CN108558971A - A kind of preparation method of roselle anthocyanin - Google Patents
A kind of preparation method of roselle anthocyanin Download PDFInfo
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- CN108558971A CN108558971A CN201810543517.3A CN201810543517A CN108558971A CN 108558971 A CN108558971 A CN 108558971A CN 201810543517 A CN201810543517 A CN 201810543517A CN 108558971 A CN108558971 A CN 108558971A
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- anthocyanin
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/06—Benzopyran radicals
- C07H17/065—Benzo[b]pyrans
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
- C07H1/08—Separation; Purification from natural products
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0096—Purification; Precipitation; Filtration
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- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
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- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
The invention discloses a kind of preparation methods of roselle anthocyanin, belong to biochemical product field.Using Roselle calyx as raw material, technological process includes the present invention：After Roselle calyx crushes, using the combination technique of preprocessing solution removal of impurities → extract liquor extraction → UF membrane → macroreticular resin separation, the anthocyanin of high-purity, color value are obtained, can be used for food, health products and field of medicaments.Present invention process is simple, at low cost, can be used for mass producing the anthocyanin of high-purity.
Description
Technical field
The present invention relates to biochemical product fields, and in particular to a kind of preparation method of roselle anthocyanin.
Background technology
Anthocyanin (Anthocyanins) is a kind of water colo(u)r that plant kingdom is widely present, and belongs to flavonoid
Object.Contain multiple phenolic hydroxyl groups on anthocyanin phenyl ring, there is height conjugated structure, and there are positive oxygen ions, have very strong anti-
Oxidation and Scavenging ability.Free radical plays a significant role in human metabolism, if but human free radical generated
More or metabolic disorder, possible modificator gene mutation, protein denaturation and lipid peroxidation, and then various types of cells is damaged, cause
Oxidative stress diseases.There are many prevention and treatment tools for reporting anthocyanin to angiocardiopathy, hypertension, cancer and diabetes
There is good effect.
Roselle（Hibiscus sabdariffa）Be the annual tropical plants of Malvaceae, originate in Africa, after propagate to
All over the world, there are a large amount of plantations in China Fujian, Guangdong, Guangxi, Yunnan various regions.Roselle is rich in flavones, anthocyanin, organic
The various bioactivators such as acid and polysaccharide, have good medical value.Roselle is traditional medical and edible dual purpose plant, calyx
Meat succulence is rich in anthocyanin, is the important plant for extracting anthocyanin.
Traditional anthocyanin extraction technology mostly uses the techniques such as extraction, evaporation and concentration, solvent purifications, and there are high energy consumption, colors
The problems such as element destroys greatly, and product purity is low.
Invention content
It is an object of the invention to the deficiencies and disadvantage for traditional technology, provide a kind of preparation side of roselle anthocyanin
Method.The present invention is obtained using the combination technique of preprocessing solution removal of impurities → extract liquor extraction → UF membrane → macroreticular resin separation
High-purity roselle anthocyanin, main component are delphinidin -3-O- mulberry cloth biosides and Cyanidin -3-O- mulberry cloth disaccharides
Glycosides, color value。
To achieve the above object, the present invention adopts the following technical scheme that：
（1）Preprocessing solution cleans：Take Roselle calyx, pulverization process to 100-1000 μm of grain size, will crush resulting material with
Preprocessing solution mixes, solid-liquid ratio 1:5-1:100（g/mL）, temperature is 4-60 DEG C, stir process 0.5-10h, is separated by solid-liquid separation
Filter residue is collected, gained filter residue repeats the above 1-6 times, and preprocessing solution recycling is reused；
（2）Extract liquor extracts：By step（1）Obtained filter residue is mixed with extract liquor, solid-liquid ratio 1:5-1:100（m/v）, stirring
0.5-6h is extracted, temperature is 4-70 DEG C, repeats extraction 1-6 times, merges supernatant and obtains anthocyanin extracting solution；
（3）UF membrane：Using membrane separation process removal step（2）Big molecular impurity in obtained anthocyanin extracting solution；
（4）Macroporous absorbent resin detaches：Using macroporous absorbent resin to step（3）Obtained anthocyanin extracting solution carries out specificity
Absorption-desorption removes small molecular weight impurity, obtains roselle anthocyanin refined solution.
Step（1）Described in preprocessing solution be that organic solvent and water press 10:0.1-10（V/V）It mixes, wherein
Organic solvent is the mixing of one or more of petroleum ether, solvent naphtha, ether, ethyl acetate, n-hexane, hexamethylene.
Step（2）Described in extract liquor be that organic solvent and water press 10:0.1-10（V/V）It mixes, wherein organic
Solvent is the mixing of one or more of methanol, ethyl alcohol, propyl alcohol, acetone, acetonitrile.
Step（3）In, the big molecular impurity removed using membrane separation process in anthocyanin extracting solution, membrane material used
For one in polyolefins, polysulfones, inorganic, fluoro-containing macromolecule material, polyamide fiber element class or shell-fish membrane material
Kind or several mixing materials.
Step（4）In, specific adsorption-desorption is carried out using macroporous absorbent resin, removes small molecule class impurity, wherein institute
Macroreticular resin skeleton is one or more of styrene, acrylic acid, phenolic aldehyde or epoxy.
The beneficial effects of the present invention are：Simple process and low cost can be used for mass producing the anthocyanin of high-purity,
Its color value, can be used for food, health products and field of medicaments.
Description of the drawings
Fig. 1 is the roselle anthocyanin preparation technology flow chart of high-purity；
Fig. 2 is the roselle anthocyanin high-efficient liquid phase chromatogram of high-purity；
Fig. 3（a）For the UV-Vis spectra figure of delphinidin -3-O- mulberry cloth biosides；Fig. 3（b）For Cyanidin -3-O-
Mulberry cloth bioside UV-Vis spectra figure.
Specific implementation mode
Below in conjunction with specific embodiment, the present invention will be further described, but the present invention is not limited only to these embodiments.
Embodiment 1
5L preprocessing solutions are added until 100 μm of grain size, weighs the thick pollen of 1000g in Roselle calyx pulverization process（Petroleum ether：
Water=10：1, V/V）, 30 DEG C are stirred 4h, and separation of solid and liquid takes filter residue, gained filter residue to reprocess 3 times；It is added into gained filter residue
The extract liquor of 10L（40% ethanol solution）, 40 DEG C are extracted 2h, repeat extraction 2 times, are merged supernatant and are obtained anthocyanin extracting solution；
Big molecular impurity in extracting solution is removed using the ultrafiltration membrane of polysulfones；Solution after UF membrane is through HZ-802 macroporous absorbent resin dynamics
Anthocyanin is adsorbed, 60% ethanol solution elutes anthocyanin, and eluent revolving removes ethyl alcohol, is spray-dried to obtain high-purity anthocyanin.
Product is in peony, color valueIt is 152.5.
Embodiment 2
5L preprocessing solutions are added until 500 μm of grain size, weighs 500g raw materials in roselle dried flower calyx pulverization process（Acetic acid second
Ester：Water=10：2, V/V）, 30 DEG C are stirred 3h, and separation of solid and liquid takes filter residue, gained filter residue to reprocess 3 times；Add into gained filter residue
Enter 60% methanol solution of 10L, 1h is extracted at 60 DEG C, repeat extraction 3 times, merges supernatant and obtain anthocyanin extracting solution；Using
Nylon ultrafiltration membrane removes big molecular impurity in extracting solution；Solution after UF membrane is through X-5 macroporous absorbent resin Dynamic Adsorption patterns
Glycosides, 80% ethanol elution anthocyanin sample, revolving remove ethyl alcohol, are spray-dried to obtain high-purity anthocyanin.Product takes on a red color,
Color valueIt is 154.7.
Embodiment 3
5L preprocessing solutions are added until 1000 μm of grain size, weighs 250g raw materials in roselle dried flower calyx pulverization process（N-hexane：
Water=10：5, V/V）, 40 DEG C are stirred 6h, and separation of solid and liquid takes filter residue；Gained filter residue reprocesses 2 times；It is added into gained filter residue
60% acetone soln of 10L is protected from light extraction 4h at 20 DEG C, repeats extraction 4 times, merges supernatant and obtains anthocyanin extracting solution.It adopts
Big molecular impurity in extracting solution is removed with polytetrafluoroethylene (PTFE) ultrafiltration membrane；Solution after UF membrane is through D101 macroporous absorbent resin dynamics
The contained anthocyanin of absorption, 90% ethanol solution elute anthocyanin sample, and eluent revolving removes ethyl alcohol, and spray drying obtains height
Purity anthocyanin.Product takes on a red color, color valueIt is 151.93.
The roselle anthocyanin HPLC-MS analysis results of high-purity obtained are as shown in table 1.
The roselle anthocyanin HPLC-MS analysis results of 1 high-purity of table
The foregoing is merely presently preferred embodiments of the present invention, all equivalent changes done according to scope of the present invention patent with repair
Decorations should all belong to the covering scope of the present invention.
Claims (7)
1. a kind of preparation method of roselle anthocyanin, it is characterised in that：Include the following steps：Use Roselle calyx for original
Material, after crushed, then preprocessed solution removal of impurities → extract liquor extraction → UF membrane → macroporous absorbent resin detaches group technology
Obtain roselle anthocyanin refined solution, color value。
2. the preparation method of roselle anthocyanin according to claim 1, it is characterised in that：Specifically include following steps：
（1）Preprocessing solution cleans：Take Roselle calyx, pulverization process to 100-1000 μm of grain size, will crush resulting material with
Preprocessing solution mixes, and temperature is 4-60 DEG C, stir process 0.5-10h, is separated by solid-liquid separation and collects filter residue, and gained filter residue repeats above-mentioned
Processing 1-6 times, preprocessing solution recycling are reused；
（2）Extract liquor extracts：By step（1）Obtained filter residue is mixed with extract liquor, stirring extraction 0.5-6h, temperature 4-70
DEG C, extraction 1-6 times is repeated, merges supernatant and obtains anthocyanin extracting solution；
（3）UF membrane：Using membrane separation process removal step（2）Big molecular impurity in obtained anthocyanin extracting solution；
（4）Macroporous absorbent resin detaches：Using macroporous absorbent resin to step（3）Obtained anthocyanin extracting solution carries out specificity
Absorption-desorption removes small molecular weight impurity, obtains roselle anthocyanin refined solution.
3. the preparation method of roselle anthocyanin according to claim 1, it is characterised in that：Step（1）Described in it is pre-
Processing solution is that organic solvent presses 10 with water:0.1-10（V/V）It mixes, wherein organic solvent is petroleum ether, solvent naphtha, second
One or more of ether, ethyl acetate, n-hexane, hexamethylene mix.
4. the preparation method of roselle anthocyanin according to claim 1, it is characterised in that：Step（1）In, after crushing
Material is mixed with preprocessing solution, solid-liquid ratio 1:5-1:100（g/mL）；Step（2）In, filter residue is mixed with extract liquor, feed liquid
Than being 1:5-1:100（g/mL）.
5. the preparation method of roselle anthocyanin according to claim 1, it is characterised in that：Step（2）Described in extraction
It is organic solvent and water by 10 to take liquid:0.1-10（V/V）Mix, wherein organic solvent be methanol, ethyl alcohol, propyl alcohol, acetone,
One or more of acetonitrile mixes.
6. the preparation method of roselle anthocyanin according to claim 1, it is characterised in that：Step（3）In, described adopts
With membrane separation process remove anthocyanin extracting solution in big molecular impurity, membrane material used be polyolefins, polysulfones, inorganic,
One or more of fluoro-containing macromolecule material, polyamide fiber element class or shell-fish membrane material mixing material.
7. the preparation method of roselle anthocyanin according to claim 1, it is characterised in that：Step（4）In, using macropore
Adsorb resin carry out specific adsorption-desorption, remove small molecule class impurity, used in macroreticular resin skeleton be styrene,
One or more of acrylic acid, phenolic aldehyde or epoxy.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109134560A (en) * | 2018-10-29 | 2019-01-04 | 湖南华诚生物资源股份有限公司 | A method of extracting anthocyanin from Roselle calyx |
| CN109337408A (en) * | 2018-11-29 | 2019-02-15 | 武汉职业技术学院 | A kind of extracting method and its application of roselle natural dye |
| CN109431894A (en) * | 2018-11-16 | 2019-03-08 | 韶关学院 | A kind of whitening moisturizing face masque Essence and preparation method thereof containing roselle extract |
| CN112544971A (en) * | 2019-09-10 | 2021-03-26 | 江西丹霞生物科技股份有限公司 | Preparation process of roselle red and products thereof |
| CN113876821A (en) * | 2021-08-25 | 2022-01-04 | 暨南大学 | Hibiscus sabdariffa anthocyanin extract and preparation method and application thereof |
| CN115636857A (en) * | 2022-10-28 | 2023-01-24 | 深圳市齐盛伟生物科技有限公司 | Compound, composition, extract and application thereof in preparation of product with relieving effect |
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| CN106905716A (en) * | 2015-12-23 | 2017-06-30 | 烟台大学 | Preprocess method before roselle pigment extract upper prop adsorption and purification |
| CN107522761A (en) * | 2017-08-24 | 2017-12-29 | 浙江大学 | A kind of method and its hypoglycemic purposes for isolating and purifying the O mulberry cloth disaccharide glycosides of delphinidin 3 |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109134560A (en) * | 2018-10-29 | 2019-01-04 | 湖南华诚生物资源股份有限公司 | A method of extracting anthocyanin from Roselle calyx |
| CN109431894A (en) * | 2018-11-16 | 2019-03-08 | 韶关学院 | A kind of whitening moisturizing face masque Essence and preparation method thereof containing roselle extract |
| CN109337408A (en) * | 2018-11-29 | 2019-02-15 | 武汉职业技术学院 | A kind of extracting method and its application of roselle natural dye |
| CN109337408B (en) * | 2018-11-29 | 2020-10-30 | 武汉职业技术学院 | Extraction method and application of roselle natural dye |
| CN112544971A (en) * | 2019-09-10 | 2021-03-26 | 江西丹霞生物科技股份有限公司 | Preparation process of roselle red and products thereof |
| CN113876821A (en) * | 2021-08-25 | 2022-01-04 | 暨南大学 | Hibiscus sabdariffa anthocyanin extract and preparation method and application thereof |
| CN115636857A (en) * | 2022-10-28 | 2023-01-24 | 深圳市齐盛伟生物科技有限公司 | Compound, composition, extract and application thereof in preparation of product with relieving effect |
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Application publication date: 20180921 |