JPH08175961A - Dermatic external agent composition - Google Patents

Abstract

PURPOSE: To provide a dermatic external agent composition containing an oxidized CoA, a polyhydric alcohol, a nonionic surfactant and a fatty acid ester and useful as a skin cosmetic to prevent the aging of skin. CONSTITUTION: This external agent composition contains (A) 0.001-5wt.% of an oxidized CoA (coenzyme A) and/or its salt (e.g. disodium salt of oxidized CoA), (B) 0.5-30wt.% of a polyhydric alcohol having two OH groups in one molecule (e.g. 1,3-butylene glycol), (C) 0.1-20wt.% of a nonionic surfactant having an HLB of 3-19 (e.g. polyoxyethylene(40) monostearate) and (D) 0.1-20wt.% of a 8-40C fatty acid ester (e.g. isopropyl palmitate). The external application of the agent to the skin induces effective penetration of the physiologically active oxidized CoA through the horny layer barrier to activate the keratinized cell, fibroblast cell, etc., prevent the aging such as wrinkling of the skin and impart the skin with smoothness and moistness.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a skin external preparation composition which is useful as a skin cosmetic such as a cosmetic cream or a beauty essence which prevents aging of the skin such as wrinkles and gives a smooth and moist skin. It is about.

[0002]

2. Description of the Related Art CoA (coenzyme A, coenzyme A) and its salts have already been reported as components having an effect of activating skin cells, promoting metabolism, wound healing effect and the like, and having an excellent effect of preventing skin aging. (Japanese Patent Laid-Open No. 50-31051). However, CoA and its salts are unstable in the formulation, and when these are incorporated into cosmetics, there is a problem that they adversely affect other components such as deterioration in color tone. Therefore, the stabilization was investigated, and the oxidized CoA synthesized by the oxidation reaction of CoA and its salt shows high stability in the formulation, and has the effect of improving wound healing, fine wrinkles, skin gloss and texture, etc. Was found (JP-A-2-49729). However, since the transdermal absorbability of oxidized CoA is insufficient, it cannot be said that the effect of improving fine wrinkles, skin gloss, texture, etc. is still sufficient.

[0003]

SUMMARY OF THE INVENTION Therefore, the present invention provides an oxidized Co having a physiological effect when applied externally to the skin.
It is an object of the present invention to provide a skin external preparation composition that effectively permeates the stratum corneum barrier and activates keratinocytes, fibroblasts, etc., to exert an excellent anti-aging effect on skin. .

[0004]

SUMMARY OF THE INVENTION The present invention is directed to oxidized CoA.
Based on the finding that when a specific polyhydric alcohol, a specific nonionic surfactant, and a specific fatty acid ester are used in combination with the salt and / or salt thereof, the effect of the oxidized CoA as an active ingredient is improved. It was done. That is, the present invention provides a skin external preparation composition containing the following components [A] to [D]. [A] Oxidized CoA and / or salt thereof [B] Polyhydric alcohol having two hydroxyl groups in the molecule [C] HLB nonionic surfactant in the range of 3 to 19 [D] carbon number of 8 to 40 fatty acid ester The oxidized CoA of the component [A] used in the present invention is represented by the general formula [I], and as its salt, sodium salt, lithium salt, potassium salt forming a metal salt of the phosphate group, Examples thereof include metal salts such as calcium salt, magnesium salt and zinc salt. Specifically, a disodium salt of oxidized CoA,
Tetrasodium salt Hexasodium salt, hexapotassium salt, tetralithium salt, dicalcium salt, dimagnesium salt, dizinc salt and the like are exemplified.

[0005]

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The polyhydric alcohol having two hydroxyl groups in the molecule which is the component [B] used in the present invention is preferably a glycol having 2 to 6 carbon atoms, specifically ethylene glycol, propylene glycol, 1,3-butylene glycol, dipropylene glycol, 3-methyl-1,3-butylene glycol, 2-methyl-2,4-
Pentanediol etc. are illustrated. These can be used alone or as a mixture of two or more. As the nonionic surfactant having HLB in the range of 3 to 19 which is the component [C] used in the present invention, for example, one or a mixture of two or more of the surfactants listed in i) to iii) below is used. It is preferable.

I) 2 to 50 mol of ethylene oxide added to an alcohol, alkylphenol or fatty acid having 6 to 30 carbon atoms. ii) An ester of glycerin, sorbitan, sorbit, trimethylolpropane, sucrose, hydroxy fatty acid glyceride or an ethylene oxide 2 to 100 mol adduct with a fatty acid having 6 to 24 carbon atoms. iii) 2 to 100 mol of ethylene oxide adduct of glyceride. Among these, the surfactant i) has a carbon number of 8 to 2
4 alcohols (which may be linear, branched, saturated or unsaturated), alkylphenols (which may be linear or branched), fatty acids (which may be linear, branched, saturated or unsaturated) Particularly preferred is an ethylene oxide 2 to 40 mol adduct. Further, as the surfactant ii),
Glycerin, sorbitan, sorbit, trimethylolpropane, sucrose, hydroxy fatty acid glyceride or ethylene oxide 2 to 60 mol adduct and fatty acid having 8 to 18 carbon atoms (straight chain, branched chain, saturated,
It may be unsaturated. With) are particularly preferred. Examples of the hydroxy fatty acid glyceride include castor oil and hydrogenated castor oil.

Further, the surfactant iii) is preferably an ethylene oxide 2 to 60 mol adduct of glyceride. Here, as the glyceride, palm oil, peanut oil, castor oil, beef tallow oil, and the like, and hydrogenated castor oil further hydrogenated to these animal and plant derived glycerides,
Hardened tallow oil and the like can also be used. Specific examples of the component [C] are shown below (POE represents polyoxyethylene. The same applies hereinafter) i) POE capryl ether, POE lauryl ether, POE cetyl ether, POE stearyl ether, POE behenyl ether, POE Isocetyl ether, POE isostearyl ether, POE decyl tetradecyl ether, POE oleyl ether, POE octyl phenyl ether POE nonyl phenyl ether, POE dodecyl phenyl ether, polyethylene glycol monocaprylate, polyethylene glycol monolaurate, polyethylene glycol monostearate, Polyethylene glycol monoisostearate, polyethylene glycol monooleate, polyethylene glycol dilaurate, polyethylene distearate Glycol, polyethylene glycol diisostearate, polyethylene glycol dioleate,

Ii) Glycerin monolaurate, glyceryl monostearate, glyceryl monoisostearate, glyceryl monooleate, glyceryl distearate, monolauric acid POE glycerin, monostearic acid POE glycerin, monooleic acid POE glycerin, distearic acid POE glycerin, Glycerol dioleate, POE glycerin dioleate, POE glycerin trimyristate, POE glycerin tristearate, POE glycerin triisostearate, POE glycerin trioleate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, monooleate Sorbitan, POE sorbitan monolaurate, POE sorbitan monostearate, P monooleate E sorbitan, sorbitan sesquioleate, POE sorbitan triisostearate, POE sorbitan trioleate, POE sorbit monolaurate, POE sorbit monopalmitate, POE sorbit hexastearate, POE sorbit monoisostearate, POE sorbit monooleate, tetra Oleic acid POE sorbit, tri (POE myristic acid) trimethylolpropane, tri (POE stearic acid) trimethylolpropane, tri (POE distearic acid) trimethylolpropane, tri (POE isostearic acid) trimethylolpropane, monolauric acid POE cured castor Oil, hydrogenated castor oil monostearate, castor oil monoisostearate, POE hydrogenated coconut oil triisostearate,

Iii) POE castor oil, POE palm oil, P
OE hydrogenated castor oil and POE hydrogenated beef tallow. The component [D] used in the present invention is a fatty acid ester in which the total number of carbon atoms in the fatty acid residue and the alkyl group is 8 to 40. Among them, the fatty acid ester with a monohydric alcohol or a dihydric alcohol preferably has a total carbon number of 10 to 36, and the fatty acid residue is particularly a linear saturated fatty acid residue, a dibasic acid residue or a double acid residue. It is preferably an unsaturated fatty acid residue having 1 to 3 bonds, and the alcohol residue is a linear or branched alcohol residue. Specifically, hexyl laurate, isopropyl myristate,
Butyl myristate, octyldodecyl myristate,
Isopropyl palmitate, isocetyl palmitate,
Isocetyl stearate, octyl isopalmitate,
Ethyl isostearate, diisopropyl adipate,
Examples thereof include diethyl sebacate, ethyl oleate, decyl oleate, methyl linoleate, methyl ricinoleate, ethylene glycol dimyristyl ester, and the like, or a mixture of two or more thereof.

The external preparation for skin of the present invention has the above-mentioned [A].
~ As long as it contains the component [D], its content can be arbitrary, but in the composition for external use for skin, the component [A] is preferably 0.001 to 5.0% by weight, more preferably
It is 0.01 to 2.0% by weight. The content of the component (B) in the composition is preferably 0.5 to 30% by weight, more preferably 1
-20% by weight. The content of the component (C) in the composition is preferably 0.1 to 20% by weight, more preferably 0.2.
10 to 10% by weight. The content of the component [D] in the composition is preferably 0.1 to 20% by weight, more preferably 0.2.
10 to 10% by weight.

In addition to the above-mentioned essential components, the external preparation for skin of the present invention also contains other additional components such as vitamins A, vitamin B ₆ , vitamin C, vitamin E, pantothenic acid, and vitamins such as biotin. And their derivatives, amino acids such as methionine, cysteine, cystine and tyrosine, salicylic acid, hinokitiol, resorcin, trichlorocarbanilide, fungicides such as isopropylmethylphenol, hormones such as ethinyl estradiol and estrone, seaweed, aloe, jujube. Extracts from fruits, sesame, etc. can be added. Further, oils, moisturizers, lower alcohols, thickeners, antioxidants, anti-UV agents, chelating agents, sensation imparting agents, pH adjusting agents, preservatives,
Raw materials that are usually used in cosmetics such as fragrances and pigments can be blended. The external preparation for skin of the present invention can be widely used in various forms such as various cosmetic creams, emulsions, lotions, beauty liquids, packs, undermake-ups, foundations, gels and ointments.

[0013]

INDUSTRIAL APPLICABILITY According to the present invention, when applied externally to the skin, oxidized CoA and its salts, which have physiological effects, efficiently permeate the stratum corneum barrier and activate keratinocytes / fibroblasts. It is possible to provide a skin external preparation composition that exhibits an excellent effect of preventing skin aging and is highly safe for the skin. Next, the present invention will be described with reference to examples.

[0014]

【Example】

Example 1 A skin external preparation composition containing 0.5% by weight of oxidized CoA.6Na and the components shown in Table 1 and the balance being water was prepared, and its transdermal absorbability was measured by the following method. The permeation amount was determined as a relative value when the skin permeation amount of an aqueous solution containing only 0.5% by weight of oxidized CoA.6Na was 1. Method for measuring skin permeation amount The back skin of a hairless mouse (Hos: hr-1, female) was cut off and fixed between the donor and reservoir of a vertical diffusion cell with the epidermis side facing up. Next, fill the reservoir side with Ringer's solution, then at 37 ° C with stirring.
Then, 50 mg of each composition shown in Table 1 was added to the skin on the donor side. After that, a part of the Ringer's solution was sampled over time to obtain the oxidized C in the Ringer's solution.
The oA was measured by high performance liquid chromatography to evaluate the transdermal absorbability of oxidized CoA in various compositions. The measurement results after 24 hours are shown in Table-1. The results are shown as relative values with the transmittance of only the [A] component as 1. In addition, the compounding amount in the composition is shown by weight% (hereinafter the same).
Further, in Table-1, POE represents polyoxyethylene,
The numbers in parentheses indicate the average number of moles of ethylene oxide added (the same applies hereinafter).

[0015]

[Table 1] Table-1  The present invention comparative example1 2 3 4 1,3-Butylene glycol 10 0 10 10 Glycerin 10 Sorbitan monostearate 3.0 3.0 0 3.0 3.0 POE (40) monostearate 1.5 1.5 0 1.5 1.5 Isopropyl palmitate 2 2 2 0 2 Skin penetration (relative value) 89.4 2.1 1.7 13.7 2.6

From the results shown in Table-1, [A], [B], and [C]
It is understood that the percutaneous absorbability is remarkably improved only when the component (D) and the component (D) are used in combination. Example 2 A skin external preparation composition containing 2% by weight of oxidized CoA.4Li and the components shown in Table 2 and the balance being water was prepared, and its transdermal absorbability was determined by the same method as in Example 1. The skin permeation amount was determined as a relative value when the skin permeation amount of an aqueous solution containing only 2% by weight of oxidized CoA.4Li was set to 1.

[0017]

[Table 2] Table-2 Invention Comparative Example 1 2 3 Propylene Glycol 3 0 3 3 Dipropylene Glycol 12 0 12 12 Glyceryl Monostearate 1 1 0 1 POE (40) Hardened Castor Oil 5 5 0 5 Ethyl Oleate 1 1 1 0 Skin Permeation Amount (relative Value) 114.7 1.8 1.2 21.6

From the results shown in Table 2, [A], [B] and [C]
It is understood that the percutaneous absorbability is remarkably improved only when the component (D) and the component (D) are used in combination. Example 3 Components 1 to 4 shown in Table 3 were heated and dissolved at 70 ° C. On the other hand, components 5 to 12 were heated and dissolved at 70 ° C., the above-mentioned oil and fat solution (components 1 to 4) was added and emulsified, and then component 13 was added during cooling and cooled to room temperature. The emulsion shown was prepared. The effectiveness of the emulsion thus prepared was evaluated as follows. Twenty women aged 35 to 55 were selected twice a day (morning and night) for 3 consecutive months, and the comparative example of the present invention was used on the left and right faces separately by the half-face method to improve fine lines. The degree and improvement of skin gloss and fineness were examined. The results are shown in Table-4.

Table 3 Components Table 3 Composition of the present invention Comparative Example 1 Liquid paraffin (# 70) 10.0 10.0 2 Ethyl isostearate 2.0 2.0 2.0 3 POE (2) nonylphenyl ether 0.5 0. 5 4 POE (20) Stearyl ether 1.0 1.0 5 Oxidized CoA 0.1 0.1 6 Propylene glycol 3.0 0 7 1,3-butylene glycol 7.0 0.8 Carbopol 941 ^* 0.1 0.1 9 Triethanolamine 0.2 0.2 10 Propylparaben 0.1 0.1 11 Methylparaben 0.1 0.1 12 Purified water Balance Balance 13 Perfume Trace amount * Carboxy polymer (Molecular weight 1 million to 1.5 million)

[0019]

[Table 4] Table-4 Evaluation Result The present invention is equivalent to the present invention. Comparative example is good. Comparative example is good. Fairly good. Fairly good. Fine wrinkle improvement 6 8 5 10 0 ──────────────────── ──────────────── Improvement of gloss and texture of the skin 8 7 4 10 0 From the results of Table 4, the product of the present invention is markedly improved in wrinkles as compared with the comparative example. The effect and the effect of improving skin gloss and fineness were shown. Example 4 Components 1 to 10 shown in Table 5 and components 11 to 13 were separately mixed and dissolved, and then the solutions of components 11 to 13 were added and emulsified while stirring the solutions of components 11 to 13. rear,
While cooling, add component 14 on the way and cool to room temperature.
The creams shown in Table-5 were prepared. The effectiveness of the cream thus prepared was evaluated as follows. Three
Thirty men aged 5 to 60 years were selected, and during the period from autumn to winter, when the lower leg is liable to have rough skin, the product of the present invention and Comparative Example were used twice a day (morning and night) for 4 consecutive weeks, and then roughened. The degree of improvement was investigated. The results are shown in Table-6.

[Table 5] Table-5 Component Inventive product Comparative Example 1 Liquid paraffin (# 70) 4.0 4.02 Squalane 15.0 15.0 3 Cetostearyl alcohol 2.0 2.0 4 Beeswax 2.0 2.0 5 Palmitic acid Cetyl 2.0 0 6 Isopropyl linoleate 2.0 0 7 Glycerine monostearate 2.0 2.0 8 POE (20) sorbitan monolaurate 2.0 2.0 9 Butylparaben 0.1 0.1 10 10 Ethyl Paraben 0.1 0.1 11 Oxidized CoA.2Na 0.1 0.1 12 Propylene glycol 5.0-13 Purified water balance Balance 14 Perfume Trace amount Trace amount

[0020]

[Table 6] Table-6 Evaluation Result The present invention is equivalent to the present invention Comparative example is good Comparative example is good Fairly good is good Improvement of rough skin 9 12 6 3 0 ───────────────────── ──────────────── From the results of Table-6, it can be seen that the product of the present invention exhibits a remarkable effect of improving rough skin, as compared with the comparative example. Example 5 Components 1 to 4 and 5 to 10 shown in Table 7 were separately dissolved,
A beauty liquid was prepared by mixing. The effectiveness of the beauty essence thus prepared was examined in the same manner as in Example 3. The results are shown in Table-8.

[Table 7] Table-7 Component Inventive product Comparative Example 1 Oxidized CoA.6Li 5.0 5.0 2 Dipropylene glycol 15.0 15.0 3 Carboxyvinyl polymer 0.5 0.5 4 Purified water Balance Balance 5 Ethanol 10.0 10 0.06 POE (40) hydrogenated castor oil 0.50 7 diisopropyl adipate 0.5 0 8 dl-α-tocopherol acetate 0.2 0.2 9 methylparaben 0.1 0.1 10 perfume trace amount trace amount

[0021]

[Table 8] Table-8 Evaluation Result The present invention is equivalent to the present invention. Comparative example is good. Comparative example is good. Fairly good. Good is good . Improvement of fine wrinkles 11 8 1 0 0 ───────────────────── ──────────────── Improves the luster and texture of the skin 10 8 1 1 0

Claims (1)

[Claims] 1. A skin external preparation composition comprising the following components [A] to [D]. [A] Oxidized CoA and / or salt thereof [B] Polyhydric alcohol having two hydroxyl groups in the molecule [C] HLB nonionic surfactant in the range of 3 to 19 [D] carbon number of 8 to 40 fatty acid esters