WO2017119560A1 - Adenosine nonaqueous solubilization polyol solution and method for producing same - Google Patents

Abstract

The present invention relates to a method for producing an adenosine nonaqueous solubilization polyol solution by using tocopherol nicotinate. The solution according to one embodiment of the present invention is obtained by subjecting adenosine to nonaqueous solubilization by using tocopherol nicotinate and pentylene glycol, which are hydrotrope formulations, in order to use water-soluble adenosine in a nonaqueous formulation. The adenosine nonaqueous solubilization polyol solution can be applied to a nonaqueous cosmetic production method.

Description

Adenosine non-aqueous solubilized polyol solution and preparation method thereof

The present invention relates to adenosine non-aqueous solubilization method, and more particularly, to provide an adenosine non-aqueous solubilized polyol solution using tocopherol nicotinate and a method for preparing the same.

Adenosine is a nucleotide based on adenine, and is specifically disclosed as a wrinkle functional material in cosmetics represented by the following general formula (1). Adenosine is a nucleoside in which adenine is linked to β-N9-glycosidic bonds to a portion of ribose (ribofuranose). It contributes to the biochemical action in the form of adenosine triphosphate and adenosine diphosphate.

Adenosine is a nucleoside involved in extracellular signal transduction, which promotes the synthesis of DNA of skin fibroblasts, increases protein synthesis and increases cell size. In addition, it increases the synthesis of nucleic acids and activates protein metabolism to maintain cell homeostasis. The adenosine improves wrinkles by increasing intracellular collagen synthesis or inhibiting the activity of collagenase, an MMPs, which is an enzyme that degrades collagen.

Adenosine has been reported to the KFDA as a raw material for wrinkle improvement even at a low content, and it is important to improve the difficulty in absorbing skin because it is close to water solubility.

US Patent (US009023826) discloses a description of a cosmetic composition containing a hydrotrope preparation caffeine and niacinamide adenosine. When adenosine having relatively low solubility is used in combination with caffeine and niacinamide, which are hydrotropes, the solubility of adenosine increases in water phase, but this dissolution method is difficult to apply in non-aqueous systems.

Korean Patent Publication No. 10-2009-0078084 proposed a cosmetic composition containing adenosine useful for improving skin wrinkles by using a worm extract and adenosine. However, since adenosine is water soluble, it is difficult to stabilize the formulation because it has a low skin penetration ability and precipitates in a water-insoluble formulation, which is important for the function of adenosine.

Korean Unexamined Patent Publication No. 10-2014-0046606 proposed a non-aqueous cosmetic composition comprising adenosine, polyhydric alcohol, polyglyceryl fatty acid ester and oil part and stabilizes the formulation using a high pressure emulsifier. However, there is a problem that is difficult to handle because it uses a high-pressure hydraulic oil together with the oil.

It is an object of the present invention to provide an adenosine non-aqueous solubilizing polyol solution without precipitation of adenosine using tocopherol nicotinate and a method for preparing the same.

The adenosine non-aqueous solubilizing polyol solution according to the present invention is characterized by containing polyol, tocopherol nicotinate and adenosine.

Preferably, adenosine is characterized in that it comprises 0.01 to 2% by weight, tocopherol nicotinate 0.01 to 5% by weight, the remaining amount of the polyol.

Preferably, the polyol contains at least one polyol selected from polyols consisting of propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, glycerin, diproylene glycol do.

In addition, the method for producing adenosine non-aqueous solubilized polyol solution according to the present invention comprises the steps of: warming the polyol; Dissolving tocopherol nicotinate in the polyol; Injecting and dissolving adenosine; Tocopherol nicotinate and adenosine is dissolved in a polyol solution dissolved at room temperature; characterized in that it comprises a.

According to the present invention, the adenosine non-aqueous solubilizing polyol solution in which adenosine is solubilized using tocopherol nicotinate has an effect of maintaining a stable state for a long time without precipitation of adenosine.

In addition, there is an advantage that can easily dissolve adenosine without using a high pressure emulsifier using tocopherol nicotinate.

1 shows a photograph of a stable adenosine polyol solution according to an embodiment of the present invention.

Hereinafter, the adenosine non-aqueous solubilizing polyol solution and its preparation method according to the present invention will be described in detail through examples.

The basic concept of the present invention is to solubilize adenosine using tocopherol nicotinate as a polyol and a hydrotrope preparation that does not contain water so as to maintain a stable state for a long time without precipitation.

Accordingly, the adenosine non-aqueous solubilizing polyol solution of the present invention comprises at least one polyol capable of dissolving adenosine and tocopherol nicotinate, and adenosine and tocopherol nicotinate. In particular, it is preferable that adenosine contains 0.01 to 2% by weight and tocopherol nicotinate contains 0.01 to 5% by weight of the remaining polyol.

The polyol is preferably at least one selected from propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, glycerin, and diproylene glycol.

In addition, the method for producing adenosine non-aqueous solubilized polyol solution comprises the steps of heating the polyol to 80 ~ 100 ℃; Dissolving tocopherol nicotinate in the polyol; Injecting and dissolving adenosine; Tocopherol nicotinate and adenosine dissolved polyol solution is a step of lowering to room temperature; consists of.

The adenosine non-aqueous solubilized polyol solution thus prepared may be used in cosmetic preparations such as face oils, body oils, non-aqueous mask packs, and stick formulations.

Hereinafter, the adenosine solubilized polyol solution using the tocopherol nicotinate of the present invention and a preparation method thereof will be described in detail based on the experimental example. Experimental examples of this invention are intended to illustrate the present invention, and the scope of the present invention is not limited thereto.

Experimental Example 1: Preparation of adenosine polyol solution according to the hydrotrope formulation

A hydrotrope formulation as shown in Table 1 was mixed with a polyol at 90 ° C., and then completely dissolved by stirring at 300 rpm using an Agi mixer. Adenosine was then added and mixed until the adenosine was completely dissolved to produce an adenosine polyol solution. Then, after cooling to room temperature, the presence or absence of adenosine precipitation after 3 days was shown in Table 1.

Ingredient (% by weight)	Comparative Example 1	Comparative Example 2	Comparative Example 3	Example 1
Niacin amide	0.5
Caffeine	0.5	0.5
Tocopherol Nicotinate				0.5
Sodium salicylate			0.5
Adenosine	0.5	0.5	0.5	0.5
1,2 pentylene glycol	98.5	99.0	99.0	99.0
result	Precipitation	Precipitation	Precipitation	Dissolution

In the case of Comparative Example 1 in Table 1 was applied the technology of the United States prior patents, but the precipitation of adenosine occurred immediately at a low temperature. In Comparative Examples 2 and 3, adenosine precipitation was confirmed in 3 days.

However, in the case of Example 1, it was confirmed that precipitation phenomenon of adenosine was not observed. Therefore, in this experiment, it was confirmed that tocopherol nicotinate is an essential component to stably dissolve adenosine in the hydrotrop preparation.

Experimental Example 2: Evaluation of Presence of Adenosine Precipitation According to Tocopherol Nicotinate Content

The adenosine polyol solution was produced using different amounts of tocopherol nicotinate under the same conditions as in Experimental Example 1, and it was shown in Table 2 to determine whether or not adenosine was precipitated according to the content of tocopherol nicotinate.

Ingredient (% by weight)	Comparative Example 4	Comparative Example 5	Example 1	Example 2
Tocopherol Nicotinate	0.05	0.10	0.50	1.00
Adenosine	0.50	0.50	0.50	0.50
1,2 pentylene glycol	98.96	98.50	98.0	97.0
result	Precipitation	Precipitation	Dissolution	Dissolution

As shown in Table 2, precipitation of adenosine was confirmed in Comparative Examples 4 and 5 in which the content of tocopherol nicotinate was 0.1% or less, and adenosine in Examples 1 and 2 in which the content of tocopherol nicotinate was 0.5% and 1%. It was confirmed that no precipitation phenomenon was observed. Accordingly, it was confirmed that the higher the content of tocopherol nicotinate, the more stable adenosine can be dissolved.

Experimental Example 3: Evaluation of Presence of Adenosine Precipitation by Polyol Solution

* Adenosine polyol solution was produced using different polyols as the base under the same conditions as in Experimental Example 1, and it was shown in Table 3 to confirm the precipitation of adenosine according to the polyol.

Ingredient (% by weight)	Example 3	Example 4	Example 5	Example 6
Tocopherol Nicotinate	One	One	One	One
Adenosine	0.04	0.04	0.04	0.04
1,3 Butylene Glycol	98.96
1,2 pentylene glycol		98.96
1,3 propylene glycol			98.96
glycerin				98.96
result	Dissolution	Dissolution	Dissolution	Dissolution

As shown in Table 3, it was confirmed that precipitation of adenosine was not observed even when using different polyols. Accordingly, it was confirmed that adenosine is a component that stably dissolves adenosine because of its compatibility with polyols, and it was confirmed that there is no restriction on the use of polyols.

Experimental Example 4 Evaluation of Presence of Adenosine Precipitation According to Adenosine Content

Tocopherol nicotinate was used in an amount of 1% by weight under the same conditions as in Experimental Example 1, and adenosine and polyol contents were changed to produce adenosine polyol solution. It was.

Ingredient (% by weight)	Example 5	Example 7	Example 8	Comparative Example 6
Tocopherol Nicotinate	One	One	One	One
Adenosine	0.04	0.50	One	2
1,2 pentylene glycol	98.96	98.50	98.0	97.0
result	Dissolution	Dissolution	Dissolution	Precipitation

As shown in Table 4, the precipitation of adenosine was confirmed in Comparative Example 6 in which 2% by weight of adenosine was used, and the precipitation of adenosine was not observed in Examples 6, 7, and 8 (FIG. Photo of the adenosine polyol solution of Example 8. Therefore, the content capable of dissolving adenosine in this experiment was confirmed to be less than 2% by weight.

Experimental Example 5 Evaluation of Presence of Adenosine Precipitation by Temperature with Time

The adenosine polyol solution prepared in Example 5 was stored in a constant temperature bath at 4 ° C., 25 ° C., and 50 ° C. and a temperature bath at −10 ° C. to 25 ° C. to 50 ° C. for 6 months, and then confirmed by precipitation of adenosine for long-term stability. 5 is shown. In this case, O is a stable state and X means a state of precipitation.

Temperature	1 week	2 weeks	3 weeks	4 Weeks	2 months	3 months	4 months	5 months	6 months
4 ℃	O	O	O	O	O	O	O	O	O
25 ℃	O	O	O	O	O	O	O	O	O
50 ℃	O	O	O	O	O	O	O	O	O
CYCLE	O	O	O	O	O	O	O	O	O

As shown in Table 5, the adenosine polyol solution of Example 5 is adenosine polyol solution stored in 4 ℃, 25 ℃, 50 ℃ in a constant temperature bath and a bath, the deposition of adenosine was not found for 6 months, at least 6 months It was found that the stability was excellent even if stored.

Claims (9)

1. Adenosine non-aqueous solubilizing polyol solution, comprising a polyol, tocopherol nicotinate and adenosine.
2. The adenosine non-aqueous solubilizing polyol solution according to claim 1, comprising 0.01 to 2% by weight of adenosine, 0.01 to 5% by weight of tocopherol nicotinate, and the remaining amount of polyol.
3. The polyol according to claim 1 or 2, wherein the polyol is at least one polyol selected from polyols consisting of propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, glycerin and diproylene glycol. Adenosine non-aqueous solubilizing polyol solution, characterized in that it contains.
4. The adenosine non-aqueous solubilized polyol solution according to claim 1, wherein the adenosine non-aqueous solubilized polyol solution has no precipitation of adenosine and no precipitation even in aqueous and non-aqueous formulations.
5. Warming the polyol;

   Dissolving tocopherol nicotinate in the polyol;

   Injecting and dissolving adenosine;

   A method for producing an adenosine non-aqueous solubilizing polyol solution, comprising the step of bringing tocopherol nicotinate and adenosine-dissolved polyol solution at room temperature.
6. The method for producing an adenosine non-aqueous solubilizing polyol solution according to claim 5, comprising 0.01 to 2% by weight of adenosine, 0.01 to 5% by weight of tocopherol nicotinate, and the remaining amount of polyol.
7. The polyol according to claim 5 or 6, wherein the polyol is at least one polyol selected from polyols consisting of propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, glycerin and diproylene glycol. A method for producing an adenosine non-aqueous solubilizing polyol solution, characterized in that it comprises a.
8. Cosmetic formulation containing the adenosine non-aqueous solubilizing polyol solution of any one of Claims 1-4.
9. The cosmetic preparation according to claim 8, wherein the cosmetic preparation has any one of a face oil, a body oil, a non-aqueous mask pack, and a stick formulation.

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