Anti-glycation agent for hair

Abstract

To reduce damage to hair caused by glycation.SOLUTION: An anti-glycation agent for hair comprising one or more selected from the group consisting of Phyllanthus emblica (amla), Sapindus mukorossi (soapnut), Terminalia bellirica, and Punica granatum (pomegranate).SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention relates to a glycoxidation inhibitor for hair that inhibits glycoxidation of hair. [Background technology]

[0002] For example, it is becoming clear that in biological tissues such as human skin and blood vessels, the proteins that make up the tissue undergo a glycation reaction with sugar (blood sugar) in the blood, producing substances called advanced glycation end products (AGEs), which cause the tissue to brown, harden, and become brittle, resulting in aging of the tissue.

[0003] Therefore, in order to inhibit this glycation, as described in Patent Document 1, for example, glycation inhibitors that inhibit skin glycation and topical skin preparations containing such glycation inhibitors and various other ingredients have been investigated. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Patent Publication No. 2014-76957 Summary of the Invention [Problem to be solved by the invention]

[0005] As a result of extensive research into hair, the present inventors have found that AGEs also accumulate in hair. However, the hair shaft, which is affected by hair color and ultraviolet rays, does not have blood vessels inside and is not supplied with blood sugar, so it is unlikely that glycation occurs in this area in the same way as in the skin. Therefore, the present inventors continued their intensive research and discovered for the first time that AGEs are produced in hair by bleaching and UV irradiation of hair. This phenomenon (hereafter referred to as glycoxidation) is different from the glycation that occurs in the skin, etc., and in order to prevent this type of hair damage, it was necessary to develop a glycoxidation inhibitor with a mechanism different from that of previously reported glycation reaction inhibitors.

[0006] An object of the present invention is to provide a glycoxidation inhibitor for hair that can inhibit the glycoxidation of hair as described above. [Means for solving the problem]

[0007] That is, the sugar oxidation inhibitor for hair according to the present invention is characterized by containing one or more species selected from the group consisting of amla, soapberry, Terminalia belerica, and pomegranate.

[0008] Amla can be the entire plant, such as flowers, fruits, seeds, branches, trunks (stem), leaves, or roots, or a powder of any of these parts (one of the aforementioned parts or a combination of two or more parts). Extracts extracted from the entire plant or any of its parts (one of the aforementioned parts or a combination of two or more parts) can also be used. The extracts can be in liquid form or solid form obtained by processing the extracted material, such as powdering or pelleting. Amla is commercially available as Saberi (Sabinsa Japan Corporation), refined amla oil (Yokoseki Oil & Fat Industries Co., Ltd.), and Emblica® (Merck Performance Materials, LLC).

[0009] The soapberry plant can be the entire plant (Sapindus trifoliatus), such as flowers, fruits, seeds, branches, trunks (stems), leaves, or roots, or a powder of any of these (one of the aforementioned parts or a combination of two or more parts). Extracts extracted from the entire plant or any of its parts (one of the aforementioned parts or a combination of two or more parts) can also be used. The extracts can be in liquid form, or solid form obtained by processing the extracted material, such as powdering or pelleting, after extraction. Sapindus trifoliatus is commercially available as a product, such as Sapindin (Sabinsa Japan Corporation), Soapnut Extract Powder (Ichimaru Pharcos Co., Ltd.), or Soapnut Powder (Koshin Bussan Co., Ltd.).

[0010] Terminalia belerica can be powdered from the entire plant body, such as flowers, fruits, seeds, branches, trunks (stems), leaves, and roots, or from a part of these (one of the aforementioned parts, or two or more parts in combination). Extracts extracted from the entire plant body or a part of it (one of the aforementioned parts, or two or more parts in combination) can also be used. The extracts can be in liquid form, or solid form obtained by processing such as powdering or pelleting after extraction. Terminalia belerica is commercially available as a product, such as Terminalia belerica (Sabinsa Japan Corporation), Scutellaria baicalensis extract (Sansei Pharmaceutical Co., Ltd.), or Terminalia belerica™ (Toyo Shinyaku Co., Ltd.).

[0011] Pomegranate can be powdered from the entire plant, such as flowers, fruit, seeds, branches, trunk (stalk), leaves, and roots, or from any of these parts (one of the aforementioned parts or a combination of two or more parts). Extracts extracted from the entire plant or any of these parts (one of the aforementioned parts or a combination of two or more parts) can also be used. The extract can be in liquid form, or a solid form obtained by processing the extract after extraction, such as powdering or pelleting. Commercially available pomegranate products include Pomegranate Fruit Extract B (Ikeda Tohka Kogyo Co., Ltd.), CYTOKALMINE (Alban Muller International), and Pomegranate Flower Extract BG-50 (Koei Kogyo Co., Ltd.).

[0012] A hair cosmetic containing the sugar oxidation inhibitor described above is also part of the present invention. Examples of hair cosmetics include shampoos, rinses, conditioners, treatments, hair styling products, hair dyes, bleaching products, perm products, hair care products, hair growth products, and hair growth promoters. The content of the sugar oxidation inhibitor contained in these hair cosmetics is preferably 0.00001% by mass or more and 1% by mass or less, when the mass of the entire hair cosmetic is taken as 100% by mass. The preferred range of this content is not particularly limited, and may be 0.0001% by mass or more, 0.0005% by mass or more, 0.001% by mass or more, 0.5% by mass or less, 0.1% by mass or less, or 0.001% by mass or less. [Effects of the Invention]

[0013] According to the present invention, glycoxidation of hair can be suppressed, and as a result, damage to hair can be suppressed. [Brief explanation of the drawings]

[0014] [Figure 1] These are the results of an experiment that investigated changes in fluorescence intensity due to AGEs or AGE-like substances in hair caused by different treatments on hair. [Figure 2] 1 is a chromatogram showing the results of the separation and analysis of the substances that cause the damage. [Figure 3] 1 is a graph showing bending recovery force per cross-sectional area of ​​hair when exposed to ultraviolet light after bleaching. [Figure 4] The results of fluorescence measurements when each candidate component was added are shown. [Figure 5] The results of fluorescence measurements when each candidate component was added are shown. [Figure 6] The results are shown for HPLC when each candidate component was added. [Figure 7] 1 is a graph showing changes in peak area when various candidate components are added. [Figure 8] 1 is a graph showing changes in peak area when various candidate components are added. [Figure 9] 10 is a flowchart showing the procedure of shampooing and treatment. [Figure 10] The results of fluorescence measurements when each candidate component was added are shown. [Figure 11] The results of fluorescence measurements when each candidate component was added are shown. [Figure 12] The results of fluorescence measurements when each candidate component was added are shown. [Figure 13] 1 is a graph showing bending recovery force per cross-sectional area of ​​hair when various candidate components are added. DETAILED DESCRIPTION OF THE INVENTION

[0015] An embodiment of the present invention will be described below. The sugar oxidation inhibitor for hair according to this embodiment inhibits sugar oxidation in hair, a phenomenon discovered for the first time by the present inventors.

[0016] First, we will explain about glycoxidation in hair. To investigate in detail why hair is damaged after hair coloring, the present inventors investigated the cause using the following procedure.

[0017] (Hair sample preparation) Four types of hair samples from the same person were prepared: untreated, bleached, irradiated with UV light, and bleached and then irradiated with UV light, and then washed with distilled water. (Extraction of proteins from hair samples) Next, each hair sample was immersed in a chloroform / methanol solution at room temperature for 18 hours to perform a degreasing treatment. Each hair sample was then washed with distilled water and allowed to air dry. After air drying, each hair sample was weighed to equalize the weight of each hair sample to 15 mg. Each hair sample was immersed in a urea / dithiothreitol solution at 50°C for 2 days to extract the components.

[0018] (Protein concentration and fluorescence intensity measurements) The extract obtained from each hair sample was dialyzed to replace the solvent, and then the protein concentration and fluorescence of each extract were measured. Protein concentration was measured by the BCA method. Fluorescence was measured at an excitation wavelength of 370 nm and a measurement wavelength of 440 nm, and the relative fluorescence value was measured when the fluorescence value of a 5 μg / ml quinine sulfate 0.1 N sulfuric acid aqueous solution (a model substance for AGEs) was set at 1000. The results are shown in Figure 1.

[0019] These results indicate that the extract obtained from hair samples that had been bleached and then irradiated with ultraviolet light contained the most AGEs.

[0020] (protein concentration and hydrolysis) Next, 500 μL of extract obtained from the bleached and UV-irradiated hair samples was centrifuged at 14,000 rpm for 10 minutes using an ultrafiltration filter (Amicon Ultra 0.5 ml centrifuge filters 3K) to concentrate to approximately 100 μL. 400 μL of 0.05 mol / L NaOH aqueous solution was added to the concentrated extract, and the mixture was centrifuged again at 14,000 rpm for 10 minutes to obtain approximately 100 μL of concentrate. The protein concentration in the concentrate was measured by the BCA method.

[0021] 50 μL of 1M hydrochloric acid was added to 50 μL of the concentrated solution obtained in this way, and the mixture was allowed to react for 18 hours at 105°C to obtain a hydrolysate. Various concentrations of hydrochloric acid were tested for the hydrolysis in order to prevent the decomposition of AGEs, and a concentration was selected that did not decompose AGEs under the test conditions described above and that allowed for sufficient protein extraction. The hydrolysate was dried and dissolved in 400 μL of 0.1% formic acid aqueous solution, then centrifuged at 15,000 rpm for 10 minutes, and the supernatant was used as a sample for HPLC, which will be described later.

[0022] (HPLC separation) The HPLC sample obtained as described above was separated using an HPLC system (Prominence) manufactured by Shimadzu Corporation. The results are shown in Figure 2. The column and separation conditions used were as follows: Analytical column: InertSustain AG (3 μm, 4.6 × 100 mm, GL Science) Column oven: 20℃ Flow rate: 1mL / min Mobile phase: Solution A) 0.1 w / w% formic acid aqueous solution, Solution B) 100% acetonitrile Gradient: 0% v / v to 60% v / v solution B (0 min to 20 min)

[0023] As a result of the HPLC shown in Figure 2, a peak (P1) that is thought to be derived from an unknown AGE, different from the known AGEs conventionally produced by glycation in skin, etc., was clearly observed in the hair sample that had been bleached and then irradiated with UV rays. PX and P2 are thought to be derivatives of the substance that constitutes the P1 peak. These results indicate that the damage observed in hair irradiated with UV rays after bleaching is due to substances produced by an unknown reaction, not the conventionally known glycation reaction. Therefore, the inventors have decided to call this unknown reaction "hair glycoxidation."

[0024] Furthermore, the inventors of the present invention conducted further tests on hair samples that had been bleached and then irradiated with UV rays. As a result, for example, in a bending test, the hair samples that had been bleached and then irradiated with UV rays showed a greater recovery from bending than the untreated hair samples (Figure 3), and it was observed that the hair lost the flexibility that allows it to spontaneously return to its original shape when bent.

[0025] Next, the present inventors screened for compounds capable of inhibiting hair glycoxidation, believing that by observing the amounts of substances produced by the aforementioned glycoxidation, they could discover compounds capable of inhibiting hair glycoxidation.

[0026] Specifically, the present inventors screened for glycoxidation inhibitors for hair using the following screening methods. (Screening by glycoxidation inhibitory effect) A 1g bundle of hair from the same individual with no history of chemical treatment was prepared as a hair sample. The hair samples were immersed overnight at room temperature (25°C) in an aqueous solution containing 1% by mass of each candidate component (specifically, amla extract, an extract extracted from amla fruit; soapberry extract, an extract extracted from soapberry fruit; and Terminalia belerica extract, an extract extracted from Terminalia belerica fruit) and oleth-2 (1% by mass). Note that oleth-2 used together with each candidate substance is a commonly used penetrating agent for allowing components to penetrate hair. Note that the oleth used here is a surfactant commonly used in hair cosmetics, and the experimental results would not be affected even if another surfactant were used instead of oleth. After immersion, the hair samples were washed with distilled water and air-dried. Each air-dried hair sample was immersed in a bleach solution (4.0% by mass H2O2 + 2.5% NH3) for 25 minutes, and this process was repeated six times, replacing the bleach solution with new one. After that, each hair sample was irradiated with 1500 W / m2 of light at 300 nm to 400 nm. 2 The specimen was exposed to ultraviolet light for 28 hours. These conditions were set based on the assumption that hair would be in a state where it is exposed to ultraviolet light from sunlight or the like during normal daily life after actually having its hair colored at a hair salon or the like. Proteins were extracted from each bleached and UV-irradiated hair sample using the same procedure as described above, and each extract was concentrated using the same procedure as described above. The protein concentration and fluorescence intensity of the concentrates were measured using the same procedures as described above. The results of the fluorescence measurements are shown in Figures 4 and 5. Each concentrate was also subjected to HPLC separation and analysis using the same procedures and conditions as described above. The fluorescence intensity measurements and the HPLC separation and analysis results were correlated, and the results are shown in Figure 6.

[0027] (Summary of glycoxidation inhibitory effect) The results in Figure 4 show that the addition of amla extract, soapberry extract, and Terminalia belerica extract, among the candidate substances, was able to suppress the change in fluorescence intensity when exposed to UV light after bleaching. Furthermore, the results in Figure 5 show that the addition of pomegranate fruit extract also significantly suppressed the change in fluorescence intensity when exposed to UV light after bleaching, compared to the other candidate substances. Surprisingly, the addition of aminoguanidine hydrochloride, a substance known to inhibit glycation, was found to have almost no inhibitory effect on glycoxidation. Furthermore, the addition of gallic acid alone, the main component of Terminalia belerica and known to have antioxidant properties, was also found to have almost no inhibitory effect on glycoxidation. The chromatogram shown in Figure 6 confirmed that a peak specifically increased when exposed to UV light after bleaching (i.e., a peak derived from a substance produced by glycoxidation, corresponding to P1 in Figure 2, hereafter referred to as pAGEs). Figures 7 and 8 show the changes in the peak area of ​​this peak when various candidate components are added. The graph in Figure 7 shows that the increase in pAGEs was suppressed by adding amla, soapberry, and Terminalia belerica, among the candidate substances. The graph in Figure 8 also shows that the addition of pomegranate suppressed the increase in pAGEs, but a similar effect could not be obtained from gallic acid, which is known to have antioxidant properties, or aminoguanidine hydrochloride, which is known to have anti-glycation properties. These results also show that the phenomenon of glycoxidation is completely different from previously known phenomena such as oxidation and glycation. From the above results, it was confirmed that each component of amla, soapberry, Terminalia belerica, and pomegranate has the effect of inhibiting glycoxidation.

[0028] (Sugoxidation inhibitory effect of hair cosmetics containing a sugar oxidation inhibitor) A 20 g bundle of hair for feeling (BS-B3A, Beaulux Co., Ltd.) was prepared as a hair sample. This hair sample was washed three times with detergent, and then treated according to the procedure shown in Figure 9 using a shampoo and treatment with the composition shown in Table 1 and a treatment with the composition shown in Table 2 to which 0 mass%, 0.0001 mass%, 0.001 mass%, or 0.003 mass% of pomegranate extract, extracted from pomegranate fruit as a sugar oxidation inhibitor that has been shown to have a sugar oxidation inhibitory effect in the above-mentioned experiment, was added.

[0029] [Table 1]

[0030] [Table 2] In addition, all % indications in Tables 1 and 2 are mass %.

[0031] After the treatment, the hair samples were washed with tap water and dried with a hair dryer. Each dried hair sample was immersed in a bleach solution (4.0% by mass H2O2 + 2.5% NH3) for 25 minutes, and then shampooed and treated with the extract again. After that, each hair sample was exposed to an illuminance of 180 W / m2 at 300 nm to 400 nm. 2 The sample was irradiated with ultraviolet light for 2.5 hours. The same shampooing and treatment and UV irradiation were then repeated a total of 24 times, except that after the 8th and 16th UV irradiations, a step of immersion in bleach was added. These conditions were set based on the assumption that hair would be in a state where it is exposed to ultraviolet light from sunlight or the like during normal daily life after actually having its hair colored at a hair salon or the like. Proteins were extracted from each bleached and UV-irradiated hair sample using the same procedure as described above, and each extract was concentrated using the same procedure as described above. The protein concentration and fluorescence intensity of the concentrates were measured using the same procedures as described above. The results of the fluorescence measurements are shown in Figure 10.

[0032] The results in Figure 10 demonstrate that shampoos and treatments containing pomegranate extract reduce the fluorescence intensity of extracts obtained from hair samples. Furthermore, it was found that a content of 0.0001% by mass or more of the glycoxidation inhibitor (here, pomegranate extract) in hair cosmetics is effective. The upper limit of the glycoxidation inhibitor content in hair cosmetics is preferably 1% by mass or less, in order to maintain a balance with other ingredients. Using the same procedure as for the pomegranate extract described above, fluorescence measurements were also performed on lower concentrations of pomegranate extract and other glycoxidation inhibitors (amla, soapberry, and Terminalia belerica). The results are shown in Figures 11 and 12. The results in Figures 11 and 12 indicate that pomegranate extract has a glycoxidation inhibitory effect at even lower concentrations of 0.00005% by mass or more. Furthermore, the results in Figures 11 and 12 confirm that, like pomegranate, amla, soapberry, and Terminalia belerica can also achieve sufficient glycoxidation inhibitory effects by adding them to hair cosmetics at 0.005% by mass or more.

[0033] (Improvement of hair properties by inhibiting hair glycoxidation) Next, the influence of the sugar oxidation inhibitor of the present invention on the properties of hair was examined. A 1g bundle of hair from the same individual with no history of chemical treatment was prepared as a hair sample. Hair samples were immersed overnight in aqueous solutions containing oleth-2 (1% by weight) and each candidate component (1% by weight). Each of these hair samples was scrubbed with detergent approximately 30 times for 2 minutes, then rinsed thoroughly with water and air-dried. The air-dried hair samples were immersed in a bleach solution (4.0% by mass H2O2 + 2.5% NH3) for 25 minutes, and this operation was repeated six times while replacing the bleach solution with new one. Each hair sample was scrubbed with detergent approximately 30 times for 2 minutes, then rinsed thoroughly with water and allowed to air dry. After bleaching, the hair samples were air-dried and then immersed for 1 hour in an aqueous solution containing oleth-2 (1% by mass) and each candidate component (1% by mass). Each hair sample was scrubbed with detergent approximately 30 times for 2 minutes, then rinsed thoroughly with water and allowed to air dry. Each air-dried hair sample was subjected to 500W / m 2 The test specimens were exposed to UV rays for 20 hours (UV treatment). This treatment is equivalent to two months of exposure to UV rays in daily life. The UV-treated hair samples were immersed in an aqueous solution containing oleth-2 (1% by mass) and each candidate component (1% by mass) for 1 hour, washed in the same manner as above, and then subjected to 20 hours of UV treatment. This process was repeated until the total exposure time reached 100 hours. For each hair sample, the cross-sectional area of ​​the hair and the bending recovery force were measured. The bending recovery force was measured using a pure bending tester (KES-FB2-S, Kato Tech) at a room temperature of 20°C and a relative humidity of 65%. The hair was aligned in the same direction and arranged on a sheet. Both ends were fixed, and the hair was arched at a constant speed to a maximum curvature of 2.5 cm. ―1 The bending recovery force was calculated from the difference in hysteresis of the bending moment (gf cm / cm) at the same curvature when bending and when returning to the original shape. The results are shown in Figure 13.

[0034] The results in Figure 13 show that hair samples immersed in any one of pomegranate extract, amla extract, soapberry extract, and Terminalia belerica extract had a smaller bending recovery force than those not immersed in each extract, indicating that the hair retained sufficient suppleness.

[0035] The sugar oxidation inhibitor according to this embodiment may be applied to hair during hair coloring, but it is also expected to be effective when applied to hair in small amounts every day. Thus, the sugar oxidation inhibitor according to this embodiment can be added to a wide range of hair cosmetics, such as shampoos, rinses, conditioners, treatments, hair styling agents, hair dyes, bleaching agents, perm agents, hair care agents, hair growth agents, and hair regrowth agents.

[0036] <Effects of this embodiment> The glycoxidation inhibitor and the hair cosmetic composition containing the glycoxidation inhibitor as described above can reduce damage to hair caused by glycoxidation.

[0037] It goes without saying that the present invention is not limited to the above-described embodiments, and that some of the above-described embodiments may be combined as appropriate, and that various modifications are possible within the scope of the invention.

Claims

1. A sugar oxidation inhibitor for hair containing one or more members selected from the group consisting of amla, soapberry, Terminalia belerica, and pomegranate.

2. 2. The sugar oxidation inhibitor for hair according to claim 1, which contains an extract extracted from one or more species selected from the group consisting of amla, soapberry, Terminalia belerica, and pomegranate.

3. The glycoxidation inhibitor for hair according to claim 2, wherein the extract is extracted from a fruit or a flower.

4. A hair cosmetic comprising the sugar oxidation inhibitor for hair according to any one of claims 1 to 3.

5. The hair cosmetic according to claim 4, wherein the content of the sugar oxidation inhibitor for hair contained in 100% by mass of the hair cosmetic is 0.00001% by mass or more and 1% by mass or less.

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