CN109172540A - A kind of preparation method of chlorogenic acid microcapsules - Google Patents
A kind of preparation method of chlorogenic acid microcapsules Download PDFInfo
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- CN109172540A CN109172540A CN201811093528.2A CN201811093528A CN109172540A CN 109172540 A CN109172540 A CN 109172540A CN 201811093528 A CN201811093528 A CN 201811093528A CN 109172540 A CN109172540 A CN 109172540A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5052—Proteins, e.g. albumin
- A61K9/5057—Gelatin
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/216—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acids having aromatic rings, e.g. benactizyne, clofibrate
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5036—Polysaccharides, e.g. gums, alginate; Cyclodextrin
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- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5052—Proteins, e.g. albumin
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61P31/04—Antibacterial agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P39/06—Free radical scavengers or antioxidants
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Abstract
The invention discloses a kind of preparation method of chlorogenic acid microcapsules, the preparation method is using chlorogenic acid as core material, and with soybean protein isolate, chlorogenic acid is prepared into microcapsules as wall material by gelatin and sodium alginate.The mass ratio of the soybean protein isolate, gelatin and sodium alginate is (83~84): (13~15): (1~2).Using chlorogenic acid powder as core material in microcapsules of the present invention, with soybean protein isolate, gelatin and sodium alginate are as wall material；Chlorogenic acid is wrapped in microcapsules, its stability is greatly increased, chlorogenic acid capsule is stored in 24 months in dry shady place without significant change；And activity keeps good, favorable solubility when microcapsules use.
Description
Technical field
The invention belongs to the production and processing fields of drug, more particularly, to a kind of preparation method of chlorogenic acid microcapsules.
Background technique
Chlorogenic acid (CGA) is a kind of polar organic acids, the entitled 3-O- caffeic acid quininic acid (3-O- of chemistry
Caffoylquinicacid), it is to be condensed by chinic acid and caffeic acid, belongs to phenolic compound, molecular formula C16H18O9, point
Son amount is 354.30, and chemical formula is as follows:
Chlorogenic acid is a kind of phenylpropanoids that plant is formed during aerobic respiration by shikimic acid pathway.Its half water
Conjunction object is colorless needle crystals, and into anhydrous compound under becoming at 110 DEG C, fusing point is 208 DEG C.Chlorogenic acid solubility in 25 DEG C of water
It is 4%, and solubility increases in the hot water.It is more soluble in ethyl alcohol and acetone, is slightly soluble in ethyl acetate.Chlorogenic acid is less steady
It is fixed, during from plant extract, isomerization is occurred by hydrolysis and the migration of successive intramolecular ester group.Chlorogenic acid and different green original
All containing adjacent two phenolic hydroxyl groups in acid molecule, adjacent two phenolic hydroxyl structures are unstable, are heated at high temperature oxidizable decomposition, are unfavorable for chlorogenic acid
It extracts.And under alkaline condition, hydrolysis, which can occur, for chlorogenic acid can be oxidized into green quinones in alkalinity and high temperature.Nature
In, chlorogenic acid is there are in various plants, and research is mainly extracted from Cortex Eucommiae and honeysuckle now, and Chlorogenic Acid from Eucommia ulmoides Leaves substance contains
Amount is abundant, and up to 5%~10%, honeysuckle chlorogenic acid substance content is between 4%~8%.
Free radical is removed, anti peroxidation of lipid, antibacterial anti-inflammatory, inhibits tumour, protect research shows that chlorogenic acid substance has
The medical functions such as the effects of liver cholagogue, promoting blood circulation decompression, antiviral and spasmolysis, but due to the unstability of chlorogenic acid itself, mention
High temperature, strong light and long-time heating are unable to when taking.Now mostly use on the market water extract-alcohol precipitation, alcohol extracting lead heavy, the milk of lime precipitation method and
Thin-layer chromatography etc..Water extraction extracts the chlorogenic acid in honeysuckle, and yield is more lower than dilute alcohol (70%) method, due to chlorogenic acid
For the polar organic acids of less stable, the result of transesterification occurs；When alcohol extracting, the catalytic action of enzyme is suppressed, but when extraction
A large amount of ethyl alcohol are consumed, production cost increases.With absorption and double team during alcohol precipitation, chlorogenic acid is caused to have different degrees of damage
It loses；The extract Content of Chlorogenic Acid yield that water proposes the milk of lime precipitation method is lower, is because chlorogenic acid is hydrolyzed by a strong alkali.
Chlorogenic acid has wide antibacterial action, but since it can be inactivated in vivo by protein, thus directly will
Its absorption cannot play preferable effect, the application which greatly limits it in terms of medicine.And by separating-purifying
Chlorogenic acid reagent is unstable, is not easy to save, light-exposed to be easy to happen hydrolysis and lose activity.Therefore need a kind of raising chlorogenic acid steady
Qualitative method enables its activity preferably to play for a long time.
Summary of the invention
The present invention is directed to unstable specific of chlorogenic acid, saves difficulty to reduce its, chlorogenic acid is prepared into micro- glue
Capsule, thermal stability, alkaline stability and the storage-stable of chlorogenic acid are significantly improved.
The present invention is insufficient according to prior art, and the technical solution of proposition is as follows:
A kind of preparation method of chlorogenic acid microcapsules, using chlorogenic acid as core material, with soybean protein isolate, gelatin and sodium alginate are made
For wall material, chlorogenic acid is prepared into microcapsules.
Preferably, the mass ratio of the soybean protein isolate, gelatin and sodium alginate is (83~84): (13~15): (1
~2).
Preferably, the mass fraction of core material is 5wt%~10wt % in microcapsules, the mass fraction of wall material be 90 wt %~
95 wt %。
Preferably, the mass ratio of the soybean protein isolate, gelatin and sodium alginate is 83:15:2.
Preferably, the preparation method specifically comprises the following steps:
S1, it prepares protein solution: soybean protein isolate being mixed with emulsifier, is added water and stirred, uniform protein solution is obtained；Its
In, the mass concentration of soybean protein isolate is 25 ~ 35%；
S2, it prepares pre- sol body: mixture and the stirring of gelatin and sodium alginate being added into water, it is molten to obtain uniform colloid
Liquid；Wherein, the mass concentration of gelatin and sodium alginate is 1 ~ 3%；
S3, emulsification: under the stirring condition of 1000~3000r/min, chlorogenic acid is added into protein solution made from step S1
And colloidal solution made from step S2, kept for 55 DEG C~62 DEG C of temperature, then mix thoroughly with the speed high-speed stirring of 8000-13000r/min
Matter forms stable emulsion, adjusts pH value to 5-8；
S4, enzymatic gel: being added solidification enzyme in the solution obtained to step S3, it is anti-that gel occurs at a temperature of 32 DEG C~36 DEG C
It answers, after reaction the enzyme deactivation 1min at 80 DEG C；It is dry, obtain chlorogenic acid microcapsules.
Preferably, the chlorogenic acid is prepared with the following method:
S11,60%~80% ethyl alcohol is added into dry honeysuckle, obtains solidliquid mixture, solid-to-liquid ratio is 1:(1 ~ 2)；
S12, by solidliquid mixture obtained by step S11 in 55~65 DEG C of ultrasonic extraction 40min~50min, then filter and be concentrated；
S13, the pH value of gained concentrate in step S12 is adjusted to 6；Flocculant, precipitating centrifugation is added；Take supernatant dense again
It contracts, is filtered after precipitating；Filtrate is taken, solvent is removed；
S14, the filtrate ethyl acetate extraction after solvent will be removed, it is dry, obtain chlorogenic acid.
Preferably, ultrasonic extraction 4 times at solidliquid mixture is 60 DEG C in temperature in step S12, each 30min.
Preferably, the flocculant in step S13 is chitosan.
Preferably, emulsifier is phosphatide.
Compared with the existing technology, the present invention has the advantage that and effect:
Chlorogenic acid powder safety and stability is saved using the form of microcapsules, chlorogenic acid can be reduced or avoided and contacted with external environment
Chance, thus play the role of protect chlorogenic acid.It is not easy to make powder contacts to light, water and air, is conducive to save；Use capsule
Chlorogenic acid powder convenient transportation is saved to carry；Chlorogenic acid powder is saved using capsule to be conducive to take.
Specific embodiment
Further illustrate the present invention below in conjunction with specific embodiment, but embodiment the present invention is not done it is any type of
It limits.Unless stated otherwise, the present invention uses reagent, method and apparatus for the art conventional reagent, method and apparatus,
Agents useful for same and material of the present invention are commercially available.
Embodiment 1:
1, chlorogenic acid powder is prepared
The honeysuckle that 60g is dry is taken, is added 60% ethyl alcohol 80ml, the ultrasonic extraction 30min at a temperature of 60 DEG C, ultrasonic extraction 4 times,
Then it filters and is concentrated under reduced pressure, adjust pH value to 4,30g is added by flocculant prepared by chitosan and removes big molecular impurity and tan
Matter etc., precipitating centrifugation, supernatant are concentrated under reduced pressure again, concentrate ethanol precipitation, merging filtrate, recycling ethyl alcohol to no alcohol taste,
Filtrate uses ethyl acetate extraction at room temperature, and ethyl acetate is recovered under reduced pressure in extract liquor, and 60 DEG C of dryings of residue obtain chlorogenic acid medicine
Powder.
2, chlorogenic acid microcapsules are prepared
(1) it prepares protein solution: 60 DEG C of warm water of 3 times of its quality being added into soybean protein isolate, are prepared into uniform albumen
Solution；
(2) it prepares pre- sol body: gelatin and sodium alginate being mixed, mixture is slowly added in water, stirring forms uniform
Colloidal solution, wherein the mass ratio of soybean protein isolate, gelatin and sodium alginate is 84:14:2；The matter of gelatin and sodium alginate
Measuring concentration is 2%.
(3) it emulsifies: chlorogenic acid (commercially available) being added into protein solution made from step (1) and step (2) is made
Colloidal solution, the mass fraction of core material is 10wt %, and the mass fraction of wall material is 90%.
(4) -60 DEG C of temperature 50 C are kept, is first uniformly mixed above-mentioned solution with the speed of 1000~3000r/min, then with
Homogeneous 4~the 7min of speed high-speed stirred of 8000~13000r/min, forms stable emulsion, and (optional with pH adjusting agent
From 0 .5%(v/v) glacial acetic acid, lactic acid or citric acid) pH value is adjusted to 5~8；
(5) enzymatic gel: glutamine transaminage is added in the solution obtained to step (4), after mixing, mixed liquor is placed in perseverance
35~40 DEG C are maintained in warm shaking bath pot, gel reaction 1 .5~2 .5h.To prevent glutamine transaminage overreaction shadow
Product quality is rung, carries out enzyme deactivation, time 1min under the conditions of 80 DEG C after gel reaction；
(6) dry, obtain microcapsules.
Embodiment 2:
1, chlorogenic acid powder is prepared
The honeysuckle for taking 60g dry, adds 70% ethyl alcohol 100ml, the ultrasonic extraction 30min at a temperature of 70 DEG C, and ultrasonic extraction 4 times, mistake
It filters and is concentrated under reduced pressure, adjust pH value to 4,30g is added and is gone out big molecular impurity and tannin etc. by flocculant prepare by chitosan, it is heavy
It forms sediment and is centrifuged, supernatant is concentrated under reduced pressure again, concentrate ethanol precipitation, merging filtrate, recycles ethyl alcohol to no alcohol taste, filtrate is in room
Temperature is lower to use ethyl acetate extraction, and ethyl acetate is recovered under reduced pressure in extract liquor, and 60 DEG C of dryings of residue obtain chlorogenic acid medicinal powder.
2, chlorogenic acid microcapsules are prepared
(1) it prepares protein solution: 60 DEG C of warm water of 3 times of its quality being added into soybean protein isolate, are prepared into uniform albumen
Solution；
(2) it prepares pre- sol body: gelatin and sodium alginate is mixed, mixture is slowly added in the water of 30 times of quality of the two,
Stirring forms uniform colloidal solution, wherein the mass ratio of soybean protein isolate, gelatin and sodium alginate is 84.50:14.04:
1.46；The mass concentration of gelatin and sodium alginate is 3%；
(3) it emulsifies: it is molten that colloid made from chlorogenic acid powder and step (2) being added into protein solution made from step (1)
Liquid, the mass fraction of core material are 8wt %, and the mass fraction of wall material is 92%.Keep temperature 50 C~60 DEG C, first with 1000~
Above-mentioned solution is uniformly mixed by the speed of 3000r/min, then with the speed high-speed stirred homogeneous 4 of 8000~13000r/min~
7min, forms stable emulsion, and with pH adjusting agent (can be selected from 0 .5%(v/v) glacial acetic acid, lactic acid or citric acid) adjust pH
It is worth to 5~7；
(4) enzymatic gel: glutamine transaminage is added in the solution obtained to step (3), after mixing, mixed liquor is placed in perseverance
30~35 DEG C are maintained in warm shaking bath pot, gel reaction 1 .5~2 .5h.To prevent glutamine transaminage overreaction shadow
Product quality is rung, carries out enzyme deactivation, time 1min under the conditions of 80 DEG C after gel reaction；
(5) dry, obtain microcapsules.
Embodiment 3:
1, chlorogenic acid powder is prepared
The honeysuckle for taking 60g dry, adds 65% ethyl alcohol 60ml, the ultrasonic extraction 30min at a temperature of 65 DEG C, and ultrasonic extraction 4 times, mistake
It filters and is concentrated under reduced pressure, adjust pH value to 4,30g is added and is gone out big molecular impurity and tannin etc. by flocculant prepare by chitosan, it is heavy
It forms sediment and is centrifuged, supernatant is concentrated under reduced pressure again, concentrate ethanol precipitation, merging filtrate, recycles ethyl alcohol to no alcohol taste, filtrate is in room
Temperature is lower to use ethyl acetate extraction, and ethyl acetate is recovered under reduced pressure in extract liquor, and 60 DEG C of dryings of residue obtain chlorogenic acid medicinal powder.
2, chlorogenic acid microcapsules are prepared
(1) it prepares protein solution: 60 DEG C of warm water of 3 times of its quality being added into soybean protein isolate, are prepared into uniform albumen
Solution；
(2) it prepares pre- sol body: gelatin and sodium alginate is mixed, mixture is slowly added in the water of 30 times of quality of the two,
Stirring forms uniform colloidal solution, wherein the mass ratio of soybean protein isolate, gelatin and sodium alginate is 84.70:14.05:
1.25；The mass concentration of gelatin and sodium alginate is 2%；
(3) it emulsifies: it is molten that colloid made from chlorogenic acid powder and step (2) being added into protein solution made from step (1)
Liquid, the mass fraction of core material are 5wt %, and the mass fraction of wall material is 95%., keep temperature 50 C~65 DEG C, first with 1000~
Above-mentioned solution is uniformly mixed by the speed of 3000r/min, then with the speed high-speed stirred homogeneous 4 of 8000~13000r/min~
7min, forms stable emulsion, and with pH adjusting agent (can be selected from 0 .5%(v/v) glacial acetic acid, lactic acid or citric acid) adjust pH
It is worth to 5~6；
(4) enzymatic gel: glutamine transaminage is added in the solution obtained to step (3), after mixing, mixed liquor is placed in perseverance
40 DEG C are maintained in warm shaking bath pot, gel reaction 1 .5~2 .5h.To prevent glutamine transaminage overreaction and then shadow
Chlorogenic acid microcapsules quality is rung, carries out enzyme deactivation, time 1min under the conditions of 80 DEG C after gel reaction；
(5) dry, obtain chlorogenic acid microcapsules.
Compliance test result:
The performance of the chlorogenic acid microcapsules being prepared with embodiment 1 ~ 3 and conventional untreated chlorogenic acid is compared
Compared with the results are shown in Table 1~3:
The stability (unit: %) of the green former microcapsules of table 1
The thermal stability (unit: %, time: 1.5h) of the green former microcapsules of table 2
Influence (standing time: 1.5h, temperature: 25 DEG C) of 3 pH value of the table variation to green former microcapsules
From above embodiments effect as can be seen that by microcapsules treated chlorogenic acid, stability (including thermostabilization
Property) and anti-pH on, more untreated chlorogenic acid effect is prominent.
Claims (9)
1. a kind of preparation method of chlorogenic acid microcapsules, which is characterized in that bright with soybean protein isolate using chlorogenic acid as core material
Chlorogenic acid is prepared into microcapsules as wall material by glue and sodium alginate.
2. the preparation method of chlorogenic acid microcapsules according to claim 1, which is characterized in that the soybean protein isolate,
The mass ratio of gelatin and sodium alginate is (83~84): (13~15): (1~2).
3. the preparation method of chlorogenic acid microcapsules according to claim 1, which is characterized in that the quality of core material in microcapsules
Score is 5wt%~10wt %, and the mass fraction of wall material is 90 wt of wt %~95 %.
4. the preparation method of chlorogenic acid microcapsules according to claim 2, which is characterized in that the soybean protein isolate,
The mass ratio of gelatin and sodium alginate is 83:15:2.
5. the preparation method of chlorogenic acid microcapsules according to claim 1, which is characterized in that the preparation method is specifically wrapped
Include following steps:
S1, it prepares protein solution: soybean protein isolate being mixed with emulsifier, is added water and stirred, uniform protein solution is obtained；Its
In, the mass concentration of soybean protein isolate is 25 ~ 35%；
S2, it prepares pre- sol body: mixture and the stirring of gelatin and sodium alginate being added into water, it is molten to obtain uniform colloid
Liquid；Wherein, the mass concentration of gelatin and sodium alginate is 1 ~ 3%；
S3, emulsification: under the stirring condition of 1000~3000r/min, chlorogenic acid is added into protein solution made from step S1
And colloidal solution made from step S2, kept for 55 DEG C~62 DEG C of temperature, then mix thoroughly with the speed high-speed stirring of 8000-13000r/min
Matter forms stable emulsion, adjusts pH value to 5-8；
S4, enzymatic gel: being added solidification enzyme in the solution obtained to step S3, it is anti-that gel occurs at a temperature of 32 DEG C~36 DEG C
It answers, after reaction the enzyme deactivation 1min at 80 DEG C；It is dry, obtain chlorogenic acid microcapsules.
6. preparation method according to claim 5, which is characterized in that the chlorogenic acid is prepared with the following method:
S11,60%~80% ethyl alcohol is added into dry honeysuckle, obtains solidliquid mixture, solid-to-liquid ratio is 1:(1 ~ 2)；
S12, by solidliquid mixture obtained by step S11 in 55~65 DEG C of ultrasonic extraction 40min~50min, then filter and be concentrated；
S13, the pH value of gained concentrate in step S12 is adjusted to 6；Flocculant, precipitating centrifugation is added；Take supernatant dense again
It contracts, is filtered after precipitating；Filtrate is taken, solvent is removed；
S14, the filtrate ethyl acetate extraction after solvent will be removed, it is dry, obtain chlorogenic acid.
7. preparation method according to claim 6, which is characterized in that solidliquid mixture is 60 DEG C in temperature in step S12
Lower ultrasonic extraction 4 times, each 30min.
8. preparation method according to claim 6, which is characterized in that the flocculant in step S13 is chitosan.
9. preparation method according to claim 6, which is characterized in that emulsifier is phosphatide.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112898512A (en) * | 2021-01-13 | 2021-06-04 | 长沙蓝姿生物科技有限公司 | Dual-purpose gel impregnation liquid for freezing and thawing protein food and preparation method thereof |
| CN115137046A (en) * | 2022-05-30 | 2022-10-04 | 江南大学 | Method for improving freeze-thaw stability of high-moisture emulsified minced fillet gel and product thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112898512A (en) * | 2021-01-13 | 2021-06-04 | 长沙蓝姿生物科技有限公司 | Dual-purpose gel impregnation liquid for freezing and thawing protein food and preparation method thereof |
| CN115137046A (en) * | 2022-05-30 | 2022-10-04 | 江南大学 | Method for improving freeze-thaw stability of high-moisture emulsified minced fillet gel and product thereof |
| JP7421024B2 (en) | 2022-05-30 | 2024-01-24 | 江南大学 | Method and product for improving the freezing and thawing stability of high-moisture emulsified surimi gel |
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Application publication date: 20190111 |