EP2142015A2 - Préconcentrés en émulsion et préparations micellaires contenant de la résine de bois - Google Patents
Préconcentrés en émulsion et préparations micellaires contenant de la résine de boisInfo
- Publication number
- EP2142015A2 EP2142015A2 EP08733830A EP08733830A EP2142015A2 EP 2142015 A2 EP2142015 A2 EP 2142015A2 EP 08733830 A EP08733830 A EP 08733830A EP 08733830 A EP08733830 A EP 08733830A EP 2142015 A2 EP2142015 A2 EP 2142015A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- group
- aqueous phase
- active ingredient
- composition according
- phase
- 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- Withdrawn
Links
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Classifications
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- A—HUMAN NECESSITIES
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- A23L33/12—Fatty acids or derivatives thereof
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- A—HUMAN NECESSITIES
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- 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
-
- 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
- A23L33/17—Amino acids, peptides or proteins
-
- 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
- A23L35/00—Food or foodstuffs not provided for in groups A23L5/00 – A23L33/00; Preparation or treatment thereof
- A23L35/10—Emulsified foodstuffs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
Definitions
- the invention relates to micelles and emulsion preconcentrates containing i) one or more active ingredients and ii) root resin, optionally in combination with gum arabic, and iii) optionally excipients; Products containing these micelles or emulsion preconcentrates, process for the preparation of micelles, emulsion preconcentrates and products.
- Bioavailability is understood to mean the proportion of active substance which is available unchanged in the systemic circulation of human / animal / plant. It indicates how quickly and to what extent the drug is absorbed and available at the site of action. Bioavailability by definition is 100% for drugs administered intravenously ("iV") .
- the absolute bioavailability indicates the bioavailability of an arbitrarily applied (eg peroral) substance in comparison to intravenous administration.
- Oral bioavailability in particular the improvement of oral bioavailability, is important because oral administration of active substances is preferable to other forms of administration. It is known that the addition of excipients can improve the bioavailability of active substances.
- compositions containing active ingredient (s) and excipients (s) are often referred to as “formulations” or “drug formulations".
- root resin E445, a well-known natural product / natural product mixture
- the known formulations may, depending on the nature, cause a solubilization, micellization and / or dispersion of active ingredients. In many cases, however, the result is not or only partially satisfactory.
- insufficient bioavailability or general solubility
- unfavorable optical properties such as turbidity and / or discoloration
- unfavorable physiological properties such as side effects of the excipients, smell, taste
- the present invention now relates to an improved process for solubilizing, dispersing, micelling and possibly stabilizing active ingredients and thereby to make available products which solve one or more of the abovementioned problems.
- active substances are, for example, lipophilic active substances in a hydrophilic environment as well as hydrophilic substances in a lipophilic and hydrophilic environment, in particular in an aqueous medium.
- Solubilizing, dispersing and micelling active ingredients as described herein also ne stabilization of the same achieved in a hydrophilic environment.
- the invention also encompasses the use of such substances and active ingredients.
- the present invention further relates to active ingredients which are contained in micelles, emulsion pre-concentrates containing such micelles and products containing micelles or emulsion pre-concentrates.
- the invention relates to micelles having a diameter of 2-300 nm, containing i) one or more active substances; ii) root resin; iii) optionally one or more auxiliaries. It has surprisingly been found that active ingredients which are embedded in such micelles have a significantly improved bioavailability.
- the invention relates to micelles having a diameter of 2 to 300 nm, containing i) one or more active substances; ii) wood rosin and gum arabic; iii) optionally one or more auxiliary substances.
- active ingredient is understood as meaning a natural, nature-identical or synthetic compound which brings about a physiological action in / on the human, animal or plant (for humans or animals), cosmetic active ingredients, plant active ingredients can be subdivided, whereby individual active substances can if necessary be assigned to several groups.
- active substances which can be formulated otherwise poorly and / or an insufficient one have bioavailability
- such agents typically have a water solubility of less than 10 g / l (2O 0 C; neutral medium)., or less than 100 g / l (20 0 C, physiological medium (for example synthic body fluid).
- the molecular weight of such agents can vary widely and include small molecules "from a molecular weight of about 50 g / mol to macromolecules of about 50. OOOg / mol.
- Food additives includes those compounds that are authorized for human consumption and that can be added to foods Food additives are known to the person skilled in the art and can be described, for example, in the Ordinance of the FDI on Food Additives (ZuV) of 23
- vitamins eg, vitamin A, E
- fatty acids eg, unsaturated fatty acids, such as omega-3 fatty acids, omega-6 fatty acids
- enzymes eg from the group of flavinoids
- co-enzymes eg coenzyme QlO
- the dyes eg carotenoids such as beta-carotene, lycopene and lutein.
- pharmaceutical active ingredients encompasses those compounds which are approved for the prevention and treatment of diseases of humans or animals
- Pharmaceutical active ingredients are known to the person skilled in the art and can be identified, for example, in the "Orange Book” or the “Red List”. ,
- cosmetic active ingredients encompasses those compounds which are used in cosmetics and are responsible for a physiological action (eg on the skin / hair / nails) or an optical effect (eg coloring)
- Cosmetic active ingredients are known to the person skilled in the art and can be used, for example In the context of the present invention, reference is made in particular to the class of the Cosmeticals.
- plant active ingredients includes those compounds which are used in the field of agriculture and forestry and horticulture.Pestic active substances are known to the person skilled in the art and can be identified, for example, in the "Pesticide Manual". In the context of the present invention, reference is made to the group of herbicides, fungicides, insecticides and growth regulators. It should be noted that active substances may fall into several of the above categories; eg food additive and pharmaceutical (eg because a pharmaceutical effect has not yet been recognized or is in dispute). In the context of the present invention it is sufficient if the person skilled in the art can assign an active substance as defined above to at least one of these classes.
- composition ii) Compounds of group ii) can be grouped together under the generic term "micelle-forming substances.”
- the micelle according to the invention can contain as component ii) either root resin or a mixture of wood rosin and gum arabic In general, stable and rapid micelle formation is assured, but for certain applications it may be advantageous to promote or support micelle formation by adding gum arabic.
- root resin is understood as meaning the glycerol ester of the known natural product which is obtainable as an extract of coniferous rhizomes. "Wurzelharz” in particular refers to the commercially available compound E445. Due to its natural origin, the composition of the root resin may vary, with the different mixtures being included in the different degrees of purity (“natural root resin”). Furthermore, the term “root resin” also includes glycerol esters of resin acids which are accessible by a synthetic or semi-synthetic route "Resin acids” are known to the person skilled in the art, in particular unsaturated carboxylic acids of the gross formula C20H30O2 are encompassed by this term.
- glycosynthetic gum arabic is understood to mean the known, commercially available natural product which is registered as E414 or CAS 9000-01-05 Because of its natural origin, the composition may vary, the different mixtures being included in the various degrees of purity , (“Natural gum arabic”). Furthermore, the term includes polyarabinic acid and its derivatives, especially acid earth potassium and alkali salts which are accessible by synthetic or semi-synthetic route (“synthetic gum arabic”)
- Excipients are understood to mean those compounds which have a positive influence on the micelle, the emulsion preconcentrate and / or the finished product
- a group of excipients are solubilizers which reduce or reduce the melting point of the root resin
- Typical examples are compounds from the group of polyols, such as, for example, glycerol, propylene glycol, polyethylene glycol 400 etc.
- excipients are preferably added if the active ingredient to be processed is at the melting point of the root resin is thermally labile (eg proteins).
- Micelle is known to the person skilled in the art and refers to structures having a "core” and a “shell” of a certain size and a shape which is described as irregularly ellipsoidal or spherical Micelles typically have a diameter of less than 500 nm and size and size distribution can be determined by optical methods (eg microscopes) Micelles in the context of the present invention preferably have a diameter of 2 to 300 nm, more preferably 10 to 100 nm.
- the core of the micelle essentially contains the active ingredient (s), the shell essentially contains root resin and gum arabic dynamic entity, the over- Between core / shell and shell / environment more or less sharply demarcated or flowing. Possibly. present, other auxiliaries are, depending on their distribution coefficient, either predominantly in the core or predominantly in the shell of the micelle. It is also known that the above-mentioned core of the micelle is not present in particulate form, ie not as a solid.
- the present invention relates to micelles as described above, containing one or more active ingredients having a solubility of less than 1 g / l, selected from the group of food additives, pharmaceutical active ingredients, cosmetic active ingredients, plant extracts.
- the present invention relates to micelles as described above, in which the active ingredient is coenzyme Q 10.
- the present invention relates to micelles as described above, in which the active ingredient is selected from the group comprising i) one or more omega-3 and / or omega-6 fatty acids; ii) one or more polyphenols, preferably from the group of flavonoids, in particular curcurmin or catechins; iii) one or more carotenoids, in particular lutein and / or beta-carotene; iv) one or more vitamins of the E group (tocopherols and tocotrienols), in particular alpha tocopherol); v) one or more vitamins of the B group, in particular biotin and / or choline.
- the present invention relates to micelles such as standing, containing one or more excipients selected from the group of polyols.
- the present invention relates to micelles as described above, in which the ratio of compounds of group i) (active ingredient (s)) to compounds of group ii) (root resin or gum arabic cum) in Range of 20: 1 to 1: 10 mass%, preferably 10: 1 to 1: 1.
- Root resin reduce and maximize the amount of active ingredients.
- sufficient stability and bioavailability must be given in view of the intended use.
- the optimal ratio of active substance (s) to compounds of group ii) can be determined by simple serial experiments.
- the properties of the active ingredient, in particular its solubility, have an influence on the above-mentioned ratio.
- the ratio of active substance (s) to compound of group ii) (in particular root resin) can be favorably influenced by the method described below on the one hand and a narrow size distribution of the micelles on the other hand can be achieved.
- the micelles according to the invention are therefore stable, allow a high bioavailability and a favorable release profile of the active ingredient.
- the root resin can be replaced by a combination of root resin and gum arabic.
- a part of the root resin can be substituted by gum arabic.
- the ratio of root resin to gum arabic is advantageously set in the range from 1:10 to 10: 1, for example 1: 1.
- the invention relates to emulsion preconcentrates containing i) a lipophilic phase which contains micelles as described above, and ii) an aqueous phase.
- micelles are not “inherently” stable but rather are dispersed in a further phase, and often such emulsion preconcentrates are produced directly as they are being produced, such emulsion preconcentrates may be sold as commercial products to the processing industry (for "products, see below) or directly Accordingly, the use of emulsion preconcentrates for the manufacture of articles is included as defined below.
- Emulsion pre-concentrates can be characterized by the type of emulsion, the micelle concentration, size, size distribution.
- Type Emulsion pre-concentrates can be characterized as oil in water (O / W, the homogeneous phase is aqueous) or water in oil (W / O, the disperse phase is aqueous). Preferred are O / W emulsions.
- Concentration Typically in emulsion pre-concentrates the micelle concentration is higher than in the products. For the present invention, the ratio of lipophilic phase to aqueous phase in the range of 1: 10 to 1: 0.5 has proved to be favorable.
- the size and size distribution of the micelles have already been explained in connection with the description of the micelle, to which reference is hereby made.
- the present invention therefore relates to an emulsion preparation A concentrate as described above in which the ratio of lipophilic phase to aqueous phase is in the range of 1:10 to 1: 1.
- the "lipophilic phase" of the emulsion preconcentrates consists essentially, preferably exclusively, of micelles as described above.
- the "aqueous phase” is (only) water. Due to thermodynamics, the aqueous phase will always contain some of the root resin and active ingredient and possibly other micelle excipients; Directed “pure” aqueous phase.
- the water used may have various degrees of purity (e.g., purified, deionized, for i.v. applications, ...), depending on the intended further use. These degrees of purity are encompassed by the invention.
- the aqueous phase contains further components.
- Such components can be used to influence the ph value (acids, bases, buffers), to influence the ionic strength (buffers, salts) or to influence rheological properties (thickeners).
- One or more components may be present.
- Such components are known in the art and may e.g. in Fiedler, Lexicon of Excipients for Pharmacy, Cosmetics and Adjacent Areas (1989).
- the invention relates to an emulsion preconcentrate consisting of a transparent gel based on at least one root resin and a solubilized and micellated active substance, the consistency of which is between semisolid ("aspic-like") to liquid.
- the invention relates to products from the group of foods, cosmetics, pharmaceuticals and crop protection agents which cellen as described above or contains one or more emulsion pre-concentrates as described above.
- Such products can take a wide variety of forms.
- liquids as a food-grade beverage; Solution, drops, syrups in the pharmaceutical sector; as a spray or solution in the cosmetic field, as a spray solution in the agro-area.
- gels or jellies as a spread, for application to the body (pharmaceuticals, cosmetics)
- creams or pastes in baked goods, as a spread, in snacks; as a cream (pharmaceuticals, cosmetics),
- iv) capsules or dragees as an efficient and anhydrous formulation for the pharmaceutical sector or the food industry
- coated solids as an improved formulation of snack products, cereals, cereal preparations in the food industry.
- the product may be the finished market product (e.g., in liquids) or part of a market product (e.g., the cream in a baked good).
- the emulsion pre-concentrate can be added in different amounts. The amount depends inter alia on the desired result / amount of added active ingredient. This amount can be determined in simple series tests. Since the emulsion preconcentrates ensure improved bioavailability, it is generally possible to work with a small amount of emulsion preconcentrate; which is considered a significant advantage. It has also been found that due to the properties of virtually all products, emulsion preconcentrates can be added without negatively affecting the properties of the products. Thus, liquids remain substantially clear and stable for a long time, which is considered a significant advantage from the point of view of marketing food.
- the present invention relates to a product from the group of foods, in particular a beverage containing coenzyme Q10.
- the present invention relates to a product from the group of foods, in particular beverages, which contains tocotienol, beta-carotene, lutein, catechins (one or more).
- the present invention relates to a product containing root resin and a micellized active agent solubilized, dispersed and / or stabilized therein, the consistency of the product being between semi-solid and liquid.
- the present invention relates to a product consisting of a transparent gel which comprises i) root resin and ii) one or more solvents from the group consisting of water, glycerol, propylene glycol, polyethylene glycol 400, ethanol, macrogol 400, Isopropanol and one or more solubilized therein, dispersed and stabilized lipophilic or hydrophilic agents.
- the consistency of products can vary within a wide range.
- solid (cut resistant, brittle) semi-solid (e.g., aspic-like) and liquid (low viscosity such as water or syrupy) products are included.
- Products need not be homogenous (e.g., in creams, foams) or may be encapsulated (e.g., in dragées).
- the invention relates to processes for the preparation of an emulsion preconcentrate as described above.
- the invention relates to a method comprising the steps of i) producing a Homogeneous phase either by melting of root resin at 30 - 110 0 C, preferably at 40 - 60 0 C or by dissolving root resin in one or more auxiliaries at 0 - 100 0 C, preferably at 0 - 60 0 C; ii) metered addition of active ingredient which is optionally dispersed in an aqueous phase to the stirred homogeneous phase; iii) optionally further adding an aqueous phase to the resulting stirred reaction mixture, wherein in at least one of the reaction steps, an aqueous phase is added and wherein the temperature of the active ingredient, which is optionally dispersed in water, +/- 10 0 C of the homogeneous phase ,
- the invention comprising relates to a method the steps of i) preparing a homogeneous phase either by melting of wood rosin and gum arabic at 30 to 130 0 C, preferably at 40 - 60 0 C, or by dissolving wood rosin and gum arabic in a or more excipients at 0 - 100 0 C, preferably at 0 - 6O 0 C; ii) metered addition of active ingredient which is optionally dispersed in an aqueous phase to the stirred homogeneous phase; iii) optionally further adding an aqueous phase to the resulting stirred reaction mixture, wherein in at least one of the reaction steps, an aqueous phase is added and wherein the temperature of the active ingredient, which is optionally dispersed in water, +/- 10 0 C of the homogeneous phase ,
- the invention relates to a method comprising the steps of i) preparing a homogeneous phase by melting of root resin and optionally gum arabic at 30 - 13O 0 C, preferably at 40 - 6O 0 C ii) metered addition of active ingredient to the stirred homogeneous Phase; iii) further adding an aqueous phase to the resulting stirred reaction mixture, and wherein the temperature of the aqueous phase is +/- 10 0 C of the homogeneous phase.
- the invention relates to processes for solubilizing, dispersing, micellising and stabilizing active ingredients, process solubilized, dispersed, micellated and stabilized emulsion preconcentrates and products and to the use of such emulsion preconcentrates and products.
- the term "dispersing" is understood to mean the mixing under shear of different / different substances.
- the term “micellization” is understood to mean the conversion of active ingredient into micelles.
- stabilizing in the context of the present invention is understood as meaning a process which produces a system in the active substance over a relatively long period of time (in particular 1 day to 1 year, preferably 5 to 200 days) is unchanged. It will be understood that the processes recited in this specification relate to both root resin preparation and root resin and gum arabic production. For the sake of readability, reference is made to root resin alone at various points.
- the temperature of the aqueous phase +/- 1O 0 C of the homogeneous phase is preferably 0.1° C.
- the invention particularly relates to drive a comparison as described above, characterized in 'that the aqueous phase consists of water.
- the invention relates in particular to a process as described above, characterized in that the auxiliaries are selected from the group of polyols.
- the present invention relates to a method for solubilizing, dispersing, micellising and stabilizing active ingredients, in which root resin is used and the active substance to be treated is intimately dispersed intimately in suspension until then, the same with water thereafter Temperature is covered and thereby homogenizing spontaneously forming gel.
- the present invention relates to a process for solubilizing, dispersing, micellising and stabilizing active ingredients as described above, characterized in that the root resin is melted and the active substance to be treated is intimately dispersed in this suspension, wherein after introduction of the substance to be treated in the dispersion, the same is coated with water and the whole is homogenized again as a unit.
- the present invention provides a process for solubilizing, dispersing, micellising and stabilizing active ingredients as described above, characterized in that root resin is dissolved in an adjuvant at room temperature, the temperature of the dispersion is maintained, the active ingredient is dispersed together, the melt is coated with water of the same temperature, the melt is homogenized, whereby a slightly cloudy to transparent gel is formed.
- the present invention relates to a method for solubilizing, dispersing, micellising and stabilizing active ingredients as described above, characterized in that the root resin is dissolved at room temperature, the mixture of the substances at the same temperature by adding one or more excipients the group comprising water, glycerin, is lowered, then the to be solubilized, possibly thermolabile agent is dispersed in the resulting melt, the melt is coated with water of the same temperature, the melt is homogenized, whereby a transparent gel is formed.
- Constant temperature is to be understood as meaning a substantially identical temperature, which may vary depending on further process parameters, device designs and substances used, typically a temperature interval of +/- 10 ° C. is advantageous, a temperature range of +/- 5 is particularly advantageous 0 C. Accordingly, room temperature denotes 22 0 C +/- 1O 0 C, preferably +/- 5 ° C.
- Another important process step proves that the root resin melt with the active ingredient dissolved therein is immediately covered with a sufficiently thick layer of water of about the same temperature. As a result of this measure, a transparent gel immediately forms under the water. Without such overlap with equally warm water, the melt hardens and is not or hardly to be applied in this form.
- the melt should therefore be showered or covered in a liquid state with about the same amount of warm water. With cold water, the gelation also works, but then, above all, a dispersion of the active ingredient will arise. After the water is added at the same temperature and forms an overlap of the melt - the water floats over the melt, the gel formation occurs and the gel grows rapidly in the mass against the surface of the water, where it absorbs water. This externally observable gel formation is assisted by the rapid connection of water and melt, for example by controlled stirring. The gel assumes a micellar structure and has the consistency of a very fine solution. Thus gels having droplet diameters of less than 40 nm can be obtained, at which light is not refracted and which is therefore clearly transparent.
- the invention relates to processes for producing a product as described above, characterized in that an emulsion preconcentrate is mixed with other components of the product as described above.
- the addition of the emulsion preconcentrate may be at various stages in the preparation of the product.
- the introduction and distribution of emulsion pre-concentrate in the product can be carried out by known methods and with existing equipment. This flexibility is considered an advantage. In the production of beverages, this may be the last production step, for example. In general, production considerations will play a major role in the choice of a suitable manufacturing process for the product.
- the micelles and emulsion preconcentrates of this invention are temperature stable, it has been found advantageous not to subject the emulsion preconcentrate to high temperatures for extended periods of time.
- Example 1 100g E445, E414 150g, 50g coenzyme qlo and 16.65g Vitamin E are provided and heated for Ih at 105 0 C. 186.35 g ultrapure water of 95 ° C are added within 10 min. The reaction mixture is mixed for 5 min at 92 0 C, degassed at this temperature and filtered. 500g of a clear, stable liquid is obtained. Haze value: 5 FTU (Formazine Turbidity ünit).
- Example 2 The procedure is analogous to Example 1, the amounts of the components used and the properties of the resulting micellar solution are shown in the table below; Vitamin E is eliminated.
- Example 3 The procedure is analogous to Example 1, the amounts of the components used and the properties of the resulting micellar solution are shown in the table below.
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Abstract
La présente invention concerne des micelles et des préconcentrés en émulsion qui contiennent i) une ou plusieurs substances actives et ii) de la résine de bois, éventuellement combinées à de la gomme arabique, ainsi que iii) éventuellement d'autres adjuvants. Cette invention concerne également des produits contenant ces micelles ou ces préconcentrés en émulsion, ainsi que des procédés de production de micelles, de préconcentrés en émulsion et de produits.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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CH7572007 | 2007-05-09 | ||
PCT/CH2008/000207 WO2008138155A2 (fr) | 2007-05-09 | 2008-05-06 | Préconcentrés en émulsion et préparations micellaires contenant de la résine de bois |
Publications (1)
Publication Number | Publication Date |
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EP2142015A2 true EP2142015A2 (fr) | 2010-01-13 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP08733830A Withdrawn EP2142015A2 (fr) | 2007-05-09 | 2008-05-06 | Préconcentrés en émulsion et préparations micellaires contenant de la résine de bois |
Country Status (7)
Country | Link |
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US (1) | US20100196456A1 (fr) |
EP (1) | EP2142015A2 (fr) |
JP (1) | JP2010526109A (fr) |
KR (1) | KR20100016290A (fr) |
CN (1) | CN101795584A (fr) |
AU (1) | AU2008250920A1 (fr) |
WO (1) | WO2008138155A2 (fr) |
Families Citing this family (3)
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WO2011047259A1 (fr) | 2009-10-16 | 2011-04-21 | Glaxosmithkline Llc | Compositions |
EP2359702B1 (fr) | 2010-01-22 | 2014-06-04 | Symrise AG | Agent de solubilisation pour solubiliser les polyphénols, flavonoïdes et/ou glucosides de diterpenoïde |
CH718257A1 (de) | 2020-11-20 | 2022-07-15 | Mivital Ag | Mizellares System zum Transport von Wirkstoffen. |
Family Cites Families (7)
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US6007856A (en) * | 1997-08-08 | 1999-12-28 | The Procter & Gamble Company | Oil-in-water dispersions of β-carotene and other carotenoids stable against oxidation prepared from water-dispersible beadlets having high concentrations of carotenoid |
US6875801B2 (en) * | 1999-12-10 | 2005-04-05 | Construction Research & Technology Gmbh | Solubilized defoamers for cementitious compositions |
EP1133930A1 (fr) * | 2000-03-17 | 2001-09-19 | Döhler Natural Beverage Ingredients Euro Citrus | Boisson présentant des émulsions |
US6696049B2 (en) * | 2000-07-10 | 2004-02-24 | The Procter & Gamble Company | Cosmetic compositions |
DE10133305B4 (de) * | 2001-07-12 | 2004-06-03 | Aquanova German Solubilisate Technologies (Agt) Gmbh | Ubichinon Konzentrat |
US20040062845A1 (en) * | 2001-11-30 | 2004-04-01 | Krawczyk Gregory R. | Beverage emulsion stabilizer |
EP2066310B1 (fr) * | 2006-09-22 | 2012-04-18 | Mivital AG | Émulsions contenant de la gomme arabique |
-
2008
- 2008-05-06 WO PCT/CH2008/000207 patent/WO2008138155A2/fr active Application Filing
- 2008-05-06 US US12/598,931 patent/US20100196456A1/en not_active Abandoned
- 2008-05-06 KR KR1020097023215A patent/KR20100016290A/ko not_active Application Discontinuation
- 2008-05-06 JP JP2010506788A patent/JP2010526109A/ja active Pending
- 2008-05-06 AU AU2008250920A patent/AU2008250920A1/en not_active Abandoned
- 2008-05-06 CN CN200880015154A patent/CN101795584A/zh active Pending
- 2008-05-06 EP EP08733830A patent/EP2142015A2/fr not_active Withdrawn
Non-Patent Citations (1)
Title |
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See references of WO2008138155A2 * |
Also Published As
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WO2008138155A3 (fr) | 2009-01-08 |
KR20100016290A (ko) | 2010-02-12 |
US20100196456A1 (en) | 2010-08-05 |
WO2008138155A2 (fr) | 2008-11-20 |
JP2010526109A (ja) | 2010-07-29 |
AU2008250920A1 (en) | 2008-11-20 |
CN101795584A (zh) | 2010-08-04 |
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