KR100769578B1 - Cosmetic Composition against Aging of the Skin - Google Patents

Abstract

The present invention relates to a cosmetic composition for improving skin wrinkles, and more particularly, 8-hydroxybergapten (8-hydroxybergapten: 5-benzofuranacrylic acid, 6,7-dihydroxy-4-methoxy-, δ-lactone) effective It relates to a cosmetic composition for improving skin wrinkles comprising as a component.

The cosmetic composition for improving skin wrinkles of the present invention promotes collagen synthesis of fibroblasts of the skin, and thus has an excellent effect of improving skin elasticity and improving wrinkles.

8-hydroxybuffapten, collagen, skin wrinkle improvement, cosmetic

Description

Cosmetic composition for improving skin wrinkles {Cosmetic Composition against Aging of the Skin}

1 shows the ¹ H-NMR spectrum of 8-hydroxybuffaptene.

2 shows the ¹³ C-NMR spectrum of 8-hydroxybuffapten.

3 shows the mass spectrum of 8-hydroxybuffapten.

[Industrial use]

The present invention relates to a cosmetic composition for improving skin wrinkles, and more particularly, to a skin composition for improving skin wrinkles by promoting collagen synthesis of fibroblasts of the skin to improve skin elasticity and improving skin wrinkles. will be.

[Private Technology]

Collagen, a major component of the extracellular matrix, is present in the extracellular epilepsy as a major matrix protein produced by skin fibroblasts. It is also an important protein, accounting for about 30% of the total weight of biological proteins, and has a solid triple helix structure. Collagen forms most of the organic material of the skin, tendons, bones and teeth, especially in bones and skin (dermis). Most other sieve structures exist as fibrous inclusions.

Collagen is a relatively weak immunogen, partly due to the shielding of latent antigenic determinants by the helix structure of collagen, which also makes collagen resistant to proteolysis. The main functions of collagen are known as mechanical firmness of skin, resistance of connective tissue and binding of tissue, support of cell adhesion, induction of cell division and differentiation (in organic growth or wound healing) (Van der Rest et al. 1990). This collagen is reduced by age and photoaging by UV irradiation, which is known to be closely associated with wrinkle formation of the skin (Arthur K. Balin et al., Aging and the skin, 1989). In recent years, extensive research on skin aging has revealed an important function of collagen in skin.

Conventionally, products using collagen have been released in order to take advantage of collagen's skin moisturizing effect.However, these cosmetics apply collagen to the surface of the skin. It could not be said to be an essential skin function improvement.

In order to solve this problem, interest in collagen synthesis promoting material has been increased, and conventionally known collagen synthesis promoting materials include vitamin C, retinoic acid, and transforming growth factor (TGF) (Cardinale G. et al, Adv. Enzymol., 41, p. 425, 1974), protein from animal placenta (JP8-231370), betulinic acid (JP8-208424), chlorella extract (JP9-40523, JP10- 36283, promoting fibroblast proliferation).

However, these substances have limited use or insignificant effects due to safety problems such as irritation and redness during skin application, and thus, a substantial improvement in skin function cannot be expected. Therefore, there is an urgent need for the development of a new skin wrinkle improvement cosmetic composition that is safer and more effective in vivo than the existing skin wrinkle improvement cosmetic composition.

The present invention is to solve the conventional problems as described above, an object of the present invention to promote the synthesis of collagen to improve the elasticity of the skin, to provide a cosmetic composition for improving skin wrinkles excellent skin wrinkles will be.

In order to achieve the above object, the present invention is 8-hydroxybergapten (8-hydroxybergapten: 5-benzofuranacrylic acid, 6,7-dihydroxy-4-methoxy-, δ-lactone) (hereinafter '8-hydroxy bergapten It provides a collagen synthesis promoter composition comprising a) as an active ingredient.

The present invention also provides a cosmetic composition for improving skin wrinkles comprising 8-hydroxybuffapten as an active ingredient.

EMBODIMENT OF THE INVENTION Hereinafter, this invention is demonstrated in detail.

The inventors of the present invention, while developing a substance having an excellent collagen synthesis promoting effect as an active ingredient of the cosmetic composition for improving skin wrinkles, found that the 8-hydroxybuffapten has a very strong collagen synthesis promoting effect and completed the present invention. It became. There has been no previous study on the collagen synthesis performance and skin wrinkle improvement effect of 8-hydroxybuffapten, the active ingredient of the present invention.

The 8-hydroxy buffapten is represented by the following formula (1).

Natural 8-hydroxybuffapten is a compound mainly found in hawthorn and plant roots. There can be several ways to obtain 8-hydroxybuffaptene. For example, finely chopped roots (white paper) of hawthorns and plants, added with water, anhydrous or hydrous lower alcohols having 1 to 4 carbon atoms, ethyl acetate, acetone, chloroform or a mixture thereof, and extracted by heating, and solvent fractionation. Obtained by recrystallization.

By preparing a cosmetic composition for improving skin wrinkles comprising 8-hydroxy vergatten as an active ingredient and applying it to the human body, it is possible to obtain an excellent skin elasticity and wrinkle improvement effect. In this case, the cosmetic composition for improving skin wrinkles may include 0.000001% by weight to 10% by weight of 8-hydroxybuffapten as a collagen production promoter, preferably 0.001% by weight, and more preferably. May comprise 0.1% to 10% by weight. If the content of 8-hydroxybuffapten is less than 0.000001% by weight, no obvious effect can be expected, and if the content of more than 10% by weight does not increase the effect compared to the increase in the amount of inclusion.

The cosmetic composition for improving skin wrinkles according to the present invention is an external ointment, cream, foam, lotion, pack, soft water, emulsion, foundation, makeup base, essence, soap, liquid cleanser, bathing agent, sunscreen cream, or sun oil It may be prepared in a formulation.

In addition, the cosmetic composition of the present invention can be appropriately blended with conventional ingredients, such as oil, water, surfactants, moisturizers, lower alcohols, thickeners, chelating agents, pigments, preservatives, fragrances and the like, which are blended in general skin cosmetics.

Hereinafter, preferred examples are provided to help understanding of the present invention, but the following examples are merely to illustrate the present invention, and the scope of the present invention is not limited to the following examples.

Example 1 Extraction of 8-hydroxybuffapten

1-1: Extraction of 8-hydroxybuffapten with Methanol

1 kg of dried root of white paper (Angelica dahurica or Angelica dahurica var. Formosana) was placed in 10 liters of methanol, and extracted by heating at 80 ° C. for 3 hours in an extractor equipped with a reflux condenser to obtain 85 g of methanol extract. The hexane fraction was removed from the methanol extract through solvent fractionation, and the obtained fraction was fractionated three times with chloroform to obtain 9 g of chloroform fraction. The obtained chloroform fraction was subjected to silica column chromatography several times to obtain 0.2 g of a fraction containing 8-hydroxybuffatten, which was purified by preparative HPLC (Prep-HPLC) and recrystallization. To obtain 8-hydroxybuffaptene. The 8-hydroxybuffapten obtained by the above method was identified by its nuclear magnetic resonance (NMR) and mass spectroscopy (99.7% by weight). 1 and 2 show ¹ H-NMR spectra and ¹³ C NMR spectra of the 8-hydroxybuffapten, respectively, and the numbers described in each peak correspond to the numbers described in the chemical formulas of FIGS. 3 shows the mass spectrum of the 8-hydroxybuffapten.

1-2: 8-hydroxybuffapten extraction using chloroform

1 kg of dried root of white paper was added to 10 liters of chloroform, and extracted by heating at 100 ° C. for 3 hours in an extractor equipped with a reflux condenser to obtain 12 g of chloroform extract. The chloroform extract was dissolved in chloroform, and the solvent was fractionated with an alkaline aqueous solution (0.1 M NaOH aqueous solution) to obtain an alkaline aqueous solution soluble part. 8-hydroxybuffaptene was obtained using the recrystallization method. The 8-hydroxybuffapten obtained by the above method was identified by the component and content (99.7% by weight) through nuclear magnetic resonance (NMR) and mass spectroscopy (Mass spectroscopy).

Example 2 Collagen Biosynthesis Effect of 8-hydroxybuffapten                     

Eight-hydroxybuffapten was added to the culture solution of human-derived fibroblasts, and the cosmetic effect for skin wrinkle improvement at the cellular level was tested. Biosynthetic collagen was measured using a PICP EIA kit (Procollagen Type I C-Peptide Enzyme ImmunoAssay KIT).

The final concentration of 8-hydroxybenzogatten is 0.5 μg / ml, 1 μg / ml, 2 μg / ml, 5 μg / ml, 10 μg / ml, together with vitamin C and the control, respectively. After culturing for one day by adding to fibroblasts (human fibroblast cells) culture medium, the culture medium was taken, and the degree of collagen biosynthesis at each concentration was measured at 450 nm using a spectrophotometer with PICP EIA Kit. Collagen production amount was measured as UV absorbance, and collagen biosynthesis increase rate was calculated as a percentage value of the synthetic ability relative to the control (no addition), and the results are summarized in Table 1.

[Table 1] Collagen Biosynthesis Effect at Cell Level According to Concentration

Sample added Application concentration (µg / ml) Collagen production amount (Abs) % Increase Control - 1.310 ± 0.072 - 8-hydroxybuffapten 0.5 1.590 ± 0.102 121.4 1.0 1.876 ± 0.097 143.2 2.0 1.949 ± 0.111 148.8 5.0 1.953 ± 0.132 149.1 10.0 2.008 ± 0.129 153.3 Vitamin c 52.8 1.757 ± 0.121 134.1

                                                              * Repeat count = 6

As can be seen from the results in Table 1, 8-hydroxybugatten has superior collagen biosynthesis to human-derived fibroblasts, and generally better collagen at a lower concentration than the application of vitabin C, which is generally known to have collagen synthesis ability. It can be seen that a synthetic effect can be obtained.

Example 3 Skin Wrinkle Improvement Effect of 8-hydroxybupatten

A 6-week-old hairless mouse was used to test the skin wrinkle improvement effect of 8-hydroxybuffapten on skin wrinkles induced by light. The sample was applied by dissolving 8-hydroxybuffapten in 1,3-butylene glycol at 5 mg / ml.

Hairless mice were irradiated with 2 MED for 3 days and 10 weeks a day using a solar simulator to form skin wrinkles, and the control treated with 1,3-butylene glycol without addition of the sample and 5 The degree of improvement was qualitatively determined in the group treated with 0.5 ml / cm ² (2.5 mg / cm ² with 8-hydroxy benzogatten) twice a day for 6 weeks of 8 mg of 8 mg of hydroxybutapten solution. .

Wrinkle improvement was judged by visual inspection and photographing of the sample processing area, and the criterion was judged by three stages of no improvement, slight improvement, and significant improvement compared to the sample treatment group and the control group. Table 2 shows.

[Table 2] Skin wrinkle improvement effect on the mouse

sample No improvement Minor improvements A significant improvement Control 10 0 0 8-hydroxybuffapten 0 4 6

                                                    Population in each group = 10

[Example 4 and Comparative Example 1] cosmetic essence for skin wrinkle improvement

Preparation of cosmetic essence for skin wrinkle improvement

Formulation of the skin wrinkle improvement cosmetic essence comprising 8-hydroxy buffapten was prepared in Example 4, except that the formulation does not include 8-hydroxy buffapten cosmetic essence as in Example 4 Was prepared as Comparative Example 1. Detailed compositions are shown in Table 3 below.

TABLE 3

 Composition water Example 4 (% by weight) Comparative Example 1 (% by weight) 8-hydroxybuffapten One - Propylene glycol 10.0 10.0 glycerin 10.0 10.0 Sodium hyaluronate aqueous solution (1%) 5.0 5.0 ethanol 5.0 5.0 Polyoxyethylene Cured Castor Oil 1.0 1.0 Methyl paraoxybenzoate 0.1 0.1 incense 0.05 0.05 Purified water to 100 to 100

Experimental effect of skin wrinkle improvement through panel test

The skin wrinkle improvement effect of the essence of Example 4 and Comparative Example 1 was tested in healthy 35 to 50 year old women as follows.

Thirty females from 35 to 50 years old were divided into two groups of 15 people each, and the first group had an essence of Example 4 containing 1% of 8-hydroxybutapten, and the second group had an essence of Comparative Example 1 Was applied once a day for 3 months.

After 3 months, the improvement of skin wrinkles was evaluated by subject's questionnaire and image analysis of skin wrinkles. The subject's questionnaire was judged in three stages of improvement of skin wrinkles and elasticity compared with before use, no improvement, slight improvement, and significant improvement. The results are shown in Table 4.

Table 4 Skin Wrinkle Improvement Effect of the Example of the Present Invention

sample No improvement Minor improvements A significant improvement Comparative Example 1 9 5 One Example 4 - 7 8

As can be seen in Table 4, it can be seen that the skin wrinkle improvement effect is excellent when the essence of Example 4 according to the present invention is used.

Wrinkle improvement effect experiment through image analysis

Image analysis of wrinkles was performed by collecting replicas under the eyes (Xantopren, Bayer) before the experiment was started, and immediately after the experiment was completed, replicas were taken from the same area under the eyes. The density of skin wrinkles was measured by two-dimensional analysis. The measurement results of skin wrinkle density by image analysis are shown in Table 5 by averaging the decrease rate of skin wrinkle density after use compared to skin wrinkle density before use.

[Table 5] Skin wrinkle improvement effect (image analysis)

sample Skin Wrinkle Density Reduction (%) Comparative Example 1 9 Example 4 47

As can be seen from Table 5, when applying the essence of Example 4 to which the 8-hydroxy vergatenten according to the present invention is applied, it can be seen that the density of the skin wrinkles is significantly reduced compared to the cosmetic composition of Comparative Example 1.

In Examples 3 and 4 described above, no skin irritation or side effects due to the 8-hydroxybutapten of the present invention was found.

Hereinafter, the preparation examples and comparative examples of the cosmetic composition for improving skin wrinkles comprising 8-hydroxybugattenene.

[Example 5 and Comparative Example 2] skin external ointment for improving skin wrinkles                     

A formulation of the skin external ointment for improving skin wrinkles including 8-hydroxybuffapten was prepared in Example 5, and the same as in Example 5 except for not including 8-hydroxybuffapten. A skin external ointment was prepared as Comparative Example 2. Detailed compositions are shown in Table 6 below.

TABLE 6

Composition water Example 5 (% by weight) Comparative Example 2 (wt%) 8-hydroxybuffapten 2 - Diethyl sebacate 8 8 Prepayment 5 5 Polyoxyethylene Oleyl Ether Phosphate 6 6 Sodium benzoate 0.1 0.1 Waselin to 100 to 100

[Example 6 and Comparative Example 3] cosmetic cream for improving skin wrinkles

The formulation of the cosmetic cream for skin wrinkle improvement comprising 8-hydroxy benzogaptenen was prepared in Example 6, except that it does not include 8-hydroxy benzogapten, the same as in Example 6 cosmetics A cream was prepared as Comparative Example 3. The detailed composition is shown in Table 7 below.

TABLE 7

Composition water Example 6 (% by weight) Comparative Example 3 (wt%) 8-hydroxybuffapten 0.5 - Stearic acid 15.0 15.0 Cetanol 1.0 1.0 Potassium hydroxide 0.7 0.7 glycerin 5.0 5.0 Propylene glycol 3.0 3.0 antiseptic 0.05 0.05 incense 0.05 0.05 Purified water to 100 to 100

[Example 7 and Comparative Example 4] supple cosmetics for improving skin wrinkles

Formulation of the softening longevity for improving skin wrinkles including 8-hydroxy benzogapten was prepared in Example 7, and the same as in Example 7 except that it does not include 8-hydroxy bogapten What manufactured long life was made into the comparative example 4. The detailed composition is shown in Table 8 below.

TABLE 8

Composition water Example 7 (% by weight) Comparative Example 4 (wt%) 8-hydroxybuffapten 0.2 - ethanol 10.0 10.0 Polylauric acid polyoxyethylene sorbitan 1.0 1.0 Methyl paraoxybenzoate 0.2 0.2 glycerin 5.0 5.0 1,3-butylene glycol 6.0 6.0 incense 0.05 0.05 Pigment 0.05 0.05 Purified water to 100 to 100

[Example 8 and Comparative Example 5] nourishing cosmetics for improving skin wrinkles

Formulation of nourishing longevity for improving skin wrinkles containing 8-hydroxy benzogapten was prepared in Example 8, except that it does not include 8-hydroxy bogaptene in the same manner as in Example 8 What used the lotion was made into the comparative example 5. Detailed compositions are shown in Table 9 below.

TABLE 9

 Composition water Example 8 (% by weight) Comparative Example 5 (wt%) 8-hydroxybuffapten 0.1 - Waselin 2.0 2.0 Sesquioleate sorbitan 0.8 0.8 Polyoxyethylene oleylethyl 1.2 1.2 Methyl paraoxybenzoate 0.1 0.1 Propylene glycol 5.0 5.0 ethanol 3.2 3.2 Carboxy Vinyl Polymer 18.0 18.0 Potassium hydroxide 0.1 0.1 Pigment 0.05 0.05 incense 0.05 0.05 Purified water to 100 to 100

[Example 9 and Comparative Example 6] cosmetic pack for improving skin wrinkles                     

The formulation of the cosmetic pack for improving skin wrinkles containing 8-hydroxy buffaptene was prepared in Example 9, except that the formulation of the same as in Example 9 except that it does not include 8-hydroxy buffapten What manufactured the pack was made into the comparative example 6. The detailed composition is shown in Table 10 below.

TABLE 10

 Composition water Example 9 (% by weight) Comparative Example 6 (wt%) 8-hydroxybuffapten 0.2 - glycerin 5.0 5.0 Propylene glycol 4.0 4.0 Polyvinyl alcohol 15.0 15.0 ethanol 8.0 8.0 Polyoxyethylene oleylethyl 1.0 1.0 Methyl paraoxybenzoate 0.2 0.2 Pigment 0.05 0.05 incense 0.05 0.05 Purified water to 100 to 100

As described above, the cosmetic composition for improving skin wrinkles comprising 8-hydroxybuffapten as an active ingredient showed a very powerful cosmetic effect for improving skin wrinkles against fibroblasts of the skin, and a skin wrinkle improving effect using a hairless mouse. The test also showed a very good skin wrinkle improvement.

The cosmetic composition for improving skin wrinkles of the present invention comprises 8-hydroxybergapten (5-benzofuranacrylic acid, 6,7-dihydroxy-4-methoxy-, δ-lactone) as a collagen synthesis promoter. By promoting collagen synthesis of fibroblasts, the effect of improving skin elasticity and improving skin wrinkles is very excellent.

Claims (5)

Cosmetic composition comprising 8-hydroxybergapten (8-hydroxybergapten: 5-benzofuranacrylic acid, 6,7-dihydroxy-4-methoxy-, δ-lactone) as an active ingredient. A cosmetic composition for improving skin wrinkles comprising 8-hydroxybuffapten as an active ingredient. The cosmetic composition for improving skin wrinkles according to claim 2, wherein the cosmetic composition for improving skin wrinkles comprises 8-hydroxybuffapten from 0.000001 wt% to 10 wt% based on the total weight of the composition. The cosmetic composition for improving skin wrinkles according to claim 2, wherein the cosmetic composition for improving skin wrinkles comprises 0.1 wt% to 10 wt% of 8-hydroxybuffapten based on the total weight of the composition. According to claim 2, wherein the cosmetic composition for improving skin wrinkles ointment, cream, foam, lotion, pack, soft water, latex, foundation, makeup base, essence, soap, liquid cleanser, bath, sunscreen cream, and sun Cosmetic composition for improving skin wrinkles having a formulation selected from the group consisting of oils.

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