KR20170062961A - Composition for stabilizing polyphenolic effective ingredient - Google Patents

Abstract

The present invention relates to a composition for stabilizing a polyphenolic active ingredient which is resistant to osmosis, and a composition for stabilizing a polyphenolic insoluble active ingredient in a formulation by using a powder and a moisturizing effect component, .

Description

TECHNICAL FIELD The present invention relates to a composition for stabilizing polyphenolic active ingredients,

The present invention relates to a composition for stabilizing polyphenolic active ingredients.

Among the components that impart whitening, wrinkle, or other skin-improving effects to the skin (hereinafter referred to as active ingredients), there are a number of poorly soluble substances that are almost insoluble in water or oil, such as polyphenol-based ones. Thus, various methods have been attempted to stabilize the efficacious ingredient for use in a cosmetic product in high amounts.

In the case of cream and spot cosmetics using water-free anhydrous formulations, it is desired to provide differentiated advantages by providing stabilization and heat sensation of components which are easily oxidized or precipitated in water (Patent Document 1). However, it still had problems such as instability due to aging and feeling heavy and frustrating.

In addition to such a formulation technique, stabilization of an insoluble drug and optimization of its efficacy by using polymeric micelles or nanoparticle formation techniques using an amphiphilic block copolymer (Patent Documents 2 and 3, Non-Patent Document 1), nanostructured lipid carrier And the optimization of the efficacy of the polyphenol-based (genistein) active ingredient (Non-Patent Document 2).

However, when the cosmetic preparation is manufactured in this manner, there is still a problem of precipitation due to aging and there is a limit to use a poorly soluble component in a high content.

1. Domestic registered patent 10-0811465 2. Domestic Patent Document 10-2003-0045611 3. Domestic public patent 2007-0041185

1. Arch Pharm Res Vol. 9, 2007 2. international journal of pharmaceutics, 453, 2013

The present invention provides a composition capable of stabilizing a poorly soluble polyphenolic active ingredient in cosmetic formulations.

The present invention also provides a cosmetic composition which is excellent in feeling and has no skin irritation.

In the present invention, a powder comprising at least one selected from the group consisting of porous polymer particles and cyclodextrin or a derivative thereof; And

There is provided a composition for stabilizing a polyphenolic active ingredient comprising a moisturizing component comprising at least one selected from the group consisting of betaine, alanylglutamine, polyquaternium-51, nicotinamide, urea or a derivative thereof, and sodium PCT do.

The present invention also provides a cosmetic composition comprising the composition for stabilizing the polyphenolic active ingredient described above.

The composition for stabilizing a polyphenolic active ingredient according to the present invention is free of skin irritation and can be stabilized in cosmetic formulations by improving solubility of polyphenolic active ingredients.

The present invention relates to a powder comprising a porous polymer particle and at least one selected from the group consisting of cyclodextrin or a derivative thereof; And

A composition for stabilizing a polyphenolic active ingredient, comprising a moisturizing component comprising at least one selected from the group consisting of betaine, alanylglutamine, polyquaternium-51, nicotinamide, urea or a derivative thereof, and sodium PCT will be.

Hereinafter, the composition for stabilizing a polyphenolic active ingredient according to the present invention will be described in more detail.

In the present invention, the polyphenolic active ingredient is selected from the group consisting of genistein, daidzein, frangerin, polyadin, dioscin, maes lignan, asialicoside, ginsenoside alga, And at least one member selected from the group consisting of peroxidase, phenol, resveratrol, hesperetin, and resperidin. The polyphenolic active ingredient may also contain a derivative of the polyphenol or an efficacious ingredient derived from the polyphenol.

The polyphenolic active ingredient is an insoluble ingredient which hardly dissolves in water or oil. In order to use the polyphenolic active ingredient in a cosmetic composition or the like, the polyphenolic active ingredient must be stabilized.

To this end, in the present invention, by using the powder and the moisturizing component together, the solubility of the polyphenolic active ingredient can be remarkably improved to stabilize the ingredient in the composition. This stabilizing effect is expected to be synergistically enhanced as compared with the case where each of the powder and the moisturizing component is used alone, and is attributed to stabilization by the moisturizing effect component as well as to capture in the powder.

In the present invention, the powder generally imparts a soft feel to the composition, enhances the absorbency, and functions to prevent shine and stickiness. In the present invention, the powder may be used to prevent precipitation of the polyphenolic insoluble active ingredient.

The kind of the powder is not particularly limited, and one or more selected from the group consisting of porous polymer particles and cyclodextrin or a derivative thereof can be used.

In one embodiment, the porous polymeric particles are selected from the group consisting of polyurethane derivatives, silica, porous cellulose, polymethylmethacrylate, allyl methacrylates crosspolymer, and polyamide ). ≪ / RTI >

The polyurethane derivatives include, for example, HDI / trimethylol hexyllactone crosspolymer & silica, HDI / trimethylol hexyllactone & silica and dimethicone (HDI / trimethylol hexyllactone & silica & Dimethicone), and HDI / PPD / Polycaprolactone crosspolymer & silica (HDI / PPG / Polycaprolactone crosspolymer & silica).

In one embodiment, the cyclodextrin is a cyclic oligosaccharide having 6-12 glucose units each having an? -1,4 glycoside bond, and as the cyclodextrin derivative, seven molecules of dextrin substituted with a hydroxypropyl group are cyclic Linked hydroxypropyl -? - cyclodextrin may be used.

In the embodiment of the present invention, commercially available plastic powders D-400 and D-800 (Plastic Powder D-400, D-800, Nikko Chemicals Co. Ltd) are used as the powders. D-400 and D-800 are HS di (trimethylolpropane) / trimethylolhexyl lactone cross-polymer and silica. These components can be used to improve the stability of the polyphenolic active ingredient in the composition.

The content of the powder in the present invention is not particularly limited and may be in the range of 0.1 to 20% by weight, 0.3 to 10% by weight, 0.5 to 5% by weight or 1 to 1.5% by weight based on 100% by weight of the composition for stabilizing the polyphenolic active ingredient . The stability of the polyphenolic active ingredient in the composition can be maintained within the above range of content. For example, when the content of the powder is less than 0.1% by weight, the stability of the polyphenolic active ingredient is not affected. If the content is more than 20% by weight, there is a possibility that the feeling of use such as stiffness or puddling may occur.

In the present invention, the moisturizing component serves as a solubilizing agent for dissolving the polyphenolic active ingredient which is a poorly soluble ingredient, and the stability of the composition can be achieved through the moisturizing ingredient.

The kind of the moisturizing component is not particularly limited and at least one selected from the group consisting of betaine, alanylglutamine, polyquaternium-51, nicotinamide, urea or a derivative thereof, and sodium PC may be used.

In particular, nicotinamide, urea or a derivative thereof, and sodium picolinate have a hydrotropic property. Hydrotropy is a phenomenon in which water is insoluble or hardly soluble in water by adding a relatively large amount of a third substance, ≪ / RTI > That is, in the present invention, the stability of the composition can be improved by increasing the solubility of the polyphenolic active ingredient by using the above-mentioned components.

The content of the moisturizing component is not particularly limited and may be in the range of 0.1 to 20% by weight, 0.5 to 15% by weight, or 1.0 to 10% by weight based on 100% by weight of the composition for stabilizing the polyphenolic active ingredient. The stability of the polyphenolic active ingredient in the composition can be maintained within the above range of content. For example, when the content of the moisturizing component is less than 0.1% by weight, the stability of the polyphenol-based active ingredient is not affected. When the content of the moisturizing ingredient is more than 20% by weight, there is a fear of a feeling of use and stability of the formulation.

As described above, the present invention provides a composition for stabilizing a polyphenolic active ingredient comprising a powder and a moisturizing component. Such a composition for stabilizing polyphenolic active ingredients can be used for cosmetics and the like.

In one embodiment, the present invention can provide a cosmetic composition comprising the composition for stabilizing a polyphenolic active ingredient according to the present invention.

In the present invention, the composition for stabilizing polyphenolic active ingredients may be added to any cosmetic formulations conventionally produced in the art and used in the form of solutions, suspensions, emulsions, pastes, gels, creams, lotions, But are not limited to, surfactant-containing cleansing, oils, powder foundations, emulsion foundations, wax foundations, or sprays. More specifically, it can be manufactured into a formulation such as lotion, lotion, nutritional cream, massage cream, essence, eye cream, cleansing cream, cleansing foam, cleansing water, pack, spray, or powder.

In the present invention, the composition for stabilizing a polyphenolic active ingredient may be prepared from a cosmetic composition by adding an additive such as a moisturizer, an oil, an ultraviolet screening agent, a flavoring agent, an antioxidant, or a pH adjuster commonly used in cosmetics, But is not limited thereto.

Hereinafter, embodiments of the present invention will be described in detail to facilitate understanding of the present invention. However, the embodiments according to the present invention can be modified into various other forms, and the scope of the present invention should not be construed as being limited to the following embodiments. Embodiments of the invention are provided to more fully describe the present invention to those skilled in the art.

Example

Examples 1 to 3 and Comparative Examples 1 to 5

A cosmetic composition having the composition (wt%, wt%) shown in the following Table 1 was prepared.

First, the oil raw materials 1 to 7, the water raw materials 8 to 15, and the polyol raw materials 16 to 18 were dissolved by heating at 75 ° C, respectively. Thereafter, the polyol phase was added to the aqueous phase and homogeneously mixed. The oil phase was added to the aqueous phase and emulsified for 5 minutes at 6000 rpm using a homomixer, followed by cooling. Then, the fragrance was added at 50 to 55 ° C, and the mixture was emulsified for 5 minutes at 6000 rpm using a homomixer, and then cooled to 30 ° C to prepare a cosmetic composition.

Raw material name Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 1. Cetostearyl alcohol 1.5 1.5 1.5 1.5 1.5 1.5 1.5 1.5 2. Glyceryl stearate / Phage-100 stearate One One One One One One One One 3. Glyceryl stearate One One One One One One One One 4. Polyglyceryl-3 methylglucose distearate 1.5 1.5 1.5 1.5 1.5 1.5 1.5 1.5 5. Hydrogenated polydecene 4.5 4.5 4.5 4.5 4.5 4.5 4.5 4.5 6. Caprylic / Capric Triglyceride 5 5 5 5 5 5 5 5 7. Dimethicone 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 8. Purified water Balance Balance Balance Balance Balance Balance Balance Balance 9. Glycerine 5 5 5 5 5 5 5 5 10. EDTA-3Na 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 11. Hexylene glycol 1.5 1.5 1.5 1.5 1.5 1.5 1.5 1.5 12. Betaine - 5 3 - - 8 5 - 13. Nicotinamide 3 - 2 - 8 - 3 - Carbomer (2%) 8 8 8 8 8 8 8 8 15. Tromethamine (10%) 1.5 1.5 1.5 1.5 1.5 1.5 1.5 1.5 16. Dipropylene glycol 10 10 10 10 10 10 10 10 17. Genistein 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 18. Plastic Powder D-400 1.5 1.5 1.5 1.5 - - - - 19. Incense Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount

Experimental Example  1: Formulation stability evaluation

Formulation stability evaluations were performed on the cosmetic compositions prepared in Examples and Comparative Examples.

The formulation stability was evaluated by observing stability after storage for 2 months at 0 ° C, 40 ° C, 45 ° C, 50 ° C and a cycle chamber (-10 ° C → 45 ° C → -10 ° C).

The evaluation was very good according to the precipitation of the genistein: O, trace precipitation: DELTA, precipitation: X.

Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 50 ℃ O O O O △ △ △ X 45 ° C O O O O △ △ △ X 40 ℃ O O O O △ △ △ X 0 ℃ O O O △ X X X X Cycle O O O △ X X △ X Room temperature O O O △ △ △ △ X

As shown in Table 2, the cosmetic compositions prepared in Examples 1 to 3 were found to be stable without precipitation of genistein, as compared with the cosmetic compositions prepared in Comparative Examples 1 to 5.

Experimental Example  2: First skin irritation test (Closed Patch  Experiment)

Skin irritation evaluations were performed on the cosmetic compositions prepared in Examples and Comparative Examples.

After a certain amount (0.2 g) of each sample was applied to the back part of a healthy adult male and female for 24 hours, the pin chamber was removed and the skin condition change was visually observed after 4 hours, Respectively.

The criteria and the degree of stimulation were evaluated as follows.

<Criteria>

-: No erythema or unusual symptoms.

+ -: slightly reddish from the surroundings

+: Significantly reddened than surrounding

++: More reddening and swelling than the surrounding area.

The number of stimuli = [{(+ -) number x 1} + {(number of) x 2} + {(++) number x 3}

sample Tested embroidery Judgment result Irritation degree ++ + + - - Example 1
Example 2
Example 3
Comparative Example 1
Comparative Example 2
Comparative Example 3
Comparative Example 4
Comparative Example 5 50
50
50
50
50
50
50
50 -
-
-
-
-
-
-
- -
-
-
-
One
-
-
- -
One
One
2
4
2
3
One 50
49
49
48
45
48
47
49 0.00
0.02
0.02
0.04
0.12
0.04
0.06
0.02

As shown in Table 3, the cosmetic composition prepared in Comparative Example tends to have a higher degree of stimulation than the cosmetic composition prepared in the Examples, whichever is acceptable.

Therefore, it can be confirmed that the cosmetic composition according to the present invention (Examples 1 to 3) is safe for skin.

Claims (7)

A porous polymer particle, and a cyclodextrin or a derivative thereof; And
A moisturizing component comprising at least one member selected from the group consisting of betaine, alanylglutamine, polyquaternium-51, nicotinamide, urea or a derivative thereof,
A composition for stabilizing a polyphenolic active ingredient.
The method according to claim 1,
The polyphenolic active ingredient may be selected from the group consisting of genistein, daidzein, flangenidin, polyhedin, diosmetin, mace lignan, asiaticoside, ginsenoside alga, ginseng seed extract, glycitein, quercetin, catechin, Resveratrol, hesperetin, and resperidin. &Lt; RTI ID = 0.0 &gt;
A composition for stabilizing a polyphenolic active ingredient.
The method according to claim 1,
The porous polymer particles may be prepared from a group consisting of a polyurethane derivative, silica, porous cellulose, polymethylmethacrylate, allyl methacrylate crosspolymer and polyamide Comprising one or more selected
A composition for stabilizing a polyphenolic active ingredient.
The method of claim 3,
Polyurethane derivatives include HDI / trimethylol hexyllactone crosspolymer & silica, HDI / trimethylolhexyl lactone & HDI / trimethylol hexyllactone & silica and dimethicone, (HDI / PPG / Polycaprolactone crosspolymer & silica). &Lt; / RTI &gt;
A composition for stabilizing a polyphenolic active ingredient.
The method according to claim 1,
The powder is contained in an amount of 0.1 to 20% by weight based on 100% by weight of the composition for stabilizing polyphenolic active ingredient
A composition for stabilizing a polyphenolic active ingredient.
The method according to claim 1,
The moisturizing component is contained in an amount of 0.1 to 20% by weight based on 100% by weight of the composition for stabilizing polyphenolic active ingredients
A composition for stabilizing a polyphenolic active ingredient.
A cosmetic composition comprising the polyphenolic active ingredient-stabilizing composition according to claim 1.