GB1072795A - Solid composition containing fat-soluble vitamins and processes for making it - Google Patents
Solid composition containing fat-soluble vitamins and processes for making itInfo
- Publication number
- GB1072795A GB1072795A GB3458264A GB3458264A GB1072795A GB 1072795 A GB1072795 A GB 1072795A GB 3458264 A GB3458264 A GB 3458264A GB 3458264 A GB3458264 A GB 3458264A GB 1072795 A GB1072795 A GB 1072795A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amylose
- vitamin
- retrograded
- water
- solution
- 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.)
- Expired
Links
- 239000011782 vitamin Substances 0.000 title abstract 6
- 229930003231 vitamin Natural products 0.000 title abstract 6
- 235000013343 vitamin Nutrition 0.000 title abstract 6
- 229940088594 vitamin Drugs 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 2
- 239000008247 solid mixture Substances 0.000 title 1
- 229920000856 Amylose Polymers 0.000 abstract 9
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 abstract 5
- 239000000203 mixture Substances 0.000 abstract 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 5
- 239000000243 solution Substances 0.000 abstract 4
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 abstract 3
- 239000006185 dispersion Substances 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- 239000002245 particle Substances 0.000 abstract 3
- 150000003722 vitamin derivatives Chemical class 0.000 abstract 3
- 238000013019 agitation Methods 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 2
- 239000002243 precursor Substances 0.000 abstract 2
- -1 retinol quinolate Chemical compound 0.000 abstract 2
- 239000007787 solid Substances 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 239000004255 Butylated hydroxyanisole Substances 0.000 abstract 1
- 239000004322 Butylated hydroxytoluene Substances 0.000 abstract 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 239000004258 Ethoxyquin Substances 0.000 abstract 1
- 108010010803 Gelatin Proteins 0.000 abstract 1
- YXLXNENXOJSQEI-UHFFFAOYSA-L Oxine-copper Chemical compound [Cu+2].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 YXLXNENXOJSQEI-UHFFFAOYSA-L 0.000 abstract 1
- NCYCYZXNIZJOKI-OVSJKPMPSA-N Retinaldehyde Chemical compound O=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-OVSJKPMPSA-N 0.000 abstract 1
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 abstract 1
- 229930003316 Vitamin D Natural products 0.000 abstract 1
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 abstract 1
- 229930003448 Vitamin K Natural products 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000004220 aggregation Methods 0.000 abstract 1
- 230000002776 aggregation Effects 0.000 abstract 1
- 230000032683 aging Effects 0.000 abstract 1
- 238000007605 air drying Methods 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 235000019169 all-trans-retinol Nutrition 0.000 abstract 1
- 239000011717 all-trans-retinol Substances 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 235000006708 antioxidants Nutrition 0.000 abstract 1
- 235000019282 butylated hydroxyanisole Nutrition 0.000 abstract 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 abstract 1
- 229940043253 butylated hydroxyanisole Drugs 0.000 abstract 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 abstract 1
- 229940095259 butylated hydroxytoluene Drugs 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012141 concentrate Substances 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 235000019285 ethoxyquin Nutrition 0.000 abstract 1
- DECIPOUIJURFOJ-UHFFFAOYSA-N ethoxyquin Chemical compound N1C(C)(C)C=C(C)C2=CC(OCC)=CC=C21 DECIPOUIJURFOJ-UHFFFAOYSA-N 0.000 abstract 1
- 229940093500 ethoxyquin Drugs 0.000 abstract 1
- 239000008273 gelatin Substances 0.000 abstract 1
- 229920000159 gelatin Polymers 0.000 abstract 1
- 235000019322 gelatine Nutrition 0.000 abstract 1
- 235000011852 gelatine desserts Nutrition 0.000 abstract 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 229920000609 methyl cellulose Polymers 0.000 abstract 1
- 239000001923 methylcellulose Substances 0.000 abstract 1
- 235000010981 methylcellulose Nutrition 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- SHUZOJHMOBOZST-UHFFFAOYSA-N phylloquinone Natural products CC(C)CCCCC(C)CCC(C)CCCC(=CCC1=C(C)C(=O)c2ccccc2C1=O)C SHUZOJHMOBOZST-UHFFFAOYSA-N 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 244000144977 poultry Species 0.000 abstract 1
- 235000020945 retinal Nutrition 0.000 abstract 1
- 239000011604 retinal Substances 0.000 abstract 1
- 229960003471 retinol Drugs 0.000 abstract 1
- 235000020944 retinol Nutrition 0.000 abstract 1
- 239000011607 retinol Substances 0.000 abstract 1
- 238000001694 spray drying Methods 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 235000000346 sugar Nutrition 0.000 abstract 1
- 150000008163 sugars Chemical class 0.000 abstract 1
- 229960001295 tocopherol Drugs 0.000 abstract 1
- 239000011732 tocopherol Substances 0.000 abstract 1
- 238000011282 treatment Methods 0.000 abstract 1
- 235000019155 vitamin A Nutrition 0.000 abstract 1
- 239000011719 vitamin A Substances 0.000 abstract 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 abstract 1
- 235000019166 vitamin D Nutrition 0.000 abstract 1
- 239000011710 vitamin D Substances 0.000 abstract 1
- 150000003710 vitamin D derivatives Chemical class 0.000 abstract 1
- 235000019168 vitamin K Nutrition 0.000 abstract 1
- 239000011712 vitamin K Substances 0.000 abstract 1
- 150000003721 vitamin K derivatives Chemical class 0.000 abstract 1
- 229940045997 vitamin a Drugs 0.000 abstract 1
- 229940046008 vitamin d Drugs 0.000 abstract 1
- 229940046010 vitamin k Drugs 0.000 abstract 1
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
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1652—Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin
Landscapes
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Fodder In General (AREA)
Abstract
Vitamin compositions in the form of a dry finely-divided free-flowing solid, insoluble in water at temperatures up to 100 DEG C., comprise a fat-soluble vitamin-active composition dispersed in a carrier of retrograded amylose. The fat-soluble vitamins are A, D, E and K, and compounds having the activity of these, including precursors thereof. Particularly mentioned are vitamin A-alcohol, -aldehyde and its phenolic complexes such as retinol quinolate, -esters such as the acetate and palmitate, and the vitamin A precursor b -carotene; the E vitamins a -tocopherol and a -tocopheryl acetate, and the oil-soluble antioxidants butylated hydroxy anisole, butylated hydroxy toluene and ethoxyquin; and natural or synthetic products having vitamin D or K activity. Retrograded amylose is described as a water-insoluble microcrystalline substance, formed by aggregation of colloidal amylose particles in aqueous solution on ageing the solution or by other treatments; it may be colloidally dissolved in water at superatmospheric pressure and temperatures of at least 150 DEG to 160 DEG C. The carrier may include edible plasticisers such as sugars, gums, methyl cellulose, or gelatin. The compositions are prepared by: (1) Preparing an aqueous colloidal solution of amylose; (2) dispersing therein the vitamin-active composition; and (3) converting the dispersion, under conditions at which the amylose retrogrades, into dry solid particles. The amylose solution is prepared suitably from pure retrograded amylose, by either solution in water at elevated temperature and pressure, or by agitation with aqueous alkali metal hydroxide; the vitamin active composition may be dispersed therein by simple stirring or agitation. The third step may be effected by methods wherein the dispersion is agitated with, or extruded or sprayed into, a retrogradation medium, the latter being water or a non-polar hydrocarbon, e.g. hexane when the amylose has been dissolved in superheated water, or an aqueous solution of a neutralising agent, such as an ammonium salt of a strong acid, when the amylose is dissolved in alkali. The retrograded particles are then removed from the medium, dehydrated (e.g. by air drying) and, if required, comminuted. Alternatively, the dispersion may be simultaneously retrograded and dried, by spray drying, or drying on a heated continuous belt, or retrograded on a chilled belt and subsequently dehydrated, and then comminuted. The product is useful as a vitamin concentrate for addition to animal or poultry feed.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30522263A | 1963-08-28 | 1963-08-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1072795A true GB1072795A (en) | 1967-06-21 |
Family
ID=23179868
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3458264A Expired GB1072795A (en) | 1963-08-28 | 1964-08-24 | Solid composition containing fat-soluble vitamins and processes for making it |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1072795A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4755397A (en) * | 1986-12-24 | 1988-07-05 | National Starch And Chemical Corporation | Starch based particulate encapsulation process |
| US4812445A (en) * | 1987-02-06 | 1989-03-14 | National Starch And Chemical Corporation | Starch based encapsulation process |
| US4853168A (en) * | 1987-12-23 | 1989-08-01 | National Starch And Chemical Corporation | Process for spinning starch fibers |
| EP0343993A1 (en) * | 1988-05-26 | 1989-11-29 | Btg International Limited | Delayed release formulations |
| GB2257358A (en) * | 1991-06-12 | 1993-01-13 | Wheli Inter Ag | Protected vital substances |
| EP0525333A1 (en) * | 1991-06-25 | 1993-02-03 | BASF Aktiengesellschaft | High amylose-content starches for preparing powdery compositions |
| WO1994001092A1 (en) * | 1992-07-03 | 1994-01-20 | Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno | Composition for controlled release of an active substance and method for the preparation of such a composition |
-
1964
- 1964-08-24 GB GB3458264A patent/GB1072795A/en not_active Expired
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4755397A (en) * | 1986-12-24 | 1988-07-05 | National Starch And Chemical Corporation | Starch based particulate encapsulation process |
| US4812445A (en) * | 1987-02-06 | 1989-03-14 | National Starch And Chemical Corporation | Starch based encapsulation process |
| US4853168A (en) * | 1987-12-23 | 1989-08-01 | National Starch And Chemical Corporation | Process for spinning starch fibers |
| US5108758A (en) * | 1988-05-26 | 1992-04-28 | National Research Development Corporation | Delayed release formulations |
| WO1989011269A1 (en) * | 1988-05-26 | 1989-11-30 | Agricultural & Food Research Council | Delayed release formulations |
| GB2220350B (en) * | 1988-05-26 | 1991-09-04 | Agricultural & Food Res | Delayed release formulations |
| EP0343993A1 (en) * | 1988-05-26 | 1989-11-29 | Btg International Limited | Delayed release formulations |
| GB2257358A (en) * | 1991-06-12 | 1993-01-13 | Wheli Inter Ag | Protected vital substances |
| GB2257358B (en) * | 1991-06-12 | 1996-01-03 | Wheli Inter Ag | Protected vital substances |
| EP0525333A1 (en) * | 1991-06-25 | 1993-02-03 | BASF Aktiengesellschaft | High amylose-content starches for preparing powdery compositions |
| US5290567A (en) * | 1991-06-25 | 1994-03-01 | Basf Aktiengesellschaft | Pulverulent products composed of a water-insoluble core substance and of a protective covering |
| WO1994001092A1 (en) * | 1992-07-03 | 1994-01-20 | Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno | Composition for controlled release of an active substance and method for the preparation of such a composition |
| US5585114A (en) * | 1992-07-03 | 1996-12-17 | Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno | Composition for controlled release of an active substance and method for the preparation of such a composition |
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