WO2021071308A1 - Composition for deodorizing thiol compound - Google Patents

Abstract

The present invention relates to a composition for deodorizing a thiol compound and, more particularly, provides a composition for deodorizing a thiol compound comprising sodium hyaluronate salt as an active ingredient. The sodium hyaluronic salt reduces hydrogen sulfide generated from the thiol compound so as to solve the odor problem of the thiol compound, thereby enhancing the usability of the thiol compound, and a functional cosmetic composition comprising the composition of the present invention and glutathione solves the problem of an unpleasant odor generated from a sulfur component of glutathione, and can be effectively utilized for whitening and anti-aging by using the advantages of glutathione.

Description

Composition for deodorizing thiol compounds

The present invention relates to a composition for deodorizing thiol compounds.

Thiol or thiol, which is the cause of skunk's awful smell, is an organosulfur compound having -SH functional group, and is also called a mercapton in that it reacts well with mercury. Low molecular weight is particularly volatile, colorless liquid and has an odor. For example, methanethiol is used as an odorant that gives off an odor to city gas.

Glutathione (γ-glutamyl-cysteinyl-glycine, GSH) is a substance containing a thiol compound, a powerful antioxidant consisting of three peptides: glutamate, cysteine, and glycine. to be. Glutathione is produced naturally in the body, mainly produced in the liver, and plays a role in the body's detoxification function, immune function, and antioxidant function.

Glutathione acts on various enzymatic or non-enzymatic detoxification mechanisms, as well as free radical scavenging, so it can protect cells from reactive oxygen species and xenobiotics. In addition, it can protect various organs that may be frequently exposed to foreign bodies such as kidneys, liver, lungs, and small intestine. The reduction of glutathione, which plays a role, has been reported to be associated with various diseases such as aging, cataracts, hemolysis, alcoholic liver damage, diabetes and cancer.

Recently, the popularity of health foods and cosmetics containing glutathione is soaring. Since glutathione ingredients can help improve skin such as whitening and anti-aging, they are also actively used in the beauty industry, and are known to many public as they are called'Baekok Injection' and'Beyonce Injection'.

However, despite these advantages, glutathione has a limitation in applying it as a cosmetic material, giving users a sense of rejection due to an unpleasant odor generated from the sulfur component.

In order to solve the above problems, the present invention provides a composition for deodorizing a thiol compound including a biopolymer and a method for deodorizing it.

In addition, the present invention provides a cosmetic composition using the composition for deodorizing the thiol compound.

The composition for deodorizing thiol compounds according to the present invention may include sodium hyaluronic acid as an active ingredient.

The thiol compound deodorization method according to the present invention may include treating the thiol compound with sodium hyaluronic acid salt.

The functional cosmetic composition according to the present invention may include the composition for deodorizing the thiol compound and glutathione.

The composition for deodorizing a thiol compound according to the present invention can increase the utilization of the thiol compound by reducing the hydrogen sulfide generated in the thiol compound to solve the odor problem of the thiol compound.

The composition for deodorizing the thiol compound and the functional cosmetic composition including glutathione solves the problem of unpleasant odor generated from the sulfur component of glutathione, and can be effectively used for whitening and anti-aging by using the advantages of glutathione.

1 shows the evaluation results of a glutathione solution containing a biopolymer according to Experimental Example 1 of the present invention, FIG. 1(a) shows the results of a odor test (n=10) for each solution, and FIG. 1(b) shows the glutathione odor The results of analysis of hydrogen sulfide generation, which is the main factor of, are shown.

Figure 2 shows the reaction of the biopolymer hyaluronic acid sodium salt and hydrogen sulfide according to Experimental Example 1 of the present invention.

3 shows the results of evaluating the toxicity and stability of glutathione according to Experimental Example 2 of the present invention, and FIG. 3(a) shows glutathione in HaCaT cells, which are human keratinocytes, by concentration for 24, 48, and 72 hours. It is a graph of the results of the MTT assay when treated, and FIG. 3(b) shows the results of AnnexinV/PI staining when glutathione was treated in HaCaT cells for 72 hours.

4 is a graph showing the results of evaluating the ability to inhibit melanin production according to Experimental Example 3 of the present invention, and FIG. 4(a) is a graph showing changes in tyrosinase activity according to glutathione treatment, and FIG. 4(b) is a graph showing changes in glutathione treatment. It is a graph showing the change in melanin concentration according to (### is a significant difference (P<0.001) from the control group (0), *** is a significant difference (P<0.001) from the α-MSH single treatment group, ## is Significant difference (P<0.01) from control group (0), *, ** are significant differences from α-MSH single treatment group (P<0.05, 0.01, respectively).

Hereinafter, the present invention will be described in detail.

The present inventors selected hyaluronic acid as a biopolymer in order to reduce the occurrence of odor, which is the biggest problem of thiol compounds such as glutathione, and by confirming the effect of reducing the odor when the sodium salt thereof is treated with the thiol compound, The present invention has been completed.

The present invention provides a composition for deodorizing thiol compounds containing sodium hyaluronic acid as an active ingredient.

In the present specification, "sodium hyaluronic acid" is one of a complex polysaccharide consisting of amino acids and uronic acid, and is a polymer compound consisting of N-acetyl-D-glucosamine and D-glucuronic acid. .

In the present specification, "Thiol compound" is an organosulfur compound having -SH functional group, as described above, and is also referred to as "thiol" or "mercaptan". Due to its light molecular mass, it is volatile and acts as a cause of various odors.

The thiol compounds include glutathione, penicillamine, captopril, thiopronin, thioglycolic acid, acetylcysteine, and ammonium thiolactate. thiolactate), MEA-Thiolactate, cysteamine hydrochloride, and mercaptopurine.

In addition, the thiol compounds include amino acids containing thiol groups such as cysteine and homocysteine, butanethiol with skunk smell, 2-propenethiol with onion and garlic odor (2 -Propenethiol), benzylthiol, methanethiol, and the like, but are not limited thereto.

In the present specification, "deodorant" means removing an unpleasant odor (odor), and removing the odor by removing the cause of the odor, neutralizing the odor with another strong scent, or separating the odor to remove the odor. It may include reducing.

In the composition for deodorization according to the present invention, the sodium hyaluronic acid salt may reduce hydrogen sulfide generated in the thiol compound.

In the present specification, "hydrogen sulfide" is a colorless gas having an odor, and is a representative odor component along with ammonia and trimethylamine.

When the sodium hyaluronic acid salt is treated with the thiol compound, the generation of hydrogen sulfide is reduced by the reaction between the sodium salt and hydrogen sulfide, thereby solving the odor problem of the thiol compound. More details will be described later in the following experimental examples.

The present invention provides a thiol (Thiol) compound deodorization method.

The deodorization method may include treating a thiol compound with sodium hyaluronic acid salt. For example, it is possible to reduce the odor of glutathione by treating glutathione with sodium hyaluronic acid salt.

When the thiol compound is treated with a sodium hyaluronate salt, the sodium hyaluronate salt reacts with the hydrogen sulfide of the thiol compound, thereby reducing hydrogen sulfide, which is a cause of odor.

The thiol compounds include glutathione, penicillamine, captopril, thiopronin, thioglycolic acid, acetylcysteine, and ammonium thiolactate. thiolactate), MEA-Thiolactate, cysteamine hydrochloride and mercaptopurine, but are not limited thereto.

In addition, the present invention provides a composition for deodorizing a thiol compound containing the sodium hyaluronic acid salt as an active ingredient and a functional cosmetic composition containing glutathione.

In the present specification, "Glutathione" is a powerful antioxidant composed of three peptides of glutamate, cysteine, and glycine, as described above.

Glutathione can produce skin whitening effects by inhibiting the synthesis of melanin. Melanin, which makes the skin look black, is chemically in the form of a molecule called'indole' that is repeatedly bonded. Glutathione chemically binds to this indole to effectively prevent the repetitive polymerization of melanin, thereby preventing melanin from browning. Giving plays a role. In addition, glutathione chemically binds to tyrosinase to inhibit the formation of indole, thereby effectively inhibiting the formation of melanin.

According to an experimental example of the present invention, when the cells were treated with glutathione to confirm the inhibition of intracellular melanin production due to glutathione, the activity of tyrosinase was decreased in a concentration-dependent manner, and the amount of melanin production was also decreased.

As described above, since glutathione can exert a synergistic effect of antioxidant effect and melanin inhibition, the cosmetic composition may be used for skin whitening and anti-aging.

In the present specification, the term "cosmetics" may include functional cosmetics having an effect of preventing or improving skin aging, etc., and the functional cosmetics, unlike general cosmetics, have a physiologically active effect and a professional functionality with an emphasis on the effect. , As defined in the Cosmetics Act, it refers to a cosmetic that emphasizes specific effects and effects such as skin whitening and skin wrinkle improvement.

In the present specification, "anti-aging" refers to suppressing aging or to reverse aging, and as aging progresses, skin components change or decrease, subject to oxidative stress due to free radicals and active harmful oxygen, etc., skin wrinkles This increases or decreases in elasticity and changes occur.

In the present specification, "whitening" refers to an action of suppressing, inhibiting, or alleviating excessive deposition of melanin pigments and the like to prevent blackening of the skin caused by the pigmentation, thereby improving skin troubles. The whitening effect may include freckles, melasma, hyperpigmentation after UV exposure, hyperpigmentation after inflammation, prevention of pigmentation including dark spots, brown spots, age spots, and the like.

The cosmetic composition according to the present invention may further include one or more of the ingredients registered in the list of cosmetic ingredients registered with the Ministry of Food and Drug Safety and the ICID (International Cosmetic Material Collection). For example, the cosmetic composition may include organic solvents, solubilizers, thickeners, gelling agents, softeners, antioxidants, suspending agents, stabilizers, fragrances, surfactants, emulsifiers, fillers, sequestering agents, preservatives, vitamins, blockers, It may further comprise one or more adjuvants commonly used in the cosmetic field, such as wetting agents, dyes and pigments, hydrophilic or lipophilic actives, or any other ingredients commonly used in cosmetics.

The vitamins may include water-soluble or oil-soluble vitamins, and the water-soluble vitamins are water-soluble vitamins that can be blended into cosmetics, preferably vitamin B1, vitamin B2, vitamin B6, pyridoxine, pyridoxine hydrochloride, vitamin B12, pantothenic acid, nicotinic acid, Nicotinic acid amide, folic acid, vitamin C, vitamin H, and the like, and more preferably, vitamin C, which helps collagen synthesis, may be included. In addition, their salts (thiamine hydrochloride, sodium ascorbate, etc.) or derivatives (ascorbic acid-2-phosphate sodium salt, ascorbic acid-2-phosphate magnesium salt, etc.) may also be included, and the water-soluble vitamin is a microbial transformation method. , It can be obtained by a conventional method such as a purification method from a culture of microorganisms, an enzyme method, or a chemical synthesis method.

The cosmetic composition according to the present invention can be prepared in any formulation conventionally prepared in the technical field to which the present invention belongs. For example, it may be formulated as a lotion, emulsion, lotion, cream, paste, gel, solution, suspension, oil, wax, pack, powder, foundation, spray, surfactant-containing cleansing, etc., but is not limited thereto. . More specifically, flexible lotion, nutrition lotion, astringent lotion, nutrition cream, massage cream, milk lotion, powder, essence, eye cream, sun lotion, sun cream, makeup primer, makeup base, BB cream, powder foundation, emulsion foundation , Cleansing cream, cleansing foam, cleansing water, soap, pack, stick product, balm type product, spray or powder formulation.

When the cosmetic composition according to the present invention is in a cream or gel formulation, it further contains animal oil, vegetable oil, wax, paraffin, starch, cellulose derivative, polyethylene glycol, silicone, bentonite, silica, talc or zinc oxide as a carrier component. I can.

When the cosmetic composition is a solution or emulsion formulation, as a solvent, solvating agent or emulsifying agent, water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, propylene glycol, glycerol aliphatic ester, polyethylene glycol or fatty acid of sorbitan It may further include esters and the like.

When the cosmetic composition is a suspension formulation, as a carrier component, liquid diluents such as water, ethanol or propylene glycol, ethoxylated isostearyl alcohol, suspending agents such as polyoxyethylene sorbitol ester and polyoxyethylene sorbitan ester, microcrystalline It may further include cellulose, aluminum metahydroxide, bentonite, agar, or tracant.

When the cosmetic composition is a powder or spray formulation, it may further include lactose, talc, silica, aluminum hydroxide, calcium silicate or polyamide powder as a carrier component, and in particular, in the case of a spray formulation, additional chlorofluorohydrocarbon , It may further include a propellant such as propane / butane or dimethyl ether.

When the cosmetic composition is a surfactant-containing cleansing formulation, as a carrier component, aliphatic alcohol sulfate, aliphatic alcohol ether sulfate, sulfosuccinic acid monoester, isethionate, imidazolinium derivative, methyltaurate, sarcosinate, fatty acid amide Ether sulfate, alkylamidobetaine, aliphatic alcohol, fatty acid glyceride, fatty acid diethanolamide, vegetable oil, linoline derivative, or ethoxylated glycerol fatty acid ester.

The cosmetic composition according to the present invention may be used alone or in duplicate, or may be used in duplicate with other cosmetic compositions other than the present invention. In addition, the cosmetic composition according to the present invention may be used according to a conventional method of use, and the number of times of use may be varied according to a user's skin condition or taste.

Hereinafter, examples will be described in detail to aid understanding of the present invention. However, the following examples are merely illustrative of the contents of the present invention, and the scope of the present invention is not limited to the following examples. The embodiments of the present invention are provided to more completely describe the present invention to those of ordinary skill in the art.

<Experimental Example 1> Confirmation of glutathione odor reduction effect

In order to select a biopolymer that is harmless to the human body and is effective for deodorizing to reduce the odor of glutathione, sodium hyaluronate (HA-Na; Hyaluronic acid, HA) H ⁺ of the COOH group in the polymer is Na ^{HA), gelatin, and chondroitin sulfate (CS) substituted with +} were tested for odor reduction effect by varying the mixing ratio with glutathione (GSH).

1 shows the evaluation results of a glutathione solution containing a biopolymer according to Experimental Example 1 of the present invention, FIG. 1(a) shows the results of a odor test (n=10) for each solution, and FIG. 1(b) shows the glutathione odor The results of analysis of hydrogen sulfide generation, which is the main factor of, are shown.

Referring to FIG. 1, in FIG. 1(a), when the maximum solubility of glutathione is 10 wt%, the smell of sulfur is 5 points and when there is no smell is 1 point, the glutathione solution and sodium hyaluronate, gelatin , When scores were scored according to the degree of odor of each solution to which the biopolymer of chondroitin sulfate was added, the odor reduction effect was found to be the greatest in the glutathione solution to which sodium hyaluronate (HA-Na) was added.

In order to quantitatively confirm the effect of reducing glutathione odor depending on whether hyaluronic acid (HA) is substituted with Na, hydrogen sulfide (H ₂ S), which is the main factor of glutathione odor, was analyzed by gas chromatography.

As a result, the amount of hydrogen sulfide generated in both glutathione (HA/GSH) added hyaluronic acid and glutathione (HA-Na/GSH) solution containing hyaluronic acid sodium salt (HA substituted with Na), as shown in FIG. 1(b). Was reduced, and in particular, the glutathione (HA-Na/GSH) solution to which sodium hyaluronate (HA-Na) was added showed the highest reduction effect on the generation of hydrogen sulfide.

^{This is because sodium (Na +} ) ionic bonded to the hyaluronic acid polymer is chemically reacted with hydrogen sulfide as shown in FIG. 2 and Equation 1 below, thereby reducing hydrogen sulfide production, and finally reducing the odor due to the decrease in the production of hydrogen sulfide of glutathione. It can be judged as.

<Equation 1>

<Experimental Example 2> Confirmation of toxicity and stability of glutathione in vivo

In order to confirm the toxicity and stability in vivo of glutathione to be delivered through a glutathione (HA-Na/GSH) solution to which hyaluronic acid sodium salt (HA-Na) was added, MTT analysis and AnnexinV/PI staining were performed.

3 shows the results of evaluating the toxicity and stability of glutathione according to Experimental Example 2 of the present invention, and FIG. 3(a) shows glutathione in HaCaT cells, which are human keratinocytes, by concentration for 24, 48, and 72 hours. It is a graph of the results of the MTT assay when treated, and FIG. 3(b) shows the results of AnnexinV/PI staining when glutathione was treated in HaCaT cells for 72 hours.

Referring to Figure 3, it is shown that the toxicity and stability of glutathione is maintained even at a concentration of 1 mg/ml or less, and glutathione of 1 mg/ml or less is delivered through a glutathione (HA-Na/GSH) solution to which hyaluronic acid sodium salt is added. It can be expected that it will be stable in vivo.

<Experimental Example 3> Confirmation of inhibition of melanin production in cells of glutathione

In order to confirm whether glutathione actually has a whitening effect, an evaluation of the ability to inhibit intracellular melanogenesis was conducted. Tyrosinase is an enzyme that is involved in the most important early rate-determining step in the melanin biosynthesis pathway in the human body, and inhibition of this enzyme's activity results in inhibiting melanin production.

In this experiment, a mouse-derived B16F10 cell line capable of biosynthesizing melanin by α-MSH treatment was used, and 10 μM Kojic acid was used as a positive control group.

4 is a graph showing the results of evaluating the ability to inhibit melanin production according to Experimental Example 3 of the present invention, FIG. 4(a) is a graph showing changes in tyrosinase activity according to glutathione treatment, and FIG. 4(b) is a melanin concentration according to glutathione treatment. It is a graph showing the change (### is a significant difference (P<0.001) from the control group (0), *** is a significant difference (P<0.001) from the α-MSH single treatment group, ## is the control group (0). ) From the significant difference (P<0.01), *, ** are the significant differences from the α-MSH single treatment group (P<0.05, 0.01, respectively)).

Referring to FIG. 4, in FIG. 4(a), when α-MSH was treated alone, tyrosinase activity increased by about 3.5 times, and kojic acid treated as a positive control showed 50% inhibitory activity, and when treated with glutathione , It was shown that the activity of tyrosinase was decreased depending on the concentration of glutathione.

In addition, as a result of evaluating the change in the amount of melanin production using B16F10 cells stimulated with α-MSH in order to confirm the effect of glutathione on melanogenesis in FIG. 4(b), melanin synthesis was observed in cells treated with α-MSH. It was increased by 2.5 times, and the amount of melanin production decreased in a concentration-dependent manner when glutathione was treated.

Through this, it was confirmed that glutathione contributes to the inhibition of melanin production through inhibition of tyrosinase activity, and accordingly, it can be determined that glutathione has stability and whitening effect at a concentration of 1 mg/ml or less.

As described above, a specific part of the present invention has been described in detail, and for those of ordinary skill in the art, it is obvious that this specific description is only a preferred embodiment, and the scope of the present invention is not limited thereby. Do. That is, the substantial scope of the present invention is defined by the appended claims and their equivalents.

Claims (7)

1. A composition for deodorizing thiol compounds containing sodium hyaluronic acid as an active ingredient.
2. The method of claim 1,

   The hyaluronic acid sodium salt,

   A composition for deodorizing a thiol compound, characterized in that reducing hydrogen sulfide generated from the thiol compound.
3. The method of claim 1,

   The thiol compound,

   Glutathione, Penicillamine, Captopril, Thiopronin, Thioglycolic acid, Acetylcysteine, Ammonium thiolactate, M.A. -Thiol compound deodorant composition, characterized in that selected from the group consisting of thiolactate (MEA-Thiolactate), cysteamine hydrochloride (Cysteamine hydrochloride) and mercaptopurine (6-mercaptopurine).
4. A thiol compound deodorization method comprising the step of treating the thiol compound with sodium hyaluronic acid salt.
5. The method of claim 4,

   The thiol compound,

   Glutathione, Penicillamine, Captopril, Thiopronin, Thioglycolic acid, Acetylcysteine, Ammonium thiolactate, M.A. -Thiol compound deodorization method, characterized in that selected from the group consisting of thiolactate (MEA-Thiolactate), cysteamine hydrochloride (Cysteamine hydrochloride) and mercaptopurine (6-mercaptopurine).
6. A functional cosmetic composition comprising the composition according to any one of claims 1 to 3 and glutathione.
7. The method of claim 6,

   The cosmetic composition,

   Functional cosmetic composition, characterized in that for skin whitening and anti-aging.

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