WO2013037977A2 - Préparations cosmétiques - Google Patents

Préparations cosmétiques Download PDF

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Publication number
WO2013037977A2
WO2013037977A2 PCT/EP2012/068162 EP2012068162W WO2013037977A2 WO 2013037977 A2 WO2013037977 A2 WO 2013037977A2 EP 2012068162 W EP2012068162 W EP 2012068162W WO 2013037977 A2 WO2013037977 A2 WO 2013037977A2
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WIPO (PCT)
Prior art keywords
fatty
acid
esters
carbon atoms
alcohols
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PCT/EP2012/068162
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German (de)
English (en)
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WO2013037977A3 (fr
Inventor
Sven JAKUPOVIC
Werner KATZER
Grit KLUGE
Karsten Siems
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Analyticon Discovery Gmbh
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Publication of WO2013037977A2 publication Critical patent/WO2013037977A2/fr
Publication of WO2013037977A3 publication Critical patent/WO2013037977A3/fr

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    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/158—Fatty acids; Fats; Products containing oils or fats
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/163—Sugars; Polysaccharides
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A23L3/3481—Organic compounds containing oxygen
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A23L3/3544—Organic compounds containing hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats

Definitions

  • the invention is in the field of cosmetics and relates to preparations which contain special glycolipids as particularly effective natural preservatives.
  • Preservatives are substances that protect a solid or liquid from spoiling due to microorganism attack. These microorganisms can be, for example, yeasts, molds, Gram-positive or Gram-negative bacteria.
  • microorganisms can be, for example, yeasts, molds, Gram-positive or Gram-negative bacteria.
  • cosmetic products that come into direct contact with human skin or mucous membranes must be protected against spoilage as a result of infection by yeasts, molds or bacteria in order to ensure the safety of the products for a limited period of time.
  • the desire of the consumer to be able to use a safe and limited-life product is often opposed by the desire for the greatest possible naturalness of the preparation. Consumers would generally like to forego the addition of chemically synthesized additives in everyday products.
  • natural alternatives to synthetic additives are increasingly being offered on the market. A good example is the replacement of synthetic dyes in foods with dyes of natural origin.
  • preservatives In addition to the preservation of cosmetics, preservatives also play an important role in the preservation of animal feed, paints and varnishes as well as technical emulsions.
  • Glycolipids are molecules in which one or more mono- or oligosaccharides are glycosidically bound to a lipid molecule.
  • the saccharide residue in the glycolipid is responsible for naming the various glycolipid classes. Is that for example Disaccharide Sophorose component of a glycolipid, one speaks of Sophoroselipiden.
  • rhamnoselipids also known in the literature are rhamnoselipids, trehaloselipids, cellobioselipids and mannosylerythritollipids.
  • Ustilago maydis (U. maydis) is a fungus in the genus of Ustilaginomyces that can attack maize plants. Especially in Mexico U. maydis is considered food and is eaten there as a delicacy.
  • the genus Pseudozyma is also a member of the Usitilaginomyceten and is closely related to Ustilago.
  • the object of the present invention has thus been to provide new preservatives, in particular for cosmetic products and, moreover, also for colors. Paints and other technical emulsions, such as coolants, cutting oils and the like to provide that have a broad effect against a variety of germs - bacteria, yeasts and fungi - and in particular completely kill the typical for cosmetic products contaminants or their growth at least greatly inhibit.
  • the preservatives should also be of natural origin and be effective even at concentrations below 5,000, preferably below 4,000 ppm and can be simply and stably incorporated into a wide variety of end products.
  • the invention relates to cosmetic preparations containing
  • R 2 is the same or different and is H or a group (Ib),
  • n can represent the numbers 1, 2 or 3
  • R 3 is the same or different and is H or OH and
  • n can represent the numbers 1,2 or 3 and
  • R 6 is H or OH
  • the glycolipids are effective not only against a very large group of very different germs - both bacteria, yeasts and fungi - but also achieve excellent reduction rates even in the ppm range, especially in the case of contaminants, which frequently occur in cosmetics , In this way, the amount of preservatives can be significantly lowered.
  • the fact that the glycolipids are of natural origin and could even be used in foods significantly improves the ecotoxicological evaluation of the products formulated with them.
  • Another advantage is that the glycolipids can be easily and stably incorporated into any formulations, from skin cream to toothpaste to chewing gum and even underwater paints.
  • oil bodies which form component (a1) are Guerbet alcohols based on fatty alcohols containing 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C 6 -C 2 fatty acids with linear or branched C 6 -C 22 - Fatty alcohols or esters of branched C 6 -C 3 -carboxylic acids with linear or branched C 6 -C 22 fatty alcohols, such as myristyl myristate, myristyl palmitate, myristyl stearate, myristyl isostearate, myristyl oleate, myristyl behenate, myristyl erucate, cetyl myristate, cetyl palmitate, cetyl stearate, cetyl isostearate, cetyl oleate , Cetyl behenate, cetyl erucate, stearyl myristate, stearyl palmitate, stearyl stearate,
  • esters of C 8 -C 38 C 22 fatty acids with branched alcohols especially 2-ethylhexanol, - -
  • esters of linear C 6 alkylhydroxycarboxylic with linear or branched C 6 -C 22 fatty alcohols more especially Dioctyl Malate
  • esters of linear and / or branched fatty acids with polyhydric alcohols fetch for example propylene glycol, dimer diol or trimer triol
  • / or Guerbet alcohols triglycerides based on C 6 -C 0 fatty, liquid mono- / di- / triglyceride mixtures based on C 6 -C 8- fatty acids
  • esters of C 6 -C 22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids in particular benzoic acid, esters of C 2 -C 2 -dicarboxylic acids with linear or branched alcohols having 1 to 22 carbon atoms or
  • Suitable emulsifiers which form component (a2) are, for example, nonionic surfactants from at least one of the following groups:
  • alkyl and / or alkenyl oligoglycosides having 8 to 22 carbon atoms in the alk (en) yl radical and their ethoxylated analogs;
  • Adducts of 15 to 60 moles of ethylene oxide with castor oil and / or hydrogenated castor oil Adducts of 15 to 60 moles of ethylene oxide with castor oil and / or hydrogenated castor oil;
  • Hydroxycarboxylic acids having 3 to 18 carbon atoms and their adducts with 1 to 30 moles of ethylene oxide;
  • Block copolymers e.g. Polyethylene glycol-30 dipolyhydroxystearates
  • polymeric emulsifiers such as Pemulen grades (TR-L, TR-2) from Goodrich or Cosmedia SP ® Cognis;
  • Alkyl and / or alkenyl oligoglycosides their preparation and their use are known from the prior art. They are prepared in particular by reacting glucose or oligosaccharides with primary alcohols having 8 to 18 carbon atoms. With respect to the glycoside, it is true that both monoglycosides in which a cyclic sugar residue is glycosidically linked to the fatty alcohol, as well as oligomeric
  • Glycosides with a degree of oligomerization to preferably about 8 are suitable.
  • the degree of oligomerization is a statistical average value based on a homolog distribution which is customary for such technical products.
  • Suitable partial glycerides are hydroxystearic acid monoglyceride, hydroxystearic acid diglyceride, isostearic acid, Isostearinklarediglycerid, oleic acid monoglyceride, oleic acid diglyceride, Ricinolklaremoglycerid, Ricinolklarediglycerid, Linolklaremonoglycerid, Linolklarediglycerid, Linolenchuremonoglycerid, linolenic acid diglyceride, Erucaklaremonoglycerid, Erucaklakladiglycerid, Weinklaremonoglycerid, Weinklarediglycerid, Citronenklamonoglycerid, Citronendiglycerid, Citronendiglycerid, glyceride ⁇ pfelklaklamono-, Apfelklakladiglycerid and their technical mixtures, which may be subordinated to the manufacturing process still contain small amounts of triglyceride.
  • the sorbitan esters are sorbitan monoisostearate, sorbitan sesquiisostearate, sorbitan diisostearate, sorbitan triisostearate, sorbitan monooleate, sorbitan sesquioleate, sorbitan dioleate, sorbitan trioleate, sorbitan monoerucate, sorbitan sesquierucate, sorbitan butucate,
  • Sorbitantrierucat Sorbitanmonoricinoleat, Sorbitansesquiricinoleat, Sorbitandiricinole- at, Sorbitantriricinoleat, Sorbitanmonohydroxystearat, Sorbitansesquihydroxystearat, Sorbitandihydroxystearat, Sorbitantrihydroxystearat, Sorbitanmonotartrat, sorbitan sesqui-tartrate, Sorbitanditartrat, Sorbitantritartrat, Sorbitanmonocitrat, sesqui- citrate, Sorbitandicitrat, sorbitan, sorbitan, sorbitan, sorbitan,
  • Sorbitan dimaleate, sorbitan trimaleate and their technical mixtures are also suitable. Also suitable are addition products of 1 to 30, preferably 5 to 10 moles of ethylene oxide to said sorbitan esters.
  • polyglycerol ester is also suitable.
  • polyglycerol esters are polyglyceryl-2 dipolyhydroxystearates (Dehymuls® PGPH), polyglycerol-3-diisostearates (Lameform® TGI), polyglyceryl-4 isostearates (Isolan® Gl 34), polyglyceryl-3 oleates, diisostearoyl polyglyceryl-3 diisostea - rate (Isolan® PDI), polyglyceryl-3 methylglucose distearate (Tego Care® 450), polyglyceryl-3 beeswax (Cera Bellina®), polyglyceryl-4 caprate (polyglycerol caprate
  • polyglyceryl-3 cetyl ether Choimexane® N L
  • polyglyceryl-3 distearate Cho- mophor® GS 32
  • polyglyceryl polyricinoleate Admul® WOL 1403
  • polyglyceryl dimerate isostearate and mixtures thereof examples of other suitable polyol esters are the mono-, di- and tri-esters of trimethylolpropane or pentaerythritol reacted with 1 to 30 mol of ethylene oxide with lauric acid, coconut fatty acid, tallow fatty acid, palmitic acid, stearic acid, oleic acid, behenic acid and the like.
  • Typical anionic emulsifiers are aliphatic fatty acids having 12 to 22 carbon atoms, such as palmitic acid, stearic acid or behenic acid, and dicarboxylic acids having 12 to 22 carbon atoms, such as azelaic acid or sebacic acid.
  • Amphoteric and cationic emulsifiers are aliphatic fatty acids having 12 to 22 carbon atoms, such as palmitic acid, stearic acid or behenic acid, and dicarboxylic acids having 12 to 22 carbon atoms, such as azelaic acid or sebacic acid.
  • zwitterionic surfactants can be used as emulsifiers.
  • Zwitterionic surfactants are surface-active compounds which carry at least one quaternary ammonium group and at least one carboxylate and one sulfonate group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines, such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammoniumglycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxylmethyl 3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and Kokosacylaminoethylhydroxyethyl- carboxymethylglycinat.
  • betaines such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammoniumglycinates, for example cocoacylamino
  • fatty acid amide derivative known by the CTFA name Cocamidopropyl Betaine.
  • ampholytic surfactants are understood to mean those surface-active compounds which, in addition to a C 8 /18-alkyl or acyl group in the molecule, have at least one free amino group and at least one -COOH- or -SO 3 H-
  • phytochemical surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 18 carbon atoms in the alkyl group .
  • ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethyl aminopropionate and C 2 / i8 acyl sarcosine.
  • cationic surfactants are also suitable as emulsifiers, those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred.
  • anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants it is possible for anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants to be present, whose proportion of the agents is usually about 1 to 70, preferably 5 to 50 and in particular 10 to 30 wt .-% is.
  • anionic surfactants are soaps, alkylbenzenesulfonates, alkanesulfonates, olefinsulfonates, alkyl ether sulfonates, glycerol ether sulfonates, cc-methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, alkyl ether sulfates, glycerol ether sulfates, fatty acid ether sulfates, hydroxy mixed ether sulfates, monoglyceride (ether) sulfates, fatty acid amide (ethers ) sulfates, mono- and dialkylsulfosuccinates, mono- and dialkylsulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid sarcosinates
  • anionic surfactants contain polyglycol ether chains, these may have a conventional, but preferably a narrow homolog distribution.
  • Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol ethers, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers or optionally mixed partially oxidized alk (en) yloligoglycosides or glucuronic acid derivatives, fatty acid N-alkylglucamides, protein hydrolysates (in particular vegetable Wheat-based products), polyolefin acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides.
  • nonionic surfactants contain polyglycol ether chains, these may have a conventional, but preferably a narrow homolog distribution.
  • cationic surfactants are quaternary ammonium compounds, such as, for example, dimethyl distearylammonium chloride, and esterquats, in particular quaternized fatty acid trialkanolamine ester salts.
  • amphoteric or zwitterionic surfactants are alkylbetaines, alkylamidobetaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. The surfactants mentioned are exclusively known compounds.
  • Typical examples of particularly suitable mild, ie particularly skin-compatible, surfactants are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, fatty acid glutamates, olefinsulfonates, ethercarboxylic acids, alkyl oligoglucosides, fatty acid glucamides, alkylamidobetaines, amphoacetals and / or Protein fatty acid condensates, the latter preferably based on wheat proteins.
  • the final formulated products contain the cosmetic formulation ingredients that comprise component (a) in amounts of from about 1 to about 99, preferably from about 5 to 80, and most preferably from about 10 to 50 percent by weight of the compositions.
  • the residual amount of 100% by weight usually constitutes water or another solvent such as ethanol, propanol, ethylene glycol or glycerol.
  • glycolipids or glycolipid fractions to be used as natural preservatives are used synonymously below - one of the formulas (I I) to (XXIV):
  • a glycolipid of the formulas (V), (VIII), (IX), (XII), (XIII), (XIX), (XXI) or (XXIV) is particularly preferably a glycolipid of the formulas (VIII), (X) , (XII) (XIX) or (XXI), wherein in turn a glycolipid of the formula (X) or (XII) is particularly preferred.
  • the glycolipids are not stilstilaninic acid; Accordingly, then the preparations are free of this species.
  • the glycolipids according to formulas (I) to (XVI) can be prepared by culturing the microorganism U. maydis in a nutrient medium, the glycolipids being formed by the microorganism and the glycolipids subsequently being isolated from the medium and purified.
  • the glycolipids according to formula (XVI I) to (XXIV) can be prepared by the fact that the microorganism Pseudozyma sp. is cultured in a nutrient medium, wherein the glycolipids are formed by the microorganism and the glycolipids are then isolated from the medium and purified.
  • the preparation of the glycolipids of the formulas (I) to (XVI) with the aid of a U. maydis strain is preferably carried out in a shake flask or a fermenter by methods known to the person skilled in the art.
  • the preparation of the glycolipids of the formulas (XVII) to (XXIV) with the aid of a Pseudozyma 5p. Strain is preferably carried out in a shake flask or a fermenter according to methods known in the art.
  • the carbon source used in the process according to the invention is preferably sugar, sugar alcohols or organic acids. Glucose, lactose, sucrose, D-mannitol or glycerol are particularly preferably used as carbon sources.
  • the nitrogen source used in the process according to the invention is preferably ammonia, ammonium salts or protein hydrolyzates.
  • salts of the elements phosphorus, chlorine, sodium, magnesium, nitrogen, potassium, calcium, iron and in traces (ie in ⁇ concentrations) salts of the elements molybdenum, boron, cobalt, manganese, zinc, copper and nickel may be added become.
  • organic acids e.g., acetate, citrate
  • amino acids e.g., L-isoleucine, D / L-methionine
  • vitamins e.g., vitamin B1, vitamin B6, vitamin B12
  • complex nutrient sources e.g. Malt extract, corn steep liquor, soybean meal or yeast extract are used.
  • the pH of the medium during the cultivation is preferably in the pH range of 3.0 to 10.0, particularly preferred is a pH range of 4.5 to 8.5.
  • the incubation temperature is preferably 20-35 ° C, particularly preferred is an incubation temperature of 24-30 ° C.
  • Particularly preferred is a cultivation time between 24 h and 150 h.
  • glycolipids formed during the fermentation are then isolated in a known manner from biomass and culture supernatant, extracted and purified by chromatography, by selective extraction or by crystallization, for example by separation, centrifugation, adsorption or membrane processes.
  • various solvents such as methanol, acetone, ethanol, isopropanol, methyl acetate, ethyl acetate, C0 2 , propane, butane, hexane, dichloromethane or ethyl methyl ketone are known, which can be used for extraction. Preference is given to using methanol for the extraction.
  • the biomass can also be pretreated mechanically, for example by high-pressure homogenization or ultrasound.
  • the purification of the compounds to be used according to the invention can be carried out by chromatographic methods known to those skilled in the art, selective extraction, ion exchange processes or crystallization. Preference is given to crystallization of the glycolipid mixture from the fermentation broth, and subsequent separation of this mixture by medium-pressure chromatography (M PLC) and fine separation by reversed-phase high-performance liquid chromatography (RP-HPLC).
  • M PLC medium-pressure chromatography
  • RP-HPLC reversed-phase high-performance liquid chromatography
  • the fully formulated formulations contain said glycolipids in amounts of from about 1 to about 4,000, preferably from about 5 to 2,000 ppm, and most preferably from about 50 to 650 ppm, each based on the compositions.
  • the cosmetic preparations may be, for example
  • Body care or body cleanser • Body care or body cleanser and / or
  • These cosmetic compositions according to the invention may contain other typical auxiliaries and additives, such as pearlescent waxes, consistency regulators, thickeners, superfatting agents, stabilizers, polymers, silicone compounds, fats, waxes, lecithin, phospholipids, UV sun protection factors, humectants, biogenic active substances, Antioxidants, deodorants, antiperspirants, antidandruff agents, film formers, swelling agents, insect repellents, self-tanner, tyrosine inhibitors (depigmentation agents), hydro tropics, solubilizers, additional preservatives, perfume oils, dyes and the like.
  • auxiliaries and additives such as pearlescent waxes, consistency regulators, thickeners, superfatting agents, stabilizers, polymers, silicone compounds, fats, waxes, lecithin, phospholipids, UV sun protection factors, humectants, biogenic active substances, Antioxidants, deodorants, antiperspirants, antidandruff agents
  • Typical examples of fats are glycerides, ie solid or liquid vegetable or animal products, which consist essentially of mixed glycerol esters of higher fatty acids
  • waxes include natural waxes, such as candelilla wax, carnauba wax, Japanese wax, Espartograswachs, cork wax, guarumewax, rice germ oil wax , Sugar cane wax, ouricury wax, montan wax, beeswax, shellac wax, spermaceti, lanolin (wool wax), crepe fat, ceresin, ozokerite (groundwax), petrolatum, paraffin waxes, microwaxes; chemically modified waxes (hard waxes), such as montan ester waxes, Sasol waxes, hydrogenated jojoba waxes and synthetic waxes, such as polyalkylene waxes and polyethylenglycolwachse in question.
  • natural waxes such as candelilla wax, car
  • lecithins In addition to the fats come as additives and fat-like substances such as lecithins and phospholipids in question.
  • lecithin those skilled in the art will understand those glycerophospholipids which are formed from fatty acids, glycerol, phosphoric acid and choline by esterification.
  • Lecithins are therefore often referred to in the art as Phosphatidylcholine (PC).
  • PC Phosphatidylcholine
  • cephalins which are also referred to as phosphatidic acids and derivatives of 1,2-diacyl-sn-glycerol-3-phosphoric acids.
  • phospholipids are usually understood as meaning mono- and preferably diesters of phosphoric acid with glycerol (glycerophosphates), which are generally regarded as fats.
  • glycerol glycerophosphates
  • sphingosines or sphingolipids are also suitable. pearlescent
  • Suitable pearlescing waxes are, for example: alkylene glycol esters, especially ethylene glycol distearate; Fatty acid alkanolamides, especially coconut fatty acid diethanolamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polybasic, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances, such as fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which in total have at least 24 carbon atoms, especially lauron and distearyl ether; Fatty acids such as stearic acid, hydroxystearic acid or behenic acid, ring opening products of olefin epoxides having 12 to 22 carbon atoms with fatty alcohols having 12 to 22 carbon atoms and / or polyols having 2 to 15 carbon atoms and 2
  • fatty alcohols or hydroxy fatty alcohols having 12 to 22 and preferably 16 to 18 carbon atoms and in addition partial glycerides, fatty acids or hydroxy fatty acids into consideration. Preference is given to a combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates.
  • Suitable thickeners are, for example, Aerosil types (hydrophilic silicic acids), polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl and hydroxypropyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (eg Carbopole® and Pemulen types from Goodrich, Synthalene® from Sigma, Keltrol types from Kelco, Seppel types from Seppic, Salcare types from Allied Colloids), polyacrylamides, polymers, polyvinyl alcohol and polyvinylpyrrolidone.
  • Aerosil types hydrophilic silicic acids
  • polysaccharides in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl and hydroxypropyl cellulose,
  • bentonites such as Bentone ® Gel VS-5PC (Rheox) have been found in which it is lencarbonat to a mixture of cyclopentasiloxane, disteardimonium hectorite and propylene.
  • surfactants such as, for example, ethoxylated fatty acid glycerides, esters of fatty acids with polyols, for example pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with narrow homolog distribution or alkylologoglucosides, and also electrolytes, such as common salt and ammonium chloride.
  • lanolin and lecithin As superfatting agents, it is possible to use substances such as lanolin and lecithin and also polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides, the latter also serving as foam stabilizers.
  • metal salts of fatty acids such as magnesium, aluminum and / or zinc stearate or ricinoleate can be used.
  • Suitable cationic polymers are, for example, cationic cellulose derivatives, e.g. a quaternized hydroxyethylcellulose available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / vinylimidazole polymers, e.g.
  • Luviquat® condensation products of polyglycols and amines, quaternized collagen polypeptides, such as lauryldimonium hydroxypropyl hydrolyzed collagen (La mequat® L / Grünau), quaternized wheat polypeptides, polyethylenimine, cationic silicone polymers, e.g.
  • Amodimethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine (Cartaretine® / Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), polyamino-polyamides and their crosslinked water-soluble polymers, cationic chitin derivatives such as quaternized chitosan, optionally microcrystalline, condensation products from dihaloalkylene, such as Dibromobutane with bis-dialkylamines, e.g. Bis-dimethylamino-1,3-propane, cationic guar gum, e.g. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese, quaternized ammonium salt polymers, e.g. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 from Miranol.
  • Suitable anionic, zwitterionic, amphoteric and nonionic polymers are, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and their esters, uncrosslinked polyols crosslinked with polyols Acrylic acids, acrylamidopropyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate / tert.butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylaminoethyl methacrylate / vinylcaprolactam
  • Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or alkyl-modified silicone compounds which may be both liquid and resin-form at room temperature , Also suitable are simethicones, which are mixtures of dimethicones having an average chain length of from 200 to 300 dimethylsiloxane units and hydrogenated silicates.
  • UV sun protection factors are, for example, at room temperature, liquid or crystalline organic substances present (sunscreen) to understand, which are able to absorb ultraviolet rays and the absorbed energy in the form of longer-wave radiation, eg heat again.
  • the UV sunscreen factors are present in amounts of 0.1 to 5 and preferably 0.2 to 1 wt .-%.
  • UVB filters can be oil-soluble or water-soluble. Examples of oil-soluble substances are: • 3-Benzylidencampher or 3-Benzylidennorcampher and its derivatives, eg 3- (4-methylbenzylidene) camphor described;
  • 4-aminobenzoic acid derivatives preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and 4- (dimethylamino) benzoic acid amyl ester;
  • Esters of cinnamic acid preferably 4-methoxycinnamic acid 2-ethylhexyl ester, 4-methoxycinnamic acid propyl ester, 4-methoxycinnamic acid isoamyl ester 2-cyano-3,3-phenylcinnamic acid 2-ethylhexyl ester (octocrylene);
  • Esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomenthyl salicylate;
  • benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
  • Esters of benzalmalonic acid preferably di-2-ethylhexyl 4-methoxybenzmalonate
  • Triazine derivatives e.g. 2,4,6-trianilino (p-carbo-2'-ethyl-1-hexyloxy) -l, 3,5-triazine and octyl triazone or dioctyl butamido triazone (Uvasorb® HEB);
  • Propane-1,3-diones e.g. l- (4-tert-butylphenyl) -3- (4'methoxyphenyl) propane-l, 3-dione;
  • Sulfonic acid derivatives of benzophenones preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts;
  • Sulfonic acid derivatives of the 3-benzylidene camphor e.g. 4- (2-oxo-3-bionylidenemethyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bomylidene) -sulfonic acid and its salts.
  • UV-A filter in particular derivatives of benzoylmethane are suitable, such as, for example, 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propan-1, 3-dione, 4-tert-butyl 4'-methoxydibenzoylmethane (Parsol® 1789), 2- (4-diethylamino-2-hydroxybenzoyl) benzoic acid hexyl ester (Uvinul® A Plus), 1-phenyl-3- (4'-isopropylphenyl) -propane-1, 3-dione and enamine compounds.
  • the UV-A and UV-B filters can also be used in mixtures.
  • Particularly favorable combinations consist of the derivatives of benzoylmethane, for example 4-tert-butyl-4'-methoxydibenzoylmethane (Parsol® 1789) and 2-cyano-3,3-phenylcinnamic acid 2-ethylhexyl ester (octocrylene) in combination with Esters of cinnamic acid, preferably 4-methoxycinnamic acid 2-ethylhexyl ester and / or 4-methoxycinnamic acid propyl ester and / or 4-methoxycinnamic acid isoamyl ester.
  • benzoylmethane for example 4-tert-butyl-4'-methoxydibenzoylmethane (Parsol® 1789) and 2-cyano-3,3-phenylcinnamic acid 2-ethylhexyl ester (octocrylene) in combination with Esters of cinnamic acid,
  • water-soluble filters such as 2-phenylbenzimidazole-5 sulfonic acid and its alkali, alkaline earth, ammonium, alkylammonium, alkanolammonium and glucammonium combined.
  • insoluble photoprotective pigments namely finely dispersed metal oxides or salts
  • suitable metal oxides are in particular zinc oxide and titanium dioxide and also oxides of iron, zirconium, silicon, manganese, aluminum and cerium and mixtures thereof.
  • salts silicates (talc), barium sulfate or zinc stearate can be used.
  • the oxides and salts are used in the form of the pigments for skin-care and skin-protecting emulsions and decorative cosmetics.
  • the particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm.
  • the pigments may have a spherical shape, but it is also possible to use those particles which have an ellipsoidal or otherwise deviating shape from the spherical shape.
  • the pigments can also be surface-treated, ie hydrophilized or hydrophobized. Typical examples are coated titanium dioxides, for example Titandioxid T 805 (Degussa) or Eusolex ® T2000, Eusolex ® T, Eusolex ® T-ECO, Eusolex ® TS, Eusolex ® T-Aqua, Eusolex ® T-45D (all Merck), Uvinul TiO 2 (BASF).
  • Suitable hydrophobic coating agents are in particular silicones and in particular trialkoxyoctylsilanes or simethicones.
  • sunscreens so-called micro- or nanopigments are preferably used.
  • micronized zinc oxide such as Z-COTE ® or Z-COTE HP1 ® is used.
  • Humectants serve to further optimize the sensory properties of the composition and to regulate the moisture of the skin. At the same time, the low-temperature stability of the preparations according to the invention, in particular in the case of emulsions, is increased.
  • the humectants are usually contained in an amount of 0.1 to 15 wt .-%, preferably 1 to 10 wt .-%, and especially 5 to 10 wt .-%.
  • biogenic active substances include tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, (deoxy) ribonucleic acid and its fragmentation products, ⁇ -glucans, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential oils, Plant extracts, such as Prunus extract, Bambaranussexschreib and vitamin complexes to understand.
  • Antioxidants interrupt the photochemical reaction chain, which is triggered when UV radiation penetrates the skin.
  • Typical examples are amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, midazoles (eg urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives (eg anserin ), Carotenoids, carotenes (eg carotene, beta-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, lipoic acid and its derivatives (eg dihydrolipoic acid), aurothioglucose, propylthiouracil and other thiols (eg thioredoxin, glutathione, cysteine, Cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl,
  • deodorants counteract, cover or eliminate body odors. Body odors are caused by the action of skin bacteria on apocrine sweat, forming unpleasant-smelling degradation products. Accordingly, deodorants contain active substances which act as antimicrobials, enzyme inhibitors, odor absorbers or odor maskers. Germ-inhibiting agents
  • germ-inhibiting agents are basically all effective against Gram-positive bacteria substances such.
  • B 4-hydroxybenzoic acid and its salts and esters, N- (4-chlorophenyl) -N '- (3,4-dichlorophenyl) urea, 2,4,4'-trichloro-2' hydroxy-diphenyl ether (Triclosan) 4-chloro-3,5-dimethyl-phenol, 2,2 '-methylene-bis (6-bromo-4-chlorophenol), 3-methyl-4- (l-methylethyl) phenol, 2-benzyl-4- chlorophenol, 3- (4-chlorophenoxy) -l, 2-propanediol, 3-iodo-2-propynyl butylcarbamate, chlorhexidine, 3,4,4 '-Trichlorcarbanilid (TTC), antibacterial fragrances, thymol, thyme oil, eugenol, clove oil, menthol , Mint oil, far
  • esterase inhibitors are suitable as enzyme inhibitors.
  • These are preferably trialkyl citrates such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate and in particular triethyl citrate (Hydagen® CAT).
  • the substances inhibit the enzyme activity and thereby reduce odors.
  • esterase inhibitors are sterol sulfates or phosphates, such as, for example, lanosterol, cholesterol, campesterol, stigmasterol and sitosterol sulfate or phosphate, dicarboxylic acids and their esters, for example glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, Adipic acid, adipic acid monoethyl ester, diethyl adipate, malonic acid and diethyl malonate, hydroxycarboxylic acids and their esters, for example citric acid, malic acid, tartaric acid or diethyl tartrate, and zinc glycinate.
  • sterol sulfates or phosphates such as, for example, lanosterol, cholesterol, campesterol, stigmasterol and sitosterol sulfate or phosphate
  • dicarboxylic acids and their esters for example glutaric acid, glutaric acid monoethy
  • Suitable odor absorbers are substances that absorb and largely retain odor-forming compounds. They reduce the partial pressure of the individual components and thus also reduce their propagation speed. It is important that perfumes must remain unimpaired. Odor absorbers have no activity against bacteria. They contain, for example, as a main component of a complex zinc salt of ricinoleic acid or special, largely odorless fragrances, which are known in the art as "fixatives", such. B. Extracts of Labdanum or Styrax or certain Abietinklarivate. Odor masking agents are fragrances or perfume oils which, in addition to their function as odor maskers, impart their respective fragrance to the deodorants. Examples of perfume oils are mixtures of natural and synthetic fragrances.
  • Natural fragrances are extracts of flowers, stems and leaves, fruits, fruit peel, roots, woods, herbs and grasses, needles and twigs, as well as resins and balsams. Furthermore, animal raw materials come into question, such as civet and Castoreum.
  • Typical synthetic fragrance compounds are ester type products, ethers, aldehydes, ketones, alcohols and hydrocarbons.
  • Fragrance compounds of the ester type are, for example, benzyl acetate, p-tert-butylcyclohexyl acetate, linalyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, allylcyclohexyl propionate, styrallyl propionate and benzyl salicylate.
  • the ethers include, for example, benzyl ethyl ether, to the aldehydes, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, Cyclamenaldehyd, Hydroxycitronellal, Lilial and Bourgeonal, to the ketones eg the Jonone and Methylcedrylketon, to the alcohols Anethol, Citronellol, Eugenol, Isoeugenol, Geraniol, Linalool, Phenylethylalkohol and Terpineol, to the hydrocarbons belong mainly the Terpene and Balsame.
  • aldehydes for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, Cyclamenaldehyd, Hydroxycitronellal, Lilial and Bourgeonal,
  • fragrance oils are suitable as perfume oils, eg sage oil, camomile oil, clove oil, melissa oil, mint oil, cinnamon oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labdanum oil and lavandin oil.
  • perfume oils eg sage oil, camomile oil, clove oil, melissa oil, mint oil, cinnamon oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labdanum oil and lavandin oil.
  • bergamot oil dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, cc-hexyl cinnamaldehyde, geraniol,
  • Antiperspirants reduce the formation of sweat by influencing the activity of eccrine sweat glands and thus counteract underarm wetness and body odor.
  • Aqueous or anhydrous formulations of antiperspirants typically contain the following ingredients:
  • auxiliaries such as B. thickener or complexing agent and / or
  • non-aqueous solvents such as ethanol, propylene glycol and / or glycerol.
  • Suitable astringent antiperspirant active ingredients are, in particular, salts of aluminum, zirconium or zinc.
  • suitable antiperspirant active ingredients are e.g. Aluminum chloride, aluminum chlorohydrate, aluminum dichlorohydrate, aluminum sesquichlorohydrate and their complex compounds, eg. With propylene glycol-1,2. Aluminiumhydroxyallantoinat, aluminum chloride tartrate, aluminum zirconium trichlorohydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium pen tachlorohydrat and their complex compounds z. With amino acids such as glycine.
  • antiperspirants may contain customary oil-soluble and water-soluble adjuvants in smaller amounts. Such oil-soluble adjuvants may be e.g. be :
  • water-soluble perfume oils are, for example, preservatives, water-soluble fragrances, pH adjusters, for example buffer mixtures, water-soluble thickeners, for example water-soluble natural or synthetic polymers such as xanthan gum, hydroxyethyl cellulose, polyvinylpyrrolidone or high molecular weight polyethylene oxides.
  • Typical film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or its salts and similar compounds.
  • Antidandruff agents piroctone olamine come (l-hydroxy-4-methyl-6- (2,4,4-trimythylpentyl) -2- (lH) -pyridinonmonoethanolaminsalz) Baypival ® (Climbazole), zol® Ketocona-, (4-acetyl -l - ⁇ - 4- [2- (2,4-dichlorophenyl) r-2- (1H-imidazol-1-ylmethyl) -l, 3-dioxylan-c-4-ylmethoxyphenyl] piperazine, ketoconazole, elubiol, selenium disulfide, sulfur colloid, Sulfur polyethyleneglycol sorbitan monooleate, sulfur ricinole polyethoxylate, tartrate distillates, salicylic acid (or in combination with hexachlorophene), undecylenic acid monoethanolamide sulfosuccinate Na salt, Lamepon®
  • Suitable swelling agents for aqueous phases are montmorillonites, clay minerals, pemulen and alkyl-modified carbopol types (Goodrich). Further suitable polymers or swelling agents can be reviewed by R. Lochhead in Cosm.Toil. 108, 95 (1993).
  • Suitable insect repellents are N, N-diethyl-m-toluamide, 1,2-pentanediol or ethyl butylacetylaminopropionate.
  • As a self-tanner dihydroxyacetone is suitable.
  • As tyrosine inhibitors which prevent the formation of melanin and find application in depigmentation agents for example, arbutin, ferulic acid, kojic acid, coumaric acid and ascorbic acid (vitamin C) come into question.
  • Toothpastes or toothpastes are generally understood to mean gelatinous or pasty preparations of water, thickening agents, humectants, abrasives or cleaning articles, surfactants, sweeteners, flavoring agents, deodorant active substances and active ingredients for tooth and nail diseases.
  • the toothpastes according to the invention can all usual cleaning bodies, such. As chalk, dicalcium phosphate, insoluble sodium metaphosphate, aluminum silicates, calcium pyrophosphate, finely divided resins, silicas, alumina and alumina trihydrate are used.
  • Particularly suitable cleaning bodies for the toothpastes according to the invention are, above all, finely divided xerogel silicas, hydrogel silicic acids, precipitated silicas, alumina trihydrate and finely divided alpha alumina or mixtures of these cleansers in amounts of from 15 to 40% by weight of the toothpaste.
  • the humectants are mainly low molecular weight polyethylene glycols, glycerol, sorbitol or mixtures of these products in amounts up to 50 wt .-% in question.
  • the known thickeners are the thickening, finely divided gel silicas and hydrocolloids, such as.
  • carboxymethyl cellulose As carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl guar, hydroxyethyl starch, polyvinyl pyrrolidone, high molecular weight polyethylene glycol, vegetable gums such as tragacanth, agar-agar, Irish moss, gum arabic, xantham gum, and carboxyvinyl polymers (eg. Carbopol ® grades) is suitable.
  • the oral and dental care products may in particular surface-active substances, preferably anionic and nonionic foamy surfactants, such as the substances mentioned above, but especially alkyl ether sulfate salts, alkyl polyglucosides and mixtures thereof.
  • Preservatives and antimicrobials such. P-hydroxybenzoic acid methyl, ethyl or propyl ester, sodium sorbate, sodium benzoate, bromochlorophene, phenylsilicic acid ester, thymol and the like;
  • organophosphates such as 1-hydroxyethane-1,1-diphosphonic acid, l-phosphonopropane-l, 2,3-tricarboxylic acid and others, the z. B. from US 3,488,419, DE 2224430 AI and DE 2343196 AI are known;
  • Sweeteners such as B. saccharin sodium, sodium cyclamate, sucrose, lactose, maltose, fructose or Apartam ®, (L-aspartyl-L-phenylalanine-methylester), Stivia extracts or their sweetening components, in particular Ribeaudioside;
  • pigments such as For example, titanium dioxide
  • Buffer substances such.
  • a preferred embodiment of the cosmetic preparations are toothpastes in the form of an aqueous, pasty dispersion containing polishing agents, humectants, viscosity regulators. and optionally further customary components, and the glycolipids in amounts of about 5 to 250 ppm.
  • a further preferred embodiment of the invention is a mouthwash in the form of an aqueous or aqueous-alcoholic solution containing the glycolipids in amounts of about 50 to 250 ppm.
  • a mouthwash in the form of an aqueous or aqueous-alcoholic solution containing the glycolipids in amounts of about 50 to 250 ppm.
  • hydrotropes such as, for example, ethanol, isopropyl alcohol, or polyols; These substances largely correspond to the initially described carriers.
  • Polyols contemplated herein preferably have from 2 to 15 carbon atoms and at least two hydroxyl groups.
  • the polyols may contain other functional groups, in particular amino groups, or be modified with nitrogen. Typical examples are
  • Alkylene glycols such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols having an average molecular weight of from 100 to 1000 daltons;
  • Lower alkyl glucosides especially those having 1 to 8 carbons in the alkyl radical, such as, for example, methyl and butyl glucoside;
  • Sugar alcohols having 5 to 12 carbon atoms such as, for example, sorbitol or mannitol, sugars having 5 to 12 carbon atoms, for example glucose or sucrose;
  • Dialcoholamines such as diethanolamine or 2-amino-l, 3-propanediol.
  • Suitable additional preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the silver complexes known under the name Surfacine® and the further classes of compounds listed in Appendix 6, Parts A and B of the Cosmetics Regulation.
  • Perfume oils and flavors are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the silver complexes known under the name Surfacine® and the further classes of compounds listed in Appendix 6, Parts A and B of the Cosmetics Regulation.
  • Natural fragrances are extracts of flowers (lily, lavender, roses, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (aniseed, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, Thyme), needles and twigs (spruce, fir, pine, pines), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
  • Typical synthetic fragrance compounds are ester type products, ethers, aldehydes, ketones, alcohols and hydrocarbons. Fragrance compounds of the ester type are known e.g.
  • the ethers include, for example, benzyl ethyl ether, to the aldehydes e.g.
  • the linear alkanals having 8 to 18 carbon atoms citral, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxycitronellal, lilial and bourgeonal, to the ketones e.g. the ionones, cs-isomethylionone and methyl cedryl ketone;
  • the alcohols include nethol, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol;
  • the hydrocarbons mainly include the terpenes and balsams.
  • fragrance oils which are most commonly used as aroma components, are useful as perfume oils, e.g. Sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil.
  • Suitable flavors are, for example, pipe oil, curcumin oil, aniseed oil, star aniseed oil, carob oil, eucalyptus oil, fennel oil, lemon oil, wintergreen oil, clove oil, menthol and the like.
  • dyes the substances suitable and suitable for cosmetic purposes can be used, as compiled, for example, in the publication "Cosmetic Colorants” of the Dye Commission of the Irish Klastician, Verlag Chemie, Weinheim, 1984, pp. 81-106. Examples are Kochillerot A (Cl 16255), Patent Blue V (C.1.42051), Indigotin (C.1.73015), Chlorophyllin (C.1.75810), Quinoline Yellow (C.1.47005), Titanium Dioxide (Cl77891), I ndanthren Blue RS (Cl 69800) and madder paint (C.1.58000). As a luminescent dye and luminol may be included. These dyes are commonly in concentrations of 0.001 to 0.1 wt .-%, based on the total mixture used.
  • the total amount of auxiliaries and additives may be 1 to 50, preferably 5 to 40 wt .-% - based on the means - amount.
  • the preparation of the agent can be carried out by conventional cold or hot processes; It is preferable to work according to the phase inversion temperature method.
  • the preferred oral and dental cleansers are chewing gums. These products typically contain a water-insoluble and a water-soluble component.
  • the water-insoluble base which is also referred to as a "gum base" usually comprises natural or synthetic elastomers, resins, fats and oils, plasticizers, fillers, dyes and optionally waxes
  • the proportion of the base in the total composition usually makes 5 to 95, preferably from 10 to 50, and more preferably from 20 to 35, weight percent.
  • the base is comprised of from 20 to 60 weight percent synthetic elastomers, from 0 to 30 weight percent natural elastomers, from 5 to 55 Wt .-% plasticizers, 4 to 35 wt .-% fillers and in minor amounts additives such as dyes, antioxidants and the like together, with the proviso that they are at most in small amounts water-soluble.
  • Suitable synthetic elastomers are, for example, polyisobutylenes having average molecular weights (according to GPC) of 10,000 to 100,000 and preferably 50,000 to 80,000, isobutylene-isoprene copolymers ("butyl elastomers”), styrene-butadiene copolymers (styrene: butadiene ratio eg 1: 3 to 3: 1), polyvinyl acetates having average molecular weights (by GPC) of 2,000 to 90,000, and preferably 10,000 to 65,000, polyisoprenes, polyethylene, vinyl acetate-vinyl laurate copolymers and blends thereof
  • suitable natural elastomers are rubbers such as smoked or liquid Latex or guayules as well as natural gums such as Jelutong, Lechi caspi, Perillo, Sorva, Massaranduba balata, Massaranduba chocolate, Nispero, Rosindinba
  • esters of resin acids are particularly suitable, for example esters of lower aliphatic alcohols or polyols with completely or partially cured, monomeric or oligomeric resin acids.
  • terpene resins can be considered, which can be derived from alpha-pinene, beta-pinene, delta-limonene or mixtures thereof.
  • Suitable fillers or texturing agents are magnesium or calcium carbonate, ground pumice, silicates, especially magnesium or aluminum silicates, clays, aluminum oxides. Talcum, titanium dioxide, mono-, di- and tricalcium phosphate and cellulose polymers.
  • Suitable emulsifiers are tallow, hardened tallow, hardened or partially hydrogenated vegetable oils, cocoa butter, partial glycerides, lecithin, triacetin and saturated or unsaturated fatty acids having 6 to 22 and preferably 12 to 18 carbon atoms and mixtures thereof.
  • Suitable dyes and whitening agents are the FD and C types, plant and fruit extracts and titanium dioxide permitted for coloring foods.
  • the base stocks may contain waxes or be wax-free; Examples of wax-free compositions can be found, inter alia, in US Pat. No. 5,286,500, the contents of which are hereby incorporated by reference.
  • chewing gum preparations regularly contain a water-soluble portion formed, for example, from softeners, sweeteners, fillers, flavors, flavor enhancers, emulsifiers, colorants, acidulants, antioxidants and the like, provided that the ingredients have at least sufficient water solubility .
  • individual constituents may accordingly belong to both the water-insoluble and the water-soluble phase.
  • the water-insoluble content accounts for 5 to 95 and preferably 20 to 80 wt .-% of the preparation.
  • Water-soluble softeners or plasticizers are added to the chewing gum compositions to improve chewability and chewing sensation and are typically present in the blends in amounts of from 0.5 to 15 percent by weight.
  • Typical examples are glycerol, lecithin and aqueous solutions of sorbitol, hardened starch hydrolysates or corn syrup.
  • Suitable sweeteners are both sugar-containing and sugar-free compounds which are used in amounts of 5 to 95, preferably 20 to 80 and in particular 30 to 60 wt .-% based on the chewing gum composition.
  • Typical saccharide sweeteners are sucrose, dextrose, maltose, dextrin, dried invert sugar, fructose, levulose, galactose, corn syrup and mixtures thereof.
  • Suitable sugar substitutes are sorbitol, mannitol, xylitol, hardened starch hydrolysates, maltitol and mixtures thereof.
  • HIAS High Intensity Articifical Sweeteners
  • sucralose for example sucralose, aspartame, acesulfame salts, alitame, saccharin and saccharin salts, cyclamic acid and its salts, glycyrrhizines, dihydrochalcones, thaumatin, melellin and the like alone or in blends.
  • Hophys which are the subject of international patent application WO 2002 091849 A1 (Wrigleys), and stevia extracts and their active constituents, in particular ribeaudioside A. The amount used of these substances depends primarily on their performance and is typically in the range of 0.02 to 8 wt .-%.
  • Fillers such as, for example, polydextrose, raftilose, rafitilin, fructooligosaccharides (NutraFlora), palatinose oligosaccharides, guar gum hydrolysates (Sun Fiber) and dextrins are particularly suitable for the production of low-calorie chewing gums.
  • the range of other flavors is virtually unlimited and uncritical of the essence of the invention.
  • the total content of all flavorings is 0.1 to 15 and preferably 0.2 to 5 wt .-% based on the chewing gum composition.
  • Suitable further flavoring agents are, for example, essential oils, synthetic aromas and the like, such as aniseed oil, star aniseed oil, caraway oil, eucalyptus oil, fennel oil, citron oil, wintergreen oil, clove oil and the like, which are also used, for example, in medicated and dentifrices.
  • the chewing gums may further contain excipients and additives which are suitable, for example, for the care of the teeth, especially for controlling plaque and gingivitis, e.g. Chlorhexidine, CPC or trichlosan.
  • excipients and additives which are suitable, for example, for the care of the teeth, especially for controlling plaque and gingivitis, e.g. Chlorhexidine, CPC or trichlosan.
  • pH regulators eg buffer or urea
  • anticaries agents eg phosphates or fluorides
  • biogenic agents antibodies, enzymes, caffeine, plant extracts
  • paints, varnishes and other coating agents consist of four components: binders, solvents (or diluents), pigments and additives. Exceptions are clearcoats and many primers that contain no pigments. For lime or cement paints, binder and pigment are identical. Special cases are also the stains: they usually have no binder.
  • the solvent keeps binders and pigments fluid. Its task is to evaporate after processing, so that the paint becomes firm and dry.
  • the binder combines the respective substrate with the pigment, thus has a crosslinking or adhesive effect. Binders are usually colorless.
  • the pigment gives the painted surface the desired color. Auxiliaries are, for example, the preservation, film formation, the achievement of a certain elasticity or softness, the "skin prevention" (still in the pot), the awarding of a certain viscosity (drip-free, etc.).
  • the inorganic ones include lime, cement and water glass. They harden by absorption of carbon dioxide from the air or by water binding. With the organic one differentiates between natural materials, modified natural materials and plastics. Natural ingredients include vegetable and animal glues (e.g., starch and gelatin), vegetable oils (e.g., linseed oil), and resins (e.g., shellac). The glues are water-soluble and harden by evaporation of the water. The oils harden chemically by gumming. To harden well, oil-based paints almost always contain driers. Modified natural products are e.g.
  • the solvent is either water or just a solvent as the general usage means in question.
  • the latter are petroleum products on the one hand, natural resin products on the other.
  • Solvent-based inks are rarely used in normal applications.
  • the usual wall paints, for example, are all water-dilutable today.
  • Biocides especially insecticides and fungicides, are often added to lacquers and paints, especially for outdoor and underwater paints.
  • Inorganic natural pigments chalk, ocher, umber, green earth, Terra the Siena fired, graphite.
  • Synthetic inorganic pigments titanium white, lead white, zinc white, antimony white, carbon black, iron oxide black, lead chromate, red lead, zinc yellow, zinc green, cadmium red, cobalt blue, berlin blue, ultramarine, manganese violet, cadmium yellow, Schweinfurter green, and others.
  • Natural Organic Pigments Sepia, Cambogia, Bone Charcoal, Kasseler Braun, Indigo, Chlorophyll and others. plant pigments
  • Synthetic organic pigments azo, dioxazine, quinacridone, phthalocyanine, isoindolinone, perylene, and the like.
  • Perinone metal complex, alkali blue pigments. capsules
  • the preparations may also be present in encapsulated form.
  • microcapsules or nano-capsules are also suitable.
  • These are understood by the expert spherical aggregates having a diameter in the range of about 0.0001 to about 5 and preferably 0.005 to 0.5 mm, which contain at least one solid or liquid core, which is enclosed by at least one continuous shell. More specifically, it is finely dispersed liquid or solid phases coated with film-forming polymers, in the preparation of which the polymers precipitate on the material to be enveloped after emulsification and coacervation or interfacial polymerization.
  • molten waxes are taken up in a matrix ("microsponge") which, as microparticles, can additionally be encased with film-forming polymers.
  • particles are alternately coated with polyelectrolytes of different charge (“layer-by-layer”).
  • the microscopically small capsules can be dried like powder.
  • mononuclear microcapsules multinuclear aggregates, also called microspheres, are known, which contain two or more cores distributed in the continuous shell material.
  • Mono- or polynuclear microcapsules can also be enclosed by an additional second, third, etc., sheath.
  • the shell may be made of natural, semi-synthetic or synthetic materials.
  • shell materials are, for example, gum arabic, agar-agar, agarose, maltodextrins, alginic acid or its salts, e.g. Sodium or calcium alginate, fats and fatty acids, cetyl alcohol, collagen, chitosan, lecithins, gelatin, albumin, shellac, polysaccharides such as starch or dextran, polypeptides, protein hydrolysates, sucrose and waxes.
  • Semisynthetic shell materials include chemically modified celluloses, especially cellulose esters and ethers, e.g.
  • Synthetic envelope materials are, for example, polymers such as polyacrylates, polyamides, polyvinyl alcohol or polyvinylpyrrolidone.
  • microcapsules of the prior art are the following commercial products (the shell material is indicated in parentheses): Hallcrest microcapsules (gelatin, gum arabic), Coletica thalaspheres (marine collagen), Lipotec millicapsules (alginic acid, agar-agar), induchem unispheres (Lactose, microcrystalline cellulose, hydroxypropyl methylcellulose); Unicerin C30 (lactose, microcrystalline cellulose, hydroxypropylmethylcellulose), Kobo Glycospheres (modified starch, fatty acid esters, phospholipids), Softspheres (modified agar-agar) and Kuhs Probiol Nanospheres (phospholipids) as well as Primaspheres and Primasponges (chitosan, alginates) and Primasys (phospholipids) , Particularly interesting for the encapsulation of preparations for cosmetic applications are coacervates of cationic polymers, in particular of chitosan, with anionic polymers
  • Microcapsules often contain the active ingredients dissolved or dispersed in a gel phase.
  • gelling agents preference is given to those substances which exhibit the property of forming gels in aqueous solution at temperatures above 40 ° C.
  • typical examples include heteropolysaccharides and proteins.
  • Preferred thermogelling heteropoly-saccharides are agaroses which, in the form of the agar agar to be obtained from red algae, may also be present together with up to 30% by weight of non-gel-forming agaropotins.
  • the main constituent of the agaroses are linear polysaccharides of D-galactose and 3,6-anhydro-L-galactose, which are linked alternately to ⁇ -1,3- and ⁇ -1,4-glycosidically.
  • the heteropolysaccharides preferably have a molecular weight in the range of 110,000 to 160,000 and are both colorless and tasteless.
  • Pectins, xanthans (including xanthan gum) as well as their mixtures come into consideration as alternatives. Furthermore, preference is given to those types which still form gels in 1% strength by weight aqueous solution which do not melt below 80 ° C. and solidify again above 40 ° C. From the group of thermogeling proteins are exemplified the different types of gelatin.
  • Suitable cationic polymers are, for example, cationic cellulose derivatives, e.g. a quaternized hydroxyethylcellulose available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / vinylimidazole polymers, e.g.
  • Luviquat® condensation products of polyglycols and amines, quaternized collagen polypeptides, such as lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethylenimine, cationic silicone polymers, e.g.
  • Amodimethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine (Cartaretine® / Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), polyamino-polyamides and their crosslinked water-soluble polymers, cationic chitin derivatives such as quaternized chitosan, optionally microcrystalline dispersed, condensation products of dihaloalkylene , such as Dibromobutane with bis-dialkylamines, e.g. Bis-dimethylamino-1,3-propane, cationic guar gum, e.g.
  • chitosan is used as the encapsulating material.
  • Chitosans are biopolymers and are counted among the group of hydrocolloids. Chemically, they are partially deacetylated chitins of different molecular weight containing the following - idealized - monomer unit:
  • chitosans are cationic biopolymers under these conditions.
  • the positively charged chitosans can interact with oppositely charged surfaces and are therefore used in cosmetic hair and body care products as well as pharmaceuticals Preparations used.
  • chitosans is based on chitin, preferably the shell remains of crustaceans, which are available as cheap raw materials in large quantities.
  • the chitin is thereby used in a process first described by Hackmann et al. has been described, usually initially deproteinized by the addition of bases, demineralized by the addition of mineral acids and finally deacetylated by the addition of strong bases, wherein the molecular weights may be distributed over a broad spectrum.
  • the chitosans are generally used in the form of their salts, preferably as glycolates.
  • the anionic polymers have the task of forming with the cationic membranes. Salts of alginic acid are preferably suitable for this purpose.
  • Alginic acid is a mixture of carboxyl-containing polysaccharides with the following idealized monomer unit:
  • the average molecular weight of the alginic acids or alginates is in the range of 150,000 to 250,000.
  • Salts of alginic acid are to be understood as meaning both their complete and their partial neutralization products, in particular the alkali metal salts and, preferably, the sodium alginate ("algin") and the ammonium and alkaline earth metal salts.
  • algin the sodium alginate
  • ammonium and alkaline earth metal salts preferably, the sodium alginate
  • anionic chitosan derivatives such as, for example, carboxylating and, in particular, succinylation products, are also suitable for this purpose.
  • Poly (meth) acrylates having average molecular weights in the range from 5,000 to 15,000 are also suitable.
  • anionic surfactants or low molecular weight inorganic salts such as, for example, pyrophosphates, for the formation of the enveloping membrane.
  • aqueous solution of the gelling agent preferably the agar agar ago and heated them under reflux.
  • a second aqueous solution is added which contains the cationic polymer, preferably the chitosan, in amounts of from 0.1 to 2, preferably from 0.25 to 0.5,% by weight and Active ingredients in amounts of 0.1 to 25 and in particular 0.25 to 10 wt .-% contains; this mixture is called a matrix.
  • the loading of the microcapsules with active ingredients can therefore also amount to 0.1 to 25% by weight, based on the capsule weight.
  • water-insoluble constituents for example inorganic pigments
  • inorganic pigments can also be added at this point in time to adjust the viscosity, these being added as a rule in the form of aqueous or aqueous / alcoholic dispersions.
  • emulsifiers and / or solubilizers can also be added to the matrix.
  • the matrix of gel former, cation polymer and active ingredients has been prepared, the matrix can optionally be very finely dispersed in an oil phase under high shear in order to produce as small particles as possible in the subsequent encapsulation.
  • the matrix has proved to be particularly advantageous to heat the matrix to temperatures in the range of 40 to 60 ° C, while the oil phase is cooled to 10 to 20 ° C.
  • the actual encapsulation takes place, i. the formation of the enveloping membrane by contacting the cationic polymer in the matrix with the anionic polymers.
  • the optionally dispersed in the oil phase matrix at a temperature in the range of 40 to 100, preferably 50 to 60 ° C with an aqueous, about 1 to 50 and preferably 10 to 15 wt .-% aqueous solution of the anion polymer if necessary, at the same time or at a later stage to remove the oil phase.
  • the resulting aqueous preparations generally have a microcapsule content in the range of 1 to 10 wt .-%.
  • the solution of the polymers contains further ingredients, for example emulsifiers or preservatives.
  • microcapsules are obtained, which on average have a diameter in the range of preferably about 0.01 to 1 mm. It is recommended to sift the capsules to ensure the most even size distribution possible.
  • the microcapsules thus obtained may have any shape in the production-related framework, but they are preferably approximately spherical.
  • the encapsulation can also be carried out using cationic polymers exclusively, taking advantage of their property of coagulating at pH values above the pKa value.
  • an O / W emulsion is prepared which, in addition to the oil body, water and the active ingredients, contains an effective amount of emulsifier.
  • this preparation is mixed with vigorous stirring with an appropriate amount of an aqueous anionic polymer solution.
  • microcapsules are separated from the aqueous phase, for example by decantation, filtration or centrifugation.
  • the formation of the microcapsules is carried out around a preferably solid, for example, crystalline core by coating it in layers with oppositely charged polyelectrolytes.
  • EP 1064088 Bl Max Planck Society
  • Another object of the invention relates to a method for preventing or reducing the formation of nuclei in cosmetic products, paints, paints and other technical emulsions, in which the products are added to an effective amount of at least one glycolipid of formula (I),
  • Ri is H or COCH 3 means and
  • R 2 is the same or different and is H or a group (Ib),
  • n can represent the numbers 1, 2 or 3
  • R 3 is the same or different and is H or OH and
  • R 4 is OH or OCH 3 ,
  • n can represent the numbers 1,2 or 3 and
  • R 6 is H or OH
  • glycolipids can be used in amounts of about 1 to 4,000, preferably about 5 to 1,000 and in particular about 50 to 650 ppm.
  • n can represent the numbers 1, 2 or 3
  • R 3 is the same or different and is H or OH and
  • R 4 is OH or OCH 3 ,
  • n can represent the numbers 1,2 or 3 and
  • R 6 is H or OH
  • glycolipids can be used in amounts of about 1 to 4,000, preferably about 5 to 1,000 and in particular about 50 to 650 ppm.
  • the U. maydis strain ACD 04507fxxx000001 was isolated from spores of an affected corncob in September 2010. The sample comes from the federal state of Brandenburg in Germany. The attitude of the strain was carried out by freezing a suspension in a glycerol-containing freezing solution at -80 ° C.
  • the strain ACD 04507fxxx000001 was on September 2, 2011 at the DSMZ (German Collection for Microorganisms and Cell Cultures GmbH, D-38142 Braunschweig) under the number DSM 25129 according to the Budapest Treaty by the company Analyticon Discovery GmbH (Hermannswerder house 17, 14473 Potsdam, Germany) deposited.
  • DSMZ German Collection for Microorganisms and Cell Cultures GmbH, D-38142 Braunschweig
  • DSM 25129 according to the Budapest Treaty by the company Analyticon Discovery GmbH (Hermannswerder house 17, 14473 Potsdam, Germany) deposited.
  • special 500 mL Erlenmeyer flasks 500 mL Erlenmeyer flasks with two opposing punctures are approximately 2.5 cm long, between 2 and 3 cm above the bottom of the flask and at an angle of 30 ° C to the horizontal
  • the preculture flasks were incubated on an orbital shaker with a 50 mm shaking radius at a shaking speed of 200 rpm and 24-25 ° C. for two days.
  • the main culture was carried out in the same Erlenmeyer flasks with 100 ml GL01 medium (50 g / l glucose, 1.7 g / l yeast nitrogen base, pH 6.5, the glucose and Yeast Nitrogen base solutions were separated autoclaved). The flasks were inoculated with 10 mL each of the preculture.
  • the inoculated flasks were incubated on an orbital shaker with a 50 mm shaking radius at a shaking speed of 200 rpm and 24-25 ° C for five days.
  • the extract grown on Celite was fractionated by medium pressure chromatography (MPLC) on RP-18 (200 x 50 mm) with a gradient (methanol-water) of 57-90% methanol at a flow rate of 30 mL / min (see
  • the pseudozyma sp. Strain ACD 01658fxxx000011 was isolated from a soil sample in December 2002. The sample comes from the Rift Valley in Kenya. The attitude of the strain was carried out by freezing a suspension in a glycerol-containing freezing solution at -80 ° C.
  • the strain ACD 01658fxxx000011 was on 20.06.2012 at the DSMZ (German Collection of Microorganisms and Cell Cultures GmbH, D-38142 Braunschweig) under the number DSM 26076 according to Budapest Treaty by the company Analyticon Discovery GmbH (Hermannswerder house 17, 14473 Potsdam, Germany) deposited.
  • DSMZ German Collection of Microorganisms and Cell Cultures GmbH, D-38142 Braunschweig
  • the main culture was carried out in special 500 mL Erlenmeyer flasks (500 mL Erlenmeyer flasks with two opposing punctures, the punctures being about 2.5 cm long, between 2 and 3 cm above the bottom of the flask and at an angle of 30 ° C
  • the trace element solution contains, per liter of 0.
  • the main culture were inoculated with 2.5 ml homogenized preculture per Erlenemeyer flask and incubated on an orbital shaker with 50 mm shaking radius at a shaking speed of 200 rpm and 24-25 ° C for seven days.
  • Example 7
  • Example 6 50 pistons of the main culture acc.
  • Example 6 was shaken after addition of about 5% by volume of Diaion HP20 adsorbent resin after 45 minutes and then harvested in 1 L centrifuge beakers and centrifuged in a Heraeus Sepatech centrifuge at 5300 g for 20 min. The sediment thus obtained was extracted twice with acetone. The extraction was carried out with 15 min treatment in an ultrasonic bath and shaking for 15 min. After filtration, the sediment was again extracted in the same way with acetone.
  • the isolation of the compounds contained was carried out by a two-step process.
  • the biomass sediment centrifuged from the fermentation of Ustilago maydis contains Ustilagin Textren and Ustilipide.
  • the extraction with solvent the precipitation from aqueous solution and a subsequent enrichment of Ustilagin Textren by degreasing to separate the Ustilipide was performed.
  • the extract is mixed with 50 ° C warm methanol, filtered and the extract obtained reduced to% of the volume. After addition of the 9-fold volume of water (preheated to 50 ° C) precipitation takes place by cooling to room temperature and storage for two days at 4 ° C.
  • the urstilagic acid-containing precipitate is separated by means of a centrifuge, washed with cold water and dried after repeated degreasing with methyl tert-butyl ether (MTBE).
  • MTBE methyl tert-butyl ether
  • Substance NP-018256 (purity 98.4% by HPLC method 3, tabulated in detail above) was dissolved in a concentration of 50 ppm in still mineral water with heating to 60 ° C.
  • the prepared solution after cooling to room temperature, was evaluated by nine subjects according to the taste-and-spit method, and as a result, two subjects found no difference in comparison with water, and two other subjects described the solution as neutral
  • the taste was not described as unpleasant and the substance does not negatively affect the taste at the tested concentration and is therefore suitable for use in dental care products, for example.
  • microbicidal activity of the glycolipid fractions used according to the invention was determined against the following selected test microorganisms:
  • test solutions were prepared which contained the amounts of glycolipids of 8, 16, 32, 64, 120, 240, 400 and 600 ppm indicated in the tables. Table 13 indicates the fractions tested.
  • Table 14 shows the minimum concentrations tested at which growth was completely inhibited (MIC).
  • test fractions E and H were tested for their bactericidal and fungicidal properties against the bacteria Salmonella enteritidis, Escherichia coli and Enterococcus faecium as well as the fungi Microsporum gypseum and Trichophyton mentagrophytes, which are essential in particular for the production of anti-fouling paints.
  • Table 15 shows the corresponding minimum inhibitory concentrations.

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Abstract

L'invention concerne des préparations cosmétiques contenant (a) au moins un composant de formulation cosmétique choisi dans le groupe des corps gras, des émulsifiants ou des tensioactifs, et (b) au moins un agent conservateur choisi dans le groupe des glycolipides, décrit par la formule (I), dans laquelle n = 1 ou n = 2, R1 représente H ou COCH3, R 2 est identique ou différent et représente H ou un groupe (Ib), où n peut représenter les nombres 1, 2 ou 3, R3 est identique ou différent et représente H ou OH, R4 représente OH ou OCH3, R5 représente H ou (II) ou (III), où n peut représenter les nombres 1,2 ou 3, et R6 représente H ou OH, et R7 représente H ou OH ou =O, ou un sel de ceux-ci.
PCT/EP2012/068162 2011-09-16 2012-09-14 Préparations cosmétiques WO2013037977A2 (fr)

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WO2014192682A1 (fr) * 2013-05-31 2014-12-04 東洋紡株式会社 Agent d'activation contenant un cellobiose lipide en tant qu'ingrédient actif et agent favorisant la production de collagène
JP2015007031A (ja) * 2013-05-31 2015-01-15 東洋紡株式会社 セロビオースリピッドを含有することを特徴とするコラーゲン産生促進剤
JP2015007032A (ja) * 2013-05-31 2015-01-15 東洋紡株式会社 セロビオースリピッドを有効成分とする賦活化剤
DE102016225902A1 (de) 2016-12-21 2018-06-21 Henkel Ag & Co. Kgaa Reinigungsmittel mit abrasiven vulkanischem Glas
DE102018220913A1 (de) * 2018-12-04 2020-06-04 Beiersdorf Ag O/W-Emulsion mit Rhamnolipiden
EP4316243A1 (fr) * 2022-08-05 2024-02-07 BRAIN Biotech AG Procédé de conservation
WO2024029635A1 (fr) * 2022-08-05 2024-02-08 Suntory Holdings Limited Boisson présentant une inhibition de la croissance microbienne

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EP4316461A1 (fr) 2022-08-05 2024-02-07 BRAIN Biotech AG Composition de conservation

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WO2014192682A1 (fr) * 2013-05-31 2014-12-04 東洋紡株式会社 Agent d'activation contenant un cellobiose lipide en tant qu'ingrédient actif et agent favorisant la production de collagène
JP2015007031A (ja) * 2013-05-31 2015-01-15 東洋紡株式会社 セロビオースリピッドを含有することを特徴とするコラーゲン産生促進剤
JP2015007032A (ja) * 2013-05-31 2015-01-15 東洋紡株式会社 セロビオースリピッドを有効成分とする賦活化剤
DE102016225902A1 (de) 2016-12-21 2018-06-21 Henkel Ag & Co. Kgaa Reinigungsmittel mit abrasiven vulkanischem Glas
WO2018114100A1 (fr) 2016-12-21 2018-06-28 Henkel Ag & Co. Kgaa Produit de nettoyage comprenant du verre volcanique abrasif
EP4112708A1 (fr) 2016-12-21 2023-01-04 Henkel AG & Co. KGaA Détergent comportant du verre volcanique abrasif
DE102018220913A1 (de) * 2018-12-04 2020-06-04 Beiersdorf Ag O/W-Emulsion mit Rhamnolipiden
EP4316243A1 (fr) * 2022-08-05 2024-02-07 BRAIN Biotech AG Procédé de conservation
WO2024028265A1 (fr) * 2022-08-05 2024-02-08 BRAIN Biotech AG Procédé de conservation
WO2024029635A1 (fr) * 2022-08-05 2024-02-08 Suntory Holdings Limited Boisson présentant une inhibition de la croissance microbienne

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DE102011082891A1 (de) 2013-03-21

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