JP2884466B2 - Perilla extract, method for producing the same, and whitening cosmetic containing the same - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for producing a perilla extract effective for preventing and removing skin pigmentation such as whitening of the skin or sunburn, spots and freckles. The present invention relates to a method for producing a perilla extract, which is contained but contains almost no perilla specific pigment component and is preferably used for whitening cosmetics. Furthermore, the present invention relates to a use of the perilla extract as a melanin production inhibitor effective for preventing or removing skin pigmentation such as skin whitening or sunburn, spots and freckles, and relates to a whitening cosmetic containing the same.

[0002]

2. Description of the Related Art Hitherto, a method of obtaining an extract from a Labiatae plant using hot water or carbon dioxide in a liquid region has been studied (JP-A-62-65660, JP-A-60-12).
No. 0957). However, these methods are mainly aimed at obtaining a perilla-specific pigment component or aroma component without losing them, and such an extract contains a large amount of perilla-specific pigments, sugars, tannins, and the like, It has a very dark yellow-brown, green-brown or red-brown color and has a peculiar odor. When such an extract is blended with a cosmetic or an external preparation for the skin, there are problems with the formulation such as coloring and instability of the emulsifying system, and the formulation and amount of the extract are considerably restricted. .

[0003] By the way, rosmarinic acid is used as an active ingredient in Lamiaceae plants such as perilla, blue-green algino, chirimenjiso, one kind of herb, rosemary (mannen wax), common mint, kawamidori, and prolonged life grass. It is already known that they have pharmacological effects such as action, and these plants have been used as highly safe folk medicines for a long time. Therefore, the extract obtained by extracting the above Lamiaceae plant with hot water or the like contains rosmarinic acid, and such an extract is blended into a cosmetic or an external preparation for skin to utilize the medicinal properties of rosmarinic acid. Even if you try
There are formulation problems such as coloring and instability of the emulsification system derived from the above-mentioned contaminants, and therefore, the amount of the extract is limited, and the efficacy of rosmarinic acid in cosmetics or external preparations for skin is limited. It is difficult to add and use the extract at a sufficiently high concentration.

[0004] Based on this background, there has been proposed a method of extracting and purifying rosmarinic acid from a Labiatae plant in a form as pure as possible and applying it to cosmetics (Japanese Patent Application Laid-Open No. Sho 63-163).
No. 162611), an extraction process using a dangerous solvent such as acetone or ethyl ether, a column chromatography purification process, etc., are quite complicated and require special equipment, and a method for extraction and purification from Lamiaceae plants. Is not as advantageous.

By the way, skin pigmentation such as sunburn, spots, freckles and the like is caused by diffusion of pigment melanin produced in cell melanocytes present in epidermal cells to adjacent cells. Various drugs that suppress melanin production by suppressing the production of the enzyme tyrosinase which plays a central role in melanin production in melanocytes or directly inhibiting the enzyme tyrosinase are known. Representative drugs conventionally used include kojic acid and arbutin. In addition, various drugs are known that melanin is produced from dopa or dopaquinone produced by the action of the enzyme tyrosinase by enzymatic or non-enzymatic oxidative action. The melanin is inhibited by inhibiting the process. Representative drugs include ascorbic acid and hydroquinone. However, these melanin production inhibitors are toxic to humans,
When considering stability and the like, it is not always satisfactory as a raw material for cosmetics. Therefore, development of a highly stable and stable melanin production inhibitor is desired.

[0006]

In view of the above, the present invention has been made in view of the problems associated with the formulation that occurs when a conventional perilla extract is incorporated into a cosmetic or an external preparation for skin, and the problems associated with extraction and purification. The purpose of this is perilla [Perilla fru
tescens (L.) Britton var.
acuta], Aodiso [Perilla
freightscens (L.) Britton va
r. acuta Kudo formaviridi
s Makino], Chili Menjizo [Perilla
freightscens (L.) Britton va
r. crispa (Thunb.) Decne], Mannenwau [Rosemary, Rosmarinus o
perfusic acid, perilaldehyde, rosmarinic acid, etc. in high concentrations of medicinal components of Lamiaceae plants such as fficinalis), and a perilla extract containing almost no perilla specific dark yellow brown, green brown or red brown pigments And a new industrially advantageous production method thereof.
Another object of the present invention is to provide a perilla extract which is highly safe for humans and can be used as an extremely excellent melanin production inhibitor.

[0007]

Means for Solving the Problems In order to solve the above problems, the present inventors have established a method for producing a perilla extract having the following steps, and produced the enzyme tyrosinase in the perilla extract. It has been found for the first time that it has an inhibitory action and can be used as a highly safe and stable melanin production inhibitor, and has completed the present invention.

That is, according to the present invention, a Labiatae plant is extracted with a lower alcohol having a water content of 10 to 30% by volume, the obtained extract is concentrated to 10% by volume or less, and water is added to the extract to give an alcohol concentration. Is reduced to 10% by volume or less, and the resulting extract is concentrated again to 10% by volume or less, and a lower alcohol is added thereto to give an alcohol concentration of 90% by volume.
As described above, an intended perilla extract can be obtained by removing the precipitated precipitate and collecting the liquid component again to obtain an extract, and further adding activated carbon to remove the remaining impurities by stirring. . This perilla extract is highly safe,
It can be used as a stable melanin production inhibitor, and can be blended in whitening cosmetics.

[0009] More specifically, the Labiatae plants used in the present invention include perilla, aodiso, chirimenjiso, mannenrow (rosemary) and the like. In addition, there is a leaf stem as a plant part containing a large amount of an active ingredient having a melanin production inhibitory action. It may be used raw after collection,
Drying treatment such as solar drying may be used. It is desirable in terms of extraction efficiency that leaf stems be used in the form of strips. As a dried product of chili mendiso, soba is commercially available as a crude drug, and it may be used.

The lower alcohol having a water content of 10 to 30% by volume, ie, the water-containing alcohol, from which the components are extracted suffices as long as the leaf stems can be immersed, but is preferably 5 to 15 times the weight of the Labiatae plant. When an undried plant is used, it is desirable to set the alcohol concentration of the extraction solvent to be higher in consideration of the water content in the plant. Examples of the lower alcohol include methanol, ethanol, n-propanol, isopropanol, t-butanol, etc., and preferably ethanol and methanol. The water content of the extraction solvent is 10 to 30
If the amount is out of the range by volume, unintended components and dyes become contaminated.

The extraction operation may be carried out at room temperature, but preferably, when heated under reflux cooling, the melanin production-inhibiting component is efficiently and rapidly extracted. The extraction pressure may be normal pressure, and the extraction time varies depending on the extraction temperature, but is preferably 2 to 48 hours. After the extraction operation, insoluble residues are removed by filtration. When the extraction operation of the components is repeated for the residue,
The yield can be increased. After concentrating the obtained extract to 10% by volume or less of the volume of the original extract using a vacuum concentrator, water is then added to reduce the alcohol concentration to 10% by volume or less, preferably at 4 to 10 ° C. The mixture is allowed to stand for at least an hour, and the resulting precipitate is removed by filtration or the like. The obtained liquid extract is concentrated again to 10% by volume or less, and then a lower alcohol is added to adjust the alcohol concentration to 90% by volume or more. After removal by filtration or the like, the liquid component is recovered again to obtain an extract. 0.5 to 2% by weight based on this extract
Add activated carbon and stir to remove residual impurities,
Obtain the desired perilla extract. A qualitative test revealed that the perilla extract thus obtained contained substances such as caffeic acid, perilaldehyde, and rosmarinic acid. In addition, the present inventors have found for the first time that a perilla extract has a melanin production inhibitory action.

[0012]

Example 1 Method for producing perilla extract A 50 L portion of Soba (Uchida Wakan) was mixed with 600 L of 80% by volume ethanol (water content: 20% by volume), left at 40 ° C. for 24 hours, and subjected to immersion extraction. Was. After the extract was filtered, 600 L of 80% by volume ethanol was further added to the residual leaf of the residue, and the same operation was performed. The two extracts were combined to obtain 1097 L of an extract (primary extract). This primary extract was concentrated under reduced pressure while heating at 50 ° C. to 50 L, and then water 10
0 L was added and the mixture was allowed to stand at 10 ° C. for 24 hours. After the formed insoluble precipitate was removed by filtration, 0.75% by weight of activated carbon was added, and the mixture was stirred for 1 hour, and then removed by filtration.
The filtration residue was further washed with 3 L of 90% by volume ethanol to obtain 102 L of a perilla extract. According to the tyrosinase activity measurement test of Example 2, the perilla extract from this leaf is a fraction showing a melanin production inhibition inhibitory action. (In the tyrosinase activity measurement test, this perilla extract is used as "perilla extract.")

[0013]

Example 2 Tyrosinase activity effect 15 melanoma (melanoma) cell B16 strains derived from mice
An animal culture flask containing 30 ml of 0 cm ² of Eagle's MEM medium containing 10% fetal bovine serum was inoculated to a cell density of 2.5 × 10 ⁴ cells / cm ^2, and
After culturing at 37 ° C. for 24 hours under% CO ₂ , the substances shown in Table 1 below were added to each flask so as to have the indicated working concentration, and culturing was further performed under the same conditions for 3 days.

After completion of the culture, the cells were treated with a 0.25% trypsin solution, the cells were collected, and 10 ml of a PBS (-) buffer solution was collected.
And then suspended in 2 ml of 0.1 M phosphate buffer (pH 6.8) containing 0.1% Triton X100. After sonication, the mixture was centrifuged at 12,000 rpm for 20 minutes to obtain a supernatant, which was used as a tyrosinase fraction.

Tyrosinase fraction 0.5 ml and 0.05%
L─DOPA-containing phosphate buffer (pH 6.8) 0.5m
The tyrosinase activity was determined from the initial velocity by measuring the absorbance at 475 nm over time at room temperature. The total protein content contained in the tyrosinase fraction was measured according to the manual of Bio @ Rad Protein Assay (manufactured by Bio-Rad).

[0016]

[Table 1]

The perilla extract extracted according to the present invention has the effect of inhibiting the production of the enzyme tyrosinase, which plays a central role in the production of melanin in melanocytes. This is shown by the tyrosinase activity measurement test of No. 1. Its effect is specific in that it exhibits high tyrosinase inhibition and low melanin production at very low concentrations compared to arbutin and kojic acid. The extract extracted from Mannenwax by the same production method also showed a melanin production inhibitory effect.

[0018]

Example 3 Face Wash Cream The perilla extract of Example 1 is used as a melanin production inhibitor in the following formula (100% by weight in total) for a face wash cream. Component A weight% myristic acid 14.0 stearic acid 12.0 lauric acid 3.5 oleyl alcohol 1.5 coconut oil fatty acid amidopropyl betaine 10.5 component B weight% concentrated glycerin 18.0 potassium hydroxide 7.0 purified water Rest Preservative (paraoxybenzoic acid ester) Appropriate amount Component C wt% Perilla extract 0.5 Perfume 0.2 Component A is dissolved by heating and kept at 80 ° C. Separately, add Component B heated and dissolved at 80 ° C. to Component A, and mix well. The mixture was cooled while stirring, and the component C was added at 50 ° C. to obtain a face wash cream.

[0019]

Example 4 Lotion The perilla extract of Example 1 was used as a melanin production inhibitor in the following lotion formulation (100% by weight in total). Ingredient% by weight Purified water Remainder Concentrated glycerin 4.0 Sorbit solution (70% by weight aqueous solution) 4.0 Citric acid (pH adjuster) Appropriate amount Sodium citrate 0.3 Polyoxyethylene hydrogenated castor oil 0.5 Ethanol 15.0 Perilla Extract 1.0 Perfume 0.05 Stir and mix all components at room temperature to make a uniform solution, pH
By adjusting to 5.5, a lotion was obtained.

[0020]

Example 5 Emulsion The perilla extract of Example 1 was used as a melanin production inhibitor in the following emulsion formulation (100% by weight in total). Component A wt% Purified water Remainder Sucrose fatty acid ester (Daiichi Kogyo Seiyaku S-160) 1.0 Concentrated glycerin 6.0 Preservative (paraoxybenzoate) Appropriate amount Carboxyvinyl polymer 0.06 Potassium hydroxide 0.028 Component B wt% Olive oil 4.0 Jojoba oil 4.0 Myristyl lactate 2.0 Self-emulsifying glyceryl monostearate 1.5 Lipophilic glyceryl monostearate 1.5 Component C wt% Perilla extract 0.5 Perfume 0 .2 Component A is dissolved by heating and kept at 80 ° C. Separately, add Component B heated and dissolved at 80 ° C. to Component A, and mix well. The mixture was cooled while stirring, and the component C was added at 50 ° C. to obtain an emulsion.

[0021]

Example 6 Cream The perilla extract of Example 1 is used as a melanin production inhibitor in the following cream formulation (total 100% by weight). Component A wt% Purified water Remainder Concentrated glycerin 6.0 1,3-butylene glycol 2.0 Preservative (paraoxybenzoate) qs Carboxyvinyl polymer 0.22 Potassium hydroxide 0.15 Component B wt% Squalane 7.0 Olive oil 10.0 Jojoba oil 5.0 Self-emulsifying glyceryl monostearate 1.5 Lipophilic glyceryl monostearate 1.5 Polysorbate 60 1.8 Sorbitan monostearate 0.5 Component C wt% Perilla extract 1 0.5 Fragrance 0.2 Ingredient A is dissolved by heating and kept at 80 ° C. Separately, add Component B heated and dissolved at 80 ° C. to Component A, and mix well. The mixture was cooled with stirring, and the component C was added at 50 ° C. to obtain a cream.

As described above, a perilla extract obtained from a Labiatae plant is blended as a whitening component in cosmetics such as face-wash creams, lotions, emulsions, and creams. As a result of applying the cosmetic to humans, the sensory effect on the skin was very good.

[0023]

The components of the Labiatae plant have been known as anti-inflammatory, anti-allergic, antispasmodic and analgesic, and have been used as folk medicines for a long time. Prevention and removal of skin pigmentation, such as freckles,
It has not been known to have the effect of suppressing melanin production. The perilla extract obtained by the present invention contains caffeic acid, perilaldehyde, rosmarinic acid, and other components, but produces the enzyme tyrosinase that plays a central role in the production of pigment melanin in cell melanocytes present in epidermal cells. Has the effect of suppressing melanin production.
It became clear from the results of the tyrosinase activity measurement test in Table 1. Therefore, this perilla extract is not only preferable in terms of its safety, but also extremely useful as a melanin production inhibitor, and a cosmetic containing it has an excellent whitening effect.

──────────────────────────────────────────────────続 き Continued on the front page (58) Field surveyed (Int.Cl. ⁶ , DB name) A61K 7/00-7/50 A61K 35/78

Claims (9)

(57) [Claims] 1. A Labiatae plant is extracted with a lower alcohol having a water content of 10 to 30% by volume, a precipitate formed by adding water is removed, and the obtained extract is concentrated. A method for producing perilla extract, wherein the liquid component is obtained again by removing the resulting precipitate by adjusting the volume to at least% by volume. 2. A Labiatae plant is extracted with a lower alcohol having a water content of 10 to 30% by volume, and the obtained extract is concentrated. Then, water is added to remove the precipitate formed when the alcohol concentration is 10% by volume or less. After the obtained extract is concentrated, a lower alcohol is added to make the alcohol concentration 90% by volume or more.
Removing the resulting precipitate to obtain a liquid component again, further adding activated carbon to remove residual impurities,
Method for producing perilla extract. 3. The method for producing a perilla extract according to claim 1, wherein the Labiatae plant is perilla, aodiso, tilimendiso or mannenwa. 4. A Labiatae plant is extracted with a lower alcohol having a water content of 10 to 30% by volume, a precipitate formed by adding water is removed, and the obtained extract is concentrated. A melanin production inhibitor consisting of a perilla extract obtained by removing the resulting precipitate by volume percent or more. 5. A Labiatae plant is extracted with a lower alcohol having a water content of 10 to 30% by volume, the obtained extract is concentrated, and water is added to reduce the alcohol concentration to 10% by volume or less to remove a precipitate. After the obtained extract is concentrated, a lower alcohol is added to make the alcohol concentration 90% by volume or more.
A melanin production inhibitor consisting of a perilla extract obtained by removing a generated precipitate to obtain a liquid component again and further adding activated carbon to remove remaining impurities. 6. The melanin production inhibitor according to claim 4, wherein the Lamiaceae plant is perilla, aodiso, tilimendiso or mannen wax. 7. A Labiatae plant is extracted with a lower alcohol having a water content of 10 to 30% by volume, a precipitate formed by adding water is removed, and the obtained extract is concentrated. A whitening cosmetic comprising a perilla extract obtained by removing the resulting precipitate by volume percent or more. 8. A Labiatae plant is extracted with a lower alcohol having a water content of 10 to 30% by volume, the obtained extract is concentrated, and water is added thereto to remove a precipitate formed when the alcohol concentration is 10% by volume or less. Then, after concentrating the obtained extract, a lower alcohol is added to make the alcohol concentration 90% by volume or more to remove a precipitate formed. The liquid component is obtained again, and activated carbon is further added to remove remaining impurities. Was
A whitening cosmetic containing a perilla extract. 9. The whitening cosmetic according to claim 7, wherein the Lamiaceae plant is perilla, aodiso, chirimenjiso or mannen wax.