JPS62132808A - Hair-forming, hair-growing agent - Google Patents

Abstract

PURPOSE:A hair-forming, hair-growing agent having improved hair forming and hair growing effects and low toxicity, containing 5,8,11,14,17-eicosapentaenoic acid or its ester known as a preventive and remedy for thrombosis as an active ingredient. CONSTITUTION:A hair-forming, hair-growing agent containing preferably about 0.01-10wt% based on total amount of hair-forming, hair-growing agent of 5,8,11,14,17-eicosapentaenoic acid shown by the formula or its ester (especially preferably diglyceride or triglyceride). This hair-forming, hair-growing agent is usable in the form of medical cream, medical toilet lotion, medical nourishing agent, hair tonic, hair liquid, hair cream, milky lotion, shampoo, rinse, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention provides a novel hair growth/growth agent, more specifically, 5.8.
11.14.17-Eicosapentaenoic acid or its ester Contains a hair growth/growth agent as an active ingredient.

[Conventional technology and its problems]

5.8゜11.14.17-Eicosapentaenoic acid (hereinafter referred to as rEPA J) is a compound represented by the following formula 0), which has the effect of lowering plasma cholesterol in the human body and is useful for the prevention or treatment of thrombosis. It is known that it can be used for

In addition, although hair growth agents and hair growth agents containing various medicinal ingredients have been known, none have yet been provided with sufficient effects.

[Means for solving problems]

The present inventor was researching the effects of gPA and its esters, and discovered that they have hair growth and hair growth effects, thereby completing the present invention.

That is, the present invention i provides a hair growth/hair growth agent containing EPA or its ester as an active ingredient.

EPA fl used in the present invention is a already known compound, and is obtained as a highly pure product by decomposing EPA-ethyl ester obtained by the method described in JP-A-58-8037, for example, with caustic potassium in ethanol. be able to.

It can also be used in salt form.

Further, as esters of EPA, tl and esters with various alcohols are used, but among them, esters with glycerin are preferred.

Examples of this glyceride include diglycerides and triglycerides shown below.

1.2.3-Tri(eicosapentanoyl)glyceride (EPA-TG) 1.2-zo(eicosapentaenoyl)glyceride (
1,2-EPA-DC) (R represents hydrogen or an acyl group) 1,3-zo(eicosapentaenoyl)glyceride (
1,3-EPA-DG] These Fi1 can be produced by halogenating EPA, for example, to form EPA-halogenide, and reacting this with glycerin (Patent application 1983).
-86889). These glycerides are generally obtained as a mixture of each, but they can be isolated and used alone or as a mixture.

The hair growth/growth agent of the present invention can be prepared using a medicated cream,
It may be in the usual dosage form such as medicated lotion, medicated hair tonic, hair tonic, hair rekind, hair cream, emulsion, shampoo, conditioner, etc.

As the compounding base, water, alcohols, oils and fats, surfactants, etc. may be used, and other medicinal ingredients such as hormones, vitamins, amino acids, etc. can also be compounded.

In the present invention, the blending amount of the active ingredient can be selected as appropriate, but it is usually 0.01 to 0.01 to the total amount of hair growth/blue hair.
10% by weight (hereinafter simply expressed as %) is preferable.

〔Effect of the invention〕

The hair growth/hair growth agent of the present invention, as shown in the examples below,
It has excellent hair growth and hair growth effects, and has the advantage of being safe because EPA and its esters have extremely low toxicity.

〔Example〕

Next, reference examples and examples will be given and explained.

Reference Example 1 (i) 40 g (0,121 mol) of EPA-ethyl ester and 10% KO) 8.
159 (0,145 mol)] and refluxed at 75 to 76.5° C. for 1 hour while introducing nitrogen and gas (150 m//min). Cool the reaction to room temperature.

Adjust the pH to 2 with 10% HC1 water, add 50% of water to dissolve inorganic salts, and add 100% of n-hexane and 5% of the inorganic salt.
Extracted twice with 0-. The extract was dried over anhydrous magnesium sulfate, the solvent was distilled off at 40°C under reduced pressure, and the oily EPA
35.99 (yield 98.1%) was obtained.

(ii) EPA 35.19 (0,116 mol)
Oxalyl chloride 29.59 (0,232 mol)
N.

It was added dropwise at room temperature under gas introduction. Next, the mixture was reacted at 65 to 75°C for 4 hours, and after one reaction, excess oxalyl chloride was distilled off using an evaporator. The residue was distilled under reduced pressure to 144
℃/1 maIH9~187℃/2 mmHf fraction was collected and EPA-chloride 18.78f (yield 50.4%
) was obtained.

(i) Glycerin 1.811 (0,0197 mol).

10.89 (0,084 mol) of quinoline and 80.19 mol of chloroform were charged, and EPA-chloride 18
．． Of (0,056 mol) was gradually added dropwise. This is 7
It was refluxed at 2-80°C for 3.5 hours. After the reaction solution was filtered, it was poured into 540 ml of petroleum ether, 300 ml of a 0.5N aqueous sulfuric acid solution was added under stirring, stirred for 10 minutes, and kept quiet for 30 minutes. Separate the layers and add 30% of 5% potassium carbonate aqueous solution to the upper layer.
0- was added and the liquids were separated. 300 ml of water was added to the upper layer to separate the layers, and 100 ml of saturated saline was added to the upper layer to separate the layers, and the upper layer was collected. After drying this with anhydrous magnesium sulfate? Petroleum ether is distilled off using a rotor.

15.159 of an oil was obtained.

A glass column was filled with 500 g of silica gel using special grade benzene, and 10 g of the above oil was added to the column using special grade benzene.
00- was added. Then the same benzene 8
Elution was performed using t and 300-fraction fractions were collected.

Regarding this fraction, the eluate was confirmed by TLC (Kieselglu 60F2 developing solvent: benzene, confirmation: I, Pei, Q), the eluate was collected, and the solvent was distilled off under reduced pressure.
The following material was obtained.

Example I A sample was prepared by mixing EPA sodium (EPA purity 96.8%) in 50% ethanol at a ratio of 1%. The specimen should be freshly prepared each time it is used.4. They were mixed and prepared before use. 50% ethanol was used as a control.

2 groups of 4 to 10 Wistar type animals. A total of 20 animals were used. Hair was removed from the back of the rat using a shaver on both sides of the vertebrae, each measuring 4 x 4 CIIL.
Section 2 was drawn with an oil-based pen to serve as the area to which the test solution was applied. From the day after the above procedure, the specimen or control solution was applied twice in the morning and evening on the 1st for 7 consecutive days at 0 and 2- per section in the arrangement shown in Table 1, and on the 8th day, the degree of elongation of the electrified object and the condition of the caterpillars were applied. was observed under a stereomicroscope. The degree of elongation of the electrically conductive material was expressed as an index based on the criteria shown in Table 2.

Table 1 Specimen Application Site Arrangement Table 2 Standard for Electrified Elongation Index In addition, in order to eliminate the difference in application sites, the placement of C and E was omitted in Group 1 and Group 1, and C and G were applied to all individuals. Both samples were applied to equalize individual differences.

The results are shown in Table 3.

As shown in Margin Table 3 below, the electrification of the E-coated area showed significant elongation compared to C. In addition, when observed under a microscope, the tip of the electrified hair showed the shape of a torn end due to shaving in the basic condition of hair removed from the back in general, whereas most of the elongated hair showed the shape of new hair with a sharp tip. shape was observed.

From the above results, it was shown that EPA (IJ) salt promotes the elongation of electrified hair, and particularly promotes the new growth and elongation of hair.

Example 2 A total of 10 male Wistar rats (40 weeks old), 2 groups of 5 rats per group, were used. Under ether anesthesia, the dorsal area was shaved to the left and right sides of the midline in an area measuring 4 cm x 8 cm, and two sections of 3 cm x 3 cm were placed on one side, each side being symmetrical. Four sections were drawn with an oil-based pen. From the next day after this procedure, each specimen in Table 4 was applied at a concentration of 0.2-2% per section in each section of the mold section twice a day for 10 consecutive days using the arrangement shown in Table 5. On the 11th day, the degree of elongation of the electrified object was examined based on the criteria shown in Table 2.

Table 4 Specimen*1 apA-c: zph-Ta and gPA-D
G ratio is 55:45 and contains 90.3% EPA in fatty acid analysis.

*2 The test specimen was mixed and prepared immediately before application.

Table 5 Sample application site arrangement The results are shown in Table 6.

The degree of elongation of split ends of EPA-G shown in Table 6 is expressed as an index for each application section as shown in Table 7, and between C and E, p<o
, a significant difference was observed in os.

Table 7 Wave-shaped elongation promoting effect of EPA-G that's all

Claims (1)

[Scope of Claims] A hair growth/growth agent containing 1,5,8,11,14,17-eicosapentaenoic acid or its ester as an active ingredient. The hair growth/growth agent according to claim 1, wherein the ester of 2,5,8,11,14,17-eicosapentaenoic acid is diglyceride or triglyceride.