JP3512890B2 - External preparation for preventing skin aging - Google Patents

Description

Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to the moisturizing and
Skin aging prevention effects such as prevention and improvement, prevention and improvement of wrinkle formation
The present invention relates to a skin external preparation excellent in fruit. 2. Description of the Related Art In recent years,
Maintaining healthy and beautiful skin is important for both young and old
Interest. However, the skin is aging and warmer
Degree, humidity, ultraviolet rays, cosmetics, disease, stress, eating habits, etc.
Are affected more subtly by the
Prevents loss of water from the body and controls the constant maintenance of body temperature
Function, physical and chemical stimuli from the outside world and various bacteria
Body protection function, maintain skin elasticity,
Various problems, such as a decline in the functions that determine
Occurs. [0003] Further, as described above, skin troubles
Accompanying environmental changes (seasonal changes, ultraviolet rays, etc.), aging and diseases
Factors inside and outside the body that affect the living body such as changes in physiological functions
In addition to the abnormalities in skin tissue
It is caused by skin thickening and parakeratosis. [0004] To prevent and improve such skin troubles
The main attempt is to apply synthetic or natural moisturizing ingredients.
A method of preventing skin drying with a cloth and increasing the moisturizing ability of the skin,
Methods to improve blood circulation by applying a blood circulation promoter
It has been done. That is, free amino acids, organic acids, urea,
Moisturizers such as inorganic ions and polysaccharides such as hyaluronic acid,
Extract, vitamins and their derivatives, peptides, proteins
Medicated skin external preparations and cosmetics containing liposomes, hydroxy acids, etc.
To prevent and improve the above skin problems
I've been told. However, such components are not suitable for skin.
When used, its effect is low and temporary,
It essentially prevents or ameliorates skin troubles
There was no. On the other hand, wrinkles, one of the skin troubles
Is caused by aging, drying, aging due to ultraviolet rays and the like.
That is, physical and chemical from the outside such as drying and ultraviolet rays
Stimulation changes the surface morphology of the epidermis and ages, diseases, and strikes
Degeneration of tissue in the dermis due to loess, etc., especially collagen fibers
Is greatly lost, resulting in degeneration of the dermis, reduction of subcutaneous adipose tissue, etc.
More aging of the skin, which is mainly due to wrinkle relaxation and loss of elasticity
It causes loss. Conventionally, wrinkles due to such an aging effect are suppressed.
Various compositions and methods to control or treat
Has been proposed (Japanese Patent Laid-Open No. 62-185005,
JP-A-62-502546, JP-A-2-7215
7, JP-A-2-288822, etc.). Only
And all of these have satisfactory wrinkle improvement effects
Was not something. Accordingly, an object of the present invention is to provide a moisturizing effect and a rough skin.
Skin for preventing and improving the effect of wrinkles and preventing and improving wrinkles
To provide a skin external preparation that is excellent in preventing skin aging
You. [0010] Under such circumstances, the present invention
The present inventors have the following general formula (1 ′): [Wherein R ⁷ Is a straight chain having 4 to 40 carbon atoms,
Shows a branched or cyclic saturated or unsaturated hydrocarbon group. R
⁸ , R ⁹ , R ^Ten , R ¹¹ And R ¹² Is a hydrogen atom or
Carbon number which one or more hydroxyl groups may be substituted
Which represents 1 to 10 hydrocarbon groups]
Body or its acid addition salt has the effect of preventing and improving wrinkles and whitening
And found that it had an effect, and filed a patent application earlier
No. 6-40885). However, in recent years, higher skin aging
It is desired to develop a skin external preparation that has a protective effect.
As a result of further studies, the inventors found that the following general formula (1)
The amine derivative or its acid addition salt
If used in combination with an extract of
Has anti-aging effect, especially for prevention and improvement of wrinkle formation
They found that an excellent external preparation for skin could be obtained, and completed the present invention.
Done. That is, the present invention provides the following component (A) and
(B): (A) General formula (1) [Wherein R ¹ May be substituted with a hydroxyl group
Good linear, branched or cyclic carbonization of 1 to 40 carbon atoms
Hydrocarbon having a hydrogen group or a heteroatom having 1 to 5 carbon atoms
R represents a group ^Two , R ^Three , R ^Four , R ^Five And R ⁶ Are the same or different
And a carbon atom optionally substituted with a hydrogen atom or a hydroxyl group
X represents a hydrocarbon group having a prime number of 1 to 20, and X is -O- or -C
O-O- (where the carbonyl group is R ¹ To combine with)
Selected from the amine derivatives represented by
One or two or more, (B) Hamamelis , Choose from Tokyo or Senki
To provide an external preparation for preventing skin aging containing plant extracts
To offer. The component (A) used in the present invention has a general formula
From the amine derivative represented by (1) and its acid addition salt
Is the choice. In the general formula (1), R ¹ Indicated by
Linear, branched or cyclic hydrocarbon having 1 to 40 carbon atoms
Examples of the group include a methyl group, an ethyl group, a propyl group,
Butyl, pentyl, hexyl, heptyl, octyl
Tyl, nonyl, decyl, undecyl, dodecyl
Group, tridecyl group, tetradecyl group, pentadecyl group,
Hexadecyl, heptadecyl, octadecyl,
Nadecyl group, icosyl group, henicosyl group, docosyl group,
Tricosyl, tetracosyl, pentacosyl, hex
Sacosyl group, heptacosyl group, octakosyl group, nonaco
Sil group, triacontyl group, hentriacontyl group, de
Triacontyl group, tritriacontyl group, tetratri
Acontyl group, pentatriacontyl group, hexatria
Contyl group, heptatriacontyl group, octatriako
Ethylene group, nonatriacontyl group, tetracontyl group,
Methyl branched isostearyl group, 2-ethylhexyl group,
2-heptylundecyl group, 5,7,7-trimethyl-
2- (1,3,3-trimethylbutyl) -octyl group,
Alkyl group such as isopropyl group; vinyl group, allyl group,
Butenyl, pentenyl, hexenyl, 9-octa
Alkyl groups such as decenyl group and 9,12-octadecadienyl group
Kenyl group; cyclopropyl group, cyclobutyl group, cyclo
An alicyclic hydrocarbon group such as a pentyl group and a cyclohexyl group;
Phenyl group, naphthyl group, tolyl group, xylyl group, ben
Aromatic hydrocarbon groups such as a jyl group; cholesteryl groups and the like;
Can be These hydrocarbon groups may have one or more hydroxyl groups.
May be substituted with a group such as
For example, hydroxymethyl group, hydroxyethyl group, hydride
Roxypropyl group, hydroxyhexyl group, 2,3-di
Hydroxypropyl group, 2,2-bis (hydroxymethyl
L) -3-hydroxypropyl group, 1,2-hydroxy
And a stearyl group. R ¹ A heteroatom having 1 to 5 carbon atoms represented by
As the hetero atom of the hydrocarbon group having
Examples include a nitrogen atom, a sulfur atom, a phosphorus atom, and a fluorine atom.
Glycosyl groups and hydrocarbons
Ruboxymethyl group, aminocarbonylmethyl group, 1-
(N, N-dimethylamino) ethyl group and the like. R ^Two , R ^Three , R ^Four , R ^Five And R ⁶ Indicated by
Examples of the hydrocarbon group having 1 to 20 carbon atoms include methyl
Group, ethyl group, propyl group, butyl group, pentyl group,
Xyl, heptyl, octyl, nonyl, decyl
Group, undecyl group, dodecyl group, tridecyl group, tetra
Decyl, pentadecyl, hexadecyl, heptade
A sil group, an octadecyl group, a nonadecyl group, an icosyl group,
Methyl branched isostearyl group, 2-ethylhexyl group,
2-heptylundecyl group, 5,7,7-trimethyl-
2- (1,3,3-trimethylbutyl) -octyl group,
Alkyl group such as isopropyl group; vinyl group, allyl group,
Butenyl, pentenyl, hexenyl, 9-octa
Alkyl groups such as decenyl group and 9,12-octadecadienyl group
Kenyl group; cyclopropyl group, cyclobutyl group, cyclo
An alicyclic hydrocarbon group such as a pentyl group and a cyclohexyl group;
Phenyl group, naphthyl group, tolyl group, xylyl group, ben
Aromatic hydrocarbon groups such as a jyl group are exemplified. These hydrocarbon groups may be one or more hydroxyl groups.
May be substituted with a group such as
For example, a hydroxymethyl group, a 2-hydroxyethyl group,
2-hydroxypropyl group, 1,2-dihydroxyethyl
1,2,3-trihydroxypropyl group, 1,
2,3-trihydroxybutyl group, 1,2,3,4-te
Trahydroxybutyl group, 1,2,3,4-tetrahydrido
Roxypentyl group, 1,2,3,4,5-pentahydro
Xypentyl group and the like. Amine derivative (1) used in the present invention
Is synthesized by various known methods. For example,
According to the reaction formula, glycidyl ether or ester derivative
By adding the amine derivative (3) to the compound (2)
Synthesized. Embedded image [Wherein, R ¹ , R ^Two , R ^Three , R ^Four , R ^Five ,
R ⁶ And X have the same meanings as described above.
(1) may be further used, if necessary, with an acid addition salt by a conventional method.
Can be inorganic acids such as hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid
Salt or succinic acid, fumaric acid, hexadecanoic acid, octade
Canic acid, lactic acid, glycolic acid, citric acid, tartaric acid, benzoate
It can be an organic acid salt such as perfumed acid. As the amine derivative of the component (A),
1- (2-hydroxyethylamino) -3-isostea
Ryloxy-2-propanol, 1- (2-hydroxy
Ethylamino) -3- (12-hydroxystearyl o
Xy) -2-propanol, 1- (2-hydroxyethyl)
Ruamino) -3-methyloxy-2-propanol is preferred.
Good. In the present invention, the amine derivative of component (A)
And its acid addition salts may be used alone or in combination of two or more.
It can be used in combination, and its blending amount is not particularly limited.
Not included, but 0.0001 to 10% by weight in the total composition, particularly
0.0001-5% by weight, 0.0001-2% by weight
It is preferable to mix them. Plant extraction of component (B) used in the present invention
Things are Hamamelis , Choose from Tokyo or Senki
Obtained from the plant. As a method for obtaining such plant extracts,
For example, the whole plant of each plant or its leaves, bark, roots, branches,
One or two or more places such as flowers (hereinafter referred to as "the original body")
Dry or pulverized without drying, then warm or warm
Below, extract with solvent or Soxhlet extractor etc.
Can be obtained by extraction using an extraction instrument
You. Here, the solvent used is not particularly limited, for example,
Primary alcohol such as water, methyl alcohol and ethyl alcohol
Coal, propylene glycol, 1,3-butylene glycol
Liquid polyhydric alcohol such as coal, ethyl acetate, etc.
Of lower alkyl esters, benzene, hexane, etc.
Known solvents such as hydrogen, ethyl ether, acetone, etc.
These solvents are used alone or in combination of two or more.
Can be used. In addition, the extraction
Dry powder obtained by drying the exudate can also be used.
You. Specific examples of preferred extraction methods from the drug substance include dry
50 v / v% ethanol 100 per 100 g of dry ground material
0 ml, and extraction was carried out for 3 days while stirring occasionally at room temperature.
U. The obtained extract is filtered, and the filtrate is allowed to stand at 5 ° C. for 3 days.
Then, the mixture is filtered again to obtain a supernatant. Article as above
Use the plant extract obtained in
However, if necessary, treatment such as concentration and filtration was performed.
Can be used. Also, such plant extraction
Commercial products can also be used. As the plant extract of the component (B), one kind may be used alone.
Or two or more kinds can be used in combination.
The amount is not particularly limited, but as a dry solid content,
0.0001 to 20% by weight, especially 0.0001 to 10%
% By weight, more preferably 0.0001 to 5% by weight.
New The external preparation for skin of the present invention may be a drug depending on its form.
Skin preparations and cosmetics. External preparation for medicated skin and
Examples include various ointments containing medicinal ingredients
be able to. Here, an oil base is used as an ointment.
Base oil, water / oil, water / oil type emulsifying base
And any of them. Oil base
There is no particular limitation on, for example, vegetable oil, animal oil,
Oils, fatty acids and natural or synthetic glycerides
Can be Furthermore, there is no particular limitation on the medicinal ingredient.
For example, analgesics, anti-inflammatory agents, antipruritics, disinfectants, astringents,
Agents, hormones, etc. can be used as needed
it can. As cosmetics, various forms, for example,
Water / oil or oil / water type emulsified cosmetics, cream, cosmetic milk
Liquids, lotions, oily cosmetics, packs, lipsticks, foundations
, Skin cleanser, hair tonic, hair styling, hair restoration
It can be used as a skin cosmetic such as an agent and a hair restorer. Use of the external preparation for skin of the present invention as a cosmetic
Is used as a cosmetic ingredient in addition to the essential ingredient.
Oils, surfactants, ceramides, pseudo-ceramides
, Sterols, humectants, UV absorbers, anti-inflammatory agents,
Singlet oxygen scavenger or antioxidant, alcohol, clean
Agent, pH adjuster, preservative, thickener, pigment, fragrance, etc.
Can be combined. The oil agent used here is not particularly limited.
But, for example, isopropyl palmitate, stearic acid
Butyl, isopropyl myristate, diethyl phthalate
, Myristyl lactate, diisopropyl adipate, millimeter
Cetyl stinate, cetyl lactate, 1-isostearoyl-
3-myristoyl glycerol, 2-ethylhexanoic acid
Cetyl, 2-ethylhexyl palmitate, myristic
2-octyldodecyl acid, di-2-ethylhexane
Neopentyl glycolate, 2-octyl oleate
Dodecyl, glycerol triisostearate, di-pa
Lamethoxycinnamic acid-glycol mono-2-ethylhexanoate
Esters such as ril; 2-hexyldecanol, oley
Alcohol, 2-octyldodecanol, bacillal
High-grade alcohol such as coal, cetanol, and stearyl alcohol
Rucol, squalane, liquid paraffin, vaseline, solid
Hydrocarbons such as paraffin; eucalyptus oil, peppermint oil, o
Leave oil, camellia oil, macadamia nut oil, jojoba oil,
Fats and oils such as avocado oil, lanolin, tallow, lard, egg yolk;
Other benzyl alcohol, phenylethyl alcohol
Dextrin palmitate, d-δ-tocopherol
And various silicone derivatives. The surfactant is not particularly limited.
But polyoxyethylene (hereinafter abbreviated as POE)
Castor oil, POE alkyl ether, POE branched alkyl
Ether, POE fatty acid ester, POE glycerin fat
Fatty acid ester, POE sorbitan fatty acid ester, PO
E-sorbitol fatty acid ester, POE hydrogenated castor oil
Alkyl sulfate, POE alkyl sulfate,
Liglycerin fatty acid ester, alkyl phosphate ester
, POE alkyl phosphate, fatty acid alkali gold
Genus salt, sorbitan fatty acid ester, glycerin fatty acid ester
Stele, alkyl polyglucoside, polyethylene glyco
Fatty acid ester, α-monoisostearyl glyceride
Ruether, stearoyl methyl taurine sodium,
POE lauryl ether sodium phosphate, ether modified
Silicone or the like is used. Ceramides are extracted and purified from brain and skin.
Can also be synthesized by chemical methods.
May also be used. As such a synthesis method, for example,
No. 59-7118, WO93 / 22281, etc.
The method described can be used. Ceramides
Particularly preferred as N-oleoyl sulfide
Ingosine, N- (12-hydroxyoctadecanoi
Le) sphingosine, N- (16-hydroxyhexade)
Canoyl) sphingosine, bovine brain ceramide, etc.
You. Further, as pseudo-ceramides, for example,
General formula (4) [Wherein, R ¹³ Is alkyl having 9 to 17 carbon atoms
R represents a group ¹⁴ Represents an alkyl group having 10 to 18 carbon atoms.
Are preferred, for example, those described in
228048, JP-A-63-216852
And the like. Fake
Particularly preferred ceramides include N- (3
-Hexadecyloxy-2-hydroxypropyl) -N-
2-hydroxyethylhexadecanamide, N- (3-he
Xadecyloxy-2-hydroxypropyl) -N-2-
Hydroxyethyldecanamide, N- (3-tetradecylo
(Xy-2-hydroxypropyl) -N-2-hydroxy
Ethyl decanamide is exemplified. Sterols include cholesterol,
Cholesterol derivatives, for example, n-hexade
Cholesteryl monoester senylsuccinate, n-octa
Alkyls such as decenyl succinic acid and cholesteryl monoester
Cholesteryl kenyl succinate; cholesterol cholesterol
Cholesteryl isostearate, 1,2-hydrol
Cholesteryl loxocystearate, dehydrocholesterol
Cholesteryl, lanolin fatty acid, ricinoleate
C12 to C36 such as steryl, preferably C14
~ 28 saturated or unsaturated linear or branched hydrocarbon groups
And cholesteryl esters having the formula: this
Among them, cholesterol, choles alkenyl succinate
Teryl is preferred. Examples of anti-inflammatory agents include glycyrrhizin
Acid and its salts, glycyrrhetinic acid and its salts, epsilon
Aminocaproic acid and its salts, allantoin,
Zozyme, guaiazulene, methyl salicylate, γ-o
Glycanol retinoic acid,
Stearyl tilretate, allantoin, epsilon
Minocaproic acid is preferred. As the singlet oxygen scavenger or antioxidant,
For example, α-carotene, β-carotene, γ-carotene,
Kopin, cryptoxanthin, lutein, zeaxanthi
, Isoseaxanthin, rhodoxanthin, capsanchi
, Crocetin and other carotenoids, 1,4-diazazik
Looctane, 2,5-dimethylfuran, 2-methylfura
2,5-diphenylfuran, 1,3-diphenyli
Sobenzofuran, α-tocopherol, β-tocophero
, Γ-tocopherol, d-tocopherol, hiss
Thidine, tryptophan, methionine, alanine or
Alkyl esters, dibutylhydroxytoluene,
Tylhydroxyanisole, ascorbic acid, tannin
Acid, epicatechin, epigallocatechin, epicatechinga
And tannins such as epigallocatechin gallate;
And flavonoids such as tin. Of these,
Carotene, tocopherol, ascorbic acid, tannin
Acid, dibutylhydroxytoluene, alanine, rutin
Picatechin gallate and epigallocatechin gallate are preferred
New The alcohol is not particularly limited.
But lower alcohols such as ethanol, setano
, Stearyl alcohol, octyldodecanol, etc.
Ethylene is a higher alcohol or polyhydric alcohol.
Recall, diethylene glycol, triethylene glyco
Polyethylene glycols, propylene
Glycol, dipropylene glycol, and more
Lipropylene glycols, 1,3-butylene glycol
Butylene glycol such as 1,4-butylene glycol
Glycerin, diglycerin, and higher polyglycerides
Serines, sorbitol, mannitol, xylitol
And sugar alcohols such as maltitol and glycerin.
Ethylene oxide (hereinafter abbreviated as EO), propylene oxide
Oxide (hereinafter abbreviated as PO) adducts and sugar alcohols
EO, PO adducts, galactose, fructose, etc.
Sugars and their EO, PO adducts, maltose, lactose
And their EO and PO adducts,
Polyoxy such as Tylene methyl glucoside (EO10 or more)
Silalkylene alkyl glycosides are exemplified. The pH adjuster is not particularly limited, but may be water
Sodium oxide, potassium hydroxide, lithium hydroxide, etc.
Metal oxide, triethanolamine, isopropanol
Amines, diisopropanolamine, L-arginine,
Basic amino acids such as L-lysine, urea, ε-aminocap
Lonic acid, sodium pyrrolidonecarboxylate, hydrogen phosphate
Sodium, sodium citrate, citric acid, lactic acid, coco
Succinic acid, tartaric acid and the like. The pH of the composition is in the range of 4-10
It is desirable that The external preparation for skin of the present invention comprises the above component (A) and
And component (B) and optional components are mixed according to a conventional method.
It can be manufactured by the following. The external preparation for skin of the present invention comprises the component (A)
Specific plant comprising a min derivative or an acid addition salt thereof and component (B)
By using in combination with the extract, extra high moisturizing and skin
Prevention and improvement of roughness, skin aging such as prevention and improvement of wrinkle formation
The effect of prevention can be obtained. In particular, prevention of wrinkle formation
・ Skin for preventing and improving wrinkle formation as it has an excellent improvement effect
It is suitable as an external preparation. EXAMPLES The present invention will be specifically described below with reference to examples.
However, the present invention is in no way limited by these.
There is no. Production Example 1 (Production of Hamamelis Extract) 100 g of dried and ground Hamamelis leaves and bark was
Add 1000 ml of 50% v / v ethanol and add at room temperature
Extract for 3 days with stirring. Filter the resulting extract
The filtrate was allowed to stand at 5 ° C. for 3 days, and then filtered again.
A clear and hamamelis extract was obtained. Production Example 2 (Production of button extract) In Production Example 1, instead of dried and ground Hamamelis,
Except for using the dried and ground material of button bark,
Similarly, a button extract was obtained. Production Example 3 (Production of Ginger Extract) In Production Example 1, instead of dried and ground Hamamelis,
Production Example 1 except that a dried and ground ginger rhizome was used.
In the same manner as in the above, a ginger extract was obtained. Production Example 4 (Production of Senxi Extract) In Production Example 1, instead of the dried and ground Hamamelis,
Production Example 1 except that a dry and crushed whole plant of Senxi was used.
In the same manner as in the above, a senxi extract was obtained. These extracts
Is manufactured to have a dry solid content of 0.1-20%.
Shall be taken. Example 1 An O / W cream having the composition shown in Table 1 was produced by the following method.
And their skin aging prevention effects are as follows:
Tested well. Table 3 shows the results. [Table 1] * 1: In the general formula (1), R ¹ = Isostearyl group (emery type) R ^Two = -CH _Two CH _Two OH, R ^Three = R ^Four = R ^Five = R ⁶ = H, X = -O- * 2: Silicone KF-96A (6cs), manufactured by Shin-Etsu Chemical Co., Ltd. * 3: N- (2-hydroxy-3-hexadecyloxypropyl) -N-2-hydroxyethylhexa Decanamide [In the general formula (4), R ¹³ = C ₁₅ H ₃₁ , R ¹⁴ = C ₁₆ H ₃₃ * 4: Hamamelis extract (Production Example 1: dry solid content 1.0%) * 5: Ginger extract (Production Example 3: dry solid content 2.0%) * 6: Senxy extract (Production Example 4) (Dry solid content: 0.5%) (Production method) Oil phase components [(1) to (10) and
(13) to (15)] heated and dissolved at 80 ° C.,
Aqueous phase component heated to 80 ° C. with stirring [(11) to
(12), (16) to (19) and (21)]
After emulsification, the mixture was stirred and cooled to 50 ° C., and then (20) was
In addition, cool to room temperature while further stirring, and
I got it. (Test Method) The skin becomes rough on the cheeks in winter.
O / W with 10 women aged 20 to 50
Apply cream for 2 weeks. After two weeks of application
On the day, the following items were tested. (1) Skin conductance: 37 ° C. hot water
After washing your face in a room with a temperature of 20 ° C and a humidity of 40% for 20 minutes
After resting, the water content of the stratum corneum is determined by skin conductor
It was measured with a Smeter (manufactured by IBS). Skin conductor
The smaller the value of the closet value, the more the skin becomes rough. Result is
The average value was shown. (2) Roughness score: Roughness is visually observed.
However, it was determined according to the criteria shown in Table 2 below. Score is average
Indicated by value. [Table 2] (3) Wrinkle improvement effect: by UV-B irradiation
Amine derivatives and planting on wrinkles formed in hairless mice
Of hair extract: hairless mouse (HR / ICR, experiment
At the age of 9 weeks at the start), six 20SE Toshiba Health Line lamps
UVB light was applied three times a week. Energy amount is T
UV-Radiomet manufactured by OKYOOPTICAL
er Measured using UVR-305 / 365D. 1
The irradiation amount per time is 1 MED or less, and 0.28 mW / cm ^Two D
The energy was 65 mJ. The irradiation period is 20 weeks.
Make sure wrinkles are formed on the back of Ares Mouse
After that, the animals were divided into groups of eight, and the O / W cream was
It was applied for 6 weeks. After application, check the degree of wrinkles with the naked eye.
Evaluation was made according to the standard (wrinkle index) described above, and the average value was shown. (Wrinkle Index Evaluation Criteria) 1: Wrinkles completely disappear. 2: I do not know whether there are wrinkles or not. 3: There are some wrinkles. 4: There are very wrinkles. [Table 3] Example 2 A sunscreen cream having the following composition was prepared by the following method.
Made from The resulting cream has an anti-aging effect on the skin
It was excellent. (Table 4) (Composition) (% by weight) (1) Amine derivative ^{* 7} 0.1 (2) Silicon-coated zinc oxide 7.0 (3) 2-Ethylhexyl p-methoxycinnamate 2.0 (4) Vitamin E acetate 0.2 (5) Cholesteryl isostearate 1.5 (6) Poly Ether-modified silicone ^{* 8} 2.5 (7) Methyl polysiloxane ^{* 9} 6.0 (8) Cyclic silicone ^*Ten 12.0 (9) Magnesium sulfate 0.7 (10) Stearyl glycyrrhetinate 0.1 (11) Pseudoceramides ^{* 3} 3.0 (12) Hamamelis extract ^*Four 0.5 (13) Glycerin 3.0 (14) Preservative Appropriate amount (15) Purified water balance * 7: In general formula (1), R ¹ = 12-hydroxystearyl group, R ^Two = -CH _Two CH _Two OH, R ^Three = R ^Four = R ^Five = R ⁶ = H, X = -O- * 8: Silicone KF-6015 (Shin-Etsu Chemical Co., Ltd.) * 9: Silicone KF-96A (6cs) (Shin-Etsu Chemical Co., Ltd.) * 10: Silicone SH-244, SH-245 Or a 3: 2 (weight ratio) mixture of SH-244 and SH-245 (manufactured by Dow Corning Toray Silicone Co., Ltd.) (Production method) Oil phase components [(1) to (7) and
(10)-(11)] heated and dissolved at 80 ° C.
The aqueous phase components [(9) and (12) to (15)] are made uniform.
After stirring and cooling to 50 ° C, (8) is homogenized.
To obtain a moisturizing sunscreen cream. Example 3 A sunscreen cream having the following composition was prepared in Example 2.
It was manufactured in the same manner as described above. The resulting cream is skin aging resistant
It was excellent in stopping effect. (Composition) (% by weight) (1) Amine derivative ^{* 7} 0.1 (2) Silicon-coated zinc oxide 7.0 (3) 2-Ethylhexyl p-methoxycinnamate 2.0 (4) Ascorbic acid 0.5 (5) Cholesterol 1.0 (6) Polyether-modified silicone ^{* 8} 2.5 (7) Methyl polysiloxane ^{* 9} 6.0 (8) Cyclic silicone ^*Ten 12.0 (9) Magnesium sulfate 0.7 (10) Allantoin 0.1 (11) Pseudoceramides ^{* 3} 3.0 (12) Button extract ^{* 11} 0.5 (13) Hamamelis extract ^*Four 0.5 (14) Glycerin 3.0 (15) Preservative Appropriate amount (16) Purified water Remaining amount * 11: Button extract (Production example 2: dry solid content 0.5%) Example 4 Producing the moisturizing essence of the composition shown by the following method
did. The resulting moisturizing essence is excellent in preventing skin aging
Was to be done. Table 6 (Composition) (% by weight) (1) Amine derivative ^{* 12} 0.1 (2) Polyoxyethylene (40) hydrogenated castor oil 1.0 (3) Hamamelis extract ^*Four 0.2 (4) urea 1.0 (5) ε-aminocaproic acid 0.3 (6) sodium monohydrogen phosphate 0.75 (7) citric acid 0.25 (8) glycerin 10.0 (9) ethanol 4.0 (10) Carboxyvinyl polymer ^*13 1.5 (11) Potassium hydroxide 0.45 (12) Preservative appropriate amount (13) Purified water balance * 12: In general formula (1), R ¹ = CH _Three -, R ^Two = -CH _Two CH _Two OH, R ^Three = R ^Four = R ^Five = R ⁶ = H, X = -O- * 13: Carbopol 941 (manufactured by BF Goodrich Chemical) [Production method] (1) to (9), (12), (1)
3) Uniformly dissolve and stir, add (10) and uniformly disperse
Sprinkle. Add (11) to get moisturizing essence
Was. Example 5 A moisturizing essence having the following composition was prepared in the same manner as in Example 4.
Manufactured. The obtained essence is effective in preventing skin aging
It was excellent. Table 7 (Composition) (% by weight) (1) Amine derivative ^{* 12} 0.1 (2) Polyoxyethylene (40) hydrogenated castor oil 1.0 (3) Hamamelis extract ^*Four 0.2 (4) Button extract ^{* 11} 0.2 (5) Urea 1.0 (6) Dipotassium glycyrrhizinate 0.3 (7) Sodium monohydrogen phosphate 0.75 (8) Citric acid 0.25 (9) Glycerin 10.0 (10) Ethanol 4 0.0 (11) Xanthan gum ^*14 2.0 (12) Preservatives Appropriate amount (13) Remaining purified water * 14: Xanthan gum (manufactured by Taiyo Kagaku) Example 6 Production of an oily foundation cream having the following composition
did. The obtained foundation cream is used to prevent skin aging
It was excellent in stopping effect. (Composition) (% by weight) (1) Amine derivative ^{* 15} 0.2 (2) Silicon-coated zinc 5.0 (3) 2-Ethylhexyl p-methoxycinnamate 3.0 (4) Cholesteryl isostearate 3.0 (5) Polyether-modified silicone ^{* 16} 3.0 (6) Methyl polysiloxane ^{* 17} 5.0 (7) Cyclic silicone ^{* 18} 10.0 (8) Neopentyl glycol dicaprate 2.0 (9) Glycerin 2.0 (10) Titanium oxide 3.0 (11) Sericite 2.0 (12) Talc 3.0 (13) Bengala 05 (14) Yellow iron oxide 0.10 (15) Black iron oxide 0.05 (16) Hamamelis extract ^*Four 0.2 (17) Appropriate amount of preservative (18) Perfume Appropriate amount (19) Remaining purified water * 15: In general formula (1), R ¹ = Isostearyl group (emery type) R ^Two = H, R ^Three = R ^Four = R ^Five = R ⁶ = H, X = -CO-O- * 16: Silicone KF-6015 (Shin-Etsu Chemical Co., Ltd.) * 17: Silicone KF-96A (6cs) (Shin-Etsu Chemical Co., Ltd.) * 18: Silicone SH-244, SH -245 or a 3: 2 (weight ratio) mixture of SH-244 and SH-245 (manufactured by Dow Corning Toray Silicone Co., Ltd.)
(8)] was heated and dissolved at 80 ° C. while stirring.
Aqueous phase components heated to 80 ° C. [(9), (16), (1
After emulsification by adding 7) and (19)], the mixture is stirred to 50 ° C.
After cooling with stirring, (7), (10) to (15) and (18) were added.
Cool to room temperature with stirring
I got a cream.

Continuation of the front page (72) Inventor Ichiro Sugai 2-11-29-214 Higashinakayama, Funabashi City, Chiba Prefecture (72) Inventor Ritsuko Toyoda 1926-55, Hirayamacho, Midori-ku, Chiba City, Chiba Prefecture -92055 (JP, A) JP-A-6-40885 (JP, A) JP-A-1-199916 (JP, A) JP-A-5-139950 (JP, A) JP-A-5-262635 (JP, A) JP-A-60-258104 (JP, A) JP-A-63-57510 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) A61K 7/00

Claims (1)

(57) [Claim 1] The following components (A) and (B): (A) General formula (1) [Wherein R ¹ has 1 carbon atom which may be substituted with a hydroxyl group.
A linear, branched or cyclic hydrocarbon group having from 40 to 40 or a hydrocarbon group having a heteroatom having 1 to 5 carbon atoms;
² , R ³ , R ⁴ , R ⁵ and R ⁶ are the same or different and each have 1 to 20 carbon atoms which may be substituted with a hydrogen atom or a hydroxyl group.
Wherein X represents -O- or -CO-O- (wherein the carbonyl group is bonded to R ¹ ), and one or two selected from an acid addition salt thereof. seed or, (B) hamamelis, shea Youkyou and preventing external preparation of skin aging comprising an extract of a plant selected from Senkishi.