JPS61183206A - Cell-activating agent - Google Patents

Abstract

PURPOSE:To provide a cell-activating agent containing a vitamin or a vitamin- like substance having odd carbon-number fatty acid ester group, and having excellent cell-activating effect and hair-tonic effect compared with conventional cell-activating agent containing even carbon-number fatty acid ester group. CONSTITUTION:The objective cell-activating contains, as an active component, a vitamin or a vitamin-like substance containing a fatty acid ester group having odd carbon-number chain, e.g. vitamin A, B1, B2, B6, B12, folic acid, pantothenic acid, choline inositol, vitamin C-D, vitamin K, etc, of formula I-IV, etc., (R is organic group, at least one of r is a straight chain organic group having even carbon number; R1-R3 are organic group, at least one or which has even carbon number). Since the component is soluble in fat, it can be impregnated easily into the basal layer through the sebaceous gland. Since it is resistant to the decomposition and metabolism via phosphofructokinase, it is resistant to the direct hormonic action, and has extremely high energy production efficiency.

Description

DETAILED DESCRIPTION OF THE INVENTION [Technical Field] The present invention relates to a cell activator containing odd-numbered fatty acid esters of various vitamins or vitamin-like substances as a main component.

[Prior art]

Conventionally, as a fatty acid or a derivative thereof having a cell activating effect, there is a hair tonic (Japanese Patent Publication No. 59-27809) containing a fatty acid having an odd carbon chain length or a derivative thereof as an active ingredient. On the other hand, known fatty acid esters of vitamins include retinol palmitate, ascorbyl palmitate, ascorbyl civalmitate, buildoxin civalmitate, ascorbyl stearate, and d-acetate.
Q-α-tocopherol and the like are listed in the list of cosmetic raw materials. In addition, orotyronate vitamin E ester (Japanese Patent Application Laid-Open No. 1983-55676), α-tocopherol vitamin A are used as vitamin fatty acids that are easy to incorporate into cosmetics and have stability while maintaining the effects of various vitamins on the living body. Acid ester (JP-A-51-73137)
, Vitamin E nicotinic acid ester (Special Publication No. 47-476
63 Publication), etc. are known.

[Problem that the invention seeks to solve]

Fatty acid esters of vitamins have traditionally been used for skin revitalizing effects, but fatty acid esters that bind to these vitamins are easily emulsified in creams, emulsions, lotions, shampoos, etc., and are stable for use. The feel has been improved.

This is different from natural vitamins. The fatty acids that make up fatty acid esters are the constituent fatty acids of various naturally occurring lipids, including saturated fatty acids such as lauric acid, myristic acid, palmitic acid, and stearic acid, as well as unsaturated fatty acids such as oleic acid and linoleic acid. Even among fatty acids, almost all of them have an even number of carbon chain lengths.

These conventional skin activators and hair nourishing agents do not yet have sufficient effects in promoting physiological functions. The first important point in activating the skin and its accessory organ, hair, is the enhancement of intracellular energy metabolism.

[Means for solving problems]

An object of the present invention is to provide a cell activator that has a skin activating effect and a hair nourishing effect superior to the skin activating agent and hair nourishing agent described above. The present inventor has discovered that in order to enhance the physiological effects of cell activators, etc., vitamins and vitamin-like substances in which fatty acid esters are specified as fatty acid esters with an odd number chain length instead of an even number are suitable for that purpose. Ta. The reason why fatty acids with odd chain lengths and their derivatives have excellent improvement effects is, firstly, because they are fat-soluble.
It easily dissolves into sebum and penetrates into the basal cells through the sebaceous glands.Secondly, it is not degraded and metabolized via phosphofructokinase, so it is not directly affected by the action of hormones. That is, it is effective against alopecia caused by the action of hormones, and thirdly, it has extremely high energy production efficiency.

The fatty acid used in the cell activator of the present invention may be a saturated fatty acid or an unsaturated fatty acid as long as the number of carbon atoms constituting the carbon chain is an odd number.

Unsaturated fatty acids may contain multiple double bonds. In addition, propionic acid (carbon chain length 3) and valeric acid (carbon chain length 5
) and lower fatty acids such as pentadecanoic acid (carbon chain length 1
5) or higher fatty acids such as heptadecanoic acid (carbon chain length 17).

The cell activator of the present invention includes vitamin A (Al, A2,
Provitamin A), vitamin B, vitamin 82, vitamin 86, vitamin 131, folic acids, pantothenic acids, choline, inositol, vitamin C group, vitamin D group (D2, D3, dihydrotachysterol), vitamin E group (α-1-copherol, β-1-copherol, γ-tocopherol, δ-tocopherol, α-tocotrienol, β-1-co1-lienol, γ-tocotrienol 5 δ-tocoto=3-lienol), vitamin Mention may be made of fatty acid esters of odd chain length of groups (R4, R5, 7), carnitine, ferulic acid, γ-oryzanol, orotic acid, vitamin Ps, pantethine, and other vitamins and vitamin-like substances. .

These novel esters can be produced by a known esterification reaction.
For example, the transesterification method can be produced by using an acid halide as an esterifying agent and reacting it directly or in the presence of a basic substance, or by an enzyme catalytic method (immobilized enzyme method).゛In the present invention, the following are examples of preferred vitamins and vitamin-like substance derivatives used as cell activators.

(a) Esters represented by the following general formulas [■] to [■] (
(Vitamin A) (However, R represents a linear organic group having an even carbon chain length.) (a) Esters (vitamin 131) represented by the following general formulas (In) to (V) and their salts .

(However, R represents a linear organic group having an even number of carbon chain lengths.) (However, R represents a linear organic group having an even number of carbon chain lengths. R1 represents the following formula. )R1: C112C
112CH3? -CH2 Tatami CH20H Go〉-1()(, Ken13 It 3CC112C1120R2 (However, at least one of R1 and R2 is COR
where R represents a linear organic group with an even carbon chain length. ) (1) Esters represented by the following general formulas [■] to [■] (vitamin 82 light () IiCHO-Co-R ■ 1-I Co・Co-R TCII ■ (However, R is an organic group and , at least one of these is a straight-chain organic group having an even carbon chain length) (1) An ester salt (hitamin B s M ) represented by the following general formula [■] (however, R1-R3 are organic groups, and at least one of them has an even carbon chain length.) (e) In vitamin B12, an organic group 1 coordinated to the =1 pal 1-, is expressed by the following formula L:0C
OR (where R represents a straight chain organic group having an even carbon chain length). ) (However, at least 1 of 1?2 to r?, ] is an organic group of COR, and R in this case represents a linear organic group having an even carbon chain length.) (Force) The following general Ester (folic acids) represented by formula [X]
(However, R represents a linear organic group having an even number of carbon chain lengths.) ゛(g) An ester (pantothenic acid) machine group represented by the general formula IJI below, in which case R represents an even number of carbon chain lengths. Represents a linear organic group having a carbon chain length. ) (ri) The following-・Esthetic choline represented by the general formula [X■] to [×■] (However, at least one of R, R2 has an organic group of COR, and in this case , R represents a linear organic group having an even chain length.) (Boar 1 hele) (However, at least 111 of R5-R6) is COR
In this case, F (represents a linear organic group with an even chain length) (ke) Ester (vitamin C) represented by the following general formula [XTV] (However, R1- At least - out of R4 has an organic group of COR, and in this case, R represents a linear organic group having an even chain length.) (C) The following general formulas [XV] to [X■] Esters (vitamin Ds) represented by the following general formulas [X■] to [: Class E) (However, R, -R3 is CI! 3-way 11, and R4
is a linear organic group with an even number of carbon atoms. ) (shi)
Esters (similar to vitamins) represented by the following general formulas [xX] to [:XX n (R is a linear organic group with an even number of carbon atoms.) (S) Ester (carnitine) represented by the following general formula (XXm) ) (However, R represents a linear organic group having an even number of carbon chain lengths.) (C) Esters (ferulic acid) represented by the following general formulas (XXIV) to (XXV) (However, R represents an even number of carbon chain lengths.) (Represents a linear organic group having a carbon chain length.) (γ-Oryzanol) (However, R represents a linear organic group having an even carbon chain length.) (S) The following general formula (XX Vl) (Orotyl-acid) (However, at least one of R1 and R2 is -COR, and in this case, R is a linear organic group having an even number of carbon atoms, and the others are 11 ) (ri) The following general formula [X
Esters (vitamin Ps) represented by X■ (However, at least one of R1 to RIO is -COR
In this case, R is a linear organic group having an even number of carbon atoms, and 11 otherwise. ) (H) The following general formula [
XX■] ~ [XXTX] Ester (pantethine) (However, at least one of R, R2 is -COR
In this case, R is a linear organic group having an even number of carbon atoms, and the others are II. ) The cell activator of the present invention contains vitamins or vitamin-like substances containing odd-numbered fatty acid ester groups as an active ingredient. In this case, the vitamin-like substance has a similar structure to vitamins, It means something that has physiological activity similar to vitamins.

The cell activator of the present invention has the above-mentioned vitamins or vitamin-like substances as an active ingredient, and can be applied in various forms such as liquid, powder, and paste, and can also be used with various auxiliary additive ingredients depending on the purpose. It is used in various fields in the form of compositions containing.

〔Effect of the invention〕

The hair growth effect, skin moisture retention ability, and subcutaneous blood flow effect of vitamins having odd chain length fatty acid ester groups were tested.

The substances tested were vitamin A, vitamin B, B2, B
6, B12. Vitamin C, vitamin E, vitamin 4,
These are odd-numbered fatty acid (carbon chain length 15) esters of K5, K7, and carnitine. Test samples were prepared by dissolving these test substances in ethanol. The concentration of the test substance is 0.3% by weight. Additionally, ethanol containing no test substance was also tested as a control.

A group of 6 to 8 New Sealant White male rabbits weighing approximately 2.5 kg were hair removed from their backs, and only those in the resting phase were subjected to experiments on the hair growth effect.

Apply 0.2% of each test sample to the back of the telogen but from which hair has been removed.
N+Q was applied twice a week for 30 to 60 days, and the number of days required for telogen hair to convert to anagen hair was determined. The results are shown in Table-1. [Number of days for promotion] in the table indicates how many days the transition from telogen hair to anagen hair was promoted compared to when ethanol containing no test substance was applied.

On the other hand, the test method for measuring skin moisture retention capacity and subcutaneous blood flow is to lightly wash the forearm of a normal human with soap to remove sebum, and after 1 hour, measure the normal skin conductivity (casual).
) and blood flow were measured. Since the value of skin conductivity is proportional to the amount of water retained by the skin, it was used to evaluate the skin's ability to retain moisture.

In the test, each test sample was applied four times a day for two consecutive weeks. Then, 2 hours after the final application, the application site was washed with soap, and 1 hour later, the skin moisture retention capacity was determined by electrical conductivity, and the skin blood flow rate was measured.

Table shows the increase rate when each Ca5ual value is set to 100.
Summarized in 1.

In addition, it has been confirmed that the results of the above-mentioned model experiment on hair growth effect using rabbits have a high correlation with the results on a single human head.'' Effectiveness was also observed in actual use tests using .

The cell activator of the present invention can be applied to pharmaceuticals such as hair tonics, skin creams, hair creams, hair tonics, hair lotions, shampoos, conditioners, oral hygiene products, nutritional drinks, foods, powders, tablets, capsules, etc. in accordance with conventional methods. It can be used in various forms. Ingredients other than the active ingredients of the cell activator of the present invention may be those commonly used in their production. For example, as a base, distilled water, alcohols, polyhydric alcohols, surfactants, oils and fats. Furthermore, as medicinal ingredients, cell activators such as vitamins, hormones, vasodilators, amino acids, anti-inflammatory agents, skin function enhancers, and keratolytic agents may also be added at the same time.

〔Example〕

Next, regarding examples of the present invention, various forms of the cell activator of the present invention are shown together with their compositions (% by weight).

Example 1 [Hair nourishing cream] DL-α-tocopherol heptadecanoate 1.0 (%) Carrot extract 0.4 (%) Oriental japonica 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 J-Nitsuta] Ethyl alcohol 70.0 (%) DL-α-tocopherol pentadecanoate 0.5 Polyoxyethylene (8 mol) Oleyl alcohol ether 2 Glycerin 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 Appropriate amount Preservative, UV inhibitor Example 4 [Hair nourishment] Ethyl alcohol 55.0 (%) Polyoxyethylene (8 mol) Oleyl alcohol ether 2.0 Purified water
43.5 Ascorbyl tridecanoate
0.5 Salicylic acid Appropriate amount Ethinyl estradiol Hinokitiol Example 5 [Set lotion] Polyvinylpyrrolidone 3.0 (%) Propylene glycol 2.0 Polyoxyethylene (20 mol) Stearyl alcohol ether
1.5 ethyl alcohol
83.0 Vitamin D2 Pentadecanate 0
．． 5 (%) Purified water Appropriate amount Fragrance Example 6 [Spray agent] [Still solution] Ethyl alcohol 70.0 (%) Glycerin monomyristate 2.0 Biotin
0.] Purified water
26.4 Citric acid
0.3 Ascorbyl heptadecanoate 0
．． 50-men I--le 0゜1 fragrance
Appropriate amount [diluted solution for filling] Stock solution 35 (%) Freon 45LPG
20 Example 7 [Permanen 1
-Agent] [First solution] Ammonium thiogyurate 10.0 (%) (
50% aqueous solution) Ammonia (28%) 1.5 (%
) Liquid paraffin 1.0 Sorbitan molylaurate 2.0 Propylene glycol 4.5 Nonadecanoic acid DL-α-I~
Cohuerol 0.5 purified book
80.5 Sequestering agent appropriate amount [
2nd liquid] Sodium bromate 6.0 (%) Purified water 94.0 Preservative
Appropriate amount Example 8 [Face lotion] Zinc sulfocarbonate 1.0 (%) Ethyl alcohol 84.0 D-α-tocopherol pentadecanoate 0.5 Aloe EC1110.5 POE (40) Hydrogenated castor oil 3.0 Fragrance 0.5 Example 9 [Shampoo] Sodium lauryl ether sulfate 5.0 (%) α-
Sodium olefin sulfonate 10.0 Lauryl sulfate 1-liethanolamine 4.0 Cationized cellulose 1.0 Vitamin B2 tridecanate 0.5 Purified water
76.5 Example 10 [Rinse] Stearyltrimethylammonium chloride 1.5 (%) Stearyldimethylammonium chloride 0.5 Cetostearyl alcohol 1.5 Polyoxyethylene stearyl ether 1.5 Liquid paraffin 1.0 Vitamin to 4 trihen decanate 0.5 purified water
90.5 Example 11 [Blow 1-treatment] Stearyl chloride 1 Helimethylammonium 0.
3 (%) N-Lauroylglutamic acid 0.1 (%) Ascorbic acid dipentadecanate 0.1 Propylene glycol 3.0 Ethanol, 30.0 Purified water Remaining Example 12 [
1 ~ Treatment] N-stearoylglutamic acid 0.5 (%) Isostearic acid 0.5 Staryltrimethylammonium chloride 1.0 Polyoxyethylene hydrogenated castor oil 1.0 Propylene glycol 5.0 Retinol pentadecanoate 0.2 ice making
Remainder Example 13 (Soap) Fatty acid soap 55.3 (%) Sugar 12.0 Glycerin 10.0 Moisture
9.9 Ascobic acid diundecanate
1.0-2- Succinic acid 0.5 (%)
Fragrance Appropriate amount Sequestering agent Example 14 [Cleansing] Stearic acid 2.5 (%) Cetyl alcohol 1.0 Vaseline
5.0POE (5) Sorbitan monolaurate
2.5 Liquid paraffin 10 Carnitine pelargonate 1.0 Purified ice
78.0 Example 15 [Lotion] Succinic acid 0.1 (%)
Glycerin 5.0pos(u
;) Oleyl Alcohol Ether 5.0 Ethyl Alcohol 1O90 Aloe Cape Liquid 0.5 Folic Acid 1 Helidecanate
0.5 Irgasan DP-3000.1 Purified water 78.8 (%) Example 16 [Cream] Beeswax 3, o (%) Stearyl alcohol 5.0 Stearic acid 10.0 Squalane
To 10.0 Propylene Glycol Monostear 1 3.0 POE
(6) So/L' Pit Tetrao I/ -r--1-3
,0 Propylene glycol 10.0 Orotic acid pentacosanate 0.5 Purified water
55.0 fragrance
0.5 resorcinol
Appropriate amount Example 17 [Pack] Polyvinyl alcohol ], 5.0 (%)
Carboxymethyl cellulose 5.0 Glycerin 5.0 Ethyl alcohol
64.0 Pantothenic acid heptadecane-1
-0,5 hinokitiol 0.1 (
%) Monoammonium glycyrrhizinate 1.0 lactic acid
0.5 soluble cystine
0.4 Example 18 [Lipstick] Titanium dioxide 5.0 (%) Red pigment B1 nonde 2.0 Carnauba wax 5.0 Beeswax
5.0 solid paraffin
8.0 lanolin
11.0 Castor oil 45
．． 0 decaglyceryl decasteary 1~ 10.0 camplial low 10.0 vitamin B,
Pentadecanoic acid ester 1.0 fragrance
Appropriate amount of antioxidant Example 19 [Suntan Cosmetics] Ultraviolet absorber 1.5 (%) Liquid paraffin 60.0 Olive oil 37.0 (%) Undecanoic acid D1, -α-1 Hecopherol 0.51 - Ascorbyl lysocanoate 1 .0 fragrance
Appropriate amount of antioxidant Example 20 [After sunburn cosmetics] Zinc white
1.0(%) glycerin
1.0 Ascorbic acid dipentadecanoate ester 1.0 Eucalyptus oil 0.1 Ethyl alcohol 3.0 Pentadecanoate-D-α-tocopherol 0.5 Aloe ECJ
2.0 Isoprobyl methylphene, nor
0.2 Purified water 91.2
Example 21 [Spray antiperspirant] Hydroxyaluminium chloride 1.0 (%) Talc
1.0Si02
0.2
-29= Isopropyl myristate 1.0 (%) Carnitine heptadecanoate 0.8 Cyclic silicone 10 Freon 11. /1.2=
7/3 70.0LPG
15.8 Example 22 [Antiperspirant lotion] Hydroxy aluminum chloride 30.0 (%) Ethyl alcohol 30.8 Purified ice
30.0 Irgasan DP-3
00' 0.2POP(40) Butyl ether 5.0 Methyl phenyl silicone
4.0 vitamins and 4 nonadecanoic acid esters
0.5 Example 23 [Antiperspirant stick] Hydroxy aluminum chloride 30 (%) Talc 12 cyclic silicone
50.0 stearyl alcohol
5,0 hydrogenated castor oil
2.0 Vitamin D2 Heptadecanoate 0.7
Chlorxylenol 0.5 (%) Fragrance 065 Example 24
[Bastur 1~] Sesquicarbonate soda 40.0(%)N
aCQ 10.0 Sodium Sulfate 48.3 Liquid Lanolin
0.5γ-oryzanol enanthate ester 1.0 dye
・. , 2 Fragrance Appropriate amount Example 25 [Bath oil] Hexadecyl alcohol 30.0 (%) Polyethylene glycol 300 23.0 POE (
40) Hydrogenated castor oil 7,0 Ethyl alcohol 39,0 Ferrugic acid 1-ridecane-1-1,0 Fragrance
Appropriate amount Example 26 [Aftershave lotion]
Ethyl alcohol 55.0 (%) Dipropylene glycol 1.0 POE (40
) Hydrogenated castor oil 0.5 (%) Zinc sulfocarbonate 0.2 Pentadecane orotate 1 to 0.3 Purified water
39.5 fragrance
Appropriate amount salicylic acid 0.5 Example 27 [Toothpaste] Calcium phosphate dihydrate 45.0 (%)
Silicic anhydride 2.0 Glycerin 10.0 Sorbyl
10. θ Carboxymethyl cellulose vitamin A1 undecanoate ester 0.3 Vitamin C undecanoate ester 0.5 Sothium lauryl sulfate 1.3 Purified water
28.9 fragrance
1.0 Sweetener Appropriate amount Example 28 [Ointment (medicine)] Vitamin A2 pentadecanoate 1.0 (%) Vitamin B12 heptadecanoate 1.0 (%) Vitamin C-nonadecanoate 1.0 Vitamin E heptadecanoate Ester 0.5β-glycyrrhizic acid 0.5 glutathione
0. IPOE (60) hydrogenated castor oil
8. Opo bi(2) cetyl ether
8.0 Stearyl alcohol 9
．． 7 Propylene glycol 30.0 Glycerin 40.0 Methylparaben 0.1 Propylparaben
0.1 Example 29 [Nutritional drink] Saccharide 6.0 (%) Honey 2.0 Yeast extract 0.5 Citric acid
0.5 Vitamin B2 undecanoate ester 0.01 Vitamin Bsl-lysocanoate 0.01 Vitamin C pentadecanoate 0
．． 01(%) Vitamin E heptadecanoate 0
．． 01 Pan 1 ~ Thenic acid undecanoate 0.01
Nicotinamide 0.02 Ethyl alcohol 1.8 Purified ice
89.1.3 Fragrance
Appropriate amount Example 30 [Vitamin preparation] Pentadecanoate-D-α-tocopherol 90.0 (%
)

Claims (1)

[Claims] (1) A cell activator whose active ingredient is a vitamin or vitamin-like substance containing an odd-numbered fatty acid ester group.