[go: up one dir, main page]

NZ732378B2 - Process for increasing the stability of a composition comprising polyunsaturated omega-3 fatty acids - Google Patents

Process for increasing the stability of a composition comprising polyunsaturated omega-3 fatty acids Download PDF

Info

Publication number
NZ732378B2
NZ732378B2 NZ732378A NZ73237815A NZ732378B2 NZ 732378 B2 NZ732378 B2 NZ 732378B2 NZ 732378 A NZ732378 A NZ 732378A NZ 73237815 A NZ73237815 A NZ 73237815A NZ 732378 B2 NZ732378 B2 NZ 732378B2
Authority
NZ
New Zealand
Prior art keywords
composition
lysine
fatty acids
polyunsaturated
polyunsaturated omega
Prior art date
Application number
NZ732378A
Other versions
NZ732378A (en
Inventor
Gunter Knaup
Milan Latinovic
Michael Schwarm
Original Assignee
Evonik Operations Gmbh
Filing date
Publication date
Application filed by Evonik Operations Gmbh filed Critical Evonik Operations Gmbh
Priority claimed from PCT/EP2015/080311 external-priority patent/WO2016102323A1/en
Publication of NZ732378A publication Critical patent/NZ732378A/en
Publication of NZ732378B2 publication Critical patent/NZ732378B2/en

Links

Classifications

    • 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
    • A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
    • 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
    • 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
    • A23L33/105—Plant extracts, their artificial duplicates or their derivatives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT 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
    • 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
    • A23L33/17—Amino acids, peptides or proteins
    • A23L33/175—Amino acids
    • 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
    • A23L33/17—Amino acids, peptides or proteins
    • A23L33/18—Peptides; Protein hydrolysates
    • 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
    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/30—Physical treatment, e.g. electrical or magnetic means, wave energy or irradiation
    • 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
    • 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
    • A23V2250/00—Food ingredients
    • A23V2250/18—Lipids
    • A23V2250/186—Fatty acids
    • A23V2250/1882—Polyunsaturated fatty acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2300/00—Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
    • 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
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
    • A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
    • A61K47/183—Amino acids, e.g. glycine, EDTA or aspartame
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/24—Antidepressants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • A61P3/06—Antihyperlipidemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B5/00—Preserving by using additives, e.g. anti-oxidants

Abstract

The present invention relates to processes for increasing the stability of compositions comprising polyunsaturated omega-3 fatty acids against oxidation. The processes comprise the following steps: (i) providing a starting composition comprising at least one polyunsaturated omega-3 fatty acid component; (ii) providing a lysine composition; (iii) admixing aqueous, aqueous-alcoholic or alcoholic solutions of starting composition and lysine composition, and subjecting resulting admixture to spray drying conditions subsequently, thus forming a solid product composition comprising at least one salt of a cation derived from lysine with an anion derived from a polyunsaturated omega-3 fatty acid; the product composition exhibiting a solvent content SC selected from the following: SC < 5 wt%, SC < 3 wt%, SC < 1 wt%, SC < 0.5 wt%. Compositions obtainable by such spray drying processes and use of such compositions for the manufacture of food, nutritional and pharmaceutical products are further comprised by the present invention.

Claims (8)

1. Claims
2. Process for increasing the stability towards oxidation of a composition comprising polyunsaturated omega-3 fatty acids comprising the following steps: (i) providing a starting composition comprising at least one polyunsaturated 3 fatty acid ent; (ii) providing a lysine ition in such a manner that a ratio R = n(ca)/n(lys) of the 10 amount of ylic acid functions n(ca) in the starting composition ed in step (i) and the total amount of free lysine n(lys) in the lysine composition is in a range selected from 0.9 < R < 1.1, 0.95 < R < 1.05, 0.98 < R < 1.02; (iii) admixing aqueous, aqueous-alcoholic or alcoholic solutions of starting composition 15 and lysine composition, and subjecting resulting admixture to spray drying conditions subsequently, thus forming a solid product composition comprising at least one salt of a cation derived from lysine with an anion derived from a polyunsaturated 3 fatty acid; the product composition exhibiting a t content SC selected from the following: SC < 5 wt%, SC < 3 wt%, SC < 1 wt%, SC 20 < 0.5 wt% and the solvent of the admixture subjected to spray drying conditions is an aqueous-alcoholic solvent system containing 20 wt% to 90 wt% water and 80 wt% to 10 wt% alcoholic solvents. 25 2. Process according to claim 1, wherein the starting composition provided in step (i) does not contain more than x(fe) wt% of fatty acid esters, wherein x(fe) is selected from 5, 3, 1, 0.3,
3. Process according to claim 1 or 2, wherein starting composition in step (i) and lysine 30 composition in step (ii) are provided in such a manner that at least sp wt% of the product composition consist of one or more salts of cations derived from lysine with anions derived from one or more polyunsaturated 3 fatty acids and other lly occurring fatty acids, wherein sp is selected from 90, 95, 97, 98, 99, 100. 35
4. Composition obtained by a process according to any one of claims 1 to 3.
5. Use of a composition according to claim 4 for the manufacture of food products comprising polyunsaturated omega-3 fatty acids.
6. Use of a composition according to claim 4 for the manufacture of nutritional products comprising polyunsaturated omega-3 fatty acids.
7. Use of a composition according to claim 4 for the manufacture of pharmaceutical ts 5 comprising polyunsaturated omega-3 fatty acids.
8. Process according to claim 1, substantially as herein bed with reference to any one of the Experiments 1 to 7 thereof.
NZ732378A 2015-12-17 Process for increasing the stability of a composition comprising polyunsaturated omega-3 fatty acids NZ732378B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP14199989 2014-12-23
PCT/EP2015/080311 WO2016102323A1 (en) 2014-12-23 2015-12-17 Process for increasing the stability of a composition comprising polyunsaturated omega-3 fatty acids

Publications (2)

Publication Number Publication Date
NZ732378A NZ732378A (en) 2024-07-05
NZ732378B2 true NZ732378B2 (en) 2024-10-08

Family

ID=

Similar Documents

Publication Publication Date Title
PH12017501145A1 (en) Process for increasing the stability of a composition comprising polyunsaturated omega-3 fatty acids
MY190506A (en) Process for increasing the stability of a composition comprising polyunsaturated omega-6 fatty acids
JP2018526325A5 (en)
WO2016054065A3 (en) Preparation and separation of a dicarboxylic acid-containing mixture using a dicarboxylate form of an anion exchange chromatogrpahy resin
WO2017171423A3 (en) Nelumbo nucifera callus extract having increased content of gallic acid, method for preparing same, and whitening cosmetic composition containing same
EA202090592A1 (en) COMPOSITION CONTAINING VEGETABLE OIL, SOURCE OF ORGANIC ACIDS, Phenolic COMPOUNDS AND AMINO ACIDS
FI3004180T3 (en) Process for producing low endotoxin chitosan
WO2014120506A3 (en) Stabilizing sorbic acid or benzoic acid in syrups and finished beverages
WO2015044853A3 (en) Process for preparation of dimethyl fumarate
NZ732378B2 (en) Process for increasing the stability of a composition comprising polyunsaturated omega-3 fatty acids
MX2018007610A (en) Fabric softener active compositions.
EP3346992B1 (en) Process of production of a formulation comprising therapeutically active or nutritious plant extracts
WO2012112841A3 (en) [1,2,4]oxadiazol-3-yl acid salts and crystalline forms and their preparation
NZ732380B2 (en) Process for increasing the stability of a composition comprising polyunsaturated omega-6 fatty acids
WO2015036374A3 (en) Acidic fertilizer compositions containing a metal complex of glutamic acid n,n-diacetic acid or iminodisuccinic acid
WO2018237135A3 (en) Process for the preparation of standardized composition of arjunoglucoside from the bark of terminalia arjuna
WO2017064635A3 (en) Saroglitazar magnesium, compositions containing it, process for its preparation
JP2015023839A5 (en)
FI3004179T3 (en) Process for producing low endotoxin chitosan
CN103494305A (en) Food preservative
SA519410843B1 (en) Fabric softener active compositions
CN103892411A (en) Antioxidant
DE960916C (en) Non-wrinkling coating agents
QI et al. Preparation and soldering ability of maleopimaric acid polyethylene glycol ester
WO2013189467A3 (en) Compounds from the fruits of acrocomia crispa and acrocomia aculeata against inflammation and oxidative stress