KR100769579B1 - Cosmetic composition for improving skin wrinkles - Google Patents

Abstract

The present invention relates to a cosmetic composition for improving skin wrinkles, and more particularly, to a cosmetic composition for improving skin wrinkles including xanthotoxol (8-hydroxypsoralen) as an active ingredient.

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.

Xantoxol, collagen, skin wrinkle improvement, cosmetics

Description

Cosmetic composition for improving skin wrinkles {COSMETIC COMPOSITION AGAINST AGING OF THE SKIN}

1 is a ¹ H-1D NMR spectrum of Xanthotoxol (8-hydroxypsoralen) obtained in Example 1 of the present invention,

2 is a ¹³ C-1D NMR spectrum of Xanthotoxol (8-hydroxypsoralen) obtained in Example 1 of the present invention,

3 is a mass spectrum result of xanthotoxol (8-hydroxypsoralen) obtained in Example 1 of the present invention.

[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 (when 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 related to wrinkle formation of the skin (Arthur K. Balin et al., “Aging and the skin”, 1989). In recent years, extensive research on aging of the skin has been developed to reveal the important function of collagen in the 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 retinoic acid and transforming growth factor (TGF) (Cardinale G. et al, Adv.Enzymol., 41, p.425, 1974), protein from animal placenta (Japanese Patent Laid-Open No. 8-231370), betulinic acid (Japanese Patent Laid-Open No. 8-208424), chlorella extract (Japanese Laid-Open Patent No. 9) -40523, Japanese Patent Laid-Open No. 10-36283, fibroblast proliferation promoting action).

However, these substances have limited use or insignificant effects due to safety problems such as irritation and redness when applied to the skin, and thus, the effect of improving 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.

In order to solve the conventional problems as described above, an object of the present invention is to provide a collagen synthesis promoter having an excellent effect of improving the elasticity of the skin by improving the synthesis of collagen, as well as safe to the living body. .

Still another object of the present invention is to provide a cosmetic composition for improving skin wrinkles, which is not only safe for a living body but also promotes synthesis of collagen to improve skin elasticity and improve skin wrinkles.

In order to achieve the above object, the present invention provides a collagen synthesis promoter comprising xanthotoxol (8-Hydoxypsoralen) represented by the following formula (1) as an active ingredient.

[Formula 1]

In addition, the present invention provides a cosmetic composition for improving skin wrinkles comprising xanthotoxol (Xanthotoxol: 8-hydroxypsoralen) represented by Formula 1 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 xantoxoxol of Formula 1 has a very strong collagen synthesis promoting effect, and completed the present invention. . There is no previous study on the collagen synthesis ability and skin wrinkle improvement effect of the xanthotosol used as an active ingredient in the present invention.

Xanthotoxol of the formula (1) of the present invention is used as a collagen synthesis promoter to promote the collagen synthesis of fibroblasts of the skin safe to the living body and improve the elasticity of the skin and also very good skin wrinkle improvement.

Xanthotoxol in its natural state is a compound mainly found in hawthorn and roots of plants. There are many ways to get xantoxol. 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. The present invention can identify that the extract is Xantho toxin of the formula (1) through the results of NMR and Mass spectrum analysis.

[Formula 1]

Xantho toxol content included as an active ingredient of the collagen synthesis promoter of the present invention may be included in 0.00001 to 5% by weight or may be included as a total content is not particularly limited as long as the effective content range. In addition, the compounds of the present invention may be administered by various oral or parenteral methods, and may further include a pharmaceutically acceptable liquid or solid carrier.

In addition, the present invention provides a cosmetic composition for improving skin wrinkles comprising xantoxoxol of Formula 1 as an active ingredient. The composition of the present invention is not toxic even if applied to the human body can obtain an excellent skin elasticity and wrinkle improvement effect.

The cosmetic composition for improving skin wrinkles of the present invention may include xanthotoxol in an amount of 0.000001 wt% to 10 wt% with respect to the total weight of the composition, more preferably 0.001-10 wt%, most preferably 0.1 wt% to 10 wt%. It may be included in weight percent. When the content of the xanthotoxol is less than 0.000001% by weight, no obvious effect can be expected, and when it exceeds 10% by weight, the effect does not increase as compared with 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 dosage form.

In addition, the cosmetic composition of the present invention may further include one or more pharmacologically acceptable carriers formulated in general skin cosmetics, and as conventional components, for example, oil, water, surfactants, moisturizers, lower alcohols, Thickeners, chelating agents, colorants, preservatives, fragrances and the like can be appropriately blended.

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 Xanthotoxol

1-1. Extraction of Xanthotosol Using Methanol

1 kg of dried roots of white paper (Angelica dahurica or Angelica dahurica var. Formosana) were 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 a solvent fraction, 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 0.3 g of a fraction containing xanthoxol, which was then purified by preparative HPLC (Prep-HPLC) and recrystallization. A xanthoxol of 1 was obtained. Xanthotoxol obtained by the above method was identified by NMR and mass spectroscopy to determine the composition and content (99.7% by weight). The NMR spectrum is shown in FIG. 1 ( ¹ H-1D NMR spectrum) and FIG. 2 ( ¹³ C-1D NMR spectrum), and the mass spectra (MS and MS / MS) are shown in FIG. 3.

[Formula 1]

1-2. Xantho Toxol Extraction Using Chloroform

1 kg of dried root of white paper was placed in 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 aqueous alkaline solution, followed by neutralization with HCl and solvent fractionation with chloroform. Xanthotoxol was obtained using the recrystallization method. Xanthotoxol obtained by the above method was identified by NMR and mass spectroscopy to determine the composition and content (99.7% by weight).

Example 2                     

Collagen Biosynthesis Effect of Xanthotoxol

Xanthotoxol 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).

Xanthotosol is 0.5 μg / ml, 1 μg / ml, 2 μg / ml, 5 μg / ml, and 10 μg / ml in final concentrations of human fibroblast cells. After adding to the culture medium and incubating for one day, 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 biosynthesis was calculated as the relative synthetic ability relative to the control (no addition) and the results are summarized in Table 1.

Collagen biosynthesis effect at the cellular level with different concentrations Sample added Application concentration (µg / ml) Collagen Production % Increase Control - 1.129 ± 0.053 - Xanthoxol 0.5 1.449 ± 0.039 128.36% Xanthoxol 1.0 1.535 ± 0.078 135.94% Xanthoxol 2.0 1.623 ± 0.084 143.75% Xanthoxol 5.0 1.651 ± 0.130 146.24% Xanthoxol 10.0 1.657 ± 0.112 146.81% Vitamin c 52.8 1.598 ± 0.145 141.57%

As can be seen from the results of Table 1, the xanthotoxol of the present invention has excellent collagen biosynthesis performance against human-derived fibroblasts, and generally better collagen at a lower concentration than when vitamin C is known to have collagen synthesis ability. It can be seen that a synthetic effect can be obtained.                     

Example 3

Anti-wrinkle Effect of Xantho Toxol

A 6-week-old hairless mouse was used to test the anti-wrinkle effect of xanthotoxol against light-induced skin wrinkles. The sample was applied by dissolving xanthotosol 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 improvement degree was qualitatively determined in the group treated with 0.5 ml / cm 2 (2.5 mg / cm 2 with xanthotoxol) of mg / ml xanthotoxol solution twice daily.

Wrinkle improvement was judged by visual inspection and photographing of the sample treatment area first, and the judgment criteria were 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.

Skin wrinkle improvement effect on mouse sample No improvement Minor improvements A significant improvement Control 9 One 0 Xanthoxol 2 5 3

Example 4 and Comparative Example 1

1. Preparation of cosmetic essence for skin wrinkle improvement

To prepare a formulation of the cosmetic essence for improving skin wrinkles including xanthotoxol in the composition as shown in Table 3 in Example 4, except that it does not contain only xanthotoxol in the same manner as in Example 4 What manufactured the essence was made into the comparative example 1.

Composition (% by weight) Example 4 Comparative Example 1 Xanthoxol One - Propylene glycol 10.0 10.0 glycerin 10.0 10.0 Sodium hyaluronate (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 Quantity Quantity Purified water to 100 to 100

2. Experimental effect on 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 xantoxol, and the second group had an essence of Comparative Example 1 on the face 1 day 1 Three times a month was applied.

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.                     

Skin wrinkle improvement effect of the Example by this invention sample No improvement Minor improvements A significant improvement Comparative Example 1 9 5 One Example 4 One 8 6

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

3. Experimental effect of wrinkle improvement through image analysis

Image analysis of wrinkles was performed before the start of the experiment (replica) under the eyes (Xantopren, Bayer), and immediately after the end of the experiment, the replica was taken from the same area under the eyes and the skin wrinkles through image analysis The two-dimensional analysis of the skin wrinkle density was measured. 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.

Skin wrinkle improvement effect (image analysis) sample Skin wrinkle density reduction rate (%) Comparative Example 1 8 Example 4 42

As can be seen in Table 5, when applying the essence of Example 4 with the addition of the xanthotoxol according to the present invention it can be seen that the density of the skin wrinkles is significantly reduced compared to the cosmetic composition of Comparative Example 1.

Experimental Example                     

Biosafety of Xantoxol

Hereinafter, the preparation examples and comparative examples of the cosmetic composition for improving skin wrinkles comprising xantoxol are shown.

Example 5 and Comparative Example 2

Skin ointment for skin wrinkle improvement

Formulation of the skin external ointment for improving skin wrinkles comprising xantoxol was prepared in Example 5, except that the cosmetic essence was prepared in the same manner as in Example 5 except that xantoxol was not included only in the comparative example It was set to two. Detailed compositions are shown in Table 6 below.

Composition (% by weight) Example 4 Comparative Example 1 Xanthoxol 2 - Diethyl sebacate 8 8 Prepayment 5 5 Polyoxyethylene Oleyl Ether Phosphate 6 6 Sodium benzoate Quantity Quantity Waselin to 100 to 100

Example 6 and Comparative Example 3

Cosmetic cream for improving skin wrinkles

Formulation of the cosmetic cream for improving skin wrinkles comprising xantoxol was prepared in Example 6, except that only the xantoxol was not included in the above Example 6 to prepare a cosmetic cream as in Comparative Example 3 It was made. The detailed composition is shown in Table 7 below.                     

Composition (% by weight) Example 4 Comparative Example 1 Xanthoxol 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 Quantity Quantity incense Quantity Quantity Purified water to 100 to 100

Example 7 and Comparative Example 4

Softener for improving skin wrinkles

Formulation of the flexible cosmetics for improving skin wrinkles containing xanthoxol was prepared in Example 7, except that the xanthoxol was prepared in the same manner as in Example 7 except that only the xanthoxol is included in Comparative Example 4 It was made. The detailed composition is shown in Table 8 below.

Composition (% by weight) Example 4 Comparative Example 1 Xanthoxol 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 Quantity Quantity Pigment Quantity Quantity Purified water to 100 to 100

Example 9 and Comparative Example 6

Cosmetic pack for improving skin wrinkles

Formulation of the cosmetic pack for improving the skin wrinkles containing xantoxol was prepared in Example 9, except that only the xantox toxol in the above example was manufactured in the same manner as in Example 9 to prepare a cosmetic pack It was made. The detailed composition is shown in Table 10 below.

Composition (% by weight) Example 4 Comparative Example 1 Xanthoxol 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 Quantity Quantity incense Quantity Quantity Purified water to 100 to 100

As described above, the cosmetic composition for improving skin wrinkles comprising the xanthotoxol of the present invention 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 includes xanthotoxol (8-Hydoxypsoralen) as a collagen synthesis promoter in vivo, thereby promoting collagen synthesis of fibroblasts of the skin, thereby improving skin elasticity and improving skin wrinkles. The effect is very good.

Claims (7)

delete Cosmetic composition for removing skin wrinkles comprising xanthotoxol (Xanthotoxol: 8-Hydoxypsoralen) represented by the formula (1) as an active ingredient. [Formula 1]

The cosmetic composition for removing skin wrinkles according to claim 2, wherein the cosmetic composition for removing skin wrinkles comprises xanthoxol in an amount of 0.000001 wt% to 10 wt% based on the total weight of the composition. The cosmetic composition for removing skin wrinkles according to claim 2, wherein the cosmetic composition for removing skin wrinkles comprises xantoxoxol in an amount of 0.001% to 10% by weight based on the total weight of the composition. The cosmetic composition for removing skin wrinkles of claim 2, wherein the cosmetic composition for removing skin wrinkles comprises xantoxoxol in an amount of 0.1 wt% to 10 wt% based on the total weight of the composition. According to claim 2, wherein the cosmetic composition for skin wrinkle removal ointment, cream, foam, lotion, pack, soft water, latex, foundation, makeup base, essence, soap, liquid cleanser, bath, sunscreen cream, and sun Cosmetic composition for removing skin wrinkles having a formulation selected from the group consisting of oils. The cosmetic composition for removing skin wrinkles according to any one of claims 2 to 6, wherein the cosmetic composition for removing skin wrinkles further comprises one or more pharmacologically acceptable carriers blended into the skin cosmetic.

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