JP5694382B2 - Composition for preventing hair loss and promoting hair growth comprising a dibenzo-p-dioxin derivative - Google Patents

Description

  The present invention relates to compositions comprising dibenzo-p-dioxin derivatives that maintain and improve the health of the scalp and hair.

  The space formed by the scalp and hair forms an environment suitable for inhabiting microorganisms at high temperature and humidity. A scalp and hair organization whose health is maintained by appropriate hygiene management and lifestyle habits appropriately suppresses the growth of harmful bacteria by balancing blood circulation, metabolic action, immune action, and the like. However, when the above-mentioned balance is lost due to factors such as hormonal imbalance, various stresses, and poor hygiene management, various pathological phenomena may occur in the scalp and hair. For example, when harmful bacteria propagate on the surface structure of the scalp and hair and the inflammatory response increases and oxidative stress increases, tissue destruction, poor blood circulation, cell growth suppression, allergic phenomena, etc. occur around the scalp and hair root. appear. These phenomena eventually cause hair loss, hair growth inhibition, excessive production of dandruff, scalp inflammation, itching and the like. In addition to such serious symptoms, the special environment of the scalp and hair described above impairs the aesthetic appearance of the hair by facilitating contamination of the hair surface. In other words, even in a healthy state, the surface of the hair is easily contaminated by sweat, sebum, other products, microorganisms, etc. secreted from the scalp, and the hair color, touch and odor quality are likely to deteriorate. Such pathological conditions further accelerate the contamination phenomenon.

  Fundamental factors that break the homeostasis of scalp and hair physiology include hormonal imbalances, various stresses and poor hygiene. These factors interact with the human body in a variety of conditions, resulting in complex physiological and biochemical imbalances in the scalp and hair, ultimately generating a variety of scalp and hair related symptoms.

  On the other hand, the main products that have been developed so far to improve the health of the scalp and hair are reported to have serious side effects by pursuing only the suppression of one factor affecting the health of the scalp and hair. ing. For example, DHT synthase inhibitors have been developed and marketed to prevent hair loss, which is caused by excessive male hormone DHT due to genetic factors, but they have significant side effects and fundamentally maintain the physiological stability of the scalp and hair. There were limits to solving this problem. In addition, products that use antifungal agents to reduce dandruff are on the market, but there is also a risk of side effects, and there is a limit to fundamentally improving hair health. In addition, compound herbal prescriptions using Kampo have been developed and commercialized in pursuit of human safety and general health. However, these products have better human safety than products using synthetic ingredients, but they are difficult to standardize and it is difficult to derive the correlation between the effects and the composite ingredients, so the effects are maximized. There was a limit to the development and systematic development. Therefore, there is a demand for the development of components that can easily control the main factors that are harmful to the health of the scalp and hair, while being safe and standardized easily.

  The present invention is intended to overcome the limitations of the prior art and more effectively improve the health of the scalp and hair, and is an antibacterial and antioxidant that can be said to be a core element in maintaining and improving the health of the scalp and hair In addition, it contains all ingredients with excellent anti-inflammation effect but also good affinity with hair, so that it can effectively maintain and improve the health of the scalp and hair even at low concentrations, and is very safe for improving scalp and hair health. An object is to provide a composition.

  The present invention provides a composition for improving scalp and hair health comprising a dibenzo-p-dioxine derivative as an active ingredient.

  The dibenzo-p-dioxin derivative may be one or more compounds selected from the group consisting of compounds represented by the following chemical formulas 1 to 10.

  In the chemical formulas 1 to 10, each R is independently hydrogen, C1 to C5 alkyl, C2 to C5 alkenyl, phenyl, C7 to C12 phenylalkyl, C2 to C20 alkanoyl, C3 to C20 alkenoyl, hydroxy. Phenyl, dihydroxyphenyl or trihydroxyphenyl.

  The composition for improving scalp and hair health containing the dibenzo-p-dioxine derivative of the present invention is safe against the growth, oxidative stress, and inflammatory reaction of dander fungus (Malassezia resista) occurring in the scalp and hair. However, by effectively suppressing it, it provides excellent effects in preventing hair loss, promoting hair growth, preventing dandruff, improving scalp inflammation, and suppressing scalp itch. In addition, the composition of the present invention provides an effect of maintaining the appearance of hair in a healthy and beautiful manner by effectively preventing the destruction of the hair surface and contamination by microorganisms.

  The present invention relates to a scalp and hair health improving composition comprising a dibenzo-p-dioxine derivative as an active ingredient.

  Since the effects of physiology, biochemical factors, dandruff bacteria, inflammation, and oxidative stress, which harm the health of the scalp and hair, are combined and synergistic with each other, the inventors of the present invention have only one control of the scalp and hair. Recognizing that it is difficult to effectively and safely improve the health of human beings, research with the goal of finding ingredients or compositions that can simultaneously and effectively control harmful fungi, inflammatory reactions and oxidative stress Advanced. It was also aimed to find a component or composition with absolute safety that can prevent physiological imbalances that may arise from sustained use.

  In order to achieve such a goal, the present inventors have an ingredient having a structure derived from a natural product that is not irritating / toxic and has an excellent affinity for hair and scalp tissue, and at the same time, an antioxidant. As a result of efforts to find a component that can effectively block harmful bacterial growth, inflammation, and oxidative stress in hair and scalp tissue for a long time in the hair and scalp organization, dibenzo- It has been found that a natural compound having a p-dioxin skeleton satisfies such a condition very well, and has led to the present invention.

  Fundamental factors such as hair loss, hair growth inhibition, dandruff formation, inflammation, itchiness, that is, hormonal imbalance, various stress factors due to lifestyle, occurrence of secondary harmful bacteria due to hygiene, inflammatory reaction, oxidation When factors such as stress increase, these actions act in a more complex manner, and allergic reactions, poor blood circulation, cell metabolism and growth suppression appear. Then, due to these causes, phenomena such as hair loss, suppression of hair growth, generation of dandruff, inflammation, and itchiness occur.

  As one of the secondary factors, a dandruff-causing bacterium (Malassezia restrica) has recently been known (Christina M. Gemmer, Thomas L. Dawson Jr, et al., Journal of Clinical Microbiol, Vol.40, No. 9, p3350-3357 (2002)). This fungus is present in the scalp as part of the normal flora and, when over-proliferated by environmental triggers such as stress, climate change, sweating, eating and drinking, induces dandruff, itching, and seborrheic dermatitis (Bergbrant IM Seborrhoeic dermatitis and Pytrosporum yeasts. Current Topics in Medical Mycology. 6: 95-112 (1995)). In addition, when a large amount of dandruff occurs, the scalp is excessively rubbed due to itching or the like, which can cause scratches or, in some cases, cause secondary inflammation and cause hair loss. Currently, antifungal agents ketoconazole, zinc pyrithione, itraconazole, piroctone olamine, etc. are mainly used as antidandruff agents. Although it is effective for the treatment of dandruff, it is an artificially synthesized substance, so the question of human safety has been raised. The present inventors have confirmed through continuous research that dibenzo-p-dioxine derivatives are safe while effectively controlling Malassezia restrica.

  In addition, the inflammatory reaction, which is one of the secondary factors mentioned above, is also caused by the stimulation of harmful bacteria, but regardless of this, it is due to westernized lifestyle habits characterized by high calories and lack of exercise. It also occurs chronically in metabolic syndrome and may occur temporarily due to mental stress or shock. Inflammatory reactions damage the health of the scalp and hair organization, such as accelerating tissue regression, suppressing cell growth, and making the immune system excessively sensitive, further stimulating allergic phenomena. The inventors have confirmed that dibenzo-p-dioxine derivatives are safe while effectively controlling inflammation.

  Furthermore, oxidative stress, which is one of the secondary factors, is generated by the action of ultraviolet rays and pollutants, and attacks the scalp tissue DNA, cell membranes and proteins to destroy the hair and scalp tissue, causing inflammation. Waking up harms the health of the scalp and hair. The present inventors have confirmed that a dibenzo-p-dioxine derivative is safe while effectively controlling oxidative stress.

  In addition, since these secondary factors are continuously supplied from lifestyle and environment and continuously stimulate the hair and scalp, it is possible to minimize the effect of these factors on the scalp and hair. There is a need for the development of ingredients that can be controlled, such as those that can control these detrimental factors and at the same time be coated on the scalp and hair to more effectively protect. The present inventors have confirmed that dibenzo-p-dioxine derivatives are very excellent in hair affinity.

  The above factors (harmful bacteria, inflammation, oxidative stress) promote a hair loss, suppress hair growth, excessive production of dandruff, scalp inflammation by bringing about a vicious cycle in which they synergize and sustain each other in a complex manner. Cause itchiness and other phenomena. Therefore, the dibenzo-p-dioxine derivative, which provides all the excellent effects on the complex factors as described above, promotes hair loss, suppresses hair growth, excessive production of dandruff, scalp Provides very good effects on inflammation and itchiness.

  In the composition for improving scalp and hair health of the present invention, the existing compounds having antibacterial, antioxidant and anti-inflammatory activities are highly irritating and toxic. Unlike it, it is not only toxic and irritating, but rather has the feature of providing a function to alleviate irritation by other ingredients. In addition, the affinity between the scalp and the hair structure allows the antibacterial, antioxidant, and anti-inflammatory functions to be concentrated on the scalp and hair structure even with a small amount of use, so dangerous factors (microorganisms, active oxygen, It has the feature of effectively blocking or eliminating the inflammatory reaction). Furthermore, while the existing antibacterial agents have had the problem of having to minimize the time spent in the scalp and hair organization due to toxicity and irritation, there has also been a problem of developing resistance, the composition of the present invention is toxic and irritating Therefore, there is no problem even if an antibacterial layer is formed so that microorganisms cannot propagate in the scalp and hair structure, and no resistance is generated.

  In the present invention, the dibenzo-p-dioxin derivative may be one or more compounds selected from the group consisting of compounds represented by the following chemical formulas 1 to 10.

  In the chemical formulas 1 to 10, each R is independently hydrogen, C1 to C5 alkyl, C2 to C5 alkenyl, phenyl, C7 to C12 phenylalkyl, C2 to C20 alkanoyl, C3 to C20 alkenoyl, hydroxy. Phenyl, dihydroxyphenyl or trihydroxyphenyl.

  Each R is independently hydrogen; methyl; ethenyl; benzyl; acetyl or oleoyl; 4-hydroxyphenyl; 2,4-hydroxyphenyl; or 2,4,6-trihydroxyphenyl. preferable. More preferred is hydrogen.

  In the scalp and hair health improving composition of the present invention, the dibenzo-p-dioxine derivative is at least two selected from the group consisting of Chemical Formula 3, Chemical Formula 5, Chemical Formula 6, and Chemical Formula 8. In this case, in Formulas 3, 5, 6 and 8, it is preferable that R = H.

  The dibenzo-p-dioxine derivative is 10 to 60% by weight of the compound of Formula 3, 15 to 60% by weight of the compound of Formula 5, and 10 of the compound of Formula 6 with respect to the total weight of the derivative. May be comprised of ˜40% by weight and 5-30% by weight of the compound of formula 8.

  In addition, the dibenzo-p-dioxine derivative is 12 to 38% by weight of the compound of Formula 3, 18 to 57% by weight of the compound of Formula 5, and the compound of Formula 6 with respect to the total weight of the derivative. More preferably, it comprises 10 to 30% by weight and 10 to 30% by weight of the compound of formula 8.

  The dibenzo-p-dioxine derivative includes two or more compounds selected from the group consisting of the chemical formula 3, the chemical formula 5, the chemical formula 6, and the chemical formula 8, the chemical formula 1, the chemical formula 2, One or more compounds selected from the group consisting of Chemical Formula 4, Chemical Formula 9, and Chemical Formula 10 may be further included. In this case, one or more compounds selected from the group consisting of Chemical Formula 1, Chemical Formula 2, Chemical Formula 4, Chemical Formula 9, and Chemical Formula 10 are included in an amount of 0.1 to 50% by weight based on the total weight of the derivative. It is preferable.

  The scalp and hair health improving composition of the present invention may be used not only as a medical use but also as a cosmetic. For example, the scalp and hair health improving composition of the present invention includes pharmaceuticals for preventing hair loss and promoting hair growth, cosmetics having functions for preventing hair loss and promoting hair growth, and the like. The cosmetics specifically mean hair cosmetics, and can include shampoo, rinse, lotion, tonic, essence, soap, gel, mousse and the like.

  The scalp and hair health improving composition of the present invention can be administered in the form of an external preparation applied directly to the scalp and hair, together with excipients commonly used in the fields of pharmaceutical compositions and cosmetic compositions. A variety of dosage forms can be formed.

  The daily usage of the dibenzo-p-dioxine derivative contained in the scalp and hair health improving composition of the present invention is preferably about 1 to 100 mg. The amount used is not limited to the above range. The composition for improving scalp and hair health of the present invention can be used for purposes such as preventing hair loss, promoting hair growth, preventing dandruff, improving scalp inflammation, and suppressing scalp itch. The composition can also be used for the purpose of facilitating hair surface health promotion and hair management by effectively preventing the destruction and contamination of the hair surface.

  The dibenzo-p-dioxin derivative contained in the scalp and hair health improving composition of the present invention can be obtained by all ordinary methods, can be synthesized using commercially available reagents, and natural products, in particular, It can also be obtained by extraction and separation from seaweed.

  Hereinafter, the present invention will be described in more detail with reference to examples. However, the following examples are for explaining the present invention more specifically, and the scope of the present invention is not limited by the following examples. The following embodiments can be appropriately modified and changed by those skilled in the art within the scope of the present invention.

Example 1: Separation and purification of dibenzo-p-dioxin derivative 1-1: Extraction of polyphenol mixture from brown algae Daisen (Eisenia bicyclis, 1 kg) was fresh and fiber was removed using a squeezer. Thereafter, 95% ethyl alcohol (4 L) was added, and the mixture was stirred at room temperature for 30 minutes to filter only the solution, followed by drying to obtain 58 g of a brown powder. After the obtained dry powder was dissolved in 20 times the amount of distilled water (50 ° C.), it was mixed with PVPP (Polyvinylpyrrolidone) resin (10 times the weight of the dry powder) and stirred (50 ° C., 1 hr). The solution was removed by filtration and washed with a sufficient amount of distilled water (more than 5 times the weight of PVPP resin by weight). 95% ethanol (3 times the amount of PVPP resin by weight) was added to the washed PVPP resin, stirred for 30 minutes at room temperature, filtered, and the solution was dried to obtain 8 g of a dark brown powder. As a result of measuring the total content of polyphenols using a forin reagent, it was 96.7%.

1-2: Separation of Dibenzo-p-dioxin Derivative from Purified Polyphenol Mixture The polyphenol mixture obtained in Example 1 is filtered through a 0.2 μm membrane filter paper and loaded into high performance liquid chromatography. )did. In high performance liquid chromatography, the column is a HP ODS Hypersil column, distilled water and methanol are used as solvents, and the solvent is supplied at a flow rate of 1.0 ml / min from 15% to 70% methanol over 30 minutes. Ten active substances were separated by applying a linear gradient. Each compound was confirmed to be a dibenzo-p-dioxin derivative represented by Chemical Formulas 1-10.

  In the chemical formulas 1 to 10, R is hydrogen.

Example 2: Experiments for evaluating hair affinity, antioxidant, anti-inflammatory and antibacterial activity It is well known that the dibenzo-p-dioxin derivative isolated in Example 1 is excellent in antioxidant, anti-inflammatory or antibacterial activity. Compared with natural ingredients quercetin, EGCG (Epigallocatechin gallate), catechin and salicylic acid, the hair affinity, antioxidant power, anti-inflammatory activity and antibacterial power were compared and evaluated. It is shown in Table 1.

2-1: Evaluation of hair affinity The evaluation of the affinity of the dibenzo-p-dioxin derivative separated in Example 1 with hair was performed as follows.

  A total of 100 g of hair (about 1 cm length) obtained by hairdressing of 5 men and 5 women was secured, placed in a 1 mM TX-100 aqueous solution (1 L), stirred at room temperature, and then washed with a washing solution. The hair was removed and the remaining hair was washed with 10 L of distilled water, and then dried in a convection oven at 40 ° C. for 30 minutes. On the other hand, each sample of the dibenzo-p-dioxin derivative separated in Example 1 was dissolved in DMSO to prepare a sample solution so as to be 0.1 wt%. Add 30 microliters of each sample solution to 10 mL of phosphate buffer solution (pH 7.0, 0.1 mM) and mix well, then add 1 g of each prepared hair and vigorously at 40 ° C. for 10 minutes. Stir. The same process was performed for each sample solution to which no hair was added. Only the solution was extracted from each solution, and each absorbance was measured at 254 nm and 25 ° C.

For each sample, the absorbance of the solution in the absence of interaction with hair is A100, the absorbance in the presence of interaction is A, and the hair affinity of each sample is calculated using the following formula: The results are shown in Table 1 below.
Hair affinity (%) = 100 × (A100−A) / A100

2-2: Evaluation of antioxidant power The antioxidant power of the dibenzo-p-dioxin derivative separated in Example 1 was evaluated as follows.

2 mg of DPPH reagent was accurately weighed and 1.2 ml of a solution dissolved in 15 ml of EtOH was further mixed with 3 ml of EtOH and 0.5 ml of DMSO to prepare a DPPH solution. Then, each sample to be evaluated was dissolved in DMSO, and each sample solution was manufactured to have a concentration of 100 μg / ml. 50 μl of each sample solution and the produced DPPH solution were mixed and reacted at room temperature for 10 minutes, and then the absorbance was measured at 518 nm. The absorbance of the control group to which no sample was added was A0, the absorbance of the solution to which the sample was added was A, and the DPPH radical scavenging activity was calculated according to the following formula, and is shown in Table 1 below.
DPPH radical scavenging activity (%) = 100 × (A0−A) / A0

2-3: Evaluation of anti-inflammatory effect The anti-inflammatory effect with respect to the dibenzo-p-dioxin derivative isolate | separated in Example 1 was evaluated as follows. Murine macrophages RAW264.7 (Korean Cell Line Bank) were used in DMEM (10% fetal bovine serum and 1% penicillin / streptomycin) medium at 37 ° C., 5% CO ₂ (fully humidified air). Cultured. The cultured cells are transferred to a 96-well plate (200 microliters / well), dissolved in LPS (E. coli, serotype 055: B5, final concentration 1 mg / mL) and DMSO, and prepared in advance to a concentration of 100 μg / ml. Each sample solution (final concentration = 10 μg / mL) was added and incubated for 18 hours. A solution not treated with LPS was treated as a negative control group, while LPS was treated, but a solution treated with physiological saline instead of the sample was used as a positive control group. After separating the supernatant, the PGE2 concentration (pg / mL) indicating the extent of the inflammatory reaction was measured according to the guide provided by the EIA kit manufacturer (Cayman Chemical Co.) and the relative anti The inflammatory effect (%) was calculated and shown in Table 1 below.
When the PGE2 concentration in the positive control group is CM, the PGE2 concentration in the negative control group is C0, and the PGE2 concentration during the treatment of each sample is C:
Anti-inflammatory effect (%) = 100 × (CM−C) / (CM−C0)

2-4. Measurement of antibacterial activity Evaluation of the antibacterial activity of the dibenzo-p-dioxin derivative isolated in Example 1 was performed using the Agar diffusion method to measure the inhibitory activity against Malassezia restricta fungus that causes dandruff. Went by. Antibacterial activity was performed by a plate medium diffusion method using a paper disk containing each sample. First, a Malassezia restricta strain was cultured in a modified culture medium (Modified Leeming and Notman agar medium, 0.1% polypeptone, 2.0% glucose, 5.0% malt extract, 2.0% desiccated ox bill). , 0.2% glycerol, 1.0% Tween 40, and 2.0% agar in dispersed water) at 36 ° C. On the other hand, 5 mg of each sample was dissolved in 50 μl of ethanol, then absorbed on a circular paper having a diameter of 8 mm and a thickness of 1.5 mm so as to spread evenly, and after the solvent was completely evaporated, the cultured Malassezia fungus The antibacterial activity test was carried out on a plate culture medium inoculated with mLNA (Modified Leeming and Notman agar medium). After culturing for 48 hours under the culture conditions as described above, after measuring the diameter (mm) of the circular growth inhibition ring formed around the paper disk impregnated with each sample, the diameter (8 mm) of the disk was determined. The relative antibacterial activity was compared by subtracting 2 (inhibition radius). The results are shown in Table 1 below.

Example 3 Production of Composition From Examples 1 and 2, it was confirmed that the dibenzo-p-dioxin derivatives were all excellent in hair affinity, antibacterial activity, anti-inflammatory effect and antioxidant effect. In particular, the hair affinity, antibacterial power and anti-inflammatory effect were remarkably superior to other natural products. The antioxidant effect was also the highest level. From these results, the dibenzo-p-dioxin derivative of the present invention was expected to show an excellent effect on improving the scalp and hair health even when each was used. And it was expected to show a better effect through their combination. Therefore, the component excellent in each activity was selected, and the compositions 1-5 were manufactured. The chemical composition of each composition is as shown in Table 2 below.

Example 4: Evaluation of hair growth promoting effect of the composition The hair growth effect of the composition according to the present invention was tested. The 7-week-old mouse (C57BL / 6) removed the hair on the back part, selected one with clean skin on the back part, and selected 5 animals for each substance group. ˜5 compositions were applied for 21 days, 150 μl for each group of mice. As a comparative group, EGCG which showed a comparatively excellent effect among the comparative samples of Example 2, and as a negative control group, water / ethanol / 1,3-butylene glycol (volume ratio) was used so as not to include any sample. : 5/3/2) was used. 23 days after application, the newly grown hair was weighed and compared with the negative control group. The results are shown in Table 3 below.

  As apparent from Table 3, when the composition according to the present invention and EGCG were included, the average value of the hair weight was higher than that of the group to which the negative control group (water / ethanol / 1,3-butylene glycol) was applied. In particular, confirm that compositions 1 to 4 containing a high amount of hair affinity components generally have a high hair growth-promoting effect as compared to composition 5 in which a high hair affinity component is minimized. I was able to. Composition 1, which balanced the balance of hair affinity, antioxidant power, anti-flame and antibacterial power, was most excellent in promoting hair growth.

Example 5: Measurement of Scalp Inflammation Mitigation and Suppression Effect of Composition The MEST (Mouse Ear Swelling Test) method is applied to measure the effect of the composition to mitigate and inhibit scalp inflammation by stimulation with a hair dye. did. For this purpose, compositions 1 to 5 of Example 3 were used, and EGCG was used as a comparison group.

  As animals, 6-8 week old female CF-1 mice were used. The mice were all divided into 7 groups after an adaptation period of about 2 weeks, with 10 mice per group. The animal laboratory adjusted the light at a 12 hour period while maintaining 20 ± 2 ° C. and 50 ± 10% humidity. Animal food was provided over the entire experimental period and water was freely available.

The hair was removed from the abdominal region of the mouse and 25 μl of Freund's complete adjuvant (FCA) was injected twice into the dermal layer in the abdominal skin. After removing the stratum corneum of the abdominal skin of the mouse using a strong tape, 100 μl of a hair dye was applied to the abdominal skin of the mouse, and after 30 minutes, the same amount of the composition 1-5 or the comparative substance was added. Applied to the skin. Three days later, the same experiment was repeated. Six days after the start of the experiment, the thickness of the swered ear (swelling) and the occurrence frequency of the swering were measured.

  As can be seen from Table 4, when the composition according to the present invention was treated with a hair dye, it was found that the frequency of ear swelling was significantly reduced, the ear thickness was also significantly reduced, and inflammation was reduced. It was confirmed that there was an effect of mitigating. Thereby, it can be judged that the composition concerning this invention has the effect of relieving the inflammation by a hair dye.

Example 6: Itchy scalp The itching effect of the composition according to the present invention was tested. Hairless mice were used to facilitate application of Compositions 1-5 of Example 3 and a comparative substance (EGCG) to the skin. The hairless mice were all 7-week-old males, 10 mice per group. Compositions 1 to 3 or 100 μl of the comparative substance were treated twice a day for 5 days, and then a itch induction substance (Compound 48/80) was dissolved in physiological saline at a concentration of 1 mg / ml and injected into the dermis layer. Immediately after injection, a hairless mouse was placed in the observation cage, and then video was taken for 30 minutes. The number of times the itch was scratched with the hind legs was measured and displayed numerically. Except for the behavior of scratching with the forefoot or biting with the mouth, only the behavior of scratching the injection site with the hind foot was taken as an index of itchiness, and the measurement results are shown in Table 5 below.

  As is clear from Table 5, it can be confirmed that when pre-treated with the compositions 1 to 5 of Example 3 according to the present invention, the number of scratches is reduced and it has the effect of suppressing stagnation.

Example 7: Manufacture of dosage forms The compositions, which showed generally good effects in in vivo experiments, were prepared into various types of dosage forms so that they could be applied to actual scalp and hair in daily life.

7-1: Production of hair tonic with composition shown in Table 6 below

7-2: Production of hair shampoo with the composition shown in Table 7 below

7-3: Production of hair rinse with the composition shown in Table 8 below

7-4: Production of hair lotion having the composition shown in Table 9 below

Example 8 FIG. Evaluation of hair loss prevention effect (hair tonic) An experiment on hair loss prevention effect was carried out for 20 subjects with initial hair loss phenomenon for 12 weeks. The hair tonic of dosage form example 1 of Comparative Example 1 and Comparative Example 1 and Comparative Example 2 of Example 7 was used once a day for 12 weeks, and after 12 weeks, hair was removed again when the hair was washed. The number was collected and counted, and the results are shown in Table 10 below.

  As is apparent from Table 10, when the hair tonic of the dosage form example 1 according to the present invention was treated, it was confirmed that the number of shed hairs was significantly reduced as compared with the case of treating the comparative example 1 or 2. .

Example 9: Evaluation of dandruff formation prevention and itch prevention effect 9-1: Measurement of dandruff prevention effect In 7-2 hair shampoo of Example 7 (formulation example 2, comparative example 3, or comparative example 4) On the other hand, the effect of preventing dandruff formation was measured.

  Select 10 men and women who have relatively large dandruff, wash the hair with regular shampoo before starting the test, collect the dandruff accumulated for 3 days, the weight of the collected dandruff, the composition (formulation example 2), The hair was washed with hair shampoo water containing salicylic acid (Comparative Example 3) or EGCG (Comparative Example 4) for 1 month, and the weight of dandruff accumulated for 3 days was comparatively evaluated.

  At this time, in order to collect accumulated dandruff, the test subject's scalp was washed with about 2 to 3 liters of water after the test subject was washed with about 5 g of normal shampoo. The washed water is filtered through an 800 micron void filter, the dry weight of the dandruff is measured, and the rate of dandruff reduction is calculated using the following formula. This is shown in Table 11 below.

Dandruff reduction rate (%) = [(weight of dandruff before start of test (mg) −weight of dandruff after 1 month of start of test (mg)) / weight of dandruff before start of test (mg)] × 100

  As is apparent from Table 11, when treated with the hair shampoo of Formulation Example 2 according to the present invention, it was confirmed that the anti-dandruff effect was significantly increased as compared with the case treated with Comparative Example 3 or 4.

9-2: Evaluation of pruritus prevention effect The pruritus prevention effect was measured with respect to the hair shampoo of Example 7-7 (formulation example 2, comparative example 3 or comparative example 4).

Men and women who feel a lot of itching are selected, and after using the products of Formulation Example 2, Comparative Example 3 or Comparative Example 4 for 10 weeks, once every two days for each product, the following table is shown through interviews. The evaluation was made according to 12 evaluation criteria, and the average of the scores is shown in Table 13.

  As is apparent from Table 13, when treated with the hair shampoo of Formulation Example 2 according to the present invention, the effect of preventing dandruff and scalp itch is significantly increased as compared with the case of treating with Comparative Example 3 or 4. It was confirmed.

Example 10 Evaluation of Usability Improvement Effect For 20 women aged 25 to 50 years old, the hair shampoo of Example 7-2 (Formulation Example 2, Comparative Example 3 or Comparative Example 4) is applied to hair by general usage. It was used to evaluate the degree of satisfaction with gloss, smoothness, and squeaky feeling after 30 minutes of drying. In addition, the satisfaction with the gloss, smoothness, and squeaky feeling felt after 12 hours was also evaluated. Each participant used all three different shampoos at weekly intervals, but did not know what type of shampoo it was.

For the evaluation of satisfaction, the highest level was 5 and the lowest level was 1, and one of 5, 4, 3, 2, 1 was selected for each item. The average score for each item was compared and shown in Table 14 below. Immediately after use, the satisfaction of all shampoos was generally high, and when the shampoo of dosage form example 2 was used, the satisfaction was relatively high. However, when the shampoos of Comparative Examples 3 and 4 were used in the gloss, smoothness and combing feeling after 12 hours, the satisfaction was remarkably reduced, whereas the satisfaction was obtained when the dosage form example 2 was used. Was maintained at a very high level. Therefore, it can be seen that the composition of the present invention maintains a satisfactory touch of hair for a long time.

Claims (5)

It contains a dibenzo-p-dioxine derivative composed of two or more compounds selected from the group consisting of the following chemical formula 3, chemical formula 5, chemical formula 6 and chemical formula 8 as an active ingredient. A composition for preventing hair loss and promoting hair growth.

(In the chemical formulas 3, 5, 6 and 8, R = H.) The dibenzo-p-dioxine derivative is 10 to 60% by weight of the compound of Formula 3, 15 to 60% by weight of the compound of Formula 5, and 10 of the compound of Formula 6 with respect to the total weight of the derivative. The composition for preventing hair loss and promoting hair growth according to claim 1 , wherein the composition comprises -40% by weight and 5-30% by weight of the compound of Formula 8. The dibenzo -p- dioxin (dibenzo-p-dioxine) derivative is configured to include the following chemical formula 1, Formula 2, Formula 4, one or more compounds selected from the group consisting of Formula 9 and Formula 10 further The composition for preventing hair loss and promoting hair growth according to claim 2 .

(In the chemical formulas 1, 2, 4, 9, and 10, R is independently hydrogen, C1-C5 alkyl, C2-C5 alkenyl, phenyl, C7-C12 phenylalkyl, C2-C20 alkanoyl, C3-C20 alkenoyl, hydroxyphenyl, dihydroxyphenyl or trihydroxyphenyl.) One or more compounds selected from the group consisting of Chemical Formula 1, Chemical Formula 2, Chemical Formula 4, Chemical Formula 9, and Chemical Formula 10 are included in an amount of 0.1 to 50% by weight based on the total weight of the composition. The composition for preventing hair loss and promoting hair growth according to claim 3 . 5. Hair loss prevention and hair according to any one of claims 1 to 4 , characterized in that it is manufactured in a dosage form selected from the group consisting of shampoo, rinse, lotion, tonic, essence, soap, gel and mousse. A composition for promoting the growth of rice .