JPH0645533B2 - Cosmetics - Google Patents

Description

TECHNICAL FIELD The present invention relates to a cosmetic composition containing a specific odd number fatty acid ester of vitamins as a cell activating agent.

[Prior art]

BACKGROUND ART Conventionally, as a fatty acid or its derivative having a cell activating effect, there is a hair nourishing agent (Japanese Patent Publication No. 59-27809), which contains a fatty acid having an odd carbon chain length or its derivative as an active ingredient. On the other hand, fatty acid esters of vitamins are known ones such as retinol palmitate, ascorbyl palmitate, ascorbyl dipalmitate, pyrdoxine dipalmitate, ascorbyl stearate, dl-α-acetate.
Tocopherol, etc. is listed in the standard for cosmetic raw materials.
Furthermore, as a fatty acid of vitamins that are easy to mix into cosmetics and have stability while maintaining the effects of various vitamins on the living body, orotic acid vitamin E ester (JP-A-49-5567).
6), α-tocopherol vitamin A acid ester (JP-A-51-73137), vitamin E nicotinic acid ester
(Japanese Patent Publication No. 47-47663) and the like are known.

[Problems to be solved by the invention]

Conventionally, in cosmetics, for example, fatty acid esters of vitamins for the purpose of skin activating effect have been used, but fatty acid esters that bind to these vitamins are
It is different from natural vitamins in that it is easy to emulsify into creams, emulsions, lotions, shampoos, etc., is stable, and has improved usability. The fatty acids that make up the fatty acid ester are the constituent fatty acids of various naturally occurring lipids,
Almost all saturated fatty acids such as lauric acid, myristic acid, palmitic acid, and stearic acid and unsaturated fatty acids such as oleic acid and linoleic acid are fatty acids having an even carbon chain length. is there.

These conventional cosmetics, such as skin activating agents and hair nourishing agents,
It does not yet have a sufficient effect in enhancing physiological functions. An important point in activating the skin and its accessory hair, is the promotion of intracellular energy metabolism.

[Means for solving problems]

An object of the present invention is to provide a cosmetic having a significantly enhanced cell activating effect such as a skin activating effect and a hair nourishing effect, unlike the conventional cosmetics. The present inventor has found that, in order to enhance the physiological effects of cell activating agents and the like, vitamins and vitamin-like substances defined as fatty acid esters having a specific odd-numbered chain length rather than even-numbered fatty acid esters are suitable for that purpose. It was It is thought that the reason that specific odd chain length fatty acids and their derivatives have an excellent improving effect is, firstly, that they are easily soluble in sebum and easily penetrate into the basal cells through the sebaceous glands because they are lipophilic. , First
Second, since it is not decomposed and metabolized through phosphofructokinase, it is not directly affected by hormones. That is, it is effective against alopecia caused by the action of hormones, and thirdly, the energy production efficiency is extremely excellent.

In the cosmetic of the present invention, the fatty acid used as the cell activator has 7 or more carbon atoms constituting the carbon chain.
It may be saturated fatty acid or unsaturated fatty acid as long as it is below. The unsaturated fatty acid may contain a plurality of double bonds. Such fatty acids include enanthic acid (carbon chain length 7), pelargonic acid (carbon chain length 9), undecanoic acid (carbon chain length 11), tridecanoic acid (carbon chain length 13), pentadecanoic acid (carbon chain length 15). ), Heptadecanoic acid (carbon chain length 17),
Nonadecanoic acid (carbon chain length 19), pentaconic acid (carbon chain length 25)
From the viewpoint of manifestation of effects, undecanoic acid, tridecanoic acid, pentadecanoic acid, heptadecanoic acid,
Nonadecanoic acid is preferred, and pentadecanoic acid is more preferred. The cell activating agent includes vitamin A
(A ₁ , A ₂ , provitamin A), vitamins B, vitamin B
₂ , vitamin B ₆ , vitamin B ₁₂ , folic acid, pantothenic acid, choline, inositol, vitamin C group, vitamin D group (D ₂ , D ₃ , dihydrotaxosterol), vitamin E group (α-trochov) Errol, β-tocopherol, γ
- tocopherol, .delta. tocopherol, alpha-tocotrienol, beta-tocotrienol, .gamma.-tocotrienol, .delta.-tocotrienol), vitamin K group _{(K 4,} K _5, K
₇ ), carnitine, ferulic acid, γ-oryzanol, orototic acid, vitamins P, pantetheine and other vitamins.

These novel esters are known esterification reactions,
For example, it is produced by a reaction using an acid halide as an esterifying agent directly or in the presence of a basic substance, or by a method such as a transesterification method or an enzyme catalyst method (immobilized enzyme method).

In the present invention, examples of vitamins used as a cell activating agent include the following.

(A) Esters (vitamins A) represented by the following general formulas [I] to [II] (However, R represents a linear organic group having an even carbon chain length of 6 or more and 24 or less.) (A) Esters (vitamin B ₁ class) represented by the following general formulas [III] to [V] and Its salt.

(However, R has a linear organic group having an even carbon chain length of 6 or more and 24 or less.) (However, R represents a linear organic group having an even carbon chain length of 6 or more and 24 or less. R ₁ represents the following formula.) (However, at least one of R ₁ and R ₂ is COR, and in this case, R represents a straight-chain organic group having an even carbon chain length of 6 or more and 24 or less.) (C) Esters represented by the general formulas [VI] to [VII]
(Vitamin B ₂ ) (However, R is an organic group, and at least
One is a straight-chain organic group having an even carbon chain length of 6 or more and 24 or less.) (D) Ester salt represented by the following general formula [VIII] (vitamin B ₆ class) (Wherein, R ₁ to R ₃ are filed in an organic group, one at least of which have a carbon chain length of 6 or more 24 or less even.) In (e) vitamin B ₁₂ compound, its cobalt Coordinating organic group L is represented by the following formula L: OCOR (IX) (provided that R represents a linear organic group having an even carbon chain length of 6 or more and 24 or less.) (However, at least one of R _{2 to} R ₃ is a COR organic group, and R at that time represents a linear organic group having an even carbon chain length of 6 or more and 24 or less.) Esters (folates) represented by the general formula [X] (However, R represents a linear organic group having an even carbon chain length of 6 or more and 24 or less.) (G) Ester represented by the following general formula [XI] (pantothenic acid) (However, at least one of R ₁ and R ₂ is an organic group of COR, and in this case, R represents a linear organic group having an even carbon chain length of 6 or more and 24 or less.) Esters (choline) represented by the following general formulas [XII] to [XIII] (However, at least _one of R ₁ and R ₂ has an organic group of COR, and in this case, R represents a linear organic group having an even chain length of 6 or more and 24 or less.) (Inositols) (However, at least one of R _{1 to} R ₆ has a COR organic group, and in this case, R has a straight-chain organic group having an even chain length of 6 or more and 24 or less.) An ester represented by the following general formula [XIV] (vitamin C
Kind) (However, at least one of R _{1 to} R ₄ has a COR organic group, and in this case, R represents a linear organic group having an even chain length of 6 or more and 24 or less.) Esters represented by the following general formulas [XV] to [XVII]
(Vitamin D) (However, R represents a straight-chain organic compound having an even carbon chain length of 6 or more and 24 or less.) (SA) Esters represented by the following general formulas [XVIII] to [XIX]
(Vitamin Es) (However, R _{1 to} R ₃ are CH ₃ or H, and R ₄ is a linear organic group having an even carbon number of 6 or more and 24 or less.) (C) The following general formulas [XX] to [XX]. XXII]
(Vitamin Ks) (However, at least _one of R ₁ and R ₂ is —COR, and in this case, R is a straight-chain organic group having an even number of carbon atoms of 6 or more and 24 or less, and otherwise H.) (However, R is a linear organic group having an even carbon number of 6 or more and 24 or less.) (S) Ester (carnitine) represented by the following general formula [XXIII] (However, R represents a linear organic group having an even carbon chain length of 6 or more and 24 or less.) (C) Ester represented by the following general formulas [XXIV] to [XXV] (ferulic acid) (However, R represents a linear organic group having an even carbon chain length of 6 or more and 24 or less.) (Γ-oryzanol) (However, R represents a straight-chain organic group having an even number of carbon atoms of 6 or more and 24 or less.) (So) Ester represented by the following general formula [XXVI] (orotic acid) (However, at least one of R ₁ and R ₂ is —COR, and in this case, R is a straight-chain organic group having an even number of carbon atoms of 6 or more and 24 or less, and is otherwise H.) (T) Esters (vitamins represented by the following general formula [XXVII]
(P class) (However, at least _one of R _{1 to} R ₁₀ is —COR, and in this case, R is a straight-chain organic group having an even number of carbon atoms of 6 or more and 24 or less, and H is otherwise. (H) Ester (pantethine) represented by the following general formulas [XXVIII] to [XXIX] (However, at least one of R ₁ and R ₂ is —COR, and in this case, R is a straight-chain organic group having an even number of carbon atoms of 6 or more and 24 or less, and H is otherwise. ) The cosmetic of the present invention contains the above-mentioned vitamins as an active ingredient, and is applied in various forms such as liquid, powder, and paste, and a composition in which various auxiliary additive components are added depending on the purpose. It is used in various fields in the form of objects.

〔The invention's effect〕

The vitamins having fatty acid ester groups with an odd chain length of 7 or more and 25 or less were tested for hair growth effect, skin water retention ability, and subcutaneous blood flow effect.

The substances tested were vitamin A, vitamin B ₁ , B ₂ , B ₆ ,
B _12, vitamin C, vitamin E, vitamin _{K 4, K 5, K 7} ,
Each odd fatty acid of carnitine (carbon chain length 11, 13, 1
5, 17, 19) esters, test samples were prepared by dissolving these test substances in ethanol. The concentration of the test substance
It is 0.3% by weight. In addition, ethanol without test substance was also tested as a control.

Six to eight New Zealand White male rabbits weighing about 2.5 kg were made into a group, and their backs were hair-removed, and only those in the resting period were subjected to the hair growth effect experiment. Despite the rest period, 0.2 ml of each test sample was placed on the shaved back of the subject, twice a week for 30 to 30 times.
It was applied for 60 days, and the number of days required to convert resting hair to growing hair was examined. The results are shown in Table 1. The “promoting days” in the table indicates how many days the hair was promoted from resting hair to anagen hair as compared with the case of applying ethanol containing no test substance.

On the other hand, the test method of skin water retention capacity and subcutaneous blood flow measurement is to wash the normal human forearm region with soap lightly to remove sebum, and after 1 hour the normal skin conductivity (Casual value) and blood. The flow rate was measured. Since the value of skin conductivity is proportional to the amount of water retained by the skin, it was used for evaluation of the skin water retention ability.

In the test, each test sample was applied four times a day for two consecutive weeks.
Then, the application site is washed with soap 2 hours after the final application, and after 1 hour the skin water retention capacity is determined by electrical conductivity, and the skin blood flow rate is measured, and the increase when each Casual value is 100 The rates are summarized in Table 1.

In addition, the result of the model experiment of the hair growth effect using the rabbit was confirmed to be actually highly correlated with the case of the human head, and the substance recognized to have the hair growth effect in the above test was the human head. The effect was recognized even in the actual use test.

The cosmetics of the present invention, according to a conventional method, a hair nourishing agent, skin cream, hair cream, hair tonic, hair lotion,
It can be used in various forms such as shampoos, rinses, oral hygiene products, nutritional drinks, foods, powders, tablets, capsules and other pharmaceutical products. Further, in the cosmetic of the present invention, the components other than the cell activating agent which is the active ingredient may be conventional ones usually used in the production thereof, and examples thereof include distilled water, alcohols, and Cell activating agents such as vitamins, hormones, vasodilators, amino acids, anti-inflammatory agents, skin function enhancers, keratolytic agents, etc., which are mixed with polyhydric alcohols, surfactants, oils and fats, etc. Can also be mixed at the same time.

〔Example〕

Next, with respect to Examples of the present invention, various forms of the cosmetics of the present invention will be shown together with their compositions (% by weight).

Example 1 [Hair nourishing cream] DL-α-tocopherol heptadecanoate 1.0 (%) Carrot extract 0.4 (%) Cembly extract 0.1 Lanolin 10.0 Stearyl alcohol 30.0 Cetyltrimethylammonium chloride 0.5 Polyethylene glycol 50.0 Olive oil 3.0 Example 2 [Hair tonic] ethyl Alcohol 70.0 (%) DL-α-tocopherol pentadecanoate 0.5 Polyoxyethylene (8 mol) oleyl alcohol ether 2 Glycerin 5 Purified water 22 Fragrance 0.5 Example 3 [Hair Liquid] Ethyl alcohol 55.0 (%) Retinol tridecanoate 0.5 Polyoxypropylene Butyl ether 20 Lanolin 1.0 (%) Purified water 23.0 Fragrance 1.0 Dye proper amount Preservative, UV inhibitor Example 4 [Hair nourishing agent] Ethyl alcohol 55.0 (%) Polyoxyethylene (8 mol) Oleyl alcohol ether 2.0 Purified water 43.5 Ascorbyl ridecate 0.5 Salicylic acid Appropriate amount Ethinyl estradiol 〃 Human thiol 〃 Example 5 [Cetrosion] Polyvinyl prolidone 3.0 (%) Propylene glycol 2.0 Polyoxyethylene (20 mol) Stearyl alcohol ether 1.5 Ethyl alcohol 83.0 Vitamin D ₂ pentadeca Nate 0.5 (%) Purified water Appropriate amount Fragrance 〃 Example 6 [Spray agent] [Stock solution] Ethyl alcohol 70.0 (%) Glycerin monomyristate 2.0 Biotin 0.1 Purified water 26.4 Citric acid 0.3 Ascorbyl heptadecanoate 0.5 l-Menthol 0.1 Perfume suitable Amount [Diluting solution for filling] Undiluted solution 35 (%) Freon 45 LPG 20 Example 7 [Permanent agent] [First solution] Ammonium thioglycureate 10.0 (%) (50% aqueous solution) Ammonia (28%) 1.5 (%) Flow Paraffin 1.0 Sorbitan Mouriurate 2.0 Propylene Gu Cole 4.5 Nonadecanoic acid DL-α-tocopherol 0.5 Purified water 80.5 Sequestering agent Appropriate amount [Second solution] Sodium bromate 6.0 (%) Purified water 94.0 Preservative Appropriate amount Example 8 [Fay los cation] Zinc sulfocarbonate 1.0 (%) Ethyl alcohol 84.0 P-decadecanoic acid D-α-tocopherol 0.5 Aloe ECW 0.5 POE (40) Hydrogenated castor oil 3.0 Fragrance 0.5 Example 9 [Shampoo] Sodium lauryl ether sulfate 5.0 (%) α-Olephine sulfonate sodium 10.0 Lauryl sulfate triethanolamine 4.0 cationized cellulose 1.0 vitamin B ₂ Toridekaneto 0.5 purified water 76.5 example 10 rinsing] stearyltrimethylammonium chloride 1.5 (%) stearyl dimethyl ammonium chloride 0.5 cetostearyl alcohol 1.5 polyoxyethylene stearyl ether 1.5 fluidized paraffin 1.0 vitamin K ₄ tri hen dec sulfonate 0.5 Purified water 90.5 Example 11 [blown Treatment] stearyltrimethylammonium chloride 0.3 (%) N-lauroyl glutamate 0.1 (%) of ascorbic acid dipentaerythritol deca sulfonate 0.1 Propylene glycol 3.0 Ethanol 30.0 Purified water balance unit carried Example 12 [Treatment] N-stearoylglutamic acid 0.5 (%) isostearic acid 0.5 styaryltrimethylammonium chloride 1.0 polyoxyethylene hydrogenated castor oil 1.0 propylene glycol 5.0 retinol pentadecanoate 0.2 purified water balance Example 13 [soap] fatty acid soap 55.3 ( %) Sugar 12.0 Glycerin 10.0 Moisture 9.9 Ascobic acid diundecanoate 1.0 Succinic acid 0.5 (%) Fragrance Suitable amount Sequestering agent 〃 Example 14 [Cleansing] Stearic acid 2.5 (%) Cetyl alcohol 1.0 Vaseline 5.0 P OE (5) Sorbitan monolauric acid ester 2.5 Liquid paraffin 10 Carnitine pelargonate 1.0 Purified water 78.0 Example 15 [Lotion] Succinic acid 0.1 (%) Glycerin 5.0 POE (16) Oleyl alcohol ether 5.0 Ethyl alcohol 10.0 Aloe cape Liquid 0.5 Folic acid tridecanoate 0.5 Irgasan DP-300 0.1 Purified water 78.8 (%) Example 16 [Cream] Beeswax 3.0 (%) Stearyl alcohol 5.0 Stearate 10.0 Squalane 10.0 Propylene glycol monostearate 3.0 POE (6) Sorbitol tetraoleate 3.0 Propylene glycol 10.0 Orototic acid pentacosanate 0.5 Purified water 55.0 Perfume 0.5 Resorcinol Suitable amount Example 17 [Pack] Polyvinyl alcohol 15.0 (%) Carboxymethyl cellulose 5.0 Glycerin 5.0 Ethyl alcohol 64.0 Pantothenic acid heptadecanate 0.5 Nokithiol 0.1 (%) Monoammonium glycyrrhizinate 1.0 Lactic acid 0.5 Soluble cystine 0.4 Example 18 [lipstick] Titanium dioxide 5.0 (%) Red dye blend 2.0 Carnauba wax 5.0 Beeswax 5.0 Solid paraffin 8.0 Lanolin 11.0 Castor oil 45.0 Decaglyceryl decasterate 10.0 Kyan Delia wax 10.0 Vitamin B ₁ pentadecanoate 1.0 Fragrance Suitable amount Antioxidant 〃 Example 19 [Santan cosmetics] UV absorber 1.5 (%) Liquid paraffin 60.0 Olive oil 37.0 (%) Undecanoate DL-α-tocopherol 0.5 Ascorbyl tridecanoate 1.0 Fragrance Suitable amount Antioxidant 〃 Example 20 [After sunburn cosmetics] Zinc white 1.0 (%) Glycerin 1.0 Ascorbic acid dipentadecanoic acid ester 1.0 Yukari oil 0.1 Ethyl alcohol 3.0 Pentadecanoic acid-D-α-tocopherol 0.5 Allo ECW 2.0 isopropyl methyl phenol 0.2 Purified water 91.2 Example 21 [spray antiperspirant] chloride hydroxy aluminum 1.0% Talc 1.0 SiO ₂ 0.2 isopropyl myristate 1.0 (%) carnitine heptadecane ester 0.8 cyclic silicone 1.0 Freon 11/12 = 7/3 70.0 LPG 15.8 Example 22 [Antiperspirant lotion] Hydroxyaluminum chloride 30.0 (%) Ethyl alcohol 30.8 Purified water 30.0 Irgasan DP-300 0.2 POP (40) butyl ether 5.0 Methylphenyl silicone 4.0 Vitamin K ₄ Nonadecanoic acid ester 0.5 Example 23 [Antiperspirant stick] Hydroxyaluminum chloride 30 (%) Talc 12 Cyclic silicone 50.0 Stearyl alcohol 5.0 Hardened castor oil 2.0 Vitamin D ₂ Heptadecanoic acid ester 0.7 Chlorxylenol 0.5 (%) Perfume 0.5 Example 24 [Bath salt] Sesquicarbonate soda 40 .0 (%) NaCl 10.0 Sodium sulphate 48.3 Liquid lanolin 0.5 γ-Oryzanol Enanthate 1.0 Dye 0.2 Perfume Suitable amount Example 25 [Bath oil] Hexadecyl alcohol 30.0 (%) Polyethylene glycol 300 23.0 POE (40) Hardened castor oil 7.0 Ethyl alcohol 39.0 Ferulic acid tridecanoate 1.0 Perfume Suitable amount Example 26 [After-shaving lotion] Ethyl alcohol 55.0 (%) Dipropylene glycol 1.0 POE (40) Hydrogenated castor oil 0.5 (%) Zinc sulfocarbate 0.2 Pentadeca orotate Nate 0.3 Purified water 39.5 Fragrance Sulfuric acid 0.5 Example 27 [Toothpaste] Calcium phosphate dihydrate 45.0 (%) Silicic anhydride 2.0 Glycerin 10.0 Sorbitol 10.0 Carboxymethylcellulose 1.0 Vitamin A ₁ Undecanoic acid ester 0.3 Vitamin C Undecanoic acid ester 0.5 Sodium lauryl sulfate 1.3 Purified water 28.9 Flavor 1.0 Sweetener Suitable amount Example 28 [Ointment (medicine)] Vitamin A ₂ Pentadecanoic acid ester 1.0 (%) Vitamin B ₁₂ Heneicosanoic acid ester 1.0 (%) Vitamin C Nonadecanoic acid ester 1.0 Vitamin E Heptadecanoic acid ester 0.5 β-glycyrrhizinate 0.5 glutathione 0.1 POE (60) hydrogenated castor oil 8.0 POE (2) cetyl ether 8.0 stearyl alcohol 9.7 propylene glycol 30.0 glycerin 40.0 methylparaben 0.1 propylparaben 0.1 Example 29 (nutrition drink) sperm 6.0 (%) honey 2.0 yeast extract 0.5 citric acid 0.5 vitamin B ₂ undecanoate ester 0.01 vitamin B ₆ tridecanoic acid ester 0.01 vitamin C pentadecanoic acid ester 0.01 (%) vitamin E heptadecanoic acid ester 0.01 pantothenate Undekaneto 0.01 nicotinamide 0.02 ethyl alcohol 1.8 purified 89.13 Perfume Appropriate amount Example 30 [vitamins] pentadecanoic -D-alpha-tocopherol 90.0 (%) Gelatin capsule 10.0

Continuation of the front page (56) Reference JP-A-58-105991 (JP, A) JP-A-61-143311 (JP, A) JP-A 61-100511 (JP, A) JP-A 61-50908 (JP , A) JP 49-86554 (JP, A) JP 55-64511 (JP, A) JP 46-22090 (JP, A) JP 39-3149 (JP, B1) Tomokichi Hiroyoshi Third edition “Practical Handbook of Cosmetic Preparations” Nikko Chemials Co., Ltd. Outside 1 (1982) 123-131

Claims (3)

[Claims] 1. A cosmetic comprising a vitamin containing at least one odd-numbered fatty acid ester group having a carbon chain length of 7 or more and 25 or less as a cell activating agent. 2. The cosmetic according to claim 1, wherein the cosmetic is a skin activating agent. 3. The first claim in which the cosmetic is a hair nourishing agent.
Cosmetics described in paragraph.