KR101816019B1 - Green-ceramides, compositions comprising the green-ceramides and method for preparing the green-ceramides - Google Patents
Green-ceramides, compositions comprising the green-ceramides and method for preparing the green-ceramides Download PDFInfo
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- KR101816019B1 KR101816019B1 KR1020160004414A KR20160004414A KR101816019B1 KR 101816019 B1 KR101816019 B1 KR 101816019B1 KR 1020160004414 A KR1020160004414 A KR 1020160004414A KR 20160004414 A KR20160004414 A KR 20160004414A KR 101816019 B1 KR101816019 B1 KR 101816019B1
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- green
- oil
- ceramide
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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
- A61K8/68—Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/164—Amides, e.g. hydroxamic acids of a carboxylic acid with an aminoalcohol, e.g. ceramides
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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
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
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- A23V2200/00—Function of food ingredients
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Abstract
The present invention relates to a composition comprising ceramides comprising two or more ceramides having different fatty acids, wherein the ceramides are green ceramides comprising fatty acids derived from a fatty acid natural source, wherein the green ceramides have a fatty acid composition And a method for producing the green ceramide composition. Using this, a green ceramide having a natural fatty acid composition retained in a natural source can be obtained. Such a green ceramide can be utilized for various medicines, cosmetics, and health functional foods because its functionality is remarkably increased as compared with a natural source.
Description
The techniques disclosed herein relate to compositions comprising a ceramide mixture having a fatty acid composition derived from nature. Specifically, the present invention relates to green ceramides having a fatty acid composition of a natural oil, a composition containing the same, and a method for producing the same.
Skin is an organ that protects the human body. It consists of epidermis, dermis and subcutaneous fat layer. The dermis is responsible for collagen formation and is composed of various connective tissues. The epidermis is composed of the basal layer, the granular layer and the stratum corneum, and plays an important role to protect the human body from external environment. In particular, skin health is taken up by the stratum corneum, which is composed of cornified cells and several layers of lipid layers filling the intercellular lipid layer.
It is an intercellular lipid layer in the stratum corneum which plays an important role in preventing the entry of harmful substances from the outside and preventing the evaporation of water from the human body. This is called the permeability barrier. The aging process of the human body is mainly caused by the decomposition of collagen in the dermis layer, resulting in wrinkles. However, skin health is affected by the epidermal cells, especially the stratum corneum, and various skin diseases such as atopy, psoriasis, dry skin and itching are caused by the change of the lipid composition of the stratum corneum.
The lipid composition of the epidermis includes phospholipids, triglycerides, free fatty acids, free sterols, esterified sterols, ceramides, hydrocarbons, The phospholipid content in the basal layer is about 45% and the content of lipid in the basal layer is about 10%. This lipid composition changes as the degradation of phospholipids accelerates as they rise to the outer layers. As a result, the content of phospholipid in the stratum corneum is reduced to about 5%, and the lipid composition of triglyceride is 25%, free fatty acid is 20%, sterol is 20% and ceramide is 20%.
The length of the fatty acids bound to ceramides, which are the most important constituents of the skin barrier, is in the form of various combinations of fatty acids having 16 to 34 chain lengths. These results suggest that phospholipid degradation occurs in the outer layer of the epidermis and that the degraded phospholipids are remodeled and converted to triglycerides, fatty acids, and ceramides.
The increase of ceramide in the stratum corneum induces keratinocyte death, and dead keratinocyte and intercellular lipid constitute stratum corneum. Ceramide is a substance that is amide linkage of fatty acids to sphingosine basic skeleton called Sphingosine, phytosphingosine and sphinganine. It is a kind of fatty acid, They are classified into various ceramides. Seven to nine kinds of ceramides have been identified in the skin so far, and studies on its function have been actively conducted.
In addition to forming a lipid bilayer and responsible for skin moisturization, ceramides have a role in contributing to the solubility of cholesterol, reducing the fluidity of biological membranes, affecting skin cell differentiation and growth, signaling in the skin And the like. The various lipid compositions applied to the skin play a role in helping to produce optimal intercellular lipid composition by affecting intercellular lipid metabolism.
In one aspect, the present invention seeks to provide ceramides having excellent functionality.
In another aspect, the present invention seeks to provide a natural-friendly ceramide.
In one aspect, the present invention is a composition comprising a ceramide, wherein the composition comprises two or more ceramides having different fatty acids, wherein the ceramides are green ceramides comprising fatty acids derived from natural oils, Are green ceramide compositions having a fatty acid composition derived from the fatty acid composition of natural oils.
In another aspect, the fatty acid composition of the green ceramides may be a composition comprising at least two major fatty acids occupying not less than 5% by weight based on the total weight of the total fatty acids in the fatty acids constituting the natural oil.
In another aspect, the fatty acid composition of the green ceramides may represent a composition of a ratio of each weight ratio of the major fatty acids of the natural oil or within a range of 15% of the molar ratio.
In another aspect, the natural oil may be vegetable, animal, or a mixture thereof.
In another aspect, the natural oils are selected from the group consisting of, but not limited to, shea butter oil, argan oil, macadamia oil, camellia oil, camellia seed oil, rose hip oil, olive oil, corn oil, baobab oil, Berry oil, husk oil, and cinnabar oil.
In one aspect, the present invention may be a composition for anti-inflammation, promotion of collagen synthesis, or anti-aging composition containing the above-mentioned green ceramide composition as an active ingredient.
In one aspect, the invention provides a method of making a green ceramide composition comprising: And emulsifying the natural oil; and the like.
In another aspect, the method for preparing a green ceramide composition according to the present invention is characterized in that the enzyme is not added in any step of the whole process.
In one aspect, the present invention provides a green ceramide which maintains the natural fatty acid composition of a natural source as it is, and since the green ceramide has a significantly increased functionality compared to a natural source, it can be utilized in various medicines, cosmetics, .
Figs. 1A to 1D show the results of analysis of a green ceramide composition according to the present invention by a thin layer chromatography method. Fig. Figure 1e is a result of performing a thin layer chromatography (TLC) with ceramide NP on a bee's wax, a green ceramide composition prepared from bee's wax according to one embodiment of the present invention .
Figures 2 to 16 show the results of LC-MS analysis of the green ceramide composition according to the present invention. Fig. 2 is a schematic diagram of a green ceramide derived from shea butter, Figs. 3a to 3b are green ceramide derived from argan oil, Fig. 4 is a green ceramide derived from macadamia oil, Figs. 5a and 5b are green ceramide derived from Camellia oil, Figs. 8A to 8B show a green ceramide derived from olive oil, Fig. 9 shows green ceramide derived from moringa oil, Figs. 10A and 10B show green ceramides derived from baobab oil 12A and 12B are green ceramides derived from red palm oil, FIGS. 13A and 13B are green ceramide derived from horse oil, FIG. 14 is green ceramide derived from berry oil, FIG. 15A And Fig. 15B are graphs showing the results of comparison between the amounts of Huskin oil (combination of two or more kinds of vegetable oils Johann will) derived from green ceramide, Figure 16a and Figure 16b the results of the oil seed beokson derived green ceramide.
FIGS. 17 and 18 are graphs showing the amounts of TNF-.alpha. Before and after UV irradiation and in the positive control group. FIG. Figure 17 shows the results of the green ceramide compositions according to the present invention, and Figure 18 shows the results of the natural oils.
19 and 20 are graphs showing amounts of procollagen in the treatment of ascorbic acid before and after irradiation with ultraviolet rays and positive control. Figure 19 shows the results of the green ceramide compositions according to the present invention, and Figure 20 shows the results of the natural oils.
As used herein, "green ceramide" means a ceramide having a fatty acid derived from a natural source. Green ceramides may contain two or more ceramides with different fatty acids. More specifically, " green ceramide " may refer to a composition comprising the native fatty acid composition of a natural source, or a mixture comprising a mixture of ceramides having a composition derived from the native fatty acid composition or a mixture thereof.
As used herein, the term " natural source of fatty acid " refers to all naturally occurring substances that enable the synthesis of ceramides by providing a fatty acid to a phytosphingosine. For example, natural oils, natural waxes or natural oils. Such fatty acid natural sources include those derived from animals, plants or minerals. The fatty acid natural source may be a natural oil. For example, when the natural source of the fatty acid is a natural oil, a composition containing a ceramide mixture inheriting the composition of the fatty acid originally possessed by the natural oil, that is, the kind and / or the ratio of the fatty acid is an example of "green ceramide" .
A "inherited type of fatty acid" may mean that one or more of the major fatty acids of a natural source has been inherited. More preferably, " inheriting the type of fatty acid " may mean inheriting two or more of the major fatty acids among the various fatty acids present in the natural source. More preferably, " inheriting the type of fatty acid " may mean that three or more of the major fatty acids among the various fatty acids possessed by the natural source have been inherited. More preferably, " inheriting the type of fatty acid " may mean that at least four of the major fatty acids in the natural source have been inherited. Theoretically most preferably, it may mean that all of the major fatty acids present in the natural source have been inherited. By "major fatty acid" is meant at least 2 wt%, at least 3 wt%, at least 4 wt%, at least 5 wt%, at least 6 wt%, at least 7 wt%, at least 8 wt% % Or more, or 10% or more by weight of the total weight of the composition.
A "inherited ratio of fatty acids" can mean a substantial inheritance of the fatty acid composition ratio of the natural source. "Substantially inherited" means that the percentage of each fatty acid constituting the green ceramide is ± 30%, ± 29%, ± 28%, ± 27%, ± 26%, ± 25%, ± 24% %, 23%, 22%, 21%, 20%, 19%, 18%, 17%, 16%, 15%, 14%, 13%, 12% Within ± 11%, ± 10%, ± 9%, ± 8%, ± 7%, ± 6%, ± 5%, ± 4%, ± 3%, ± 2%, ± 1% or ± 0.5% Quot; and " within " For example, when the major fatty acids of the natural oil as a natural source are A, B and C, and their weight ratio or molar ratio A: B: C is 50: 30: 12, the fatty acids of the green ceramides The weight ratio or the molar ratio of the fatty acids may be ± 5% of the respective fatty acid content of the natural source, ie, 50 ± 2.5: 30 ± 1.5: 12 ± 0.6.
In one aspect, the invention is a composition comprising a ceramide, wherein the composition comprises two or more ceramides having different fatty acids, wherein the ceramide is a green ceramide comprising a fatty acid derived from a natural source, Is a green ceramide composition having a fatty acid composition derived from the fatty acid composition of a natural source.
In another aspect, the fatty acid composition of the green ceramides may be a composition comprising at least two major fatty acids occupying at least 5% by weight based on the total weight of the total fatty acids in the fatty acids constituting the natural source.
In another aspect, the fatty acid composition of the green ceramides may represent a composition in a ratio falling within a range of ± 30%, ± 20%, ± 15%, or ± 10% of the weight ratio or the molar ratio of the major fatty acids of the natural source . On the other hand, in the composition ratio, the composition ratio was ± 30%, ± 29%, ± 28%, ± 27%, ± 26%, ± 25%, ± 24%, ± 23%, ± 22%, ± 21% %, ± 18%, ± 17%, ± 16%, ± 15%, ± 14%, ± 13%, ± 12%, ± 11%, ± 10%, ± 9%, ± 8% Or within ± 6%, ± 5%, ± 4%, ± 3%, ± 2%, ± 1%, or ± 0.5%.
In another aspect, the natural source may be vegetable, animal, or a mixture thereof.
In another aspect, the natural oils are selected from the group consisting of argan oil, macadamia nut oil, camellia oil, meadow oat seed oil, rose hip oil, olive oil, corn oil, baobab oil, green tea seed oil, red palm oil, , Husk oil, seed oil, sunflower seed oil, black sesame oil, and emu oil.
In another aspect, the natural butter is shea butter and the green ceramide composition comprises green ceramides having stearic acid or oleic acid derived from the shear butter, wherein the weight ratio or molar ratio of stearic acid green ceramide to oleic acid green ceramide is , The weight ratio of stearic acid and oleic acid in the shea butter, or the molar ratio, which is within a range of 占 15% of the weight ratio of each fatty acid in the shea butter oil or the molar ratio.
In another aspect, the natural oil is an argan oil, wherein the green ceramide composition comprises green ceramides having palmitic acid, stearic acid, oleic acid or linoleic acid derived from the argan oil, wherein the palmitic acid green ceramide, The weight ratio or the molar ratio of the acid green ceramide, the oleic acid green ceramide and the linoleic acid green ceramide is in the range of the weight ratio or molar ratio of palmitic acid, stearic acid, oleic acid and linoleic acid in the argan oil, Lt; RTI ID = 0.0 > 15%. ≪ / RTI >
In another aspect, the natural oil is macadamia oil and the green ceramide composition comprises green ceramides having palmitic acid, palmitoleic acid or oleic acid derived from the macadamia oil, wherein the palmitic acid green ceramide, The weight ratio or molar ratio of lecanthin green ceramide and oleic acid green ceramide is determined by the weight ratio or molar ratio of palmitic acid, palmitoleic acid and oleic acid in macadamia oil, and is within the range of ± 15% by weight or mole ratio of each fatty acid in macadamia oil / RTI > composition.
In another aspect, the natural oil is camellia oil, and the green ceramide composition comprises green ceramides having oleic acid, linoleic acid or linolenic acid derived from the Camellia oil, wherein the oleic acid green ceramide, linoleic acid green ceramide and linolenic acid green ceramide The weight ratio or molar ratio may be a green ceramide composition in which the weight ratio or the molar ratio of oleic acid, linoleic acid and linolenic acid in the camellia oil is inherited, and the ratio is within a range of ± 15% of the weight ratio or molar ratio of each fatty acid in camellia oil.
In another aspect, the natural oil is a camo seed oil and the green ceramide composition is selected from the group consisting of oleic acid, linoleic acid, linolenic acid, eicosenoic acid, behenic acid, A green ceramide having an erucic acid, wherein the green ceramide is selected from the group consisting of oleic acid green ceramide, linoleic acid green ceramide, linolenic acid green ceramide, eicosenoic acid green ceramide, behenic acid green ceramide, and erucic acid erucic acid green ceramide can be determined by weight or molar ratio of oleic acid, linoleic acid, linolenic acid, eicosenoic acid, behenic acid and erucic acid in the whey seed oil. The ratio of the weight of each fatty acid in the seed oil to the weight of the fatty acid within the range of ± 15% Lt; / RTI > ceramide composition.
In another aspect, the natural oil is a rose hip oil, and the green ceramide composition is selected from the group consisting of palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid or eicosenoic acid derived from rose hip oil Ceramides, and the weight ratio or molar ratio of palmitic acid green ceramide, stearic acid green ceramide, oleic acid green ceramide, linoleic acid green ceramide, linolenic acid green ceramide, and eicosenoic acid green ceramide is in the range of 1: Which is a ratio of the weight ratio of each fatty acid in the rose hip oil or within the range of 15% of the molar ratio, inherited from the weight ratio or the molar ratio of stearic acid, oleic acid, linoleic acid, linolenic acid and eicosenoic acid have.
In another aspect, the natural oil is an olive oil and the green ceramide composition comprises green ceramides having palmitic acid, oleic acid, linoleic acid, or linolenic acid derived from the olive oil, wherein the palmitic acid green ceramide, The weight ratio or molar ratio of green ceramide, linoleic acid green ceramide, or linolenic acid green ceramide is in the range of the weight or mole ratio of palmitic acid, oleic acid, linoleic acid, and linolenic acid in olive oil, Lt; RTI ID = 0.0 > 15%. ≪ / RTI >
In another aspect, the natural oil is a corn oil and the green ceramide composition comprises green ceramides having stearic acid, oleic acid, arachidic acid or eicosanoic acid derived from the corn oil, the stearic acid green ceramide, The weight ratio or molar ratio of oleic acid green ceramides, arachidic acid green ceramides and eicosanoic acid green ceramides inherits the weight ratio or molar ratio of stearic acid, oleic acid, arachidic acid and eicosanoic acid in the corn oil, Or a ratio within a range of 15% of the molar ratio.
In another aspect, the natural oil is baobab oil, and the green ceramide composition comprises green ceramides having palmitic acid, stearic acid, oleic acid or linoleic acid derived from the baobab oil, wherein the green ceramide composition comprises palmitic acid green ceramide, The weight ratio or the molar ratio of the acid green ceramide, the oleic acid green ceramide or the linoleic acid green ceramide is the inherent weight or mole ratio of palmitic acid, stearic acid, oleic acid and linoleic acid in the baobab oil. Lt; RTI ID = 0.0 > 15%. ≪ / RTI >
In another aspect, the natural oil is a green tea oil, wherein the green ceramide composition comprises green ceramide having palmitic acid, oleic acid, linoleic acid or linolenic acid derived from the green tea oil, wherein the palmitic acid green ceramide, The weight ratio or the molar ratio of oleic acid green ceramide, linoleic acid green ceramide, and linolenic acid green ceramide is the weight or mole ratio of palmitic acid, oleic acid, linoleic acid and linolenic acid in green tea oil, Lt; RTI ID = 0.0 > 15%. ≪ / RTI >
In another aspect, the natural oil is red palm oil and the green ceramide composition comprises green ceramide having palmitic acid, stearic acid, oleic acid or linoleic acid derived from the red palm oil, wherein the palmitic acid green ceramide , Stearic acid green ceramide, oleic acid green ceramide and linoleic acid green ceramide are inherited from the weight ratio or molar ratio of palmitic acid, stearic acid, oleic acid and linoleic acid in red palm oil, and the weight ratio of each fatty acid in red palm oil Or within a range of +/- 15% of the molar ratio.
In another aspect, the natural oil is a hemp, and the green ceramide composition comprises green ceramides having palmitic acid, palmitoleic acid, stearic acid, oleic acid or linoleic acid derived from the hemp, and palmitic acid green ceramide , Palmitoleic acid green ceramide, stearic acid green ceramide, oleic acid green ceramide, and linoleic acid green ceramide are inherited from the weight ratio or the molar ratio of palmitic acid, palmitoleic acid, stearic acid, oleic acid and linoleic acid in Maehu, A weight ratio of each fatty acid in the hemp oil, or a ratio within the range of 15% of the molar ratio.
In another aspect, the natural oil is berry oil, and the green ceramide composition comprises green ceramides having palmitic acid, stearic acid, oleic acid or linoleic acid derived from the berry oil, wherein the palmitic acid green ceramide, The weight ratio or the molar ratio of the acid green ceramide, oleic acid green ceramide, and linoleic acid green ceramide is the weight or mole ratio of palmitic acid, stearic acid, oleic acid and linoleic acid in the berry oil. Lt; RTI ID = 0.0 > 15%. ≪ / RTI > The berry oil may be an oil mixed with two or more berrys. For example, it may be a mixture of grape seed oil and blackcurrant oil. Specifically, grape seed oil and blackcurrant oil may be mixed berry oil mixed at a weight ratio of 2 to 10: 1. More specifically, it may be mixed berry oil mixed at a weight ratio of 3 to 6: 1, or at a weight ratio of 4: 1.
In another aspect, the berry oil may be blackcurrant oil or grape seed oil.
In another aspect, the natural oil is a husk oil, and the green ceramide composition comprises green ceramides having palmitic acid, palmitoleic acid, stearic acid, oleic acid or linoleic acid derived from the huskin oil, The weight ratio or the molar ratio of mitic acid green ceramide, palmitoleic acid green ceramide, stearic acid green ceramide, oleic acid green ceramide and linoleic acid green ceramide is preferably in the range of from 1: 1 to 1: 1 by weight ratio of palmitic acid, palmitoleic acid, stearic acid, oleic acid and linoleic acid, Which is the ratio of the fatty acids in the husk oil to the weight ratio of the fatty acids in the husk oil or within a range of 15% of the molar ratio. Hussein oil refers to a product made by combining two or more kinds of vegetable oils so as to be similar to the fatty acid composition of human skin. For example, the huskin oil may be a mixture of one or more of macadamia oil, avocado oil, baobab oil, and red palm oil. In another aspect, the huskin oil may be a mixed oil of macadamia oil, avocado oil, baobab oil, and red palm oil. For example, the mixed oil may have a weight ratio of macadamia oil, avocado oil, baobab oil, and red palm oil of 40-50: 8-16: 9-17: 25-30. In another embodiment, the weight ratio may be 42-48: 10-14: 11-15: 28-32. Alternatively, the weight ratio may be about 45: about 12: about 13: about 30.
In another aspect, the natural oil is a Cubucks oil, and the green ceramide composition comprises green ceramides having palmitic acid, palmitoleic acid, stearic acid, oleic acid, linoleic acid or linolenic acid derived from the Cubuckson oil , Palmitic acid green ceramide, palmitoleic acid green ceramide, stearic acid green ceramide, oleic acid green ceramide, linoleic acid green ceramide, and linolenic acid green ceramide may be used in combination with palmitic acid, palmitoleic acid, stearic acid, Oleic acid, linoleic acid, and linolenic acid, wherein the ratio is within a range of ± 15% of the weight ratio or the molar ratio of each fatty acid in the Cubucks' oil.
In one aspect, the natural oil is black sesame oil and the green ceramide composition comprises green ceramides having oleic acid, linoleic acid, or linolenic acid derived from the black sesame oil, wherein the oleic acid green ceramide, linoleic acid green ceramide, and linolenic acid green ceramide Is a green ceramide composition which is inherited from a weight ratio or molar ratio of oleic acid, linoleic acid and linolenic acid in black sesame oil, and which is in a proportion falling within a range of +/- 15% by weight or mole ratio of each fatty acid in black sesame oil.
In another aspect, the natural oil is an emy oil, and the green ceramide composition comprises a green ceramide having caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid or stearic acid derived from the emu oil , And the weight ratio or the molar ratio of caprylic green ceramide, capric acid green ceramide, lauric green ceramide, myristic green ceramide, palmitic green ceramide, and stearic acid green ceramide is preferably in the range of 1: Wherein the weight ratio or the molar ratio of capric acid, lauric acid, myristic acid, palmitic acid or stearic acid is in the range of ± 15% by weight or molar ratio of fatty acids in emu oil, .
In another aspect, the natural wax is a beeswax, wherein the beeswax comprises green ceramides having palmitic acid or stearic acid derived from the beeswax, wherein the weight ratio or mole ratio of palmitic green ceramide and stearic acid green ceramide, Is a green ceramide composition that is inherited from a weight ratio or a molar ratio of palmitic acid or stearic acid in beads wax and is in a ratio within a range of 15% by weight or a molar ratio of each fatty acid in the beeswax.
In one aspect, the present invention may be a composition for anti-inflammation, promotion of collagen synthesis, or anti-aging composition containing the above-mentioned green ceramide composition as an active ingredient.
In one aspect, the invention provides a method of making a green ceramide composition comprising: And emulsifying the natural source; and the like.
In another aspect, the method for preparing a green ceramide composition according to the present invention is characterized in that the enzyme is not added in any step of the whole process.
In the above manufacturing method according to one aspect, the emulsification temperature during the emulsification process may be 80 ° C or higher.
In one embodiment, the emulsification time during the emulsification process may be 30 minutes to 24 hours.
In one embodiment, the stirring speed during the emulsification process may be 100 rpm or more.
As used herein, "collagen" is a protein that occupies the largest part quantitatively and functionally in the human body. It is an extracellular matrix that forms the skeleton of all cells in the human body, more specifically, Means the constituent factor. Human tissues containing large amounts of collagen include bone tissues such as skin, bones and cartilage, tendons, and ligaments. It is known that aging of the tissues causes human aging diseases such as skin wrinkles and sagging and osteoporosis, which is caused by a decrease in collagen amount and function due to decrease of collagen synthesis of tissues.
(2S, 3S, 4R) -2-Amino-1,3,4-octadecanetriol), which is a phytosphingosine, Having the
[Chemical Formula 1]
In one aspect of the invention, the composition may be one that promotes collagen production in the skin or tissue when treated with dermal tissue.
In one aspect of the invention, the composition may be one that restores the tissue of the damaged skin due to promoting collagen production.
In one aspect of the invention, the composition may be a biomaterial composition for dermal tissue repair.
One aspect of the present invention provides a cosmetic composition comprising a green ceramide composition. The cosmetic composition contains a cosmetically or dermatologically acceptable medium or base. It may be any formulation suitable for topical application, for example, a solution, a gel, a solid, an anhydrous product of a paste, an emulsion obtained by dispersing an oil phase in an aqueous phase, an emulsion obtained by dispersing a water phase in an oil phase, a multi-emulsion, May be used in the form of an aerosol or patch further comprising a capsule, a microgranule, an ionic (liposome) and a non-ionic follicle dispersant, a foam, a compressed propellant. These compositions may be prepared according to conventional methods in the art.
The above-mentioned cosmetic composition may contain other ingredients that can give a synergistic effect to the main effect within a range not impairing the main effect, and other ingredients other than the active ingredient of the present invention may be added to other cosmetic Depending on the formulation of the composition or the purpose of use, a person skilled in the art can mix and choose without difficulty. For example, the cosmetic composition of the present invention may contain, in addition to the above-mentioned active ingredients, other components which are usually formulated in cosmetic compositions as required, and examples thereof include a moisturizing agent, an emollient agent, a surfactant, Antioxidants, stabilizers, thickeners, glycerin, pH adjusters, alcohols, pigments, flavorings, blood circulation accelerators, coolants, antiperspirants and purified water. The other ingredients to be contained in the cosmetic composition are not limited thereto, and the amount of the ingredients may be within the range that does not impair the objects and effects of the present invention.
The formulation of the cosmetic composition is not particularly limited and may be appropriately selected according to the purpose. For example, a soap preparation, a flexible lotion, a nutritional lotion, an essence, a nutritional cream, a massage cream, a pack, a gel, a makeup base, a foundation, a powder, a lipstick, a patch, Hair cleansing water, cleanser, hair shampoo, hair conditioning, hair treatment, hair essence, hair lotion, scalp hair tonic, scalp essence, hair gel, hair spray, hair pack, body lotion, body cream, body oil and body essence , ≪ / RTI > but are not limited thereto.
One aspect of the invention provides a pharmaceutical composition comprising a green ceramide composition. Such pharmaceutical compositions may contain, in addition to the active ingredient, preservatives, stabilizers, wetting agents, emulsifying accelerators, salts and / or buffers for controlling osmotic pressure, diluents (such as lactose, dextrose, sucrose, mannitol, sorbitol, cellulose or glycine) (Eg, magnesium silicate, starch paste, gelatin, tragacanth, methylcellulose, sodium carboxymethylcellulose, or polyvinylpyridine) or a binder such as silica, talc, stearic acid and its magnesium or calcium salt or polyethylene glycol, Lt; RTI ID = 0.0 > pharmaceutically < / RTI > adjuvants or other therapeutically useful substances. And optionally other pharmaceutical additives such as disintegrants such as starch, agar, alginic acid or its sodium salt, sorbents, coloring agents, flavoring agents, or sweetening agents.
The pharmaceutical composition may be formulated into various oral or parenteral dosage forms according to conventional methods. The parenteral dosage form may be, for example, but not limited to, drops, ointments, lotions, gels, creams, sprays, suspensions, emulsions, suppositories, patches,
The pharmaceutical composition according to one aspect of the present invention may be administered orally, parenterally, e.g., transdermally, intravenously, and the like. The composition conforms to the formulations and standards suitable for each administration method. In particular, in the case of intravenous injection, all the additives which are not suitable are excluded, and the purity of the composition itself is also very high.
The applicable amount of the effective ingredient will vary depending on the age, sex, weight, disease, pathological condition, route of administration, and judgment of the prescriber of the subject to be treated. Determination of the amount of application based on these factors is within the level of those skilled in the art. Typical dosages may be from 0.1 mg to 1000 g / kg / day, such as from 1 to 100 g / kg / day, from 5 to 15 g / kg / day, but are not limited thereto.
Hereinafter, the constitution and effects of the present invention will be described in more detail with reference to Examples, Comparative Examples and Experimental Examples. However, these examples, comparative examples, and experimental examples are provided for illustrative purposes only in order to facilitate understanding of the present invention, and the scope and scope of the present invention are not limited by the following examples, comparative examples and experimental examples.
[ Example 1] Green Ceramide Produce
100 g of natural sources and 10 g of phytosphingosine shown in the following Table 1 were placed in a beaker and stirred at a stirring speed of 200 rpm using a homogenizer at 100 캜 for 3 hours while warming to prepare emulsified forms of each green ceramide composition. No enzymes were used at all. The obtained green ceramide was separated and purified. The separated tablets were precipitated by the addition of 50-fold amount of hexane and then filtered to use precipitates.
Grape seed oil
Blackcurrent seed oil
Kerfoot
OSE
England
New Zealand
Macadamia (Macadamia Integrifolia Seed Oil)
Avocado oil
Baobab (Adansonia Digitata Seed Oil)
Red Palm (Elaeis Guineensis (Palm) Oil)
Macadamiaoils
Kerfoot
Kerfoot
Carotino SDN.BHD
Australia
England
England
Malaysia
[ Example 2] Green Ceramide analysis
1. Chromatographic analysis of green ceramides
Each of the green ceramide compositions of Example 1 and the green ceramides isolated therefrom were developed by a thin layer chromatography method under a solvent condition of chloroform: methanol = 95: 5 and dissolved in a 10% phosphoric acid solution with 8% of CuSO 4 The solution was developed and spotted. The results are shown in Figs. 1A to 1D. Figures 1a and 1b show the chromatographic results of the green ceramide compositions before separate purification, and Figures 1c and 1d show the chromatographic results of the green ceramides after separate purification. On the other hand, Fig. 1E shows the result of beads wax. There was no ceramide in the beeswax, but it was found that green ceramides were produced from the beeswax according to the above examples.
2. Mass analysis of green ceramides
Each of the green ceramides of Example 1 was dissolved in methanol at 1000 ppm, followed by mass spectrometry using Micromass Quattromicro API. Detection was performed in the positive mode and the results are shown in FIGS. 2 to 16.
Materials, methods and conditions for the above mass spectrometry are shown in Table 2 below.
B: MeOH (0.1% formic acid)
MS: m / z 100-1000
The fatty acid compositions of the respective green ceramides prepared from Example 1 through the above mass spectrometry were as follows.
acid
acid
acid
acid
-Black currant
-
The fatty acid composition of the green ceramides was found to be consistent with the fatty acid composition of each natural oil, natural wax or natural butter.
3. Measurement of the main fatty acid composition of the natural source and the main fatty acid composition of the green ceramide composition of the above example
The major fatty acid composition of the natural source and the fatty acid composition of the green ceramide composition derived from the natural source were measured by gas chromatography (GC). The measurement conditions were as follows:
The major fatty acid composition of each natural source and the major fatty acid composition of the green ceramide composition disclosed herein are shown in Table 5 below.
[ Example 3] Green ceramide Of the composition Skin physiological activity analysis
Each of the green ceramide compositions prepared in Example 1 was used for skin physiological activity test.
[ Experimental Example 1] Inflammatory reaction inhibition experiment induced by ultraviolet light
Human keratinocyte (ATCC CRL-2404) was placed in DMEM (Dulbecco's Modified Eagle's Medium) medium containing penicillin (100 IU / ml), streptomycin (100 g / ml) and 10% FBS (fetal bovine serum) And incubated at 37 [deg.] C in an incubator containing 5% carbon dioxide. The obtained keratinocytes were dispensed into 6-well plates at 3 × 10 5 per well and cultured for 24 hours under cell culture conditions. After culturing, the cells were irradiated with ultraviolet rays in an amount of 25 mJ /
As can be seen from Fig. 17, TNF-a rapidly increases after irradiation with ultraviolet rays. In addition, it can be confirmed that the treatment with dexamethasone, a steroid used as an anti-inflammatory drug, suppresses the increase of TNF-α. C18 ceramide added as a positive control showed a slight decrease in TNF-α but no significant difference. However, the green ceramides according to the present invention showed anti-inflammatory effects by significantly lowering TNF-a. The effect of these green ceramides was remarkably superior to that of the natural source itself shown in FIG.
[ Experimental Example 2] Collagen synthesis promotion effect (anti-aging effect)
In order to measure the anti-aging effect of each of the green ceramide compositions of Example 1, the promoting effect of promoting collagen synthesis in human fibroblasts was examined.
Human fibroblasts (ATCC CCL110) were placed in DMEM (Dulbecco's Modified Eagle's Medium) medium containing penicillin (100 IU / ml), streptomycin (100 g / ml) and 10% fetal bovine serum And incubated in an incubator containing 5% carbon dioxide. The resulting fibroblasts were divided into 3 × 10 5 cells per well on a 6-well plate and cultured for 24 hours under cell culture conditions.
After culturing, the cells were irradiated with ultraviolet rays of 25 mJ /
As can be seen from FIG. 19, the amount of procollagen before ultraviolet irradiation was more than 200%, whereas it decreased to 100% after ultraviolet irradiation, and it was confirmed that collagen decomposition occurred by ultraviolet irradiation. It was confirmed that decomposition of collagen was slightly inhibited by treatment with ascorbic acid (vitamin C) as a positive control group. C18 ceramide, another positive control, had little effect. However, the green ceramide compositions according to the present invention showed remarkably superior collagen decomposition inhibition effect or collagen synthesis promoting effect as compared with the positive control groups. This effect is remarkably superior to the natural sources shown in FIG.
The results show that the green ceramides inheriting the fatty acid composition of the natural source according to the present invention contain a mixture of various ceramides which maintain the fatty acid composition in the natural source as they are, It was found that the effect of anti-inflammation, collagen synthesis and the like was remarkably superior to that of the ceramide C18 ceramide.
Hereinafter, formulation examples of the cosmetic composition and the pharmaceutical composition containing the green ceramide composition according to one aspect of the present invention will be described in detail. However, the cosmetic composition and the pharmaceutical composition can be applied to various formulations, It is not intended to be limiting but merely to be illustrative.
[Formulation Example 1] Soft capsule
A soft capsule filling liquid is prepared by mixing 8 mg of the green ceramide composition of Example 1, 9 mg of vitamin E, 9 mg of vitamin C, 2 mg of palm oil, 8 mg of vegetable hardening oil, 4 mg of yellow radish and 9 mg of lecithin and mixing them according to a conventional method. 400 mg per capsule is filled to prepare a soft capsule. Separately from this, a soft capsule sheet was prepared in a ratio of 66 parts by weight of gelatin, 24 parts by weight of glycerin and 10 parts by weight of sorbitol, and filled with the filling solution to prepare a soft capsule containing 400 mg of the composition of the present invention.
[Formulation Example 2] Tablets
8 mg of the green ceramide composition of Example 1, 9 mg of vitamin E, 9 mg of vitamin C, 200 mg of galactooligosaccharide, 60 mg of lactose and 140 mg of maltose were mixed and granulated using a fluidized bed drier, 6 mg of sugar ester . 500 mg of these compositions are tabletted by conventional methods to prepare tablets.
[Formulation Example 3] Drinking agent
After mixing 8 mg of the green ceramide composition of Example 1, 9 mg of vitamin E, 9 mg of vitamin C, 10 g of glucose, 0.6 g of citric acid and 25 g of liquid oligosaccharide, 300 ml of purified water is added and 200 ml of each solution is filled. It is filled in a bottle and sterilized at 130 ° C for 4 to 5 seconds to prepare a drink.
[Formulation Example 4]
8 mg of the green ceramide composition of Example 1, 9 mg of vitamin E, 9 mg of vitamin C, 250 mg of anhydrous crystalline glucose and 550 mg of starch were mixed and granulated into granules using a fluidized bed granulator.
[Formulation Example 5]
Injections were prepared in a conventional manner according to the composition shown in Table 6 below.
[Formulation Example 6]
A soap-like preparation was prepared according to a conventional method according to the composition shown in Table 7 below.
[Formulation Example 7] Softening lotion (skin lotion)
The softening longevity was prepared by a conventional method according to the composition shown in Table 8 below.
[Formulation Example 8] Nutritional lotion (Milk lotion)
Nutrition lotion was prepared according to the conventional method according to the composition shown in Table 9 below.
[Formulation Example 9] Nourishing cream
Nutrition creams were prepared according to the compositions shown in Table 10 below by conventional methods.
[Formulation Example 10] Massage cream
Massage creams were prepared in a conventional manner according to the composition shown in Table 11 below.
[Formulation Example 11] Pack
Packs were prepared in a conventional manner according to the compositions shown in Table 12 below.
[Formulation Example 12]
Biomaterials were prepared by a conventional method according to the composition shown in Table 13 below.
Claims (12)
The green ceramide may be,
And at least two ceramides having different fatty acids,
The ceramides are green ceramides comprising a fatty acid derived from a fatty acid natural source,
The green ceramides have a fatty acid composition derived from the fatty acid composition of the natural fatty acid source,
The fatty acid composition of the green ceramides includes at least two major fatty acids which occupy not less than 5% by weight based on the total weight of the total fatty acids in the fatty acids constituting the natural fatty acid source,
The fatty acid composition of the green ceramides has a composition in a ratio of each weight ratio of the major fatty acids of the natural fatty acid source or within a range of 30%
The fatty acid natural source is natural oil, natural wax or natural butter,
The natural oils may be selected from the group consisting of shear butter oil, argan oil, macadamia nut oil, camellia oil, meadow oat seed oil, rose hip oil, olive oil, corn oil, baobab oil, green tea seed oil, red palm oil, , Husk oil, cinnabar oil, sunflower seed oil, black sesame oil, and emu oil,
The natural wax is a beeswax,
The natural butter is shea butter, green ceramide.
Phytosphingosine; And emulsifying a natural oil to prepare a green ceramide.
Characterized in that the enzyme is not added in any step of the whole process.
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| KR20220037703A (en) | 2020-09-18 | 2022-03-25 | 주식회사 엘씨에스바이오텍 | Water dispersion composition comprising complex ceramide |
| KR20230024784A (en) | 2021-08-12 | 2023-02-21 | 주식회사 미그림 | Emulsion comprising green ceramide and hydresia oleosome, and cosmetic composition for skin moisturizing, skin barrier reinforcement, skin soothing or sensitive skin improvement comprising the same |
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| CN115894279A (en) * | 2022-11-25 | 2023-04-04 | 深圳市迪克曼生物科技有限公司 | Olive oil ceramide and synthesis method and application thereof |
| CN115947667A (en) * | 2023-02-02 | 2023-04-11 | 深圳市迪克曼生物科技有限公司 | Coconut oil ceramide and synthesis method and application thereof |
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| KR100386222B1 (en) * | 1993-10-28 | 2003-11-28 | 코스모페름 베.파우 | Phytosphingosine-Based Ceramide I Analog |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| KR20220037703A (en) | 2020-09-18 | 2022-03-25 | 주식회사 엘씨에스바이오텍 | Water dispersion composition comprising complex ceramide |
| KR20230024784A (en) | 2021-08-12 | 2023-02-21 | 주식회사 미그림 | Emulsion comprising green ceramide and hydresia oleosome, and cosmetic composition for skin moisturizing, skin barrier reinforcement, skin soothing or sensitive skin improvement comprising the same |
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