CN106176607A - A kind of method of Tobacco Chlorogenic Acid nanometer liposome embedding - Google Patents
A kind of method of Tobacco Chlorogenic Acid nanometer liposome embedding Download PDFInfo
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- CN106176607A CN106176607A CN201610541620.5A CN201610541620A CN106176607A CN 106176607 A CN106176607 A CN 106176607A CN 201610541620 A CN201610541620 A CN 201610541620A CN 106176607 A CN106176607 A CN 106176607A
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- chlorogenic acid
- ethanol
- tobacco
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- nanometer liposome
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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
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Liposomes
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- 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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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/24—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/28—Steroids, e.g. cholesterol, bile acids or glycyrrhetinic acid
Abstract
The invention belongs to liposome embedded technical field, the method specifically disclosing the embedding of a kind of Tobacco Chlorogenic Acid nanometer liposome, the method specifically includes following steps: weigh chlorogenic acid, Ovum Gallus domesticus Flavus lecithin and cholesterol by formula；Dissolve with ethanol；Ethanol solution is injected in phosphate buffer；Rotation is evaporated off ethanol；The most ultrasonic, obtain chlorogenic acid liposome.The embedding rate of chlorogenic acid reaches 88.02%, and mean diameter 77.16nm, prepared chlorogenic acid liposomal systems is stable.By liposome embedded method, it is possible to chance that chlorogenic acid with external environment contact is reduced or avoided, thus plays the effect of protection chlorogenic acid.The heat stability of chlorogenic acid, alkaline stability and storage-stable are all significantly improved, and this is that the exploitation of Nicotiana tabacum L. functional component provide guarantee.Whole simple operation of process, embeds effective, does not use poisonous and harmful reagent, requires low to instrument and equipment, low production cost, it is possible to be suitable for industrialization large-scale production.
Description
Technical field
The invention belongs to liposome embedded technical field, the side of a kind of Tobacco Chlorogenic Acid nanometer liposome embedding
Method.
Background technology
The depside that chlorogenic acid (Chlorogenic acid) is made up of caffeic acid and quinic acid, different name coffee tannin
Acid, chemical name CA (3-O-caffeoylquinicacid), molecular formula is C16H18O9, molecular weight is
354.30, it is plant a kind of phenylpropanoids through shikimic acid pathway generation during aerobic respiration.Chlorogenic acid is wide
General it is present in the plants such as Nicotiana tabacum L., Flos Lonicerae, the Cortex Eucommiae, there is antibacterial, antitumor, antiviral, increase leukocyte, blood pressure lowering, fall
Blood fat, hepatic cholagogic, removing free radical and stimulating central nervous system system etc. act on, and are widely used in medicine, food and cosmetic
The industries such as product.
Chlorogenic acid molecular structure has ester bond, unsaturated double-bond and three l fractions of polyhydric phenols, belongs to polarity organic
Acid, unstable chemcial property.Neighbour two phenolic hydroxyl group contained in chlorogenic acid molecular structure, is heated, sees that light is oxidizable.In alkalescence condition
Under, chlorogenic acid can hydrolyze, and can be oxidized to green quinones under alkalescence and hot conditions.It is embodied in:
(1) chlorogenic acid is during plant extract, often because hydrolysis migrates with intramolecular ester group, isomerization occurs,
Or cause the extraction ratio of effective ingredient to be decreased obviously because of the effect such as oxidation, such as, process at Flos Lonicerae and the processing of stem and leaf thereof, big gun
Or in the extraction of medicinal ingredient, chlorogenic acid easily aoxidizes and hydrolyzes, in the processing of related preparations such as SHUANGHUANLIAN, YINHUANG KOUFUYE etc.
With in storage, hydrolysis is inevitable.
(2) three l fractions in chlorogenic acid molecular structure, it is easy to be heated and be hydrolyzed to isomer, cause much medicine
Being difficult to control at production process Content of Chlorogenic Acid, lose relatively greatly, within the effect duration of finished product, chlorogenic acid content constantly declines, and becomes
Product effect duration is difficult to ensure that, has had a strong impact on the quality of medical product.
(3) chlorogenic acid has wide antibacterial action, but can be inactivated by protein in vivo, which greatly limits its
Application in terms of Yi Yao.Research shows, under the storage condition of room temperature, chlorogenic acid can decompose slowly, and content can be gradually lowered.
Use regulation pH value, add antioxidant, the method for pH stabilizer, oxidation and the hydrolysis of chlorogenic acid can be suppressed to a certain extent,
But experimental facilities is required to increase by operating procedure, and technique is loaded down with trivial details and considerably increases production cost.
The problems referred to above existed in view of chlorogenic acid, in the urgent need to the method for a kind of Tobacco Chlorogenic Acid nanometer liposome embedding,
Improve the stability of chlorogenic acid, thus extend its physiologically active.
Summary of the invention
For the technical problem of chlorogenic acid unstable chemcial property present in prior art, it is an object of the invention to carry
For the method for a kind of Tobacco Chlorogenic Acid nanometer liposome embedding, easy and simple to handle, with low cost, the method for safety and effectivity, pass through fat
The embedding effect of plastid, improves the stability of chlorogenic acid, chlorogenic acid is reduced or avoided with external environment (such as high temperature, pH and oxygen
Deng) chance that contacts, thus play the effect of protection chlorogenic acid.
The technical scheme that the present invention takes is:
The method of a kind of Tobacco Chlorogenic Acid nanometer liposome embedding, specifically includes following steps:
(1) raw material is weighed: 4:36:(7-11 by weight ratio) weigh chlorogenic acid, Ovum Gallus domesticus Flavus lecithin and cholesterol；
(2) dissolve: use ethanol in proper amount to dissolve the raw material components in step (1)；
(3) mixing: the ethanol solution in step (2) is injected in phosphate buffer, ethanol consumption accounts for phosphate and delays
Rush the 8-12% of liquid, obtain chlorogenic acid proplastid；
(4) rotation steaming: it is 35-45 DEG C, 110r/min-130r/min that condition is steamed in the rotation of control rotation steaming instrument, mixing in step (3)
Close liquid rotary evaporation, remove organic solvent ethanol, obtain chlorogenic acid liposome；
(5) supersound process: liquid is steamed in the rotation in step (4) and puts in ice bath, control ultrasonic power 180-320w, ultrasonic temperature
Degree < 30 DEG C, ultrasonic 20-30min, plays the purpose reducing chlorogenic acid liposomal particle size.
Further, the isolation and purification method of the chlorogenic acid in described step (1), including: extract and carry at the beginning of Tobacco Chlorogenic Acid
Liquid, adds activated carbon 25-100mg at every milliliter of Tobacco Chlorogenic Acid just extract, absorption 30min is stirred at room temperature, residual with moisture washing
Stay the impurity that material surface is not to be adsorbed, then, under the conditions of 50 DEG C, with 60% ethanol or acetone soln eluting chlorogenic acid,
Cross after eluent is concentrated macroporous resin carry out adsorbing, wash, eluting, the liquid chromatograph purity of dried acquisition chlorogenic acid is more than
60%, refine further, it is thus achieved that high-purity chlorogenic acid.
Further, the chlorogenic acid in described step (1) derives from Nicotiana tabacum L., and raw material is chlorogenic acid according to weight proportion: egg
Yellow lecithin: cholesterol=4:36:9.
Further, the course of dissolution in described step (2), adds anhydrous second to after first lecithin and cholesterol being mixed
Alcohol dissolves, forms stable bilayer structure, the most again chlorogenic acid is added in dehydrated alcohol and dissolve.
Further, the consumption of the ethanol solution in described step (3) accounts for the 10% of phosphate buffer, phosphate buffer
PH be 7-8.
Further, the ethanol in described step (3) and the mixed liquor constantly magnetic agitation of phosphate buffer composition,
Hydration temperature is 40 DEG C, and hydration time is 30min.
Further, condition is steamed in the rotation in described step (4) is 40 DEG C, 120r/min.
Further, the rotation steaming method in described step (4) replaces with the mode using nitrogen to blow and removes the anhydrous second of organic solvent
Alcohol.
Further, the ultrasonic power 300w in described step (5), < 30 DEG C, ultrasonic time is 25min to ultrasonic temperature.
The invention has the beneficial effects as follows:
The invention provides the embedding process of a kind of Tobacco Chlorogenic Acid nanometer liposome, the embedding rate of chlorogenic acid reaches
88.02%, mean diameter 77.16nm, prepared chlorogenic acid liposomal systems is stable.By liposome embedded method, energy
Chance that chlorogenic acid with external environment (such as high temperature, pH and oxygen etc.) contact enough is reduced or avoided, thus plays protection chlorogenic acid
Effect.The result of the present invention shows, the heat stability of chlorogenic acid, alkaline stability and storage-stable are significantly carried
Height, this is that the exploitation of Nicotiana tabacum L. functional component provide guarantee.
The whole simple operation of process of the present invention, embeds effective, does not use poisonous and harmful reagent, instrument and equipment
Ask low, low production cost, it is possible to be suitable for industrialization large-scale production.It is chlorogenic acid that raw material is preferably according to weight proportion:
Ovum Gallus domesticus Flavus lecithin: cholesterol=4:36:9, under the conditions of this, the chlorogenic acid nanometer liposome embedding rate of preparation is high, and particle diameter is little, stable
Property is good.
The course of dissolution of the present invention, adds in dehydrated alcohol after first Ovum Gallus domesticus Flavus lecithin and cholesterol being mixed and dissolves, shape
Become stable bilayer structure, cholesterol and lecithin molecules can cross by the phase interaction between polar head and hydrophobic tail
With and attract, increase the volume of liposome vesicle, thus improve the embedding efficiency of core, the most again chlorogenic acid is added to anhydrous
Ethanol dissolves.
The chlorogenic acid of the present invention is derived from Nicotiana tabacum L., make use of activated carbon to adsorb Tobacco Chlorogenic Acid, and adsorption rate is up to
More than 99%, resolution factor is more than 95%, and activated carbon use cost is low；Activated carbon is combined with macroporous resin, and chlorogenic acid loss is few,
The response rate is high, saves solvent, utilizes the difference of activated carbon and macroporous resin adsorption performance, respectively by impurity of different nature simultaneously
Separate, it is ensured that the purity of chlorogenic acid.Work in coordination with during the embedding of chlorogenic acid nanometer liposome and employ lecithin and cholesterol,
Utilize the amphiphilic of lecithin, water miscible chlorogenic acid is embedded in the hydrophilic group of lecithin；Cholesterol then serves tune
The framing structure of whole lecithin and the effect of vesicle volume.
Rotation steaming method in the present invention can be replaced the mode using nitrogen to blow and removes organic solvent dehydrated alcohol, and rotation is evaporated off ethanol
Relatively difficult, the longest, nitrogen blows the most convenient and swift.Use short time ultrasonic technique, in certain ultrasonic time, embedding rate
Prolongation in time and increase, ultrasonic time is long, can cause phospholipid phase transformation, destroys the structure of liposome, makes the core of encapsulating
Material is revealed, and causes envelop rate to decline.
Accompanying drawing explanation
Fig. 1 is the integrated artistic flow chart of the present invention.
Fig. 2 is the Electronic Speculum figure of the chlorogenic acid nanometer liposome that the present invention obtains.
Detailed description of the invention
Further illustrate the present invention below in conjunction with the accompanying drawings.
Embodiment 1
The method of a kind of Tobacco Chlorogenic Acid nanometer liposome embedding, specifically includes following steps:
(1) raw material is weighed: 4:36:7 by weight ratio weighs chlorogenic acid, Ovum Gallus domesticus Flavus lecithin and cholesterol；
(2) dissolve: add in dehydrated alcohol after the lecithin in step (1) and cholesterol are mixed and dissolve, formed steady
Fixed bilayer structure, adds to chlorogenic acid in dehydrated alcohol the most again and dissolves；
(3) mixing: the ethanol solution in step (2) is injected in phosphate buffer, ethanol consumption accounts for phosphate and delays
Rushing the 8% of liquid, the pH of phosphate buffer is 7.5, ethanol and the mixed liquor constantly magnetic agitation of phosphate buffer composition, water
Changing temperature is 40 DEG C, and hydration time is 30min, obtains chlorogenic acid proplastid；
(4) rotation is steamed: it is 35 DEG C, 130r/min that condition is steamed in the rotation of control rotation steaming instrument, and the mixed liquor in step (3) rotates steaming
Send out, remove organic solvent ethanol (organic solvent dehydrated alcohol can also be removed by the mode that nitrogen blows)；
(5) supersound process: liquid is steamed in the rotation in step (4) and puts in ice bath, control ultrasonic power 180w, ultrasonic temperature <
30 DEG C, ultrasonic 30min, obtain chlorogenic acid liposome.
Embodiment 2
The method of a kind of Tobacco Chlorogenic Acid nanometer liposome embedding, specifically includes following steps:
(1) weigh raw material: chlorogenic acid derives from Nicotiana tabacum L., 4:36:9 by weight ratio weigh chlorogenic acid, Ovum Gallus domesticus Flavus lecithin and
The ratio of cholesterol, its Content of Chlorogenic Acid and Ovum Gallus domesticus Flavus lecithin be the ratio of 1:9, Ovum Gallus domesticus Flavus lecithin and cholesterol be 4:1；
(2) dissolve: add in dehydrated alcohol after the lecithin in step (1) and cholesterol are mixed and dissolve, formed steady
Fixed bilayer structure, adds to chlorogenic acid in dehydrated alcohol the most again and dissolves；
(3) mixing: the ethanol solution in step (2) is injected in phosphate buffer, ethanol consumption accounts for phosphate and delays
Rushing the 10% of liquid, the pH of acid buffer is 7.2, ethanol and the mixed liquor constantly magnetic agitation of phosphate buffer composition, water
Changing temperature is 40 DEG C, and hydration time is 30min, obtains chlorogenic acid proplastid；
(4) rotation is steamed: it is 40 DEG C, 120r/min that condition is steamed in the rotation of control rotation steaming instrument, and the mixed liquor in step (3) rotates steaming
Send out, remove organic solvent ethanol (organic solvent dehydrated alcohol can also be removed by the mode that nitrogen blows)；
(5) supersound process: liquid is steamed in the rotation in step (4) and puts in ice bath, control ultrasonic power 300w, ultrasonic temperature <
30 DEG C, ultrasonic time is 25min, obtains chlorogenic acid liposome.
Embodiment 3
The method of a kind of Tobacco Chlorogenic Acid nanometer liposome embedding, specifically includes following steps:
(1) raw material is weighed: 4:36:11 by weight ratio weighs chlorogenic acid, Ovum Gallus domesticus Flavus lecithin and cholesterol；
(2) dissolve: add in dehydrated alcohol after the soft phospholipid in step (1) and cholesterol are mixed and dissolve, formed steady
Fixed bilayer structure, adds to chlorogenic acid in dehydrated alcohol the most again and dissolves；
(3) mixing: the ethanol solution in step (2) is injected in phosphate buffer, ethanol consumption accounts for phosphate and delays
Rushing the 12% of liquid, the pH of phosphate buffer is 7.6, ethanol and the mixed liquor constantly magnetic agitation of phosphate buffer composition,
Hydration temperature is 40 DEG C, and hydration time is 30min, obtains chlorogenic acid proplastid；
(4) rotation is steamed: it is 45 DEG C, 110r/min that condition is steamed in the rotation of control rotation steaming instrument, and the mixed liquor in step (3) rotates steaming
Send out, remove organic solvent ethanol (organic solvent dehydrated alcohol can also be removed by the mode that nitrogen blows)；
(5) supersound process: liquid is steamed in the rotation in step (4) and puts in ice bath, control ultrasonic power 320w, ultrasonic temperature <
30 DEG C, ultrasonic 20min, obtain chlorogenic acid liposome.
The performance parameter of chlorogenic acid liposome that above-described embodiment 1-3 prepares and common chlorogenic acid of the prior art right
Ratio tables of data, such as table 1 (heat stability, alkaline stability and storage-stable represent with retention rate).
The performance parameter table of table 1 chlorogenic acid liposome
The above is not limitation of the present invention, it should be pointed out that: those skilled in the art are come
Saying, on the premise of without departing from essential scope of the present invention, it is also possible to make some changes, retrofit, add or replace, these improve
Also protection scope of the present invention is should be regarded as with retouching.
Claims (8)
1. the method for Tobacco Chlorogenic Acid nanometer liposome embedding, it is characterised in that specifically include following steps:
(1) raw material is weighed: 4:36:(7-11 by weight ratio) weigh chlorogenic acid, Ovum Gallus domesticus Flavus lecithin and cholesterol；
(2) dissolve: use ethanol in proper amount to dissolve the raw material components in step (1)；
(3) mixing: the ethanol solution in step (2) is injected in phosphate buffer, and ethanol consumption accounts for phosphate buffer
8-12%, obtain chlorogenic acid proplastid；
(4) rotation is steamed: it is 35-45 DEG C, 110r/min-130r/min that condition is steamed in the rotation of control rotation steaming instrument, the mixed liquor in step (3)
Rotary evaporation, removes organic solvent ethanol；
(5) supersound process: liquid is steamed in the rotation in step (4) and puts in ice bath, control ultrasonic power 180-320w, ultrasonic temperature <
30 DEG C, ultrasonic 20-30min, obtain chlorogenic acid liposome.
The method of Tobacco Chlorogenic Acid nanometer liposome embedding the most according to claim 1, it is characterised in that described step (1)
In chlorogenic acid derive from Nicotiana tabacum L., raw material is chlorogenic acid according to weight proportion: Ovum Gallus domesticus Flavus lecithin: cholesterol=4:36:9.
The method of Tobacco Chlorogenic Acid nanometer liposome embedding the most according to claim 1, it is characterised in that described step (2)
In course of dissolution, add to after first Ovum Gallus domesticus Flavus lecithin and cholesterol being mixed in dehydrated alcohol and dissolve, form stable double points
Sublayer structure, adds to chlorogenic acid in dehydrated alcohol the most again and dissolves.
The method of Tobacco Chlorogenic Acid nanometer liposome embedding the most according to claim 1, it is characterised in that described step (3)
In the consumption of ethanol solution account for the 10% of phosphate buffer, the pH of phosphate buffer is 7-8.
The method of Tobacco Chlorogenic Acid nanometer liposome embedding the most according to claim 1, it is characterised in that described step (3)
In ethanol and phosphate buffer composition mixed liquor constantly magnetic agitation, hydration temperature is 40 DEG C, and hydration time is
30min。
The method of Tobacco Chlorogenic Acid nanometer liposome embedding the most according to claim 1, it is characterised in that described step (4)
In rotation steam condition be 40 DEG C, 120r/min.
The method of Tobacco Chlorogenic Acid nanometer liposome embedding the most according to claim 1, it is characterised in that described step (4)
In rotation steaming method replace with and use the mode blown of nitrogen to remove organic solvent dehydrated alcohol.
The method of Tobacco Chlorogenic Acid nanometer liposome embedding the most according to claim 1, it is characterised in that described step (5)
In ultrasonic power 300w, < 30 DEG C, ultrasonic time is 25min to ultrasonic temperature.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110090205A (en) * | 2019-05-15 | 2019-08-06 | 蚌埠学院 | A kind of preparation method of chlorogenic acid lipid nano particle solid dispersions |
| CN111067867A (en) * | 2018-10-18 | 2020-04-28 | 中国医学科学院药物研究所 | Chlorogenic acid long-circulating liposome and preparation method and application thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111067867A (en) * | 2018-10-18 | 2020-04-28 | 中国医学科学院药物研究所 | Chlorogenic acid long-circulating liposome and preparation method and application thereof |
| CN110090205A (en) * | 2019-05-15 | 2019-08-06 | 蚌埠学院 | A kind of preparation method of chlorogenic acid lipid nano particle solid dispersions |
| CN110090205B (en) * | 2019-05-15 | 2021-03-23 | 蚌埠学院 | Preparation method of chlorogenic acid lipid nanoparticle solid dispersion |
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