Preparation for use as an antibacterial, antifungal or antiviral agent in the treatment of a dermatological condition

A combination of alkyl ethers of glycerol and hydroxamic acids addresses the challenge of effectively targeting harmful microbes in cosmetic and dermatological preparations without disrupting the skin's natural flora, providing broad-spectrum protection and stability.

DE102011088936B4Active Publication Date: 2026-03-05INOLEX GMBH
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Patent Information

Authority / Receiving Office
DE · DE
Patent Type
Patents
Current Assignee / Owner
Filing Date
2011-12-19
Publication Date
2026-03-05

AI Technical Summary

Technical Problem

Existing cosmetic and dermatological preparations face challenges in effectively targeting gram-positive and gram-negative bacteria, fungi, and viruses without harming the natural skin flora or causing side effects, and they often require preservatives that consumers wish to minimize.

Method used

A combination of alkyl ethers of glycerol and hydroxamic acids, particularly ethylhexylglycerol and octanohydroxamic acid, is used in concentrations of 0.001 to 5.0 wt.% to provide antibacterial, antifungal, and antiviral protection, preserving the skin's microflora and preventing microbial contamination.

Benefits of technology

The active ingredient combination effectively inhibits the growth of bacteria, fungi, and viruses, including Pityrosporum ovale, while maintaining skin health and stability, and can be incorporated into various cosmetic and dermatological formulations.

✦ Generated by Eureka AI based on patent content.

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Abstract

Preparation for use as an antibacterial, antifungal or antiviral agent in the treatment of a dermatological condition, comprising a combination of active ingredients, wherein the combination of active ingredients comprises: a) 0.001 to 5.0 wt%, based on the total weight of the preparation, of one or more alkyl ethers of glycerol of the general structural formula wherein R 1 and R 2 can be displayed independently of each other: H, as well as branched and unbranched alkyl groups with 1 - 18 carbon atoms, wherein at most one of the substituents is R 1 and R 2 can represent a hydrogen atom, and b) 0.001 to 5.0% by weight, based on the total weight of the preparation, of one or more hydroxamic acids.
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Description

[0001] The present invention relates to a preparation for use as an antibacterial, antifungal or antiviral agent in the treatment of a dermatological condition.

[0002] A healthy warm-blooded organism, and especially healthy human skin, is colonized by a multitude of non-pathogenic microorganisms. This so-called skin microflora is not only harmless, but also provides important protection against opportunistic or pathogenic germs.

[0003] Bacteria are prokaryotic single-celled organisms. They can be broadly classified according to their shape (sphere, cylinder, curved cylinder) and the structure of their cell wall (Gram-positive, Gram-negative). More detailed classifications also take into account the organisms' physiology. Thus, there are aerobic, anaerobic, and facultatively anaerobic bacteria. Some individuals are medically significant as pathogens, while others are completely harmless.

[0004] Substances effective against bacteria have been known for quite some time. The term "antibiotics," for example, which is not applicable to all antimicrobial substances, dates back to 1941, although the first findings regarding penicillin were discovered as early as 1929. Antibiotics in the modern sense are not suitable for all medical applications, and certainly not for cosmetic ones, since the warm-blooded organism, such as a sick patient, is often affected in some way by their use in certain metabolic functions.

[0005] One object of the present invention was therefore to enrich the state of the art in this direction, in particular to provide substances which are effective against gram-positive and / or gram-negative bacteria without the use of the substances being associated with an unacceptable impairment of the user's health.

[0006] Gram-negative bacteria include, for example, Escherichia coli, Pseudomonas species, and Enterobacteriaceae such as Citrobacter.

[0007] Gram-positive bacteria also play a role in cosmetics and dermatology. For example, in the case of blemished skin, secondary bacterial infections are of etiological importance, alongside other factors. One of the most important microorganisms associated with blemished skin is Propionibacterium acnes.

[0008] Even mild cases of blemishes and / or comedones can negatively impact the well-being of those affected. Since virtually every teenager experiences some degree of blemishes, many people feel the need to address this condition.

[0009] WO 2009 / 070736 A1 describes preservatives for cosmetic, toiletry, and pharmaceutical compositions. Specifically, it describes a composition and a method for preserving a topical cosmetic, toiletry, or pharmaceutical formulation against microbiological contamination or growth, wherein the compositions contain at least one hydroxamic acid, a salt, or a complex thereof, and the methods involve adding an effective amount of such compounds to a cosmetic, toiletry, or pharmaceutical formulation. It also describes compositions that additionally contain alkanediol and / or solubilizers in mixtures with hydroxamic acid.

[0010] “RoC Repulpant Eclat. Anti-Age Smoothing Cream for Dry & Sensitive Skin”, Nov. 2011, Mintel GNPD [product description, internet publication at www.gndp.com, entry number 1662057, accessed on 06.07.2020] describes a cosmetic composition containing caprylhydroxamic acid and ethylhexylglycerin, as well as other ingredients commonly used in cosmetics.

[0011] A particular objective of the present invention was therefore to find a substance or combination of substances effective against impure skin or Propionibacterium acnes.

[0012] To solve this problem, the invention provides a preparation for use as an antibacterial, antifungal, or antiviral agent in the treatment of a dermatological condition according to claim 1. Preferred embodiments of the invention are defined in the dependent claims.

[0013] The dermatological condition can include body odor. The present invention, therefore, relates in one embodiment to cosmetic deodorants. Such formulations serve to eliminate body odor that arises when fresh sweat, which is inherently odorless, is decomposed by, in particular, gram-positive microorganisms. Various mechanisms of action underlie conventional cosmetic deodorants.

[0014] Both liquid deodorants, such as aerosol sprays, roll-ons and the like, and solid preparations, such as deodorant sticks, powders, powder sprays, intimate cleansers, etc., are well-known and commonly used.

[0015] Antiperspirants contain astringents—primarily aluminum salts such as aluminum hydroxychloride (aluminum chloride hydrate)—that inhibit sweat production. However, aside from denaturing skin proteins, these substances, depending on their dosage, drastically interfere with the body's heat regulation in the underarm area and should only be used in exceptional circumstances.

[0016] The use of antimicrobial substances in cosmetic deodorants can reduce the bacterial flora on the skin. Ideally, only the odor-causing microorganisms should be effectively reduced. In practice, however, it has been shown that the entire skin microflora can be affected.

[0017] The welding flow itself is not affected; ideally, only the microbial decomposition of the weld is temporarily stopped.

[0018] The combination of astringents and antimicrobial agents in the same formulation is also common. However, this approach does not completely eliminate the disadvantages of either class of active ingredient.

[0019] Finally, body odor can also be masked by fragrances, a method that least meets the aesthetic needs of the consumer, as the mixture of body odor and perfume scent tends to smell unpleasant.

[0020] However, most cosmetic deodorants, like most cosmetics in general, are perfumed, even if they contain deodorizing agents. Perfume can also serve to increase consumer acceptance of a cosmetic product or to give it a certain flair.

[0021] However, the perfuming of cosmetic products containing active ingredients, especially cosmetic deodorants, is often problematic because active ingredients and perfume components can occasionally react with each other and render each other ineffective.

[0022] Deodorants should meet the following conditions: 1) They are intended to provide reliable deodorization. 2) The natural biological processes of the skin must not be impaired by deodorants. 3) The deodorants must be harmless in case of overdose or other improper use. 4) They should not accumulate on the skin after repeated use. 5) They should be easy to incorporate into standard cosmetic formulations.

[0023] A further objective of the present invention was therefore to develop cosmetic deodorants that do not exhibit the disadvantages of the prior art. In particular, the deodorants should largely preserve the skin's microflora while selectively reducing the number of microorganisms responsible for body odor.

[0024] Furthermore, one of the aims of the invention was to develop cosmetic deodorants characterized by good skin compatibility. Under no circumstances should the deodorizing active ingredients accumulate on the skin.

[0025] Another task was to develop cosmetic deodorants that harmonize with as many common cosmetic auxiliary and additive substances as possible, especially with the perfume components that are particularly important in deodorizing or antiperspirant formulations.

[0026] Another objective of the invention was to provide cosmetic deodorants that are effective for a longer period of time, on the order of at least half a day, without their effect noticeably diminishing.

[0027] Finally, one objective of the present invention was to develop deodorizing cosmetic principles that can be incorporated as universally as possible into the most diverse dosage forms of cosmetic deodorants, without being limited to one or a few specific dosage forms.

[0028] Fungi, also called Fungi [fungus = Latin for fungus], Mycota [Greek for fungus], or mycobionts, are classified as eukaryotes, unlike bacteria. Eukaryotes are organisms whose cells (eucytes), unlike those of prokaryotes (prokaryotes), possess a nucleus separated from the rest of the cytoplasm by a nuclear envelope and nuclear membrane. The nucleus contains the genetic information stored in chromosomes.

[0029] Examples of mycobionts include yeasts (Protoascomycetes), molds (Plectomycetes), powdery mildew (Pyrenomycetes), downy mildew (Phycomycetes) and basidiomycetes.

[0030] Fungi, including basidiomycetes, are not plant organisms, but like plants, they possess a cell wall, sap-filled vacuoles, and a microscopically visible cytoplasmic stream. They do not contain photosynthetic pigments and are C-heterotrophic. They grow under aerobic conditions and obtain energy through the oxidation of organic substances. Some representatives, such as yeasts, are facultative anaerobes and capable of generating energy through fermentation processes.

[0031] Dermatomycoses are diseases in which certain types of fungi, especially dermatophytes, invade the skin and hair follicles. Symptoms of dermatomycoses include blisters, exfoliation, fissures, and erosion, usually accompanied by itching or allergic eczema.

[0032] Dermatomycoses can be essentially divided into the following four groups: dermatophytes (e.g., epidermophytosis, favus, microsporia, trichophytosis), yeast mycoses (e.g., pityriasis and other Pityrosporum-related mycoses, Candida infections, blastomycosis, Busse-Buschke disease, torulose, Piedra alba, torulopsidosis, trichosporosis), mold mycoses (e.g., aspergillosis, cephalosporidia, phycomycosis and scopulariopsidosis), systemic mycoses (e.g., chromomycosis, coccidiomycosis, histoplasmosis).

[0033] Pathogenic and facultative pathogenic bacteria include, for example, Candida species (e.g., Candida albicans) from the yeast group and those of the Pityrosporum family. Pityrosporum species, particularly Pityrosporum ovale, are responsible for skin diseases such as pityriasis versicolor, seborrhea in the forms of seborrhea oleosa and seborrhea sicca (which manifests primarily as seborrhea capitis – dandruff), seborrheic dermatitis, and Pityrosporum folliculitis. The involvement of Pityrosporum ovale in the development of psoriasis is a matter of ongoing discussion among experts.

[0034] All areas of human skin can be affected by dermatomycoses. Dermatophytes almost exclusively infect the skin, hair, and nails. Yeast mycoses can also affect mucous membranes and internal organs, while systemic mycoses regularly extend to entire organ systems.

[0035] Areas of the body where moisture and heat can accumulate due to clothing, jewelry, or footwear are particularly susceptible. Athlete's foot is one of the best-known and most widespread dermatomycoses. Fungal infections of the fingernails and toenails (onychomycosis) are also particularly unpleasant.

[0036] A widespread phenomenon is so-called dandruff. If a person's sebaceous glands produce too much sebum, or if these glands become clogged with sebum due to infrequent hair washing, the normally harmless yeast fungus Pitysporum ovale, now known as Malassezia furfur, is allowed to grow excessively, leading to seborrheic dermatitis with itching and flaking.

[0037] One object of the present invention was to eliminate the disadvantages of the prior art and to provide preparations which, when used, prevent the formation of dandruff without causing any significant loss to the physiological skin flora.

[0038] Furthermore, superinfections of the skin caused by fungi and bacteria are not uncommon.

[0039] In the presence of a primary infection, i.e., the normal microbial colonization of the skin, a new infection with high numbers of one or more often physiological pathogens, such as staphylococci, but also often non-physiological pathogens, such as Candida albicans, can occur if unfavorable factors coincide. The normal microflora of the skin (or another body organ) is then effectively overrun by the secondary pathogen.

[0040] Depending on the specific pathogen, such superinfections can manifest in favorable cases as unpleasant skin symptoms (itching, unsightly appearance). In unfavorable cases, however, they can lead to extensive skin damage and, in the worst case, even result in the patient's death.

[0041] Superinfections of the type described above are, for example, common secondary illnesses in full-blown AIDS. In this way, germs that are harmless in themselves—at least in low concentrations—but can also be highly pathogenic, overgrow the healthy skin flora. In AIDS, however, other organs are also affected by superinfections.

[0042] Superinfections of this kind are also observed in a variety of dermatological diseases, such as atopic eczema, neurodermatitis, acne, seborrheic dermatitis, or psoriasis. Many medical and therapeutic procedures, such as radiotherapy or chemotherapy for tumors, drug-induced immunosuppression as a side effect, or systemic antibiotic treatment, as well as external chemical or physical influences (e.g., environmental pollution, smog), promote the occurrence of superinfections of external and internal organs, especially the skin and mucous membranes.

[0043] While it is certainly possible to treat superinfections with antibiotics in individual cases, such substances usually have the disadvantage of unpleasant side effects. For example, patients are often allergic to penicillins, which would make such treatment contraindicated in these cases.

[0044] Furthermore, topically administered antibiotics have the disadvantage that they not only rid the skin flora of the secondary pathogen, but also severely impair the otherwise physiological skin flora, thus slowing down the natural healing process.

[0045] The object of the present invention was to eliminate the disadvantages of the prior art and to provide preparations by the use of which superinfections can be cured without causing any significant loss to the physiological skin flora.

[0046] Protozoa are parasitic single-celled organisms with a clearly defined nucleus that reproduce asexually (by binary or quadruple fission and budding) or sexually (gametogamy, gamontogamy, and autogamy). They obtain nutrients from their environment through permeation, pinocytosis, and phagocytosis. Most protozoa can form vegetative, usually motile, forms (called trophozoites) and, under unfavorable conditions, cysts as dormant forms.

[0047] Depending on their mode of locomotion and apparatus, protozoa are divided into four different groups: (a) Mastigophora (flagellates with flagella) (b) Sarcodina / Rhizopoda (amoeboid movement pattern through plasma outpouchings) (c) Sporozoa (slithering or gliding movement pattern) (d) Ciliata / Ciliophora (ciliation or flagellation)

[0048] Parasitic protozoa are frequently transmitted in subtropical and tropical regions by biting and sucking insects, but also through dirt and smear infection and through the food chain.

[0049] Some medically and dermatologically relevant protozoan diseases are: trichomoniasis (caused by Trichomonas vaginalis), giardiasis (caused by Lamblia intestinalis), visceral, cutaneous, and mucosal leishmaniasis (caused, for example, by Leishmania donovanii, L. tropica, L. brasiliensis, L. mexicana, L. diffusa, or L. pifanoi), trypanosmiasis (caused by various Trypanosoma species), amoebic dysentery and amoebiasis (caused, for example, by various Entamoeba species, Jodamoeba butschlii, or Naegleria fowleri), coccidia (caused by Isospora belli), and balantidium dysentery (caused by Balantidium coli).

[0050] Medical and dermatological phenomena caused by protozoan infections can significantly impair human well-being. Therefore, there is a considerable need among affected individuals to alleviate this condition. One objective of the present invention was thus to find active principles effective against protozoa.

[0051] Unlike prokaryotic and eukaryotic cellular organisms, viruses [virus = Latin for poison] are biological structures that require a host cell for biosynthesis. Extracellular viruses (also called "virions") consist of a single- or double-stranded nucleic acid sequence (DNA or RNA) and a protein coat (called a capsid), possibly surrounded by an additional lipid-containing envelope. The entire assembly of nucleic acid and capsid is also called a nucleocapsid. Viruses were classically classified according to clinical criteria, but nowadays they are mostly classified according to their structure, morphology, and especially their nucleic acid sequence.

[0052] Medically important genera of viruses include, for example, influenza viruses (family Orthomyxoviridae), lyssaviruses (e.g., rabies, family Rhabdoviruses), enteroviruses (e.g., hepatitis A, family Picornaviridae), and hepadnaviruses (e.g., hepatitis B, family Hepadnaviridae).

[0053] Virucides, or substances that kill viruses in the true sense, do not exist, since viruses do not have their own metabolism. For this reason, it has also been debated whether viruses should be classified as living organisms. In any case, pharmacological interventions without harming uninfected cells are difficult. Possible mechanisms of action in the fight against viruses primarily involve disrupting their replication, for example, by blocking the enzymes essential for replication that are present in the host cell. Furthermore, the release of viral nucleic acids into the host cell can be prevented.Within the scope of the disclosure presented herein, terms such as "antiviral" or "effective against viruses", "virucidal" or similar are understood to mean the property of a substance to protect a single-celled or multi-celled organism from the harmful effects of a viral infection, whether prophylactically or therapeutically, regardless of what the actual mechanism of action of the substance may be in any given case.

[0054] However, current technology lacks substances that are effective against viruses and that do not harm the host organism, or do not harm it to an acceptable degree.

[0055] One object of the present invention was therefore to remedy this problem, i.e. to find substances which effectively protect a single-celled or multi-celled organism from the harmful effects of a viral infection, whether prophylactically or therapeutically.

[0056] Furthermore, cosmetic preparations must be formulated to be stable against microbial contamination over the long term.

[0057] Microbial stability is currently achieved by adding preservatives.

[0058] Well-known preservatives include compounds known as parabens, especially 4-hydroxybenzoic acid and its esters, methylparaben, ethylparaben, propylparaben, isopropylparaben, butylparaben, isobutylparaben, and phenylparaben.

[0059] However, providing preparations without or with the lowest possible amount of preservatives is a wish of consumers.

[0060] One object of the present invention was therefore to remedy this problem, i.e. to find substances that are effective against gram positive, gram negative, yeasts and fungi and thus protect a product from microbial contamination for a long period of at least 3 years, while using the smallest possible amounts of antimicrobial substances.

[0061] It was found, and therein lies the solution to all these problems, that combinations of active ingredients comprising 0.001 to 5.0 wt.%, based on the total weight of a preparation, of one or more alkyl ethers of glycerol of the general structural formula where R 1 and R 2 can be displayed independently of each other: H, as well as branched and unbranched alkyl groups with 1 - 18 carbon atoms, wherein at most one of the substituents is R 1 and R 2 can represent a hydrogen atom, and 0.001 to 5.0% by weight, based on the total weight of a preparation, of one or more physiologically harmless hydroxamic acids or the use of such combinations of active ingredients as against bacteria, mycota and, in particular, as an active principle against dandruff, viruses, remedy the disadvantages of the state of the art. Hydroxamic acids are a class of chemical compounds that contain the functional group -CO-NHOH. An example is octanohydroxamic acid, also called caprylohydroxamic acid, which is characterized by the following structure. It is a known active ingredient for preserving cosmetic preparations (e.g. WO 2009 / 070736 A1)

[0062] According to the invention, preferred alkyl ethers of glycerol are selected from the group of branched-chain alkyl ethers with 4 to 14 carbon atoms. Ethylhexylglycerol is particularly advantageously chosen.

[0063] According to the invention, it is advantageous to select the weight ratios of hydroxamic acid, in particular octanohydroxamic acid, on the one hand to the total amount of one or more aromatic alcohols on the other hand from the range of 1 to 10 to 10 to 1, preferably from 1 to 5 to 5 to 1, particularly preferably from 1 to 2 to 2 to 1.

[0064] The active ingredient combinations according to the invention are used in cosmetic or dermatological preparations as antibacterial, antifungal or antiviral agents in the treatment of a dermatological condition.

[0065] Preparations according to the invention contain 0.001 to 5.0 wt.% hydroxamic acid, in particular octanohydroxamic acid, preferably 0.01 to 2.0 wt.%, based on the total weight of the preparations.

[0066] Preparations according to the invention contain 0.001 to 5.0 wt.% of one or more alkyl ethers of glycerol, preferably 0.01 to 2.0 wt.%, in each case based on the total weight of the preparations.

[0067] The preparations according to the invention represent preparations that are extremely satisfactory in every respect.

[0068] The cosmetic and / or dermatological formulations according to the invention can be composed as usual and serve to treat the skin and / or hair in the sense of a dermatological treatment or a treatment in the sense of caring cosmetics.

[0069] It has been found in a surprising way that the active ingredient combinations used according to the invention prevent the growth of Staphylococcus aureus, and this in a synergistic manner, i.e., super-additively with respect to the individual components.

[0070] It has been found in an astonishing way that the active ingredient combinations used according to the invention inhibit the growth of gram-positive and gram-negative bacteria, mycobionts.

[0071] Furthermore, the active ingredient combinations used according to the invention are well suited for use as a deodorizing active ingredient in cosmetic deodorants as well as against impure skin, mild forms of acne or Propionibacterium acnes.

[0072] The active ingredient combinations according to the invention have also proven to be particularly effective against streptococci.

[0073] Finally, it has been shown that the active ingredient combinations used according to the invention can prevent the spoilage of organic substances, in particular cosmetic and dermatological preparations, by infestation with gram-positive and gram-negative bacteria, mycobionts and viruses when added to these preparations.

[0074] In a method for combating mycobionts, the active ingredient combinations used according to the invention are optionally brought into contact with the area contaminated by mycobionts in a suitable cosmetic or dermatological carrier. In a method for protecting organic products from mycobiont infestation, the active ingredient combinations used according to the invention are added to these organic products in an effective amount.

[0075] The active ingredient combinations used according to the invention are highly effective against mycobionts, particularly in their dermatomycoses. In particular, the active ingredient combinations used according to the invention are capable of preventing the growth of yeasts, especially Pityrosporum species, namely Pityrosporum ovale.

[0076] Furthermore, it has been surprisingly found that the active ingredient combinations used according to the invention prevent the formation of seborrheic conditions, in particular dandruff, and eliminate existing seborrheic conditions, in particular dandruff.

[0077] According to the invention, the preparation can also be used to combat seborrheic conditions, in particular dandruff, as well as to prevent seborrheic conditions, in particular dandruff.

[0078] Finally, it has been shown that the active ingredient combinations used according to the invention can prevent the spoilage of organic substances, in particular cosmetic and dermatological preparations, by infestation with mycobionts when added to these preparations.

[0079] According to the invention, the use of the preparation for combating mycobionts is thus also characterized in that the active ingredient combinations used according to the invention, optionally in a suitable cosmetic or dermatological carrier, are brought into contact with the area contaminated by mycobionts, as well as the use of the preparation for protecting organic products from infestation with mycobionts, characterized in that active ingredient combinations used according to the invention are added to these organic products in an effective quantity.

[0080] Furthermore, it was surprising that the active ingredient combinations used according to the invention are particularly effective against the bacterium Pityrosporum ovale and related bacteria, which are responsible for the development of dandruff. A preferred embodiment of the present invention is therefore its use as formulations for treating dandruff, for example, anti-dandruff shampoos.

[0081] For application, the cosmetic and / or dermatological formulations according to the invention are applied to the skin and / or hair in sufficient quantity in the manner customary for cosmetics and dermatological products.

[0082] Cosmetic and dermatological preparations in the form of sunscreens are advantageous. Ideally, these should also contain at least one UVA filter, one UVB filter, and / or at least one broad-spectrum filter, and / or at least one inorganic pigment.

[0083] Cosmetic preparations according to the invention for protecting the skin from UV rays can be in various forms, such as those commonly used for this type of preparation. For example, they can be a solution, a water-in-oil (W / O) or oil-in-water (O / W) emulsion, or a multiple emulsion, for example of the water-in-oil-in-water (W / O / W) type, a gel, a hydrodispersion, a solid stick, or even an aerosol.

[0084] The cosmetic preparations according to the invention may contain cosmetic excipients such as are commonly used in such preparations, e.g. preservatives, bactericides, antioxidants, perfumes, antifoaming agents, dyes, pigments with a coloring effect, thickeners, surfactants, emulsifiers, plasticizers, moisturizing and / or humectant substances, fats, oils, waxes or other usual components of a cosmetic formulation such as alcohols, polyols, powders, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives.

[0085] Emulsions are advantageous according to the invention and contain, for example, the aforementioned fats, oils, waxes and other fatty substances, as well as water and an emulsifier such as is commonly used for this type of formulation.

[0086] Gels according to the invention typically contain alcohols with a low carbon number, e.g., ethanol, isopropanol, 1,2-propanediol, glycerin and water or one of the aforementioned oils in the presence of a thickening agent, which in the case of oily-alcoholic gels is preferably silicon dioxide or an aluminum silicate, and in the case of aqueous-alcoholic or alcoholic gels is preferably a polyacrylate.

[0087] Solid sticks according to the invention contain, for example, natural or synthetic waxes, fatty alcohols, or fatty acid esters. Lip balms and deodorizing sticks ("deo-sticks") are preferred.

[0088] Suitable propellants for cosmetic or dermatological preparations according to the invention, which can be sprayed from aerosol containers, are the usual known volatile, liquefied propellants, e.g., hydrocarbons (propane, butane, isobutane), which can be used alone or in mixtures. Compressed air is also advantageously used.

[0089] Advantageously, the preparations according to the invention can also contain substances that absorb UV radiation in the UVB and UVA range, wherein the total amount of the filter substances is, for example, 0.1 wt.% to 50 wt.%, preferably 0.5 to 10 wt.%, in particular 1 to 6 wt.%, based on the total weight of the preparation, in order to provide cosmetic preparations that protect the skin from the entire range of ultraviolet radiation.

[0090] Cosmetic preparations for hair care include, for example, shampooing agents, preparations used when rinsing the hair before or after shampooing, before or after perming, before or after coloring or bleaching the hair, preparations for blow-drying or setting the hair, preparations for coloring or bleaching, styling and treatment lotions, hairspray, or perming agents.

[0091] The cosmetic preparations contain active ingredients and excipients such as are commonly used for this type of preparation for hair care and hair treatment.

[0092] Auxiliary substances include preservatives, surfactants, antifoaming agents, emulsifiers, thickeners, fats, oils, waxes, organic solvents, bactericides, perfumes, dyes or pigments whose purpose is to color the hair or the preparation itself, electrolytes, and preparations to prevent the hair from becoming greasy.

[0093] Cosmetic preparations that constitute a shampooing agent or a washing, showering or bathing preparation preferably contain at least one anionic, non-ionic or amphoteric surfactant or mixtures thereof, combinations of active ingredients according to the invention, and excipients such as are commonly used for this purpose.

[0094] The following examples are intended to illustrate the embodiments of the present inventions. All values ​​are given as percentages by weight, unless otherwise stated. O / W emulsion: Example No. 1 2 3 4 5 Panthenol 1,5 0 0 0,7 0 Octanohydroxamic acid 0,25 0,2 0,3 0,1 0 Glyceryl caprylate 0,5 0 0,3 0 0,5 Ethylhexylglycerin 0 0,3 0 0,5 0,5 Paraffinum Liquidum 0 3 3 0 0 Isopropyl Palmitat 1 0 0 0 0 Caprylic / Capric Triglyceride 0 3 3 0 1,00 Cetearyl alcohol 0 0 0 2,5 4,00 Cetyl alcohol 0 3 3 0 0 Paraffinum Liquidum 0 3 3 0 0 Dimethicon 0 3 0 0 0,50 Cyclomethicone D5 0 0 3 0 0 C12-15 Alkylbenzoate 0 0 0 0 2,00 Butyrospermum Parkii Butter 0 0,5 0,5 0 0 Dicaprylyl ether 0 0 0 10 0 Dicaprylyl carbonate 2 0 0 0 0 Glyceryl Stearate 0 1,2 1,2 2,4 2,4 Tapioca starch aq. 1 0 0 0 0 Glycerin 5 8 10 8 8 citric acid 0,0050 0 0 0 0 Sodium hydroxide solution aq 45% 0,35 0,01 0,01 0,25 1 Polyglyceryl-10 Myristate 0 1,8 0 0 0 Polyglyceryl-10 stearate 0,7 0 1,8 1 1 Carbopol 981 0,5 0,02 0,02 0 0 Acrylic Acid / VP Crosspolymer 0 0 0 0,5 0,75 Trisodium EDTA aq. 0 1 1 1 Ethylhexylmethoxycinnamate + BHT 0 0 0 2 0 Butyl methoxydibenzoylmethane 0 0 0 0 2 Phenylbenzimidazolesulfonic acid 0 0 0 0 2 Ethylhexyl salicylate 0 0 0 0 2 Titanium dioxide + trimethoxycaprylylsilane 0 0 0 0,3600 0 Octocrylen 0 0 0 0 2 Perfume 0,10 0,35 0,35 0 0,20 Water ad 100 ad 100 ad 100 ad 100 ad 100 Hydrodispersion gels Example No. 6 7 8 9 10 Cyclic silicone oil 8 10 - 3 - Silicone oil, linear - - - - 3 Dimethiconol 1 2 3 - 3 Ethanol 1,0 5,0 7,5 1,5 3,0 Sodium polyacrylate 0,2 0,3 0,3 0,4 0,10 Methylpropanediol 2 3 4 5 - Glycerin 9 15 5 7,5 25 Carbomer 0,2 0,3 0,2 0,4 0,15 Acrylates / C10-30Alkyl Acrylate Crosspolymer 0,2 0,15 0,3 0,4 0,10 Carrageenan (Chondrus crispus) - - - - 2 Witch hazel extract 0,1 0,2 0,3 0,4 - Perfume qs qs qs qs qs Octanohydroxamic acid 0,25 0,2 0,3 0,1 0,2 Glyceryl caprylate 0,5 0 0,3 0 0,5 Ethylhexylglycerin 0 0,3 0 0,5 0,5 Water ad 100 ad 100 ad 100 ad 100 ad 100 Proof of effectiveness: O / W emulsion 11 12 13 14 15 Pottasium Cetyl Phosphate 0 1,0 0 0 0,5 Sodium Stearyl Glutamate 1,0 1,0 0 0 Polyglyceryl-3 Methylglycose Distearat 0 0 0 2,0 0 Cetearyl Alcohol Sodium Cetearyl Sulfate 0 0 0 0 0 Glyceryl Stearat SE 0 0 0,60 0 0,6 Polyepsilon-Lysine (ε-Polylysin) 2 1 0,5 0,25 4 Stearylalkohol 2 1,5 0 0 0 Acrylates / C 10-30 Alkyl Acrylat Crosspolymer 0 0,2 0 0 0,1 Xanthan Gum 0,4 0 0,2 0,2 0,3 C 12-15 Alkyl Benzoat 0 3 0 0 5 Dicaprylyl Carbonat 0 2 0 0 0 Myristylmyristat 0 0 2 0 1 Butylenglycol Dicaprylat / Dicaprat 0 0 3 0 3 Propylheptyl Caprylat 5 0 5 2 Dicaprylyl Ether 0 0 0 0 2 Cyclopentasilxonan 0 5 0 0 10 MT Propylsilsesquioxan Wachsharzmit M= Si (C 30+)(CH3)2 0 3 0 0 1,5 Dimethicone 6 0 0 5 0 Dimethiconol 0 5 0 0 0 Glycerin 3 0 12 10 5 Bis-Vinyl Dimethicon / PPG-20 Crosspolymer 0 4 1 0 0 2-(4'-Diethylamino-2'-hydoxybenzoyl)-benzoesäurehexylester 3 5 1 0,5 2 Octocrylen 0 0 5 0 0 Titandioxid 0 0,5 1 0 0 Phenylbenzimidazol Sulfonsäure 0 0 4 2 Octylsalicylat 0 0 5 Polysilicon-15 0 0 0 0 2 Ethylhexylmethoxycinnamat 0 10 0 0 0 Methylen Bis-BenzotriazolylTetramethylbutylphenol 3 0 0 2 0 Ethylhexyltriazon 3 2 0 0 3 Tris-Triphenyl Triazine 0 0 2 0 0 Bis-Ethylhexylphenol Methoxyphenyl Triazin 0 2 0 0 0 PVP / Hexadecen Copolymer 0 0,5 0,1 0 0 Vitamin E Acetat 0,2 0,2 0,2 0,3 0,1 Na2H2EDTA 0,1 0,1 0 0 0,2 Parfüm 0,2 0,3 0,3 0,4 0,25 Octanohydroxamsäure 0 0 0,1 0,3 0,25 Acetohydroxamsäure 0,2 0,2 0 0 0 Glycerylcaprylat 0,5 0 0,3 0 0,5 Ethylhexylglycerin 0 0,3 0 0,5 0,5 Natriumhydroxid q.s. q.s. q.s. q.s. q.s. Wasser ad100,0 ad100,0 ad100,0 ad100,0 ad100,0

[0095] The bacterium S. aureus (ATCC 12000) was streaked from a cryotube prepared according to EN 12353 onto a suitable agar plate (TSA agar) and incubated at 37°C for 24 hours. A second passage was prepared from the grown bacteria and used in the growth curve.

[0096] One loop of bacteria was added to 10 mL of diluent and 5 g of 4 mm diameter glass beads and vortexed for 3 minutes. This bacterial suspension was then adjusted to an OD of 0.08 to achieve a bacterial count of approximately 5 × 10⁻⁶. 7to ensure this. This bacterial suspension was then used for the test.

[0097] The growth curve was measured using a TECAN pipetting robot. For this purpose, 500 µL of the drug solutions to be tested and 500 µL of the bacterial suspension were placed in lidless Eppendorf tubes with welded-on foil in a cooling rack. After 1, 6, and 24 hours at 20°C, 100 µL were withdrawn from each Eppendorf tube and pipetted to 800 µL of neutralizing agent and 100 µL of water (10 -1 -dilution). From the 10 -1 -Dilution was 10 -3 -Dilution prepared (990 µl diluent and 10 µl from the 10 -1 -Dilution). These dilutions were plated onto agar plates using a spiral plate.

[0098] One exception is the control sample, which was only taken at the beginning. It was diluted again 1:100 (10 -5 -dilution). During the checks, the 10 -3 and 10-5 Dilutions were applied to agar plates. Finally, the plates were incubated at 37°C for 24 hours and then evaluated using the Countermat.

[0099] The reduction factor was determined during the evaluation. The reduction factor is the factor by which the cell count (CFU) of the test substance is reduced compared to the control (see Fig. 1).

Claims

[1] Preparation for use as an antibacterial, antifungal or antiviral agent in the treatment of a dermatological condition, comprising a combination of active ingredients, wherein the combination of active ingredients comprises: a) 0.001 to 5.0 wt.%, based on the total weight of the preparation, of one or more alkyl ethers of glycerol of the general structural formula wherein R 1 and R 2 can be displayed independently of each other: H, as well as branched and unbranched alkyl groups with 1 - 18 carbon atoms, wherein at most one of the substituents is R 1 and R 2 can represent a hydrogen atom, and b) 0.001 to 5.0% by weight, based on the total weight of the preparation, of one or more hydroxamic acids. [2] Preparation for use according to claim 1, characterized by, that the weight ratio of hydroxamic acid on the one hand to the total amount of one or more alkyl ethers of glycerol on the other hand is from 1 to 10 to 10 to 1. [3] Preparation for use according to claim 2, characterized by , that the weight ratio of hydroxamic acid on the one hand to the total amount of one or more alkyl ethers of glycerol on the other hand is from 1 to 5 to 5 to 1. [4] Preparation for use according to claim 3, characterized by , that the weight ratio of hydroxamic acid on the one hand to the total amount of one or more alkyl ethers of glycerol on the other hand is from 1 to 2 to 2 to 1. [5] Preparation for use according to any one of claims 1 to 4, wherein the preparation is applied to the skin, hair or nails. [6] Preparation for use according to any one of claims 1 to 4, characterized by that it contains 0.01 to 2.0% by weight of hydroxamic acid, based on the total weight of the preparation. [7] Preparation for use according to any one of claims 1 to 4 or 6, characterized by that it contains 0.01 to 2.0 wt% of one or more alkyl ethers of glycerol, based on the total weight of the preparation. [8] Preparation for use according to any of the preceding claims for use in the control or prophylaxis of Staph. aureus. [9] Preparation for use according to any one of the preceding claims, characterized by that octanohydroxamic acid is chosen as the hydroxamic acid. [10] Preparations for use according to any of the preceding claims, characterized by , that ethylhexylglycerol is chosen as the alkyl ether of glycerol. [11] Preparations for use according to any of the preceding claims, wherein the dermatological condition to be treated is selected from impure skin, acne, dandruff, body odor or dermatomycoses.

Citation Information

Patent Citations

  • Preservatives for cosmetic, toiletry and pharmaceutical compositions

    WO2009070736A1