DE19739349A1 - Use of troxerutin as antioxidant and/or radical scavenger - Google Patents

Abstract

Use of troxerutin, i.e. 3,5-dihydroxy-3',4',7-tris(2-hydroxyethoxy)flavone 3-(6-O-(6-deoxy- alpha -L-mannopyranosyl)- beta -D-glucopyranoside), as an antioxidant and/or radical scavenger in cosmetic or dermatological compositions is new.

Description

The present invention relates to cosmetic and dermatological preparations an effective level of troxerutin. In particular, the present invention relates cosmetic preparations with effective protection against harmful oxidation processes in the skin, but also to protect cosmetic preparations themselves or to protect the components of cosmetic preparations from harmful oxidation processes.

The present invention also relates to antioxidants, preferably those which are in skin care cosmetic or dermatological preparations who are used the. In particular, the invention also relates to cosmetic and dermatological accessories preparations containing such antioxidants. In a preferred embodiment be the present invention applies to cosmetic and dermatological preparations Prophylaxis and treatment of cosmetic or dermatological skin changes such as B. skin aging, especially those caused by oxidative processes Skin aging.

The present invention also relates to active ingredients and preparations, such active ingredients containing substances for cosmetic and dermatological treatment or prophylaxis erythematous, inflammatory, allergic or autoimmune reactive symptoms, especially dermatoses.

The present invention also relates to active ingredient combinations and preparations which for the prophylaxis and treatment of light-sensitive skin, especially photo dermatoses, serve.

The damaging effect of the ultraviolet part of solar radiation on the skin is well known. While rays with a wavelength smaller than 290 nm (the so-called UVC range), absorbed by the ozone layer in the earth's atmosphere cause rays in the range between 290 nm and 320 nm, the so-called named UVB range, an erythema, a simple sunburn or even more or less severe burns.

The narrower area becomes the maximum of the erythema effectiveness of sunlight indicated around 308 nm.

For protection against UVB radiation, numerous compounds are known in which it are derivatives of 3-benzylidene camphor, 4-aminobenzoic acid, cinnamic acid, salicylic acid, benzophenone and 2-phenylbenzimidazole.

Also for the range between about 320 nm and about 400 nm, the so-called UVA range, it is important to have filter substances available because of its rays May cause reactions in photosensitive skin. It has been proven that UVA radiation damages the elastic and collagenous fibers of the connective tissue besides what causes the skin to age prematurely and that it is the cause of numerous photo toxic and photoallergic reactions can be seen. The harmful influence of the UVB radiation can be amplified by UVA radiation.

To protect against the rays of the UVA range, certain derivatives of the Dibenzoylmethane is used, whose photostability (Int. J. Cosm. Science 10, 53 (1988)), is not given to a sufficient extent.

The UV radiation can also lead to photochemical reactions, in which case the photochemical reaction products intervene in the skin's metabolism.

Such photochemical reaction products are predominantly ra radical compounds, for example hydroxy radicals. Also undefined radicals cal photo products, which arise in the skin itself, can due to their high Reactivity show uncontrolled secondary reactions. But also singlet sour substance, a non-radical excited state of the oxygen molecule, can contribute to UV radiation occurs, as do short-lived epoxies and many others. Singlet oxygen for example, stands out against the normally present triplet acid substance (radical ground state) due to increased reactivity. However, it does exist The excited, reactive (radical) triplet states of the oxygen molecule can also be activated.

UV radiation also counts as ionizing radiation. So there is a risk that Ionic species are also formed during UV exposure, which in turn are oxidatively converted into the biochemical processes are able to intervene.

To prevent these reactions, cosmetic or dermatological Formulations additional antioxidants and / or radical scavengers are incorporated.

It has already been suggested that vitamin E, a substance known to be antioxidants tive effect in sunscreen formulations, but here too the The effect achieved is far behind that which was hoped for.

The object of the invention was therefore also to provide cosmetic, dermatological and pharma to create chemical active ingredients and preparations as well as light protection formulations, those for the prophylaxis and treatment of light-sensitive skin, especially Photoderma roar, preferably serve PLD.

Further names for polymorphic light dermatosis are PLD, PLE, Mallor ca acne and a large number of other terms as used in the literature (e.g. A. Voelckel et al, Zentralblatt skin and venereal diseases (1989), 156, p. 2), ange are given.

Erythematous skin manifestations also occur as side effects in certain cases Skin conditions or irregularities. For example, the typical is skin the appearance of the acne rash is regularly more or less reddened.

Mainly, antioxidants are used as protective substances against the spoilage of them containing preparations used. Nevertheless it is known that also in the human unwanted oxidation processes can occur on skin and animal skin. Such Processes play an essential role in skin aging.

In the article "Skin Diseases Associated with Oxidative Injury" in "Oxidative Stress in The matology ", p. 323 ff. (Marcel Decker Inc., New York, Basel, Hong Kong, publisher: Jürgen Fuchs, Frankfurt, and Lester Packer, Berkeley / California), become oxidative Damage to the skin and its underlying causes are listed.

If human hair is to be colored permanently, in practice only oxi are used ding hair coloring methods into consideration. With oxidative hair coloring, the training takes place formation of the dye chromophore through reaction of precursors (phenols, amino phenols, rarely also diamines) and bases (mostly p-phenylenediamine) with the Oxi dation agent, mostly hydrogen peroxide. Hydrogen peroxide concentrations around 6% are commonly used.

It is usually assumed that in addition to the coloring effect, there is also a bleaching effect effect takes place through the hydrogen peroxide. In oxidatively colored human hair Similar to bleached hair, microscopic holes are at the points which had melanin granules, detectable.

The fact is that the oxidizing agent hydrogen peroxide does not only work with the paint supplies but also react with the hair substance and possibly a Can cause damage to the hair.

Antioxidants are substances that prevent or prevent oxidation processes Prevent autoxidation of fats containing unsaturated compounds. Antioxidants, which are also used in the field of cosmetics and pharmacy, are for example α-tocopherol, especially in the form of α-tocopheryl acetate, Sesamol, bile acid derivatives, butylhydroxyanisole and butylhydroxytoluene.

Cosmetic formulas can also be used to prevent such reactions In addition, antioxidants and / or radical scavengers can be incorporated.

Some antioxidants and radical scavengers are known. So is already in the US Pa publications 4,144,325 and 4,248,861 as well as from numerous other documents been beaten in vitamin E, a substance with known antioxidant effects Use light protection formulations, but here too the effect achieved remains far behind the hoped-for.

One object of the present invention was to address the disadvantages of the prior art to eliminate. In particular, active ingredients or preparations should include such active ingredients containing, are made available, if they are used, the damage to the Skin and / or hair at least reduced by oxidative influence, if not can be prevented entirely.

Another object of the present invention consisted of cosmetic preparations to make available, which before or after treatment of the hair with hair coloring preparations, even those containing strong oxidizing agents such as z. B. hydrogen peroxide, counteract their damaging oxidative effect.

In particular, active ingredients and preparations containing such active ingredients should be used for cosmetic and dermatological treatment and / or prophylaxis of erythematous, inflammatory, allergic or autoimmune reactive phenomena, especially Der matoses, but also the appearance of the "stingings" who provided the.

The use of flavones or flavonoids in cosmetics or dermatology is known per se. For example, DE-OS 44 44 238 describes combinations of cinnamic acid vaten and flavone glycosides, for example α-glycosyl rutin as antioxidants and as Active ingredients against other indications.

It was, however, surprising and unforeseeable for the person skilled in the art that the Ver Use of troxerutin as an antioxidant and / or as a radical scavenger in cosmetic products or dermatological preparations remedy the disadvantages of the prior art fen.

Troxerutin (3,5-dihydroxy-3 ', 4', 7-tris (2-hydroxyethoxy) -flavone-3- (6-O- (6-deoxy-α-L-man nopyranosyl) -β-D-glucopyranoside )) is characterized by the following structural formula:

The document JP-OS Hei-06-138,941 describes oral preparations with a Ge contains water-soluble glycosides, which can be selected from, for example of the group α-glucosyl rutin, α-glucosyl myricetin, α-glucosyl isoquercitrin and α-gluco sylquercitrin. The document JP-OS Hei-04-363,395 describes a process, the decomposition to prevent perfume ingredients, which are inter alia through an additive on α-glucosyl rutin for the corresponding preparations. Further the documents EP-OS 586 303 and EP-OS 595 694 describe the use of Flavonoids as antioxidants or light protection substances in cosmetics.

There is no indication in these documents, however, which points in the direction of the present lowing invention could have.

It was therefore not foreseeable for the person skilled in the art that the troxerutin used according to the invention or cosmetic or dermatological preparations containing this ses

• - act better as an antioxidant
• - act better as radical scavengers
• - better the binding of harmful photo products to lipids, DNA and proteins prevent
• - work better against skin aging
• - better protect the skin against photoreactions
• - would better prevent inflammatory reactions

than the active ingredients, active ingredient combinations and preparations of the prior art. Furthermore, it could not have been foreseen that the troxerutin in cosmetic or dermatological preparations are more stable than comparable active ingredients, for example as vitamin C.

According to the invention are therefore the use of troxerutin as an antioxidant as well its use for combating and / or prophylaxis of oxidative stress aging caused by skin aging and inflammatory reactions.

The cosmetic or dermatological formulations according to the invention can be composed as usual and for treatment, care and cleaning the skin and / or hair and as a make-up product in decorative cosmetics nen. They preferably contain from 0.01% by weight to 10% by weight, preferably from 0.05% by weight to 5% % By weight, in particular 0.1-2.0% by weight, based on the total weight of the agent, to Troxerutin.

The cosmetic and dermatological products according to the invention are used Apply preparations to the skin and / or hair in the manner customary for cosmetics applied in sufficient quantity.

Cosmetic and dermatological preparations according to the invention can be found in ver exist in different forms. So you can z. B. a solution, an anhydrous accessory preparation, an emulsion or microemulsion of the water-in-oil (W / O) type or of the Oil-in-water (O / W), a multiple emulsion, for example of the water-in-oil-in Water (W / O / W), a gel, a solid stick, an ointment or an aerosol len. It is also advantageous to present troxerutin in an encapsulated form, e.g. B. in Kolla gene matrices and other common encapsulation materials, e.g. B. as Celluloseverkap encapsulated in gelatine, wax matrices or liposomally. In particular Wax matrices as described in DE-OS 43 08 282 have proven to be favorably exposed.

It is also possible and advantageous for the purposes of the present invention to use troxerutin in aqueous systems or surfactant preparations for cleaning the skin and hair add.

As an advantageous embodiment of the present invention is therefore also the use Use of troxerutin to protect the skin and / or hair from oxidative bean This is particularly true of the use of troxerutin in shampoos and laundry formulations.

The cosmetic and dermatological preparations according to the invention can Contain cosmetic auxiliaries, as they are usually ver in such preparations be applied, e.g. B. preservatives, bactericides, perfumes, substances for ver prevent foaming, dyes, pigments that have a coloring effect, Ver thickeners, surface-active substances, emulsifiers, softening agents, humidifying agents Tending and / or moisture-retaining substances, fats, oils, waxes or other common ones Components of a cosmetic or dermatological formulation such as alcohols, Polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicones konderivate.

In particular, according to the invention, the troxerutin can also be combined with other antioxidants and / or radical scavengers are combined.

According to the invention, as beneficial antioxidants, all for cosmetic and / or the suitable or common antioxidants are used for matological applications become.

The antioxidants are advantageously selected from the group consisting of amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g. anserine), carotenoids, carotenes (e.g. α-carotene, β-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, lipoic acid and its derivatives (e.g. dihydrolipoic acid), aurothioglucose, propylthiouracil and other thiols (e.g. thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, Butyl and lauryl, palmitoyl, oleyl, γ-linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and Salts) and sulfoximine compounds (e.g. buthionine sulfoximine, homocysteine sulfoximine, buthionine sulfone, Penta-, hexa-, heptathionine sulfoximine) in very low tolerated doses (e.g. B. pmol to µmol / kg), furthermore (metal) chelators (e.g. α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (e.g. citric acid, lactic acid, malic acid), humic acid, bile acid, Bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. γ-linolenic acid, linoleic acid, oleic acid), folic acid and their derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g. B. ascorbyl palmitate, Mg-ascorbyl phosphate, ascorbyl acetate), tocopherols and derivatives (e.g. vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) and coniferyl benzoate of benzoin, rutic acid and its derivatives, butylated hydroxytoluene , Butylhydroxyani sol, nordihydroguajakarzäure, nordihydroguajaretic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, sesamol, sesamolin, zinc and its derivatives (z. B. ZnO, ZnSO ₄ ), selenium and its derivatives (z. B. selenomethane ), Stilbene and de ren derivatives (e.g. B. stilbene oxide, trans-stilbene oxide) and the inven tion suitable derivatives (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active ingredients.

The amount of the aforementioned antioxidants (one or more compounds) in the Preparations is preferably 0.001 to 30% by weight, particularly preferably 0.05-20 % By weight, in particular 1-10% by weight, based on the total weight of the preparation tion.

If vitamin E and / or its derivatives are the additional antioxidants It is advantageous to set their respective concentrations in the range from 0.001-10 % By weight, based on the total weight of the formulation.

If vitamin A, or vitamin A derivatives, or carotenes or their derivatives the or represent the additional antioxidants, is advantageous, their respective concentration nen from the range of 0.001-10 wt .-%, based on the total weight of the Formulation, to choose.

Emulsions according to the invention are advantageous and contain, for. B. the fats mentioned, Oils, waxes and other fatty substances, as well as water and an emulsifier as usual is typically used for such a type of formulation.

The lipid phase can advantageously be selected from the following group of substances:

• - mineral oils, mineral waxes
• - Oils, such as triglycerides of capric or caprylic acid, and natural oils such as z. B. castor oil;
• - Fats, waxes and other natural and synthetic fat, preferably Esters of fatty acids with alcohols of low carbon number, e.g. B. with isopropanol, Propy lenglycol or glycerin, or esters of fatty alcohols with lower alkanoic acids C number or with fatty acids;
• - alkyl benzoates;
• - Silicone oils such as dimethylpolysiloxanes, diethylpolysiloxanes, diphenylpolysiloxanes as well as mixed forms of it.

The oil phase of the emulsions, oleogels or hydrodispersions or lipodispersions For the purposes of the present invention, it is advantageous to choose from the group of esters from saturated and / or unsaturated, branched and / or unbranched alkanecar carboxylic acids with a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated saturated, branched and / or unbranched alcohols with a chain length of 3 to 30 C-A- tomen, from the group of esters of aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols of a chain length of 3 to 30 carbon atoms. Such ester oils can then be chosen advantageously from the group isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl iso nonanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyl decyl stearate, 2-octyl dodecyl palmitate, oleyl oleate, oleyl oleate, erucyl oleate, erucylerucate and synthetic, semi-syn thetic and natural mixtures of such esters, e.g. B. jojoba oil.

Furthermore, the oil phase can advantageously be selected from the group of the branched and unbranched hydrocarbons and waxes, silicone oils, dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohol le, as well as the fatty acid triglycerides, namely the triglycerol ester saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids of a chain length ge from 8 to 24, in particular 12-18, carbon atoms. The fatty acid triglycerides can be used in for example, are advantageously chosen from the group of synthetic, semi-synthetic and natural oils, e.g. B. olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, Almond oil, palm oil, coconut oil, palm kernel oil and the like.

Any mixtures of such oil and wax components are also advantageous in the Use within the meaning of the present invention. It can also be advantageous where appropriate be waxes, for example cetyl palmitate, as the sole lipid component of the oil phase to use.

The oil phase is advantageously selected from the group consisting of 2-ethylhexyl isostearate, octyldodecanol, isotridecyl isononanoate, isoeicosane, 2-ethylhexyl _{cocoate, C 12-15} alkyl benzoate, caprylic capric acid triglyceride, and dicaprylyl ether.

Mixtures of C _12-15 alkyl benzoate and 2-ethylhexyl isostearate, mixtures of C _12-15 alkyl benzoate and isotridecyl isononanoate and mixtures of C _12-15 alkyl benzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate are particularly advantageous.

Of the hydrocarbons, paraffin oil, squalane and squalene are beneficial in the sense of the present invention.

The oil phase can also advantageously contain cyclic or linear silicone oils have or consist entirely of such oils, although it is preferred in addition to the silicone oil or the silicone oils, an additional content of other oil phas to use subcomponents.

Cyclomethicone (octamethylcyclotetrasiloxane) is advantageous as being according to the invention using silicone oil is used. But other silicone oils are also beneficial in the Sin ne of the present invention to use, for example hexamethylcyclotrisiloxane, Polydimethylsiloxane, poly (methylphenylsiloxane).

Mixtures of cyclomethicone and isotridecylisono are also particularly advantageous nanoate, made from cyclomethicone and 2-ethylhexyl isostearate.

The aqueous phase of the preparations according to the invention optionally contains before partly alcohols, diols or polyols with a low carbon number, as well as their ethers, preferably Ethanol, isopropanol, propylene glycol, glycerine, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, Diethylene glycol monomethyl or monoethyl ether and analogous products, also alcohol get lower C number, e.g. B. ethanol, isopropanol, 1,2-propanediol, glycerol and esp special one or more thickeners, which or which are advantageously chosen can be selected from the group of silicon dioxide, aluminum silicates, polysaccharides or their derivatives, e.g. B. hyaluronic acid, xanthan gum, hydroxypropylmethyl cellulose, be particularly advantageous from the group of polyacrylates, preferably a polyacrylate from Group of the so-called Carbopole, for example Carbopole of types 980, 981, 1382, 2984, 5984, each individually or in combination.

In particular, mixtures of the abovementioned solvents are used. At alcoholic solvents, water can be another component.

Emulsions according to the invention are advantageous and contain, for. B. the fats mentioned, Oils, waxes and other fatty substances, as well as water and an emulsifier, as he does is probably used for such a type of formulation.

Gels according to the invention usually contain alcohols of low carbon number, e.g. B. Etha nol, isopropanol, 1,2-propanediol, glycerin and water or any of the above Oil in the presence of a thickener, which is preferred for oily-alcoholic gels wise silicon dioxide or an aluminum silicate, in the case of aqueous-alcoholic or alcoholic between gels is preferably a polyacrylate.

As a propellant for preparations according to the invention which can be sprayed from aerosol containers genes are the usual, well-known, highly volatile, liquefied propellants, for example se hydrocarbons (propane, butane, isobutane) are suitable, alone or in mixture can be used with each other. It is also advantageous to use compressed air.

Preparations according to the invention can also advantageously contain substances absorb the UV radiation in the UVB range, the total amount of the filter sub punch z. B. 0.1 wt .-% to 30 wt .-%, preferably 0.5 to 10 wt .-%, in particular which is 1.0 to 6.0% by weight, based on the total weight of the preparations, to make cosmetic preparations available that the hair or the skin Protect from the full range of ultraviolet radiation. You can also use it as a Sunscreens are used for hair or skin.

If the preparations according to the invention contain UVB filter substances, these can be oil-soluble or water-soluble. According to the invention advantageous oil-soluble UVB filters are, for. B .:

• - 3-benzylidenecamphor derivatives, preferably 3- (4-methylbenzylidene) camphor, 3-benzylidene camphor;
• - 4-aminobenzoic acid derivatives, preferably 4- (dimethylamino) benzoic acid re (2-ethylhexyl) ester, 4- (dimethylamino) benzoic acid amyl ester;
• - Esters of cinnamic acid, preferably 4-methoxycinnamic acid (2-ethylhexyl) ester, 4-Me isopentyl thoxycinnamate;
• - Esters of salicylic acid, preferably salicylic acid (2-ethylhexyl) ester, salicylic acid re (4-isopropylbenzyl) ester, salicylic acid homomenthyl ester,
• - Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophe non;
• - Esters of benzalmalonic acid, preferably 4-methoxybenzalmalonic acid di (2-e ethylhexyl) ester, -2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1,3,5-triazine.

Advantageous water-soluble UVB filters are, for. B .:

• - Salts of 2-phenylbenzimidazole-5-sulfonic acid such as their sodium, potassium or their Triethanolammonium salt, as well as the sulfonic acid itself;
• - Sulphonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxy benzophenone-5-sulfonic acid and its salts;
• - Sulfonic acid derivatives of 3-benzylidene camphor, such as. B. 4- (2-Oxo-3-bornylidene methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bornylidenemethyl) sulfonic acid and their salts and 1,4-di (2-oxo-10-sulfo-3-bornylidenemethyl) benzene and des sen salts (the corresponding 10-sulfato compounds, for example the ent speaking sodium, potassium or triethanolammonium salt), also as benzene 1,4-di (2-oxo-3-bornylidenemethyl) -10-sulfonic acid.

The list of the UVB filters mentioned that are used in combination with the Combinations of active ingredients can be used, of course, should not limit be rend.

The invention also relates to the use of a combination of troxerutin with at least one UVB filter as an antioxidant or the use of a combination tion of troxerutin with at least one UVB filter as an antioxidant in a kosmeti chemical or dermatological preparation.

It may also be beneficial to combine troxerutin with UVA filters that were previously available are usually contained in cosmetic preparations. With these substances it is preferably a derivative of dibenzoyl methane, in particular 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione and around 1-phenyl-3- (4'-isopro pylphenyl) propane-1,3-dione. These combinations or preparations that these Contain combinations are the subject of the invention. It can be used for the UVB combination used amounts are used.

The invention also relates to the use of a combination of troxerutin with at least one UVA filter as an antioxidant or the use of a combination tion of the active ingredient combinations according to the invention with at least one UVA filter as an antioxidant in a cosmetic or dermatological preparation.

The invention also relates to the use of a combination of troxerutin with at least one UVA filter and at least one UVB filter as an antioxidant or the use of a combination of troxerutin with at least one UVA filter and at least one UVB filter as an antioxidant in a cosmetic or dermatological preparation.

Cosmetic and dermatological preparations with an effective content of Troxerutin can also contain inorganic pigments, which are commonly found in Kos metik can be used to protect the skin from UV rays. It is about to oxides of titanium, zinc, zirconium, silicon, manganese, cerium and mixtures thereof, as well as variations in which the oxides are the active agents. Especially they are preferably pigments based on titanium dioxide.

These combinations of UVA filters and pigments or preparations containing them Contain combination are the subject of the invention. It can be the one for the previous one The following combinations can be used.

In cosmetic and dermatological preparations to protect the hair UV rays according to the invention are, for example, shampooing medium, preparations that are used when rinsing the hair before or after shampooing, before or after the permanent wave treatment, before or after coloring or bleaching the hair are used to make preparations for blow-drying or hair-setting, Preparations for coloring or bleaching to make a hairdressing and treatment lotion, hair lacquer or permanent waving.

The cosmetic and dermatological ones contain active ingredients and auxiliaries like them usually for this type of hair care and hair treatment preparations be used. Preservatives and surface-active sub-agents serve as auxiliary substances punching, substances to prevent foaming, thickeners, emulsifiers, Fats, oils, waxes, organic solvents, bactericides, perfumes, dyes or Pigments, the task of which is the hair or the cosmetic or dermatological Preparation to dye yourself, electrolytes, anti-greasy substances.

Under electrolytes in the context of the present invention are water-soluble alkali, Am Monium, alkaline earth (including magnesium) and zinc salts of inorganic To understand anions and any mixtures of such salts, with guaranteed must be that these salts are pharmaceutically or cosmetic harmless distinguishability.

The anions according to the invention are preferably selected from the group of chlori de, the sulfates and hydrogen sulfates, the phosphates, hydrogen phosphates and the li near and cyclic oligophosphates as well as carbonates and hydrogen carbonates.

Cosmetic preparations containing a skin cleanser or shampoo represent, preferably contain at least one anionic, non-ionic or am photere surface-active substance, or mixtures of such substances, Troxerutin in an aqueous medium and auxiliaries such as are usually used for it become. The surface-active substance or the mixtures of these substances can in a concentration between 1 wt .-% and 50 wt .-% in the shampoo funds are available.

If the cosmetic or dermatological preparations are in the form of a lotion before that rinsed and z. B. before or after decolorization, before or after shampoo nation, between two shampooing steps, before or after the permanent wave action is applied, it is z. B. to aqueous or aqueous-al alcoholic solutions, which may contain surface-active substances, de ren concentration between 0.1 and 10 wt .-%, preferably between 0.2 and 5 Wt .-%, may be.

These cosmetic or dermatological preparations can also contain aerosols represent the aids usually used for this.

A cosmetic preparation in the form of a lotion that is not rinsed out, in particular a lotion for soaking the hair, a lotion that is used when blow-drying the hair is applied, a hairdressing and treatment lotion, is generally an aqueous, alcoholic or aqueous-alcoholic solution and contains at least one cationi cal, anionic, non-ionic or amphoteric polymer or mixtures of same, as well as Troxerutin in effective concentration. The amount of used Polymers is z. B. between 0.1 and 10 wt .-%, preferably between 0.1 and 3 wt .-%.

Cosmetic preparations for the treatment and care of the hair, the Troxerutin ent hold can exist as emulsions, which are of the non-ionic or an ionic type are. In addition to water, non-ionic emulsions contain oils or fatty alcohols for example, can also be polyethoxylated or polypropoxylated, or also Gemi cal from the two organic components. These emulsions contain gebe optionally cationic surface-active substances.

According to the invention, cosmetic preparations for the treatment and care of the Hair exist as gels, which in addition to an effective content of Troxerutin and for it commonly used solvents, preferably water, or organic Ver thickener, e.g. B. gum arabic, xanthan gum, sodium alginate, cellulose deri vate, preferably methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, Hydroxypropyl cellulose, hydroxypropyl methyl cellulose or inorganic Verdic kmittel, z. B. aluminum silicates such as bentonite, or a mixture of Polyethylene glycol and polyethylene glycol stearate or distearate. The Verdic Kmittel is in the gel, for. B. in an amount between 0.1 and 30 wt .-%, preferred between 0.5 and 15% by weight.

Preferably the amount of troxerutin in an agent intended for the hair is 0.05% by weight to 10% by weight, in particular 0.5% by weight to 5% by weight, based on the Total weight of the agent.

Aqueous cosmetic cleaning agents according to the invention or water-poor or water-free cleaning agent concentrates intended for aqueous cleaning can contain ionic, nonionic and / or amphoteric surfactants, for example

• - conventional soaps, e.g. B. Fatty acid salts of sodium
• - Alkyl sulfates, alkyl ether sulfates, alkane and alkyl benzene sulfonates
• - sulfoacetates
• - sulfobetaines
• - sarcosinates
• - Amidosulfobetaines
• - sulfosuccinates
• - sulfosuccinic acid half esters
• - alkyl ether carboxylates
• - Protein-fatty acid condensates
• - alkyl betaines and amido betaines
• - fatty acid alkanolamides
• - polyglycol ether derivatives.

Cosmetic preparations, cosmetic cleansing preparations for the skin represent, can be in liquid or solid form. They contain besides Troxeru tin preferably at least one anionic, non-ionic or amphoteric surface Chemically active substance or mixtures thereof, if desired one or more Electrolytes and auxiliaries as they are usually used for this. The surface Chemically active substance can be in a concentration between 1 and 94 wt .-% in the Cleaning preparations are available, based on the total weight of the preparation gene.

Cosmetic preparations that represent a shampoo contain in addition to an effective content of troxerutin, preferably at least one anionic, non- ionic or amphoteric surface-active substance or mixtures thereof, given possibly an electrolyte according to the invention and auxiliaries, as they are usually be used for this. The surfactant can be in one concentration between 1% and 94% by weight are present in the shampoo.

The compositions according to the invention contain in addition to the aforementioned Ten Siden water and optionally the additives customary in cosmetics, for example wise perfumes, thickeners, dyes, deodorants, antimicrobial substances, moisturizing agents Agents, complexing and sequestering agents, pearlescent agents, plants extracts, vitamins, active ingredients and the like.

The present invention also encompasses a cosmetic method for protecting the Skin and hair from oxidative or photo-oxidative processes, which thereby ge is characterized by the fact that a cosmetic agent, which has an effective concentrate tion of troxerutin is applied to the skin or hair in sufficient quantities.

The present invention also includes a method for protecting cosmetics shear or dermatological preparations against oxidation or photo-oxidation, where in these preparations z. B. Preparations for the treatment and care of the hair in particular hair dyes, hair lacquers, shampoos, color shams poonierungsmittel, also make-up products such. B. nail polishes, lipsticks, complexion Basics, washing and shower preparations, creams for the treatment or care of Skin or all other cosmetic preparations, their inventory share stability problems due to oxidation or photo-oxidation during storage can bring with it, characterized in that the cosmetic preparations have an effective content of troxerutin.

The amount of troxerutin in these preparations is preferably 0.01-10% by weight, preferably 0.05-5% by weight, in particular 0.1-2.0% by weight, based on the Ge total weight of the preparations.

The invention also relates to the process for producing the inventive ßen cosmetic agent, which is characterized in that one is known per se Way active ingredient combinations according to the invention in cosmetic and dermatological cal formulations incorporated.

The following examples are intended to illustrate the present invention without it to restrict. All quantities, proportions and percentages are, if not otherwise stated, on the weight and the total amount or on the total amount related to the weight of the preparations.

example 1 O / W lotion

Wt% Paraffin oil (DAB 9) 8.00 Isopropyl palmitate 3.00 Petrolatum 4.00 Cetostearyl alcohol 2.00 PEG-40 castor oil 0.50 Sodium cetyl stearyl sulfate 0.50 Sodium carbomer 0.40 Troxerutin 0.50 Glycerin 3.00 α-tocopherol 0.20 Octyl methoxycinnamate 5.00 Butyl methoxydibenzoyl methane 1.00 Preservatives, dyes, perfumes q.s. water ad 100.00

Example 2 O / W cream

Wt% Paraffin oil (DAB 9) 7.00 Avocado oil 4.00 Glyceryl monostearate 2.00 Troxerutin 0.50 Titanium dioxide 1.00 Sodium lactate 3.00 Glycerin 3.00 Preservatives, dyes, perfumes q.s. water ad 100.00

Example 3 Lip balm

Wt% Hydrogenated castor oil 4.00 Ceresin 8.00 Beeswax 4.00 Carnauba wax 2.00 Petrolatum 40.00 Troxerutin 0.50 β-carotene 0.10 Preservatives, dyes, perfumes q.s. Paraffin oil ad 100.00

Example 4 Lip balm

Wt% Isopropyl lanolate 10.00 acetylated lanolin 4.00 Beeswax, bleached 9.00 Carnauba wax 4.00 Petrolatum 40.00 Troxerutin 0.50 α-tocopheryl acetate 0.10 Preservatives, dyes, perfumes q.s. Paraffin oil ad 100.00

Example 5 Gel containing liposomes

Wt% Lecithin 6.00 Shea butter 3.00 Troxerutin 0.50 α-tocopherol 0.20 Biotin 0.08 Sodium citrate 0.50 Glycine 0.20 urea 0.20 Sodium PCA 0.50 Hydrolyzed collagen 2.00 Xanthan gum 1.40 Sorbitol 3.00 Preservatives, dyes, perfumes q. s. water ad 100.00

Example 6 gel

Wt% Carbopol 934 P. 2.00 Triethanolamine 3.00 Troxerutin 0.50 α-tocopheryl acetate 0.20 Polyoxyethylene sorbitan fatty acid ester (Tween 20) 0.50 Glycerin 2.00 Sodium PCA 0.50 Hydrolyzed collagen 2.00 Preservatives, dyes, perfumes q. s. water ad 100.00

Example 7 Sunscreen emulsion

Wt% Cyclomethicone 2.00 Cetyl dimethicone copolyol 0.20 PEG 22-dodecyl copolymer 3.00 Paraffin oil (DAB 9) 2.00 Caprylic acid / capric acid triglyceride 5.80 Octyl methoxycinnamate 5.80 Butyl methoxy dibenzoyl methane 4.00 Troxerutin 0.50 α-tocopheryl acetate 0.50 ZnSO ₄ 0.70 Na ₃ HEDTA 0.30 Preservatives, dyes, perfumes q. s. water ad 100.00

Example 8 Sunscreen emulsion

Wt% Cyclomethicone 2.00 Cetyl stearyl alcohol + PEG 40 hydrogenated castor oil + sodium cetyl stearyl sulfate 2.50 Glyceryl lanolate 1.00 Caprylic acid / capric acid triglyceride 0.10 Lauryl methicone copolyol 2.00 Octyl stearate 3.00 castor oil 4.00 Glycerin 3.00 Acrylamide / sodium acrylate copolymer 0.30 Hydroxypropyl methyl cellulose 0.30 Octyl methoxycinnamate 5.00 Butyl methoxy dibenzoyl methane 0.50 Troxerutin 0.50 α-tocopheryl acetate 1.00 Na ₃ HEDTA 1.50 Preservatives, dyes, perfumes q. s. water ad 100.00

Example 9 Sunscreen emulsion

Wt% AL = L <cyclomethicone 2.00 Cetostearyl alcohol + PEG 40 hydrogenated Castor oil + sodium cetyl stearyl sulfate 2.50 Glyceryl lanolate 1.00 Caprylic acid / capric acid triglyceride 0.10 Lauryl methicone copolyol 2.00 Octyl stearate 3.00 castor oil 4.00 Glycerin 3.00 Acrylamide / sodium acrylate copolymer 0.30 Hydroxypropyl methyl cellulose 0.30 Octyl methoxycinnamate 5.00 Butyl methoxy dibenzoyl methane 0.75 Troxerutin 0.50 Na ₃ HEDTA 1.50 Preservatives, dyes, perfumes q. s. water ad 100.00

Example 10 Massage cream

Wt% Stearyl alcohol 2.00 Petrolatum 4.00 Dimethicone 2.00 Isopropyl palmitate 6.00 Cetostearyl alcohol 4.00 PEG-40 hydrogenated castor oil 2.00 α-tocopherol 0.50 Troxerutin 0.50 Glycerin 3.00 Preservatives, dyes, perfumes q. s. water ad 100.00

Example 11 Hair lotion

Wt% Ethanol 40.00 Diisopropyl adipate 0.10 PEG-40 hydrogenated castor oil 0.20 Troxerutin 0.50 α-tocopheryl acetate 0.10 Preservatives, dyes, perfumes q. s. water ad 100.00

Example 12 Spray formulation

Wt% α-tocopherol 0.10 Troxerutin 0.50 Ethanol 28.20 Preservatives, dyes, perfumes q. s. Propane / butane 25/75 ad 100.00

Claims (3)

1. Use of troxerutin as an antioxidant and / or as a radical scavenger in kosme table or dermatological preparations. 2. Use according to claim 1, characterized in that troxerutin in one effective content is present in cosmetic or dermatological preparations. 3. Use according to claim 1, characterized in that the troxerutin in kos metic or topical dermatological preparations in concentrations of 0.01-10% by weight, preferably 0.05-5% by weight, in particular 0.1-2.0% by weight based on the total weight of the preparations.