Hair sugar oxidation inhibitor

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 hair glycation inhibitor that suppresses glycation of hair.

Background Art

[0002] For example, in living tissues such as human skin and blood vessels, proteins that make up the living tissue undergo a glycation reaction with sugars (blood sugar) in the blood to produce substances called Advanced glycation end products (AGEs), and it is being elucidated that aging of the living tissue occurs due to browning, hardening, and brittleness.

[0003] Therefore, in order to suppress this glycation, for example, as described in Patent Document 1, various components have been studied for glycation inhibitors that suppress skin glycation and skin external preparations containing such glycation inhibitors.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0005] As a result of the inventors' repeated research on hair, it was found that AGEs are also accumulated in hair. However, since there are no blood vessels passing through the inside of the hair shaft that is affected by hair color and ultraviolet rays and no blood sugar is supplied, it is unlikely that the same glycation as in the skin occurs in this part. Therefore, as a result of the inventors' further intensive study, it was first found that AGEs are generated in hair by hair bleaching treatment and ultraviolet irradiation treatment. This phenomenon (hereinafter referred to as sugar oxidation) is different from glycation that occurs in the skin, etc., and in order to prevent such hair damage, it was necessary to develop a sugar oxidation inhibitor with a different mechanism than the glycation reaction inhibitors that have already been reported.

[0006] The present invention aims to provide a hair sugar oxidation inhibitor that can suppress the sugar oxidation of hair as described above. [Means for solving the problem]

[0007] In other words, the hair sugar oxidation inhibitor according to the present invention is characterized by containing one or more selected from the group consisting of amla, soapberry, terminalia bellerica, and pomegranate.

[0008] Amla can be made from the entire plant, including its flowers, fruits, seeds, branches, stems, leaves, and roots, or from a portion of these parts (either one or more of these parts in combination). Alternatively, an extract obtained from the entire plant or a portion of it (either one or more of these parts in combination) may be used. The extract may be in liquid form or in solid form obtained by processing after extraction, such as powdering or pelletizing. Amla is available commercially, for example, from Sabinsa Japan Corporation, refined amla oil (Yokozeki Oil & Fat Industry Co., Ltd.), and Emblica® (Merck Performance Materials LLC).

[0009] Sapindus trifoliatus can be used as a powder made from the entire plant, including its flowers, fruits, seeds, branches, stems, leaves, and roots, or from a portion of these parts (either one or more of these parts in combination). Alternatively, an extract obtained from the entire plant or a portion of it (either one or more of these parts in combination) may be used. The extract may be in liquid form or in solid form obtained by processing after extraction, such as powdering or pelletizing. Sapindus can be commercially available as products such as Sapindin (Sabinsa Japan Corporation), Soapnut Extract Powder (Ichimaru Falcos Co., Ltd.), and Soapnut Powder (Koshin Bussan Co., Ltd.).

[0010] For Terminalia bellerica, it is possible to use a powder made from the entire plant, including flowers, fruits, seeds, branches, stems, leaves, and roots, or from a portion of these parts (either one of the aforementioned parts or a combination of two or more parts). Alternatively, an extract obtained from the entire plant or a portion of it (either one of the aforementioned parts or a combination of two or more parts) may be used. The extract may be in liquid form or in solid form obtained by processing after extraction, such as powdering or pelletizing. Terminalia bellerica is available commercially, for example, as Terminalia bellerica (Sabinsa Japan Corporation), Terminalia bellerica extract (Sansho Pharmaceutical Co., Ltd.), and Terminalia bellerica™ (Toyo Shinyaku Co., Ltd.).

[0011] For pomegranate, you can use a powder made from the entire plant, including the flowers, fruits, seeds, branches, trunk (stem), leaves, and roots, or from a portion of these parts (either one of the aforementioned parts or a combination of two or more parts). Alternatively, you can use an extract obtained from the entire plant or a portion of it (either one of the aforementioned parts or a combination of two or more parts). The extract may be in liquid form or in solid form obtained by processing after extraction, such as powdering or pelletizing. Pomegranate is available commercially, for example, as Pomegranate Fruit Extract B (Ikeda Sugar Refining Co., Ltd.), CYTOKALMINE (Alban Muller International), and Pomegranate Flower Extract BG-50 (Koei Kogyo Co., Ltd.).

[0012] The hair cosmetic containing the aforementioned sugar oxidation inhibitor is also part of the present invention. Examples of hair cosmetics include shampoos, rinses, conditioners, treatments, hair styling products, hair dyes, bleaches, perming agents, hair tonics, hair growth products, and hair regrowth products. The amount of sugar oxidation inhibitor contained in these hair cosmetics is preferably 0.00001% by mass or more and 1% by mass or less, when the total mass of the hair cosmetics 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, it is possible to suppress sugar oxidation of hair. As a result, damage to hair can be suppressed. [Brief explanation of the drawing]

[0014] [Figure 1] This is an experimental result investigating the change in fluorescence intensity due to AGEs or AGEs-like substances in hair, depending on the treatment of the hair. [Figure 2] It is a chromatogram showing the result of separating and analyzing the causative substance of damage. [Figure 3] It is a graph showing the bending resilience per hair cross-sectional area when the hair is irradiated with ultraviolet rays after bleaching treatment. [Figure 4] It is the result of fluorescence measurement when each candidate component is added. [Figure 5] It is the result of fluorescence measurement when each candidate component is added. [Figure 6] It is the result of HPLC when each candidate component is added. [Figure 7] It is a graph showing the change in peak area when various candidate components are added. [Figure 8] It is a graph showing the change in peak area when various candidate components are added. [Figure 9] It is a flowchart showing the procedures of shampooing and treatment. [Figure 10] It is the result of fluorescence measurement when each candidate component is added. [Figure 11] It is the result of fluorescence measurement when each candidate component is added. [Figure 12] It is the result of fluorescence measurement when each candidate component is added. [Figure 13] It is a graph showing the bending resilience per hair cross-sectional area when various candidate components are added.

Mode for Carrying Out the Invention

[0015] Hereinafter, an embodiment of the present invention will be described. The glycation inhibitor for hair according to this embodiment suppresses the phenomenon of hair glycation, which was first discovered by the inventors.

[0016] Therefore, first, hair glycation will be explained. The inventors investigated the cause in the following procedure in order to examine in detail the reason why the hair is damaged after hair coloring treatment.

[0017] (Preparation of hair samples) Four types of hair samples were prepared from the same individual: untreated, bleached, UV-irradiated, and bleached followed by UV irradiation. These were then washed with distilled water. (Extraction of proteins from hair samples) Next, each hair sample was degreased by immersing it in a chloroform / methanol solution at room temperature for 18 hours. Afterward, each hair sample was washed with distilled water and air-dried. Each hair sample was weighed after air drying, and the weight of each hair sample was standardized to 15 mg. Each hair sample was immersed in a urea / dithiothreitol solution at 50°C for two days to extract its components.

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

[0019] These results indicate that the extract obtained from hair samples treated with UV irradiation after bleaching contained the highest concentration of AGEs.

[0020] (Protein concentration and hydrolysis) Next, 500 μL of extract obtained from hair samples treated with bleach and UV irradiation was centrifuged at 14,000 rpm for 10 minutes using an ultrafiltration filter (Amicon Ultra 0.5 ml centrifuge filters 3K) to concentrate it 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 a concentrated solution of approximately 100 μL. The protein concentration in the concentrated solution was measured by the BCA method.

[0021] 50 μL of 1 M hydrochloric acid was added to 50 μL of the concentrated solution obtained in this way, and the mixture was reacted at 105°C for 18 hours to obtain the hydrolysate. The concentration of hydrochloric acid used for hydrolysis was selected after trying various concentrations to suppress the decomposition of AGEs, and it was determined to be a concentration in which AGEs were not decomposed under the aforementioned test conditions, while still allowing for sufficient protein extraction. The hydrolyzed product was dried and dissolved in 400 μL of 0.1% formic acid aqueous solution. Then, the mixture was centrifuged at 15,000 rpm for 10 minutes, and the supernatant was used as the sample for HPLC described later.

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

[0023] As shown in Figure 2, the HPLC results clearly revealed a peak (P1) in hair samples treated with UV irradiation after bleaching, which is thought to originate from an unknown type of AGE, different from the known AGEs produced by glycation in skin and other tissues. PX and P2 are thought to be derivatives of the substances that make up the P1 peak. These results indicate that the damage observed in hair subjected to UV irradiation after bleaching is caused by substances produced by an unknown reaction, not the conventionally known glycation. Therefore, the inventors have decided to call this unknown reaction "sugar oxidation of hair."

[0024] Furthermore, the inventors conducted further tests on hair samples that had been bleached and then irradiated with ultraviolet light. As a result, for example, in a bending test, the hair samples that had been bleached and then irradiated with ultraviolet light showed greater bending recovery power compared to untreated hair samples (Figure 3), indicating that the hair lost its flexibility to spontaneously return to its original shape when bent.

[0025] Next, the inventors screened for ingredients that can suppress sugar oxidation of hair. They believed that by observing the amount of substances produced by the aforementioned sugar oxidation, they could discover substances that can suppress sugar oxidation of hair.

[0026] Specifically, the inventors screened hair sugar oxidation inhibitors using the following screening methods. (Screening based on the effect of inhibiting sugar oxidation) Hair samples were prepared from 1g bundles of hair originating from the same individual and without any history of chemical treatment. The hair samples were immersed overnight at room temperature (25°C) in aqueous solutions containing 1% by mass of each candidate component (specifically, amla extract, extracted from amla fruit; soapberry extract, extracted from soapberry fruit; and terminalia bellica extract, extracted from terminalia bellica fruit) and oleth-2 (1% by mass). Oleth-2, used with each candidate substance, is a commonly used penetrating agent for getting ingredients into the hair. Oleth-2 used here is a surfactant commonly used in hair cosmetics, and the experimental results would not be affected if other surfactants were used instead of oleth. The hair samples, after immersion, were washed with distilled water and air-dried. Each air-dried hair sample was immersed in bleach solution (4.0% H2O2 + 2.5% NH3) for 25 minutes, and this process was repeated six times, with fresh bleach solution being used each time. Afterwards, each hair sample was subjected to illuminance of 1500 W / m² at 300 nm to 400 nm. 2 The patient was exposed to ultraviolet light for 28 hours. These conditions were set to simulate the state of hair after it has been colored at a hair salon or similar establishment, and then exposed to ultraviolet rays from sunlight during normal daily life. Proteins were extracted from each hair sample that had been bleached and irradiated with ultraviolet light using the same procedure as described above. The protein concentration and fluorescence intensity of the concentrated solutions, obtained by concentrating each extract using the same procedure as described above, were measured using the same procedure as described above. The results of the fluorescence measurements are shown in Figures 4 and 5. Furthermore, each concentrate was subjected to separation analysis by HPLC using the same procedure and conditions as described above. Since there was a correlation between the fluorescence intensity measurement results and the HPLC separation analysis results, the results are shown in Figure 6.

[0027] (Summary of the effect on inhibiting sugar oxidation) Figure 4 shows that adding amla extract, soapberry extract, and Terminalia bellerica extract, among the candidate substances, suppressed the change in fluorescence intensity after bleaching and UV irradiation. Figure 5 also shows that adding pomegranate fruit extract significantly suppressed the change in fluorescence intensity after bleaching and UV irradiation compared to the other candidate substances. Surprisingly, it was found that adding aminoguanidine hydrochloride, a substance known to inhibit glycation, had almost no effect in inhibiting sugar oxidation. Furthermore, it was found that adding gallic acid, the main component of Terminalia bellerica and known to have antioxidant effects, alone also had almost no effect in inhibiting sugar oxidation. From the chromatogram shown in Figure 6, we were able to identify a peak that specifically increases when UV irradiation is performed after bleaching (i.e., a peak originating from substances produced by sugar oxidation, corresponding to P1 in Figure 2, hereafter referred to as pAGEs). Figures 7 and 8 show the changes in peak area when various candidate components are added to this peak. The graph in Figure 7 shows that the increase in pAGEs was suppressed by adding amla, soapberry, and Terminalia bellerica, which were among the candidate substances. Furthermore, the graph in Figure 8 shows that the increase in pAGEs was suppressed by adding pomegranate, but a similar effect was not obtained from gallic acid, which is known to have antioxidant effects, or from aminoguanidine hydrochloride, which is known to have anti-glycation effects. From these results, it can be seen that the phenomenon of sugar oxidation is a completely different phenomenon from conventionally known phenomena such as oxidation and glycation. From these results, it was confirmed that each component of amla, soapberry, terminalia bellerica, and pomegranate has an effect of suppressing sugar oxidation.

[0028] (The effect of inhibiting sugar oxidation by hair cosmetics containing sugar oxidation inhibitors) A bundle of 20g of tactile hair strands (BS-B3A, Beaulux Co., Ltd.) was prepared as a hair sample. After washing the hair sample three times with detergent, the sample was treated using shampoo and conditioner with the composition shown in Table 1 and the composition shown in Table 2, to which pomegranate extract, extracted from pomegranate fruit as a sugar oxidation inhibitor that was shown to have a sugar oxidation inhibitory effect in the aforementioned experiment, was added at a concentration of 0%, 0.0001%, 0.001%, or 0.003% by mass. The procedure was then shown in Figure 9.

[0029] [Table 1]

[0030] [Table 2] Note that all percentages in Tables 1 and 2 represent mass percentages.

[0031] The treated hair samples were washed with tap water and dried with a hairdryer. Each dried hair sample was immersed in a bleaching solution (4.0% H2O2 + 2.5% NH3) for 25 minutes, and then treated again with a shampoo and conditioner containing extracts. After that, each hair sample was exposed to illuminance of 180 W / m² at 300 nm to 400 nm. 2 The sample was exposed to ultraviolet light for 2.5 hours. Subsequently, the same shampooing and conditioning treatments, along with UV irradiation, were repeated a total of 24 times. However, after the 8th and 16th UV irradiation sessions, a step of immersion in bleaching solution was added. These conditions were set to simulate the state of hair after it has been colored at a hair salon or similar establishment, and then exposed to ultraviolet rays from sunlight during normal daily life. Proteins were extracted from each hair sample that had been bleached and irradiated with ultraviolet light using the same procedure as described above. The protein concentration and fluorescence intensity of the concentrated solutions, obtained by concentrating each extract using the same procedure as described above, were measured using the same procedure as described above. The results of the fluorescence measurements are shown in Figure 10.

[0032] The results in Figure 10 show that shampoo and conditioner treatment containing pomegranate extract reduced the fluorescence intensity of extracts obtained from hair samples. Furthermore, it was found that a sugar oxidation inhibitor (in this case, pomegranate extract) content of 0.0001% by mass or higher in hair cosmetics is effective. From the viewpoint of maintaining a balance with other ingredients, the upper limit of the sugar oxidation inhibitor content in hair cosmetics is preferably 1% by mass or less. Using the same procedure as described above for pomegranate extract, fluorescence measurements were also performed on even lower concentrations of pomegranate extract and other sugar oxidation inhibitors (amla, soapberry, and Terminalia bellerica). The results are shown in Figures 11 and 12. From the results in Figures 11 and 12, it was found that pomegranate extract has a sugar oxidation inhibitory effect at even lower concentrations of 0.00005% by mass or higher. Furthermore, the results in Figures 11 and 12 confirmed that, similar to pomegranate, amla, soapberry, and Terminalia bellerica can be included in hair cosmetics at a concentration of 0.005% by mass or higher to obtain a sufficient sugar oxidation inhibitory effect.

[0033] (Improvement of hair properties by suppressing sugar oxidation in hair) Next, we investigated the effect of using the sugar oxidation inhibitor according to the present invention on the properties of hair. Hair samples were prepared from 1g bundles of hair originating from the same individual and without any history of chemical treatment. Hair samples were immersed overnight in an aqueous solution containing Oleth-2 (1% by mass) and each candidate component (1% by mass). Each of these hair samples was scrubbed with detergent about 30 times for 2 minutes, then rinsed thoroughly with water and air-dried. The process of immersing air-dried hair samples in bleach solution (4.0% H2O2 + 2.5% NH3) for 25 minutes was repeated six times, with fresh bleach solution being used each time. Each hair sample was scrubbed with detergent approximately 30 times for 2 minutes, then rinsed thoroughly with water and air-dried. Hair samples that had been bleached and air-dried were 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 air-dried. Each air-dried hair sample was treated with 500W / m². 2 The sample was exposed to ultraviolet light for 20 hours (UV treatment). This treatment is equivalent to two months' worth of exposure to ultraviolet light in daily life. Hair samples treated with UV light were immersed for 1 hour in an aqueous solution containing Oleth-2 (1% by mass) and each candidate component (1% by mass), washed using the same procedure as described above, and then subjected to UV treatment for 20 hours. This process was repeated until the total irradiation time reached 100 hours. For each hair sample, the cross-sectional area and bending recovery strength were measured. The bending recovery strength was measured using a pure bending tester (KES-FB2-S, Kato Tech) in an environment with a room temperature of 20°C and a relative humidity of 65%. Hair strands were arranged in a sheet with their directions aligned, both ends fixed, and then bent into an arch shape with a maximum curvature of 2.5 cm at a constant speed. ―1 The bending recovery force was determined by measuring 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 shown in Figure 13 indicate that hair samples immersed in any one of the following extracts—pomegranate extract, amla extract, soapberry extract, and Terminalia bellerica extract—showed reduced bending recovery compared to samples not immersed in any of the extracts, while maintaining sufficient hair flexibility.

[0035] The sugar oxidation inhibitor according to this embodiment may be supplied to the hair when hair coloring is performed, but it is also expected to be effective when supplied to the hair little by little every day. Therefore, the sugar oxidation inhibitor according to this embodiment can be widely added to hair cosmetics such as shampoos, rinses, conditioners, treatments, hair styling products, hair dyes, bleaching agents, perming agents, hair tonics, hair growth agents, and hair regrowth agents.

[0036] <Effects of this embodiment> According to the aforementioned sugar oxidation inhibitors and hair cosmetic compositions containing sugar oxidation inhibitors, damage to hair caused by sugar oxidation can be reduced.

[0037] It should be noted that the present invention is not limited to the embodiments described above, and some of the embodiments described above may be combined as appropriate, and it goes without saying that various modifications are possible without departing from the spirit of the invention.

Claims

1. A hair sugar oxidation inhibitor that suppresses sugar oxidation of hair caused by bleaching and UV irradiation, A sugar oxidation inhibitor for bleached hair, containing one or more selected from the group consisting of amla, soapberry, terminalia bellerica, and pomegranate.

2. The sugar oxidation inhibitor for bleached hair according to claim 1, comprising an extract obtained from one or more species selected from the group consisting of amla, soapberry, terminalia bellerica, and pomegranate.

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

4. A cosmetic composition for bleached hair containing a sugar oxidation inhibitor for bleached hair according to any one of claims 1 to 3, Shampoo, rinse, conditioner, treatment, hair styling product, hair dye, bleaching agent, or perming agent, A cosmetic for bleached hair in which the amount of the bleached hair sugar oxidation inhibitor contained in 100% by mass of the cosmetic for hair is 0.00001% by mass or more and 1% by mass or less.

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