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FR2758055A1 - New fluid powder containing micro-encapsulated fish oil - Google Patents

New fluid powder containing micro-encapsulated fish oil Download PDF

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Publication number
FR2758055A1
FR2758055A1 FR9700055A FR9700055A FR2758055A1 FR 2758055 A1 FR2758055 A1 FR 2758055A1 FR 9700055 A FR9700055 A FR 9700055A FR 9700055 A FR9700055 A FR 9700055A FR 2758055 A1 FR2758055 A1 FR 2758055A1
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Prior art keywords
powder according
fish oil
powder
matrix
cyclodextrin
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Granted
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FR9700055A
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French (fr)
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FR2758055B1 (en
Inventor
Pascale Barrier
Jean Yves Rousseau
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Sea Oil
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Sea Oil
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Priority to FR9700055A priority Critical patent/FR2758055B1/en
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K35/00—Medicinal preparations containing materials or reaction products thereof with undetermined constitution
    • A61K35/56—Materials from animals other than mammals
    • A61K35/60—Fish, e.g. seahorses; Fish eggs
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
    • A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
    • A23D9/02—Other edible oils or fats, e.g. shortenings or cooking oils characterised by the production or working-up
    • A23D9/04—Working-up
    • A23D9/05—Forming free-flowing pieces
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L17/00—Food-from-the-sea products; Fish products; Fish meal; Fish-egg substitutes; Preparation or treatment thereof
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • 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 OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • 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
    • A23L33/12—Fatty acids or derivatives thereof
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
    • A23P10/00—Shaping or working of foodstuffs characterised by the products
    • A23P10/30—Encapsulation of particles, e.g. foodstuff additives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19—Carboxylic acids, e.g. valproic acid
    • A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
    • A61K31/202—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids having three or more double bonds, e.g. linolenic
    • 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
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02—Making microcapsules or microballoons

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Veterinary Medicine (AREA)
  • Nutrition Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Marine Sciences & Fisheries (AREA)
  • Mycology (AREA)
  • Organic Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Zoology (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Preparation (AREA)

Abstract

A fluid powder (I) comprises microcapsules, which can be dispersed in cold water, consisting of a fish oil (II) rich in polyunsaturated fatty acids, fixed onto a solid matrix (III) consisting of a colloid (IV) associated with one or more carbohydrates. (I) is obtained by emulsification and drying at low temperature in an spraying tower; and contains at least 25 wt.% (preferably at least 30 wt.%) of (II) fixed onto (III). Also claimed are pills tablets comprising (I) in an excipient.

Description

La présente invention concerne une poudre formée de microcapsules dispersibles dans l'eau, même froide, présentant une bonne coulabilité, à base d'huile de poisson riche en acides gras polyinsaturés fixée sur une matrice solide et obtenue par un procédé d'émulsification et de séchage à basse température dans une tour d'atomisation. The present invention relates to a powder formed of water-dispersible microcapsules, even cold, having good flowability, based on fish oil rich in polyunsaturated fatty acids fixed on a solid matrix and obtained by an emulsification and dehydration process. low temperature drying in a spray tower.

I1 est bien connu, ce depuis de nombreuses années, que les huiles extraites de poissons gras présentent un intérêt tout particulier pour la santé, compte tenu de leur richesse en acides gras polyinsaturés. It has been well known for many years that oils extracted from oily fish are of particular interest for health, given their high content in polyunsaturated fatty acids.

Pour cette raison, les industriels proposent, actuellement sur le marché, des compléments nutritionnels à base d'huile de poissons gras, brute, raffinée ou ayant subi des modifications moléculaires par traitement chimique ou enzymatique dans le but d'obtenir des concentrations optimisées en acides gras polyinsaturés. For this reason, the manufacturers currently offer on the market, nutritional supplements based on crude oil, crude oil, refined oil or having undergone molecular modifications by chemical or enzymatic treatment in order to obtain optimized concentrations of acids. polyunsaturated fat.

Ces préparations, qui sont notamment extraites de maquereaux, de harengs, de chinchards, de sardines ou encore de thons, sont, en règle générale, sous forme liquide et présentent l'inconvénient d'être très sensibles à l'oxydation en particulier sous l'effet de la lumière ou de l'oxygène de l'air, ce qui entraîne la modification des doubles liaisons des acides gras polyinsaturés, et donc la perte des propriétés bénéfiques de ces huiles. These preparations, which are in particular extracted from mackerel, herring, horse mackerel, sardines or tunas, are, as a rule, in liquid form and have the disadvantage of being very sensitive to oxidation, in particular under the influence of effect of light or oxygen from the air, resulting in the modification of the double bonds of the polyunsaturated fatty acids, and thus the loss of the beneficial properties of these oils.

Pour remédier à cet inconvénient et augmenter la durée de conservation de ces huiles, il a déjà été proposé de leur faire subir un traitement permettant de les conditionner sous forme de poudre formée de microcapsules. To overcome this disadvantage and increase the shelf life of these oils, it has already been proposed to subject them to a treatment for packaging them in powder form of microcapsules.

Ce traitement, connu en lui-même, consiste schématiquement à ajouter à l'huile à traiter une solution d'agents absorbants, puis à homogénéiser le mélange ainsi obtenu, de fa çon à émulsifier l'huile sous forme de fines gouttelettes, dans cette solution avant d'introduire le mélange homogénéisé dans une tour d'atomisation pour permettre l'évaporation de l'eau et l'obtention de microcapsules formées par les gouttelettes d'huile fixées sur une matrice constituée par les agents absorbants.  This treatment, known per se, consists schematically in adding to the oil to be treated a solution of absorbing agents, then in homogenizing the mixture thus obtained, so as to emulsify the oil in the form of fine droplets, in this case. solution before introducing the homogenized mixture into an atomization tower to allow evaporation of water and obtaining microcapsules formed by the oil droplets fixed on a matrix constituted by the absorbent agents.

Ces poudres connues se distinguent toutefois par une teneur relativement faible en huile de poisson, une coulabilité insuffisante et une faible aptitude à la compressibilité qui exclut toute possibilité de les présenter sous forme de comprimés. These known powders are distinguished, however, by a relatively low content of fish oil, insufficient flowability and a low compressibility ability which excludes any possibility of presenting them in tablet form.

De plus, la dispersion dans l'eau de ces poudres n' est pas immédiate et ne peut être effectuée que dans des conditions particulières de températures, voire de pression. In addition, the dispersion in water of these powders is not immediate and can be carried out only under special conditions of temperature or pressure.

La présente invention a pour objet de remédier à ces inconvénients en proposant une poudre du type susmentionné, se distinguant en particulier par une bonne coulabilité et une aptitude à se disperser très facilement dans l'eau, même froide (sortie du robinet) ce dans des conditions normales de pression, en donnant une émulsion homogène et stable dans le temps. The object of the present invention is to remedy these drawbacks by proposing a powder of the above-mentioned type, distinguished in particular by a good flowability and an ability to disperse very easily in water, even cold (outlet of the tap) in normal pressure conditions, giving a homogeneous and stable emulsion over time.

Conformément à l'invention, cette poudre est caractérisée en ce qu'elle renferme au moins 25 , de préférence environ 30 t en poids, d'huile fixée sur une matrice à base d'une substance colloïdale associée à un ou plusieurs glucides. According to the invention, this powder is characterized in that it contains at least 25, preferably about 30% by weight, of oil fixed on a matrix based on a colloidal substance associated with one or more carbohydrates.

On a pu vérifier qu'une telle poudre peut, sans perte de ses qualités intrinsèques, être stockée pendant une longue durée sous azote, au frais et à l'abri de la lumière. It has been verified that such a powder can, without loss of its intrinsic qualities, be stored for a long time under nitrogen, in the cool and away from light.

Conformément à l'invention, on a pu établir que la substance colloïdale peut avantageusement être constituée par de l'amidon modifié. According to the invention, it has been established that the colloidal substance may advantageously be constituted by modified starch.

Cette substance est préférentiellement associée à de la maltodextrine ou à de la cyclodextrine. This substance is preferably associated with maltodextrin or cyclodextrin.

Plus précisément et selon une autre caractéristique de l'invention, la matrice renferme entre 70 et 85 k de substance colloïdale notamment d'amidon modifié et entre 15 et 30 % de malto-dextrine ou de cyclodextrine. More precisely and according to another characteristic of the invention, the matrix contains between 70 and 85 k of colloidal substance, in particular of modified starch, and between 15 and 30% of malto-dextrin or cyclodextrin.

Pour améliorer la résistance de la poudre susmentionnée vis-à-vis de l'oxydation et de la lumière, il a été proposé, conformément à une caractéristique préférentielle de l'invention, d'enrober les microcapsules constitutives de celle-ci dans un agent enrobant faisant office de barrière de protection de nature à prévenir le développement des facteurs d'oxydation.  To improve the resistance of the above-mentioned powder with respect to oxidation and light, it has been proposed, in accordance with a preferred feature of the invention, to coat the microcapsules constituting it in an agent. coating acting as a protective barrier to prevent the development of oxidation factors.

Un tel enrobage complémentaire peut être effectué en injectant l'agent enrobant sur lit fluidisé directement dans la tour d'atomisation ou en le mélangeant à l'émulsion initiale. Such a complementary coating can be carried out by injecting the coating agent on a fluidized bed directly into the atomization tower or by mixing it with the initial emulsion.

Différents essais ont permis d'établir que l'agent enrobant peut, avantageusement, être constitué par de la gomme arabique. Various tests have established that the coating agent may advantageously be constituted by gum arabic.

Conformément à un exemple de réalisation particu lièrement avantageux, la poudre selon l'invention présente la composition pondérale suivante
huile de poisson : entre 27 et 32 W et notamment 30 k
amidon modifié : entre 45 et 55 W et notamment 51
malto-dextrine ou : entre 10 et 20 % et notamment 15
cyclodextrine
gomme arabique : entre 2 et 6 % et notamment 4
Selon une autre caractéristique de l'invention, la poudre présente une granulométrie substantiellement homogène centrée sur 300 Hm. According to a particularly advantageous embodiment, the powder according to the invention has the following weight composition
fish oil: between 27 and 32 W and in particular 30 k
modified starch: between 45 and 55 W and especially 51
malto-dextrin or: between 10 and 20% and especially 15
cyclodextrin
gum arabic: between 2 and 6% and especially 4
According to another characteristic of the invention, the powder has a substantially homogeneous particle size centered on 300 μm.

Il est à noter qu'une telle granulométrie substantiellement homogène peut être obtenue grâce à un recyclage et une agglomération des poussières ou fines dans la tour d'atomisation. It should be noted that such a substantially homogeneous particle size can be obtained through recycling and agglomeration of dust or fines in the atomization tower.

Une poudre conforme à l'invention, à base d'huile de harengs et ayant un taux d'humidité de 5,96 W présente, à titre d'exemple, la granulométrie mentionnée dans le tableau ci-dessous

Figure img00030001
A powder according to the invention based on herring oil and having a moisture content of 5.96 W has, by way of example, the grain size mentioned in the table below.
Figure img00030001

<tb> Taille <SEP> < zn) <SEP> Fraction <SEP> (%) <SEP> Cumulé <SEP> (%) <SEP>
<tb> <SEP> 500 <SEP> 13,1 <SEP> 13,1
<tb> <SEP> 300 <SEP> 51,1 <SEP> 64,2
<tb> <SEP> 200 <SEP> 25,5 <SEP> 89,7
<tb> <SEP> 100 <SEP> 10,3 <SEP> 100
<tb> <SEP> < 100 <SEP> 0 <SEP> 100
<tb>
La granulométrie moyenne d50 de cette poudre est de 314 Hm. <tb> Size <SEP><zn)<SEP> Fraction <SEP> (%) <SEP> Cumulative <SEP> (%) <SEP>
<tb><SEP> 500 <SEP> 13.1 <SEP> 13.1
<tb><SEP> 300 <SEP> 51.1 <SEP> 64.2
<tb><SEP> 200 <SEP> 25.5 <SEP> 89.7
<tb><SEP> 100 <SEP> 10.3 <SEP> 100
<tb><SEP><100<SEP> 0 <SEP> 100
<Tb>
The average particle size d50 of this powder is 314 Hm.

La figure jointe en annexe représente le spectre granulométrique de cette poudre. The attached figure shows the particle size spectrum of this powder.

Sur cette figure, les abscisses représentent la taille des particules en décroissant du côté gauche vers le côté droit. In this figure, the abscissa represents the size of the particles decreasing from the left side to the right side.

Les ordonnées représentent les pourcentages. The ordinates represent the percentages.

L'histogramme par barre représente la fraction en pourcentage et la courbe en trait plein le pourcentage cumulé. The bar graph represents the percentage fraction and the solid line represents the cumulative percentage.

Cette figure montre clairement que cette poudre à base d'huile de harengs présente un maximum de particules ayant une granulométrie de 300 Hm.  This figure clearly shows that this powder based on herring oil has a maximum of particles having a particle size of 300 Hm.

Conformément à une autre caractéristique de l'invention, on peut obtenir des comprimés en traitant la poudre susmentionnée avec un excipient de compressibilité, de préférence de la silice colloïdale. According to another feature of the invention, tablets can be obtained by treating the aforementioned powder with a compressible excipient, preferably colloidal silica.

On a pu vérifier que de tels comprimés sont très stables dans le temps vis-à-vis des phénomenes d'oxydation.  It has been verified that such tablets are very stable over time with respect to oxidation phenomena.

Claims (8)

REVENDICATIONS 10) Poudre formée de microcapsules dispersibles dans l'eau, même froide, présentant une bonne coulabilité, à base d'huile de poisson riche en acides gras polyinsaturés fixée sur une matrice solide et obtenue par un procédé d'émulsification et de séchage à basse température dans une tour d'atomisation, caractérisée en ce qu' elle renferme au moins 25 %, de préférence environ 30 W en poids d'huile fixée sur une matrice à base d'une substance col loidale associée à un ou plusieurs glucides.10) Powder formed of microcapsules dispersible in water, even cold, having a good flowability, based on fish oil rich in polyunsaturated fatty acids fixed on a solid matrix and obtained by a process of emulsification and drying at low temperatures temperature in an atomization tower, characterized in that it contains at least 25%, preferably about 30 W, by weight of oil fixed on a matrix based on a colloidal substance associated with one or more carbohydrates. 20) Poudre selon la revendication 1 caractérisée en ce que la matrice renferme de l'amidon modifié.20) Powder according to claim 1 characterized in that the matrix contains modified starch. 30) Poudre selon l'une quelconque des revendications 1 et 2, caractérisée en ce que la matrice renferme de la malto-dextrine ou de la cyclodextrine.30) powder according to any one of claims 1 and 2, characterized in that the matrix contains malto-dextrin or cyclodextrin. 40) Poudre selon la revendication 3, caractérisée en ce que la matrice renferme entre 70 et 85 W de substance colloïdale notamment d'amidon modifié et entre 15 et 30 k de maltodextrine ou de cyclodextrine.40) powder according to claim 3, characterized in that the matrix contains between 70 and 85 W of colloidal substance including modified starch and between 15 and 30 k of maltodextrin or cyclodextrin. 5 ) Poudre selon l'une quelconque des revendications 1 à 4, caractérisée en ce qu' elle est constituée de microcapsules enrobées dans un agent enrobant. 5) powder according to any one of claims 1 to 4, characterized in that it consists of microcapsules coated in a coating agent. 60) Poudre selon la revendication 5, caractérisée en ce que l'agent enrobant est de la gomme arabique.60) powder according to claim 5, characterized in that the coating agent is gum arabic. 70) Poudre selon la revendication 6, caractérisée en ce qu' elle présente la composition pondérale suivante 70) Powder according to claim 6, characterized in that it has the following weight composition huile de poisson : entre 27 et 32 W et notamment 30 fish oil: between 27 and 32 W and in particular 30 amidon modifié : entre 45 et 55 k et notamment 51 modified starch: between 45 and 55 k and especially 51 malto-dextrine : entre 10 et 20 k et notamment 15 k  malto-dextrin: between 10 and 20 k and in particular 15 k ou cyclodextrine or cyclodextrin gomme arabique : entre 2 et 6 a et notamment 4 8 ) Poudre selon l'une quelconque des revendications 1 à 7 caractérisée en ce qu' elle présente une granulométrie substantiellement homogène centrée à 300 ssm.  gum arabic: between 2 and 6 a and especially 4 8) powder according to any one of claims 1 to 7, characterized in that it has a substantially homogeneous particle size centered at 300 ssm. 9 ) Comprimés caractérisés en ce qu' ils sont constitués par de la poudre selon l'une quelconque des revendications 1 à 8, traitée avec un excipient de compressibilité.9) Tablets characterized in that they consist of powder according to any one of claims 1 to 8, treated with a compressibility excipient. 100) Comprimés selon la revendication 9, caractérisés en ce que l'excipient de compressibilité est de la silice colloïdale. 100) Tablets according to claim 9, characterized in that the excipient of compressibility is colloidal silica.
FR9700055A 1997-01-06 1997-01-06 POWDER FORMED FROM MICROCAPSULES BASED ON FISH OIL RICH IN POLYUNSATURATED FATTY ACIDS Expired - Fee Related FR2758055B1 (en)

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EP0970623A3 (en) * 1998-07-08 2000-05-03 K.D. Pharma Bexbach GmbH Micro-encapsulated unsaturated fatty acids or derivatives with two polymer layers
WO2004009054A3 (en) * 2002-07-24 2004-05-06 Gen Mills Inc Encapsulation of sensitive components using pre-emulsification
AT414205B (en) * 2000-06-20 2006-10-15 Vis Vitalis Lizenz & Handels PROCESS FOR PRODUCING UNSATURATED FATTY ACID DRY CONCENTRATE
US7201923B1 (en) 1998-03-23 2007-04-10 General Mills, Inc. Encapsulation of sensitive liquid components into a matrix to obtain discrete shelf-stable particles
EP1816919A1 (en) * 2004-12-01 2007-08-15 Unilever N.V. Nutrition bar or other food product and process of making
WO2007135583A3 (en) * 2006-05-19 2008-01-24 Firmenich & Cie One step spray-drying process
EP1905311A1 (en) * 2006-09-29 2008-04-02 Unilever PLC Process for production of compounds, which are starch containing particles coated embedded or encapsulated by at least one biopolymers
US8142831B2 (en) 2005-10-31 2012-03-27 General Mills Ip Holdings Ii, Llc Encapsulation of readily oxidizable components

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US8828432B2 (en) 1996-10-28 2014-09-09 General Mills, Inc. Embedding and encapsulation of sensitive components into a matrix to obtain discrete controlled release particles
US6723358B1 (en) 1998-03-23 2004-04-20 General Mills, Inc. Encapsulation of components into edible products

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EP0180786A1 (en) * 1984-10-10 1986-05-14 Elvira Pistolesi Pharmaceutical or dietetic composition having a high antithrombotic and antiarteriosclerotic activity
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US7201923B1 (en) 1998-03-23 2007-04-10 General Mills, Inc. Encapsulation of sensitive liquid components into a matrix to obtain discrete shelf-stable particles
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