[go: up one dir, main page]

WO2020226548A1 - Composition antioxydante destinée à des aliments pour animaux - Google Patents

Composition antioxydante destinée à des aliments pour animaux Download PDF

Info

Publication number
WO2020226548A1
WO2020226548A1 PCT/SE2020/050430 SE2020050430W WO2020226548A1 WO 2020226548 A1 WO2020226548 A1 WO 2020226548A1 SE 2020050430 W SE2020050430 W SE 2020050430W WO 2020226548 A1 WO2020226548 A1 WO 2020226548A1
Authority
WO
WIPO (PCT)
Prior art keywords
parts per
per weight
antioxidant
glyceryl
composition according
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.)
Ceased
Application number
PCT/SE2020/050430
Other languages
English (en)
Inventor
Conrad Gerard SCHWARZER
Leonardus Johannes Wilhelmus STUBBE
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Perstorp AB
Original Assignee
Perstorp AB
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 Perstorp AB filed Critical Perstorp AB
Publication of WO2020226548A1 publication Critical patent/WO2020226548A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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
    • A23K20/158—Fatty acids; Fats; Products containing oils or fats
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
    • A23B2/00—Preservation of foods or foodstuffs, in general
    • A23B2/70—Preservation of foods or foodstuffs, in general by treatment with chemicals
    • A23B2/725—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
    • A23B2/729—Organic compounds; Microorganisms; Enzymes
    • A23B2/742—Organic compounds containing oxygen
    • 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
    • A23K20/105—Aliphatic or alicyclic compounds
    • 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
    • A23K20/111—Aromatic compounds
    • 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
    • A23K20/142—Amino acids; Derivatives thereof
    • A23K20/147—Polymeric derivatives, e.g. peptides or proteins
    • 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
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/179—Colouring agents, e.g. pigmenting or dyeing agents
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/10—Feeding-stuffs specially adapted for particular animals for ruminants
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/20—Feeding-stuffs specially adapted for particular animals for horses
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/30—Feeding-stuffs specially adapted for particular animals for swines
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/70—Feeding-stuffs specially adapted for particular animals for birds
    • A23K50/75—Feeding-stuffs specially adapted for particular animals for birds for poultry
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/80—Feeding-stuffs specially adapted for particular animals for aquatic animals, e.g. fish, crustaceans or molluscs
    • 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 refers to the use of a composition for distributing antioxidants to an animal feed or feed raw material, wherein said composition comprises: a) a first antioxidant
  • a glycerol ester composition comprising glycerol esters of propionic and/or butyric acid, and wherein said first antioxidant and said second antioxidant are not identical compounds.
  • autoxidation The oxidation process in fats and oils is usually described as“autoxidation”. It is a chemical process which is fairly complex with many chemical reactions. This destructive process is initiated and catalyzed by various parameters such as metal ions, increased temperature, moisture, light and oxygen as well as by lipoxygenases from vegetable or microbial origin.
  • the classical route of autoxidation depends on the production of free radicals formed from fatty acids by hydrolytic oxidation. The resulting radical combines with oxygen to form a free radical. This in turn is converted into a hydroperoxide and another free radical and the reaction propagates automatically.
  • rancidity hydroperoxides, which further breakdown and produce hydrocarbons, aldehydes, ketones, alcohols and finally short chain fatty acids.
  • the production of these end products is called rancidity.
  • the undesirable odors in rancid products can be caused by very small quantities of only a few ppm of aldehydes or ketones. This influences the palatability of the feed in a negative way, which in turn can have severe effects for animal growth and performance.
  • oxidation occurs, it generates heat, which represents a loss of metabolizable energy available to the animal.
  • the metabolizable energy increases as the degree of unsaturation in the fat increases.
  • the susceptibility of the fat to oxidation also increases with the degree of unsaturation. Therefore as the fat oxidizes not only is the energy being lost but also the most available energy, represented by the unsaturated fats, is lost first.
  • the by products of the autoxidation process include the production of low molecular weight components. They have no nutritional value and can even be toxic to the animal. Peroxides and other intermediate components of the autoxidation can interact with and destroy fat- soluble vitamins and even reduce protein digestibility.
  • Animal feeds have to fulfil the requirements of the nutritional, health, and welfare needs for each kind of domestic animal to optimize growth, reproduction, milk production, egg production etc.
  • the tendency in most types of feed is an increase in energy via fat addition in the mixer and/or via a coating on the outside of the pellets after the dryer in case of high energy level feeds.
  • the added fat in poultry feeds can go up to 10%, whereas in premium petfood diets and feed for aquaculture lipid contents of respectively 25% and 40% are reached.
  • Including and proper use of specific antioxidant systems is a vital part of good feed production practices.
  • the prevention of autoxidation is not simply adding an antioxidant to the feed or food. Avoiding oxidation of ingredients in an early phase is a critical parameter. It is therefore essential that fats, oils and lipid-rich raw material products are treated with antioxidants already before storage or latest before production of the feed. The more intermediate components of the autoxidation are formed the more other nutrients such as proteins, amino acids, carotenoids, metabolizable energy and vitamins can be affected during the manufacture and storage of the high temperature processed feeds. Additional antioxidant is also included in the diet or via the premix in order to preserve the natural oils, fats and flavors present within cereals and raw materials and to obtain a well-stabilized feed.
  • Antioxidants for food and feed are classified as either primary or secondary antioxidants.
  • Primary antioxidants terminate the free-radical chain reaction by donating hydrogen or electrons to free radicals and converting them into more stable products. They may also function by addition in reactions with the lipid radicals, forming lipid-antioxidant complexes.
  • Both hindered phenolic (e.g. BHA, BHT, TBHQ and tocopherols) and polyhydroxyphenolic (e.g. gallates) antioxidants belong to this group.
  • Secondary or synergistic antioxidants can be broadly classified as oxygen scavengers and chelators. Synergists function by various mechanisms. They may act as hydrogen donors to the phenoxy radical, thereby regenerating the primary antioxidant. Hence phenolic antioxidants can be used at lower levels if a synergist is added simultaneously to the product. Synergists also provide an acidic medium that improves the stability of primary antioxidants.
  • Oxygen scavengers such as ascorbic acid, ascorbyl palmitate and sulfites react with free oxygen and remove it in a closed system. They may also act as synergists with primary antioxidants. Chelators like ethylenediaminetetraacetic acid, citric acid and phosphates are not antioxidants, but they are highly effective as synergists with both primary antioxidants and oxygen scavengers. An unshared pair of electrons in their molecular structure promotes the chelating action. They form stable complexes with prooxidant metals such as iron and copper and raise the energy of activation of the initiation reactions considerably.
  • antioxidants in order to achieve synergistic effects is quite complex.
  • a specific combination of antioxidants can give a synergetic effect when used together under certain conditions. It could be for example two primary antioxidants, a primary and a secondary molecule or more than one primary antioxidant and one or more secondary antioxidants working together. Which combination works best depends on which type of fat, oil, protein meal etc. should be protected and at which concentration ratios the antioxidant molecules are added to the system.
  • antioxidant molecules which are not approved for food application will no longer be tolerated.
  • a similar approach is going on for example in aquaculture, where fish meal and fish oil are the major ingredients of feed. These ingredients have traditionally been stabilized with ethoxyquin, which has now been banned in the EU and is being phased out.
  • the maximal permitted level of single antioxidants is often a limitation to how long the ensured shelf life of a feed product can be. It has become obvious that single antioxidants no longer fulfil today’s requirements.
  • antioxidant systems based on synergistic combinations of antioxidants, natural antioxidants and chelators are being more and more used to avoid spoilage of feed due to autoxidation. Further, there are indications that different antioxidant moleculs will influence the generation of different oxidative components, as shown by C. Liang et al, 1998, using an oxidizing model system.
  • combinations based on BHA ((1,1 -dimethylethyl)-4- methoxyphenol) and BHT (2,6-bis( 1 , 1 -dimethylethyl)-4-methy lphenol) are more effective in the prevention of oxidation of animal protein meals and animal fats whereas combinations with BHA and gallates give a better protection of vegetable oils and marine oils, products with a higher level of unsaturated fatty acids.
  • antioxidants for different applications, in order to achieve the best synergistic antioxidative effect possible.
  • certain combinations of antioxidants are difficult to dissolve together in the same system.
  • the reason for this can for example be that one of the antioxidants is only soluble in non-polar solvents, such as rapeseed oil, and the other antioxidant is only soluble in more polar solvent systems, such as monoethyleneglycol or polyethyleneglycol/water.
  • Combinations like BHT/propyl gallate is neither dissolved in rapeseed oil nor in polyethyleneglycol/water and has until now not been possible to use together in the same antioxidant system.
  • an antioxidant composition with for example BHT and propyl gallate can be dissolved in a glycerol ester composition comprising glycerol esters of propionic acid or butyric acid respectively, which are all fully approved as feed additives in the EU.
  • the feed manufacturing business is being challenged with new requirements on antioxidants used in animal feed and feed raw material, both from authorities and from consumers.
  • the EU ban of ethoxyquin, a tendency at some petfood and aquatic feed producers to avoid BHA and the EU non-approval of polyethyleneglycol/water as solvent system for antioxidants in feed products are all examples of this.
  • the present invention refers to the use of a composition for distributing antioxidants to an animal feed or feed raw material, wherein said composition comprises: a) a first antioxidant
  • a glycerol ester composition comprising glycerol esters of propionic and/or butyric acid, and wherein said first antioxidant and said second antioxidant are not identical compounds.
  • the feed or feed raw material comprises a pet food, a pet food raw material, a protein meal, a protein meal raw material, a fat, an oil, fat soluble vitamins, carotenoids and/or a vitamin- and/or mineral premix.
  • antioxidants that have different modes of action, working alone or together with one or more other antioxidants.
  • antioxidants it has become increasingly important to be able to design specific combinations of antioxidants for specific applications; this in order to achieve the most effective combination of two or more antioxidants working synergistically together.
  • some combinations of antioxidants may be difficult or even impossible to dissolve together in any of the solvent systems currently used together with antioxidants.
  • one of the antioxidants in the system is only soluble in polar solvents, such as monoethyleneglycol or polyethyleneglycol, and another, second antioxidant, that needs to be dissolved together with the first antioxidant, is only soluble in non-polar solvents, such as rapeseed oil.
  • polar solvents such as monoethyleneglycol or polyethyleneglycol
  • non-polar solvents such as rapeseed oil.
  • the combination of BHT and propyl gallate cannot be dissolved either in polar solvents or in non-polar solvents.
  • the present invention offers a solution to this problem by using a glycerol ester composition for dissolving two or more different antioxidants in the same system and distributing the antioxidant-glycerol ester composition to an animal feed or feed raw material.
  • a glycerol ester composition for dissolving two or more different antioxidants in the same system and distributing the antioxidant-glycerol ester composition to an animal feed or feed raw material.
  • the specific combination BHT/propyl gallate is readily dissolved according to the present invention, by using a glycerol ester composition comprising either glyceryl tributyrate or glyceryl tripropionate.
  • the first antioxidant is only soluble in polar solvents and the second antioxidant is only soluble in non-polar solvents.
  • the composition used for distributing the antioxidants to the feed or feed raw material comprises: a) 0.1-35 parts per weight of said first antioxidant
  • Glycerol esters of short chain fatty acids are very well suited to be used according to the present invention. Besides being fully approved as feed additives in the EU, many of these esters are today used to improve gut health in animals and to contribute to an improved animal performance.
  • a glycerol ester composition according to the present invention not only can antioxidants be distributed to a feed or feed raw material in a safe and convenient way, the glycerol esters can also, at the appropriate diet inclusion level, contribute to an improved gut health for the animal consuming the feed.
  • Glycerol ester compositions comprising butyric acid have proved to be particularly suitable for use according to the present invention.
  • a glycerol ester composition comprising 20-60 parts per weight of glyceryl monobutyrate, 5-40 parts per weight of glyceryl dibutyrate and 0.5-10 parts per weight of glyceryl tributyrate is used.
  • this glycerol ester composition is referred to as“mono-/dibutyrin”.
  • the composition comprises at least one secondary or synergistic antioxidant, such as a chelating agent or an oxygen scavenger.
  • said at least one secondary or synergistic antioxidant comprises citric acid.
  • the mono-/dibutyrin glycerol ester composition has proved to work very well for dissolving for example the antioxidant combination BHA/propyl gallate/citric acid.
  • This combination of antioxidants has previously been dissolved using polyethylene/water, a solvent system that is no longer approved for use in feed by the EU.
  • the (total) composition comprises 0.1-35 parts per weight of BHA, 0.1-35 parts per weight of propyl gallate, 0.1-25 parts per weight of citric acid, 5-50 parts per weight glyceryl monobutyrate, 1- 30 parts per weight of glyceryl dibutyrate and 0.1-10 parts per weight of glyceryl tributyrate.
  • a glycerol ester composition comprising 0.5-10 parts per weight of glyceryl monobutyrate, 1-30 parts per weight of glyceryl dibutyrate and 50-98.5 parts per weight of glyceryl tributyrate is used.
  • this glycerol ester composition is referred to as“tributyrin”.
  • the antioxidant combination BHT/propyl gallate can be dissolved and distributed together to an animal feed. This combination of antioxidants has until now not been possible to dissolve together.
  • the (total) composition comprises 0.1-35 parts per weight of BHT, 0.1-35 parts per weight of propyl gallate, 0.1-10 parts per weight glyceryl monobutyrate, 1-20 parts per weight of glyceryl dibutyrate and 30-90 parts per weight of glyceryl tributyrate.
  • a glycerol ester composition comprising 0.5-10 parts per weight of glyceryl monopropionin, 1-30 parts per weight of glyceryl dipropionin and 50-98.5 parts per weight of glyceryl tripropionin is used.
  • this glycerol ester composition is referred to as“tripropionin”.
  • composition used according to the present invention is added to the animal feed or animal feed raw material at a concentration of 10-5000 ppm.
  • regulations on maximum additions of antioxidants often set the limit for which concentration can be allowed in a particular feed. For example, for BHT and BHA this limit is 150 ppm alone or combined and for propyl gallate this limit is 100 ppm.
  • the antioxidant solution is often applied using a dosing system, spraying the solution on fresh raw material, into a fat/oil line in production, onto the feed during processing or on processed products.
  • the feed or feed raw material to which antioxidants have been distributed according to the present invention can be feed intended for consumption by companion animals, aquatic species like fish or prawn, poultry, swine, cattle, horses and/or sheep.
  • Oxidation stability tests The susceptibility of a feed or feed raw material to future oxidation can be predicted using so-called oxidation stability tests.
  • the oxidation stability of an oil, a fat or a feed could be ascertained reliably by periodically examining samples kept in actual environmental use conditions, using different oxidation level tests. However, this would be too time-consuming and would not be feasible because of practical reasons.
  • Oxidation stability is usually assessed using accelerated tests, in which matrix oxidation is forced by exposure to heat, oxygen and air, among other factors. These accelerated tests are very useful to compare antioxidants and to assess raw material feeds with and without antioxidants. The results of these tests are expressed as induction times, i.e. the times needed for the oxidation process to move from a latent or slow phase onto a fast and accelerated phase.
  • the OxipresTM method is based on oxygen consumption at high temperatures and pressures.
  • the sample is placed inside a hermetically closed vessel that is subjected to high oxygen pressures (> 5 bar) and temperatures of 90 to 120 °C.
  • the system is connected to a transducer that monitors pressure changes inside the pressure vessel and sends signals which are recorded and plotted on a computer, where pressure is expressed over time.
  • Figure 1 shows an example of curves obtained with an OxipresTM test.
  • the sample is an animal fat protected with two different levels of an antioxidant and a control sample without antioxidant.
  • the pressure rises early during the test, because of the increase in temperature, and subsequently stabilizes until it begins to decrease as a result of oxygen consumption during the oxidation process.
  • the induction point for each sample is the inflection point where the pressure begins to drop at a given temperature.
  • Example 1 illustrates the use of different compositions for dissolving BHA/propyl gallate/citric acid
  • Example 2 illustrates the use of different compositions for dissolving BHT/propyl gallate.
  • Example 3 illustrates the antioxidative efficacy of BHT/propyl gallate dissolved in tributyrin (according to the invention) on substrate poultry fat - comparison is made with existing product of BHT/BH A dissolved in rapeseed oil.
  • Example 4 illustrates the antioxidative efficacy of BHT/propyl gallate dissolved in tributyrin (according to the invention) on substrate duck fat - comparison is made with existing product of BHT/BHA dissolved in rapeseed oil and with natural mixed tocopherols.
  • Example 5 illustrates the antioxidative efficacy of BHT/propyl gallate dissolved in tributyrin (according to the invention) on substrate pore protein meal.
  • Example 1 Use of different compositions for dissolving BHA/propyl gallate/citric acid
  • the non-polar solvent rapeseed oil could not dissolve this specific combination of antioxidants.
  • the more polar solvent system polyethylene glycol/water was able to dissolve the antioxidants.
  • this solvent system is not approved by the EU anymore for use in animal feed.
  • glycerol ester composition comprising glycerol esters of butyric acid, according to the present invention, resulted in a thorough solution that is EU-approved, non-viscous and easy to handle.
  • Example 2 Use of different compositions for dissolving BHT/propyl gallate
  • Example 3 Efficacy test of BHT/propvl gallate in tributyrin on substrate poultry fat comparison with existing product of BHT/BHA
  • antioxidant efficacy test was performed with the antioxidant formulation 15% BHT and 5% propyl gallate, dissolved in tributyrin, according to the present invention, on fresh poultry fat.
  • the antioxidant formulation was added at three different concentrations.
  • the antioxidant combination BHT/propyl gallate is not soluble in solvents conventionally used for
  • the oxidation of the poultry fat was measured using the OxipresTM method described above.
  • the temperature in this test was 100°C.
  • the induction point is defined as the time elapsed between placing the pressure vessel in the block heater and the inflection point or break point when the pressure starts to drop, at a given temperature (100°C in this case). The result of the experiments can be seen in Table 3 below.
  • Example 5 Efficacy test of BHT/propyl gallate in tributyrin on substrate pore protein meal The efficacy experiment described in Example 3 was repeated, but in this experiment the substrate was a pore protein meal. The antioxidant combination BHT/propyl gallate dissolved in tributyrin (according to the invention) was tested. The result of the experiments can be seen in Table 5 below.
  • composition according to the present invention shows the applicability of the present invention on different substrates and with different combinations of antioxidants.
  • Using a composition according to the present invention has made it possible to use combinations of antioxidants that has until now not been possible to use together (BHT/propyl gallate). It has also been shown that using a composition according to the present invention has made it possible to use certain antioxidants that has until now not been possible to use together (BHT/propyl gallate). It has also been shown that using a composition according to the present invention has made it possible to use certain antioxidants that has until now not been possible to use together (BHT/propyl gallate). It has also been shown that using a composition according to the present invention has made it possible to use certain antioxidants that has until now not been possible to use together (BHT/propyl gallate). It has also been shown that using a composition according to the present invention has made it possible to use certain antioxidants that has until now not been possible to use together (BHT/propyl gallate). It has also been shown that using a

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Food Science & Technology (AREA)
  • Animal Husbandry (AREA)
  • Birds (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Wood Science & Technology (AREA)
  • Insects & Arthropods (AREA)
  • Marine Sciences & Fisheries (AREA)
  • Fodder In General (AREA)

Abstract

La présente invention porte sur l'utilisation d'une composition permettant de distribuer des antioxydants dans des aliments pour animaux ou une matière première d'aliments pour animaux, ladite composition comprenant : a) un premier antioxydant, b) un second antioxydant, c) une composition d'ester de glycérol comprenant des esters de glycérol et d'acide propionique et/ou butyrique, et ledit premier antioxydant et ledit second antioxydant étant des composés non identiques.
PCT/SE2020/050430 2019-05-09 2020-04-29 Composition antioxydante destinée à des aliments pour animaux Ceased WO2020226548A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
SESE1930149-8 2019-05-09
SE1930149 2019-05-09

Publications (1)

Publication Number Publication Date
WO2020226548A1 true WO2020226548A1 (fr) 2020-11-12

Family

ID=73051574

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/SE2020/050430 Ceased WO2020226548A1 (fr) 2019-05-09 2020-04-29 Composition antioxydante destinée à des aliments pour animaux

Country Status (1)

Country Link
WO (1) WO2020226548A1 (fr)

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB824513A (en) * 1957-11-05 1959-12-02 Griffith Laboratories Improvements in or relating to antioxidant compositions and their preparation
US2944908A (en) * 1958-07-29 1960-07-12 Eastman Kodak Co Solvents for fat and oil antioxidants
WO2000053033A1 (fr) * 1999-03-08 2000-09-14 Norsk Hydro Asa Nouveau complexe facilitant l'ensilage, procede de preparation de cet ensilage et utilisation de ce complexe facilitant l'ensilage
DE10233738A1 (de) * 2002-07-24 2004-02-05 Basf Ag Suspensionen von Salzen der Ascorbinsäure und ihre Verwendung als Antioxidantien
WO2008011272A2 (fr) * 2006-07-21 2008-01-24 Novus International Inc. Compositions antioxydantes liquides monophasiques liposolubles et leurs procédés de fabrication
WO2015057122A1 (fr) * 2013-10-14 2015-04-23 Perstorp Ab Formulation prévenant l'entérite nécrotique chez des galloanserae
WO2015057121A1 (fr) * 2013-10-14 2015-04-23 Perstorp Ab Composition empêchant l'entérite nécrotique chez le galloanserans
WO2018052356A1 (fr) * 2016-09-19 2018-03-22 Perstorp Ab Complément alimentaire pour équilibrer le cholestérol

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB824513A (en) * 1957-11-05 1959-12-02 Griffith Laboratories Improvements in or relating to antioxidant compositions and their preparation
US2944908A (en) * 1958-07-29 1960-07-12 Eastman Kodak Co Solvents for fat and oil antioxidants
WO2000053033A1 (fr) * 1999-03-08 2000-09-14 Norsk Hydro Asa Nouveau complexe facilitant l'ensilage, procede de preparation de cet ensilage et utilisation de ce complexe facilitant l'ensilage
DE10233738A1 (de) * 2002-07-24 2004-02-05 Basf Ag Suspensionen von Salzen der Ascorbinsäure und ihre Verwendung als Antioxidantien
WO2008011272A2 (fr) * 2006-07-21 2008-01-24 Novus International Inc. Compositions antioxydantes liquides monophasiques liposolubles et leurs procédés de fabrication
WO2015057122A1 (fr) * 2013-10-14 2015-04-23 Perstorp Ab Formulation prévenant l'entérite nécrotique chez des galloanserae
WO2015057121A1 (fr) * 2013-10-14 2015-04-23 Perstorp Ab Composition empêchant l'entérite nécrotique chez le galloanserans
WO2018052356A1 (fr) * 2016-09-19 2018-03-22 Perstorp Ab Complément alimentaire pour équilibrer le cholestérol

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
GONG, J. , ANDREA BEDFORD: "Implications of butyrate and its derivatives for gut health and animalproduction", ANIMAL NUTRITION, vol. 4, 2018, pages 151 - 159, XP055760099 *

Similar Documents

Publication Publication Date Title
De Abreu et al. Evaluation of the effectiveness of a new active packaging film containing natural antioxidants (from barley husks) that retard lipid damage in frozen Atlantic salmon (Salmo salar L.)
Wang et al. Effects of a natural antioxidant, polyphenol-rich rosemary (Rosmarinus officinalis L.) extract, on lipid stability of plant-derived omega-3 fatty-acid rich oil
Xie et al. A review on rosemary as a natural antioxidation solution
CN103518975B (zh) 一种动物饲料用复合抗氧化剂及制备方法
Haak et al. Effect of dietary rosemary and α-tocopheryl acetate on the oxidative stability of raw and cooked pork following oxidized linseed oil administration
Yanishlieva et al. Stabilisation of edible oils with natural antioxidants
Botsoglou et al. Effect of olive leaf (Olea europea L.) extracts on protein and lipid oxidation in cooked pork meat patties enriched with n‐3 fatty acids
CN101511363B (zh) 用于具有脂肪源的反刍动物饲料配给的抗氧化剂组合
Lund et al. Effects of dietary soybean oil on lipid and protein oxidation in pork patties during chill storage
US20080019860A1 (en) Liquid monophasic lipid-soluble antioxidant compositions and processes for making the compositions
Durand et al. High-fat rations and lipid peroxidation in ruminants: consequences on the health of animals and quality of their products
US6245377B1 (en) Method of stabilization of rice bran by acid treatment and composition of the same
RU2699179C2 (ru) Корм для домашних животных длительного хранения
Zhao et al. Effect of vitamin E supplementation on growth performance, carcass characteristics and intramuscular fatty acid composition of Longissimus dorsi muscle in Tan’sheep
Carvajal et al. Antioxidants in fish oil production for improved quality
Rostamzad et al. Enhancement of the storage quality of frozen Persian sturgeon fillets by using of ascorbic acid.
Rostamzad et al. Inhibitory impacts of natural antioxidants (ascorbic and citric acid) and vacuum packaging on lipid oxidation in frozen Persian sturgeon fillets
Elama et al. Oleuropein from olive leaf extract as natural antioxidant of frozen hamburger
Kubiriza et al. Growth and hepatic antioxidant enzyme activity of juvenile Arctic charr (Salvelinus alpinus) fed on diets supplemented with ethoxyquin, rosemary (Rosmarinus officinalis), or bladder wrack (Fucus vesiculosus)
Rostamzad et al. Antioxidative activity of citric and ascorbic acids and their preventive effect on lipid oxidation in frozen Persian sturgeon fillets
WO2020226548A1 (fr) Composition antioxydante destinée à des aliments pour animaux
US20040195549A1 (en) Lipid-soluble formulations containing mixtures of antioxidants
Mahecha et al. Relationship between lipid peroxidation and antioxidant status in the muscle of German Holstein bulls fed n-3 and n-6 PUFA-enriched diets
WO2011068309A2 (fr) Nori assaisonné ayant une acidification inhibée par l'ajout de palmitate d'ascorbyle et son procédé de préparation
US20150112090A1 (en) Use of organic acids to improve lipid stability

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 20802050

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 20802050

Country of ref document: EP

Kind code of ref document: A1