+

WO2019059661A1 - Procédé de préparation d'une composition cosmétique comportant une substance biologiquement active dispersée dans celle-ci - Google Patents

Procédé de préparation d'une composition cosmétique comportant une substance biologiquement active dispersée dans celle-ci Download PDF

Info

Publication number
WO2019059661A1
WO2019059661A1 PCT/KR2018/011101 KR2018011101W WO2019059661A1 WO 2019059661 A1 WO2019059661 A1 WO 2019059661A1 KR 2018011101 W KR2018011101 W KR 2018011101W WO 2019059661 A1 WO2019059661 A1 WO 2019059661A1
Authority
WO
WIPO (PCT)
Prior art keywords
astaxanthin
nanodiamond
active substance
physiologically active
water
Prior art date
Application number
PCT/KR2018/011101
Other languages
English (en)
Korean (ko)
Inventor
권명택
임선희
양지혁
Original Assignee
나노다이아랩 주식회사
나노리소스 주식회사
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 나노다이아랩 주식회사, 나노리소스 주식회사 filed Critical 나노다이아랩 주식회사
Publication of WO2019059661A1 publication Critical patent/WO2019059661A1/fr

Links

Images

Classifications

    • 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
    • A61K8/35—Ketones, e.g. benzophenone
    • A61K8/355—Quinones
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • 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
    • A61K8/31—Hydrocarbons
    • 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
    • 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
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30—Characterized by the absence of a particular group of ingredients
    • A61K2800/33—Free of surfactant
    • 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
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/413—Nanosized, i.e. having sizes below 100 nm

Definitions

  • the present invention relates to a nanodiamond composition in which a hydrophobic physiologically active substance such as astaxanthin is dispersed.
  • the present invention relates to a nanodiamond composition dispersed in a hydrophilic solvent by adsorbing a hydrophobic physiologically active substance, such as astaxanthin, And to a nanodiamond composition containing a physiologically active substance having stability.
  • Astaxanthin (3,3'-dihydroxy- ⁇ , ⁇ -carotene-4,4'-dione), which is represented by the formula C 40 H 52 O 4 , is a vitamin A precursor widely distributed in nature, (Di Mascio, P. et al. (1991) Am. J. Clin. Nutr., 53: 194S-200S) belonging to the astaxanthin family of xanthophyll represented by carotene.
  • astaxanthin a scarlet or bright orange pigment present in many foods consumed by humans, is naturally produced and is the most prevalent in marine and marine animals, especially in shrimp, red seabream, salmon ) And sea lobster (Fujita, et al.
  • Astaxanthin inhibits cellular DNA, protein and lipid damage caused by reactive oxygen species during normal aerobic metabolism, inhibits cellular and tissue aging and carcinogenesis, as well as strong biological antioxidants It inhibits the production of radicals (hydroxy or peroxy radicals), thus protecting LDL-cholesterol, cell membranes and tissues by preventing peroxidation and oxidative damage of lipids (Palozza et al. (1992) Arch. Biochem. Biophys., 297: 291-295; Shimidzu, et al. (1996) Fish Sci., 62: 134-137). It is known that astaxanthin has an antioxidant activity that is 100 to 500 times more active than vitamin E, tocoperol, and more than 10 times stronger than beta-carotene, in antioxidant ability to remove monooxygenase have.
  • astaxanthin is a compound having a high melting point (about 160 ° C to 200 ° C), insoluble in water, extremely low in solubility in organic solvents, fats and oils, particularly tends to be isomerized by heating, It tends to be easily denatured by heat, oxygen or light. Due to these properties, astaxanthin has not been used in many applications and has limited commercialization despite the various usefulness mentioned above.
  • Korean Patent Laid-Open No. 10-2009-0107036 discloses a water dispersion having emulsion particles containing a cartinoid-containing oil component and a phospholipid.
  • Korean Patent Publication No. 10-2013-0079401 discloses an emulsifier containing a carotenoid component and a polyglycerol fatty acid ester ≪ / RTI > These patents use phospholipids or polyglycerin fatty acid esters, which are emulsifiers, to disperse carotenoids that are insoluble in water, from dozens to hundreds of times more than carotenoids.
  • a large amount of a surfactant such as an emulsifier component or a polymer substance, is added to a cosmetic composition.
  • a surfactant such as an emulsifier component or a polymer substance
  • These surfactants and polymer substances may have side effects such as destroying the skin barrier function.
  • systems used for transdermal delivery of physiologically active substances contained in cosmetics up to now are mainly made up of an endoplasmic reticulum containing an active substance as a material such as a surfactant, a lipid and a polymer, and in particular, It is possible to promote the transdermal permeation through the improvement of the skin-affinity of the physiologically active substance as a component and the improvement of the skin absorption, so that it is preferentially used over other materials.
  • the liposome which is the most widely used endoplasmic reticulum in cosmetic formulations, is a structure having a monolayer or multilayered lipid membrane which is most similar to a biomembrane. It is easy to permeate an intercellular lipid layer having a width of several tens of nanometers and a physiological substance And is used as one of transdermal delivery systems which facilitate the skin transfer of active molecules.
  • physicochemical instability of the membrane itself, low emulsification stability, and above all, the efficiency of capturing the drug and the stability of the drug itself are very low, and the penetration rate of the skin is not good, and as a result, the efficacy is inevitably limited.
  • the carrier which carries the liposome-containing physiologically active molecule to improve the skin permeability should be able to maintain the stability of the carrier itself and the stability of the carrier substance to the maximum, and the composition, particle size, surface charge of particles, zeta potential It is necessary to optimize the characteristics of the carrier such as size, pH, etc. Ultimately, safety of the skin should be ensured and improvement of the efficacy by the physiologically active molecule should be ensured.
  • the present invention provides a nanodiamond composition capable of transferring a physiologically active substance into the skin without skin irritation or toxicity.
  • the present invention provides a composition capable of dispersing water-insoluble astaxanthin in water without using a surfactant, and a cosmetic comprising the same.
  • the present invention provides a composition in which astaxanthin's light stability can be maintained for a long time.
  • the present invention provides an astaxanthin-containing composition which can be used as a cosmetic by increasing dispersibility and light stability.
  • Bio Active Ingredient useful in the surface functional groups of nanodiamonds.
  • the present invention provides a composition capable of dispersing water-insoluble astaxanthin in water without using a surfactant, and a cosmetic comprising the same.
  • the present invention provides a composition in which astaxanthin's light stability can be maintained for a long time.
  • the present invention provides an astaxanthin-containing composition which can be used as a cosmetic by increasing dispersibility and light stability.
  • the method of the present invention can adsorb a hydrophobic skin biologically active substance or a hydrophilic physiologically active substance to a nanodiamond so that a hydrophilic skin biologically active substance which is difficult to permeate the horny layer of the skin is transferred to the skin together with the hydrophobic substance, .
  • the present invention provides a composition that adsorbs astaxanthin, which is insoluble in water and aggregated and exists in water, to nanodiamonds to increase dispersibility in a hydrophilic solvent such as water.
  • the astaxanthin and nanodiamond-containing composition of the present invention can be present in the composition for a long time without being easily denatured by heat, oxygen or light as the astaxanthin is adsorbed on the nanodiamond.
  • the use amount of the surfactant can be reduced even if the surfactant is not used or used, so that a skin-friendly natural cosmetic can be provided.
  • the cosmetic composition of the present invention stably maintains long-term dispersion of astaxanthin, the inherent function and color (antioxidant property and red color) of astaxanthin can be demonstrated for a long time.
  • FIG. 2 (a) is a schematic view showing that a hydrophobic skin biologically active substance is bound to a surface functional group of a nanodiimide by the solubilizing step
  • FIG. 2 (b) shows a hydrophilic skin biologically active substance (vitamin C) and a hydrophobic skin biologically active substance Knol) is randomly combined (random order, random order, and so on).
  • Fig. 3 shows dispersions of astaxanthin in Examples 1 to 3, Comparative Examples 1 and 2, and Reference Example 1.
  • FIG. 5 is a photograph of a water dispersion of an ND-astaxanthin complex dispersed in water.
  • Figure 6 shows the concentration of astaxanthin in the solution.
  • FIG. 8 shows the particle size distribution of the water-dispersed astaxanthin-NN composite obtained through dynamic light scattering analysis.
  • FIG. 9 is a photograph of a solution taken after 3 weeks from the compositions of Examples 1 to 3 and Comparative Examples 1 and 2, and FIG. 10 is a graph showing changes in concentration during 3 weeks in the room.
  • 11 is a graph showing changes in concentration for three weeks in the light irradiation state.
  • Fig. 12 shows photographs of the cosmetic compositions of Example 4 and Comparative Example 3.
  • Example 14 shows the ND-Eugenol-vitamin C prepared in Example 5 is FT-IR.
  • the present invention relates to a method for producing a cosmetic composition, which comprises a nanodiamond surface modification step and a dispersion step.
  • the surface functional group of the nano-diamond may be surface-modified with at least one of Carboxyl, Lactone, Hydroxy, Phenol, Thiol and Amine.
  • the average size of the nanodiamond particles is 10 to 300 nm, and the number of the functional groups attached to one particle may be 10,000 or more and 1,000,000 or less.
  • a linker may be attached to the surface functional group of the nanodiamonds to amplify the number of functional groups.
  • the linker alkylamine, arylamine, sugar, antioxidant, protein, peptide, nucleic acid or SiCH compound can be used.
  • the linker may be covalently attached to the functional group.
  • the dispersing step is a step of dispersing the hydrophobic physiologically active substance and the surface-modified nanodiamond in a hydrophilic solvent.
  • hydrophobic physiologically active substances include eugenol, Retinol, CAFFEIC ACID, CARNOSIC ACID, CATECHIN, COENZYME-Q10, CURCUMIN, ELLAGIC ACID, FERULIC ACID, IDEBENONE, ISOFLAVONE, LINOLEIC ACID, LIPOIC ACID, LYCOPENE, OLEANOLIC ACID, VITAMIN A, VITAMIN B VITAMIN E, VITAMIN F, CHOLESTEROL, PHYTOSPHINGOSINE, SQUALENE, GLYCOSPHINGOLIPID, BETA-SITOSTEROL, LAURIC ACID, LECITHIN, preferably Astaxanthin, . Retinol, VITAMIN A, VITAMIN B VITAMIN E, VITAMIN F.
  • 100 to 200 ppm of the hydrophobic physiologically active substance and 500 to 10,000 ppm of the surface-modified nanodiamond can be mixed in the hydrophilic solvent.
  • the dispersing step may include 1: 5-50 by weight of the hydrophobic bioactive material and the nanodiamond.
  • the dispersing step may be such that the weight ratio of the astaxanthin to the nanodiamond is in the range of 1: 3.1-10 (astaxanthin: nanodiamond).
  • the hydrophobic physiologically active substance is adsorbed on the nanodiamond to form a hydrophobic physiologically active substance-nanodiamond complex.
  • the dispersing step may further include adding a hydrophilic physiologically active substance.
  • the hydrophilic physiologically active substance refers to a substance which is hydrophilic and has an excellent skin improving effect, and is not particularly limited as long as it is known to those skilled in the art.
  • the hydrophobic skin physiologically active substance has a distribution coefficient (log P value) of 1 to 3 and is easily permeable to the skin horny layer.
  • the hydrophilic skin physiologically active substance has a distribution coefficient (log P value) 1). ≪ / RTI >
  • the hydrophobic physiologically active substance as well as the hydrophilic physiologically active substance are adsorbed on the nanodiamond to form a hydrophobic bioactive substance-hydrophilic bioactive substance-nanodiamond complex.
  • the solvent may be water, ethanol, or a mixture of water and ethanol, or buffer solutions.
  • the pH can be controlled according to the concentration or hydrophobicity of the hydrophobic skin biologically active material and the hydrophilic skin biologically active material, and the content of the nanodiamond.
  • the dispersing step may have a pH of 3 to 10, preferably 5 to 8, more preferably 6 to 7.
  • the dispersing step of the present invention can be carried out by stirring the mixture at an appropriate pH condition without additives such as a surfactant.
  • the weight ratio (or molar ratio) of the nanodiamond particles: hydrophilic skin biologically active substance: hydrophobic skin biologically active substance added in the dispersion step may be mixed in an appropriate range.
  • the method may include adding at least 2000 ppm of the nanodiamond. More specifically, the nano-diamonds may be added in an amount of 0.001 to 20 wt% relative to the solvent.
  • the amount of the physiologically active substance may be 5 to 30% of the weight of the surface-modified nanodiamond.
  • the content of the physiologically active substance may be in the range of 0.1 to 1,000% of the weight of the surface-modified nano diamond.
  • the hydrophobic and hydrophilic physiologically active substance may exist in a molecular unit by binding with 10,000 to 1,000,000 or less functional groups present on the surface of the nanodiamond particles.
  • the dispersing step may be performed by non-covalently bonding the hydrophobic skin biologically active substance and the hydrophilic skin biologically active substance by interaction between the surface functional group of the nanodiamond and the surface layer of the nanodiamond.
  • FIG. 2 (b) is a conceptual diagram showing that molecules of the hydrophobic and hydrophilic physiologically active substance are randomly bonded (random order, random order, or the like) to the nanodiamond surface functional group by the mixing step.
  • hydrophobic skin physiologically active substances are bound to a part of these functional groups, and hydrophilic skin biologically active substances have. That is, a large number of hydrophilic bioactive molecules and hydrophobic bioactive molecules may be present simultaneously on one nanodiamond particle.
  • the molar range of the skin biologically active substance bound per nanodiamond particle may be in the range of 1 x 10-4 mol / g to 1 x 10-2 mol / g at the maximum.
  • the complex may be dispersed in a solvent by non-covalently bonding the hydrophobic physiologically active substance and the hydrophilic physiologically active substance by interaction between the surface functional group of the nanodiamond and the surface water layer of the nanodiamond.
  • the astaxanthin has a structural formula of C 40 H 52 O 4 and may include derivatives thereof. In the present invention, they are collectively referred to as astaxanthin unless otherwise specified.
  • the astaxanthin used in the present invention may be derived from natural materials such as plants, algae, crustaceans and bacteria, and may be synthesized.
  • the astaxanthin can be extracted from red yeast Papia, green alga hematococzus, marine bacteria, krill, etc., and commercially available ones can be purchased and used.
  • the nanodiamond and astaxanthin are present in complex form, and this complex is formed by van der Waals bond between the nanodiamond and astaxanthin and partial hydrogen bonding and electrostatic attraction .
  • pores due to the shape of the nano-diamond (4 nm-sized diamond crystals may be arbitrarily combined by electrostatic bonding to form an aggregate, thereby forming a lot of voids inside the structure).
  • the nanodiamond may be added to water as a hydrophilic solvent at 500 to 10000 ppm, and the astaxanthin at 100 to 200 ppm.
  • nanodiamond-astaxanthin complex of the present invention can be prepared by the following method.
  • the method can include the steps of forming a composition comprising astaxanthin, nanostructures, astaxanthin, nanodiamonds and a hydrophilic solvent, stirring the composition for a period of time, separating from the solvent and drying to obtain a nanodiamond-astaxanthin complex .
  • the weight ratio of the astaxanthin and the nanodiamond added to the composition may be 3.1 to 10.
  • 2 to 20 parts by weight of the astaxanthin may be adsorbed on the surface of the nano diamond relative to 100 parts by weight of the nano diamond.
  • the above-mentioned astaxanthin-nano diamond composite may have a particle size of 50 to 500 nm.
  • the astaxanthin oil when the astaxanthin oil is mixed with water, it is not dispersed (dissolved), whereas the particle size measured by agglomeration is 400 nm or more.
  • the nanodiamond-astaxanthin complex when dispersed in water as in the present invention, (Size including nano diamond size).
  • the present invention relates to a cosmetic composition comprising the above dispersion composition.
  • the cosmetic may be a cosmetic lotion (skin), serum, cream, emulsion, cream pack, mask pack, liquid body washing liquid, UV care cosmetics or cosmetics for tanning.
  • the cosmetic may include water, a skin conditioner, a moisturizer, a whitening agent, an antioxidant, a sunscreen agent, a surfactant, a thickener, an alcohol, a preservative, a gelling agent, an incense, a filler or a dye.
  • the cosmetic may not contain a surfactant.
  • the cosmetic may comprise a composition comprising astaxanthin, a nanodiamond, and a hydrophilic solvent prepared as described above.
  • the cosmetic composition may further contain cosmetic ingredients such as water, a skin conditioner, a moisturizer, a whitening agent, an antioxidant, a sunscreen agent, a surfactant, a thickener, an alcohol, a preservative, a gelling agent, Tin. ≪ / RTI >
  • cosmetic ingredients such as water, a skin conditioner, a moisturizer, a whitening agent, an antioxidant, a sunscreen agent, a surfactant, a thickener, an alcohol, a preservative, a gelling agent, Tin. ≪ / RTI >
  • the cosmetic material may contain 0.01 to 1% by weight of the nanodiamond, 0.01 to 10% by weight, preferably 0.1 to 5% by weight, more preferably 1 to 3% by weight of astaxanthin relative to the total weight.
  • the cosmetic may contain 0.01 to 10% by weight, preferably 0.1 to 5% by weight, more preferably 1 to 3% by weight of the nanodiamond-astaxanthin complex or composite dispersion prepared as described above .
  • the cosmetic composition of the present invention can disperse astaxanthin (astaxanthin), which is an oil component, without disturbing the surfactant, and also can separate astaxanthin (astaxanthin), which is inferior in oxidation stability and light stability, Even if additives are not used, stability in an aqueous solution state can be remarkably increased by adding nano-diamonds or by using them in the form of astaxanthin-nano-diamond complexes.
  • the NDs prepared above were dispersed in water to give concentrations of 250 ppm (Comparative Example 1), 500 ppm (Reference Example 1), 1,000 ppm (Example 1), 2,000 ppm (Example 2) and 4,000 ppm (Example 3) . 17.3 (mg) of Hematococcus pluvialis extract (GDE) containing about 161 ppm of astaxanthin was added to 5 ml of ND dispersion and stirred at room temperature for 3 hours.
  • GDE Hematococcus pluvialis extract
  • Fig. 3 shows dispersions of astaxanthin in Examples 1 to 3, Comparative Examples 1 and 2, and Reference Example 1.
  • the particle size (Z-Average Size) of Comparative Example 1, Reference Example 1, and Examples 1 to 3 is a size including an ND size (50 nm).
  • composition prepared above (solutions of Examples 1 to 3, Comparative Examples 1 and 2, and Reference Example 1) was passed through a membrane filter (pore size 0.20 ⁇ ) , And the solution passed through the filter was separated and shown in Fig. The concentration of astaxanthin in the solution was measured and shown in Table 2 and FIG.
  • Examples 1 to 3 contained astaxanthin in an amount of 6 to 40 times greater than that of Comparative Examples 1 and 2.
  • FIG. 8 shows the particle size distribution of the water-dispersed astaxanthin-NN composite obtained through dynamic light scattering analysis. Three different particle size analyzes show that the water-dispersed composites have a uniform particle size. From these particle size analyzes, it can be seen that astaxanthin and nanodiamonds exist as a single complex rather than as separate forms.
  • compositions (the solutions of Examples 1 to 3, Comparative Examples 1 and 2, and Reference Example 1) prepared above were allowed to stand at room temperature (room) for 3 weeks.
  • FIG. 9 is a photograph of the solution after 3 weeks, and
  • FIG. 10 is a graph showing changes in concentration for 3 weeks.
  • the solutions of Examples 1 to 3 showed red most similar to the original color, but in Comparative Example 2, the solution turned from red to yellow. That is, in Comparative Example 2, the concentration of astaxanthin decreased remarkably after 3 weeks because of the instability due to the autoxidation reaction caused by the radical chain reaction of astaxanthin.
  • the astaxanthin free radicals are formed in air or water, and the oxidation reaction proceeds until all these free radicals are consumed, causing oxidative decomposition of astaxanthin.
  • compositions prepared above (the solutions of Examples 1 to 3, Comparative Examples 1 and 2, and Reference Example 1) were allowed to stand outdoors in the sunlight for three weeks.
  • Fig. 11 is a graph showing changes in concentration for 3 weeks.
  • the solutions of Examples 1 to 3 were maintained at a concentration of 40 to 60% based on the initial concentration, but in Comparative Example 2, the concentration of the solution was decreased due to light (oxidation reaction was promoted).
  • Example 4 Comparative Example 3 Nolly Water 58% Same as left Purified water 16.85% Panthenol 10% Butylene glycol 9% Propylene glycol 4.4% 1,2-hexanediol 1.5% Carbomer 0.1% Nanodiamond / astaxanthin complex 0.15% - Hematokokusu extract oil - 0.15%
  • the cosmetic composition having the components as shown in Table 3 was mixed and stirred while heating at 60 DEG C, and then the nanodiamond-astaxanthin complex (Example 4) and the hematococcus extract oil (Comparative Example 3) Astaxanthin complex and hematococcus extract oil were dispersed in cosmetics.
  • Fig. 12 shows photographs of the cosmetic compositions of Example 4 and Comparative Example 3.
  • Fig. In Comparative Example 3, the hematococcus extract oil was mixed with water in a lump state. In Example 4, however, the nanodiamond-astaxanthin complex was uniformly dispersed in water even though no surfactant was added .
  • the ND-Eugenol-vitamin C thus prepared was confirmed to be present in the complex using FT-IR (FIG. 14).
  • the ND-COCl 2 obtained by the above reaction was thoroughly mixed with anhydrous DMSO using ultrasonic waves, and 0.3 mL of pyridine and 5 g of ethylenediamine were added thereto.
  • the reaction mixture was stirred at room temperature for 24 hours, and then the reaction solution was washed with deionized water (10,000 rpm, 10 minutes) to remove DMSO by using a vacuum device. This procedure was repeated five times.
  • the hydrophobic skin physiologically active substance Eugenol and the hydrophilic skin physiologically active substance vitamin C were added to water without stirring the nanodiamonds (the content conditions were the same as in Example 5).
  • percutaneous absorption experiments were conducted according to the published guidelines (Test Guideline 428: Skin Absorption: in vitro Method, OECD, Paris, In vitro skin absorption test guidelines, Korea Food & Drug Administration (2010)).
  • Percutaneous absorption experiments were performed using porcine skin (pig skin), and the prepared skin was treated with a donor and receptor of a vertical diffusion cell (Franz diffusion cell, Logan FDC-6, Logan instrument Corp., Somerset, NJ, USA) ) With the epidermis facing up (toward the donor) and the dermis down (toward the receptor).
  • the receptor was filled with PBS solution (phosphate-buffered saline, pH 7.4, 32 ° C) and allowed to stand for 1 hour to allow the pig skin to equilibrate with the PBS solution. Thereafter, the ND-COOH fluorescent derivative prepared in Example 7 was dispersed in 0.5 mL of water and applied to the skin. After 12, 24, and 48 hours, the skin tissues were collected, washed with deionized water, and fixed in 10% formaldehyde for 18 hours. After fixation, frozen sections (14 ⁇ m) were prepared using Microm HM520 cryostat (Thermo) and mounted on glass slides.
  • PBS solution phosphate-buffered saline, pH 7.4, 32 ° C
  • the prepared slides were washed with PBS buffer solution for 10 minutes and exposed to 0.2 mM DAPI solution for 7 minutes to stain nuclei in the tissue.
  • the stained tissue was again washed with PBS buffer three times for 10 minutes, fixed on a slide using mounting media, and observed with a confocal microscope. The results are shown in FIG.
  • a sample of the receptor was recovered at 6, 12, 18, 24, 30, 36, and 48 hours, and the fluorescence value of the fluorescent substance transmitted through the receptor was measured using a fluorescence measuring apparatus. .
  • the present invention can apply astaxanthin's inherent functions and color (antioxidant property and red color) to cosmetics.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention concerne une composition de nanodiamant contenant un caroténoïde présentant une dispersibilité, une uniformité et une stabilité en permettant à un caroténoïde faiblement soluble dans l'eau d'être adsorbé sur des surfaces de nanodiamants dispersés dans un solvant hydrophile. La présente invention concerne une composition dans laquelle un caroténoïde (astaxanthine), qui est insoluble dans l'eau et présent dans un agrégat, est adsorbé sur des nanodiamants pour augmenter la dispersibilité de celui-ci dans un solvant hydrophile, tel que l'eau. Dans la composition contenant un caroténoïde (astaxanthine) et des nanodiamants de la présente invention, le caroténoïde (astaxanthine) est adsorbé sur des nanodiamants et, par conséquent, le caroténoïde peut être présent dans la composition pendant une longue durée sans être facilement dénaturé par la chaleur, l'oxygène ou la lumière. À savoir, lorsque la composition de la présente invention est utilisée en tant que matériau cosmétique, un tensioactif n'est pas utilisé, ou même si le tensioactif est utilisé, la quantité d'utilisation de celui-ci peut être diminuée et, par conséquent, un matériau cosmétique naturel respectueux de la peau peut être fourni. La composition cosmétique de la présente invention permet qu'un caroténoïde (astaxanthine) qoit dispersé et maintenu de façon stable pendant une longue durée et, par conséquent, peut présenter des fonctions et une couleur inhérentes (caractéristiques antioxydantes et couleur rouge) du caroténoïde (astaxanthine) pendant une longue durée.
PCT/KR2018/011101 2017-09-22 2018-09-20 Procédé de préparation d'une composition cosmétique comportant une substance biologiquement active dispersée dans celle-ci WO2019059661A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2017-0122317 2017-09-22
KR1020170122317A KR101875407B1 (ko) 2017-09-22 2017-09-22 아스타잔틴이 분산된 화장료 조성물의 제조방법

Publications (1)

Publication Number Publication Date
WO2019059661A1 true WO2019059661A1 (fr) 2019-03-28

Family

ID=62920844

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2018/011101 WO2019059661A1 (fr) 2017-09-22 2018-09-20 Procédé de préparation d'une composition cosmétique comportant une substance biologiquement active dispersée dans celle-ci

Country Status (2)

Country Link
KR (1) KR101875407B1 (fr)
WO (1) WO2019059661A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115068445A (zh) * 2022-05-31 2022-09-20 江苏集萃先进高分子材料研究所有限公司 一种光稳定性的虾青素纳米颗粒及其制备方法

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101875407B1 (ko) * 2017-09-22 2018-07-06 나노다이아랩(주) 아스타잔틴이 분산된 화장료 조성물의 제조방법
CN113081906B (zh) * 2021-04-30 2022-09-09 广州市科能化妆品科研有限公司 虾青素组合物及其制备方法和应用
KR102598627B1 (ko) * 2022-12-23 2023-11-06 에이앤펩주식회사 안정성이 향상된 아스타잔틴 용액의 제조방법과 이를 포함하는 화장료 조성물

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008179619A (ja) * 2006-12-28 2008-08-07 Nisshin Pharma Inc アスタキサンチン含有組成物
KR20090037774A (ko) * 2007-10-13 2009-04-16 나노다이아몬드 주식회사 표면 기능화를 통해 제조된 나노다이아몬드 화합물
KR20090107036A (ko) * 2007-01-05 2009-10-12 후지필름 가부시키가이샤 분산 조성물, 스킨케어용 화장료, 및 분산 조성물의 제조방법
KR20160063529A (ko) * 2014-11-26 2016-06-07 나노리소스 주식회사 항산화 나노다이아몬드, 이의 제조방법 및 이를 포함하는 조성물
KR20160132296A (ko) * 2015-05-08 2016-11-17 나노리소스 주식회사 나노다이아몬드를 이용한 생리 활성물질의 경피 전달 방법
JP2017128482A (ja) * 2016-01-21 2017-07-27 株式会社ダイセル 表面修飾ナノダイヤモンドおよびナノダイヤモンド分散液
KR101875407B1 (ko) * 2017-09-22 2018-07-06 나노다이아랩(주) 아스타잔틴이 분산된 화장료 조성물의 제조방법

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL2009980C2 (en) * 2012-12-13 2014-06-16 Ct Voor Tech Informatica B V A method of producing glass products from glass product material and an assembly for performing said method.

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008179619A (ja) * 2006-12-28 2008-08-07 Nisshin Pharma Inc アスタキサンチン含有組成物
KR20090107036A (ko) * 2007-01-05 2009-10-12 후지필름 가부시키가이샤 분산 조성물, 스킨케어용 화장료, 및 분산 조성물의 제조방법
KR20090037774A (ko) * 2007-10-13 2009-04-16 나노다이아몬드 주식회사 표면 기능화를 통해 제조된 나노다이아몬드 화합물
KR20160063529A (ko) * 2014-11-26 2016-06-07 나노리소스 주식회사 항산화 나노다이아몬드, 이의 제조방법 및 이를 포함하는 조성물
KR20160132296A (ko) * 2015-05-08 2016-11-17 나노리소스 주식회사 나노다이아몬드를 이용한 생리 활성물질의 경피 전달 방법
JP2017128482A (ja) * 2016-01-21 2017-07-27 株式会社ダイセル 表面修飾ナノダイヤモンドおよびナノダイヤモンド分散液
KR101875407B1 (ko) * 2017-09-22 2018-07-06 나노다이아랩(주) 아스타잔틴이 분산된 화장료 조성물의 제조방법

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115068445A (zh) * 2022-05-31 2022-09-20 江苏集萃先进高分子材料研究所有限公司 一种光稳定性的虾青素纳米颗粒及其制备方法
CN115068445B (zh) * 2022-05-31 2023-05-26 江苏集萃先进高分子材料研究所有限公司 一种光稳定性的虾青素纳米颗粒及其制备方法

Also Published As

Publication number Publication date
KR101875407B1 (ko) 2018-07-06

Similar Documents

Publication Publication Date Title
WO2019059661A1 (fr) Procédé de préparation d'une composition cosmétique comportant une substance biologiquement active dispersée dans celle-ci
WO2018181538A1 (fr) Nanodisque et son procédé de production
CN113288841B (zh) 一种面膜液及其制备方法
WO2010117199A2 (fr) Nanoparticules de la coenzyme q10, leur procédé de préparation et composition contenant de telles nanoparticules
Ghareaghajlou et al. Nano-liposomal system based on lyophilization of monophase solution technique for encapsulating anthocyanin-rich extract from red cabbage
WO2016182277A2 (fr) Procédé d'administration transdermique pour substance bioactive employant un nanodiamant
Shakeel et al. Antioxidant and cytotoxic effects of vanillin via eucalyptus oil containing self-nanoemulsifying drug delivery system
CN105073202A (zh) 含有富含类胡萝卜素的运动节杆菌提取物的化妆品、药物或食品组合物
Chen et al. Fabrication, characterization, and in vitro digestion of bamboo leaf extract loaded liposomes
CN115487083A (zh) 虾青素化妆料组合物的制造方法
Shan et al. Surfactin effectively improves bioavailability of curcumin by formation of nano-capsulation
WO2016108634A2 (fr) Nanostructure multi-lamellaire de type hybride de facteur de croissance épidermique et liposome et procédé de fabrication associé
WO2019139214A1 (fr) Composition cosmétique contenant un algasome comprenant, au sein de ce dernier, un extrait de micro-algues
CN113368055A (zh) 一种纳米脂质体乳剂的制备方法
WO2015199378A1 (fr) Dérivé d'acide poly-γ-glutamique, et préparation le contenant
Naik et al. Sustained transdermal release of lignans facilitated by sophorolipid based transferosomal hydrogel for cosmetic application
WO2018135912A2 (fr) Composition comprenant du ginsénoside capturé par la curcumine et une nanoparticule lipidique à base de phospholipides en tant que principe actif pour la prévention ou le traitement d'une infection par helicobacter pylori
WO2024248263A1 (fr) Composition de liposome comprenant un extrait de culture de sphingomonas olei
WO2021049768A1 (fr) Nanocapsule revêtue de chitosane contenant du rétinol ou un dérivé de rétinol, et son utilisation
WO2023171873A1 (fr) Nanoéthosomes composites lipidiques solides et leur procédé de préparation
Nguyen et al. Preparation and physicochemical evaluation of hydrogel containing quercetin phytosomes.
WO2021070778A1 (fr) Nanodisque
CN114306362A (zh) 抗菌和抗氧化活性增强型黄芩苷酯衍生物的应用
KR20110114068A (ko) 비타민 복합체, 이를 제조하는 방법 및 이를 포함하는 화장료 조성물
WO2020091456A1 (fr) Structure de réseau cœur-écorce comprenant un biopolymère et composition comprenant celle-ci

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 18858972

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 18858972

Country of ref document: EP

Kind code of ref document: A1

32PN Ep: public notification in the ep bulletin as address of the adressee cannot be established

Free format text: NOTING OF LOSS OF RIGHTS PURSUANT TO RULE 112(1) EPC (EPO FORM 1205A DATED 01/02/2021)

122 Ep: pct application non-entry in european phase

Ref document number: 18858972

Country of ref document: EP

Kind code of ref document: A1

点击 这是indexloc提供的php浏览器服务，不要输入任何密码和下载