CN111671664A - Skin proliposome and preparation method and application thereof - Google Patents
Skin proliposome and preparation method and application thereof Download PDFInfo
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- CN111671664A CN111671664A CN202010629046.5A CN202010629046A CN111671664A CN 111671664 A CN111671664 A CN 111671664A CN 202010629046 A CN202010629046 A CN 202010629046A CN 111671664 A CN111671664 A CN 111671664A
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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
- A61K8/64—Proteins; Peptides; Derivatives or degradation products 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
- A61K8/02—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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
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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
- 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
- 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
- A61K2800/10—General cosmetic use
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- 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
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/56—Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms
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Abstract
The invention relates to a skin proliposome and a preparation method and application thereof, wherein the proliposome comprises 65-97 wt% of polyalcohol, 1-32 wt% of lecithin and 0.1-5 wt% of sodium surfactin. Adopts anionic surfactant sodium surfactin with a cyclic peptide structure and lecithin to be compounded in a polyalcohol auxiliary material to form a precursor liposome. Through the hydrogen bond action of the hydrophilic terminal cyclic peptide structure of the surfactin sodium and the hydrophilic terminal choline structure of the lecithin, the stability of the liposome after the hydration of the proliposome is improved, and the entrapment rate, the chemical stability and the skin permeation bioavailability of the active ingredients for skin by the proliposome are enhanced.
Description
Technical Field
The invention relates to the field of skin care, in particular to a skin proliposome and a preparation method and application thereof.
Background
With the increasing market demand for functional skin care products, the cosmetic skin care product formula has higher and higher technical requirements for functional active substances, and the efficacy and safety of the active substances are taken into consideration in the development process of the cosmetic formula. However, the activity of the active substance is very high in the practical application process of the active substance, but the following problems exist in the formula: 1. the chemical stability of the active in the formulation is poor; 2. the transdermal penetration bioavailability of water soluble actives is low; 3 poorly soluble active substances are not easy to process in the development of formulations and are easy to precipitate in formulations. These problems all lead to difficulties in the efficacy of the active in the formulation.
In order to solve the problems, the prior art adopts the technologies of capacity increasing, penetration enhancer adding and carrier, wherein the carrier technology mainly comprises the technologies of liposome, nano emulsion, micelle, polymer microsphere and the like, and the liposome has high biocompatibility due to the bionic cell membrane structure, and has wide application range for wrapping water-soluble active substances and insoluble active substances, namely, the stability of the active substances is improved, and the skin bioavailability of the active substances is increased. In recent years, many scientists and formulators have adopted liposomes to develop skin care formulations, and have achieved good application effects for improving the efficacy and quality of skin care products.
The liposome is a single-layer or multi-layer vesicle composed of orderly arranged phospholipid bilayers, has a structure similar to a cell, has high biocompatibility, can wrap water-soluble and insoluble active matters to overcome a cutin barrier and penetrate a cell membrane to play a role. The existing liposome is mainly formed into a drug liposome dispersion liquid by a film dispersion method and a solvent injection method, is assisted with a water-soluble propping agent (mannitol, sorbitol, fructose and the like) and is formed into a powdery drug liposome by vacuum freeze drying, and is hydrated with water to form the liposome before use. The preparation process is relatively complex, the production cost is high, and the particle size of the hydrated liposome is increased, which brings great inconvenience to the application of the liposome in the development of skin care formulas.
The appearance of the ethanol liposome brings great convenience to the development and application of the liposome in a skin care formula, the phospholipid and the medicament are dissolved in the ethanol to form the ethanol liposome, and the ethanol liposome and water are fully hydrated to form the medicament liposome which is directly added into the formula in the using process. Compared with the common liposome, the liposome has the advantages of simple use, small particle size of the formed liposome, high entrapment rate and excellent transdermal penetration bioavailability, but the formed drug liposome is easily influenced by various components in the formula to damage the bilayer liposome structure because the intermolecular acting force between formed liposome bilayers is weak.
Disclosure of Invention
Therefore, the technical problem to be solved by the present invention is to overcome the disadvantages of the prior art in liposome application, thereby providing a proliposome for skin.
The invention also provides a preparation method of the proliposome for skin.
The invention also provides an application of the proliposome for skin.
The invention provides a proliposome for skin, which comprises 65-97 wt% of polyalcohol, 1-32 wt% of lecithin and 0.1-5 wt% of sodium surfactin.
Further, the polyhydric alcohol is propylene glycol, glycerol, 1, 3-butanediol, 1, 2-pentanediol or 1, 2-hexanediol.
Further, the lecithin is soybean lecithin or egg yolk lecithin or hydrogenated lecithin or sunflower lecithin.
Further, the phosphatidylcholine PC content of the lecithin is greater than 50%.
Further, the proliposome also comprises 0.5-5 wt% of nonionic surfactant.
Further, the nonionic surfactant is a polyglycerin fatty acid ester, a polyethylene glycol fatty acid ester or a sucrose fatty acid ester having an HLB value of more than 9.
Further, the polyglycerin fatty acid ester is polyglycerin 10 laurate, polyglycerin 10 caprylic capric acid ester, polyglycerin 10 oleate or polyglycerin 3 caprylic acid ester, etc.; the polyethylene glycol fatty acid ester is polyethylene glycol 8 caprate, polyethylene glycol 32 laurate, polyethylene glycol 6 caprylate and the like; the sucrose fatty acid ester is sucrose laurate, sucrose palmitate or sucrose oleate.
The invention also provides a preparation method of the proliposome for skin, which comprises the following steps:
s1, dissolving lecithin and sodium surfactin in polyhydric alcohol at 35-65 ℃, and shearing under 3000-12000rmp to obtain a uniform transparent or semitransparent solution;
s2, homogenizing the solution obtained in S1 for 2-6 times by a high-pressure homogenizer or a microjet under the pressure of 300-2000bar at the temperature of 35-65 ℃ to obtain the proliposome.
Further, the method comprises the following steps:
s1, dissolving lecithin, sodium surfactin and a nonionic surfactant in polyhydric alcohol at the temperature of 35-65 ℃, and shearing under the conditions of 3000-12000rmp to obtain a uniform transparent or semitransparent solution;
s2, homogenizing the solution obtained in S1 for 2-6 times by a high-pressure homogenizer or a microjet under the pressure of 300-2000bar at the temperature of 35-65 ℃ to obtain the proliposome.
The invention also provides an application of the skin proliposome in a skin care preparation.
Further, the skin care formulation comprises a cream, an emulsion, a gel, or an aqueous solution.
The technical scheme of the invention has the following advantages:
1. the invention provides a skin proliposome, which is prepared by dissolving lecithin and sodium surfactin in a specific cyclic peptide structure in polyhydric alcohol, wherein the sodium surfactin contains a hydrophobic alkyl group and a hydrophilic cyclic peptide, and the sodium surfactin is inserted into a phospholipid molecule layer, so that a very strong intermolecular hydrogen action is formed between the hydrophilic cyclic peptide structure and a hydrophilic choline structure of the lecithin, and the sodium surfactin 1 and more than 2 molecules of lecithin form a very strong intermolecular hydrogen action, so that a very stable bilayer structure is formed, and when the sodium surfactin is hydrated in water, a stable liposome structure can be formed.
2. The skin proliposome provided by the invention is simple in preparation method, and in the application process, the required active substance can be formed only by dissolving the required active substance in the proliposome and then carrying out hydration in water, wherein the active substance liposome has high encapsulation efficiency on the activity and has the activity stabilizing effect on active substance components.
3. The skin proliposome provided by the invention has remarkable structural stability, is not easily influenced by auxiliary materials in skin care, and has remarkable skin permeation bioavailability for promoting active substances.
Detailed Description
The following examples are provided to further understand the present invention, not to limit the scope of the present invention, but to provide the best mode, not to limit the content and the protection scope of the present invention, and any product similar or similar to the present invention, which is obtained by combining the present invention with other prior art features, falls within the protection scope of the present invention.
The examples do not show the specific experimental steps or conditions, and can be performed according to the conventional experimental steps described in the literature in the field. The reagents or instruments used are not indicated by manufacturers, and are all conventional reagent products which can be obtained commercially.
Example 1
A proliposome for skin comprises propylene glycol 98.4 wt%, soybean lecithin (72% of phosphatidylcholine) 1.5 wt% and surfactin sodium 0.1 wt%.
The skin proliposome is prepared by the following method:
adding 1.5 wt% of soybean lecithin (72% of phosphatidylcholine) and 0.1 wt% of sodium surfactin into 98.4% of propylene glycol at 35 ℃, and shearing and homogenizing at 3000rmp to form a uniform solution; homogenizing the solution at 35 deg.C under 300bar pressure for 6 times by high pressure homogenizer.
Example 2
A proliposome for skin comprises 89 wt% of glycerol, 10 wt% of soybean lecithin (phosphatidylcholine is 90%), and 1 wt% of sodium surfactin.
The skin proliposome is prepared by the following method:
adding 10 wt% of soybean lecithin (90% of phosphatidylcholine) and 1 wt% of sodium surfactin into 89% of glycerol at 50 ℃, and shearing and homogenizing at 8000rmp to form a uniform solution; homogenizing the solution at 50 deg.C under 700bar pressure for 4 times by high pressure homogenizer.
Example 3
A proliposome for skin comprises 77 wt% of 1, 3-butanediol, 20 wt% of soybean lecithin (72% of phosphatidylcholine) and 3 wt% of sodium surfactin.
The skin proliposome is prepared by the following method:
adding 20 wt% of soybean lecithin (72% of phosphatidylcholine) and 3 wt% of sodium surfactin to 77% of 1, 3-butanediol at 65 ℃, and shearing and homogenizing at 12000rmp to form a uniform solution; homogenizing the solution at 50 deg.C under 1500bar pressure for 2 times by high pressure homogenizer
Example 4
A proliposome for skin comprises 65 wt% of 1, 2-pentanediol, 30 wt% of egg yolk lecithin (52% of phosphatidylcholine) and 5 wt% of sodium surfactin.
The skin proliposome is prepared by the following method:
adding 30 wt% of egg yolk lecithin (52% of phosphatidylcholine) and 5 wt% of sodium surfactin into 65% of 1, 2-pentanediol at 60 ℃, and shearing and homogenizing at 9000rmp to form a uniform solution; homogenizing the solution at 1800bar pressure for 2 times by a high pressure homogenizer at 60 deg.C.
Example 5
A proliposome for skin comprises 55 wt% of 1, 3-butanediol, 40 wt% of egg yolk lecithin (phosphatidylcholine 70%), and 5 wt% of sodium surfactin.
The skin proliposome is prepared by the following method:
adding 40 wt% of egg yolk lecithin (70% of phosphatidylcholine) and 5 wt% of sodium surfactin into 55% of 1, 3-butanediol at 60 ℃, and shearing and homogenizing at 9000rmp to form a uniform solution; homogenizing the solution at 60 deg.C under 1000bar pressure for 2 times by high pressure homogenizer.
Example 6
A proliposome for skin comprises glycerol 83 wt%, soybean lecithin (72% of phosphatidylcholine) 15 wt% and sodium surfactin 2 wt%.
The skin proliposome is prepared by the following method:
adding 15 wt% of soybean lecithin (72% of phosphatidylcholine) and 2 wt% of sodium surfactin into 83% of glycerol at 55 ℃, and shearing and homogenizing at 9000rmp to form a uniform solution; homogenizing the solution at 55 deg.C under 900bar pressure for 3 times by high pressure homogenizer.
Example 7
A skin proliposome comprises glycerol 82 wt%, soybean lecithin (72% of phosphatidylcholine) 15 wt%, sodium surfactin 2 wt% and polyglycerol fatty acid ester 1 wt%.
The skin proliposome is prepared by the following method:
adding 15 wt% of soybean lecithin (72% of phosphatidylcholine), 2 wt% of sodium surfactin and 1% of polyglycerol fatty acid ester into 82% of glycerol at 55 ℃, and shearing and homogenizing at 9000rmp to form a uniform solution; homogenizing the solution at 55 deg.C under 900bar pressure for 3 times by high pressure homogenizer.
Comparative example 1
A proliposome for skin comprises glycerol 85 wt% and soybean lecithin (72% of phosphatidylcholine) 15 wt%.
The skin proliposome is prepared by the following method:
adding 15 wt% of soybean lecithin (72% of phosphatidylcholine) into 83% of glycerol at 55 ℃, and shearing and homogenizing at 9000rmp to form a uniform solution; homogenizing the solution at 55 deg.C under 900bar pressure for 3 times by high pressure homogenizer.
Comparative example 2
A proliposome for skin comprises glycerol 83 wt%, soybean lecithin (72% of phosphatidylcholine) 15 wt% and sodium surfactin 2 wt%.
The skin proliposome is prepared by the following method:
15 wt% of soybean lecithin (72% of phosphatidylcholine) and 2 wt% of sodium surfactin are added into 83% of glycerol at 55 ℃, and 9000rmp is sheared and homogenized to form a uniform solution.
Experimental example 1
The proliposome containing the sodium surfactin and the proliposome not containing the sodium surfactin are diluted by 100 times by respectively using deionized water, a 1% sodium chloride aqueous solution, a 2% sodium chloride aqueous solution, a 1% sodium chloride aqueous solution with pH of 5.5 (pH adjusted by hydrochloric acid) and a 1% sodium chloride aqueous solution with pH of 8 (pH adjusted by sodium hydroxide), and the particle diameters of the proliposome and the proliposome are detected by a laser particle sizer within 1 hour and 24 hours after dilution.
TABLE 1
As can be seen from Table 1, the skin proliposome containing sodium surfactin has a small particle size (less than 100nm), and the particle size of the skin proliposome containing sodium surfactin changes little after hydration by diluting with sodium chloride aqueous solutions of different ionic strengths and sodium chloride aqueous solutions of different phs. Comparative example 1 is a sample which does not contain surfactin sodium, and after the sample is diluted by sodium chloride aqueous solutions with different ionic strengths and sodium chloride aqueous solutions with different phs, the particle size surface after hydration is obvious, and the particle sizes are increased greatly. The sodium surfactin is proved to remarkably improve the stability of the hydrated skin precursor liposome and have strong ion resistance and pH change resistance.
Experimental example 2
Weighing 0.5g of alpha-arbutin to dissolve in 10ml of deionized water, respectively adding into 10ml of the precursor liposome for stirring, finally continuously adding into the deionized water while stirring until the volume reaches 100ml, and finally respectively forming 0.5% alpha-arbutin liposome solution.
And (3) determining the encapsulation efficiency: 1ml of 0.5% alpha-arbutin liposome solution is respectively taken and centrifuged for 10min under the condition of 15000rmp by an ultrafiltration centrifugal tube (4ml/3KD), and the filtrate is respectively collected. And finally, detecting the content of alpha-arbutin in the liquid before ultrafiltration and the filtrate after ultrafiltration by an HPLC method, and calculating the ratio of the content of alpha-arbutin in the filtrate after ultrafiltration to the content of alpha-arbutin in the solution before ultrafiltration to obtain the encapsulation rate.
Transdermal penetration performance test: thawing the frozen skin of the abdomen of the small pig in vitro at 37 ℃ in normal saline. The skin sample is fixed between a sample pool and a receiving pool of a Franz diffusion pool, the front surface of the skin faces the sample pool, 10ml of normal saline is added into the receiving pool, the liquid level is kept to be attached to the skin, air bubbles are exhausted, and the water bath temperature is adjusted to be 37 ℃. 0.5ml of 0.5% alpha-arbutin liposome solution water solution and 0.5ml of 0.5% alpha-arbutin are respectively added into the sample cell. The magnetic stirring speed is 200rmp, 0.5ml of receiving sample is respectively taken after 2h, the content of alpha-arbutin in the receiving liquid is determined by an HPLC method, and the fold of transdermal permeation promotion increase of the precursor liposome to the alpha-arbutin can be obtained by calculating the ratio of the content of the alpha-arbutin in the receiving sample of the alpha-arbutin liposome solution to the content of the alpha-arbutin in the receiving sample of the alpha-arbutin aqueous solution.
HLPC detection method: referring to detection method of arbutin in cosmetics liquid chromatography (SN/T1475-.
TABLE 2
As can be seen from Table 2, the entrapment rate of the skin proliposome containing the sodium surfactin to alpha-arbutin is more than 65%, and the entrapment rate of the proliposome containing no sodium surfactin to alpha-arbutin in comparative example 1 is less than 50%; the skin permeation increase fold rates of the skin proliposome containing the sodium surfactin to alpha-arbutin are all more than 5, and the skin permeation increase fold rate of the proliposome containing no sodium surfactin to alpha-arbutin in comparative example 1 is 2.9; the precursor liposome added with the sodium surfactin is favorable for improving the entrapment rate of the precursor liposome to alpha-arbutin and the skin permeability.
It should be understood that the above examples are only for clarity of illustration and are not intended to limit the embodiments. Other variations and modifications will be apparent to persons skilled in the art in light of the above description. And are neither required nor exhaustive of all embodiments. And obvious variations or modifications therefrom are within the scope of the invention.
Claims (10)
1. A proliposome for skin, characterized by comprising 65-97 wt% of polyol, 1-32 wt% of lecithin and 0.1-5 wt% of sodium surfactin.
2. The skin precursor lipid according to claim 1, wherein the polyol is propylene glycol, glycerin, 1, 3-butanediol, 1, 2-pentanediol, or 1, 2-hexanediol.
3. The skin precursor lipid according to claim 1, wherein the lecithin is soybean lecithin, egg yolk lecithin, hydrogenated lecithin, or sunflower lecithin.
4. A skin precursor lipid according to claim 1 or 3, wherein the phosphatidylcholine PC content in said lecithin is greater than 50%.
5. The proliposome for skin according to claims 1 to 4, wherein the proliposome further comprises 0.5 to 5 wt% of a nonionic surfactant.
6. The proliposome for skin according to claim 5, wherein the nonionic surfactant is a polyglycerin fatty acid ester, a polyethylene glycol fatty acid ester or a sucrose fatty acid ester having an HLB value of more than 9.
7. The method for preparing a proliposome for skin according to any one of claims 1 to 4, comprising the steps of:
s1, dissolving lecithin and sodium surfactin in polyhydric alcohol at 35-65 ℃, and shearing under 3000-12000rmp to obtain a uniform transparent or semitransparent solution;
s2, homogenizing the solution obtained in S1 for 2-6 times by a high-pressure homogenizer or a microjet under the pressure of 300-2000bar at the temperature of 35-65 ℃ to obtain the proliposome.
8. A method for preparing proliposomes for skin according to any one of claims 5 to 6, which comprises the following steps:
s1, dissolving lecithin, sodium surfactin and a nonionic surfactant in polyhydric alcohol at the temperature of 35-65 ℃, and shearing under the conditions of 3000-12000rmp to obtain a uniform transparent or semitransparent solution;
s2, homogenizing the solution obtained in S1 for 2-6 times by a high-pressure homogenizer or a microjet under the pressure of 300-2000bar at the temperature of 35-65 ℃ to obtain the proliposome.
9. Use of the proliposome for skin according to any one of claims 1 to 6 or the proliposome for skin obtained by the production method according to any one of claims 7 to 10 in a skin care preparation.
10. The use of a skin proliposome of claim 9 in a skin care formulation, wherein said skin care formulation comprises a cream, an emulsion, a gel, or an aqueous solution.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113230186A (en) * | 2021-05-26 | 2021-08-10 | 广州欧正化妆品技术研究院有限公司 | High-stability moisturizing liposome emulsion and preparation method thereof |
| CN113425620A (en) * | 2021-06-17 | 2021-09-24 | 华熙生物科技股份有限公司 | Liposome for wrapping active component, preparation method and application thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105395420A (en) * | 2015-12-09 | 2016-03-16 | 珀莱雅化妆品股份有限公司 | Plant cosmetic preservative composition and preparation method thereof |
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2020
- 2020-07-01 CN CN202010629046.5A patent/CN111671664A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105395420A (en) * | 2015-12-09 | 2016-03-16 | 珀莱雅化妆品股份有限公司 | Plant cosmetic preservative composition and preparation method thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113230186A (en) * | 2021-05-26 | 2021-08-10 | 广州欧正化妆品技术研究院有限公司 | High-stability moisturizing liposome emulsion and preparation method thereof |
| CN113425620A (en) * | 2021-06-17 | 2021-09-24 | 华熙生物科技股份有限公司 | Liposome for wrapping active component, preparation method and application thereof |
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