CN101484128A - Composition comprising at least one c-glycoside derivative and at least one hyaluronic acid and its cosmetic use - Google Patents

Composition comprising at least one c-glycoside derivative and at least one hyaluronic acid and its cosmetic use Download PDF

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CN101484128A
CN101484128A CNA2007800253662A CN200780025366A CN101484128A CN 101484128 A CN101484128 A CN 101484128A CN A2007800253662 A CNA2007800253662 A CN A2007800253662A CN 200780025366 A CN200780025366 A CN 200780025366A CN 101484128 A CN101484128 A CN 101484128A
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skin
compositions
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L·比塞
J·拉布罗
J·塞内
S·索赛
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LOreal SA
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Abstract

The present invention relates to a topical cosmetic and/or dermatological composition comprising, in a physiologically acceptable medium, at least one hyaluronic acid or a derivative thereof and at least one C-glycoside derivative.

Description

Comprise at least a C-glycosides derivatives and at least a hyaluronic compositions and beautifying use thereof
Technical field
The present invention relates to the nursing field of skin and/or its adnexa (annexes).
A theme of the present invention is sick the learning and/or cosmetic composition of local skin that can accept to comprise in the medium at least a hyaluronic acid or derivatives thereof and at least a C-glycosides derivatives the physiology.
The invention still further relates to and be used to improve the skin of barrier (barriere) function and/or the beauty curing of its adnexa, comprise that at least one is applied to step on the skin with at least a compositions as defined above.
Especially, compositions of the present invention is used to improve the barrier function of skin.Therefore it can be used for the moisture supply of skin, the nan orelief that improves the skin pliability, improves and/or alleviate skin and antagonism signs of skin aging.
Background technology
Application on human skin is by two parts (compartiments), and promptly deep branch (corium) and surface portion (epidermis) constitute.
Corium provides solid carrier for epidermis.It also is the trophism unit of epidermis.It mainly is made of fibroblast and extracellular matrix, and extracellular matrix itself mainly is made of collagen, elastin laminin and so-called basic substance, and these components are synthetic by fibroblast.In corium, also find leukocyte, mastocyte or tissue macrophages.It also contains blood vessel and nerve fiber.
Epidermis contacts with external environment condition.
Born people's epidermis is mainly by three class cellularities, and they are the keratinocyte that accounts for very big part, melanocyte and Langerhans cell.
Delimitate for the cell that constitutes epidermis in iuntercellular lipid territory.
These cell types are that the basic role that skin plays in organism is made contributions by himself function separately.Especially, keratinocyte is through continuous and directed maturation process, it is begun by the keratinocyte that is arranged in stratum basale, causes forming horn cell (corn é ocytes), and this is the dead cell by the complete keratinization that constitutes at its keratinocyte that breaks up whole latter stage.
In atomization, phospholipid (its role is to produce the fluidic structures of cell membrane of the active layer of epidermis) is gradually by the mixture replacing that mainly is made of fatty acid, cholesterol and sphingolipid (ceramide).Form binding agent in the cell of horny layer (stratum corneum) with these lipids of specific stratiform liquid crystalline phase tissue and be necessary the water exchange and the barrier function of epidermis.Therefore, the layer structure of the lipid in the lipid territory of horn cell and epidermis has participated in epidermal barrier function.
Therefore skin has constituted antagonism outside invasion and attack, particularly chemistry, machinery or has infected the barrier of invasion and attack, and in this respect, take place therein some to environmental factors (weather, ultraviolet, Nicotiana tabacum L. etc.) and/or outer biological defense reaction as microorganism.
This character that is known as barrier function is mainly by the top layer of epidermis, and promptly being known as cuticular cuticular layer provides.
Be clear that the balance of mucosa and skin barrier and quality depend on the complicated endogenous biomechanism that relates to many somatomedin, bonding molecule, hormone and lipid metabolism enzyme.
Therefore, the damage of skin barrier can stimulus object (detergent, acid, alkali, oxidant, Reducing agent, concentrated solvent, toxic gas or smog), mechanical load (tear on friction, impact, abrasion, surface, the projection of dust or particle, shave or defeathering), heat or weather unbalance (cold, dry, radiation), outside generation in the presence of the inside invasion and attack of the outside invasion and attack of biological (undesirable microorganism, anaphylactogen) type or psychological stress type.
The people that this damage of the barrier function that outside invasion and attack cause relates more specifically to can be as follows:
-have in temperature or relative humidity the what is called " fragility " of rapid imbalance in the big process that changes or people's (for example situation of infant skin) of " sensitivity " and easy injured skin are taken place;
-having the people of what is called " fragilityization " skin, this has gathered especially
The people that-protectiveness water-lipid film of wherein being made of antiperspirant, sebum and the natural moisture supply factor weakens, as surpassing 60 years old, the people's of old (at least 75 years old) situation particularly;
-the people that changes of the composition of water-lipid film wherein is as diabetes patient, the people who dialyses or suffer from people's the situation of some disease;
-have a people of the reactive threshold value of reduction owing to hyperneuria; These skins therefore skin than other type are much rapid and frequent as to show these sensation and these clinical signs: these are to have sensitive-skinned people.
Can also mention people, as skin through shaving with " by attacking " skin.
The skin barrier function damage can be presented as especially that moisture supply problem, skin pliability are lost, colour of skin glossiness is impaired, the appearance of pachylosis, and more generally is presented as the appearance of signs of skin aging.
Therefore managing to improve epidermal differentiation is desirable to strengthen skin barrier function.
Especially, therefore manage to improve and/or strengthen skin barrier function, so that:
-overcome the moisture supply problem of skin and/or its adnexa, particularly mucosa, particularly treat dry skin,
-improve the skin pliability,
-keep and/or improve colour of skin glossiness,
-preventing and/or treating the coarse or nan orelief of skin, this can show as chickenpox or acne seal,
Skin sign and/or skin defect that-desalination is relevant with skin aging, the appearance of appearance, skin brown stain and/or the yellow of cohesiveness damage, thinning of skin, wrinkle and/or microgroove and the appearance of old age or senile plaques or freckle are damaged, organized to viscoelasticity or the biomechanical properties that wherein can mention skin.
The aging sign of skin can be photochemical source.
Sugar and sugar derivatives are to be used to the promotions of various purposes to be intended to the product of preparation of the cosmetic composition of the nursing that is used for skin nursing and is used for keratin fiber and/or washing.
Therefore, in document WO 99/24009, D-xylose and derivant thereof have been proposed to be used to prepare beauty treatment or the drug products that is intended to improve the epidermis cell function.
In the available sugar in this area, the C-glycosides derivatives is verified to be particularly advantageous.Some C-glycosides derivatives has especially shown favourable biological property, the aging and/or antagonism xerosis cutis especially for the antagonism epidermis.This compounds is described in the document WO 02/051828 especially.
These chemical compounds contain D-glycosamine and/or N-acetyl group-D-glycosamine residue by stimulation synthesizing of glycosaminoglycans plays a role and represents by following formula:
Figure A200780025366D00101
Wherein S represents monosaccharide or polysaccharide, and on behalf of various straight chains or cyclic group and radicals X, R can represent and be selected from-CO-,-CH (NR 1R 2)-,-CHR '-,-C (=CHR 3)-group, R wherein 1, R 2, R ' and R 3Can represent various groups, comprising for R 1, R 2And R 3Hydroxyl.
But these derivants never are used for improving and/or strengthening skin barrier function so far, say nothing of with hyaluronic acid and make up.
Hyaluronic acid is the main glucosaminoglycan of finding in skin.Therefore, the mainly synthetic collagen of fibroblast, remove substrate glycoprotein (fibronectin, laminin), Dan Baijutang and the elastin laminin of collagen.With regard to keratinocyte, mainly synthetic sulfated glycosaminoglycans and hyaluronic acid.Hyaluronic acid also is known as hyaluronanne (HA).
Hyaluronic acid is present in epidermis and the corium with free state, and the blow-up degree of skin is responsible for.This is because this polysaccharide can keep the maximum 1000 times big water gaging corresponding to its weight.On this meaning, hyaluronic acid bonded water yield and playing important function aspect the engineering properties of skin and the wrinkle formation in improving tissue.
Summary of the invention
The inventor has been found that some the C-glycosides derivatives that makes up with the hyaluronic acid or derivatives thereof can improve and/or strengthen skin barrier function.
The inventor confirms especially that the activity of combination diagonalization cell T-5398 of the present invention (TGk) has cooperative effect.Therefore this combination can improve epidermis and regulate automatically.
Combination of the present invention has the performance of activation TGk, and TGk is the element factor in Keratinocytic differentiation of end eventually and the keratinization thereof.
TGk is the enzyme that belongs to the transpeptidase class.It is the Ca-dependent enzyme, and therefore the formation of the different peptide bridge of ε (γ-Gu Anxianji) lysine between its catalysis epidermal protein also promote the formation of hornification coating.
According to its first aspect, therefore the present invention relates to sick of the local skin that comprises at least a hyaluronic acid or derivatives thereof and at least a C-glycosides derivatives in physiology's acceptable medium and/or cosmetic composition.
According to it on the other hand, the invention still further relates to the present composition or at least a C-glycosides derivatives and at least a hyaluronic acid or derivatives thereof are used to improve and/or strengthen the skin barrier function of skin in topical composition beautifying use.
According to it on the other hand, the invention still further relates to the present composition or at least a C-glycosides derivatives and at least a hyaluronic acid or derivatives thereof are used to improve and/or strengthen skin in topical composition beautifying use to outside invasion and attack protection.
According to it more on the one hand, the invention still further relates to the present composition or at least a C-glycosides derivatives and at least a hyaluronic acid or derivatives thereof in topical composition, be used to improve skin and/or its adnexa moisture supply (hydratation), prevent and/or treat coarse or nan orelief and/or be used to the beautifying use that improves colour of skin glossiness (é clat du teint) and/or be used to improve the pliability of skin and/or its adnexa and/or be used to desalinate signs of skin aging.
The invention still further relates to the beauty curing that is used to improve and/or strengthen barrier function and/or the moisture supply and/or the anti-outside aggressive of skin and/or its adnexa and/or is used to resist signs of skin aging, it is characterized in that, at least a C-glycosides derivatives of effective dose and at least a hyaluronic acid or derivatives thereof or the present composition are applied on skin and/or its adnexa.
More particularly, this method is intended to alleviate the signs of skin aging in photochemical source.
It is specially adapted to have the people of maturation even extremely ripe skin.
" ripe skin " according to the present invention is meant at least 40 years old people especially.
" extremely ripe skin " according to the present invention is meant at least 50 years old especially, particularly the people of at least 60 years old even 65 years old.
According to another embodiment, described compositions can be used for improving and/or strengthening the barrier function that is selected from delicate skin, fragilityization skin, is attacked skin and/or sensitive-skinned skin.
In the present invention, said composition can be used for being applied on the normal skin of the outside invasion and attack that stand maybe can to stand as above to repeat.Under other particular case, when cutaneous manifestations goes out the clinical sign of skin barrier shortage, compositions of the present invention can be applied on the skin.
Therefore a theme of the present invention is that at least a hyaluronic acid or derivatives thereof and at least a C-glycosides derivatives are used to prepare the purposes of improving and/or strengthen topical composition, particularly dermatological topical composition that skin barrier function uses.
Therefore another aspect of the present invention is that at least a hyaluronic acid or derivatives thereof and at least a C-glycosides derivatives are used for the preparation improvement and/or strengthen damaged skin, the purposes that particularly needs topical composition, particularly dermatological topical composition that the barrier function of tissue repair and/or regenerated skin uses.
At last, a theme of the present invention is the combination of at least a and at least a C-glycosides derivatives at least a hyaluronic acid or derivatives thereof, it is used for improving and/or strengthening damaged skin, particularly needs the barrier function of tissue repair and/or regenerated skin.
Compositions of the present invention is particularly useful for improving healing or stimulates tissue repair and/or regeneration.
The tissue repair susceptible of proof go out in cutaneous manifestations any source damage (especially owing to the damage that causes by UV radiation or the outside invasion and attack of contamination type or stress) all be necessary in any case.
Within the scope of the invention, term " viscoelasticity of skin or biomechanical properties " is meant ductility, tensile force, compactibility, pliability and/or the elasticity of skin.The skin that shows this damage of its viscoelasticity or biomechanical properties can be described to soft skin, lax skin, more not consolidation skin, than the skin of low elasticity or sagging skin.
The reduction of damage, thinning of skin and the skin cell metabolism of the percutaneous biomechanical properties of damage of " tissue cohesiveness " shows.
Term " skin and/or its adnexa " is meant skin, mucosa, lip, scalp, eyelashes, eyebrow and hair especially.
Term " effective dose " is meant the amount separately of two kinds of activating agents that can show required cooperative effect.
Combination of the present invention can be formulated in same topical composition or two independently in the topical composition, and they can stagger simultaneously, in succession or in time and be applied on skin and/or its adnexa.
Hyaluronic acid
In the context of the present invention, term " hyaluronic acid or derivatives thereof " is particularly including the hyaluronic acid elementary cell of following formula:
Figure A200780025366D00131
This is to comprise the dimeric hyaluronic minimal segment of disaccharide (fraction), i.e. D-glucuronic acid and N-acetyl glucosamine.
In the present invention, term " hyaluronic acid or derivatives thereof " also comprises and comprising through alternative β (1,4) and the linear polymer of the above-mentioned polymerized unit that links together in chain of β (1,3) glycosidic bond, it has 380 to 13 000 000 daltonian molecular weight (PM).This molecular weight depends on to a great extent and obtains this hyaluronic source and/or depend on preparation method.
In the present invention, term " hyaluronic acid or derivatives thereof " also comprises hyaluronic salt, particularly alkali metal salt, as sodium salt and potassium salt.
Under native state, hyaluronic acid is present in the pericellular gel, in the basic substance of the connective tissue of vertebrates organ (as corium and epithelial tissue), and be present in the epidermis especially, in the synovial fluid in joint, in the vitreous humor, in people's umbilical cord and in the cockscomb apophysis.
Therefore, term " hyaluronic acid or derivatives thereof " comprises molecular weight hyaluronic subelement in above-mentioned molecular weight ranges or segmental integral body especially.
In the present invention, the preferred hyaluronic acid fragments that does not have inflammatory activity that uses.
Example as various hyaluronic acid fragments, can list of references " Hyaluronanfragments:an information-rich system (hyaluronic acid fragments: the system that is rich in information) ", people such as R.Stern, European Journal of Cell Biology (European cytobiology magazine) 58 (2006) 699-715, it has summarized the hyaluronic listed biological activity according to the hyaluronan molecule amount.
According to preferential embodiment of the present invention, be applicable to that the hyaluronic fragment of the application that the present invention covers has 50 000 to 5,000 000, particularly 100 000 to 5 000 000, the molecular weight of 400 000 to 5 000 000Da especially.Then be referred to as high molecular weight hyaluronic acid in this case.
Perhaps, the molecular weight that has 50 000 to 400 000Da equally applicable to the hyaluronic fragment of the application that the present invention covered.Then be referred to as middle molecular weight hyaluronic acid in this case.
Again or, have the molecular weight that is lower than 50 000Da applicable to the hyaluronic fragment of the application that the present invention covered.Then be referred to as low-molecular-weight hyaluronic acid in this case.
At last, term " hyaluronic acid or derivatives thereof " also comprises hyaluronic ester, particularly wherein all or part carboxyl of acid functional group is contained those of the oxidation ethylidene alkyl of 1 to 20 carbon atom or pure esterification, especially, the replacement degree of hyaluronic D-glucuronic acid aspect is 0.5 to 50%.
Can mention hyaluronic methyl ester, ethyl ester, n-propyl, n-pentyl ester, benzyl ester and dodecyl ester especially.This type of ester especially has been described among people's such as D.Campoccia " the Semisynthetic resorbable materials from hyaluronanesterification (from the semi-synthetic absorbable material of hyaluronic acid esterification) ", Biomaterials (biomaterial) 19 (1998) 2101-2127.
Above-mentioned molecular weight also is applicable to hyaluronic ester.
Hyaluronic acid can be especially HYACTIVE company with trade name CPN (PM:10 to 150kDa), SOLIANCE company with trade name CRISTALHYAL (PM:1.1 * 10 6), BIOLAND company with trade name NUTRA HA (PM:820 000Da), BIOLAND company with trade name NUTRA AF (PM:69 000Da), BIOLAND company with trade name OLIGO HA (PM:6100Da) or VAM FARMACOS METICA company hyaluronic acid with trade name D FACTOR (PM:380 Da) supply.
In one embodiment, hyaluronic acid exists with sphere.Especially, BASF AG is with SPHERE d ' ACIDE HYALURONIQUE[hyaluronic acid ball] run after fame and sell this type of ball.It is that various molecular weight are PM 1.5 * 10 6, 400 000 and 600 000Da hyaluronic mixture.
The hyaluronic acid or derivatives thereof is with 0.001 weight % to 20 weight % with respect to composition total weight, preferred 0.01 weight % to 10 weight %, and the content of more special 0.01 weight % to 5 weight % is present in the compositions of the present invention.
The C-glycosides derivatives
Be applicable to that C-glycosides derivatives of the present invention can be the chemical compound of following general formula (I):
Figure A200780025366D00151
Wherein:
-R representative:
-C 1To C 20C particularly 1To C 10Saturated or C 2To C 20C particularly 2To C 10Undersaturated straight chained alkyl, perhaps C 3To C 20C particularly 3To C 10Saturated or undersaturated branching or cyclic alkyl;
-C 1To C 20C particularly 1To C 10Saturated or C 2To C 20C particularly 2To C 10The hydrofluoroalkane base or the perfluoroalkyl of undersaturated straight chain, perhaps C 3To C 20C particularly 3To C 10Saturated or undersaturated branching or cyclic hydrofluoroalkane base or perfluoroalkyl;
Constitute the hydrocarbon chain of described group can be when needed by 1,2,3 or more multiselect insert from following hetero atom:
-oxygen,
-sulfur,
-nitrogen and
-silicon, and can randomly be selected from following group replacement by at least one:
--OR 4
--SR 4
--NR 4R 5
--COOR 4
--CONHR 4
--CN、
-halogen atom,
-C 1To C 6Hydrofluoroalkane base or perfluoroalkyl, and/or
-C 3To C 8Cycloalkyl,
R wherein 4And R 5Can represent hydrogen atom, perhaps C independently of one another 1To C 30C particularly 1To C 12Saturated or C 2To C 30C particularly 2To C 12The alkyl of undersaturated straight chain, perfluoroalkyl or hydrofluoroalkane base, perhaps C 3To C 30C particularly 3To C 12Saturated or undersaturated branching or cyclic alkyl, perfluoroalkyl or hydrofluoroalkane base; Perhaps C 6To C 10Aryl,
-X representative is selected from the group of following groups:
Figure A200780025366D00161
R wherein 1, R 2And R 3Represent hydrogen atom or radicals R independently of one another, wherein R as above defines, and R ' 1Represent hydrogen atom ,-OH group or radicals R as defined above, R 1Also can represent C 6To C 10Aryl;
-S represents monosaccharide or polysaccharide; this polysaccharide comprises particularly maximum 6 sugar units of maximum 20 sugar units; it is the pyranose of L and/or D series and/or the form of furanose; described monosaccharide or polysaccharide can must be replaced with optional one or more optional protected amine functional group by free oh group, and
-S-CH 2-X key is represented the key of different character of C-, and it can be α or β, and the acceptable salt of their beauty treatment, their solvate such as hydrate and their isomer.
In the present invention, term " halogen " is meant chlorine, fluorine, bromine or iodine.
Term " aryl " is meant aromatic ring such as phenyl, randomly by one or more C 1-C 4Alkyl replaces.
Term " C 3To C 8Cycloalkyl " be meant the aliphatic series ring that contains 3 to 8 carbon atoms, comprise for example cyclopropyl, cyclopenta and cyclohexyl.
In being applicable to enforcement alkyl of the present invention, can mention methyl, ethyl, isopropyl, n-pro-pyl, normal-butyl, the tert-butyl group, isobutyl group, sec-butyl, amyl group, n-hexyl, cyclopropyl, cyclopenta, cyclohexyl and pi-allyl especially.
According to one embodiment of the invention; can use the C-glycosides derivatives that meets formula (I); wherein S can represent monosaccharide or polysaccharide; this polysaccharide contains maximum 6 sugar units; it is the pyranose of L and/or D series and/or the form of furanose; described monosaccharide or polysaccharide have at least one must free hydroxy functional group and/or optional one or more must protected amine functional group, in addition, X and R observe all definition that provide above.
Advantageously; monosaccharide of the present invention can be selected from D-glucose, D-galactose, D-mannose, D-xylose, D-lyxose, L-fucose, L-arabinose, L-rhamnose, D-glucuronic acid, D-galacturonic acid, D-iduronic acid, N-acetyl group-D-glycosamine, N-acetyl group-D-galactosamine; and advantageously represent D-glucose, D-xylose, N-acetyl group-D-glycosamine or L-fucose, particularly D-xylose.
More particularly; the polysaccharide that contains maximum 6 sugar units of the present invention can be selected from D-maltose; the D-lactose; the D-cellobiose; the D-maltotriose; to be selected from the alduronic acid of D-iduronic acid or D-glucuronic acid and be selected from D-galactosamine; the D-glycosamine; N-acetyl group-D-galactosamine; the bonded disaccharide of osamine of N-acetyl group-D-glycosamine; contain and at least aly can advantageously be selected from 1,4-.beta.-Xylobiose; methyl-β-1,4-.beta.-Xylobiose glycosides; xylotriose; Xylotetrose.; the oligosaccharide of the xylose of wood pentasaccharides and wooden six sugar is particularly by two 1,4-.beta.-Xylobioses that the xylose molecule constitutes that connect by the 1-4 key.
More particularly, S can represent the monosaccharide that is selected from D-glucose, D-xylose, L-fucose, D-galactose, D-maltose, particularly D-xylose.
According to another embodiment of the present invention, can use the C-glycosides derivatives that meets formula (I), wherein X representative be selected from-CO-,-CH (OH)-,-CH (NR 1R 2)-,-CH (R)-group, particularly-CO-,-CH (OH)-,-CH (NH 2)-,-CH (NHCH 2CH 2CH 2OH)-,-CH (NHPh)-,-CH (CH 3)-, more especially-CO-,-CH (OH)-,-CH (NH 2)-group is preferably-CH (OH)-group, and in addition, S and R observe all definition that above provide.
According to another embodiment of the present invention, can use the C-glycosides derivatives that meets formula (I), wherein R represents C 1To C 20C particularly 1To C 10Saturated or C 2To C 20C particularly 2To C 10Undersaturated straight chained alkyl, perhaps C 3To C 20C particularly 3To C 10Saturated or undersaturated branching or cyclic alkyl, and randomly be substituted as mentioned above, in addition, S and X observe all definition that above provide.Preferably, R represent randomly by-OH ,-COOH or-COOR " 2The C that replaces 1-C 4C particularly 1-C 3Straight chain group, R " 2Be C 1-C 4Saturated alkyl, particularly ethyl.
Preferably, R represents unsubstituted C 1-C 4C particularly 1-C 2Straight chained alkyl, particularly ethyl.
In the C-glycosides derivatives of formula (I), these below preferred the use, wherein:
-R represents C 1To C 20C particularly 1To C 10Saturated or C 2To C 20C particularly 2To C 10Undersaturated straight chained alkyl, perhaps C 3To C 20C particularly 3To C 10Saturated or undersaturated branching or cyclic alkyl, and randomly be substituted as mentioned above;
-S represents aforesaid monosaccharide;
Aforesaid-the CO-of-X representative ,-CH (OH)-,-CH (NR 1R 2)-,-CH (R)-.
Preferably, the C-glycosides derivatives of use formula (I), wherein:
-R represent randomly by-OH ,-COOH or-COOR " 2The C that replaces 1-C 4C particularly 1-C 3Straight chain group, R " 2Be C 1-C 4Saturated alkyl, particularly ethyl;
-S represents aforesaid monosaccharide;
-X representative is selected from-CO-,-CH (OH)-,-CH (NH 2)-,-CH (NHCH 2CH 2CH 2OH)-,-CH (NHPh)-,-CH (CH 3)-group, and more particularly-CO-,-CH (OH)-,-CH (NH 2)-group is preferably-CH (OH)-group.
Preferably, the C-glycosides derivatives of use formula (I), wherein:
-R represents unsubstituted C 1-C 4C particularly 1-C 2Straight chained alkyl, particularly ethyl;
-S represents aforesaid monosaccharide; Especially D-glucose, D-xylose, N-acetyl group-D-glycosamine or L-fucose, particularly D-xylose;
-X representative is selected from-CO-,-CH (OH)-,-CH (NH 2)-group, be preferably-CH (OH)-group.
The acceptable salt of non-therapeutic use of the chemical compound described in the present invention comprises traditional nontoxic salts of described chemical compound, those as being formed by organic acid or mineral acid.For example, can mention the salt of mineral acid, described mineral acid for example is sulphuric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, phosphoric acid, boric acid.Also can mention the organic acid salt that can comprise one or more carboxylic acids, sulfonic acid or phosphonyl group.They can be straight chain, branching or cyclic aliphatic acid, perhaps aromatic acid.These acid can also comprise the hetero atom of one or more O of being selected from and N, for example are the form of oh group.Can mention propanoic acid, acetic acid, p-phthalic acid, citric acid and tartaric acid especially.
When the chemical compound of formula (I) comprises acidic-group, can use inorganic base such as LiOH, NaOH, KOH, Ca (OH) 2, NH 4OH, Mg (OH) 2Or Zn (OH) 2Or with organic base as primary, the second month in a season or alkyl amine such as triethylamine or butylamine carry out the neutralization of acidic-group.These primary, the second month in a season or alkyl amine can comprise one or more nitrogen and/or oxygen atom, and therefore can comprise for example one or more alcohol functional group; Especially can mention 2-amino-2-methyl propanol, triethanolamine, 2-dimethylamino-propanol, 2-amino-2-(hydroxymethyl)-1, ammediol.Also can mention lysine or 3-(dimethylamino) propylamine.
For the chemical compound described in the present invention the acceptable solvent compound comprise the conventional solvent compound as because of exist solvent as described in generate in the final stage of compound those.For example, can mention because of having water or having straight chain or solvate that branching alcohol such as ethanol or isopropyl alcohol generate.
In the C-glycosides derivatives of formula used according to the invention (I), the most special consideration is:
1.C-β-D-xylopyranoside-positive third-2-ketone;
2.C-α-D-xylopyranoside-positive third-2-ketone;
(3.1-[2-3-hydroxypropyl amino) propyl group]-C-β-D-xylopyranose;
(4.1-[2-3-hydroxypropyl amino) propyl group]-C-α-D-xylopyranose;
5.C-β-D-xylopyranoside-2-hydroxy propane;
6.C-α-D-xylopyranoside-2-hydroxy propane;
7.C-β-D-xylopyranoside-2-aminopropane;
8.C-α-D-xylopyranoside-2-aminopropane;
9.C-β-D-xylopyranoside-2-phenyl amino-propane;
10.C-α-D-xylopyranoside-2-phenyl amino-propane;
11.3-methyl-4-(C-β-D-xylopyranoside) ethyl n-butyrate.;
12.3-methyl-4-(C-α-D-xylopyranoside) ethyl n-butyrate.;
(13.6-C-β-D-xylopyranoside)-5-ketone caproic acid;
(14.6-C-α-D-xylopyranoside)-5-ketone caproic acid;
(15.6-C-β-D-xylopyranoside)-5-hydroxycaproic acid;
(16.6-C-α-D-xylopyranoside)-5-hydroxycaproic acid;
(17.6-C-β-D-xylopyranoside)-5-aminocaproic acid;
(18.6-C-α-D-xylopyranoside)-5-aminocaproic acid;
(19.6-C-β-D-xylopyranoside)-5-phenyl amino-caproic acid;
(20.6-C-α-D-xylopyranoside)-5-phenyl amino-caproic acid;
(21.1-C-β-D-xylopyranoside)-oneself-2, the 6-glycol;
(22.1-C-α-D-xylopyranoside)-oneself-2, the 6-glycol;
(23.5-C-β-D-xylopyranoside)-4-ketone valeric acid;
(24.5-C-α-D-xylopyranoside)-4-ketone valeric acid;
(25.5-C-β-D-xylopyranoside)-4-hydroxypentanoic acid;
(26.5-C-α-D-xylopyranoside)-4-hydroxypentanoic acid;
(27.5-C-β-D-xylopyranoside)-4-aminovaleric acid;
(28.5-C-α-D-xylopyranoside)-4-aminovaleric acid;
(29.5-C-β-D-xylopyranoside)-4-phenyl amino-valeric acid;
(30.5-C-α-D-xylopyranoside)-4-phenyl amino-valeric acid;
(31.1-C-β-D-xylopyranoside)-penta-2, the 5-glycol;
(32.1-C-α-D-xylopyranoside)-penta-2, the 5-glycol;
(33.1-C-β-D-pyrans fucoside)-third-2-ketone;
(34.1-C-α-D-pyrans fucoside)-third-2-ketone;
(35.1-C-β-L-pyrans fucoside)-third-2-ketone;
(36.1-C-α-L-pyrans fucoside)-third-2-ketone;
(37.1-C-β-D-pyrans fucoside)-2-hydroxy propane;
(38.1-C-α-D-pyrans fucoside)-2-hydroxy propane;
(39.1-C-β-L-pyrans fucoside)-2-hydroxy propane;
(40.1-C-α-L-pyrans fucoside)-2-hydroxy propane;
(41.1-C-β-D-pyrans fucoside)-2-aminopropane;
(42.1-C-α-D-pyrans fucoside)-2-aminopropane;
(43.1-C-β-L-pyrans fucoside)-2-aminopropane;
(44.1-C-α-L-pyrans fucoside)-2-aminopropane;
(45.1-C-β-D-pyrans fucoside)-2-phenyl amino-propane;
(46.1-C-α-D-pyrans fucoside)-2-phenyl amino-propane;
(47.1-C-β-L-pyrans fucoside)-2-phenyl amino-propane;
(48.1-C-α-L-pyrans fucoside)-2-phenyl amino-propane;
49.3-methyl-4-(C-β-D-pyrans fucoside) ethyl n-butyrate.;
50.3-methyl-4-(C-α-D-pyrans fucoside) ethyl n-butyrate.;
51.3-methyl-4-(C-β-L-pyrans fucoside) ethyl n-butyrate.;
52.3-methyl-4-(C-α-L-pyrans fucoside) ethyl n-butyrate.;
(53.6-C-β-D-pyrans fucoside)-5-ketone caproic acid;
(54.6-C-α-D-pyrans fucoside)-5-ketone caproic acid;
(55.6-C-β-L-pyrans fucoside)-5-ketone caproic acid;
(56.6-C-α-L-pyrans fucoside)-5-ketone caproic acid;
(57.6-C-β-D-pyrans fucoside)-5-hydroxycaproic acid;
(58.6-C-α-D-pyrans fucoside)-5-hydroxycaproic acid;
(59.6-C-β-L-pyrans fucoside)-5-hydroxycaproic acid;
(60.6-C-α-L-pyrans fucoside)-5-hydroxycaproic acid;
(61.6-C-β-D-pyrans fucoside)-5-aminocaproic acid;
(62.6-C-α-D-pyrans fucoside)-5-aminocaproic acid;
(63.6-C-β-L-pyrans fucoside)-5-aminocaproic acid;
(64.6-C-α-L-pyrans fucoside)-5-aminocaproic acid;
(65.1-C-β-D-pyrans fucoside)-oneself-2, the 6-glycol;
(66.1-C-α-D-pyrans fucoside)-oneself-2, the 6-glycol;
(67.1-C-β-L-pyrans fucoside)-oneself-2, the 6-glycol;
(68.1-C-α-L-pyrans fucoside)-oneself-2, the 6-glycol;
(69.5-C-β-D-pyrans fucoside)-4-ketone valeric acid;
(70.5-C-α-D-pyrans fucoside)-4-ketone valeric acid;
(71.5-C-β-L-pyrans fucoside)-4-ketone valeric acid;
(72.5-C-α-L-pyrans fucoside)-4-ketone valeric acid;
(73.5-C-β-D-pyrans fucoside)-4-hydroxypentanoic acid;
(74.5-C-α-D-pyrans fucoside)-4-hydroxypentanoic acid;
(75.5-C-β-L-pyrans fucoside)-4-hydroxypentanoic acid;
(76.5-C-α-L-pyrans fucoside)-4-hydroxypentanoic acid;
(77.5-C-β-D-pyrans fucoside)-4-aminovaleric acid;
(78.5-C-α-D-pyrans fucoside)-4-aminovaleric acid;
(79.5-C-β-L-pyrans fucoside)-4-aminovaleric acid;
(80.5-C-α-L-pyrans fucoside)-4-aminovaleric acid;
(81.1-C-β-D-pyrans fucoside)-penta-2, the 5-glycol;
(82.1-C-α-D-pyrans fucoside)-penta-2, the 5-glycol;
(83.1-C-β-L-pyrans fucoside)-penta-2, the 5-glycol;
(84.1-C-α-L-pyrans fucoside)-penta-2, the 5-glycol;
(85.1-C-β-D-glucopyranosyl)-2-hydroxy propane;
(86.1-C-α-D-glucopyranosyl)-2-hydroxy propane;
(87.1-C-β-D-glucopyranosyl)-2-aminopropane;
(88.1-C-α-D-glucopyranosyl)-2-aminopropane;
(89.1-C-β-D-glucopyranosyl)-2-phenyl amino-propane;
(90.1-C-α-D-glucopyranosyl)-2-phenyl amino-propane;
91.3-methyl-4-(C-β-D-glucopyranosyl) ethyl n-butyrate.;
92.3-methyl-4-(C-α-D-glucopyranosyl) ethyl n-butyrate.;
(93.6-C-β-D-glucopyranosyl)-5-ketone caproic acid;
(94.6-C-α-D-glucopyranosyl)-5-ketone caproic acid;
(95.6-C-β-D-glucopyranosyl)-5-hydroxycaproic acid;
(96.6-C-α-D-glucopyranosyl)-5-hydroxycaproic acid;
(97.6-C-β-D-glucopyranosyl)-5-aminocaproic acid;
(98.6-C-α-D-glucopyranosyl)-5-aminocaproic acid;
(99.6-C-β-D-glucopyranosyl)-5-phenyl amino-caproic acid;
(100.6-C-α-D-glucopyranosyl)-5-phenyl amino-caproic acid;
(101.1-C-β-D-glucopyranosyl)-oneself-2, the 6-glycol;
(102.1-C-α-D-glucopyranosyl)-oneself-2, the 6-glycol;
(103.6-C-β-D-glucopyranosyl)-5-ketone valeric acid;
(104.6-C-α-D-glucopyranosyl)-5-ketone valeric acid;
(105.6-C-β-D-glucopyranosyl)-5-hydroxypentanoic acid;
(106.6-C-α-D-glucopyranosyl)-5-hydroxypentanoic acid;
(107.6-C-β-D-glucopyranosyl)-5-aminovaleric acid;
(108.6-C-α-D-glucopyranosyl)-5-hydroxypentanoic acid;
(109.6-C-β-D-glucopyranosyl)-5-phenyl amino-valeric acid;
(110.6-C-α-D-glucopyranosyl)-5-phenyl amino-valeric acid;
(111.1-C-β-D-glucopyranosyl)-penta-2, the 5-glycol;
(112.1-C-α-D-glucopyranosyl)-penta-2, the 5-glycol;
(113.1-C-β-D-galactopyranose base)-2-hydroxy propane;
(114.1-C-α-D-galactopyranose base)-2-hydroxy propane;
(115.1-C-β-D-galactopyranose base)-2-aminopropane;
(116.1-C-α-D-galactopyranose base)-2-aminopropane;
(117.1-C-β-D-galactopyranose base)-2-phenyl amino-propane;
(118.1-C-α-D-galactopyranose base)-2-phenyl amino-propane;
119.3-methyl-4-(β-D-galactopyranose base) ethyl n-butyrate.;
120.3-methyl-4-(α-D-galactopyranose base) ethyl n-butyrate.;
(121.6-C-β-D-galactopyranose base)-5-ketone caproic acid;
(122.6-C-α-D-galactopyranose base)-5-ketone caproic acid;
(123.6-C-β-D-galactopyranose base)-5-hydroxycaproic acid;
(124.6-C-α-D-galactopyranose base)-5-hydroxycaproic acid;
(125.6-C-β-D-galactopyranose base)-5-aminocaproic acid;
(126.6-C-α-D-galactopyranose base)-5-aminocaproic acid;
(127.6-C-β-D-galactopyranose base)-5-phenyl amino-caproic acid;
(128.6-C-α-D-galactopyranose base)-5-phenyl amino-caproic acid;
(129.1-C-β-D-galactopyranose base)-oneself-2, the 6-glycol;
(130.1-C-α-D-galactopyranose base)-oneself-2, the 6-glycol;
(131.6-C-β-D-galactopyranose base)-5-ketone valeric acid;
(132.6-C-α-D-galactopyranose base)-5-ketone valeric acid;
(133.6-C-β-D-galactopyranose base)-5-hydroxypentanoic acid;
(134.6-C-α-D-galactopyranose base)-5-hydroxypentanoic acid;
(135.6-C-β-D-galactopyranose base)-5-aminovaleric acid;
(136.6-C-α-D-galactopyranose base)-5-aminovaleric acid;
(137.6-C-β-D-galactopyranose base)-5-phenyl amino-valeric acid;
(138.6-C-α-D-galactopyranose base)-5-phenyl amino-valeric acid;
(139.1-C-β-D-galactopyranose base)-penta-2, the 6-glycol;
(140.1-C-α-D-galactopyranose base)-penta-2, the 6-glycol;
(141.1-C-β-D-furan fucosido)-third-2-ketone;
(142.1-C-α-D-furan fucosido)-third-2-ketone;
(143.1-C-β-L-furan fucosido)-third-2-ketone;
(144.1-C-α-L-furan fucosido)-third-2-ketone;
145.3 '-(acetamido-C-β-D-glucopyranosyl)-third-2 '-ketone;
146.3 '-(acetamido-C-α-D-glucopyranosyl)-third-2 '-ketone;
(147.1-acetamido-C-β-D-glucopyranosyl)-2-hydroxy propane;
(148.1-acetamido-C-β-D-glucopyranosyl)-2-aminopropane;
(149.1-acetamido-C-β-D-glucopyranosyl)-2-phenyl amino-propane;
(150.1-acetamido-C-α-D-glucopyranosyl)-2-phenyl amino-propane;
151.3-methyl-4-(acetamido-C-β-D-glucopyranosyl) ethyl n-butyrate.;
152.3-methyl-4-(acetamido-C-α-D-glucopyranosyl) ethyl n-butyrate.;
(153.6-acetamido-C-β-D-glucopyranosyl)-5-ketone caproic acid;
(154.6-acetamido-C-α-D-glucopyranosyl)-5-ketone caproic acid;
(155.6-acetamido-C-β-D-glucopyranosyl)-5-hydroxycaproic acid;
(156.6-acetamido-C-α-D-glucopyranosyl)-5-hydroxyl-caproic acid;
(157.6-acetamido-C-β-D-glucopyranosyl)-5-aminocaproic acid;
(158.6-acetamido-C-α-D-glucopyranosyl)-5-aminocaproic acid;
(159.6-acetamido-C-β-D-glucopyranosyl)-5-phenyl amino-caproic acid;
(160.6-acetamido-C-α-D-glucopyranosyl)-5-phenyl amino-caproic acid;
(161.1-acetamido-C-β-D-glucopyranosyl)-oneself-2, the 6-glycol;
(162.1-acetamido-C-α-D-glucopyranosyl)-oneself-2, the 6-glycol;
(163.6-acetamido-C-β-D-glucopyranosyl)-5-ketone valeric acid;
(164.6-acetamido-C-α-D-glucopyranosyl)-5-ketone valeric acid;
(165.6-acetamido-C-β-D-glucopyranosyl)-5-hydroxypentanoic acid;
(166.6-acetamido-C-α-D-glucopyranosyl)-5-hydroxypentanoic acid;
(167.6-acetamido-C-β-D-glucopyranosyl)-5-aminovaleric acid;
(168.6-acetamido-C-α-D-glucopyranosyl)-5-aminovaleric acid;
(169.6-acetamido-C-β-D-glucopyranosyl)-5-phenyl amino-valeric acid;
(170.6-acetamido-C-α-D-glucopyranosyl)-5-phenyl amino-valeric acid;
(171.1-acetamido-C-β-D-glucopyranosyl)-penta-2, the 5-glycol;
(172.1-acetamido-C-α-D-glucopyranosyl)-penta-2, the 5-glycol.
As the limiting examples that is particularly suitable for most C-glycosides derivatives of the present invention, can mention following derivant especially:
-C-β-D-xylopyranoside-positive third-2-ketone,
-C-α-D-xylopyranoside-positive third-2-ketone,
-C-β-D-xylopyranoside-2-hydroxy propane,
-C-α-D-xylopyranoside-2-hydroxy propane,
-1-(C-β-D-pyrans fucoside)-third-2-ketone,
-1-(C-α-D-pyrans fucoside)-third-2-ketone,
-1-(C-β-L-pyrans fucoside)-third-2-ketone,
-1-(C-α-L-pyrans fucoside)-third-2-ketone,
-1-(C-β-D-pyrans fucoside)-2-hydroxy propane,
-1-(C-α-D-pyrans fucoside)-2-hydroxy propane,
-1-(C-β-L-pyrans fucoside)-2-hydroxy propane,
-1-(C-α-L-pyrans fucoside)-2-hydroxy propane,
-1-(C-β-D-glucopyranosyl)-2-hydroxy propane,
-1-(C-α-D-glucopyranosyl)-2-hydroxy propane,
-1-(C-β-D-galactopyranose base)-2-hydroxy propane,
-1-(C-α-D-galactopyranose base)-2-hydroxy propane,
-1-(C-β-D-furan fucosido)-third-2-ketone,
-1-(C-α-D-furan fucosido)-third-2-ketone,
-1-(C-β-L-furan fucosido)-third-2-ketone,
-1-(C-α-L-furan fucosido)-third-2-ketone,
-C-β-D-pyrans maltoside-positive third-2-ketone,
-C-α-D-pyrans maltoside-positive third-2-ketone,
-C-β-D-pyrans maltoside-2-hydroxy propane,
-C-α-D-pyrans maltoside-2-hydroxy propane, their isomer and their mixture.
According to an embodiment, C-β-D-xylopyranoside-2-hydroxy propane or C-α-D-xylopyranoside-2-hydroxy propane is more preferably C-β-D-xylopyranoside-2-hydroxy propane and can be advantageously used in preparation compositions of the present invention.
According to specific embodiments, the C-glycosides derivatives can be the C-β-D-xylopyranoside-2-hydroxy propane by the solution form of active substance 30% in water/propylene glycol mixture (60/40 weight %), as CHIMEX with trade name " MEXORYL
Figure A200780025366D0026095740QIETU
" product made.
Certainly, according to the present invention, the C-glycosides derivatives that meets formula (I) can use separately, or uses as the mixture with the arbitrary proportion of other C-glycosides derivatives.
Be applicable to that C-glycosides derivatives of the present invention can obtain by the synthetic method described in the document WO 02/051828 especially.
The amount of used C-glycosides derivatives depends on required beauty treatment or therapeutic effect in the compositions of the present invention, and therefore can interior to a great extent change.
Those skilled in the art can easily determine suitable amount based on its general knowledge.
Compositions of the present invention can be with respect to about 0.0001 weight % of composition total weight active substance to about 25 weight %, especially with the active substance of about 0.001 weight %, more special to comprise the C-glycosides derivatives to the ratio of the active substance of about 5 weight % with respect to about 0.05 weight % of composition total weight to about 10 weight %.
Within the scope of the invention, in compositions, the weight ratio of hyaluronic acid or derivatives thereof and C-glycosides derivatives can be 0.001 to 1000, particularly 1 to 10, the most particularly 2 to 4.
Galenic formula (Gal é nique)
Preferably be mixed with by local approach according to the combination of at least a C-glycosides derivatives of the present invention and at least a hyaluronic acid or derivatives thereof and use, promptly contain beauty treatment or dermatological acceptable medium, promptly compatible medium with skin, fingernail, mucosa, tissue, scalp and/or hair.
Be clear that equally the effective dose of activating agent is corresponding to the necessary amount of the required result of acquisition, and the preparation of compositions of the present invention depends on the desired use of these compositionss.
Condition when especially, two of topical composition of the present invention kinds of main types can be applied on the skin according to them is distinguished.
The first kind promptly will be applied on the normal skin to improve the compositions of its aesthetic property, particularly comfortableness corresponding to cosmetic composition.It is not exist pathological condition such as infection, inflammation, erythema or wound as burn or incised wound that normal skin is defined as.But in this definition, normal skin does not mean that the skin under perfect state.
Especially, normal skin may show the dry sign in external source (skin for example be exposed to dry and become dry very in the cold air time) or interior physiology source (for example in the hormonal readiness reduction relevant with menopause time).
Therefore cosmetic composition is mixed with and is applied on skin and/or its adnexa and comprises at least a hyaluronic acid or derivatives thereof and at least a C-glycosides derivatives, and described compositions can be improved barrier function.
According to the present invention, the combination of C-glycosides derivatives and hyaluronic acid or derivatives thereof also can be used for the therapeutic combination that preparation is used to improve the situation of damaged skin (as need tissue repair and/or regenerated skin on the aspect of corium, epidermis and corium-epidermis joint), more particularly dermatological compositions.
The damage of being considered can be any source, for example infection, irritated, neuropathic or wound.Therapeutic combination can be applied directly to damaged part or be applied to its peripheral region.
Therefore, at least a combination that the invention still further relates at least a C-glycosides derivatives and at least a hyaluronic acid or derivatives thereof is used to prepare the purposes that is mixed with the topical composition that is used for the treatment of purposes, and for example being used on the aspect of damaged skin such as corium, epidermis and corium-epidermis joint needs on the skin of tissue repair.
Said composition thereby prepare with pharmaceutically acceptable excipient.
According to a preferred embodiment of the invention, said composition has 4 to 7 the pH value near skin.
When it applied by local approach, compositions of the present invention can be applied to any other skin area of face, cervical region, scalp, mucosa and fingernail or health, comprised on hands and the foot.
Term " physiology's acceptable medium " is meant and the compatible medium of people's skin and/or its adnexa or keratin material and/or fiber (without limitation for example skin, mucosa, fingernail, scalp and/or hair).
This physiology's acceptable medium comprises water, randomly conduct and one or more organic solvents such as C 1-C 8The mixture of alcohol, particularly ethanol, isopropyl alcohol, the tert-butyl alcohol, n-butyl alcohol, polyhydric alcohol such as glycerol, propylene glycol, butanediol and polyol ethers or non-mixture.
Said composition is aqueous solution particularly, water-alcohol solution or oil solution, washing liquid or essence type dispersion, anhydrous or oil-base gel, be dispersed in the liquid state that aqueous phase (H/E) obtains or the newborn type of (E/H) acquisition conversely or the emulsion of semi liquid state denseness mutually by fat, multiple emulsion (triple: E/H/E or H/E/H), gel, the soft semisolid of frost type or the suspension or the emulsion of solid-state denseness, aqueous particularly, microemulsion, fatty dispersion by polymer/nanometer particle (as nanosphere and nanometer wafer) at aqueous phase, perhaps ion and/or nonionic adipose capsule (liposome, vesicle, elaiosome), nanoemulsions, or thin film, or microcapsule, microgranule.Compositions of the present invention also can Yi Shui and the form of oily two-phase use.
The amount of the various compositions of compositions used according to the invention is conventional those amounts of using in the field of being considered.
These compositionss prepare according to conventional methods.
In addition, compositions used according to the invention can be roughly fluidic, and can have white or coloured frost, ointment, breast, washing liquid, essence (s é rum), paste or foam outward appearance.They can randomly be applied on the skin with aerosol form.They also can be solid form, for example bar form.
According to a specific embodiments of the present invention, said composition is a transparent gel form.Especially, this clear gel is characterised in that it obtains by activating agent is merged with the monomeric homopolymer with sulfo group.More particularly, described gel contains 0 to 1% oil.
Usedly in this type of clear gel comprise at least a polymer of monomers with sulfo group advantageously for water solublity or water dispersible or water-swellable.The used polymer of this type of clear gel is the homopolymer that can be obtained by at least a ethylenically unsaturated monomers with sulfo group, its can be free form or partially or completely in and form.
Preferably, be used for this type of clear gel polymer can with inorganic base (sodium hydroxide, potassium hydroxide, ammonia) or organic base as single-, two-or the mixture of triethanolamine, amino-methyl-propanediol, N-methyl-glycosamine, basic amino acid such as arginine and lysine and these chemical compounds partially or completely neutralize.They are neutralized usually.In the present invention, term " neutralization " is meant fully or almost completely and is neutralized, i.e. at least 90% polymer that is neutralized.
The number-average molecular weight of these polymer is generally 1000 to 20 000 000 gram/moles, is preferably 20 000 to 5 000 000, again 100 000 to 1 500 000 gram/moles more preferably.
These polymer of the present invention can be crosslinked or uncrosslinked.
The monomer with sulfo group of used polymer is selected from vinyl sulfonic acid, styrene sulfonic acid, (methyl) acrylamido-(C especially in these clear gels 1-C 22) alkyl sulfonic acid, N-(C 1-C 22) alkyl-(methyl) acrylamido-(C 1-C 22) alkyl sulfonic acid such as undecyl-acrylamido-methanesulfonic acid, and they partially or completely in and form, and their mixture.
According to the preferred embodiments of the invention, the monomer with sulfo group is selected from (methyl) acrylamido (C 1-C 22) alkyl sulfonic acid such as acrylamido methanesulfonic acid, acrylamido ethyl sulfonic acid, acrylamido propane sulfonic acid, 2-acrylamido-2-methyl propane sulfonic acid, 2-methacrylamido-2-methyl propane sulfonic acid, 2-acrylamido-positive fourth sulfonic acid, 2-acrylamido-2,4,4-trimethyl penta sulfonic acid, 2-methacrylamido-dodecane sulfonic acid, 2-acrylamido-2,6-dimethyl-3-sulfonic acid in heptan, and they partially or completely in and form, and their mixture.
More special use 2-acrylamido-2-methyl propane sulfonic acid (AMPS) and partially or completely in and form.
As other polymer that is applicable to this gellike, can mention especially Clariant company with trade name " AMPS " 2-acrylamido-2-methyl propane sulfonic acid of selling crosslinked and in and homopolymer (CTFA title: AmmoniumPolyacryldimethyltauramide, INCI title: Ammonium Polyacryloyldimethyl Taurate).
With respect to composition total weight, monomeric homopolymer with sulfo group can be in by active substance 0.05 weight % to 5 weight % for example, preferred 0.1 weight % to 5 weight %, preferred 0.05 weight % to 2 weight %, 0.1 weight % to 0.4 weight % for example, the content of special 0.25 weight % is present in the clear gel.
When how its character of compositions used according to the invention all comprised oil phase, this oil phase preferably contained at least a oil.It can also contain other fatty material.
As available oil in the compositions of the present invention, for example can mention:
The alkyl oil of-animal origin is as squalane;
The alkyl oil of-plant origin, as comprise liquid glycerin three acid esters of the fatty acid of 4 to 10 carbon atoms, as enanthic acid or sad triglyceride, perhaps for example Oleum helianthi, Semen Maydis oil, soybean oil, squash oil, Oleum Vitis viniferae, Oleum sesami, hazelnut oil, almond oil, Queensland's fruit oil, arara oil, sunflower oil, Oleum Ricini, American Avocado Tree oil, the caprylic/capric triglyceride, those that sell as Stearineries Dubois company or Dynamit Nobel company are with Miglyol 810,812 and 818 those that sell of running after fame, Jojoba oil, shea butter;
The ester and the ether of-synthetic ester and ether, particularly fatty acid are suc as formula R 1COOR 2And R 1OR 2Oil, R wherein 1Representative comprises the residue of the fatty acid of 8 to 29 carbon atoms, R 2Representative contains the branching or the non-branching hydrocarbon chain of 3 to 30 carbon atoms, for example PurCellin oil, isononyl isononanoate, isopropyl myristate, Palmic acid 2-Octyl Nitrite, stearic acid 2-octyl group dodecane ester, erucic acid 2-octyl group dodecane ester, isostearic acid isooctadecane ester; The hydroxylating ester is as lactic acid isooctadecane ester, octyl hydroxystearate, hydroxy stearic acid octyl group dodecane ester, malic acid two isooctadecane esters, citric acid three 2-Methylpentadecane esters, the heptanoate of aliphatic alcohol, caprylate, decanoin; Polyol ester is as propylene glycol dicaprylate, neopentyl glycol two heptanoates and diethylene glycol two different pelargonates; And pentaerythritol ester, as pentaerythritol tetraoctyl stearate;
The straight chain or the branched hydrocarbon in-mineral or synthetic source are as volatility or non-volatile paraffin oil and their derivant, vaseline, poly decene, Parleam such as Parl é am oil;
-contain the aliphatic alcohol of 8 to 26 carbon atoms, as spermol, stearyl alcohol and their mixture (cetostearyl alcohol), octyldodecanol, 2-butyl capryl alcohol, 2-hexyldecanol, 2-undecyl pentadecanol, oleyl alcohol or inferior oleyl alcohol;
The fluoro oil of the hydrocarbonylation of-part and/or organic silication, those as describing among document JP-A-2-295912;
-organic silicone oil, as volatility or nonvolatile polymethyl siloxane (PDMS) with straight chain or cyclic organic chain, it is that liquid state or pasty state, particularly Cyclomethicone (cyclohexyl methyl polysiloxanes) are as encircling six siloxanes at ambient temperature; Be included in the polydimethylsiloxane of the alkyl, alkoxyl or the phenyl that contain 2 to 24 carbon atoms of this organosilicon chain side extension or end; The phenylating organosilicon is as phenyl trimethyl polysiloxanes, phenyl dimethyl polysiloxane, phenyl trimethylsiloxy diphenyl siloxane, diphenyl dimethyl polysiloxane, diphenyl methyl diphenyl trisiloxanes, 2-phenylethyl trimethylsiloxy esters of silicon acis and PSI;
-their mixture.
Term " alkymer " in the above-mentioned oily list is meant and mainly comprises carbon and hydrogen atom, and the optional any oil that comprises ester, ether, fluorine, carboxylic acid and/or alcohol groups.
Other fatty material that can exist in the oil phase for example is fatty acid such as stearic acid, lauric acid, Palmic acid and the oleic acid that contains 8 to 30 carbon atoms; Wax such as lanoline, Cera Flava, Brazil wax and candelilla wax, paraffin, montan wax or microwax, ceresin or ceresine, synthetic wax such as Tissuemat E, Fischer-Tropsch wax; Organic siliconresin such as trifluoromethyl-C1-4-alkyl-dimethyl polysiloxanes and trifluoro propyl dimethicone; The product of run after fame with " KSG " with elastomer silicone such as Shin-Etsu company, Dow Corning company running after fame with " Trefil ", " BY29 " or " EPSX " or Grant Industries company runs after fame and sells with " Gransil ".
Those skilled in the art can select these fatty materials to have required character with preparation in every way, for example the compositions of denseness or quality.
According to specific embodiments of the present invention, compositions of the present invention is Water-In-Oil (E/H) or oil-in-water (H/E) emulsion.The ratio of the oil phase of this emulsion can be 5 weight % to 80 weight %, preferred 5 weight % to 50 weight % with respect to composition total weight.
This emulsion contains at least a amphoteric, anionic, cationic or the emulsifying agent (using separately or with form of mixtures) of nonionic emulsifier and the coemulsifier of choosing wantonly of being selected from usually.Select emulsifying agent according to the emulsion that will obtain (E/H or H/E) with suitable manner.Usually with 0.3 weight % to 30 weight % with respect to composition total weight, the amount of preferred 0.5 weight % to 20 weight % exists in said composition for this emulsifying agent and coemulsifier.
For the E/H emulsion, as emulsifying agent, can mention for example dimethicone copolyol, as Dow Corning company with " DC 5225 C " run after fame the cyclohexyl methyl polysiloxanes sold and the mixture of dimethicone copolyol, with alkyl-dimethyl polysiloxanes copolyol, as DowCorning company with " Dow Corning 5200 Formulation Aid " the cetyl dimethicone copolyol that the dodecyl methyl polysiloxanes copolyol sold and Goldschmidt company run after fame and sell with " Abil EM 90R " of running after fame.
As E/H emulsion surfactant, also can use the linked solid organopolysiloxane elastomer that comprises at least a alkylidene oxide group, as according to document US-A-5, among 412,004 the embodiment 3,4 and 8 and document US-A-5,811, those that operator scheme among 487 the embodiment obtains, particularly patent US-A-5,412, the product of 004 embodiment 3 (synthesis example), and as Shin Etsu company with KSG 21 those that sell of running after fame.Also can use the KSG of other type of Shin Etsu company sale, as KSG-16.
For the H/E emulsion, as emulsifying agent, can mention for example nonionic emulsifier, as the ester of alkylidene oxideization (being more particularly the polyoxygenated ethylideneization) glycerol and fatty acid; The ester of alkylidene oxide sorbitan and fatty acid; The ester of alkylidene oxideization (oxidation ethylideneization and/or oxypropyleneization) fatty acid; The ether of alkylidene oxideization (oxidation ethylideneization and/or oxypropyleneization) aliphatic alcohol; Sugar ester is as stearic acid sucrose ester; And their mixture, as the mixture of tristerin and PEG-40 stearate.
In a known way, beauty treatment of the present invention or dermatological compositions can also contain the beauty treatment or the adjuvant of dermatological field routine, as hydrophilic or lipotropy gellant, antiseptic, solvent, spice, filler, UV opacifier, antibacterial, odor absorber, coloring material, plant extract, salt, antioxidant, alkaline agent, acid and nonionic, anionic, cationic surface active agent.
The amount of these various adjuvant is conventional those amounts that adopt in the field of being considered, for example is 0.01% to 20% of composition total weight.According to its character, these adjuvant can introduce fat mutually in, introduce aqueous phase and/or introduce in the lipid vesicle.
As available filler in the compositions of the present invention, except that pigment, can mention for example silicon dioxide powder, amorphous colloidal silica; Talcum; Polyamide particles, particularly Atochem company are with ORGASOL those that sell of running after fame; Polyethylene powders; Based on the microsphere of acrylic copolymer, as Dow Corning company with run after fame those of making by Ethylene glycol dimethacrylate/lauryl methacrylate copolymer of selling of POLYTRAP; The expansion powder, as hollow microsphere, the Kemanord Plast company microsphere of running after fame and selling or Matsumoto company runs after fame and sells with MICROPEARL F 80 ED particularly with EXPANCEL; The organic siliconresin microballon, as Toshiba Silicone company with TOSPEARL those that sell of running after fame; And their mixture.These fillers can be with 0 to 20 weight % with respect to composition total weight, and the amount of preferred 1 weight % to 10 weight % exists.
As hydrophilic or lipotropy gellant, can mention carbopol (carbopol), Luvigel, Hostacerin AMPS, Simulgel, Sepigel type acrylamide gelling agent especially, as Sepigel from Seppic
Figure A200780025366D00331
Xanthan gum, guar gum, cellulose gum, alginate and their mixture.Also can mention Strese Hofmann's hectorite..
As antioxidant, can mention polyphenol especially; tannic acid; table roasting catechin and the natural extract that contains them; anthocyanidin; Herba Rosmarini Officinalis extract; the olive tree leaf extract; green tea extract; resveratrol and derivant thereof; pycnogenol; ergothioneine; the N-acetylcysteine; biotin; chelating agen; idebenone; plant extract is as the Pronalen Bioprotect TM from Provital company; free radical scavenger such as vitamin E; coenzyme Q10; bioflavonoids; SOD; phytantriol; lignan; melatonin; multi-acid salt; glutathion.
According to the preferred embodiments of the invention, compositions used according to the invention contains at least a UV opacifier (or sunscreen), and it can be chemical sunscreen agents or physical sunscreen, or the mixture of these opacifiers.
For example and without limitation, can mention following generic (title is corresponding to CTFA opacifier nomenclature):
O-aminobenzoa, particularly Antisolaire; Benzophenone, particularly benzophenone-1, benzophenone-3, benzophenone-5, benzophenone-6, benzophenone-8, Benzophenone 9, benzophenone-12, preferred benzophenone-2 (oxybenzone) or benzophenone-4 (can available from the Uvinul MS40 of BASF); Benzylidene camphor, particularly 3-benzylidene camphor, benzylidene camphor sulfonic acid, Camphora benzene are pricked ammonium methyl sulphate, polypropylene acyl group amide methyl benzylidene camphor, Terephthalidene Dicamphor Sulfonic Acid, preferred 4 methyl benzylidene camphor (can available from the Eusolex 6300 of Merck); Benzimidazole, particularly benzimidazilate (can be available from Haarmann ﹠amp; The Neo Heliopan AP of Reimer) or Phenylbenzimidazolesulfonic acid (can available from the Eusolex 232 of Merck); Benzotriazole, particularly drometrizole trisiloxanes or di-2-ethylhexylphosphine oxide-benzotriazole base tetramethyl butyl phenol (can available from the Tinosorb M of Ciba); Cinnamate, particularly cinoxate, DEA Methoxycinnamate, methyl cinnamic acid diisopropyl ester, glyceryl ethylhexoate dimethoxy-cinnamic acid ester, methoxy cinnamic acid isopropyl ester, isoamyl cinnamate, preferred é thocrylene (can available from the Uvinul N35 of BASF), octyl methoxycinnamate (can available from the ParsolMCX of Hoffmann La Roche) or octocrilene (can available from the Uvinul 539 of BASF); Dibenzoyl methane, particularly PAROSOL 1789 (Parsol 1789); Imidazoline, particularly ethylhexyl dimethoxy benzylidene dioxo imidazoline; PABA, particularly ethyl dihydroxypropyl PABA, ethylhexyl dimethyl PABA, glyceryl PABA, PABA, PEG-25 PABA, preferred diethylhexyl amide-based small triazinone (can available from the Uvasorb HEB of 3V Sigma), ethylhexyl triazinone (can available from the Uvinul T150 of BASF) or ethyl PABA (benzocaine); Salicylate, particularly dipropylene glycol salicylate, ethylhexyl salicylate, homosalate or TEA salicylate; Triazine, particularly different triazine (can available from the TinosorbS of Ciba); Drometrizole trisiloxanes, zinc oxide, titanium dioxide, zinc oxide, ferrum oxide, zirconium oxide, cerium oxide, it can be coating or uncoated.
The amount of opacifier depends on required final use.It can be more preferably 2 weight % to 10 weight % for for example with respect to 1 weight % to 20 weight % of composition total weight.
Compositions of the present invention can be applied directly on the skin, or is applied to and wants in the local beauty treatment or dermatological carrier that be applied to sealing on the skin or non-encapsulated type.
This carrier can be " sealing " carrier.For example, this carrier by be selected from height-and the thermoplastic of low-density polyethylene, polypropylene, polrvinyl chloride, ethylene vinyl acetate copolymer, polyester and polyurethane form, or form by the complex of this class material.These materials also can exist with the laminate form with at least one sheet metal such as aluminium foil.
This carrier layer can have any suitable thickness that required support and protective effect can be provided.Preferably, the thickness of this carrier layer is about 20 microns to about 1.5 millimeters.Advantageously, this carrier layer is enough flexible so that can finish and close the applying contoured skin, and can not cause any discomfort sense of user.
But preferably, this carrier is " nonocclusive ".In this latter event, advantageously use the carrier that forms by thermoplastic, weaven goods, the non-woven fabric of paper, hole matter or perforation or the non-woven fabric of boring a hole.
According to another embodiment of the present invention, described compositions of the present invention can combine with the compositions of administered by oral route, the compositions of described administered by oral route contains the additional cosmetic activity agent that skin appearance is had beneficial effect, as be used to resist the additional active agents of signs of skin aging, or be used to resist the additional active agents of oily skin.
Additional active agents
Compositions of the present invention also can contain other activating agent, particularly at least aly is selected from following chemical compound: the moisture complement agent; Depigmenting agent; Aging resistance/anti-wrinkle agent (anti-gfycation agent; The NO-synthase inhibitor; Stimulate the macromolecular reagent that synthesizes and/or prevent its degraded of corium or epidermis; The reagent that stimulates fibroblast and/or keratinocyte propagation or stimulate keratinocyte to break up; The muscular flaccidity agent); The reagent that skin barrier function is had the reconstruct effect; Promote the sophisticated reagent of hornification coating; Promote the reagent of skin microcirculation, the metabolic reagent of cellular energy of irritation cell; The tensioning agent; Antioxidant; Anti-pollutant and/or free radical scavenger, desquamation agent, sunscreen, and their mixture.
Term " moisture complement agent " is meant:
-chemical compound, or closing compound for keeping cuticular moisture supply that barrier function is worked.Can mention ceramide, chemical compound, lecithin, glycosyl sphingolipid class, phospholipid, cholesterol and derivant thereof, plant sterol (stigmasterol, cupreol, campesterol), essential fatty acid, 1,2-diglyceride, 4-benzodihydropyrone, Pentacyclic triterpenes such as ursolic acid, vaseline and lanoline based on sphingosinols;
-or directly improve the chemical compound of cuticular water content, as trehalose and derivant, hyaluronic acid and derivant thereof, glycerol, pentanediol, a polyacid sodium, serine, xylitol, sodium lactate, polyacrylic acid glycerol ester, Sargassum enzyme ( ) and derivant, chitosan, oligosaccharide and polysaccharide, cyclic carbonate, N-lauroyl 2-pyrrolidone-5-carboxylic acid and N-α-benzoyl-L-arginine;
-or the activation sebaceous gland chemical compound, as DHEA, its 7-oxidation and/or 17-alkyl derivative, sapogenin and vitamin D and derivant thereof.
" depigmenting agent " that can be incorporated in the present composition comprises for example following compounds: kojic acid; Ellagic acid; Arbutin and derivant thereof, those described in EP-895 779 and EP-524 109; Hydroquinone; P-aminophenol derivative, those described in application WO 99/10318 and WO 99/32077, particularly N-cholesteryl oxygen base carbonyl-p-aminophenol and N-ethoxy carbonyl-p-aminophenol; The imino group amphyl is particularly applied for described in the WO 99/22707 those; L-2-oxo Thiazolidine-4-carboxylic acid or the acid of solid color thiamine (procyst é ine), and salt and ester; Ascorbic acid and derivant thereof, particularly ascorbyl glucosides; And plant extract, particularly Radix Glycyrrhizae, mulberry or Radix Scutellariae extract, this list is nonrestrictive.
Term " anti-gfycation agent " is meant prevention and/or alleviates skin protein, the particularly chemical compound of the saccharifying of corium protein such as collagen.
The example of anti-gfycation agent is a Photiniaserrulata section plant extract, as blue berry (narrow leaf Pericarpium Citri tangerinae) extract; Ergothioneine and derivant thereof; Hydroxyl stibene and derivant thereof, as resveratrol and 3,3 ', 5,5 '-tetrahydroxy stibene.
Be applicable to the extract of the example of " NO-synthase inhibitor " of the present invention particularly including Fructus Vitis viniferae (Vitisvinifera) platymiscium, its especially by Euromed company with the Leucocyanidines de raisins extra sale of running after fame, or Indena company with
Figure A200780025366D0036100414QIETU
The sale of running after fame, or Hansen company is with the Extraitdemarc de raisin sale of running after fame; The Fructus oleae europaeae genus plants extract, it is preferably also sold with the dry extract form by VINYALS company especially available from the Fructus Canarii albi leaves, or Biologia; Technologia company sells with trade name Eurol BT; With the Ginkgo plant extract, it is the water extract of doing of Beaufour company this kind of plant of selling with trade name Gingko biloba extrait standard preferably.
In " stimulate the corium macromole or prevent the reagent of its degraded ", can mention following these, they:
-acting on collagen synthesizes, as Herba Centellae (Centella asiatica) extract; Asiaticoside and derivant; Ascorbic acid or vitamin C and derivant thereof; Synthetic peptide is as the palmitoyl oligopeptide of iamin, biopeptide CL or the sale of SEDERMA company; From the peptide extract of plant, as COLETICA company with trade name
Figure A200780025366D00371
The soya hydrolysate of selling; And phytohormone, as auxin and lignan;
-or it is synthetic to act on elastin laminin, as LSN company with trade name
Figure A200780025366D00372
The saccharomyces cerevisiae extract of selling; With SECMA company with trade name
Figure A200780025366D00373
The extract of the algae Macrocystis pyrifera that sells;
-or it is synthetic to act on glycosaminoglycans, as BROOKS company with trade name Biomin
Figure A200780025366D00374
The milk product of selling with Lactobacillus vulgaris fermentation; ALBAN
Figure A200780025366D00375
Company is with trade name The extract of the Brown algae Padina pavonica that sells; Especially can be with trade name
Figure A200780025366D00377
Available from SILAB company or with trade name Saccharomyces cerevisiae extract available from LSN company;
-or it is synthetic to act on fibronectin, as SEPORGA company with trade name
Figure A200780025366D00379
The extract of the zooplankton Salina that sells; Especially can be with trade name
Figure A200780025366D003710
Available from ALBAN
Figure A200780025366D003711
The yeast extract of company; With SEDERMA company with trade name
Figure A200780025366D003712
The Matrixyl of selling;
-or act on metalloproteases (MMP), more especially MMP1,2,3 or 9 inhibition.Can mention: biostearin and derivant, oligopeptide and lipopeptid, lipoamino acid, COLETICA company are with trade name
Figure A200780025366D003713
The Fructus Hordei Germinatus extract of selling; Blue berry or Herba Rosmarini Officinalis extract; Lycopene; Isoflavone, its derivant, or (for example ICHIMARU PHARCOS company is with trade name Flavost é rone to contain their plant extract, particularly soybean extract
Figure A200780025366D003714
Sale), red Herba Trifolii Pratentis extract, Caulis et Folium Lini extract, kakkon extract or sage extract;
-or act on serine protease, as the inhibition of leukocyte elastoser or cathepsin G.Can mention: LSN company is with trade name
Figure A200780025366D003715
The peptide extract of the soybean pod seed of selling (Semen Pisi sativi); Heparinoid; With pseudodipeptides as { 2-[acetyl group-(3-trifluoromethyl)-amino]-3-methyl-bytyry amino } acetic acid.
" stimulate epidermis macromolecular activating agent " as fillagrine and keratin in, can mention SILAB company especially with trade name
Figure A200780025366D00381
The lupin extract of selling; GATTEFOSSE company is with trade name The Fagus sylvatica bud extract of selling; With SEPORGA company with trade name
Figure A200780025366D00383
The zooplankton Salina extract of selling.
Available in the compositions of the present invention " stimulating the reagent of fibroblast proliferation " can for example be selected from phytoprotein or polypeptide, (for example, LSN company is with Eleseryl SH-VEG for extract, particularly soybean extract
Figure A200780025366D00384
Run after fame sell or S ILAB company with trade name
Figure A200780025366D00385
The soybean extract of selling); And phytohormone, as the gibberellins (giberrellines) and the basic element of cell division.
Available in the compositions of the present invention " stimulating the reagent of keratinocyte propagation " particularly including biostearin, as retinol and ester thereof, comprises retinyl palmitate; Phloroglucinol; The extract of the Semen Juglandis blob of slag that GATTEFOSSE company sells; Potato extract with the sale of SEDERMA company.
" stimulate the reagent of keratinocyte differentiation " and comprise for example mineral, as calcium; SILAB company is with trade name
Figure A200780025366D00386
The lupin extract of selling; SEPORGA company is with trade name
Figure A200780025366D00387
The cupreol sodium sulfate of selling; With SOLABIA company with trade name
Figure A200780025366D00388
The corn extract of selling; And lignan, as the different larch phenol of open loop glucoside (s é coisolaricir é sinol).
Compositions of the present invention can comprise " skin loosens (dermo-d é contractants) agent ", wherein can mention alverine and salt thereof especially, citric acid alverine particularly, sapogenin, as diosgenin and contain its natural extract (as the extract of wild Rhizoma Dioscoreae), some carbonylation secondary amine and tertiary amine, organic or inorganic slaine, managanese gluconate particularly, the six peptide A Ji Rayleigh R that adenosine and LIPOTEC company sell.Can also mention that some has the compositions that skin loosens the fragrance of effect.
As " reagent that skin barrier is had the reconstruct effect ", can mention the extract of thermus thermophilus (Thermus thermophilus), as from Sederma Wild Rhizoma Dioscoreae (long pubescence Rhizoma Dioscoreae) rhizome extract is as the Actigen from Active Organics
Figure A200780025366D003810
Plankton extractions is as the omega from Secma
Figure A200780025366D003811
Yeast extract is as from Coletica
Figure A200780025366D003812
The Semen Castaneae extract is as from Silab
Figure A200780025366D003813
Cedrus deoclar (Roxb.) G. Don bud extract is as the Gatuline from Gattefoss é
Figure A200780025366D003814
From the Phytosphingosine SLC of Degussa, from Seppic's With from Coletica's
Figure A200780025366D00392
Can also mention ceramide and derivant, chemical compound, glycosyl sphingolipid class, phospholipid, cholesterol and derivant, plant sterol, essential fatty acid, diglyceride, 4-benzodihydropyrone and chromone derivative, vaseline, lanoline, Adeps Bovis seu Bubali resin, cocoa butter, lanoline etc. especially based on sphingosinols.
As the preferred additive reagent that promotes skin barrier function, can mention the extract of thermus thermophilus, wild Rhizoma Dioscoreae (long pubescence Rhizoma Dioscoreae) rhizome extract, yeast extract, Semen Castaneae extract, Cedrus deoclar (Roxb.) G. Don bud extract and their mixture.
As " promote hornification coating sophisticated reagent ", can use participation impaired and cause the sophisticated reagent of hornification coating that trans glutaminase active reduces in the compositions of the present invention with the age.Can mention for example urea and derivant thereof, particularly from National Starch's
Figure A200780025366D0039100722QIETU
And other activating agent of mentioning among the application FR2877220 of L ' OREAL.
As " promoting the reagent of skin microcirculation ", can combination in the present composition in the reagent of skin microcirculation to prevent that the colour of skin is obscure and/or eye pouch generates, black tea extract for example, as Kombuchka from Sederma, Pycnog é nol, managanese gluconate (from the Givobio GMn of Seppic), Visnadine from Indena, lupin extract (from the Eclaline of Silab), from the breadboard Epaline 100 of Carilene, bigarabe flower extract (from the Remoduline of ilab), Citrin and derivant thereof, as Permethol and other extract (phyllodium Pterostyrax extract from Sochibios, the Aesculus extract, Caulis Hederae Sinensis extract, Radix Ginseng extract, and caffeine Melilotus sweetclover extract etc.),, escin, the hesperetin laurate, dextran sulfate, nicotinate and derivant, lysine and derivant (as Asparlyne) etc. from Solabia.
As the preferred additive reagent that promotes skin microcirculation, can mention Kombuchka, managanese gluconate and Citrin and derivant thereof.
For " reagent of irritation cell energy metabolism ", can also wherein can mention biotin, saccharomyces cerevisiae extract in conjunction with the activating agent that stimulates the energy metabolism in ageing process, slow down, as from Sederma
Figure A200780025366D00393
From Solabia's The mixture of zinc gluconate, copper and magnesium is as the Sepitonic from Seppic
Figure A200780025366D00395
" tensioning agent " is meant and can applies tensile chemical compound to skin, and its effect is the out-of-flatness of temporarily desalinating skin surface, as wrinkle and microgroove.
As " antioxidant ", can mention tocopherol and ester thereof, particularly tocopherol acetate especially; BHT and BHA.
Polyphenol, tannic acid, table roasting catechin be can also mention and their natural extract, anthocyanidin, Herba Rosmarini Officinalis extract, olive tree leaf extract, green tea extract, resveratrol and derivant thereof, Pycnog é nol, ergothioneine, N-acetylcysteine, biotin, chelating agen, idebenone, plant extract contained; as Pronalen BioprotectTM, free radical scavenger, as vitamin E, coenzyme Q10, bioflavonoids, SOD, phytantriol, lignan, melatonin, a multi-acid salt, glutathion from Provital company.
Term " anti-pollutant " is meant any chemical compound that can catch ozone, monocycle or polynuclear aromatic compound such as benzopyrene and/or heavy metal such as cobalt, hydrargyrum, cadmium and/or nickel.Term " free radical scavenger " is meant any chemical compound that can catch free radical.
As available in the present composition " ozone trapping agent ", can mention vitamin C and derivant thereof especially, comprise the ascorbyl glucosides; Phenol and polyphenol, particularly tannin, ellagic acid and tannic acid; Table bakes catechin and contains its natural extract; The olive tree leaf extract; Tea extract, particularly green tea extract; Anthocyanidin; Herba Rosmarini Officinalis extract; Phenolic acid, particularly chlorogenic acid; Stilbene, particularly resveratrol; The amino acid derivativges of sulfur-bearing, particularly S-Carbocisteine; Ergothioneine; The N-acetylcysteine; Chelating agen, as N, N '-two (3,4,5-trimethoxy benzyl) ethylenediamine or one of its salt, metal complex or ester; Carotenoid is as crocetin; And various raw materials, as S é robiologiques laboratory with trade name CPPLS
Figure A200780025366D00401
The mixture of arginine, histidine ribonucleate, mannitol, adenosine triphosphate, pyridoxol, phenylalanine, tyrosine and the hydrolysis ARN that sells, SOLABIA company is with trade name
Figure A200780025366D00402
The corn water-soluble portion of selling, Induchem company is with Unicotrozon
Figure A200780025366D00403
The run after fame Rhizoma Corydalis extract sold and the mixture of citron extract, and PROVITAL company is with trade name Pronalen
Figure A200780025366D00404
The mixture of the extract of Radix Ginseng, Fructus Mali pumilae, Fructus Persicae, Semen Tritici aestivi and the Fructus Hordei Vulgaris of selling.
As available in the compositions of the present invention " catching the reagent of monocycle or polynuclear aromatic compound ", can mention tannin especially, as ellagic acid; Indole derivatives, particularly Indole-3-carbinol; The extract of tea, particularly green tea extract, the extract of Herba Eichhorniae or Herba Eichhorniae; With SOLABIA company with trade name
Figure A200780025366D00411
The corn water-soluble portion of selling.
At last, as available in the compositions of the present invention " catching the reagent of heavy metal ", can mention chelating agen especially, five sodium-salt and N as EDTA, ethylenediamine tetramethylene phosphonic acid, N '-two (3,4,5-trimethoxy benzyl) ethylenediamine or one of its salt, metal complex or ester; Phytic acid; Chitosan derivatives; The extract of tea, particularly green tea extract; Tannin is as ellagic acid; The aminoacid of sulfur-bearing is as cysteine; Herba Eichhorniae (Herba Eichhorniae) extract; With SOLABIA company with trade name
Figure A200780025366D00412
The corn water-soluble portion of selling.
Available in the compositions of the present invention " free radical scavenger " also comprises vitamin E and derivant thereof, as tocopherol acetate except that some anti-pollutant mentioned above; Bioflavonoids; Coenzyme Q10 or ubiquinone; Some enzyme is as catalase, superoxide dismutase, lactoperoxidase, glutathion peroxidase and quinone reductase; Glutathion; Benzylidene camphor; The benzyl cyclanone; Replace naphthalenone; Multi-acid salt; Phytantriol; Gamma oryzanol; Lignan; And melatonin.
Term " desquamation agent " be meant can following effect any chemical compound, its can:
-directly desquamation is worked by promoting abrasion, as beta-hydroxy acid, particularly salicylic acid and derivant thereof (comprising the positive MEXORYL SAM of 5-); 'alpha '-hydroxy acids is as glycolic, citric acid, lactic acid, tartaric acid, malic acid or mandelic acid; Urea; Gentisic acid; Oligomeric fucose; Cinnamic acid; The Chinese scholartree extract; Resveratrol;
-or act on the enzyme that participates in desquamation or horn cell bridge (corn é odesmosomes) degraded, as glycosidase, horny layer Chymotrypsin (SCCE) or other protease (trypsin, chymase).Can mention inorganic salt chelating agen: EDTA; N-acyl group-N, N ', N '-ethylenediamine triacetic acid; Sulfamic acid compound, particularly N-(2-ethoxy) piperazine-N '-2-ethanesulfonic acid (HEPES); The derivant of 2-oxo Thiazolidine-4-carboxylic acid (acid of solid color thiamine); The derivant of glycine type a-amino acid (described in EP-0852949, and BASF is with the methylglycine sodium diacelate of trade name TRILONM sale); Mel; Sugar derivatives is as O-caprylyl-6-D-maltose and N-acetyl glucosamine.
The invention still further relates to the beautifying skin therapy that is used to improve and/or strengthen skin barrier function, comprise that at least one applies the step of at least a compositions as defined above to skin.
According to first embodiment, method of the present invention comprises at least one following steps, and this step is at least a compositions as defined above is applied on people's the skin that cutaneous manifestations goes out at least a above-mentioned signs of skin aging.
According to another embodiment, it comprises at least one following steps, and this step is at least a compositions as defined above is applied on the skin of the people who shaves the fur skin with stymied skin or skin area, particularly face or health.
Beauty treatment assembly (ensemble)
According on the other hand, the invention still further relates to the beauty treatment assembly, it comprises:
I) delimit the container of at least one compartment, described container cuts out by closing element; With
Ii) aforesaid and be placed on compositions in the described compartment.
This container can be any suitable form.Can be the form of bottle, pipe, jar, casket, box, bag or case especially.
Closing element can be removable stopper, lid, cover, peelable or capsular form, particularly comprises main body that is fixed on the container and the type that is connected the cover cap on the main body.It also can be element form, particularly pump, valve or the clack valve of selectivity closing containers.
This container can combine with applicator.This applicator can be the brush form described in patent FR 2 722 380.Applicator can be foam block or elastomer block, felt or spatula form.Applicator can be freely (tuft or sponge) or described in United States Patent (USP) 5 492 426, be fastened to closure elements with bar on.This applicator can be fastened on the container described in patent FR 2 761 959.
This product can directly or indirectly be included in this container.For example, this product can be placed on the impregnated carrier (particularly cleaning wiping cloth or pulvilliform formula), and settles (independent or a plurality of) in box or in the bag.For example in application WO 01/03538, the carrier of introducing this product has been described.
Closing element can be by being threaded onto on the container.Perhaps, by the mode beyond being threaded, particularly via bayonet socket mechanism, carry out being connected between closing element and the container by ratchet mechanism, anchor clamps, welding, bonding or by magnetic attraction.Term " ratchet mechanism (encliquetage) " is meant especially and comprises by a part, and particularly the elastic deformation of the closing element elasticity that material pearl or line intersected then return to described part after pearl or line intersect does not have any system of restrained condition.
This container can be made by thermoplastic to small part.As the example of thermoplastic, can mention polypropylene or polyethylene.
Perhaps, this container is by non-thermoplastic material, and particularly glass or metal (or alloy) are made.
But this container can have rigid walls or deformation wall, is in particular pipe or phial form.
This container can comprise and be used for causing or promotion compositions assigned unit.For example, but this container can have the wall of deformation so that said composition flows out at the direct draught of internal tank, and this malleation is caused by elasticity (or non-resilient) extruding of chamber wall.
This container can by the case that has substrate ( ) constitute, it delimited at least one and has held the shell of said composition and be hinged on especially and suprabasilly can cover the lid of described substrate to small part.This case for example is described among application WO 03/018423 or the patent FR 2 791 042.
This container can be furnished with the dehydrator (essoreur) of the bore region that is positioned at container.This dehydrator can dry (essuyer) applicator and randomly can the fastening company of dry this applicator to bar.This dehydrator for example is described among the patent FR 2 792 618.
The content of patent mentioned above or patent application is incorporated the application by reference into.
According to a specific embodiments, the present invention relates to the assembly of improving looks, it comprises:
-contain the compositions A of at least a C-glycosides derivatives,
-separate the compositions B that contains at least a hyaluronic acid or derivatives thereof of packing with compositions A.
At last, the present invention relates to a kind of beauty curing, comprise that at least one is applied to step on skin and/or its adnexa and at least one with compositions A compositions B is applied to step on skin and/or its adnexa.
According to preferred embodiment, at first apply compositions A, with after-applied compositions B.
Be not subjected to the restriction of any theory, the inventor applies order with this and observes advantage, and this comes from the C-glycosides derivatives is ready in the fact that responds the hyaluronic acid or derivatives thereof to a greater extent skin and/or its adnexa.
In this case, compositions A and B can be packaged in separately in two compartments, and these two compartments are formed by two separation containers or in single assembly inside.
Term " single assembly " is meant by this device, two compartment combinations secured to one another.This device can obtain by the method for molded two compartments in the single-piece of being made by thermoplastic especially.It also can be available from any type of molectron, particularly by bonding, welding or ratchet mechanism.
According to first embodiment, two containers are independently of one another.These containers can be various forms of.They can be pipe, bottle or kettle (bidons) especially.
The pump of hand drive can be set on one of container or another top, and this pump top has the button that is used to drive this pump and distributes said composition through at least one distribution openings.
Perhaps, with one of container and/or another pressurization, especially by propellant, propellant gas particularly.In this case, described container is furnished with valve, and the button of being furnished with nozzle or being used to distribute any other disperser of this product is set above this valve.
Propellant can with to distribute or composition isolated is mixed, special in the piston that can in container, slide, or via the flexible wall of the bag that holds said composition.
This container can be made of various materials: plastics, glass or metal.
Again or, two compartments are by forming at inner two the concentric compartments that form of pipe, and it pushes up and has the non-return air pump of being furnished with the button that contains one or more dispensing orifices.Piston is provided in pipe, and along with said composition shifts out in container, described piston is to pump direction rollback.This apportion design is used in particular for dispensing toothpaste.
The specific embodiment
The present invention of the following example illustration.
Embodiment
Used C-glycosides derivatives be CHIMEX with
Figure A200780025366D00441
C-β-D-xylopyranoside-2-the hydroxy propane of running after fame and selling.It is in 60/40 water/1, contains the solution form of 30 weight % active substances in the 2-propylene glycol mixture.Used hyaluronic acid is that Solliance company sells
Figure A200780025366D00442
AL (PM:1.1 * 10 6Da).
Embodiment 1: the test of carrying out: the active analysis of keratinocyte T-5398 (TGk)
Study the interaction in vitro (, have the C-β-D-xylopyranoside-2-hydroxy propane of the active substance of 30 weight % in the 2-propylene glycol mixture, and hyaluronic acid) of two kinds of activating agent diagonalization cell differentiations in 60/40 water/1.For this reason, will being placed in the culture medium with the normal person's keratinization of epidermis cell (NHEK) that prevents its propagation in the shortage culture medium that constitutes by 40% dilution SFM culture medium and 60%Earl BufferSalt Sodium (EBSS) buffer agent with the mitomycin pretreatment.By keratinocyte T-5398 (TGk) activity of use standard radiochemistry algoscopy analysis, quantize metabolism-its differentiation capability that therefore slows down of these cells subsequently with the pretreated NHEK of activating agent.
Calcium chloride (CaCl 2The molecule of)-known stimulation keratinocyte differentiation, as this analyze usefulness with reference to molecule.
Operation sequence
With normal human keratinocyte in complete SFM culture medium at 37 ℃ and 5%CO 2Under cultivated 24 hours.Pass through at 37 ℃ and 5%CO then 2Under use ametycin (10 mcg/ml) to handle 2 hours, the blocking-up cell division.Then with cell contain or do not contain various concentration tried or with reference to the shortage of product or non-shortage (contrast) culture medium in cultivated 96 hours.Simultaneously, test 1,2-propylene glycol, the solvent of C-β-D-xylopyranoside-2-hydroxy propane.(n=3) carried out in this processing in triplicate.
When cultivate finishing, add and measure the TGk activity extracting TGk film enzyme and the putrescine covalency on casein (receptor protein, 2 mg/ml ultimate densities) under 2 μ Ci/ml ultimate densities by the measurement tritiate in the presence of the Triton X-100.
Precipitate casein by adding trichloroacetic acid (TCA), and on filter and catcher, reclaim precipitate, calculate the dried thing that leaches by liquid flashing subsequently.
The result
TGk activity-the contain culture medium of mitomycin
Handle Concentration % activity with respect to tester Significant change with respect to tester
Shortage property culture medium tester (40% SFM[+Ep+EGF]+60% EBSS[+Ca+Mg]) - 100 -
Normal culture medium tester (100% SFM[+Ep+ EGF]) - 209 +109%
CaCl 2 1.5mM 557 +457%
Hyaluronic acid (1) 0.02% 88 NS
C-β-D-xylopyranoside-2-hydroxy propane (2) 0.06% 128 NS
1, the 2-propylene glycol 0.16% 87 NS
Hyaluronic acid (1)With C-β-D-xylopyranoside-2-hydroxy propane (2) 0.02% and 0.06% 222 +122%
(NS=is not remarkable)
(1) Cristalhyal AL (PM:1.1 * 10 of Solliance company sale 6Da)
(2) Mexoryl of CHIMEX manufacturing
Figure A200780025366D00461
In this test, obviously improved Keratinocytic TGk activity as 1.5mM calcium chloride with reference to molecule.This result meets Expected Results, and can confirm this test.
C-β-D-xylopyranoside-2-hydroxy propane 0.06% time test does not significantly act on TGk is active.
At its solvent of 0.8% time test, 1, the 2-propylene glycol does not change the activity of this enzyme yet.
0.02% time also not effect of hyaluronic acid diagonalization cell trans glutaminase active of test separately.
C-β-D-xylopyranoside-2-hydroxy propane and hyaluronic combination table 0.06% and 0.02% time test reveals cooperative effect respectively, because product independent and that test under this concentration does not change the TGk activity, and should activity and should make up significant stimulation.When activity is associated with protein, observe same function.
Conclusion
C-β-D-xylopyranoside-2-hydroxy propane/hyaluronic acid mixtures has improved the keratinocyte trans glutaminase active in normal person's keratinization of epidermis cell of cultivating in shortage property culture medium.
Hyaluronic acid has been strengthened the effect of C-β-D-xylopyranoside-2-hydroxy propane, and observed effect when being similar in normal culture medium cultured cell.
The result that this combination of activating agent is obtained has reflected the increase of epidermal differentiation.
Embodiment 2: the embodiment of preparation
Content is expressed as mass percentage content.
Compositions A and B are with carbomer and/or the agglomerative H/E emulsion of polypropylene acyl group dimethyl taurine ammonium, and prepare according to routine techniques.Compositions B is the organic silication of high degree.Compositions C is the E/H emulsion according to the organic silication of height of routine techniques preparation.Compositions D has the high concentration hyaluronic acid and uses the agglomerative clear gel of polypropylene acyl group dimethyl taurine ammonium.
A B C D
Magnesium sulfate 0.70
Sodium hydroxide 0.08
Triethanolamine 1.23 0.01 0.02
Hydroxyethyl piperazine ethanesulfonic acid 1.00 1.00
C-β-D-xylopyranoside-2-hydroxy propane (1) 1.00 1.00 1.00 1.00
Algae extract 1.00 0.20 0.20 0.20
Distearyl dimethyl amine Strese Hofmann's hectorite. 0.20
Silicon dioxide 2.00 3.00
Acrylate copolymer 0.30
Tristearin (with) the acetylation glycol stearate 1.00
The caprylic/capric triglyceride 3.00
Phenoxyethanol 0.60 0.70
Methyl parahydroxybenzoate 0.20
Chlorphenesine 0.30
Ethylhexyl methoxy cinnamate 1.00 1.00
Phenylbenzimidazolesulfonic acid 1.80
Ethylhexyl methoxy cinnamate 7.50
Titanium dioxide (with) Muscovitum 1.00 1.00 1.00
Hydroxyethyl-cellulose 0.12
Hyaluronate sodium (2) 0.02 0.02 0.02 0.50
Carbomer 0.15
Polypropylene acyl group dimethyl taurine ammonium 1.00 1.60 0.25
Polymethyl methacrylate 2.00
HDI/ trihydroxy methyl hexyl lactone cross linked polymer 1.00
Encircle six siloxanes 3.00 22.00
Cetyl PEG/PPG-10/1 dimethyl polysiloxane 3.00
Dimethyl polysiloxane (with) dimethyl polysiloxane/vinyl-dimethyl based polysiloxane cross linked polymer 10.00
Two-PEG-18 methyl ether dimethylsilane 3.00
The stearyl dimethyl polysiloxane 2.00
D5 (with) dimethyl polysiloxane alcohol 2.00
Dimethyl polysiloxane (with) dimethyl polysiloxane alcohol 3.00
D5 (with) the dimethyl polysiloxane cross linked polymer 25.00
Divinyl dimethyl polysiloxane/dimethyl polysiloxane cross linked polymer (with) C12-13 pareth-23 (with) C12-13 pareth-3 0.50
Dimethyl polysiloxane (with) ceteth-10 (with) Laureth-4 3.50
Modification alcohol 5.00 5.00 7.00
Water 38.15 55.15 45.87 79.41
Glycerol 7.00 7.00 10.00 7.00
Propylene glycol 6.00 4.00
Caprylyl glycol 0.50
Polysorbate80 1.00
Glucose sesquialter methyl stearate PEG-20 2.00
Polyglyceryl-4 isostearate 1.00
(1) MEXORYL of CHIMEX manufacturing
Figure A200780025366D00481
(2) Cristalhyal of Solliance sale
Figure A200780025366D00482

Claims (22)

1. sick the learning and/or cosmetic composition of local skin that in physiology's acceptable medium, comprises at least a hyaluronic acid or derivatives thereof and at least a C-glycosides derivatives.
2. the compositions of last claim, wherein the hyaluronic acid or derivatives thereof has 50 000 to 5 000 000, and particularly 100 000 to 5 000 000, the molecular weight of 400 000 to 5 000000Da especially.
3. claim 1 or 2 compositions, wherein the hyaluronic acid or derivatives thereof is with 0.001 weight % to 20 weight % with respect to composition total weight, preferred 0.01 weight % to 10 weight %, the content of active substance of the hyaluronic acid or derivatives thereof of more special 0.01 weight % to 5 weight % exists.
4. each compositions of claim 1 to 3, wherein the C-glycosides derivatives meets following general formula (I):
Figure A200780025366C00021
Wherein:
-R representative:
-C 1To C 20C particularly 1To C 10Saturated or C 2To C 20C particularly 2To C 10Undersaturated straight chained alkyl, perhaps C 3To C 20C particularly 3To C 10Saturated or undersaturated branching or cyclic alkyl;
-C 1To C 20C particularly 1To C 10Saturated or C 2To C 20C particularly 2To C 10The hydrofluoroalkane base or the perfluoroalkyl of undersaturated straight chain, perhaps C 3To C 20C particularly 3To C 10Saturated or undersaturated branching or cyclic hydrofluoroalkane base or perfluoroalkyl;
Constitute the hydrocarbon chain of described group can be when needed by 1,2,3 or more multiselect insert from following hetero atom:
-oxygen,
-sulfur,
-nitrogen and
-silicon,
And can randomly be selected from following group by at least one replaces:
--OR 4
--SR 4
--NR 4R 5
--COOR 4
--CONHR 4
--CN、
-halogen atom,
-C 1To C 6Hydrofluoroalkane base or perfluoroalkyl, and/or
-C 3To C 8Cycloalkyl,
R wherein 4And R 5Can represent hydrogen atom, perhaps C independently of one another 1To C 30C particularly 1To C 12Saturated or C 2To C 30 C particularly 2To C 12The alkyl of undersaturated straight chain, perfluoroalkyl or hydrofluoroalkane base, perhaps C 3To C 30C particularly 3To C 12Saturated or undersaturated branching or cyclic alkyl, perfluoroalkyl or hydrofluoroalkane base; Perhaps C 6To C 10Aryl,
-X representative is selected from the group of following groups:
Figure A200780025366C00031
R wherein 1, R 2And R 3Represent hydrogen atom or radicals R independently of one another, wherein R as above defines, and R ' 1Represent hydrogen atom ,-OH group or radicals R as defined above, R 1Also can represent C 6To C 10Aryl;
-S represents monosaccharide or polysaccharide; this polysaccharide comprises particularly maximum 6 sugar units of maximum 20 sugar units; it is the pyranose of L and/or D series and/or the form of furanose; described monosaccharide or polysaccharide can must be replaced with optional one or more optional protected amine functional group by free oh group, and
-S-CH 2-X key is represented the key of different character of C-, and it can be α or β, and the acceptable salt of their beauty treatment, their solvate such as hydrate and their isomer.
5. the compositions of a preceding claim, wherein the S representative is selected from the monosaccharide, particularly D-xylose of D-glucose, D-xylose, L-fucose, D-galactose, D-maltose.
6. the compositions of a preceding claim, wherein X representative be selected from-CO-,-CH (OH)-,-CH (NH 2)-group, be preferably-CH (OH)-group.
7. the compositions of a preceding claim, wherein R represent randomly by-OH ,-COOH or-COOR " 2The C that replaces 1-C 4C particularly 1-C 3Straight chain group, R " 2Be C 1-C 4Saturated alkyl, particularly ethyl.
8. each compositions of aforementioned claim, wherein the C-glycosides derivatives is selected from:
-C-β-D-xylopyranoside-positive third-2-ketone,
-C-α-D-xylopyranoside-positive third-2-ketone,
-C-β-D-xylopyranoside-2-hydroxy propane,
-C-α-D-xylopyranoside-2-hydroxy propane,
-1-(C-β-D-pyrans fucoside)-third-2-ketone,
-1-(C-α-D-pyrans fucoside)-third-2-ketone,
-1-(C-β-L-pyrans fucoside)-third-2-ketone,
-1-(C-α-L-pyrans fucoside)-third-2-ketone,
-1-(C-β-D-pyrans fucoside)-2-hydroxy propane,
-1-(C-α-D-pyrans fucoside)-2-hydroxy propane,
-1-(C-β-L-pyrans fucoside)-2-hydroxy propane,
-1-(C-α-L-pyrans fucoside)-2-hydroxy propane,
-1-(C-β-D-glucopyranosyl)-2-hydroxy propane,
-1-(C-α-D-glucopyranosyl)-2-hydroxy propane,
-1-(C-β-D-galactopyranose base)-2-hydroxy propane,
-1-(C-α-D-galactopyranose base)-2-hydroxy propane,
-1-(C-β-D-furan fucosido)-third-2-ketone,
-1-(C-α-D-furan fucosido)-third-2-ketone,
-1-(C-β-L-furan fucosido)-third-2-ketone,
-1-(C-α-L-furan fucosido)-third-2-ketone,
-C-β-D-pyrans maltoside-positive third-2-ketone,
-C-α-D-pyrans maltoside-positive third-2-ketone,
-C-β-D-pyrans maltoside-2-hydroxy propane,
-C-α-D-pyrans maltoside-2-hydroxy propane, their isomer and their mixture.
9. each compositions of aforementioned claim, wherein the C-glycosides derivatives is selected from C-β-D-xylopyranoside-2-hydroxy propane and C-α-D-xylopyranoside-2-hydroxy propane, more especially C-β-D-xylopyranoside-2-hydroxy propane.
10. each compositions of aforementioned claim, it is characterized in that with respect to composition total weight, the C-glycosides derivatives is with 0.0001 weight % to 25 weight %, 0.001 weight % to 10 weight % particularly, more especially the C-glycosides derivatives content of active substance of 0.05 weight % to 5 weight % exists.
11. each compositions of aforementioned claim, wherein the weight ratio of hyaluronic acid or derivatives thereof and C-glycosides derivatives is 0.001 to 1000, particularly 1 to 10, the most particularly 2 to 4.
12. the beauty treatment assembly, it comprises:
-comprise the compositions A of at least a C-glycosides derivatives,
-comprise the compositions B of at least a derivatives of hyaluronic acids or derivatives thereof.
13. claim 1 to 11 each compositions or the beautifying use of the beauty treatment assembly of claim 12 barrier function that is used to improve and/or strengthen skin.
14. each compositions or the beauty treatment assembly of claim 12 the beautifying use that is used to improve and/or strengthen skin of claim 1 to 11 to outside invasion and attack protection.
15. claim 1 to 11 each compositions or the beautifying use of the beauty treatment assembly of the claim 12 moisture supply that is used to improve skin and/or its adnexa.
16. each the compositions or the beauty treatment assembly of claim 12 of claim 1 to 11 is used to prevent and/or treat the coarse or nan orelief of skin and/or its adnexa and/or is used to the beautifying use that improves colour of skin glossiness and/or be used to improve the pliability of skin and/or its adnexa.
17. each compositions or the beauty treatment assembly of claim 12 beautifying use that is used to desalinate signs of skin aging of claim 1 to 11.
18. the beautifying use of preceding claim, it is characterized in that signs of skin aging is selected from the viscoelasticity of skin or biomechanical properties damage, organizes the appearance of appearance, skin brown stain and/or the yellow of cohesiveness damage, thinning of skin, wrinkle and/or microgroove, and the appearance of old age or senile plaques or freckle.
19. the beauty curing that is used to improve and/or strengthen barrier function and/or the moisture supply and/or the anti-outside aggressive of skin and/or its adnexa and/or is used to resist signs of skin aging, it is characterized in that, at least a C-glycosides derivatives and at least a hyaluronic acid or derivatives thereof of effective dose is applied on skin and/or its adnexa.
20. beauty curing, comprise that at least one compositions A with claim 12 definition is applied to the step on skin and/or its adnexa, and at least one compositions B with claim 12 definition is applied to the step on skin and/or its adnexa, and they preferably apply with this order.
21. being used to prepare, at least a hyaluronic acid or derivatives thereof and at least a C-glycosides derivatives improve and/or strengthen the sick purposes of learning compositions of local skin that skin barrier function is used.
Improve and/or strengthen damaged skin 22. at least a hyaluronic acid or derivatives thereof and at least a C-glycosides derivatives are used for preparation, particularly need the purposes of the dermatological topical composition that the barrier function of tissue repair and/or regenerated skin uses.
CNA2007800253662A 2006-07-03 2007-07-02 Composition comprising at least one c-glycoside derivative and at least one hyaluronic acid and its cosmetic use Pending CN101484128A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103906501A (en) * 2011-09-06 2014-07-02 莱雅公司 Combination of carrageenan and C-glycoside and uses thereof
CN110366408A (en) * 2016-12-22 2019-10-22 莱雅公司 It comprising one or more polar oils, the pure and mild polyalcohol of C2-C6 aliphatic mono, at least one hydrophilic active agent, and include the cosmetic composition of the water by weight less than 7%
WO2024065760A1 (en) * 2022-09-30 2024-04-04 L'oreal Composition for caring for keratin materials

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103906501A (en) * 2011-09-06 2014-07-02 莱雅公司 Combination of carrageenan and C-glycoside and uses thereof
CN103906501B (en) * 2011-09-06 2018-07-31 莱雅公司 The combination and application thereof of carrageenan and C- glucosides
CN110366408A (en) * 2016-12-22 2019-10-22 莱雅公司 It comprising one or more polar oils, the pure and mild polyalcohol of C2-C6 aliphatic mono, at least one hydrophilic active agent, and include the cosmetic composition of the water by weight less than 7%
US11400034B2 (en) 2016-12-22 2022-08-02 L'oreal Cosmetic composition comprising one or more polar oil(s), a C2—C6 aliphatic monoalcohol and a polyol, at least one hydrophilic active agent, and comprising less than 7% by weight of water
CN110366408B (en) * 2016-12-22 2023-05-02 莱雅公司 Cosmetic composition comprising one or more polar oils, a C2-C6 aliphatic monohydric and polyhydric alcohol, at least one hydrophilic active agent, and comprising less than 7% by weight of water
WO2024065760A1 (en) * 2022-09-30 2024-04-04 L'oreal Composition for caring for keratin materials

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