example 2 obtains.
Fig. 2 is to optimize different Extracting temperatures and different first solid-liquid ratios based on response phase method to obtained anthocyanin recovery rate
The 3D of influence schemes.
Fig. 3 is the purity figure of the Anthocyanin-rich Extract of the acidic ethanol elution of different volumes score in step (2).
Fig. 4 be the obtained anthocyanin Essence of embodiment 1 under different quality concentration to the song of DPPH free radical scavenging activity
Line chart.
Fig. 5 is that the obtained anthocyanin Essence of embodiment 1 inhibits under different quality concentration to inhibiting tyrosinase activity
The curve graph of rate.
Fig. 6 is that the anthocyanin Essence that embodiment 1 obtains synthesizes inhibition B16 cell melanin under different quality concentration
The curve graph of inhibiting rate.
Specific embodiment
To further illustrate the technical scheme of the present invention below with reference to the accompanying drawings and specific embodiments.Art technology
Personnel should not be regarded as a specific limitation of the invention it will be clearly understood that the described embodiments are merely helpful in understanding the present invention.
Instrument used in following embodiment and comparative examples is as follows:
1, ultraviolet-uisible spectrophotometer: model UV-1750 is purchased from Japanese Shimadzu Corporation；
2, precision electronic balance: model AE24 is purchased from Starorius company, Switzerland；
3, water-bath: model DSY-2-8 is purchased from Beijing Guo Hua medical apparatus and instruments factory；
4, rotary evaporator: model SY-2000 type is purchased from Shanghai Rong Ya biochemical instrument factory；
5, high performance liquid chromatograph: model 1200LC is purchased from Anjelen Sci. & Tech. Inc；
6, C18 ECOSIL HPLC COLUMN chromatographic column (250mm × 4.6mm, 5 μm), with -0.2% phosphoric acid of acetonitrile
Ultrapure water is that mobile phase carries out gradient elution, mobile phase gradient are as follows: 0-55min, 10-40%, flow velocity 0.8mL/min, column
30 DEG C, ultraviolet detection wavelength 520nm of temperature, sample volume are 10 μ L.
Reagent used in following embodiment and comparative examples is as follows:
Acetonitrile, chromatographically pure are purchased from Tianjin Heng Xing chemical reagent Manufacturing Co., Ltd；Methanol, chromatographically pure are purchased from Tianjin
Heng Xing chemical reagent Manufacturing Co., Ltd；Dehydrated alcohol, chromatographically pure are purchased from Tianjin Heng Xing chemical reagent Manufacturing Co., Ltd；
Standard items Cyanidin -3-o- glucoside, is purchased from German Sigma company.
Preparation example 1
This preparation example provides a kind of preparation method of Anthocyanin-rich Extract, specifically includes the following steps:
(1) whortle fresh fruit is crushed, obtains object to be extracted；It is extracted using hydrochloric acid acidifying water, wherein hydrochloric acid acid
The volumn concentration for changing hydrochloric acid in water is 0.64%, and the pH of the hydrochloric acid acidifying water is 1.1, and the first solid-liquid ratio is 1:8, is extracted
Temperature is 20 DEG C, extraction time 2h, repeats to extract 3 times, obtains the first extracting solution and first and extracts slag, extracts to first obtained
The ethanol water that volume fraction is 65% is added in slag, wherein the second solid-liquid ratio is 1:10, extraction time 2h, is returned at 80 DEG C
Stream extracts 1 time, obtains the second extracting solution and second and extracts slag；
(2) the first extracting solution obtained step (1) and the mixing of the second extracting solution, and be centrifuged, obtain supernatant
Liquid；Above-mentioned supernatant is added in 732 cation exchange resin column of sodium form and carries out absorption purification, loading flow velocity is 1BV/h, is first adopted
It is eluted with the ethanol water of 80% volumetric concentration to remove other Polyphenols impurity, is then 40% with volume fraction of ethanol
Acid ethanol solution elution, elution flow rate 1BV/h collect the acidic ethanol elution fraction that volume fraction of ethanol is 40%, low
Recycling ethyl alcohol is concentrated under reduced pressure in temperature, obtains anthocyanin refined liquid, above-mentioned refined liquid is obtained the pattern by vacuum freeze drying
Glucoside extract.
Preparation example 2
A kind of preparation method of Anthocyanin-rich Extract is present embodiments provided, specifically includes the following steps:
(1) whortle fresh fruit is crushed, obtains object to be extracted；It is extracted using hydrochloric acid acidifying water, wherein hydrochloric acid acid
The volumn concentration for changing hydrochloric acid in water is 0.64%, and the pH of the hydrochloric acid acidifying water is 1.1, and the first solid-liquid ratio is 1:10, is mentioned
Taking temperature is 25 DEG C, extraction time 2h, repeats to extract 2 times, obtains the first extracting solution and first and extracts slag, mentions to first obtained
Take the ethanol water for being added that volume fraction is 65% in slag, wherein the second solid-liquid ratio is 1:10, extraction time 2h, at 80 DEG C
It refluxing extraction 1 time, obtains the second extracting solution and second and extracts slag；
(2) the first extracting solution obtained step (1) and the mixing of the second extracting solution, and be centrifuged, obtain supernatant
Liquid；Above-mentioned supernatant is added in 732 cation exchange resin column of sodium form and carries out absorption purification, loading flow velocity is 1BV/h, is first adopted
It is eluted with the ethanol water of 80% volumetric concentration to remove other Polyphenols impurity, is then successively using volume fraction of ethanol
30% and 65% acid ethanol solution is eluted, elution flow rate 1BV/h, the acidic ethanol that collected volume score is 65%
Elution fraction, low-temperature reduced-pressure concentration and recovery ethyl alcohol, obtains anthocyanin refined liquid, and above-mentioned refined liquid is obtained by vacuum freeze drying
To the Anthocyanin-rich Extract.
Preparation example 3
A kind of preparation method of Anthocyanin-rich Extract is present embodiments provided, specifically includes the following steps:
(1) whortle fresh fruit is crushed, obtains object to be extracted；It is extracted using hydrochloric acid acidifying water, wherein hydrochloric acid acid
The volumn concentration for changing hydrochloric acid in water is 0.64%, and the pH of the hydrochloric acid acidifying water is 1.1, and the first solid-liquid ratio is 1:12, is mentioned
Taking temperature is 40 DEG C, extraction time 2h, repeats to extract 2 times, obtains the first extracting solution and first and extracts slag, mentions to first obtained
Take the ethanol water for being added that volume fraction is 65% in slag, wherein the second solid-liquid ratio is 1:10, extraction time 2h, at 80 DEG C
It refluxing extraction 1 time, obtains the second extracting solution and second and extracts slag；
(2) the first extracting solution obtained step (1) and the mixing of the second extracting solution, and be centrifuged, obtain supernatant
Liquid；Above-mentioned supernatant is added in 732 cation exchange resin column of sodium form and carries out absorption purification, loading flow velocity is 1BV/h, is first adopted
The ethanol water for being 80% with ethyl alcohol volumetric concentration is eluted to remove other Polyphenols impurity, then successively utilizes ethyl alcohol volume
The acid ethanol solution that score is 30% and 80% is eluted, elution flow rate 1BV/h, the acid that collected volume score is 80%
Property ethanol elution part, low-temperature reduced-pressure concentration and recovery ethyl alcohol obtain anthocyanin refined liquid, above-mentioned refined liquid are passed through vacuum refrigeration
It is dried to obtain the Anthocyanin-rich Extract.
Preparation example 4
The preparation method for present embodiments providing a kind of Anthocyanin-rich Extract, the difference with preparation example 2 is only that, is omitted
The process for using ethyl alcohol volumetric concentration to be eluted for 80% ethanol water in step (2).
Preparation example 5
The preparation method for present embodiments providing a kind of Anthocyanin-rich Extract, the difference with preparation example 2 is only that, is omitted
The process eluted in step (2) using the acid ethanol solution that volume fraction of ethanol is 30%.
Preparation example 6
The preparation method for present embodiments providing a kind of Anthocyanin-rich Extract, the difference with preparation example 2 be only that, described
One solid-liquid ratio is 1:4.
Preparation example 7
The preparation method for present embodiments providing a kind of Anthocyanin-rich Extract, the difference with preparation example 2 be only that, described
Two solid-liquid ratios are 1:4.
Preparation example 8-12
Compared with preparation example 2,5% (embodiment 8), 25% (embodiment 9), 45% (embodiment are used in step (2) respectively
10), the acid ethanol solution of 85% (embodiment 11) and 95% (embodiment 12) replaces 65% acid ethanol solution.
Compare preparation example 1
This comparative example provides a kind of preparation method of Anthocyanin-rich Extract, specifically includes the following steps:
(1) whortle fresh fruit is crushed, obtains object to be extracted；It is extracted using hydrochloric acid acidifying water, wherein hydrochloric acid acid
The volumn concentration for changing hydrochloric acid in water is 0.64%, and the pH of the hydrochloric acid acidifying water is 1.1, solid-liquid ratio 1:10, extracts temperature
Degree is 25 DEG C, extraction time 2h, repeats to extract 2 times, obtains extracting solution and extracts slag；
(2) extracting solution that step (1) obtains is centrifuged, obtains supernatant,；Sodium form is added in above-mentioned supernatant
Absorption purification is carried out in 732 cation exchange resin columns, loading flow velocity is 1BV/h, first uses the ethanol water of 80% volumetric concentration
Solution elute to remove other Polyphenols impurity, then successively using volume fraction be 30% and 65% acid ethanol solution into
Row elution, elution flow rate 1BV/h, the acidic ethanol elution fraction that collected volume score is 65%, low-temperature reduced-pressure concentration and recovery
Ethyl alcohol obtains anthocyanin refined liquid, and above-mentioned refined liquid is obtained the Anthocyanin-rich Extract by vacuum freeze drying.
Compare preparation example 2
This comparative example provides a kind of preparation method of Anthocyanin-rich Extract, specifically includes the following steps:
(1) whortle fresh fruit is crushed, obtains object to be extracted；The second that volume fraction is 65% is added into object to be extracted
Alcohol solution, 80 DEG C refluxing extraction 1 time, obtain extracting solution and extract slag, wherein solid-liquid ratio 1:10, extraction time 2h；
(2) extracting solution that step (1) obtains is centrifuged, obtains supernatant；Sodium form is added in above-mentioned supernatant
Absorption purification is carried out in 732 cation exchange resin columns, loading flow velocity is 1BV/h, first uses the ethanol water of 80% volumetric concentration
Solution elute to remove other Polyphenols impurity, then successively using volume fraction be 30% and 65% acid ethanol solution into
Row elution, elution flow rate 1BV/h, the acidic ethanol elution fraction that collected volume score is 65%, low-temperature reduced-pressure concentration and recovery
Ethyl alcohol obtains anthocyanin refined liquid, and above-mentioned refined liquid is obtained the Anthocyanin-rich Extract by vacuum freeze drying.
Compare preparation example 3
Difference with preparation example 2 is only that, substitutes 732 cation exchange resin column of sodium form using macroreticular resin.
Performance test 1
(1) anthocyanin content (anthocyanin purity): using anthocyanin content in single pH method sample, 4mL sample is drawn
Filtrate is settled to 10mL with acidic ethanol aqueous solution, and acidic ethanol aqueous solution is blank control, and develop the color 30min, in 535nm wavelength
Lower measurement absorbance, is repeated 3 times, and calculates anthocyanin total amount according to the following formula:
Anthocyanin total amount (μ g/mg)=[(A test solution-A comparison liquid) × 101.83]/[draw solution amount mL/ sample dry weight
mg]；
Wherein, 101.83 be molar extinction coefficient.
Test characterization result is shown in Table 1:
Table 1
| Sample | The recovery rate of anthocyanin | Anthocyanin-rich Extract purity |
| Preparation example 1 | 74.6% | 39.7% |
| Preparation example 2 | 78.3% | 53.4% |
| Preparation example 3 | 77.0% | 46.6% |
| Preparation example 4 | 78.0% | 43.2% |
| Preparation example 5 | 76.2% | 38.8% |
| Preparation example 6 | 60.7% | 36.6% |
| Preparation example 7 | 65.4% | 37.1% |
| Preparation example 8 | 78.2% | 10.6% |
| Preparation example 9 | 78.0% | 23.7% |
| Preparation example 10 | 78.1% | 46.3% |
| Preparation example 11 | 78.3% | 45.2% |
| Preparation example 12 | 78.2% | 43.9% |
| Compare preparation example 1 | 69.8% | 50.4% |
| Compare preparation example 2 | 68.4% | 47.3% |
| Compare preparation example 3 | 77.6% | 32.3% |
By preparation example and performance test it is found that the recovery rate of obtained anthocyanin reaches as high as 78% or more, anthocyanin is mentioned
The purity of object is taken to reach as high as 53% or more.
Compared with preparation example 2, compares in preparation example 1 and heating extraction is not carried out to anthocyanin object to be extracted, obtained pattern
The recovery rate of glycosides be significantly lower than preparation example 2, this is because acidification extract after to first extraction slag in anthocyanin carry out into
Onestep extraction, anthocyanin are extracted not exclusively, and recovery rate reduces.
Compared with preparation example 2, compares in preparation example 2 and acidification extraction is not carried out to anthocyanin object to be extracted, step (1) is all
The recovery rate for the anthocyanin extracted, and obtained using high temperature be lower than preparation example 2, while the purity of Anthocyanin-rich Extract substantially under
Drop.This aspect is to extract inevitably to bring into while extracting anthocyanin more as far as possible due to high temperature much to have
Machine impurity declines finally obtained Anthocyanin-rich Extract purity, on the other hand, since anthocyanin is chronically at hot conditions
Under, structural instability, it may occur that a degree of decomposition causes the loss of a part of anthocyanin, and recovery rate reduces, obtained flower
Color glucoside extract purity is also decreased obviously.
Compared with preparation example 2, compares in preparation example 3 and substitute 732 cation exchange resin column of sodium form using macroreticular resin, obtain
The purity of the Anthocyanin-rich Extract arrived is lower than preparation example 2, this is because big macropore Choice of Resin degree is low, in the same of absorption anthocyanin
When can also adsorb more impurity so that the purity decline of Anthocyanin-rich Extract is obvious.
(2) constituent analysis: constituent analysis is carried out using high performance liquid chromatography；
This test is merely to verifying has anthocyanin component abundant in Anthocyanin-rich Extract of the invention, therefore only takes
One group of preparation example is characterized.Fig. 1 is the HPLC figure for the anthocyanin refined liquid that preparation example 2 obtains, and table 2 is that preparation example 2 provides
Anthocyanin refined liquid HPLC data.
Table 2
Data, which can be seen that, from Fig. 1 and table 2 mainly contains 20 kinds of different anthocyanin components in anthocyanin refined liquid,
Respectively component 1-20 can compare the content that peak area ratio calculates each anthocyanin in refined liquid.
(3) Fig. 2 is by boxbehnken response phase method software using Design-Expert.8.05 to different extraction temperature
Degree and different first solid-liquid ratios scheme the 3D of obtained anthocyanin extraction rate impact.
Test is extracted using response phase method optimization cowberry anthocyanin, on the basis of preparation example 2, by changing the step (1)
It is acidified temperature, the first solid-liquid ratio and the extraction time extracted, obtains corresponding recovery rate, specific experimental design and the results are shown in Table 3,
Go out the 3D figure of Fig. 2 according to the digital simulation in table 3.
Table 3
As can be seen from Figure 2, it is mentioned based on response surface optimization difference Extracting temperature and the different getable anthocyanin of first solid-liquid ratio
Rate is taken to reach as high as 78.3%, it is essentially identical with the recovery rate of the embodiment of the present application 2.
(4) the step of Fig. 3 is preparation example 8, preparation example 9, preparation example 10, preparation example 2, preparation example 11 and preparation example 12 (2)
The purity figure for the Anthocyanin-rich Extract that the middle acidic ethanol using different volumes score elutes.It can be seen that from Fig. 3 and table 1
The purity highest of the Anthocyanin-rich Extract obtained when the volume fraction of acidic ethanol in eluent is 65% or so, up to 50%
More than.
Embodiment 1
Present embodiments provide a kind of anthocyanin Essence and preparation method thereof.
Wherein, the mass ratio of the anthocyanin Essence each component are as follows: Anthocyanin-rich Extract: deionized water: butanediol: third
Glycol: Phenoxyethanol: the mass ratio of parahydroxyacet-ophenone is 4:46:39.2:10:0.5:0.3, in the Anthocyanin-rich Extract
In, the mass percentage of the anthocyanin is 53.4%；
Wherein, the mass percentage of Anthocyanin-rich Extract is 4% in the anthocyanin Essence.
The preparation method is that: by Anthocyanin-rich Extract, propylene glycol, butanediol, parahydroxyacet-ophenone and Phenoxyethanol according to
It in secondary addition deionized water, stirs evenly, obtains the Essence.
Embodiment 2
This comparison application examples provides a kind of anthocyanin Essence and preparation method thereof.
Wherein, the mass ratio of the anthocyanin Essence each component are as follows: the Anthocyanin-rich Extract that preparation example 2 is prepared:
Deionized water: butanediol: propylene glycol: Phenoxyethanol: the mass ratio of parahydroxyacet-ophenone is 2:47:30.2:20:0.5:0.3.
The preparation method is that: by butanediol, Anthocyanin-rich Extract, propylene glycol, parahydroxyacet-ophenone and Phenoxyethanol according to
It in secondary addition deionized water, stirs evenly, obtains the Essence.
Embodiment 3
This comparison application examples provides a kind of anthocyanin Essence and preparation method thereof.
Wherein, the mass ratio of the anthocyanin Essence each component are as follows: the Anthocyanin-rich Extract that preparation example 2 is prepared:
Deionized water: butanediol: propylene glycol: Phenoxyethanol: the mass ratio of parahydroxyacet-ophenone is 4:47:30.2:20:0.5:0.3.
The preparation method is that: by butanediol, Anthocyanin-rich Extract, propylene glycol, parahydroxyacet-ophenone and Phenoxyethanol according to
It in secondary addition deionized water, stirs evenly, obtains the Essence.
Embodiment 4
Be only that from the difference of embodiment 1: the mass ratio of the anthocyanin Essence each component is different, specifically: preparation
The Anthocyanin-rich Extract that example 2 is prepared: deionized water: butanediol: propylene glycol: Phenoxyethanol: the quality of parahydroxyacet-ophenone
Than for 4:20:40.2:30:0.5:0.3.
Embodiment 5
Be only that from the difference of embodiment 1: the preparation method is different, specifically: by parahydroxyacet-ophenone, benzene oxygen second
Anthocyanin-rich Extract, propylene glycol and the butanediol that alcohol, preparation example 2 are prepared sequentially add in deionized water, stir evenly, obtain
To the Essence.
Performance test 2
The anthocyanin Essence provided embodiment is tested for the property, the method is as follows:
(1) to DPPH free radical scavenging activity:
By the anthocyanin Essence that embodiment 1 is prepared be configured to anthocyanin concentration be respectively 1.5mg/mL, 2mg/mL,
2.5mg/mL, 3mg/mL, 3.5mg/mL and 4mg/mL carry out the test of DPPH free radical scavenging activity, and obtained data are depicted as
Curve, it is specific such as Fig. 4.
As shown in Figure 4, half clearing amount EC of anthocyanin Essence DPPH free radical50Up to 2.6mg/mL, illustrate of the invention obtain
The anthocyanin Essence arrived has good scavenging ability of DPPH free radical.
Using above method testing example 2-5 to DPPH free radical scavenging activity, obtained anthocyanin Essence is to DPPH
Half clearing amount EC of free radical50It is shown in Table 3.
(2) to the inhibiting rate of tyrosinase activity:
By the anthocyanin Essence that embodiment 1 is prepared be configured to anthocyanin concentration be respectively 1mg/mL, 1.5mg/mL,
2mg/mL, 2.5mg/mL, 3mg/mL and 3.5mg/mL carry out the test to the inhibiting rate of tyrosinase activity, the data that will be obtained
It is depicted as curve, it is specific such as Fig. 5.
As shown in Figure 5, anthocyanin Essence tyrosinase activity amount IC half-suppressed50Up to 3.2mg/mL, illustrate the present invention
Obtained anthocyanin Essence has the good ability of inhibiting tyrosinase activity.
Using the inhibiting rate to tyrosinase activity of above method testing example 2-5, obtained anthocyanin Essence
The inhibiting rate IC of tyrosinase activity50It is shown in Table 3.
Table 3
(3) to the inhibiting rate of cell melanin synthesis:
By the anthocyanin Essence that embodiment 1 is prepared be configured to anthocyanin concentration be respectively 0.2mg/L, 0.4mg/L,
0.8mg/L, 1.6mg/L and 3.2mg/L carry out the test to the inhibiting rate of tyrosinase activity, and obtained data are depicted as song
Line, it is specific such as Fig. 6.
It will be appreciated from fig. 6 that being reached when anthocyanin Essence concentration reaches 3mg/L to the inhibiting rate of B16 cell melanin synthesis
To 50%, this illustrates that the anthocyanin Essence that the present invention obtains has preferable inhibition B16 cell ability.
It is seen from the above data that half clearing amount EC of the anthocyanin Essence being prepared to free radical DPPH50Most
Low energy reaches 2.6mg/mL, to the amount IC half-suppressed of tyrosinase activity50It can achieve 3.2mg/mL, this illustrates the anthocyanin
Essence has good free radical scavenging ability, and oxidation resistance is strong, meanwhile, the Essence also efficiency inhibits tyrosine enzyme activity
Property, inhibit the generation of melanin.
Compared with Example 1, the mass ratio of the anthocyanin Essence each component is changed in embodiment 2 and is fed suitable
Sequence, half clearing amount EC of the obtained anthocyanin Essence to free radical DPPH50Higher than embodiment 1, this illustrates it to free radical
Scavenging activity is deteriorated, oxidation resistance decline, meanwhile, to the amount IC half-suppressed of tyrosinase activity50Also above embodiment 1, this
Also illustrate that the Essence declines the rejection ability of tyrosinase activity, the rejection ability of melanin production is weakened.
Illustratively, application examples 1 and application examples 2 provide a kind of skin care compositions, including foregoing anthocyanin essence
Liquid.
Application examples 1
The application example also provides a kind of skin care compositions, is the shield in terms of 100% by the gross mass of the skin care compositions
Skin composition includes the component of following mass fraction:
| Ingredient names | Mass percentage |
| Deionized water | Surplus |
| Anthocyanin Essence | 15 |
| Methyl gluceth -10 | 3 |
| Glycerol | 2 |
| Arbutin | 1.5 |
| Tween-60 | 1.5 |
| Urea | 0.5 |
| Anjidew NL50 | 0.5 |
| Sodium Hyaluronate | 0.4 |
| Edible alcohol | 0.3 |
| Essence | 0.2 |
| Iodine propilolic alcohol butyl mephenesin Carbamate | 0.2 |
| Methyl hydroxybenzoate | 0.1 |
| Nipasol | 0.05 |
| Menthol | 0.05 |
| EDETATE SODIUM | 0.05 |
Application examples 2
The application example also provides a kind of skin care compositions, is the shield in terms of 100% by the gross mass of the skin care compositions
Skin composition includes the component of following mass fraction:
| Ingredient names | Mass percentage |
| Deionized water | Surplus |
| Anthocyanin Essence | 10 |
| Methyl gluceth -10 | 3 |
| Glycerol | 3 |
| Arbutin | 2 |
| Tween-60 | 1.5 |
| Urea | 0.5 |
| Anjidew NL50 | 0.5 |
| Sodium Hyaluronate | 0.4 |
| Edible alcohol | 0.4 |
| Essence | 0.3 |
| Iodine propilolic alcohol butyl mephenesin Carbamate | 0.2 |
| Methyl hydroxybenzoate | 0.1 |
| Nipasol | 0.05 |
| Menthol | 0.05 |
| EDETATE SODIUM | 0.05 |
The Applicant declares that the present invention is explained by the above embodiments detailed construction feature of the invention, but the present invention is simultaneously
It is not limited to above-mentioned detailed construction feature, that is, does not mean that the present invention must rely on above-mentioned detailed construction feature and could implement.Institute
Belong to those skilled in the art it will be clearly understood that any improvement in the present invention, to the equivalence replacement of component selected by the present invention
And increase, selection of concrete mode of accessory etc., all of which fall within the scope of protection and disclosure of the present invention.
Claims (10)
1. a kind of preparation method of Anthocyanin-rich Extract, which is characterized in that the preparation method comprises the following steps:
(1) object to be extracted is first subjected to acidic extraction, obtains the first extracting solution and first and extract slag, then obtain first is extracted
Slag carries out heating extraction, obtains the second extracting solution and second and extracts slag；
(2) the first extracting solution obtained step (1) and the mixing of the second extracting solution, separation, obtain supernatant, the supernatant that will be obtained
Liquid is purified using cation exchange resin, and is freeze-dried, and the Anthocyanin-rich Extract is obtained.
2. preparation method according to claim 1, which is characterized in that step (1) object to be extracted is whortle, mulberry
In Shen, blueberry or blackberry, blueberry any one or at least two combination, preferably whortle；
Preferably, the method for step (1) described acidic extraction is to mix object to be extracted with acidifying water；
Preferably, the pH of the acidifying water is 0.8-2.5；
Preferably, the acid in the acidifying water is any one in hydrochloric acid, sulfuric acid, formic acid, acetic acid or nitric acid or at least two
Combination；
Preferably, volumn concentration sour in the acidifying water is 0.5-1%；
Preferably, the mass ratio of the object to be extracted and acidifying water is 1:(5-20), preferably 1:10；
Preferably, the temperature of step (1) described acidic extraction is 20-40 DEG C, preferably 25-35 DEG C；
Preferably, the time of step (1) described acidic extraction is 1-5h；
Preferably, the number of step (1) described acidic extraction is at least once, preferably more than twice.
3. preparation method according to claim 1 or 2, which is characterized in that the method packet for the extraction that heats up described in step (1)
It includes: the first extraction slag and ethanol water is mixed and heated to reflux temperature；
Preferably, described first the mass ratio of slag and ethanol water is extracted as 1:(5-20), preferably 1:10；
Preferably, the volume fraction of ethyl alcohol is 40-80% in the ethanol water；
Preferably, heat up described in step (1) extraction temperature be 60-90 DEG C；
Preferably, heat up described in step (1) extraction time be 1-3h；
Preferably, heat up described in step (1) extraction number be at least once.
4. preparation method according to claim 1-3, which is characterized in that step (2) described cation exchange tree
Rouge is 732 cation exchange resin of sodium form；
Preferably, the loading flow velocity of supernatant described in step (2) is 0.5-5BV/h；
Preferably, described in step (2) using cation exchange resin carry out purification include: by obtained supernatant using sun from
Sub-exchange resin is adsorbed, eluted and is recycled；
Preferably, the elution includes: to be eluted first with the ethanol water that volumetric concentration is 70-90%, then successively
It is eluted using the acid ethanol solution that volume fraction of ethanol is 10-35% and 40-90%, collected volume score is 40-
Eluent after 90% acidic ethanol elution；
Preferably, the acid ethanol solution be hydrochloric acid, sulfuric acid or nitric acid in any one or at least two combination and second
The mixed solution of alcohol；
Preferably, the flow velocity of the elution is 0.5-5BV/h.
5. a kind of Anthocyanin-rich Extract, which is characterized in that the Anthocyanin-rich Extract is by according to any one of claims 1-4
Preparation method is prepared；
Preferably, in the Anthocyanin-rich Extract, the mass percentage of the anthocyanin is 20-55%.
6. a kind of anthocyanin Essence, which is characterized in that the anthocyanin Essence includes anthocyanin as claimed in claim 5
Extract.
7. anthocyanin Essence according to claim 6, which is characterized in that the anthocyanin Essence includes that anthocyanin mentions
Take object, deionized water, butanediol, propylene glycol, Phenoxyethanol and parahydroxyacet-ophenone；
Preferably, mass percentage of the Anthocyanin-rich Extract in the anthocyanin Essence is 0.5-15%；
Preferably, the matter of the Anthocyanin-rich Extract, deionized water, butanediol, propylene glycol, Phenoxyethanol and parahydroxyacet-ophenone
Amount is than being (1-10): (20-60): (30-50): (5-15): (0-0.5): (0-0.5).
8. a kind of preparation method of anthocyanin Essence according to claim 6 or 7, which is characterized in that the anthocyanin
The preparation method of Essence include: by Anthocyanin-rich Extract, propylene glycol, butanediol, parahydroxyacet-ophenone and Phenoxyethanol successively
It is added in deionized water, stirring obtains the Essence.
9. a kind of skin care compositions, which is characterized in that the skin care compositions includes such as the described in any item flowers of claim 6-8
Color glycosides Essence or Anthocyanin-rich Extract as claimed in claim 5.
10. skin care compositions according to claim 9, which is characterized in that the gross mass with the skin care compositions is
100% meter, the skin care compositions includes the component of following mass fraction: anthocyanin Essence 10-20%, arbutin 1-5%,
Menthol 0.01-0.1%, moisturizer 5-15%, emulsifier 1-5%, preservative 0.1-0.5%, essence 0.1-0.5% and surplus
Water；
It preferably, is in terms of 100% by the gross mass of the skin care compositions, the skin care compositions includes the group of following mass ratio
Point: anthocyanin Essence 10-15%, arbutin 1-4%, menthol 0.02-0.08%, moisturizer 5-12%, emulsifier 1-
5%, preservative 0.1-0.5%, essence 0.1-0.5% and excess water.
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| CN114380875A (en) * | 2021-07-31 | 2022-04-22 | 暨南大学 | Extraction and separation method of plant anthocyanin |
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