WO2012047098A1 - Vitamine liposoluble encapsulée - Google Patents

Vitamine liposoluble encapsulée Download PDF

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Publication number
WO2012047098A1
WO2012047098A1 PCT/NL2011/050668 NL2011050668W WO2012047098A1 WO 2012047098 A1 WO2012047098 A1 WO 2012047098A1 NL 2011050668 W NL2011050668 W NL 2011050668W WO 2012047098 A1 WO2012047098 A1 WO 2012047098A1
Authority
WO
WIPO (PCT)
Prior art keywords
vitamin
fat
encapsulated
process according
fatty phase
Prior art date
Application number
PCT/NL2011/050668
Other languages
English (en)
Inventor
Franklin Delano Zoet
Jeroen Grandia
Mieke Sibeijn
Original Assignee
Dishman Pharmaceuticals And Chemicals Ltd.
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 Dishman Pharmaceuticals And Chemicals Ltd. filed Critical Dishman Pharmaceuticals And Chemicals Ltd.
Publication of WO2012047098A1 publication Critical patent/WO2012047098A1/fr

Links

Classifications

    • 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
    • A23K20/174—Vitamins
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K40/00—Shaping or working-up of animal feeding-stuffs
    • A23K40/30—Shaping or working-up of animal feeding-stuffs by encapsulating; by coating
    • 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
    • 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
    • A23P10/35—Encapsulation of particles, e.g. foodstuff additives with oils, lipids, monoglycerides or diglycerides
    • 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 a process for manufacturing an encapsulated fat-soluble vitamin, to an encapsulated fat-soluble vitamin obtainable by such process and to the use of such encapsulated fat-soluble vitamin.
  • One of the techniques often used for encapsulation of water-soluble vitamins such as vitamin C is dispersion of the water-soluble vitamin in molten fat or wax followed by spray-cooling or spray-chilling of the dispersion.
  • coating of water-soluble vitamin with a mixture of saturated C14-C18 fatty acids having a melting point of at least 45 °C is disclosed.
  • the coating process involves suspension of the vitamin in the molten fatty material followed by the production of solid spheroidal particles by means of spray-chilling of the suspension.
  • GB 340,580 is disclosed the preparation of vitamin D, a fat-soluble vitamin, in a form that is suitable for household purposes, in particular for providing the daily dosage of vitamin D to children in an attractive and easy way.
  • the vitamin D is dissolved in cocoa butter and subsequently processed into chocolate or cacao products.
  • fat-soluble vitamins are encapsulated by spray-drying of an emulsion of the fat-soluble vitamin, optionally dissolved in an oil phase, in a matrix material.
  • the matrix material is optionally coated with starch or modified starch.
  • the matrix material typically is a protein, for example gum arabic, sodium caseinate or gelatin, in combination with a carbohydrate, for example maltodextrin, sucrose or lactose.
  • US 4,389,419 for example is disclosed a process for encapsulation of oil soluble vitamins in a shape-retaining water-insoluble alginate matrix.
  • a process for encapsulation of oil soluble vitamins in a shape-retaining water-insoluble alginate matrix first an emulsion consisting of a continuous phase comprising an aqueous solution of an alginate and optionally a water-soluble filler such as a polysaccharide and a dispersed phase comprising the vitamin dissolved in oil is formed.
  • the emulsion is then formed into droplets that are immersed in an alcoholic solution of multivalent cations in order to produce the shape-retaining alginate matrix enclosing the oil droplets.
  • microencapsulation of 25-hydroxy vitamin D3 is disclosed.
  • the vitamin D3 is first dissolved in oil and the resulting oil composition is then encapsulated in an encapsulation agent selected from starches, protein, pectin, alginate, agar, maltodextrins, lignin sulfonates, cellulose derivatives, saccharides, sugars, sorbitols, or gums.
  • an encapsulation agent selected from starches, protein, pectin, alginate, agar, maltodextrins, lignin sulfonates, cellulose derivatives, saccharides, sugars, sorbitols, or gums.
  • the present invention relates to a process for manufacturing an encapsulated fat- soluble vitamin comprising: (a) preparing a homogeneous solution of a fat-soluble vitamin in a molten fatty phase; and
  • the invention relates to an encapsulated fat-soluble vitamin obtainable by a process as defined hereinbefore.
  • the invention relates to the use of the encapsulated fat-soluble vitamin defined hereinbefore as ingredient in animal feed.
  • an encapsulated fat-soluble vitamin is manufactured by first preparing a homogeneous solution of a fat-soluble vitamin in a molten fatty phase (step (a)) and subsequently cooling the homogeneous solution thus prepared to solidify the fatty phase such that fat-encapsulated vitamin is formed (step (b))-
  • the fatty phase used has a melting temperature of at least 45 °C, preferably at least 55 °C, more preferably at least 58 °C.
  • a too high processing temperature in step (a) is preferably avoided. Therefore, the fatty phase has a melting temperature of at most 90 °C, preferably at most 80 °C, more preferably at most 72 °C, even more preferably at most 68 °C.
  • a fatty phase with a melting temperature in the range of from 58 to 68 °C is particularly preferred.
  • a fat-soluble vitamin is homogeneously solved in the molten fatty phase.
  • Such homogenization is carried out at a temperature above the melting temperature of the fatty phase.
  • the homogenization is carried out at a temperature below 100 °C, more preferably at a temperature in the range of from 80 to 95 °C.
  • the preparation of the homogenous solution may be carried out in any suitable way known in the art.
  • a molten fatty phase will first be provided and then the fat-soluble vitamin will be added to the molten fatty phase.
  • further ingredients such as anti-oxidants or anti-caking agents may be added to the molten fatty phase.
  • the fat-soluble vitamin may be added in any suitable form, for example in crystalline form, in the form of a vitamin resin or dissolved in an oil or fat. After or during addition of the fat-soluble vitamin and the optional further ingredients, mixing is applied to form a homogeneous solution of the vitamin in the molten fatty phase.
  • Subsequent cooling step (b) may be any suitable cooling step known in the art. Cooling techniques that enable formation of the encapsulated vitamin in powder form are preferred. Preferably, the cooling is spray-cooling or spray-chilling. Spray-cooling and spray-chilling are techniques well-known in the art.
  • the fatty phase may comprise any food grade or feed grade fatty compound such as for example triglycerides, other esters of fatty acids, waxes or combination of two or more thereof.
  • the fatty phase preferably comprises a hydrogenated animal fat or oil, a hydrogenated vegetable oil, a feed grade or food grade wax or a combination of two or more thereof.
  • the fatty phase essentially consists of one or more hydrogenated vegetable oils such as hydrogenated palm kernel oil, palm oil, rape seed oil, soy oil, sunflower oil, safflower oil, coconut oil, peanut oil, corn oil, cotton seed oil, sesame seed oil, olive oil, linseed oil or castor seed oil or of a feed grade or food grade wax such as for example carnauba wax, bees wax or edible paraffin wax.
  • the fatty phase is a hydrogenated vegetable oil or a food grade wax, still more preferably a hydrogenated vegetable oil.
  • the process according to the invention is suitable for encapsulation of any fat- soluble vitamin.
  • the vitamin may thus be any fat-soluble vitamin such as vitamin AD, E or K, including any of its analogues.
  • the vitamin is vitamin D or any of its analogues.
  • Reference to vitamin D is to any one of vitamin Dl, D2, D3, D4 or D5. More preferably, the vitamin is vitamin D3 or any of its analogues.
  • a particularly preferred vitamin is 25 -hydroxy vitamin D3, an analogue of vitamin D3.
  • the vitamin may be added to the molten fatty phase in any suitable amount.
  • the vitamin is preferably added in such amount that a concentration in the range of from 0.1 to 0.8 million international units (IU) per gram of the resulting encapsulated vitamin is obtained, more preferably of from 0.2 to 0.6 million IU per gram.
  • IU international units
  • One million IU of vitamin D3 corresponds to 25 mg of vitamin D3.
  • an anti-oxidant is added to the fatty phase in step (a).
  • Any suitable anti-oxidant may be used.
  • the anti-oxidant is selected from the group consisting of butyl hydroxyl toluene, tocopherol, and etoxyquin.
  • the encapsulated fat-soluble vitamin obtainable by the process according to the invention is preferably in powder form.
  • Powder with an average particle size in the range of from 100 to 850 ⁇ is preferred.
  • An advantage of an average particle size of at least 100 ⁇ is that oxidation stability is improved as compared to particles with a smaller diameter.
  • the average particle size is preferably at most 850 ⁇ , more preferably at most 750 ⁇ , even more preferably at most 500 ⁇ .
  • An average particle size of at most 300 ⁇ is particularly preferred.
  • the particle size can be controlled by adjusting the spray-chilling or spray-cooling conditions, in particular the flow rate of the solution through the spray-chilling or spray-cooling nozzle and the flow rate of the atomizing gas.
  • Reference herein to the average particle size is to the average particle diameter.
  • an anti-caking agent is optionally added to the powder formed in step b). Any suitable anti-caking agent may be used.
  • Preferred anti-caking agents are silicon dioxide, tri calcium phosphate and magnesium aluminium silicate.
  • the encapsulated fat-soluble vitamin according to the invention is particularly suitable for use as ingredient in food products or in animal feed, in particular in animal feed. It has been found that the encapsulated vitamin can suitably be processed at a temperature in the order of 80-90 °C, a temperature commonly used in the manufacture of animal feed. Examples
  • the thus-obtained homogeneous solution of vitamin D3 in the molten fat phase was spray-chilled by pumping it (40 rpm, approximately 30 g/min) through heated tubing (95 °C) to a two-fluid nozzle (diameter 2.0 mm) and spraying it with nitrogen gas into liquid nitrogen to form particles with a particle size ranging from 100 to 650 ⁇ .
  • the pumping rate of the vitamin solution and the nitrogen pressure the particle size could be adjusted.
  • the homogeneity and the stability of the encapsulated vitamin was determined. For determining the homogeneity, five samples of 10 grams each were taken from the entire batch and analysed with respect to vitamin D3 content. The average vitamin D3 content appeared to be 0.507 million IU per gram with a standard deviation of 0.003 million IU per gram. After storage for three months at 40 °C and a relative humidity of 75%, the vitamin D3 content of samples appeared to be at the same level as just after manufacture. This shows that no oxidation or other degradation reaction had occurred. EXAMPLE 2 (according to the invention)
  • Example 2 the homogeneity and the stability of the encapsulated vitamin was determined.
  • the average vitamin D3 content appeared to be 0.504 million IU per gram with a standard deviation of 0.003 million IU per gram.
  • the vitamin D3 content of samples appeared to be at the same level as just after manufacture. This shows that no oxidation or other degradation reaction had occurred.
  • EXAMPLE 3 (according to the invention) The experiment of EXAMPLE 1 was repeated, but now with carnauba wax (ex Paramelt, Alkmaar, The Netherlands) instead of hydrogenated rape seed oil.
  • the vitamin D3 content of the samples was determined and appeared to be at the same level as just after manufacture. This shows that no oxidation or other degradation had occurred.
  • the material was sprayed into a large scale spray chiller at a rate of 500 kg/h to form particles with an average particle size of 250 ⁇ . Samples were taken after each 500 kg of product. The average vitamin D3 content was 0.57 MlU/g for all samples with a standard deviation of 0.01 MlU/g.
  • Samples of the vitamin powder were stored at three different conditions: 25°C and 60% relative humidity; 30°C and 65% relative humidity; and 40°C and 75% relative humidity.
  • the vitamin D3 content of the samples was determined and appeared to be at the same level as just after manufacture. This shows that no oxidation or other degradation had occurred.

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  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Animal Husbandry (AREA)
  • Mycology (AREA)
  • Biophysics (AREA)
  • Molecular Biology (AREA)
  • Fodder In General (AREA)

Abstract

L'invention concerne un procédé de production de vitamine liposoluble encapsulée, consistant : (a) à préparer une solution homogène de vitamine liposoluble dans une phase grasse fondue; et (b) à refroidir la solution pour solidifier la phase grasse et former la vitamine encapsulée. La phase grasse présente un point de fusion situé dans une plage allant de 45 à 90 °C. L'invention concerne également une vitamine liposoluble encapsulée pouvant être obtenue au moyen dudit procédé et son utilisation dans des aliments pour animaux.
PCT/NL2011/050668 2010-10-04 2011-10-03 Vitamine liposoluble encapsulée WO2012047098A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US38943010P 2010-10-04 2010-10-04
US61/389,430 2010-10-04

Publications (1)

Publication Number Publication Date
WO2012047098A1 true WO2012047098A1 (fr) 2012-04-12

Family

ID=44910275

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/NL2011/050668 WO2012047098A1 (fr) 2010-10-04 2011-10-03 Vitamine liposoluble encapsulée

Country Status (1)

Country Link
WO (1) WO2012047098A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103783323A (zh) * 2014-02-05 2014-05-14 褚旭 一种动物用复合维生素预混料制备方法
EP2978431A1 (fr) * 2013-03-27 2016-02-03 PSM Healthcare Limited Formulations stabilisées de vitamine d
US9474720B2 (en) 2013-11-04 2016-10-25 BioPharmX, Inc. Dosage form comprising an active ingredient and a plurality of solid porous microcarriers
WO2020044314A1 (fr) * 2018-08-31 2020-03-05 Opko Ireland Global Holdings, Ltd. Formes posologiques pédiatriques de vitamine d, procédés de fabrication et d'utilisation de celles-ci
EP3204047B1 (fr) 2015-02-06 2020-05-27 Faes Farma, S.A. Capsules molles de calcifédiol

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB340580A (en) 1928-11-24 1930-12-23 Commanditaire Vennootschap Op A process for the preparation of chocolate and cocoa products containing vitamins
GB922697A (en) 1958-12-01 1963-04-03 Merck & Co Inc Coated vitamin preparations and a process for making them
US3655864A (en) * 1970-09-21 1972-04-11 Smith Kline French Lab Glyceryl tristerate and higher fatty acid mixture for improving digestive absorption
US4389419A (en) 1980-11-10 1983-06-21 Damon Corporation Vitamin encapsulation
CH653864A5 (en) * 1982-12-13 1986-01-31 Alifet Ag Process for the preparation of an animal feed, feed prepared by this process, and use of this feed
EP0383406A1 (fr) * 1989-02-15 1990-08-22 Unilever N.V. Procédé pour encapsuler un agent actif
US20030170324A1 (en) 2002-01-15 2003-09-11 Jean-Claude Tritsch 25-Hydroxy Vitamin D3 compositions
US20100009006A1 (en) * 2006-09-08 2010-01-14 Shs International Ltd. Tasteless nutritional supplement containing free amino acids

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB340580A (en) 1928-11-24 1930-12-23 Commanditaire Vennootschap Op A process for the preparation of chocolate and cocoa products containing vitamins
GB922697A (en) 1958-12-01 1963-04-03 Merck & Co Inc Coated vitamin preparations and a process for making them
US3655864A (en) * 1970-09-21 1972-04-11 Smith Kline French Lab Glyceryl tristerate and higher fatty acid mixture for improving digestive absorption
US4389419A (en) 1980-11-10 1983-06-21 Damon Corporation Vitamin encapsulation
CH653864A5 (en) * 1982-12-13 1986-01-31 Alifet Ag Process for the preparation of an animal feed, feed prepared by this process, and use of this feed
EP0383406A1 (fr) * 1989-02-15 1990-08-22 Unilever N.V. Procédé pour encapsuler un agent actif
US20030170324A1 (en) 2002-01-15 2003-09-11 Jean-Claude Tritsch 25-Hydroxy Vitamin D3 compositions
US20100009006A1 (en) * 2006-09-08 2010-01-14 Shs International Ltd. Tasteless nutritional supplement containing free amino acids

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2978431A1 (fr) * 2013-03-27 2016-02-03 PSM Healthcare Limited Formulations stabilisées de vitamine d
EP2978431A4 (fr) * 2013-03-27 2016-08-24 Psm Healthcare Ltd Formulations stabilisées de vitamine d
US9801821B2 (en) 2013-03-27 2017-10-31 Psm Healthcare Limited Stabilized vitamin D formulations
US9474720B2 (en) 2013-11-04 2016-10-25 BioPharmX, Inc. Dosage form comprising an active ingredient and a plurality of solid porous microcarriers
US9642867B2 (en) 2013-11-04 2017-05-09 BioPharmX, Inc. Dosage form comprising an active ingredient and a plurality of solid porous microcarriers
US9901586B2 (en) 2013-11-04 2018-02-27 BioPharmX, Inc. Dosage form comprising an active ingredient and a plurality of solid porous microcarriers
US10159686B2 (en) 2013-11-04 2018-12-25 BioPharmX, Inc. Dosage form comprising an active ingredient and a plurality of solid porous microcarriers
CN103783323A (zh) * 2014-02-05 2014-05-14 褚旭 一种动物用复合维生素预混料制备方法
EP3204047B1 (fr) 2015-02-06 2020-05-27 Faes Farma, S.A. Capsules molles de calcifédiol
EP3689380A1 (fr) 2015-02-06 2020-08-05 Faes Farma, S.A. Capsules molles de calcifédiol
WO2020044314A1 (fr) * 2018-08-31 2020-03-05 Opko Ireland Global Holdings, Ltd. Formes posologiques pédiatriques de vitamine d, procédés de fabrication et d'utilisation de celles-ci
US11000480B2 (en) 2018-08-31 2021-05-11 Eirgen Pharma Ltd. Pediatric dosage forms, methods of making and using

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