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EP2124615A1 - Formulations huileuses - Google Patents

Formulations huileuses

Info

Publication number
EP2124615A1
EP2124615A1 EP08701507A EP08701507A EP2124615A1 EP 2124615 A1 EP2124615 A1 EP 2124615A1 EP 08701507 A EP08701507 A EP 08701507A EP 08701507 A EP08701507 A EP 08701507A EP 2124615 A1 EP2124615 A1 EP 2124615A1
Authority
EP
European Patent Office
Prior art keywords
protective colloid
active ingredient
formulation according
oil
hydrophobic protective
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP08701507A
Other languages
German (de)
English (en)
Inventor
Jesper Feldthusen Jensen
Ingrid Martin
Christian KÖPSEL
Helmut Auweter
Angelika-Maria Pfeiffer
Erik LÜDDECKE
Dieter Feuerstein
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Priority to EP08701507A priority Critical patent/EP2124615A1/fr
Publication of EP2124615A1 publication Critical patent/EP2124615A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/141—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers
    • A61K9/145—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with organic compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
    • A23D9/007—Other edible oils or fats, e.g. shortenings, cooking oils characterised by ingredients other than fatty acid triglycerides
    • 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
    • A23K20/105—Aliphatic or alicyclic compounds
    • 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
    • A23K20/142—Amino acids; Derivatives thereof
    • A23K20/147—Polymeric derivatives, e.g. peptides or proteins
    • 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
    • A23K20/179—Colouring agents, e.g. pigmenting or dyeing agents
    • 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
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105—Plant extracts, their artificial duplicates or their derivatives
    • 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
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/115—Fatty acids or derivatives thereof; Fats or oils
    • 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
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/15—Vitamins
    • A23L33/155—Vitamins A or D
    • 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
    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/40—Colouring or decolouring of foods
    • A23L5/42—Addition of dyes or pigments, e.g. in combination with optical brighteners
    • A23L5/43—Addition of dyes or pigments, e.g. in combination with optical brighteners using naturally occurring organic dyes or pigments, their artificial duplicates or their derivatives
    • A23L5/44—Addition of dyes or pigments, e.g. in combination with optical brighteners using naturally occurring organic dyes or pigments, their artificial duplicates or their derivatives using carotenoids or xanthophylls
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35—Ketones, e.g. benzophenone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
    • A61K8/645—Proteins of vegetable origin; Derivatives or degradation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • the present invention relates to oily formulations, processes for their preparation and their use as additives to animal feeds and foods.
  • carotenoid primary particles with a particle size in the nanometer range is crucial in order to achieve sufficient bioavailability and color yields.
  • two methods have become known:
  • EP 1 213 013 A describes the preparation of an aqueous carotenoid dispersion in the presence of a hydrocolloid, such as casein or gelatin.
  • the active ingredient is flocculated together with the hydrocolloid by adjusting the pH to the isoelectric point, then the flocculated material is separated and dried. Dispersing the powdered product obtained then gives an oily suspension.
  • An analogous process using water-immiscible solvents is described in EP 937 412 A.
  • WO 03/102116 describes oily solutions of a carotenoid.
  • the preparation of these oily solutions is carried out by dissolving the carotenoids in an organic solvent, such as N-methylpyrrolidone, in the presence of a lipophilic dispersant and removing the solvent.
  • the resulting powder is then concentrated in a low concentration in an oil, e.g. As fish oil, solved.
  • WO 2006/125591 describes the preparation of an oily carotenoid composition.
  • the carotenoid is dispersed in an oil phase, the dispersion is heated for a short time to dissolve the carotenoid, and the resulting solution is cooled by mixing with further oil having a lower temperature than the oil solution.
  • the oily composition contains only a small amount of carotenoid, i. Large quantities of the composition must be used to achieve the desired effect. The method is therefore not economical.
  • WO 96/13178 describes the preparation of stable lycopene concentrates by milling the lycopene in a liquid medium in which the lycopene is substantially insoluble.
  • the liquid medium used is glycerol, propylene glycol or ethanol.
  • an oily formulation containing a solid active ingredient and a hydrophobic protective colloid dispersed or dissolved in an edible oil.
  • the present invention therefore relates to an oily formulation in the form of a dispersion (suspension) comprising at least one active substance, at least one hydrophobic protective colloid and at least one edible oil.
  • Suitable active ingredients are solid active ingredients which are dispersible in the edible oil.
  • the active compounds generally have a particle size in the range from 50 nm to 10 .mu.m, preferably 100 nm to 5 .mu.m, particularly preferably 100 nm to 3 .mu.m, 150 nm to 2 .mu.m and in particular 200 nm to 1 .mu.m.
  • the active ingredients are carotenoids.
  • the known, from natural sources or synthetically accessible representatives can be used. Examples of these are ⁇ -carotene, lycopene, lutein, astaxanthin, astaxanthin derivatives (such as, for example, astaxanthin dimethyl disuccinate or astaxanthin dipalmitate), zeaxanthin, cryptoxanthin, citranaxanthin, canthaxanthin, echinenone, bixin, ⁇ -apo-4-carotenal, ⁇ -apo-8-carotenal, ⁇ -apo-4-carotenoic acid ester, individually or as a mixture.
  • astaxanthin Preference is given to astaxanthin, astaxanthin derivatives (such as, for example, astaxanthin dimethyl disuccinate or astaxanthin dipalmitate), ⁇ -carotene, ⁇ -apo-8-carotenal, ⁇ -apo-8'-carotenoic acid ethyl ester, canthaxanthin, citranaxanthin, echinenone, lutein, Lycopene and zeaxanthin.
  • astaxanthin Astaxanthin derivatives (such as astaxanthin dimethyl disuccinate or astaxanthin dipalmitate), and canthaxanthin, and especially astaxanthin.
  • the formulations according to the invention also contain a hydrophobic protective colloid.
  • a hydrophobic protective colloid is to be understood as meaning a protective colloid which is insoluble in water, not water-dispersible and non-swellable. However, it is soluble in aqueous ethanol or isopropanol containing at least 40% by weight of ethanol or isopropanol.
  • the protective colloid is considered soluble if more than 0.5% by weight of the hydrocolloid dissolves in aqueous ethanol or isopropanol with at least 40% by weight of alcohol.
  • the protective colloids have affinity for phenyl, octyl or butyl-Sepharose.
  • a preferred group of hydrophobic protective colloids are the prolamines. These are proteins that occur in cereal species. Examples of suitable prolamins are zein (from maize), gliadin (from wheat and oats), secalin (from rye), hordein (from barley), orycin (from rice) and kafarin (from millet, sorghum).
  • hydrophobic protective colloids particularly proteins that have been produced and / or modified by fermentation or that have been prepared synthetically.
  • the edible oil may be of synthetic, mineral, vegetable or animal origin. Examples are sesame oil, corn oil, cottonseed oil, soybean oil, peanut oil, esters of medium-chain fatty acids, oleostearin, paraffin oil, glyceryl stearate, isopropyl myristate, diisopropyl adipate, cetylstearyl 2-ethylhexanoate, hydrogenated polyisobutene, caprylic / cabrine triglycerides, palm oil, palm kernel oil, lanolin and PUFAs (polyunsaturated fatty acids such as eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA) and alpha-linolenic acid.
  • EPA eicosapentaenoic acid
  • DHA docosahexaen
  • edible oils which are liquid at 30 ° C.
  • vegetable oils such as sunflower oil, palm oil, palm kernel oil, sesame oil, maize germ oil, cottonseed oil, soybean oil, peanut oil, esters of medium-chain triglycerides (songeant MCT oils), fish oils, such as mackerel, sprat or salmon oil.
  • fish oils such as mackerel, sprat or salmon oil.
  • fish oils such as mackerel, sprat or salmon oil.
  • fish oils such as mackerel, sprat or salmon oil.
  • the oils mentioned for animal nutrition as well as the esters of medium-chain triglycerides are advantageous.
  • the active ingredients are in the formulations according to the invention generally in an amount in the range of 0.1 to 50 wt .-%, preferably 0.2 to 30 wt .-% and in particular 1, 0 to 15 wt .-%, based on the Total weight of oily formulation, included.
  • the amount of hydrophobic protective colloid is generally in the range of 1 to 75% by weight, preferably 2 to 70% by weight, and more preferably 5 to 65% by weight, based on the total weight of the formulation.
  • the weight ratio of active ingredient to hydrophobic protective colloid is generally in the range of 5: 1 to 1:10, preferably 3: 1 to 1: 5.
  • the amount of edible oil is generally in the range of 20 to 98.9 wt .-%, preferably 30 to 98 wt .-%, particularly preferably 40 to 97 wt .-% and in particular 50 to 95 wt .-%, based on the total weight of the oily formulation.
  • stabilizers such as ⁇ -tocopherol, t-butylhydroxytoluene, t-butylhydroxyanisole, ascorbic acid or ethoxyquin.
  • the formulations according to the invention may also contain auxiliaries, such as thickeners, hard fats, chelating agents, for example alkali metal or alkaline earth metal salts of citric acid, phytic acid or phosphoric acid and / or emulsifiers.
  • auxiliaries such as thickeners, hard fats, chelating agents, for example alkali metal or alkaline earth metal salts of citric acid, phytic acid or phosphoric acid and / or emulsifiers.
  • emulsifiers are Ascorbyl palmitate, polyglycerol fatty acid esters such as polyglycerol-3-polyricinoleate (PGPR 90), sorbitan fatty acid esters such as sorbitan monostearate (span 60), PEG (20) sorbitol monooleate, propylene glycol fatty acid esters or phospholipids such as lecithin.
  • Milling is carried out until an average particle size of the active ingredient crystals and of the hydrophobic protective colloid of ⁇ 5 ⁇ m, preferably ⁇ 1 ⁇ m, is reached.
  • Conventional devices known to the person skilled in the art for example colloid mills, ball mills, such as Dynomill type KDL, etc., can be used as the device for grinding.
  • alkanols are, for example, methanol, ethanol, isopropanol, etc. In general, not more than 10% by weight of water, alkanol or a mixture thereof is added to the mixture to be admixed.
  • the solid active ingredient and the hydrophobic protective colloid are dissolved in a polar solvent.
  • a polar solvent water-miscible, thermally stable, volatile solvents containing only carbon, hydrogen and oxygen, such as alcohols, ethers, esters, ketones and acetals, are used as the polar solvent.
  • solvents that are miscible with water at least 10% is used, have a boiling point below 200 0 C and / or have less than 10 carbon atoms.
  • methanol, ethanol, n-propanol, isopropanol, 1, 2-butanediol 1-methyl ether, 1, 2-propanediol n-propyl ether, tetrahydrofuran or acetone It is also possible to use a mixture of these solvents with water, the amount of solvent being at least 40% by weight. Examples of such mixtures are mixtures of ethanol or isopropanol with water.
  • the dissolution of the active ingredient and the hydrophobic protective colloid in the solvent used is carried out by first adding the two components in the solvent a temperature ranging from room temperature to about the boiling point of the solvent used dispersed. The dispersion is then mixed with further solvent heated to a higher temperature to dissolve the components.
  • the temperature of the further solvent is generally in the range of 150 to 250 0 C, being operated under a pressure which is established at the temperature used.
  • the resulting solution is mixed with water to give a dispersion of the drug particles in the solvent-water mixture.
  • the particle size of the active ingredient particles is generally in the range of 50 nm to 800 nm.
  • the amount of added water is generally one to ten times the amount of the solvent used.
  • the pH of the added water is adjusted to be at least 2 pH units away from the isoelectric point of the protective colloid used. For example, the pH is adjusted to a value of at least 9 and in particular to a value of at least 10 when using zein.
  • the solvent is removed in the usual manner or brings the active ingredient / protective colloid particles to flocculate. This is done by adjusting the pH of the drug dispersion to the isoelectric point of the protective colloid.
  • the flocculated particles which are an active ingredient-hydrophobic protective colloid aggregate, are then recovered in a conventional manner, for example by filtration, centrifuging or spray-drying, and optionally dried.
  • a liquid formulation is obtained by taking up the resulting powdery product in the desired edible oil.
  • the formulations according to the invention can be diluted before use by adding fats or oils to the respective use concentration.
  • the dilution can be carried out, for example, with stirring at elevated temperatures, such as 30 to 80 ° C.
  • the formulations are suitable inter alia as additives to animal feeds and food preparations or compound feeds, as agents for the production of pharmaceutical and cosmetic preparations and for the preparation of dietary supplement preparations in the human and animal sector.
  • the suspensions can be used as feed use in animal nutrition, for example, by mixing in feed pellets in the extrusion or by applying or spraying on feed pellets.
  • the application as a feed additive is effected in particular by direct spraying of the formulations according to the invention, for example as a so-called "post-pelleting application.”
  • the feed pellets are loaded with the formulations under reduced pressure.
  • Typical applications in the food sector include, for example, the vitaminization and coloring of beverages, dairy products such as yoghurt, milk mix drinks or milk ice cream, as well as pudding powders, egg products, baking mixes and confectionery.
  • the oily suspensions can be used, for example, for decorative personal care products, for example in the form of a cream, a lotion, as a lipstick or make-up.
  • the invention furthermore relates to dietary supplements, animal feeds, foods and pharmaceutical and cosmetic preparations which comprise the formulations according to the invention. Preference is given to animal feed, in particular feed pellets, which are loaded with the formulations.
  • dietary supplements as well as pharmaceutical preparations are u.a. Tablets, dragees and preferably hard and soft gelatin capsules to understand which comprise the formulations according to the invention.
  • the preparation was carried out in a device of the type described in EP 065 193.
  • 40 g of crystalline astaxanthin, 60 g of zein, 2 g of ascorbyl palmitate and 4 g of ethoxyquin in 600 g of an isopropanol / water mixture (60:40) were suspended at room temperature in a heated receiver at a temperature of 30 ° C.
  • the active ingredient suspension was then heated to 87.8 0 C and at a flow rate of 2.14 kg / h with further I- sopropanol / water mixture (60:40), which had a temperature of 290 0 C, with a
  • the active substance particles had a particle size of 150 nm in the isopropanol / water mixture at an E 1/1 value of 110.
  • the pH of the dispersion was adjusted to pH 5.1 with 1 M HCl to flocculate the astaxanthin / zein particles.
  • the flocculated particles were dried and dispersed in soybean oil to give a 9.5 wt% dispersion of astaxanthin.
  • the active ingredient content of this dispersion remained unchanged over a period of 6 months.
  • the oily dispersion can be applied directly to animal feed pellets by dilution with oil.
  • This drug solution was immediately followed with an aqueous phase of a solution of 83.5 soy protein and 177 g of lactose in 11,010 g of distilled water in which the pH had been adjusted to pH 9.5 with 1 M NaOH at a flow rate of 32.5 kg / h mixed.
  • the particles of active substance formed in the mixture had a particle size of 107 nm in the isopropanol / water mixture at an E 1/1 value of 124.
  • the dispersion was concentrated to about 23.7% by weight of dry content on a thin-film evaporator and finally spray-dried.
  • the dry powder had an astaxanthin content of 23% by weight.
  • the water-redispersed dry powder had a particle size of 317 nm and had an E 1/1 value of 101.
  • the E 1/1 value is the specific extinction of a 0.5% strength by weight dispersion of a 20% strength by weight dry powder in a 1 cm cuvette at the absorption maximum.
  • the resulting astaxanthin powder could not be homogeneously dispersed in an oil.
  • the powder In order to apply this powder to feed pellets, the powder must first be dissolved in water and then the aqueous solution emulsified into an oil.

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Zoology (AREA)
  • Nutrition Science (AREA)
  • Animal Husbandry (AREA)
  • Birds (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Mycology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Dispersion Chemistry (AREA)
  • Botany (AREA)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Preparation (AREA)
  • Fodder In General (AREA)
  • Cosmetics (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)

Abstract

La présente invention concerne des formulations huileuses, comprenant au moins une substance active solide, au moins un colloïde protecteur hydrophobe et au moins une huile comestible. La substance active est de préférence un caroténoïde. Les colloïdes protecteurs préférés sont les prolamines. Les formulations selon l'invention sont simples à préparer, ont une bonne biodisponibilité et un bon rendement de couleur et sont utilisées comme additif dans les aliments pour animaux, les denrées alimentaires et les compléments alimentaires ainsi que dans les produits pharmaceutiques et cosmétiques.
EP08701507A 2007-01-16 2008-01-15 Formulations huileuses Withdrawn EP2124615A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP08701507A EP2124615A1 (fr) 2007-01-16 2008-01-15 Formulations huileuses

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP07100632 2007-01-16
EP07105359 2007-03-30
PCT/EP2008/050399 WO2008087139A1 (fr) 2007-01-16 2008-01-15 Formulations huileuses
EP08701507A EP2124615A1 (fr) 2007-01-16 2008-01-15 Formulations huileuses

Publications (1)

Publication Number Publication Date
EP2124615A1 true EP2124615A1 (fr) 2009-12-02

Family

ID=39247770

Family Applications (1)

Application Number Title Priority Date Filing Date
EP08701507A Withdrawn EP2124615A1 (fr) 2007-01-16 2008-01-15 Formulations huileuses

Country Status (5)

Country Link
US (1) US20100041607A1 (fr)
EP (1) EP2124615A1 (fr)
JP (1) JP2010515446A (fr)
CL (1) CL2008000130A1 (fr)
WO (1) WO2008087139A1 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
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CN101583286B (zh) * 2007-01-16 2013-08-21 巴斯夫欧洲公司 含有类胡萝卜素的液体配制剂
US20100047426A1 (en) * 2007-02-23 2010-02-25 Basf Se Method for modulating the taste of material compositions containing at least one high intensity sweetener (his)
ATE494799T1 (de) * 2007-02-23 2011-01-15 Brain Biotechnology Res & Information Network Ag Verwendung von wasserdispergierbaren carotinoid- nanopartikeln als geschmacksmodulatoren, geschmacksmodulatoren, enthaltend wasserdispergierbare carotinoid-nanopartikel, und verfahren zur geschmacksmodulation
JP2011505125A (ja) * 2007-11-29 2011-02-24 ビーエーエスエフ ソシエタス・ヨーロピア 飲料着色用カロテノイド粉末状組成物
WO2010040683A1 (fr) 2008-10-07 2010-04-15 Basf Se Émulsion stable prête à l'emploi
GB201118232D0 (en) * 2011-10-21 2011-12-07 M W Encap Ltd Pharmaceutical composition
WO2013092024A1 (fr) * 2011-12-21 2013-06-27 Unilever N.V. Compositions comprenant une phase grasse structurée
JP5280571B1 (ja) * 2012-08-20 2013-09-04 株式会社タイショーテクノス 食品用液体色素製剤およびそれを用いる加工食品の製造方法
RU2664579C2 (ru) 2012-08-26 2018-08-21 Ликоред Лтд. КОМПОЗИЦИИ β-КАРОТИНА С КОНТРОЛИРУЕМЫМ ЦВЕТОВЫМ ТОНОМ
US20160143332A1 (en) * 2014-11-26 2016-05-26 Omniactive Health Technologies Limited Stable oil suspensions with enhanced bioavailability and compositions thereof

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB885677A (en) * 1959-10-27 1961-12-28 Central Soya Co Improved poultry feed
BE599795A (fr) * 1960-02-04 1961-05-29 Knud Abildgaard Procédé de préparation de compositions contenant des substances douées d'activité vitaminique et produits obtenus
DE3119383A1 (de) * 1981-05-15 1982-12-02 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von feinverteilten, pulverfoermigen carotinodpraeparaten
DE59003205D1 (de) * 1989-07-25 1993-12-02 Hoffmann La Roche Verfahren zur Herstellung von Carotinoidpräparaten.
JPH0799924A (ja) * 1993-09-30 1995-04-18 Nippon Suisan Kaisha Ltd アスタキサンチンを主要成分とするファフィア色素油の安定な粉末化物及びその製造方法
US7105176B2 (en) * 2000-11-29 2006-09-12 Basf Aktiengesellschaft Production of solid preparations of water-soluble, sparingly water-soluble or water-insoluble active compounds
DE10059213A1 (de) * 2000-11-29 2002-06-13 Basf Ag Verfahren zur Herstellung fester Zubereitungen wasserunlöslicher oder schwer wasserlöslicher Wirkstoffe
DE10064387A1 (de) * 2000-12-21 2002-06-27 Basf Ag Verfahren zur Herstellung von Trockenpulvern eines oder mehrerer Sauerstoff-haltiger Carotinoide
JP3969652B2 (ja) * 2002-12-16 2007-09-05 東洋酵素化学株式会社 カロテノイド含有パウダーの製造方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2008087139A1 *

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