JP2807792B2 - External preparation for skin - Google Patents

Description

The present invention relates to an external preparation for skin. More specifically, the present invention relates to an external preparation for skin containing tetrahydroabietic acid and / or an ester derivative thereof.

That is, the present invention relates to an external preparation for skin such as pharmaceuticals, quasi-drugs, and cosmetics, which has an excellent antibacterial action and is safe and excellent in stability for the human body.

[Prior Art] It is generally known that acne is caused by an increase in sebum secretion, bacterial infection and the like. That is,
Bacterial infection occurs in comedones formed by accumulation of sebum, causing hair follicle inflammation, resulting in pustules or large lumps.

It is obtained from plant extracts from nature and exhibits effective antibacterial activity against Propionibacterium acnes, a Gram-positive anaerobic bacterium that is the causative agent of acne (Acne vulgaris) Are known such as piciferic acid and berberine chloride.

[Problems to be Solved by the Invention] Problems in the Prior Art However, although the effects of piciferic acid and berberine chloride on acne have been recognized for some time, the effects are not always satisfactory.

In view of the circumstances described above, the present inventors have conducted intensive studies with the aim of developing plant components that are effective in controlling acne, and as a result, hydrogenated abietic acid extracted from Pinaceae plants. It was confirmed that the tetrahydroabietic acid and its S-derivative obtained as described above were extremely excellent in safety and stability and had extremely strong antibacterial properties against Propionibacterium acnes.

No report has been found on the antibacterial properties of tetrahydroabietic acid or its derivative, and its application to skin external preparations is not known at all.

The present inventors have completed the present invention based on the above findings.

[Means for Solving the Problems] That is, the present invention provides an antibacterial skin external preparation characterized by containing tetrahydroabietic acid and / or an ester of tetrahydroabietic acid and a lower alcohol as an active ingredient. It is.

 Hereinafter, the present invention will be described in detail.

The external preparation for skin of the present invention may contain an arbitrary amount of tetrahydroabietic acid and / or an ester derivative thereof, but is usually contained as a dry residue in the total amount of external preparation for skin.
The content is desirably 0.001 to 10% by weight, more preferably 0.1 to 3% by weight, which shows antibacterial activity against acne-causing bacteria and is appropriate. If the amount is less than 0.001% by weight, the effect of the present invention cannot be sufficiently obtained, and if it exceeds 10% by weight, it is disadvantageous in terms of formulation.

The tetrahydroabietic acid or a derivative thereof used in the present invention is derived from a plant, and one or two or more kinds are appropriately selected and used.

The tetrahydroabietic acid ester derivative used in the present invention is a derivative obtained by esterifying tetrahydroabietic acid, for example, methyl tetrahydroabietic acid,
Ethyl tetrahydroabietic acid, isopropyl tetrahydroabietic acid, n-butyl tetrahydroabietic acid, and the like are used, and one or more of them are appropriately selected and used. The tetrahydroabietic acid ester can be produced by a general esterification method.

In addition to tetrahydroabietic acid and / or its ester derivative, the skin external preparation of the present invention may further contain an oil, water, etc. as the skin external preparation base depending on the type of the skin external preparation. According to the above, conventional ingredients used in external preparations for skin such as surfactants, humectants, lower alcohols, thickeners, fragrances, antioxidants, chelating agents, pigments, antiseptic and fungicides can be blended.

The dosage form of the skin external preparation of the present invention is arbitrary, and may be a solution type, a solubilizing type, an emulsifying type, a powder dispersing type, a water-oil two-layer type, a water-oil-
Any dosage form such as a powder three-layer system may be used.

The use of the external preparation for skin of the present invention is also optional, and is widely used for pharmaceuticals, quasi-drugs, cosmetics, toiletries and the like. For example, lotion, emulsion, cream, pack, hair tonic, hair cream, shampoo, hair rinse,
Aqueous ointments, oily ointments and the like can be mentioned.

[Examples] Next, the present invention will be described more specifically with reference to Examples, but it goes without saying that the scope of the present invention is not limited to these Examples. In addition, in the following examples, the compounding amount is shown by weight%.

Test Example 1 Inhibitory Effect on Gram-Positive Anaerobic Bacteria First, the growth-inhibiting effect on Gram-positive anaerobic bacteria Acne was examined as follows.

Using Nissui GAM agar medium as the medium, the pH was 7.3 ± 0.1.
After the adjustment, the minimum inhibitory concentration (MIC) of tetrahydroabietic acid with respect to the Propionibacterium acnes standard strain (ATCC 11827) was measured and evaluated. As a comparative example, MICs of substances generally recognized as having an antibacterial activity (biosol, berberine chloride, thioxolone, abietic acid) were also measured.

As a result, as shown in the following Table 1, it was suggested that tetrahydroabietic acid has a strong antibacterial activity.

Test Example 2 Antibacterial Activity Using an ABCM medium (Eiken) as a medium, heat treatment was performed in an autoclave at 115 ° C. for 15 minutes.

0.05 ml of a 10% acetone solution of each sample was placed on a filter paper disc (8 m
mφ), adhered on an agar plate in which Propionibacterium avidum (ATCC 25577) was inoculated and dispersed in advance, and anaerobically cultured at 37 ° C. for 3 days. At the end of the culture, the diameter of the transparent zone (propionibacterium avidum growth inhibition zone) formed around the filter paper was measured to determine the antibacterial activity.

 The results are shown in Table 2.

Next, examples of the external preparation for skin according to the present invention will be described.

In addition, the external preparations for skin of each Example also exhibited excellent preventive and ameliorating effects on various bacterial skin diseases such as vulgaris.

Example 1: Lotion Ingredients% (1) tetrahydroabietic acid 0.5 (2) Glycerol 2.0 (3) 1,3-butylene glycol 2.0 (4) sodium citrate 0.1 (5) Ethanol 10.0 (6) polyoxyethylene oleyl alcohol 0.5 (7) Paraben 0.1 (8) Purified water residue (Preparation method) The above components (1), (5), (6) and (7) were mixed and dissolved at room temperature, and the same component was mixed and dissolved at room temperature ( In 2), (3), (4) and (8), a lotion was obtained by stirring and adding.

Comparative Example 1: Lotion A lotion was obtained in the same manner as in Example 1 except that the component (1) tetrahydroabietic acid was omitted.

The antibacterial effect of the lotion of Example 1 and Comparative Example 1 against Propionibacterium acnes was measured as follows.

After adjusting the pH to 7.3 ± 0.1 using a GAM agar medium manufactured by Nissui as a medium, the plate was heated at 115 ° C. for 15 minutes in an autoclave to obtain a plate agar. A 0.05 ml sample was placed on a filter paper having a diameter of 8 mm, and the propionibacterium acnes standard strain (ATCC 1
1827) was adhered to the inoculated and dispersed GAM agar medium.
After anaerobic culture at 3 ° C. for 3 days, the diameter of a transparent zone (propionibacterium acnes growth prevention zone) formed around the filter paper at the end of the culture was measured to determine the antibacterial activity.

 The results are shown in Table 3.

As is evident from the results in Table 3, Example 1 in which tetrahydroabietic acid was blended had a growth-inhibiting zone diameter larger than that of Comparative Example 1, indicating that the antibacterial activity was strong.

Example 2: Cleansing foam compounding component % (1) Tetrahydroabietic acid methyl ester 0.5 (2) Glycerin 18.0 (3) Palmitic acid 10.0 (4) Stearic acid 10.0 (5) Myristic acid 12.0 (6) Lauric acid 4.0 (7) Oleyl alcohol 1.0 (8) Potassium hydroxide 6.0 (9) Purified water residue (Preparation method) Add component (8) to component (9) and heat. Add component (2) to this and immediately heat to 70 ° C. After that, the components (1), (3), and (4) previously heated and melted at the same time
(5) (6) and (7) were gradually added with stirring. After the addition, the temperature was kept at about 70 ° C. for a while, and the saponification reaction was terminated to obtain a cleansing foam.

Example 3: Acne cream compounding component % (1) Tetrahydroabietic acid 0.1 (2) Photosensitizer 201 0.003 (3) 1,3 butylene glycol 5.0 (4) Beeswax 2.0 (5) Cetanol 4.0 (6) Reduced lanolin 10.0 (7) ) Squalane 30.0 (8) Paraben 0.2 (9) Polyoxyethylene monosol bitane monolaurate 2.0 (10) Purified water residue (Preparation method) Add component (3) to component (10), heat and maintain at 70 ° C (Aqueous phase). Mix the other ingredients, heat and dissolve 70
° C (oil phase). This oil phase was added to the aqueous phase to perform preliminary emulsification, and then uniformly emulsified with a homomixer to obtain an O / W cream.

Example 4: Packing component % (1) Tetrahydroabietic acid 3.0 (2) Vinyl acetate resin emulsion 12.0 (3) Polyvinyl alcohol 10.0 (4) Olive oil 3.0 (5) Sorbit 5.0 (6) Titanium oxide 15.0 (7) Ethanol 10.0 (8) Paraben 0.1 (9) Purified water residue (Preparation method) The component (5) is mixed with the component (9), the components (6) and (2) are added thereto, and the component (3) is further added to the component (7). ) Was added and the mixture was heated to 70 ° C. and dissolved. Next, the components (1) and (8) were added to and mixed with the remaining component (7). Finally, the component (4) was added and the mixture was cooled to obtain a pack.

Example 5: Composition ratio of foundation (1) Tetrahydroabietic acid 0.2 (2) Titanium oxide 13.0 (3) Colloidal kaolin 25.0 (4) Talc 44.85 (5) Bengal 0.8 (6) Yellow iron oxide 2.5 (7) Black iron oxide 0.1 (8) Liquid paraffin 8.0 (9) Sorbitan sesquioleate 3.5 (10) Glycerin 2.0 (11) Paraben 0.2 (Production method) The above components (5) to (7) are mixed and passed through a pulverizer to obtain an average particle size of 1 to 5 μm. Crushed. This was transferred to a high speed blender, and component (10) was added and mixed. Separately, component (1),
(8), (9) and (11) were mixed and made uniform, and the mixture was added to the above-mentioned mixture and further uniformly mixed. This is treated with a crusher, and after passing through a sieve to make the particle size uniform, compression molding is performed.
A cake-type foundation was obtained.

Example 6: Cream formulation component % (1) Tetrahydroabietic acid 1.0 (2) Tetrahydroabietic acid methyl ester 1.0 (3) Tetrahydroabietic acid butyl ester 1.0 (4) Liquid paraffin 10.0 (5) 1,3 butylene glycol 5.0 (6) ) Beeswax 2.0 (7) Cetanol 4.0 (8) Reduced lanolin 2.0 (9) Squalane 30.0 (10) Paraben 0.2 (11) Polyoxyethylene monosol bitane monolaurate 2.0 (12) Purified water Residue (Production method) The above components (10) ), Components (1) and (3) were added, and the mixture was heated and maintained at 70 ° C. (aqueous phase). The other components were mixed and dissolved by heating to 70 ° C. (oil phase). This oil phase is added to the aqueous phase to perform pre-emulsification, and is uniformly emulsified with a homomixer.
O / W cream was obtained.

Example 7: Emulsion component % (1) Tetrahydroabietic acid 0.5 (2) Liquid paraffin 10.0 (3) Vaseline 4.0 (4) Stearic acid 2.0 (5) Cetanol 1.0 (6) Glyceryl monostearate (self-emulsifying type) 2.0 (7) Propylene glycol 7.0 (8) Purified water residue (9) Sodium hydroxide 0.4 (Production method) Mix (1) to (6), and keep at 70 ° C after heating and dissolving (oil phase). After mixing and dissolving (7) to (9),
Keep at ° C (aqueous phase). The oil phase is added to the aqueous phase, and then uniformly emulsified with a homomixer and cooled to 30 ° C. with good stirring.

Example 8: Oily ointment compounding component % (1) Tetrahydroabietic acid 0.5 (2) Shortening oil 3.0 (3) Vaseline 96.5 (Production method) The above components were mixed, heated to 80 ° C, and gradually cooled.

Effect of the Invention The present invention is intended to contain tetrahydroabietic acid and / or its derivative in a skin preparation for external use, so that it is extremely effective against various bacterial skin diseases such as vulgaris, and is safe and stable. It is an excellent external preparation for skin.

──────────────────────────────────────────────────続 き Continued on the front page (58) Field surveyed (Int. Cl. ⁶ , DB name) A61K 7/00 A61K 31/19 C07C 61/135

Claims (1)

(57) [Claims] 1. An antibacterial external preparation for skin, comprising as an active ingredient tetrahydroabietic acid and / or an ester of tetrahydroabietic acid and a lower alcohol.