TWI795605B - Highly dispersed ceramide composition - Google Patents

Abstract

The present invention provides a highly dispersible ceramide composition, wherein the highly dispersible ceramide composition disclosed in this case is a uniformly dispersed ceramide (glycosphingolipid) without adding a chemically synthesized surfactant. ) and can be used in aqueous suspension compositions. The present invention provides a highly dispersible ceramide composition in water, which contains collagen peptides and glycosphingolipids in a weight ratio of 99:1 to 25:75; and the present invention provides a ceramide composition with A method for producing a highly dispersible ceramide composition, characterized by: mixing collagen peptides and glycosphingolipids in a solvent at a weight ratio of 99:1 to 25:75, and forming the mixture into a dry powder shape.

Description

Highly dispersed ceramide composition

The present invention relates to a kind of highly dispersed ceramide composition.

Ceramide is a kind of glycosphingolipid, which is a general term for the group of compounds formed by amide bond between sphingosine and fatty acid of long-chain amino alcohol. Ceramide is known to exist in a high concentration in cell membranes, especially as a main component of intercellular lipids in the stratum corneum of the skin, and serves as a barrier function as a moisturizing ability to prevent water from evaporating from the inside of the skin.

However, it has been reported that as we age, ceramides in the intercellular lipids of the stratum corneum decrease and the moisturizing ability declines, which in turn causes skin dryness, wrinkles, and rough skin.

It is also reported that the main cause of skin aging, dry skin and rough skin caused by atopic dermatitis is insufficient ceramide. That is to say, the skin dryness caused by atopic dermatitis has the characteristics of less ceramide from the beginning, because the barrier function of the skin is reduced, and the water is easily lost from the inside of the skin to the outside, resulting in dry skin, making the antigen or Chemical substances easily penetrate into the skin, resulting in allergic reactions, various symptoms such as itching and inflammation.

Therefore, the content of ceramide in the skin is regarded as one of the indicators of skin health status, and it is considered that insufficient ceramide supplementation is helpful to improve the skin's moisturizing effect or beautify the skin. Therefore, ceramide is regarded as a function Sexual food or the demand for ceramide as a cosmetic raw material will increase day by day.

The inventors of this case focused on the research on the useful trace components contained in vegetable oils, especially the by-products produced in the production of edible starch oil with rice bran as raw material, and obtained the extraction and production method of rice ceramide , while providing a natural source of rice ceramides (glycosphingolipids).

Also, recent researches have conducted various discussions on ceramide components derived from plants such as various fruits or vegetables (Patent Document 1), wherein it is believed that peaches have a high content of ceramides, and the inventors of the present case have proposed a kind of ceramides from peaches. Technology for efficiently extracting ceramide (peach ceramide: glycosphingolipid) (patent document 2).

When supplementing ceramides for moisturizing effects, when ingested orally or applied to the skin as cosmetics, it is conceivable to use ceramides themselves for water-soluble suspensions, but ceramides (glycosphingoglycosides) derived from plants Lipids), amphoteric substances with hydrophilic sugars, lipophilic lipids and sphingoids in their molecules, and poor dispersion in water.

Therefore, in order to obtain a glycosphingolipid aqueous suspension uniformly dispersed in water, a large amount of chemically synthesized surfactant must be added, but this method is not good for organisms.

However, when the ceramide suspension is taken orally as a drink or food, or as a cosmetic raw material for sensitive skin, the use of chemically synthesized surfactants should be avoided as much as possible.

Therefore, various technologies have been proposed in the past to obtain aqueous suspensions containing ceramide or compositions containing collagen or hyaluronic acid (for example, Patent Document 3, Patent Document 4, etc.), but the aforementioned technologies still cannot be improved. The above is missing.

prior art literature

patent documents

[Patent Document 1] Publication of Japanese Patent No. 4108069

[Patent Document 2] Publication of Japanese Patent No. 5986160

[Patent Document 3] Japanese Patent Laid-Open No. 2016-124798

[Patent Document 4] Japanese Patent Laid-Open No. 2018-014966

In view of the above-mentioned status quo, the main purpose of the present invention is to provide a highly dispersed ceramide composition, without adding chemically synthesized surfactants, to obtain ingredients with skin-beautifying effects, that is, a composition containing ceramide (sheath) Glycolipids) can be applied uniformly and stably as an aqueous suspension.

As a result of in-depth research to solve the deficiencies of the prior art, it was found that a composition prepared by mixing glycosphingolipids as ceramides and collagen peptides in a solvent at a specific ratio can present a uniformly dispersed Water suspension state, and can complete the present invention.

That is, in one embodiment of the present invention:

(1) A highly dispersible ceramide composition, which contains collagen peptides and glycosphingolipids in a weight ratio of 99:1 to 25:75, and has good dispersibility in water;

(2) The highly dispersible ceramide composition as in (1) above, which is composed of collagen peptides and glycosphingolipids in a weight ratio of 90:10 to 75:25;

(3) The highly dispersible ceramide composition as described in (1) or (2) above, wherein the glycosphingolipid content in the highly dispersible ceramide composition is 5 to 50% by weight;

(4) The highly dispersible ceramide composition according to any one of the above (1) to (3), which is in dry powder form;

(5) The highly dispersible ceramide composition according to any one of the above (1) to (4), which is used as a food;

(6) The highly dispersible ceramide composition according to any one of (1) to (4) above, which is used as a cosmetic.

And, in another embodiment of the present invention:

(7) A method for producing a highly dispersible ceramide composition, which comprises mixing collagen peptides and glycosphingolipids in a solvent at a weight ratio of 99:1 to 25:75, and making the mixture Form a ceramide composition in dry powder form;

(8) The method for producing a highly dispersible ceramide composition as described in (7) above, wherein collagen peptides and glycosphingolipids are mixed at a weight ratio of 90:10 to 75:25 ;

(9) The method for producing a highly dispersible ceramide composition according to (7) or (8) above, wherein the glycosphingolipid content in the ceramide composition is 5 to 50% by weight;

(10) The method for producing a highly dispersible ceramide composition according to any one of (7) to (9) above, wherein the solvent is water and/or ethanol, or a mixed solvent thereof.

In addition, the above-mentioned embodiments are only illustrative aspects of specific embodiments of the present invention, but do not limit the present invention.

According to the present invention, a highly dispersible ceramide composition can be provided, without using a chemically synthesized surfactant, only by adding collagen peptides with skin beautifying effects, the glycosphingolipids can be well-distributed in water. Dispersion, to obtain a highly dispersible ceramide composition, which is more sufficient to prepare a stable and uniform aqueous suspension.

Therefore, the highly dispersible ceramide composition provided by the present invention is a composition with good safety, and can be applied as an orally ingested functional food composition or a raw material composition of cosmetics, meaning That is, the industrial applicability of the present invention is extremely high.

As mentioned above, the basic embodiment of the present invention is a highly dispersible ceramide composition, which is a glycosphingolipid composition with good dispersibility in water, and contains collagen peptide and glycosphingolipid , wherein the weight ratio of collagen peptides to glycosphingolipids is 99:1~25:75.

The glycosphingolipid used in the present invention is a type of ceramide, and its source is not particularly limited, and all glycosphingolipids can be used.

Among them, glycosphingolipids derived from plant materials are preferred, and for example, plants such as: cereals (rice, wheat, corn, soybeans, etc.), fruits (peaches, apples, pineapples, etc.), potatoes (Konjac, potato, sweet potato, etc.), glycosphingolipids of roots and tubers (beets, etc.).

More specifically, the glycosphingolipids derived from plant materials are obtained such as: glycosphingolipids derived from rice bran, rice germ and/or these plant materials, and when the glycosphingolipids are β-glucosylceramide ( β-GlcCer) is more preferable, for example, the glycosphingolipid (rice ceramide) composed of the purified fraction of glycosphingolipids described in Japanese Patent Application Laid-Open No. 2010-270104, wherein the purified fraction of glycosphingolipids is Obtained by fractionating the crude fraction containing glycosphingolipids by chromatography and/or recrystallization; the crude fraction containing glycosphingolipids is obtained by organic solvent extraction of materials derived from rice bran, rice germ and/or these And get.

Furthermore, glycosphingolipid (peach ceramide) obtained from peaches prepared according to Patent Document 2 can be mentioned.

On the other hand, the collagen peptide constituting the composition of the present invention is a low-molecular-weight substance obtained by decomposing collagen with enzymes or the like.

The collagen peptide has multiple functions, such as improving the skin's moisture retention or elasticity, and the effect of improving blood flow. Therefore, in recent years, it has been used to make beverages, food, cosmetics and other products or as the above-mentioned The active ingredient of the product.

The research of the inventors of the present case proves that when glycosphingolipids are mixed with collagen peptides in a specific ratio, the glycosphingolipids can be uniformly dispersed in water and become a stable suspension solution.

In the present invention, the source of collagen peptide mixed with glycosphingolipid is not limited, for example, commercially available "Nippi Peptide PRA" (Nippi Co., Ltd.), "Water-soluble collagen peptide SS" can be used (KYOWA HAKKO BIO Co., Ltd.), "Collagen Peptide SCP" (Nitta Gelatin Co., Ltd.), "HACP" (JELLICE Co., Ltd.), etc.

The highly dispersible ceramide composition provided by the present invention (also referred to simply as "composition" in this specification) is a mixture of glycosphingolipids and collagen peptides, specifically, collagen peptides Peptides and glycosphingolipids are mixed in a solvent at a weight ratio of 99:1 to 25:75 to obtain a mixture, and the mixture is dried and formed into a powder to obtain the highly dispersible compound disclosed in the present invention. Ceramide composition.

Among them, it is better when the collagen peptide and the glycosphingolipid are mixed at a weight ratio of 90:10-75:25.

When the content of glycosphingolipids in the composition is less than 1%, the composition cannot form a uniformly dispersed suspension in water; again, when the content of glycosphingolipids in the composition exceeds 75%, It is also impossible to make the composition form a uniformly dispersed suspension in water.

Therefore, based on the total weight of the composition, the content of the glycosphingolipid in the composition is preferably 5-50% by weight.

Generally speaking, the content of glycosphingolipids in the composition can be selected or determined according to the intended use of the composition, and the content of collagen peptide in the composition can be selected or determined accordingly, and the two can be uniformly mixed in the solvent , and according to the selected or determined content of glycosphingolipids and collagen peptides, it can be used to prepare the highly dispersible ceramide composition of the present invention.

When preparing the composition, the glycosphingolipid and the collagen peptide can be uniformly mixed in a solvent, wherein, for example, the solvent can be water, lower alcohol, polyol or acetone, etc., or any two or more of the above the mixture.

Since glycosphingolipids can be used orally or as raw materials for cosmetics, the composition provided by the present invention must use a non-toxic solvent as a mixing solvent, preferably water and/or ethanol.

Although other solvents can be used for mixing, other solvents are not the preferred mixing solvents due to safety and residual solvent issues.

The "mixing" used in the present invention can be carried out by the following methods: a method of mixing glycosphingolipids and collagen peptides in a solvent (hereinafter referred to as method A); or preparing glycosphingolipids and collagen peptides separately Peptide solution, a method in which a glycosphingolipid solution is added dropwise to a collagen peptide solution and mixed (hereinafter referred to as method B).

In addition, when mixing, in order to ensure that the mixed liquid can be mixed evenly, ultrasonic treatment can be performed at the same time as mixing.

The mixing conditions are: heating to about 50°C and mixing for about 0.1 to 2 hours. After the mixing is completed, the solvent is removed by vacuum distillation, and the obtained residue is uniformly pulverized and carried out. Such as the procedure of drying under reduced pressure, thereby obtaining the target composition.

Hereinafter, the details of preparing the composition of the present invention by method A or method B will be described.

However, the method described below is only used to describe a specific embodiment of the disclosed preparation method of the present invention, and is not intended to limit the preparation method of the present invention. Various changes can be made to the means of achieving in the specific embodiments of the invention, and these changes are also included in the technical scope of the application of the present invention.

>Method A>

Based on the HPLC content analysis value, the glycosphingolipid content of ceramide is 10wt%, weigh ceramide derived from rice and collagen peptide (Nippi Peptide) derived from fish, and transfer to eggplant type in the flask. After that, 95% ethanol was added in an amount 10 times the total amount of ceramide and collagen peptide, and the mixture was heated on a water bath set at 50° C. for 20 minutes to allow mixing. Thereafter, the solvent was distilled off again using an evaporator. The residue is ground with a mortar, homogenized, dried under reduced pressure (for example, 80° C., −0.1 MPa), and the solvent is completely distilled off, thereby preparing the composition of the present invention.

>Method B>

Based on the HPLC content analysis value, the glycosphingolipid content of ceramide is 10% by weight, and the rice-derived ceramide and fish-derived collagen peptide (Nippi Peptide) are weighed in different containers. . Add ethanol (99.5%) to the container containing ceramide, and the amount of ethanol added is 5 times the weighing value of ceramide, and heat and ultrasonic treatment are performed on a water bath set at 50°C. On the other hand, distilled water was added to the container containing the collagen peptide, and the amount of distilled water added was 5 times the weighed value of the collagen peptide, and heating and ultrasonic treatment were performed on a water bath set at 50°C. Afterwards, while stirring with a stirrer, the ceramide solution was added dropwise into the collagen peptide solution. After the dropwise addition, the mixture was mixed for about 20 minutes, and the solvent was removed by distillation with an evaporator, and the residue was pulverized and homogenized with a mortar, and dried under reduced pressure (for example, 80°C, -0.1MPa) to make the solvent Completely distilled off, thereby preparing the composition of the present invention.

The disclosed composition of the present invention prepared by any of the above methods can be uniformly dispersed in water and maintain its dispersion and suspension state stably for a long time.

Therefore, the composition provided by the present invention can be safely orally ingested for the purpose of moisturizing effect, and can be effectively used as a raw material of moisturizing cosmetics.

Various examples are given below to illustrate the present invention, but the present invention is not limited by these examples.

Embodiment 1: take A method as the preparation method of the composition of the present invention

Add 150mL of 95% ethanol (10 Doubling amount), stirring and mixing for 20 minutes in a water bath set to heat to 50°C. Thereafter, the solvent was distilled off by distillation under reduced pressure using an evaporator. The residue was taken out and pulverized uniformly, and dried under reduced pressure (80°C, -0.1MPa) to obtain the composition disclosed in the present invention.

Embodiment 2: take B method as the preparation method of the composition of the present invention

Add 10 mL of 95% ethanol (5 times the amount) to 2 g of rice-derived glycosphingolipids (manufactured by OKAYASU Co., Ltd.) (HPLC content 81.8%), and conduct ultrasonic treatment while heating to 50°C on a water bath to Completely dissolved to obtain glycosphingolipid ethanol solution. In addition, 65 mL of distilled water (5 times the amount) was added to 13 g of fish-derived collagen peptide (Nippi Peptide: manufactured by Nippi Co., Ltd.), and ultrasonic treatment was performed while heating to 50°C on a water bath to make collagen The protein peptide is dissolved to obtain the collagen peptide aqueous solution. While stirring and heating to 50°C, the glycosphingolipid ethanol solution was added dropwise to the collagen peptide aqueous solution little by little and mixed, and kept at 50°C for 20 minutes. Thereafter, the solvent was distilled off with an evaporator under reduced pressure. The residue was taken out and pulverized uniformly, and dried under reduced pressure (80°C, -0.1MPa) to obtain the composition disclosed in the present invention.

Embodiment 3: preparation has the composition of the present invention of different ceramide contents

Regarding the preparation of compositions with glycosphingolipid content of 1, 5, 25, 50, and 75%, the mixing ratio of ceramide and collagen peptide is required, and the preparation is achieved by the same method (Method A and Method B) Composition disclosed in the present invention.

Example 4: Evaluation of the dispersibility of the composition

The dispersibility in water of the compositions obtained in the above-mentioned examples was evaluated.

> method >

Take a bottle with a lid containing the substance to be tested, and add distilled water into the bottle so that the concentration of the substance to be tested is 7.50% (w/v). Shake the bottle vigorously for about 1 minute to mix the contents. The mixed substance to be tested was quickly moved to the measurement unit, and after standing still, the transmittance at a wavelength of 660nm was measured by an ultraviolet-visible photometer.

The measurement time is set to 0, 1, 3, 5, 10, 20, 30 minutes after standing still, and the dispersibility of the substance to be sided is evaluated according to the change of the measured penetration.

>results>

The results are shown in Table 1 below, showing glycosphingolipid concentration (ceramide concentration) and dispersion.

Table 1: Glycosphingolipid concentration and its dispersibility in the composition of the present invention (penetration: 660nm)

Penetration decreased with increasing glycosphingolipid concentration in the composition, and was lowest at 25% glycosphingolipid concentration and increased with increasing glycosphingolipid concentration. That is, Table 1 shows that the lower the value of penetration, the more uniform dispersion can be maintained.

After standing for 10 minutes, the penetration (660nm) at different glycosphingolipid concentrations is shown in Figure 1.

From the results in Table 1, it can be clearly known that the better concentration of glycosphingolipids that can maintain the uniform dispersion of the suspension is 5-75% (the penetration rate after standing for 10 minutes: less than 5%; the penetration rate after 20 minutes Penetration: below 10%; penetration after 30 minutes: below 10%).

More preferably, the concentration of glycosphingolipids is 10-25% (penetration after standing for 10-30 minutes: less than 1%).

Embodiment 5: comparative study of penetration

As mentioned above, regarding the dispersibility of the glycosphingolipid-containing composition in water, in order to ensure the uniformity of the solution, the lower the penetration, the more the dispersibility of the composition in the solution can be maintained.

Therefore, for the mixture containing glycosphingolipids and peptide collagen, the penetration of the composition prepared according to the method disclosed in the present invention and the composition (simple mixture) of simply mixing the two will be compared, and the results are shown in Table 2 below.

Table 2: Comparison of the dispersibility in water of the simple mixture of glycosphingolipids + collagen and the composition of the present invention

Note: Method A and Method B: the concentration of glycosphingolipids is 10% by weight.

It can also be seen from the results shown in Table 2 that although the simple mixture formed by simply mixing glycosphingolipids and collagen peptides has a certain degree of solution dispersibility, the composition of the present invention (by A method Or the composition prepared by method B) can obviously improve its dispersibility in the solution. At this time, it can be clearly seen from the results in Table 1 and Table 2 that even at 1% ceramide and 99% collagen, the dispersibility of the composition of the present invention is better than that of a simple mixture.

The superiority of the composition of the present invention can be clearly seen from the above results.

The composition provided by the present invention can further contain other components, as long as it does not adversely affect its purpose of use, and these components include such as: vitamins, minerals, nutrients, spices, antioxidants, pigments, preservatives, seasonings Ingredients, sweeteners, acidifiers, pH regulators, stabilizers, isotonic agents, emulsifiers, buffers, nutritional enhancers, preservatives, etc.

In addition, the composition provided by the present invention can be expected to have skin-beautifying effects derived from glycosphingolipids and collagen peptides, for example, for preventing rough skin, moisturizing the skin, protecting the skin, and improving sagging skin.

Therefore, the composition provided by the present invention or the product containing it is very useful for improving skin dryness, rough skin and sagging skin.

Based on this purpose, the composition provided by the present invention can also be taken orally as food or drink, and can also be provided as a raw material for cosmetics.

When the composition of the present invention is provided as a drink or food, it may be in the form of functional food, designated health food, nutritional supplement, health drink (including solutions and suspensions) and other health foods It can also be provided in the form of soft drinks, tea drinks, lactic acid bacteria drinks, etc., but is not limited thereto.

Industrial Utilization Possibility

As mentioned above, the method for producing a highly dispersible ceramide composition disclosed in the present invention can prepare a composition containing glycosphingolipids with excellent dispersibility in water without using chemically synthesized surfactants , which means that the composition obtained through the manufacturing method disclosed in the present invention can be mixed with water to form a uniform aqueous suspension.

Therefore, the glycosphingolipid-containing composition provided by the present invention is a highly safe composition, which can be widely used in food or cosmetics, and has excellent industrial applicability.

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Fig. 1 is a graph showing the dispersibility evaluation of compositions with different blending ratios of collagen peptide and glycosphingolipid in Example 4.

Claims (7)

A highly dispersible ceramide composition, which has good dispersibility in water, and is composed of a glycosphingolipid and a collagen peptide, wherein: the weight ratio of the collagen peptide to the glycosphingolipid 90:10~75:25. The highly dispersible ceramide composition as described in item 1 of the scope of the patent application, wherein the glycosphingolipid content in the highly dispersible ceramide composition is 5 to 50% by weight. The high-dispersibility ceramide composition as described in item 1 or 2 of the patent scope of the application is in the form of dry powder. The highly dispersed ceramide composition as described in item 1 or 2 of the patent scope of the application is used as food or cosmetic. The highly dispersible ceramide composition as described in item 1 of the scope of the patent application, wherein the glycosphingolipid content in the highly dispersible ceramide composition is 10% by weight. The highly dispersed ceramide composition as described in item 5 of the scope of the patent application is prepared by the following steps: step a: take a ceramide and a collagen peptide, and combine it with a 95% Ethanol is mixed at a temperature of 50° C. to form a mixed solution, wherein the amount of the 95% ethanol is 10 times the total amount of the ceramide and the collagen peptide; step b: remove the solvent from the mixed solution, The highly dispersible ceramide composition is obtained. The highly dispersed ceramide composition as described in item 1 of the patent scope of the application is prepared by the following steps: Step a: prepare a ceramide ethanol solution, wherein the amount of ethanol is ceramide 5 times the amount; Step b: Prepare an aqueous collagen peptide solution, wherein the amount of water is 5 times the amount of collagen; Step c: Add the ceramide ethanol solution dropwise to the collagen peptide aqueous solution at a temperature of 50°C , and mixed to obtain a mixed solution; step d: remove the solvent from the mixed solution to obtain the highly dispersible ceramide composition.

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