JPH11116604A - External preparation for skin - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an external preparation for skin capable of normalizing epidermal cell actions, activating the metabolic activity of dermic fibroblast, maintaining the skin in a healthy state, effective for preventing or improving skin aging symptoms such as the occurrence of wrinkle and spot caused by aging and various stresses such as ultraviolet light and reduction in skin elasticity, having antiinflammatory actions and wound recovery promoting actions. SOLUTION: This external preparation for skin contains one or more selected from a β-1,3-glucan obtained by sulfating the 2- or the 6-positions of glucose as a constituent saccharide and a β-1,3-glucan obtained by sulfating the 2- and the 6-positions of glucose as a constituent saccharide. Preferably, the ratio of sulfated constituent saccharide is 15-85 mol.%, namely the molar ratio of sulfate group-introduced hydroxyl group/total hydroxyl group is 0.0375-0.4.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to normalizing epidermal cell functions, activating the metabolic activity of dermal fibroblasts, keeping the skin in a healthy state, and further suppressing various stresses such as aging and ultraviolet rays. The present invention relates to an external preparation for skin that is effective for preventing or improving skin aging symptoms such as wrinkles, spots, and decreased skin elasticity, and also has an anti-inflammatory action and a wound healing promoting action. More specifically, the present invention relates to an external preparation for skin comprising β-1,3-glucan in which the 2-position and / or 6-position of glucose as a constituent sugar is sulfated.

[0002]

2. Description of the Related Art The skin epidermis has a protective function against external stimuli, and a decrease in the barrier function causes rough skin and also contributes to exacerbation of various skin diseases such as atopic dermatitis. On the other hand, skin aging symptoms such as wrinkles, blemishes, and decreased skin elasticity caused by aging and external stresses such as ultraviolet rays are caused by impaired function of fibroblasts in the skin dermis and decreased or degraded matrix fibers. It has become. It has been reported that the formation of matrix fibers in dermal fibroblasts plays an important role in the progression of inflammation and the wound healing process.

[0003] Therefore, many attempts have been made to impart moisture retention or occlusive properties to the stratum corneum of the epidermis in order to compensate for the reduced skin defense function, and polyhydric alcohols, amino acids, nucleic acids,
Applications of moisturizers such as polysaccharides and sphingolipids, and emollients such as ester oils and higher alcohols have been studied.

[0004] Further, in order to prevent or improve aging of the skin, and to obtain a skin external preparation having an anti-inflammatory and wound healing action, a component having a fibroblast activating action or a growth promoting action, a collagenase inhibitor, collagen, hyaluronic acid, etc. Attempts have been made to search for and formulate acid production promoters and the like. For example, fibroblast activation or proliferation promoters include loquat extract (Japanese Patent Publication No. 5-17206), α-hydroxyacetic acid (JP-A-5-112422), and sterol esters of α-hydroxyacid (JP-A-8-104632). ), 6-benzylaminopurine (JP-A-7-233037), specific ribonuclease (JP-A-7-309778), L-lysyl-L-glycyl-L-histidine (JP-A-7-316192), milk-derived fibroblasts Growth factors (Japanese Unexamined Patent Publication No.
7), oxidized coenzyme A (JP-A-8-17596)
1) and the like, a silicic acid-related substance (JP-A-7-188036) as a collagen metabolism improving agent, a glycine, proline, and alanine combination system (JP-A-7-194375) as a collagen synthesis promoter, and a hyaluronic acid production promoting agent Examples of the agent include a low molecular weight fraction of bovine serum having a molecular weight of 5,000 or less (JP-A-8-239404) and a yeast extract (JP-A-8-239404).
163983) and the like.

However, the above-mentioned moisturizers and emollients do not fundamentally normalize the cell function of the epidermis, and their action and effects are transient and give an unpleasant feeling such as stickiness to the skin. There were many things. Also, some of the components having a dermal fibroblast activating effect have an insufficient effect or poor stability, and when contained in a skin external preparation base, an effective effect is obtained. Some had to be contained in considerable amounts. In addition, it has undesirable side effects, irritation, etc., or adversely affects the stability of the preparation,
Many of them were difficult to mix with external preparations in terms of odor and color, and it was difficult to maintain a certain action and quality.

[0006]

Accordingly, in the present invention, it is possible to normalize the cell function of the epidermis, improve the metabolic activity of dermal fibroblasts, enrich the matrix fibers, and maintain a normal state. By exploring new ingredients and incorporating them, they improve skin roughness and keep the skin healthy, and also effectively prevent or improve skin injuries and aging caused by extraneous stress such as ultraviolet rays, and anti-inflammatory An object of the present invention was to obtain an external preparation for skin which is also excellent in action and wound healing promoting action.

[0007]

Means for Solving the Problems In order to solve the above problems, the present inventors have studied to obtain a substance having both an action of normalizing the cell function of the epidermis and an action of activating the metabolism of dermal fibroblasts. went. As a result, β-β in which a sulfate group was introduced into the 2- and / or 6-hydroxyl group of glucose, which is a constituent sugar, was used.
It has been found that 1,3-glucan is very useful for the purpose of the present invention, and the present invention has been completed by including this in an external preparation for skin.

That is, the present invention comprises a skin external preparation base containing β-1,3-glucan in which a sulfate group has been introduced into the hydroxyl group at the 2- and / or 6-position of glucose, which is a constituent sugar.

[0009]

The effects of sulfated β-1,3-glucan contained as an active ingredient in the present invention on normalization of epidermal cell function and activation of dermal fibroblast metabolism are shown below. Examples of the sulfated β-1,3-glucan include 2-
O-, 6-O-sulfated β-1,3-glucan (β-1,3-glucan used in the reaction
Molecular weight of 3-glucan; 2,450, -OSO ₃ H / -OH
Molar ratio; 0.25).

First, the above-mentioned sulfated β-1,3 was given to 20 panelists who had severe skin conditions such as severe exfoliation of the stratum corneum and parakeratosis.
-A 1.0% by weight aqueous solution of glucan was used twice a day, 1 g each time, on the affected area for one month, and the condition of the skin before and after use and the keratinocytes collected by the tape stripping method were observed. The results were scored according to the criteria shown in Tables 1 and 2, and the average value of 20 persons was calculated and shown in Table 3. In addition, purified water was similarly used for 20 control groups.

[Table 1]

[Table 2]

[0011]

[Table 3] As is clear from Table 3, the use of the sulfated β-1,3-glucan aqueous solution restored the skin condition to an almost satisfactory condition. Before use, the morphology of the collected keratinocytes was poor in most panelists, the nucleated cell abundance was high, and multiple exfoliation was frequently observed, but the cell morphology recovered after use. , A significant decrease in the number of nucleated cells and the degree of multiple detachment was observed. On the other hand, in the control group, no improvement was observed in the skin condition and the keratinization condition.

Next, 2.0 × 10 ⁴ human-derived fibroblasts were seeded on a 96-well microplate at a density of 2.0 × 10 ⁴ cells / well. After 24 hours, 0.002 sulfated β-1,3-glucan was added to each well. , 0.004, 0.008, 0.0
The cells were cultured at 37 ° C. for 2 hours in Dulbecco's minimal nutrient medium (DMEM) medium supplemented with 1.0% by volume of fetal calf serum containing 16, 0.032 and 0.063% by weight. Then, the medium was replaced with a medium containing 20 μg / ml of 2- (4,5-dimethyl-2-thiazolyl) -3,5-diphenyltetrazolium bromide (MTT), cultured at 37 ° C. for 2 hours, and the tetrazolium ring was opened. The resulting formazan was measured by absorbance at 560 nm. As a control, a system cultured only in DMEM medium supplemented with 1.0% by volume of fetal calf serum,
A system cultured in a DMEM medium supplemented with 5.0% by volume of fetal calf serum was used as a positive control. The result is 10% absorbance in the control.
Table 4 shows the activation index expressed as 0.0.

[0013]

[Table 4] In Table 4, the amount of sulfated β-1,3-glucan
When 0.063% by weight was added, a significant increase in the activation index was observed, and significant addition of 0.002% by weight or more showed significant activation of fibroblast metabolism. 0.016% by weight
In the case of the above addition, an increase in the activation index over the positive control was observed. No cytotoxicity to fibroblasts was observed at any of the concentrations.

[0014]

BEST MODE FOR CARRYING OUT THE INVENTION In the present invention, a sulfated β-1,3-glucan contained in an external preparation for skin as an active ingredient is β-1,3-glucan.
2- or 6-position of glucose which is a constituent sugar of 3-glucan,
Alternatively, a sulfate group is introduced at the 2- and 6-positions,
Alternatively, it can be obtained by sulfonating the hydroxyl group at the 6-position.
The introduction of a sulfate group can be carried out by protecting another hydroxyl group with an acetyl group, a benzyl group or the like, and then adding sulfuric acid and heating, or by sulfate esterification using a sulfotransferase. In the sulfonation, after protecting other hydroxyl groups in the same manner, chlorosulfonic acid-pyridine, sulfur trioxide-N, N-
The reaction can be carried out by reacting a sulfonating reagent such as dimethylformamide.

As the β-1,3-glucan to be sulfated,
Those having a molecular weight of about 900 to 20,000 can be preferably used. In addition to those obtained by chemically binding glucose to β-1,3-, those obtained from yeast cell walls or basidiomycete fruit bodies, and bacteria such as curdlan may be used. Those produced outside the cells can be used.

The degree of sulfation of β-1,3-glucan is 15 to 80% in terms of mol% of sulfated glucose, that is, the molar ratio of hydroxyl groups into which sulfate groups have been introduced / total hydroxyl groups is about 0.
The range of 0375 to 0.4 is preferable in terms of normalization of epidermal cell function and activation of dermal fibroblasts. In consideration of the effect on the stability of the preparation, bioavailability, and the like, the amount of the compound to be added to the external preparation for skin is preferably 0.1%.
About 001 to 10% by weight is appropriate.

The external preparation for skin according to the present invention further comprises other active oxygen scavengers, anti-inflammatory agents, whitening agents, skin cell activators,
In addition to the bactericide, general external agents such as oils, surfactants, humectants, ultraviolet absorbers, powders, fragrances, preservatives, and raw materials for cosmetics can be contained.

The external preparation for skin according to the present invention can be provided in the form of lotions, emulsions, gels, creams, ointments and the like, and further, skin cosmetics such as lotions, emulsions, creams, packs, etc. Also provided as makeup base lotion, makeup base cream, liquid or creamy or ointment type foundation, makeup cosmetics such as eye color, cheek color, body cosmetics such as hand cream, leg cream, body lotion, etc. be able to.

[0019]

EXAMPLES Further, the features of the present invention will be described in detail with reference to examples. First, Table 5 shows production examples of sulfated β-1,3-glucan to be contained in the external preparation for skin according to the present invention. These are obtained by acetylating and protecting the hydroxyl group other than the group for introducing a sulfate group of β-1,3-glucan, and then adding sulfur trioxide.
It was obtained by sulfonation of hydroxyl group with -N, N-dimethylformamide complex. The sulfur trioxide-N, N-dimethylformamide complex is N, N-dimethylformamide 1,50
It was prepared by adding 900 g of sulfur trioxide to 0 ml with stirring under ice cooling. For sulfonation, 100 g of partially acetylated β-1,3-glucan was N, N-
Mix with 700 ml of dimethylformamide, add 250-500 g of sulfur trioxide-N, N-dimethylformamide complex depending on the degree of sulfation, and react at a temperature of 15 ° C. or less for about 3 hours. went. The sulfated β-1,3-glucan was obtained by dissolving the reaction mixture in ice water, adding neutralized sodium hydroxide to neutralize and filtering, and then adding an equal volume of methanol to the filtrate to form a precipitate. 5 l of this precipitate
And purified by reprecipitation with methanol after dialysis for 3 days.

[Table 5]

Next, the formulations of the examples of the present invention will be described.

[Example 1] Lotion for skin (1) Ethanol 10.0 (wt%) (2) Hydroxyethylcellulose 1.0 (3) 2-O-sulfated β-1,3-glucan (Production Example 1) 0.5 (4) Methyl paraoxybenzoate 0.1 (5) Purified water 88.4 Production method: Mix (1) to (5) to make uniform.

Example 2 Emulsion for skin (1) Stearic acid 0.2 (% by weight) (2) Cetanol 1.5 (3) Vaseline 3.0 (4) Liquid paraffin 7.0 (5) Polyoxy Ethylene (10E.O.) monooleic acid 1.5 ester (6) Tocopherol acetate 1.0 (7) Glycerin 5.0 (8) Methyl parahydroxybenzoate 0.1 (9) Triethanolamine 1.0 (10 ) Purified water 78.7 (11) 6-O-sulfated β-1,3-glucan (Production Example 2) 1.0 Production method: Mix and heat the oil phase components (1) to (6) And kept at 70 ° C. On the other hand, the aqueous phase components (7) to (10) are mixed and heated to be uniform, and the temperature is set to 70 ° C. The oil phase component is gradually added to the water phase component while stirring to emulsify, and after cooling, (11) is added and mixed at 40 ° C.

Example 3 Skin Gel (1) Dipropylene glycol 10.0 (% by weight) (2) Carboxyvinyl polymer 0.5 (3) Potassium hydroxide 0.1 (4) Methyl paraoxybenzoate 0.1 (5) Purified water 87.8 (6) 2-O-, 6-O-sulfated β-1,3-glucan (Production Example 3) 1.5 Production method: (2) in (5) After dissolving uniformly, (4) is dissolved and added to (1), then (3) is added to thicken, and (6) is added.

Example 4 Skin Cream (1) Beeswax 6.0 (% by weight) (2) Cetanol 5.0 (3) Reduced Lanolin 8.0 (4) Squalane 27.5 (5) Glyceryl fatty acid ester 4.0 (6) Lipophilic glyceryl monostearate 2.0 (7) Polyoxyethylene (20E.O.) sorbitan 5.0 Monolaurate (8) Propylene glycol 5.0 (9) Paraoxybenzoic acid Methyl 0.1 (10) Purified water 36.2 (11) 2-O-sulfated β-1,3-glucan (Production Example 4) 1.0 (12) 2-O-, 6-O-sulfated β-1,3-glucan (Production Example 8) 0.2 Production method: The oil phase components (1) to (7) are mixed, dissolved and heated to 75 ° C. On the other hand, the aqueous phase components (8) to (10) are mixed and dissolved and heated to 75 ° C. Next, the oil phase component is added to the water phase component and preliminarily emulsified, and then uniformly emulsified by a homomixer. After cooling, (11) and (12) are added and mixed at 40 ° C.

Example 5 Oil-in-water emulsion ointment (1) White petrolatum 25.0 (% by weight) (2) Stearyl alcohol 25.0 (3) Glycerin 12.0 (4) Sodium lauryl sulfate 1.0 (5) Methyl paraoxybenzoate 0.1 (6) Purified water 36.0 (7) 2-O-sulfated β-1,3-glucan (Production Example 1) 0.3 (8) 6-O-sulfuric acid Β-1,3-glucan (Production Example 5) 0.3 (9) 2-O-, 6-O-sulfated β-1,3-glucan (Production Example 6) 0.3 Production method: (1) The oil phase components of (4) to (4) are mixed and dissolved to make uniform, and heated to 75 ° C. On the other hand, dissolve (5) in (6), heat to 75 ° C, add the oil phase component to this, emulsify, and after cooling, add (7) to (9) at 40 ° C and mix. .

Example 6 Lotion (1) Ethanol 10.00 (% by weight) (2) 1,3-butylene glycol 5.00 (3) 2-O-, 6-O-sulfated β-1 , 3-Glucan (Production Example 3) 0.01 (4) 2-O-, 6-O-sulfated β-1,3-glucan (Production Example 7) 0.01 (5) Fragrance 0.10 (6 ) Purified water 84.88 Production method: (1) to (5) are sequentially added to (6), and uniformly mixed and dissolved.

Example 7 Essence (1) Glycerin 2.0 (% by weight) (2) 1,3-butylene glycol 3.0 (3) Polyoxyethylene (25E.O.) oleyl ether 0.5 (4) 2-O-, 6-O-sulfated β-1,3-glucan (Production Example 10) 2.5 (5) Ethanol 15.0 (6) Methyl paraoxybenzoate 0.1 (7) Fragrance 0.1 (8) Purified water 76.8 Production method: (6) and (7) are dissolved in (5), and this is added to (8) together with (1) to (4), and mixed uniformly. Dissolve.

[Example 8] Emollient cream (water-in-oil type) (1) Liquid paraffin 30.00 (wt%) (2) Microcrystalline wax 2.00 (3) Vaseline 5.00 (4) Diglyceryl geo Leic acid ester 5.00 (5) Sodium L-glutamate 1.60 (6) L-serine 0.40 (7) Propylene glycol 3.00 (8) Methyl parahydroxybenzoate 0.10 (9) Purified water 52. 75 (10) Fragrance 0.10 (11) 2-O-sulfated β-1,3-glucan (Production Example 9) 0.05 Production method: dissolve (5) and (6) in a part of (9) The mixture was heated to 50 ° C and gradually added to (4) heated to 50 ° C with stirring. This was previously mixed and uniformly dispersed in (1) to (3), which were heated and dissolved at 70 ° C., and (7) and (8) were dissolved in the remainder of (9) and heated to 70 ° C. Is added with stirring and emulsified with a homomixer. After cooling, (10) and (11) are added and mixed at 40 ° C.

Example 9 Makeup Base Cream (1) Stearic acid 12.00 (% by weight) (2) Cetanol 2.00 (3) Glyceryl tri-2-ethylhexanoate 2.50 (4) Self-emulsification Type glyceryl monostearate 2.00 (5) Propylene glycol 10.00 (6) Potassium hydroxide 0.30 (7) Purified water 69.57 (8) Titanium oxide 1.00 (9) Bengala 0.10 ( 10) Yellow iron oxide 0.40 (11) Fragrance 0.10 (12) 6-O-sulfated β-1,3-glucan (Production Example 2) 0.02 (13) 2-O-sulfated β- 1,3-glucan (Production Example 9) 0.01 Production method: The oil phase components (1) to (4) are mixed and heated to 75 ° C. to make uniform. On the other hand, the aqueous phase components of (5) to (7) are mixed, heated to 75 ° C and dissolved to make uniform, and the pigments of (8) to (10) are added thereto and dispersed uniformly with a homomixer. . The oil phase component is added to the aqueous phase component, emulsified by a homomixer, cooled, and (11) to (13) are added and mixed at 40 ° C.

Example 10 Emulsion Foundation (1) Stearic acid 2.00 (% by weight) (2) Squalane 5.00 (3) Octyldodecyl myristate 5.00 (4) Cetanol 1.00 (5) Decaglyceryl monoisopalmitate 9.00 (6) 1,3-butylene glycol 6.00 (7) Potassium hydroxide 0.10 (8) Methyl parahydroxybenzoate 0.10 (9) Purified water 53.40 ( 10) Titanium oxide 9.00 (11) Talc 7.40 (12) Bengala 0.50 (13) Yellow iron oxide 1.10 (14) Black iron oxide 0.10 (15) Fragrance 0.15 (16) 2 -O-, 6-O-sulfated β-1,3-glucan (Production Example 7) 0.15 Production method: Mix the oil phase components of (1) to (5) and heat to 75 ° C to make it uniform. I do. On the other hand, the aqueous phase components of (6) to (9) are mixed, heated to 75 ° C and dissolved to make uniform, and the pigments of (10) to (14) are added thereto and uniformly dispersed by a homomixer. . The oil phase component is added to the water phase component, and the mixture is uniformly emulsified by a homomixer, cooled, and (15) and (16) are added and mixed at 40 ° C.

Example 11 Hand cream (1) Cetanol 4.0 (% by weight) (2) Vaseline 2.0 (3) Liquid paraffin 10.0 (4) Glyceryl monostearate 1.5 (5) Polyoxyethylene (60E.O.) glyceryl 2.5 isostearate (6) Tocopherol acetate 0.5 (7) Glycerin 20.0 (8) Methyl paraoxybenzoate 0.1 (9) Purified water 59.0 ( 10) 2-O-sulfated β-1,3-glucan (Production Example 1) 0.2 (11) 6-O-sulfated β-1,3-glucan (Production Example 5) 0.2 Production method: ( Mix and dissolve the oil phase components 1) to (6) and heat to 75 ° C. On the other hand, the aqueous phase components (7) to (9) are mixed and dissolved and heated to 75 ° C. Next, the oil phase component is added to the water phase component to pre-emulsify, then uniformly emulsified and cooled with a homomixer, and (10) and (11) are added and mixed at 40 ° C.

In Examples 1 to 5 among the above Examples of the present invention, the effect of preventing wrinkles caused by ultraviolet rays was evaluated. In each example, sulfated β-1,3-
A comparative example was obtained by replacing glucan with purified water. The effect of preventing wrinkles was determined by applying five hairless mice to one group, applying the examples and comparative examples to each group once a day on the back once a day, and applying 5 J / cm ² / week of long-wavelength ultraviolet light (UVA) to each group.
Irradiation was performed for 0 weeks, the wrinkle occurrence in the hairless mouse was observed, and scored according to the criteria shown in Table 6. At this time, a group to which only purified water was applied was used as a control. The results were calculated as the average value of each group, and are shown in Table 7 in relation to the number of UVA irradiation days.

[Table 6]

[0033]

[Table 7] As shown in Table 7, in the control group, the depth of the formed wrinkles reached a medium level when the number of UVA irradiation days exceeded 40 weeks, and deep wrinkles were observed after 50 weeks. Was. On the other hand, in each of the groups to which the examples of the present invention were applied, the occurrence of wrinkles was remarkably suppressed to the extent that slight to slight wrinkles were observed after 50 weeks in each case. On the other hand, in the group applied with the comparative example, the occurrence of wrinkles was slightly reduced in the group coated with the comparative example 2 containing tocopherol acetate, but no significant wrinkles were prevented or reduced.

Subsequently, Examples 1 to 5 of the present invention were evaluated for anti-inflammatory activity and wound healing promoting effect. Using a group of 5 mice in which an inflammation or a wound was artificially formed, in each group, the Example and the Comparative Example were 0.5% each.
g was applied twice a day to the inflamed site or wound site for 7 days, and the state of each site was observed on the 7th day. The anti-inflammatory effect was evaluated in three stages: "effective", "slightly effective", "ineffective", and the effect of promoting wound healing in three stages: "complete healing", "almost healing", and "incomplete healing". The number of obtained mice is shown in Table 8.

[0035]

[Table 8] As is clear from Table 8, no anti-inflammatory effect was observed in any of the mice to which the Examples of the present invention were applied, and no effective anti-inflammatory effect was observed in three or more mice. I was Regarding the effect of promoting wound healing, none of the mice to which the wound healing was incomplete were observed in the group to which the Examples of the present invention were applied, and complete healing was recognized in two or more mice. On the other hand, in the group applied with the comparative example, some effective anti-inflammatory action was observed in 2 and 1 mice in the group applied with the comparative example 2 and the comparative example 4, but some anti-inflammatory action was observed. No mice were seen. In addition, the wound healing of the mice was incomplete in any of the application groups, except for one mouse in which the wound was almost healed in the group to which Comparative Example 2 was applied.

Next, a practical use test for six months was conducted for Examples 1 to 11 of the present invention. As panelists, women in their 20s to 50s having remarkable skin roughness symptoms and women in their 40s to 60s having skin symptoms such as remarkable wrinkles and decreased skin elasticity were grouped into 20 persons. . Also in this use test, a comparative example in which the sulfated β-1,3-glucan blended in each example was replaced with purified water in the same manner as described above was used. The use test was carried out by blindly using each of the examples and comparative examples for each group of panelers having rough skin symptoms and panelers having skin aging symptoms. Before the start of the use test and after the end of the use test, the condition of the skin was observed, and the improvement of the rough skin symptoms, wrinkles and skin elasticity was evaluated in three stages of “improvement”, “slight improvement”, and “no change”. The state of rough skin and the degree of wrinkles were evaluated by taking photographs and replicas, and the skin elasticity was measured and evaluated by a cute meter. The results are shown in Tables 9 and 10 by the number of panelists who obtained each evaluation.

[0037]

[Table 9] As shown in Table 9, in the group using the examples of the present invention, there was no paneler showing no improvement tendency of the rough skin symptoms, and particularly in the groups using Examples 1 to 5, 5 and 7 A clear improvement was seen in more than 75% of panelists. On the other hand, there was no paneler who clearly observed improvement in each comparative group application group, and only a slight improvement tendency was recognized in the comparative example 2 and comparative example 11 application groups.

[0038]

[Table 10] Further, as shown in Table 10, the improvement of the wrinkles was observed in all the groups using the examples of the present invention. In particular, in the group using Example 1 to Example 5, Example 7, and Example 11, a clear improvement was recognized in 55% or more of the panelists. Regarding the state of improvement of skin elasticity, the tendency of improvement was observed in all of the groups using the examples, and a clear improvement was recognized in 40% or more of panelists. On the other hand, in the group using the comparative example, there was no panelist who showed a clear improvement in both wrinkles and skin elasticity, and no improvement was observed in 75% or more of wrinkles and 60% or more of skin elasticities. .

In Examples 1 to 11 of the present invention, no state change such as precipitation, separation, agglomeration, discoloration, or odor of the contained components was observed at all during the above use test period. In addition, in each group used in Examples, there was no paneler showing a skin irritating reaction or a skin sensitizing reaction.

[0040]

As described above in detail, according to the present invention, normalization of the cell function of the epidermis, improvement of the metabolic activity of dermal fibroblasts, enrichment of matrix fibers,
In addition, to maintain normal condition, improve skin roughness, keep skin healthy, and effectively prevent or improve skin damage and aging caused by extraneous stress such as ultraviolet rays,
A skin external preparation excellent in anti-inflammatory action and wound healing promoting action was obtained.

Claims (3)

[Claims] 1. A β-1,3-glucan in which glucose at position 2 or 6 of the constituent sugar is sulfated, and a β-1,3-glucan in which glucose at position 2 and 6 of the constituent sugar are sulfated. An external preparation for skin, comprising one or more selected from glucans. 2. The method according to claim 1, wherein the proportion of the sulfated constituent sugar is 15 to 8
The external preparation for skin according to claim 1, wherein the amount is 5 mol%. 3. The external preparation for skin according to claim 1, wherein the external preparation for skin is a cosmetic.