CN106726639A - A kind of PEG modifies the preparation method of proanthocyanidins liposomes - Google Patents
A kind of PEG modifies the preparation method of proanthocyanidins liposomes Download PDFInfo
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/14—Liposomes; Vesicles
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- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
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- 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
- A61K8/55—Phosphorus compounds
- A61K8/553—Phospholipids, e.g. lecithin
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- 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
- A61K8/63—Steroids; Derivatives thereof
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- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
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- 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
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- 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
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Abstract
The invention belongs to cosmetic technical field, the preparation method that a kind of PEG modifies proanthocyanidins liposomes is disclosed.The present invention is adipose membrane wall material from hydrolecithin and cholesterol, and OPC is coating, and proanthocyanidins liposomes are prepared from Reverse evaporation-freeze-thaw method.Than 3~4, than 1.5~3, with organic solvent volume than 0.1~0.3, than 0.02~0.1, using water bath sonicator, ultrasonic time is 10~20min to medicine fat to water phase to courage table to selection ovum courage during preparing liposome.2%PEG1500 is added to modify liposome.The invention provides the preparation method that a kind of PEG modifies proanthocyanidins liposomes.Proanthocyanidins liposomes envelop rate, bin stability are significantly improved, for the industrialized production of liposome provides Research foundation.
Description
Technical field
The invention belongs to cosmetic technical field, it is related to a kind of PEG to modify the preparation method of proanthocyanidins liposomes.
Background technology
OPC (proanthocyanidins, abbreviation PC) is that a kind of biological species with special molecular structure are yellow
Ketone, catechin or the epicatechin condensation according to varying number can form two, three until ten aggressiveness, wherein dimer are most simple
Single OPC (OPC), structure is catechin, epicatechin by C4, C6 or C4, the oligomer of C8 bondings.OPC
It is present in many plants, the main source of glucose and skin as OPC.
OPC is to remove the maximally effective natural of human free radical, and its Green Tea Extract oxidability is dimension life
50 times of plain E, ascorbic 20 times, also with protection angiocarpy, radioresistance, antitumor, anti-inflammatory, antiallergy, skin care and beauty
Effect.OPC is widely used in the neighborhoods such as medicine, food additives, cosmetics, but by extraneous bar in application process
The influence of part, oxidizable, sensitive to light calorific value, this is restricted its application, therefore the carrier of seeking of ideal is transported and stored
Have great importance.
Liposome is that a class can be drug encapsulation in the miniature vesicular body formed in lipoids bilayer.Liposome
Small unilamellar vesicle, large unilamellar vesicle and multilamellar liposome can be divided into according to form, adipose membrane is mainly by phosphatide and cholesterol
Constitute.Liposome has the advantages that targeting and lymph directionality, corrosion inhibition, reduces drug toxicity and improve medicine stability,
It has huge application prospect as the carrier of medicine or functional materials in medicine, foods and cosmetics field.
The stability of liposome is the limitation industrialized maximum reason of liposome, including particle diameter distribution is uneven in preparation process
The reunion for causing, adipose membrane unstability causes medicine to be revealed, poor with other surfaces activating agent compounding capacity etc..Liposome is carried out
Surface modification be improve liposome stability a kind of effective ways, wherein PEG have fixedness, water solubility, physiological inertia,
Moisture retention, advantage that is cheap and easy to get and can carrying out industrialized production, are the good surface dressing agents for improving liposome stability.
The proanthocyanidins liposomes of PEG modifications can improve sustained release performance, performance of keeping humidity, the stability of medicine of medicine.Therefore PEG modifications
Proanthocyanidins liposomes will be referred to as study hotspot in cosmetics neighborhood.
The content of the invention
It is an object of the invention to propose that a kind of PEG modifies the preparation method of proanthocyanidins liposomes.
The technical solution adopted in the present invention:A kind of PEG modifies the preparation method of proanthocyanidins liposomes, including following step
Suddenly:
S1:The PEG phosphate buffers of the OPC of 0.0048~0.0359g and 2~20ml are mixed to get
Mixed liquor;
S2:After the cholesterol of the hydrolecithin of 0.0096~0.1678g and 0.0352~0.1289g is mixed, add
10~100ml absolute ethyl alcohols and absolute ether mixed liquor, sonic oscillation obtains mixed liquor to being completely dissolved at 45~55 DEG C;
S3:Ultrasound a period of time forms unidirectional in mixed liquor of the mixed liquor that will be obtained in S1 in 40~50 DEG C of addition S2
System;
S4:By the unidirectional system in S3, vacuum rotary steam, to gel, and supplements a certain amount of phosphate at 35~45 DEG C
Buffer solution revolving a period of time makes aquation completely, after 5~15min of ultrasonic time, is placed in -20 DEG C of 8~15h of freezing, is treated after taking-up
It melts 5~15min of ultrasound, obtains proanthocyanidins liposomes emulsion;
S5:S4 is obtained into proanthocyanidins liposomes emulsion to be mixed in equal volume with certain density PEG PBSs
Close, storage temperature is 4 DEG C of 40~70min of placement, obtains the proanthocyanidins liposomes of PEG surface modifications.
Preferably, the phosphate buffer of 0.0050g OPCs and 6ml is added in S1.
Preferably, the phosphate buffer of 0.030g OPCs and 10ml is added in S1.
Preferably, the cholesterol of the hydrolecithin of 0.1000g and 0.0330g is mixed in S2.
Preferably, the cholesterol of the hydrolecithin of 0.1523g and 0.1000g is mixed in S2.
Preferably, 15~50ml mixed liquors of absolute ether and absolute ethyl alcohol are added in S2.
Preferably, the 20ml mixed liquors of absolute ether and absolute ethyl alcohol are added in S2.
Preferably, ether and the volume ratio of ether and absolute ethyl alcohol in the mixed liquor of absolute ethyl alcohol are 1 in S2:3~1:2.
Preferably, proanthocyanidins liposomes are prepared using Reverse evaporation-freeze-thaw method, envelop rate is up to 54.9%.
Preferably, from hydrolecithin and cholesterol for adipose membrane wall material prepares proanthocyanidins liposomes, from 2%
PEG1500 carrys out surface modification proanthocyanidins liposomes.
Compared with prior art, the beneficial effects of the invention are as follows:(1) invented liposomes are carried as the ideal of OPC
Body, can increase volatile, thermal sensitivity, the stability of oxidizable material;(2) present invention carrys out surface modification from 2%PEG1500
Proanthocyanidins liposomes, the shelf stability of proanthocyanidins liposomes and external sustained release performance are significantly improved, and envelop rate is up to
83.95%, and embody excellent performance of keeping humidity;(3) present invention is adipose membrane wall material from hydrolecithin and cholesterol, former
Anthocyanidin is coating, and proanthocyanidins liposomes are prepared from Reverse evaporation-freeze-thaw method;(4) proanthocyanidins liposomes of the present invention
Envelop rate, bin stability are significantly improved, for the industrialized production of liposome provides Research foundation.
Brief description of the drawings
Fig. 1 is external moisturizing rate curve map.
The release in vitro rate curve map of liposome before and after Fig. 2 surface modifications.
Specific embodiment
Technical scheme is further illustrated with reference to specific embodiment.
A kind of PEG modifies the preparation method of proanthocyanidins liposomes, comprises the following steps:
S1:The PEG phosphate buffers of the OPC of 0.0048~0.0359g and 2~20ml are mixed to get
Mixed liquor;
S2:After the cholesterol of the hydrolecithin of 0.0096~0.1678g and 0.0352~0.1289g is mixed, add
10~100ml absolute ethyl alcohols and absolute ether mixed liquor, sonic oscillation obtains mixed liquor to being completely dissolved at 45~55 DEG C;
S3:Ultrasound a period of time forms unidirectional in mixed liquor of the mixed liquor that will be obtained in S1 in 40~50 DEG C of addition S2
System;
S4:By the unidirectional system in S3, vacuum rotary steam, to gel, and supplements a certain amount of phosphate at 35~45 DEG C
Buffer solution revolving a period of time makes aquation completely, after 5~15min of ultrasonic time, is placed in -20 DEG C of 8~15h of freezing, is treated after taking-up
It melts 5~15min of ultrasound, obtains proanthocyanidins liposomes emulsion;
S5:S4 is obtained into proanthocyanidins liposomes emulsion to be mixed in equal volume with certain density PEG PBSs
Close, storage temperature is 4 DEG C of 40~70min of placement, obtains the proanthocyanidins liposomes of PEG surface modifications.
The phosphate buffer of 0.0050g OPCs and 6ml is added in S1.
The phosphate buffer of 0.030g OPCs and 10ml is added in S1.
The cholesterol of the hydrolecithin of 0.1000g and 0.0330g is mixed in S2.
The cholesterol of the hydrolecithin of 0.1523g and 0.1000g is mixed in S2.
15~50ml mixed liquors of absolute ether and absolute ethyl alcohol are added in S2.
The 20ml mixed liquors of absolute ether and absolute ethyl alcohol are added in S2.
Ether and the volume ratio of ether and absolute ethyl alcohol in the mixed liquor of absolute ethyl alcohol are 1 in S2:3~1:2.
Proanthocyanidins liposomes are prepared using Reverse evaporation-freeze-thaw method, envelop rate is up to 54.9%.
From hydrolecithin and cholesterol for adipose membrane wall material prepares proanthocyanidins liposomes, table is carried out from 2%PEG1500
Proanthocyanidins liposomes are modified in face.
(1) embodiment
Embodiment one:A kind of preparation method of PEG modifications proanthocyanidins liposomes of present embodiment is realized according to the following steps:
First, the hydrolecithin of 0.1000g and the cholesterol of 0.0330g are taken, 100ml is dissolved in ether and absolute ethyl alcohol mixed liquor 20ml
In beaker, sonic oscillation is made lipid soln to being completely dissolved at 50 DEG C.2nd, to the original flower that 5g/L is added in lipid soln
Blue or green element and 6mLPBS ultrasound 5min, form unidirectional system.3rd, single_phase system is depressurized matter gel at 40 DEG C, and supplements PBS
To 20mL, revolving a period of time makes aquation completely, after 5~15min of ultrasound, is put in -20 DEG C of 8~15h of freezing, treats that it melts after taking-up
Change, 5~15min of ultrasound, liposome crude product is obtained.4th, crude product is obtained proanthocyanidins liposomes by treatment.5th, will be obtained
Proanthocyanidins liposomes and 2%PEG PBSs mix in equal volume with 4 DEG C at place 50~80min, obtain PEG tables
The proanthocyanidins liposomes of face modification.
Embodiment two:Present embodiment specific embodiment one be not both 0.1523g hydrolecithins in step one and
0.1000g cholesterol is placed in beaker, and other steps are identical with specific embodiment one.
Embodiment three:Present embodiment specific embodiment one be not both 0.1478g hydrolecithins in step one and
0.0985g cholesterol is placed in beaker, and other steps are identical with specific embodiment one.
Example IV:Present embodiment specific embodiment one be not both 30g/L OPCs in step 2 and
10mLPBS is added in lipid soln.
Embodiment five:Present embodiment specific embodiment one be not both 10g/L OPCs in step 2 and
8mLPBS is added in lipid soln.
(2) the performance of keeping humidity research of liposome
In relative humidity under 40~45% and 75~80%, the performance of keeping humidity test to liposome.
Experimental result is as shown in table 1 below
Performance of keeping humidity (the relative humidity 40~45%, 75~80%) of the liposome of table 1
The The moisture retention of liposomes of Table 1 (RH=40~45%, 75~80%)
The performance of keeping humidity of the liposome of table 1
Fig. 1 is external moisturizing rate
(a) RH=75~80% liposome, (b) RH=75~80% water,
(c) RH=40~45% liposome, (d) RH=40~45% water
Fig.4-9The in vitro moisture rate of liposomes
(a) RH=75~80%Liposomes, (b) RH=75~80%Water,
(c) RH=40~45%Liposomes, (d) RH=40~45%Water
In two environment of different relative humidity, the sample moisturizing rate of liposome is added to be above not adding liposome
Sample, shows that liposome has excellent properties in the effect of moisturizing water lock.
Proanthocyanidins liposomes after PEG surface modifications are sustained Journal of Sex Research in vitro
At 37 DEG C, PH be 7.2 environmental condition under OPC solution, proanthocyanidins liposomes and 2%PEG1500 repair
Adorn the release in vitro rate test of proanthocyanidins liposomes.
Experimental result is illustrated in fig. 2 shown below
The release in vitro rate of liposome before and after experimental result Fig. 2 surface modifications
(a) OPC solution, (b) non-surface modification proanthocyanidins liposomes,
C () 2%PEG1500 modifies proanthocyanidins liposomes
Fig.4-8The in vitro release medicinal of liposomes
(a) procyanidinssolution, (b) procyanidinsliposomes,
(c) 2%PEG1500-modified procyanidinsliposomes
After 48h in equivalent environment, there is no the accumulative release in vitro rate highest of OPC solution of liposomal, pass through
The accumulative release in vitro rate of the proanthocyanidins liposomes after PEG modifications is minimum.
For a person skilled in the art, technical scheme that can be as described above and design, make other each
Plant corresponding change and deform, and all these changes and deforms the protection model that should all belong to the claims in the present invention
Within enclosing.
Claims (10)
1. a kind of PEG modifies the preparation method of proanthocyanidins liposomes, it is characterised in that:Comprise the following steps:
S1:The PEG phosphate buffers of the OPC of 0.0048~0.0359g and 2~20ml are carried out being mixed to get mixing
Liquid;
S2:After the cholesterol of the hydrolecithin of 0.0096~0.1678g and 0.0352~0.1289g is mixed, addition 10~
100ml absolute ethyl alcohols and absolute ether mixed liquor, sonic oscillation obtains mixed liquor to being completely dissolved at 45~55 DEG C;
S3:Ultrasound a period of time forms unidirectional body in mixed liquor of the mixed liquor that will be obtained in S1 in 40~50 DEG C of addition S2
System;
S4:By the unidirectional system in S3, vacuum rotary steam, to gel, and supplements a certain amount of phosphate-buffered at 35~45 DEG C
Liquid revolving a period of time makes aquation completely, after 5~15min of ultrasonic time, is placed in -20 DEG C of 8~15h of freezing, treats that it melts after taking-up
Change 5~15min of ultrasound, obtain proanthocyanidins liposomes emulsion;
S5:S4 is obtained into proanthocyanidins liposomes emulsion to mix in equal volume with certain density PEG PBSs, is protected
It is 4 DEG C of 40~70min of placement to deposit temperature, obtains the proanthocyanidins liposomes of PEG surface modifications.
2. a kind of PEG according to claim 1 modifies the preparation method of proanthocyanidins liposomes, it is characterised in that:In S1
Add the phosphate buffer of 0.0050g OPCs and 6ml.
3. a kind of PEG according to claim 1 modifies the preparation method of proanthocyanidins liposomes, it is characterised in that:In S1
Add the phosphate buffer of 0.030g OPCs and 10ml.
4. a kind of PEG according to claim 1 modifies the preparation method of proanthocyanidins liposomes, it is characterised in that:In S2
The cholesterol of the hydrolecithin of 0.1000g and 0.0330g is mixed.
5. a kind of PEG according to claim 1 modifies the preparation method of proanthocyanidins liposomes, it is characterised in that:In S2
The cholesterol of the hydrolecithin of 0.1523g and 0.1000g is mixed.
6. a kind of PEG according to claim 1 modifies the preparation method of proanthocyanidins liposomes, it is characterised in that:In S2
Add 15~50ml mixed liquors of absolute ether and absolute ethyl alcohol.
7. a kind of PEG according to claim 1 modifies the preparation method of proanthocyanidins liposomes, it is characterised in that:In S2
Add the 20ml mixed liquors of absolute ether and absolute ethyl alcohol.
8. a kind of PEG according to claim 1 modifies the preparation method of proanthocyanidins liposomes, it is characterised in that:In S2
Ether is 1 with the volume ratio of ether and absolute ethyl alcohol in the mixed liquor of absolute ethyl alcohol:3~1:2.
9. a kind of PEG according to claim 1 modifies the preparation method of proanthocyanidins liposomes, it is characterised in that:Using
Reverse evaporation-freeze-thaw method prepares proanthocyanidins liposomes, and envelop rate is up to 54.9%.
10. a kind of PEG according to claim 1 modifies the preparation method of proanthocyanidins liposomes, it is characterised in that:From
Hydrolecithin and cholesterol prepare proanthocyanidins liposomes for adipose membrane wall material, and surface modification original cyanine is carried out from 2%PEG1500
Plain liposome.
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Cited By (1)
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WO2019080193A1 (en) * | 2017-10-24 | 2019-05-02 | 国家海洋局第三海洋研究所 | Liposome encapsulating free astaxanthin and preparation method therefor |
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