WO2005053421A2 - Palatability enhanced composition and method for animal consumption - Google Patents

Palatability enhanced composition and method for animal consumption Download PDF

Info

Publication number
WO2005053421A2
WO2005053421A2 PCT/US2004/040111 US2004040111W WO2005053421A2 WO 2005053421 A2 WO2005053421 A2 WO 2005053421A2 US 2004040111 W US2004040111 W US 2004040111W WO 2005053421 A2 WO2005053421 A2 WO 2005053421A2
Authority
WO
WIPO (PCT)
Prior art keywords
composition
hydroxy
compound
cyclic enolone
alpha cyclic
Prior art date
Application number
PCT/US2004/040111
Other languages
French (fr)
Other versions
WO2005053421A3 (en
Inventor
Gilbert I. Imafidon
Chi-Kuen Shu
Pavinee Chinachoti
Original Assignee
Hill's Pet Nutrition, Inc.
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 Hill's Pet Nutrition, Inc. filed Critical Hill's Pet Nutrition, Inc.
Priority to MXPA06005867A priority Critical patent/MXPA06005867A/en
Priority to EP04812590A priority patent/EP1689245A2/en
Priority to AU2004295007A priority patent/AU2004295007A1/en
Priority to CA002547058A priority patent/CA2547058A1/en
Priority to JP2006542689A priority patent/JP2007512841A/en
Priority to BRPI0417093-8A priority patent/BRPI0417093A/en
Publication of WO2005053421A2 publication Critical patent/WO2005053421A2/en
Publication of WO2005053421A3 publication Critical patent/WO2005053421A3/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K50/00Feeding-stuffs specially adapted for particular animals
    • A23K50/40Feeding-stuffs specially adapted for particular animals for carnivorous animals, e.g. cats or dogs
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/105Aliphatic or alicyclic compounds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/116Heterocyclic compounds
    • A23K20/121Heterocyclic compounds containing oxygen or sulfur as hetero atom
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, 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
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/20Synthetic spices, flavouring agents or condiments

Definitions

  • compositions including foods, supplements, treats, toys, etc.
  • compositions for animal consumption, particularly compositions exhibiting enhanced palatability, and particularly compositions that comprise an alpha cyclic enolone compound.
  • This invention is further directed generally to processes for making such compositions.
  • This invention also is directed generally to methods for using such compositions.
  • Pets are well taken care of by their owners with a proper selection of foods. Those foods can be and include their usual diet, supplements, snacks, treats and toys. Pets, like humans, are attracted to and eat more regularly foods which they find palatable. Therefore, palatability enhancers are an extremely important addition to compositions for animal consumption. [0004] Numerous potential palatability enhancers are available for pets, the only limitation appearing to be the imagination of the selector. Some are commercially available as flavoring agents. Others, inter alia, can be prepared by family recipes handed down over generations, and others are continually being synthesized anew, extracted from natural products, or digested from various animal organs.
  • a potential palatability enhancer should be compatible with the composition during processing and packaging and it should possess a practical extended shelf-life.
  • the palatability enhancer should be appealing to the animals' sense of taste, smell, physical attractiveness and other attributes which appear in the overall composition.
  • the palatability enhancer should be compatible with the animal after ingestion such that it does not cause any significant problems to the animal, particularly gastrointestinal problems.
  • this invention is directed, in part, to a composition for animal consumption, such as, for example, a food, nutritional supplement, treat, or toy.
  • the composition comprises a palatability enhancing amount of one or more alpha cyclic enolone compound(s).
  • the composition comprises a palatability enhancing amount of a 2-hydroxy-2-cyclopenten-l-one compound of formula I:
  • composition comprises a palatability enhancing amount of a 4-hydroxy-3(2H)-furanone compound of formula II:
  • the composition comprises a palatability enhancing amount of a 3-hydroxy-2(5H)-furanone compound of formula (III) :
  • composition comprises a palatability enhancing amount of a 3-hydroxy-4-pyranone compound of formula IV:
  • each of R 10 , R 11 and R 12 are independently selected from the group consisting of hydrogen and alkyl.
  • This invention also is directed to an animal treat that comprises one or more alpha cyclic enolone compound(s).
  • This invention also is directed to an animal toy that comprises one or more alpha cyclic enolone compound(s).
  • This invention also is directed to processes for preparing such compositions, treats, and toys and methods for using such compositions, treats and toys. [0013] Further benefits of Applicants' invention will be apparent to one skilled in the art from reading this patent.
  • alpha cyclic enolone compounds contain carbonyl, alpha-enolic hydroxyl and a short alkyl groups on contiguous carbon atoms in a five- or six-membered carbocyclic or O-heterocyclic ring.
  • Alpha cyclic enolone compounds possess pleasant caramel sweet aroma and have been used as food flavors for human consumption.
  • Alpha cyclic enolone compounds may be further defined by four general classes including 2-hydroxy-2-cyclopenten-l-one compounds, 4-hydroxy-3(2H)-furanone compounds, 3-hydroxy-2(5H)-furanone compounds and 3-hydroxy-4-pyranone compounds.
  • the alpha cyclic enolone compound comprises a 2-hydroxy-2-cyclopenten- 1 -one compound of formula I:
  • each of R 3 , R 4 and R 5 are independently selected from the group consisting of hydrogen and alkyl.
  • suitable 2-hydroxy-2-cycloppenten-l-one compounds for use in the present invention include without limitation 3-methyl-2- hydroxy-2-cyclopenten-l -one, 3-ethyl-2-hydroxy-2-cyclopenten-l-one, 3,5-dimethtyl-2- hydroxy-2-cyclopenten- 1 -one, 3,4-dimethyl-2-hydroxy-2-cyclopent- 1 -one, 3 -ethyl -4- methyl-2-hydroxy-2-cyclopenten-l-one and homologs thereof.
  • the alpha cyclic enolone compound comprises a 4-hydroxy-3(2H)-furanone compound of the formula II:
  • each of R and R are independently selected from the group consisting of hydrogen and alkyl.
  • suitable 4-hydroxy-3(2H)-furanone compounds for use in the present invention include without limitation 5-methyl-4-hydroxy-3(2H)-furanone, 2,5-dimethyl-4-hydroxy-3(2H)-furanone, 5-methyl-2-ethyl-4-hydroxy-3(2H)-furanone, 5- ethyl-2-methyl-4-hydroxy-3(2H)-furanone, 2,5-diethyl-4-hydroxy-3(2H)-furanone and homologs thereof.
  • the alpha cyclic enolone comprises a 3-hydroxy-2(5H)-furanone compound of formula (111):
  • each of R 8 and R 9 are independently selected from the group consisting of hydrogen and alkyl.
  • suitable 3-hydroxy-2(5H)-furanone compounds for use in the present invention include without limitation 4,5-dimethyl-3-hydroxy-2(5H)- furanone, 4-ethyl-5-methyl-3-hydroxy-2(5H)-furanone and homologs thereof.
  • the alpha cyclic enolone compound comprises a 3-hydroxy-4-pyranone compound of formula TV:
  • each of R 10 , R 11 and R 12 are independently selected from the group consisting of hydrogen and alkyl.
  • suitable 3-hydroxy-4-pyranone compounds for use in the present invention include without limitation 2-methyl-3-hydroxy-4-pyranone, 2-ethyl- 3-hydroxy-4-pyranone and homologs thereof.
  • the alpha cyclic enolone compound is 2,5-dimethyl-4-hydroxy-3(2H)-furanone or 5-methyl-2-ethyl-4-hydroxy-3(2H)-furanone.
  • 2,5-dimethyl-4-hydroxy-3(2H)-furanone is also commercially available under the trade name FURANEOL from Firmenich IntT SA of Geneva, Switzerland.
  • compositions and methods of this invention may be useful for a variety of mammals, including non-human mammals such as non-human primates (e.g., monkeys, chimpanzees, etc.), companion animals (e.g., dogs, cats, equine, etc.), farm animals (e.g., goats, sheep, swine, bovine, etc.), laboratory animals (e.g., mice, rats, etc.), and wild and zoo animals (e.g., wolves, bears, deer, etc.).
  • non-human mammals e.g., monkeys, chimpanzees, etc.
  • companion animals e.g., dogs, cats, equine, etc.
  • farm animals e.g., goats, sheep, swine, bovine, etc.
  • laboratory animals e.g., mice, rats, etc.
  • wild and zoo animals e.g., wolves, bears, deer, etc.
  • the animal is a monogastric mammal (i.e., a mammal having a single stomach), such as, for example, a non-human primate, dog, cat, rabbit, horse, or swine.
  • the animal is a carnivorous mammal, i.e., a meat-eating mammal.
  • the animal is an omnivorous mammal, i.e., a mammal that eats both plants and meat.
  • the animal is a companion animal.
  • the animal is a cat. [0028] m other embodiments of this invention, the animal is a dog. [0029] In other embodiments of this invention, the animal is a rabbit. [0030] In other embodiments of this invention, the animal is a swine. [0031] In other embodiments of this invention, the animal is a horse. [0032] This invention contemplates a variety of compositions containing one or more alpha cyclic enolone compound. Contemplated compositions include, for example, foods, supplements, treats, and toys (typically chewable and consumable toys).
  • the alpha cyclic enolone compound(s) preferably is present in the composition in an amount which provides enhanced palatability to the composition.
  • a palatability enhancing amount may be as little as 0.0001% (i.e., about 1 ppm) by weight of the composition on a dry matter basis to any amount which maintains enhanced palatability without any adverse reactions.
  • the amount of alpha cyclic enolone compound(s) in the composition typically comprises at least about 0.0001% (i.e., about 1 ppm) or about 0.001% (i.e., about 10 ppm) or about 0.0015% (i.e., about 15 ppm) by weight of the food on a dry matter basis to about 0.2% (i.e., about 2000 ppm) or about 0.5% (i.e., about 5000 ppm) or about 1.0% (i.e., about 10,000 ppm).
  • the amount of alpha cyclic enolone compound(s) in the composition typically comprises at least about 0.0001% (i.e., about 1 ppm) or about 0.001% (i.e., about 10 ppm) or about 0.005% (i.e., about 50 ppm) or about 0.006% (i.e., about 60 ppm) or about 0.0075% (i.e., about 75 ppm) by weight of the food on a dry matter basis to about 0.2% (i.e., about 2000 ppm) or about 0.5%) (i.e., about 5000 ppm) or about 1.0% (i.e., about 10,000 ppm).
  • the alpha cyclic enolone compound and other ingredients preferably are present at concentrations that are not deleterious to the intended animal's health.
  • the alpha cyclic enolone compound and other ingredients preferably are present at concentrations that do not cause undesirable effects on digestion, particularly long term undesirable effects on digestion, such as undesirable effects lasting several days or longer. Undesirable effects on digestion may include, for example, constipation or diarrhea.
  • the composition is a food. Although both liquid and solid foods are contemplated, solid foods are typically preferred. Where the food is solid, the alpha cyclic enolone compound may be coated on the food, incorporated into the food, or both.
  • Contemplated foods include both dry foods or wet foods.
  • the composition is a food that comprises the following: (a) at least about 0.0001% to about 2% of an alpha cyclic enolone compound; and (b) at least one of the following: (i) from about 5% to about 70% (or from about 10% to about 70%, or from about 10% to about 60%) protein, and (ii) from about 2% to about 50% (or from about 5% to about 50%, or from about 5% to about 40%) fat.
  • the composition also may, for example, comprise at least one of the following: (a) no greater than about 50% (or from about 5% to about 45%) carbohydrate, (b) no greater than about 40% (or from about 1% to about 20%, or from about 1% to about 5.5%) dietary fiber, and (c) no greater than about 15% (or no greater than about 10%, or from about 2% to about 8%) of one or more nutritional balancing agents.
  • the composition is a food that comprises the following: (a) at least about 0.0001% to about 2% of an alpha cyclic enolone compound, (b) from about 5% to about 70% (or from about 10% to about 70%, or from about 10%o to about 60%) protein, (c) from about 2% to about 50%o (or from about 5% to about 50%, or from about 5% to about 40%) fat, (d) no greater than about 50% (or from about 5% to about 45%) carbohydrate, (e) no greater than about 40% (or from about 1%> to about 20%, or from about 1% to about 5.5%) dietary fiber, and (f) no greater than about 15% (or no greater than about 10%, or from about 2% to about 8%>) of one or more nutritional balancing agents.
  • each component in a composition will depend on a variety of factors including, for example, the species of animal consuming the composition; the particular components included in the composition; the age, weight, general health, sex, and diet of the animal; the animal's consumption rate; the type of composition condition(s) being treated; and the like. Thus, the component amounts may vary widely, and may even deviate from the preferred proportions set forth in this patent.
  • the protein in the compositions of the present invention may be supplied by a variety sources, including, plant sources, animals sources, or both. Animal sources include, for example, meat, meat by-products, dairy, eggs, etc.
  • Meats include, for example, the flesh of poultry; fish; and mammals (e.g., cattle, swine, sheep, goats, and the like).
  • Meat by-products include, for example, lungs, kidneys, brain, livers, and stomachs and intestines (preferably freed of essentially all or all their contents).
  • the fat and carbohydrate in the compositions of the present invention may be supplied by a variety of sources, including, for example, meat, meat by-products, other animal or plant protein sources, grains, and mixtures thereof.
  • Grains include, for example, wheat, com, barley, and rice.
  • Fiber in the compositions of the present invention may be supplied from a variety of sources, including, for example, vegetable fiber sources such as cellulose, beet pulp, peanut hulls, and soy fiber.
  • vegetable fiber sources such as cellulose, beet pulp, peanut hulls, and soy fiber.
  • vitamins and minerals preferably are included in amounts required to avoid deficiency and maintain health. These amounts are readily available in the art.
  • the National Research Council (NRC) provides recommended amounts of such ingredients for farm animals. See, e.g., Nutrient Requirements of Swine (10th Rev. Ed., Nat'l Academy Press, Wash. D.C., 1998), Nutrient Requirements of Poultry (9th Rev. Ed., Nat'l Academy Press, Wash.
  • Contemplated vitamins generally useful as food additives include, for example, vitamin A, vitamin Bl, vitamin B2, vitamin B6, vitamin B 12, vitamin C, vitamin D, vitamin E, vitamin H (biotin), vitamin K, folic acid, inositol, niacin, and pantothenic acid.
  • Contemplated minerals and trace elements generally useful as food additives include, for example, calcium, phosphorus, sodium, potassium, magnesium, copper, zinc, chorine, and iron salts.
  • the compositions of the present invention may further contain additives known in the art. Preferably, such additives are present in amounts that do not impair the purpose and effect provided by the invention. Examples of contemplated additives include, for example, substances with a stabilizing effect, organoleptic substances, processing aids and substances that provide nutritional benefits.
  • Contemplated stabilizing substances include, for example, substances that tend to increase the shelf life of the composition.
  • Contemplated additives for coloring, palatability, and nutritional purposes include, for example, colorants; iron oxide, sodium chloride, potassium citrate, potassium chloride, and other edible salts; vitamins; minerals; and flavoring. The amount of such additives in a composition typically is up to 5% (dry basis of the composition).
  • Supplements include, for example, a feed used with another feed to improve the nutritive balance or performance of the total.
  • Contemplated supplements include compositions that are fed undiluted as a supplement to other feeds, offered free choice with other parts of an animal's ration that are separately available, or diluted and mixed with an animal's regular feed to produce a complete feed.
  • the AAFCO for example, provides a discussion relating to supplements in the American Feed Control Officials, Incorp. Official Publication, p. 220 (2003).
  • Supplements may be in various forms including, for example, powders, liquids, syrups, pills, encapsulated compositions, etc.
  • Treats include, for example, compositions that are given to an animal to entice the animal to eat during a non-meal time.
  • Contemplated treats for canines include, for example, dog bones. Treats may be nutritional, wherein the composition comprises one or more nutrients, and may, for example, have a composition as described above for food. Non-nutritional treats encompass any other treats that are non-toxic. The an alpha cyclic enolone compound can be coated onto the treat, incorporated into the treat, or both.
  • Toys include, for example, chewable toys.
  • Contemplated toys for dogs include, for example, artificial bones.
  • the alpha cyclic enolone compound can form a coating on the surface of the toy or on the surface of a component of the toy, be incorporated partially or fully throughout the toy, or both.
  • the an alpha cyclic enolone compound is orally accessible by the intended user.
  • suitable toys currently marketed. See, e.g.,, U.S. Pat. No. 5,339,771 (and references disclosed in U.S. Pat. No. 5,339,771). See also, e.g., U.S. Pat. No. 5,419,283 (and references disclosed in U.S. Pat. No. 5,419,283).
  • this invention contemplates both partially consumable toys (e.g., toys comprising plastic components) and fully consumable toys (e.g. , rawhides and various artificial bones). It should be further recognized that this invention contemplates toys for both human and non-human use, particularly for companion, farm, and zoo animal use, and particularly for dog, cat, or bird use. [0051] In preparing a composition of the present invention, the components of the composition are adjusted so that the alpha cyclic enolone compound is present in the composition at a concentration of at least about 1 parts per million (ppm) (i.e., about 0.0001%) to about 20,000 ppm (i.e., about 2.0%) based on the dry content of the composition.
  • ppm parts per million
  • compositions of the present invention can be prepared in a dry form using conventional processes.
  • dry ingredients including, for example, animal protein sources, plant protein sources, grains, etc. are ground and mixed together.
  • Moist or liquid ingredients, including fats, oils, animal protein sources, water, etc. are then added to and mixed with the dry mix. The mixture is then processed into kibbles or similar dry pieces.
  • Kibble is often formed using an extrusion process in which the mixture of dry and wet ingredients is subjected to mechanical work at a high pressure and temperature, and forced through small openings and cut off into kibble by a rotating knife. The wet kibble is then dried and optionally coated with one or more topical coatings which may include, for example, flavors, fats, oils, powders, and the like. Kibble also can be made from the dough using a baking process, rather than extrusion, wherein the dough is placed into a mold before dry-heat processing.
  • the palatability enhancing alpha cyclic enolone compound(s) may be added to the food composition in its normal preparation procedure such as mixing, extrusion, baking and the like or is preferably added after its preparation, for example, post extrusion, such as by spraying or coating the surface of the food.
  • the extruded strands can be contacted with the alpha cyclic enolone compound (or a solution comprising the alpha cyclic enolone compound) by spraying or coating the extruded strands before the strands are cut into a kibble, or the kibble can be contacted with the alpha cyclic enolone compound (or a solution comprising the alpha cyclic enolone compound) by spraying, coating or dipping the kibble per se.
  • the compound(s) may be mixed with a carrier composition to facilitate application to the surface of the food composition.
  • a liquid, slurry, light gel, or watery solid can all be utilized as a carrier for the compound(s) of this composition.
  • Standard spraying or dipping apparatus can be employed to apply the compound(s) to the surface of the food composition.
  • An example of such a carrier is a minced animal by-product treated with proteases in conjunction with amino acids, reducing sugar(s) and thiamin. The carrier is then mixed with the alpha cyclic enolone compound and coated onto a kibble, thereby preparing a very palatable and acceptable dry food.
  • the alpha cyclic enolone compound may simply be mixed with a commercial liquid palatant enhancer or other flavor composition to create a novel flavor palatant which can then be topically applied to the composition.
  • Suitable commercial liquid palatant enhancers for use with the alpha cyclic enolone compounds in the present invention include any known or commercially available liquid palatant enhancers commercially available from pet food palatant enhancer or other flavor suppliers known to those of skill in the art.
  • Compositions of the present invention (particularly foods) can be prepared in a canned or wet form using conventional pet food processes.
  • ground animal e.g., mammal, poultry, and/or fish
  • proteinaceous tissues are mixed with the other ingredients, including fish oils, cereal grains, other nutritionally balancing ingredients, special purpose additives (e.g., vitamin and mineral mixtures, inorganic salts, cellulose and beet pulp, bulking agents, and the like); and water that sufficient for processing is also added.
  • these ingredients preferably are mixed in a vessel suitable for heating while blending the components. Heating of the mixture may be effected using any suitable manner, such as, for example, by direct steam injection or by using a vessel fitted with a heat exchanger. Following the addition of the last ingredient, the mixture is heated to a temperature range of from about 50 F to about 212 ° F.
  • the material When heated to the appropriate temperature, the material will typically be in the form of a thick liquid.
  • the thick liquid is filled into cans.
  • a lid is applied, and the container is hermetically sealed.
  • the sealed can is then placed into conventional equipment designed to sterilize the contents. This is usually accomplished by heating to temperatures of greater than about 230 F for an appropnate time, which is dependent on, for example, the temperature used and the composition.
  • the alpha cyclic enolone compound can be incorporated into the wet food composition along with a carrier, preferably an alcohol composition such as propylene glycol or dipropylene glycol, a cyclodextrin, a maltodextrin or a starch.
  • a carrier preferably an alcohol composition such as propylene glycol or dipropylene glycol, a cyclodextrin, a maltodextrin or a starch.
  • the alpha cyclic enolone compound can be mixed into the dry materials prior to forming the wet food composition.
  • Treats of the present invention can be prepared by, for example, an extrusion or baking process similar to those described above for dry food. Other processes also may be used to either coat the flavoring composition on the exterior of existing treat forms, or inject it into an existing treat form.
  • Animal toys of the present invention are typically prepared by coating any existing toy with the flavoring composition, for example, the alpha cyclic enolone compound mixed with
  • Example 1 This example demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer in a dry, commercial dog food composition.
  • the experiment comprised mixing various amounts of 2,5-dimethyl-4-hydroxy-3(2H)- furanone (0.2% to 1.2%) with a commercial liquid palatant enhancer as a carrier to form a flavored palatant (hereinafter test flavor).
  • test flavor (2.0%, dry weight basis) was topically applied to a dry, commercial dog food (Hill's Canine Maintenance Adult, a Science Diet for adult dogs commercially available from Hill's Pet Nutrition, Inc., Topeka, KS) after sequential application of soy bean oil (1.2%, dry weight basis) and choice white grease (7.9%, dry weight basis) to form a test composition.
  • a dry, commercial dog food Hill's Canine Maintenance Adult, a Science Diet for adult dogs commercially available from Hill's Pet Nutrition, Inc., Topeka, KS
  • soy bean oil (1.2%, dry weight basis
  • choice white grease 7.9%, dry weight basis
  • Example 2 This example demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer for a dry, commercial dog food composition.
  • the experiment comprised mixing various amounts of 2,5-dimethyl-4-hydroxy-3(2H)-furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor.
  • Each of the test flavors (2.0%, dry weight basis) was topically applied to a dry, commercial dog food (Canine r/d from Hill's Pet Nutrition, Inc.) after sequential application of soy bean oil (2.0%, dry weight basis) and choice white grease (0.4%, dry weight basis) to form a test composition.
  • Each test composition was compared against a control composition in a palatability test as described in Example 1.
  • the control compositions were prepared by topically applying the commercial liquid palatant enhancer (2.0% dry weight basis) to the dry, commercial dog food (Canine r/d) after sequential application of soy bean oil (2.0%, dry weight basis) and choice white grease (0.4%, dry weight basis). Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 dogs as described in Example 1. Results are shown in Table 2 below.
  • Example 3 demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer for a dry, commercial dog food composition.
  • the experiment comprised mixing various amounts of 2,5-dimethyl-4-hydroxy-3(2H)-furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor.
  • Each of the test flavors (3.5%, dry weight basis) was topically applied to a dry, commercial dog food (Canine w/d from Hill's Pet Nutrition, Inc.) after topical application of a commercial dry palatant enhancer in choice white grease (0.6%, dry weight basis) to form a test composition.
  • Each test composition was compared against a control composition in a palatability test as described in Example 1.
  • the control compositions were prepared by topically applying the commercial liquid palatant enhancer (3.5% dry weight basis) to the dry, commercial dog food (Canine w/d) after application of a commercial dry palatant enhancer in choice white grease (0.6%, dry weight basis).
  • Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 dogs as described in Example 1. Results are shown in Table 3 below.
  • Example 4 demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer for a dry, commercial dog food composition.
  • the experiment comprised mixing various amounts of 2,5-dimethyl-4-hydroxy-3(2H)-furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor.
  • Each of the test flavors (2.4%>, dry weight basis) was topically applied to a dry, commercial dog food (Canine w/d from Hill's Pet Nutrition, Inc.) after application of a commercial dry palatant enhancer in choice white grease (0.6%, dry weight basis) to form a test composition.
  • Each test composition was compared against a control composition in a palatability test as described in Example 1.
  • the control compositions were prepared by topically applying the commercial liquid palatant enhancer (2.4% dry weight basis) to the dry, commercial dog food (Canine w/d) after application of a commercial dry palatant enhancer in choice white grease (0.6%, dry weight basis).
  • Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 dogs as described in Example 1. Results are shown in Table 4 below.
  • Example 5 This example demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer for a dry, commercial cat food composition.
  • the experiment comprised mixing various amounts of 2,5 -dimethyl-4-hydroxy-3 (2H)-furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor.
  • Each of the test flavors (0.5%, dry weight basis) was topically applied to a dry, commercial cat food (Feline w/d from Hill's Pet Nutrition, Inc.) after sequential application of water (1.5%), soy bean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis).
  • test composition was compared against a control composition in a palatability test.
  • the control compositions were prepared by topically applying the commercial liquid palatant enhancer (0.5%, dry weight basis) to the dry, commercial cat food (Feline w/d) after sequential application of water (1.5%), soybean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis) followed by the commercial dry palatant enhancer (1.4% dry weight basis).
  • Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 cats. Results are shown in Table 5 below.
  • Example 6 demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer for a dry, commercial cat food composition.
  • the experiment comprised mixing various amounts of 2,5-dimethyl-4-hydroxy-3(2H)-furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor.
  • Each of the test flavors (0.5%, dry weight basis) was topically applied to a dry, commercial cat food (Feline w/d from Hill's Pet Nutrition, Inc.) after sequential application of water (1.5%), soy bean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis).
  • test composition was compared against a control composition in a palatability test.
  • the control compositions were prepared by topically applying the commercial liquid palatant enhancer (0.5%, dry weight basis) to the dry, commercial cat food (Feline w/d) after sequential application of water (1.5%), soy bean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis) followed by the commercial dry palatant enhancer (1.4% dry weight basis).
  • Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 cats. Results are shown in Table 6 below.
  • Example 7 demonstrates the effect of 5-methyl-2-ethyl-4-hydroxy- 3(2H)-furanone as a'palatability enhancer for a dry, commercial cat food composition.
  • the experiment comprised mixing various amounts of 5-methyl-2-ethyl-4-hydroxy-3(2H)- furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor.
  • Each of the test flavors (0.5%, dry weight basis) was topically applied to a dry, commercial cat food (Feline w/d from Hill's Pet Nutrition, h e.) after sequential application of water (1.5%), soy bean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis).
  • test composition was compared against a control composition in a palatability test.
  • the control compositions were prepared by topically applying the commercial liquid palatant enhancer (0.5%, dry weight basis) to the dry, commercial cat food (Feline w/d) after sequential application of water (1.5%), soybean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis) followed by the commercial dry palatant enhancer (1.4% dry weight basis).
  • Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 cats. Results are shown in Table 7 below.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Animal Husbandry (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Birds (AREA)
  • Fodder In General (AREA)
  • Seasonings (AREA)
  • Feed For Specific Animals (AREA)

Abstract

This invention is directed generally to compositions (including foods, supplements, treats, toys, etc.) for animal consumption, particularly compositions comprising one or more alpha cyclic enolone compound(s). This invention also is directed generally to methods for using such compositions. This invention is further directed generally to processes for making such compositions.

Description

PALATABILITY ENHANCED COMPOSITION AND METHOD FOR ANIMAL CONSUMPTION
PRIORITY CLAIM TO RELATED PATENT APPLICATION [0001] This patent claims priority to U.S. Provisional Patent Application Serial
No. 60/526,013 (filed December 1, 2003). The entire text of U.S. Provisional Patent Application Serial No. 60/526,013 is incorporated herein by reference.
FIELD OF THE INVENTION [0002] This invention is directed generally to compositions (including foods, supplements, treats, toys, etc.) for animal consumption, particularly compositions exhibiting enhanced palatability, and particularly compositions that comprise an alpha cyclic enolone compound. This invention is further directed generally to processes for making such compositions. This invention also is directed generally to methods for using such compositions.
BACKGROUND OF THE INVENTION [0003] Pets are well taken care of by their owners with a proper selection of foods. Those foods can be and include their usual diet, supplements, snacks, treats and toys. Pets, like humans, are attracted to and eat more regularly foods which they find palatable. Therefore, palatability enhancers are an extremely important addition to compositions for animal consumption. [0004] Numerous potential palatability enhancers are available for pets, the only limitation appearing to be the imagination of the selector. Some are commercially available as flavoring agents. Others, inter alia, can be prepared by family recipes handed down over generations, and others are continually being synthesized anew, extracted from natural products, or digested from various animal organs. The success of these materials in compositions for animal consumption is not predictable to any great extent. Firstly, a potential palatability enhancer should be compatible with the composition during processing and packaging and it should possess a practical extended shelf-life. Secondly, the palatability enhancer should be appealing to the animals' sense of taste, smell, physical attractiveness and other attributes which appear in the overall composition. Thirdly, the palatability enhancer should be compatible with the animal after ingestion such that it does not cause any significant problems to the animal, particularly gastrointestinal problems.
SUMMARY OF THE INVENTION [0005] Briefly, therefore, this invention is directed, in part, to a composition for animal consumption, such as, for example, a food, nutritional supplement, treat, or toy. The composition comprises a palatability enhancing amount of one or more alpha cyclic enolone compound(s). [0006] In one contemplated embodiment, the composition comprises a palatability enhancing amount of a 2-hydroxy-2-cyclopenten-l-one compound of formula I:
Figure imgf000003_0001
wherein each of R3, R4 and R5 are independently selected from the group consisting of hydrogen and alkyl. [0007] In another contemplated embodiment, the composition comprises a palatability enhancing amount of a 4-hydroxy-3(2H)-furanone compound of formula II:
Figure imgf000003_0002
wherein each of R6 and R7 are independently selected from the group consisting of hydrogen and alkyl. [0008] In another contemplated embodiment, the composition comprises a palatability enhancing amount of a 3-hydroxy-2(5H)-furanone compound of formula (III) :
Figure imgf000004_0001
wherein each of R and R are independently selected from the group consisting of hydrogen and alkyl. [0009] In still another contemplated embodiment, the composition comprises a palatability enhancing amount of a 3-hydroxy-4-pyranone compound of formula IV:
Figure imgf000004_0002
wherein each of R10, R11 and R12 are independently selected from the group consisting of hydrogen and alkyl. [0010] This invention also is directed to an animal treat that comprises one or more alpha cyclic enolone compound(s). [0011] This invention also is directed to an animal toy that comprises one or more alpha cyclic enolone compound(s). [0012] This invention also is directed to processes for preparing such compositions, treats, and toys and methods for using such compositions, treats and toys. [0013] Further benefits of Applicants' invention will be apparent to one skilled in the art from reading this patent. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS [0014] This detailed description of preferred embodiments is intended only to acquaint others skilled in the art with Applicants' invention, its principles, and its practical application so that others skilled in the art may adapt and apply the invention in its numerous forms, as they may be best suited to the requirements of a particular use. This detailed description and its specific examples, while indicating preferred embodiments of this invention, are intended for purposes of illustration only. This invention, therefore, is not limited to the preferred embodiments described in this specification, and may be variously modified. [0015] It has been found in accordance with this invention that alpha cyclic enolone compounds can be suitable palatability enhancing agents for use in compositions for animal consumption. For example, without being held to a particular theory, Applicants have found that inclusion of one or more alpha cyclic enolone compounds into an composition for animal consumption imparts enhanced palatability when measured against standard animal food compositions. [0016] Generally, alpha cyclic enolone compounds contain carbonyl, alpha-enolic hydroxyl and a short alkyl groups on contiguous carbon atoms in a five- or six-membered carbocyclic or O-heterocyclic ring. Alpha cyclic enolone compounds possess pleasant caramel sweet aroma and have been used as food flavors for human consumption. Alpha cyclic enolone compounds may be further defined by four general classes including 2-hydroxy-2-cyclopenten-l-one compounds, 4-hydroxy-3(2H)-furanone compounds, 3-hydroxy-2(5H)-furanone compounds and 3-hydroxy-4-pyranone compounds. [0017] Thus, in a contemplated embodiment, the alpha cyclic enolone compound comprises a 2-hydroxy-2-cyclopenten- 1 -one compound of formula I:
Figure imgf000006_0001
wherein each of R3, R4 and R5 are independently selected from the group consisting of hydrogen and alkyl. Examples of suitable 2-hydroxy-2-cycloppenten-l-one compounds for use in the present invention include without limitation 3-methyl-2- hydroxy-2-cyclopenten-l -one, 3-ethyl-2-hydroxy-2-cyclopenten-l-one, 3,5-dimethtyl-2- hydroxy-2-cyclopenten- 1 -one, 3,4-dimethyl-2-hydroxy-2-cyclopent- 1 -one, 3 -ethyl -4- methyl-2-hydroxy-2-cyclopenten-l-one and homologs thereof. [0018] In another contemplated embodiment, the alpha cyclic enolone compound comprises a 4-hydroxy-3(2H)-furanone compound of the formula II:
Figure imgf000006_0002
wherein each of R and R are independently selected from the group consisting of hydrogen and alkyl. Examples of suitable 4-hydroxy-3(2H)-furanone compounds for use in the present invention include without limitation 5-methyl-4-hydroxy-3(2H)-furanone, 2,5-dimethyl-4-hydroxy-3(2H)-furanone, 5-methyl-2-ethyl-4-hydroxy-3(2H)-furanone, 5- ethyl-2-methyl-4-hydroxy-3(2H)-furanone, 2,5-diethyl-4-hydroxy-3(2H)-furanone and homologs thereof. [0019] In another contemplated embodiment, the alpha cyclic enolone comprises a 3-hydroxy-2(5H)-furanone compound of formula (111):
Figure imgf000007_0001
wherein each of R8 and R9 are independently selected from the group consisting of hydrogen and alkyl. Examples of suitable 3-hydroxy-2(5H)-furanone compounds for use in the present invention include without limitation 4,5-dimethyl-3-hydroxy-2(5H)- furanone, 4-ethyl-5-methyl-3-hydroxy-2(5H)-furanone and homologs thereof. [0020] In another contemplated embodiment, the alpha cyclic enolone compound comprises a 3-hydroxy-4-pyranone compound of formula TV:
Figure imgf000007_0002
wherein each of R10, R11 and R12 are independently selected from the group consisting of hydrogen and alkyl. Examples of suitable 3-hydroxy-4-pyranone compounds for use in the present invention include without limitation 2-methyl-3-hydroxy-4-pyranone, 2-ethyl- 3-hydroxy-4-pyranone and homologs thereof. [0021] In a certain preferred embodiment, the alpha cyclic enolone compound is 2,5-dimethyl-4-hydroxy-3(2H)-furanone or 5-methyl-2-ethyl-4-hydroxy-3(2H)-furanone. 2,5-dimethyl-4-hydroxy-3(2H)-furanone is also commercially available under the trade name FURANEOL from Firmenich IntT SA of Geneva, Switzerland. Further, it is important to note that mixtures of one or more alpha cyclic enolone compound is contemplated as suitable for use in the present invention. [0022] It is contemplated that the compositions and methods of this invention may be useful for a variety of mammals, including non-human mammals such as non-human primates (e.g., monkeys, chimpanzees, etc.), companion animals (e.g., dogs, cats, equine, etc.), farm animals (e.g., goats, sheep, swine, bovine, etc.), laboratory animals (e.g., mice, rats, etc.), and wild and zoo animals (e.g., wolves, bears, deer, etc.). [0023] In some embodiments of this invention, for example, the animal is a monogastric mammal (i.e., a mammal having a single stomach), such as, for example, a non-human primate, dog, cat, rabbit, horse, or swine. [0024] In other embodiments of this invention, the animal is a carnivorous mammal, i.e., a meat-eating mammal. [0025] ln other embodiments of this invention, the animal is an omnivorous mammal, i.e., a mammal that eats both plants and meat. [0026] In other embodiments of this invention, the animal is a companion animal. [0027] In other embodiments of this invention, the animal is a cat. [0028] m other embodiments of this invention, the animal is a dog. [0029] In other embodiments of this invention, the animal is a rabbit. [0030] In other embodiments of this invention, the animal is a swine. [0031] In other embodiments of this invention, the animal is a horse. [0032] This invention contemplates a variety of compositions containing one or more alpha cyclic enolone compound. Contemplated compositions include, for example, foods, supplements, treats, and toys (typically chewable and consumable toys). [0033] The alpha cyclic enolone compound(s) preferably is present in the composition in an amount which provides enhanced palatability to the composition. Typically, such a palatability enhancing amount may be as little as 0.0001% (i.e., about 1 ppm) by weight of the composition on a dry matter basis to any amount which maintains enhanced palatability without any adverse reactions. [0034] In a certain preferred embodiment for feline consumption, the amount of alpha cyclic enolone compound(s) in the composition typically comprises at least about 0.0001% (i.e., about 1 ppm) or about 0.001% (i.e., about 10 ppm) or about 0.0015% (i.e., about 15 ppm) by weight of the food on a dry matter basis to about 0.2% (i.e., about 2000 ppm) or about 0.5% (i.e., about 5000 ppm) or about 1.0% (i.e., about 10,000 ppm). Likewise, in a certain preferred embodiment for canine consumption, the amount of alpha cyclic enolone compound(s) in the composition typically comprises at least about 0.0001% (i.e., about 1 ppm) or about 0.001% (i.e., about 10 ppm) or about 0.005% (i.e., about 50 ppm) or about 0.006% (i.e., about 60 ppm) or about 0.0075% (i.e., about 75 ppm) by weight of the food on a dry matter basis to about 0.2% (i.e., about 2000 ppm) or about 0.5%) (i.e., about 5000 ppm) or about 1.0% (i.e., about 10,000 ppm). [0035] The alpha cyclic enolone compound and other ingredients preferably are present at concentrations that are not deleterious to the intended animal's health. Thus, for example, the alpha cyclic enolone compound and other ingredients preferably are present at concentrations that do not cause undesirable effects on digestion, particularly long term undesirable effects on digestion, such as undesirable effects lasting several days or longer. Undesirable effects on digestion may include, for example, constipation or diarrhea. [0036] In some embodiments, the composition is a food. Although both liquid and solid foods are contemplated, solid foods are typically preferred. Where the food is solid, the alpha cyclic enolone compound may be coated on the food, incorporated into the food, or both. Contemplated foods include both dry foods or wet foods. [0037] In a contemplated embodiment, the composition is a food that comprises the following: (a) at least about 0.0001% to about 2% of an alpha cyclic enolone compound; and (b) at least one of the following: (i) from about 5% to about 70% (or from about 10% to about 70%, or from about 10% to about 60%) protein, and (ii) from about 2% to about 50% (or from about 5% to about 50%, or from about 5% to about 40%) fat. [0038] In such an embodiment, it is contemplated that the composition also may, for example, comprise at least one of the following: (a) no greater than about 50% (or from about 5% to about 45%) carbohydrate, (b) no greater than about 40% (or from about 1% to about 20%, or from about 1% to about 5.5%) dietary fiber, and (c) no greater than about 15% (or no greater than about 10%, or from about 2% to about 8%) of one or more nutritional balancing agents. [0039] hi another contemplated embodiment, the composition is a food that comprises the following: (a) at least about 0.0001% to about 2% of an alpha cyclic enolone compound, (b) from about 5% to about 70% (or from about 10% to about 70%, or from about 10%o to about 60%) protein, (c) from about 2% to about 50%o (or from about 5% to about 50%, or from about 5% to about 40%) fat, (d) no greater than about 50% (or from about 5% to about 45%) carbohydrate, (e) no greater than about 40% (or from about 1%> to about 20%, or from about 1% to about 5.5%) dietary fiber, and (f) no greater than about 15% (or no greater than about 10%, or from about 2% to about 8%>) of one or more nutritional balancing agents. [0040] Specific preferred amounts for each component in a composition will depend on a variety of factors including, for example, the species of animal consuming the composition; the particular components included in the composition; the age, weight, general health, sex, and diet of the animal; the animal's consumption rate; the type of composition condition(s) being treated; and the like. Thus, the component amounts may vary widely, and may even deviate from the preferred proportions set forth in this patent. [0041] It is contemplated that the protein in the compositions of the present invention may be supplied by a variety sources, including, plant sources, animals sources, or both. Animal sources include, for example, meat, meat by-products, dairy, eggs, etc. Meats include, for example, the flesh of poultry; fish; and mammals (e.g., cattle, swine, sheep, goats, and the like). Meat by-products include, for example, lungs, kidneys, brain, livers, and stomachs and intestines (preferably freed of essentially all or all their contents). [0042] The fat and carbohydrate in the compositions of the present invention may be supplied by a variety of sources, including, for example, meat, meat by-products, other animal or plant protein sources, grains, and mixtures thereof. Grains include, for example, wheat, com, barley, and rice. [0043] Fiber in the compositions of the present invention may be supplied from a variety of sources, including, for example, vegetable fiber sources such as cellulose, beet pulp, peanut hulls, and soy fiber. [0044] Particularly in instances when the composition is an animal's food, vitamins and minerals preferably are included in amounts required to avoid deficiency and maintain health. These amounts are readily available in the art. The National Research Council (NRC), for example, provides recommended amounts of such ingredients for farm animals. See, e.g., Nutrient Requirements of Swine (10th Rev. Ed., Nat'l Academy Press, Wash. D.C., 1998), Nutrient Requirements of Poultry (9th Rev. Ed., Nat'l Academy Press, Wash. D.C., 1994), Nutrient Requirements of Horses (5th Rev. Ed., Nat'l Academy Press, Wash. D.C., 1989), etc. And the American Feed Control Officials (AAFCO), for example, provides recommended amounts of such ingredients for dogs and cats. See American Feed Control Officials, lhcorp., Official publication, pp. 126-140 (2003). Contemplated vitamins generally useful as food additives include, for example, vitamin A, vitamin Bl, vitamin B2, vitamin B6, vitamin B 12, vitamin C, vitamin D, vitamin E, vitamin H (biotin), vitamin K, folic acid, inositol, niacin, and pantothenic acid. Contemplated minerals and trace elements generally useful as food additives include, for example, calcium, phosphorus, sodium, potassium, magnesium, copper, zinc, chorine, and iron salts. [0045] The compositions of the present invention may further contain additives known in the art. Preferably, such additives are present in amounts that do not impair the purpose and effect provided by the invention. Examples of contemplated additives include, for example, substances with a stabilizing effect, organoleptic substances, processing aids and substances that provide nutritional benefits. [0046] Contemplated stabilizing substances include, for example, substances that tend to increase the shelf life of the composition. Potentially suitable examples of such substances include, for example, preservatives, antioxidants, synergists and sequestrants, packaging gases, stabilizers, emulsifiers, thickeners, gelling agents, and humectants. Examples of emulsifiers and/or thickening agents include, for example, gelatin, cellulose ethers, starch, starch esters, starch ethers, and modified starches. [0047] Contemplated additives for coloring, palatability, and nutritional purposes include, for example, colorants; iron oxide, sodium chloride, potassium citrate, potassium chloride, and other edible salts; vitamins; minerals; and flavoring. The amount of such additives in a composition typically is up to 5% (dry basis of the composition). [0048] Supplements include, for example, a feed used with another feed to improve the nutritive balance or performance of the total. Contemplated supplements include compositions that are fed undiluted as a supplement to other feeds, offered free choice with other parts of an animal's ration that are separately available, or diluted and mixed with an animal's regular feed to produce a complete feed. The AAFCO, for example, provides a discussion relating to supplements in the American Feed Control Officials, Incorp. Official Publication, p. 220 (2003). Supplements may be in various forms including, for example, powders, liquids, syrups, pills, encapsulated compositions, etc. [0049] Treats include, for example, compositions that are given to an animal to entice the animal to eat during a non-meal time. Contemplated treats for canines include, for example, dog bones. Treats may be nutritional, wherein the composition comprises one or more nutrients, and may, for example, have a composition as described above for food. Non-nutritional treats encompass any other treats that are non-toxic. The an alpha cyclic enolone compound can be coated onto the treat, incorporated into the treat, or both. [0050] Toys include, for example, chewable toys. Contemplated toys for dogs include, for example, artificial bones. The alpha cyclic enolone compound can form a coating on the surface of the toy or on the surface of a component of the toy, be incorporated partially or fully throughout the toy, or both. In a contemplated embodiment, the an alpha cyclic enolone compound is orally accessible by the intended user. There a wide range of suitable toys currently marketed. See, e.g.,, U.S. Pat. No. 5,339,771 (and references disclosed in U.S. Pat. No. 5,339,771). See also, e.g., U.S. Pat. No. 5,419,283 (and references disclosed in U.S. Pat. No. 5,419,283). It should be recognized that this invention contemplates both partially consumable toys (e.g., toys comprising plastic components) and fully consumable toys (e.g. , rawhides and various artificial bones). It should be further recognized that this invention contemplates toys for both human and non-human use, particularly for companion, farm, and zoo animal use, and particularly for dog, cat, or bird use. [0051] In preparing a composition of the present invention, the components of the composition are adjusted so that the alpha cyclic enolone compound is present in the composition at a concentration of at least about 1 parts per million (ppm) (i.e., about 0.0001%) to about 20,000 ppm (i.e., about 2.0%) based on the dry content of the composition. The alpha cyclic enolone compound may, for example, be incorporated into the composition during the processing of the fonnulation, such as during and/or after mixing of other components of the composition. Distribution of these components into the composition can be accomplished by conventional means. [0052] Compositions of the present invention (particularly foods) can be prepared in a dry form using conventional processes. In one contemplated embodiment, dry ingredients, including, for example, animal protein sources, plant protein sources, grains, etc. are ground and mixed together. Moist or liquid ingredients, including fats, oils, animal protein sources, water, etc. are then added to and mixed with the dry mix. The mixture is then processed into kibbles or similar dry pieces. Kibble is often formed using an extrusion process in which the mixture of dry and wet ingredients is subjected to mechanical work at a high pressure and temperature, and forced through small openings and cut off into kibble by a rotating knife. The wet kibble is then dried and optionally coated with one or more topical coatings which may include, for example, flavors, fats, oils, powders, and the like. Kibble also can be made from the dough using a baking process, rather than extrusion, wherein the dough is placed into a mold before dry-heat processing. [0053] The palatability enhancing alpha cyclic enolone compound(s) may be added to the food composition in its normal preparation procedure such as mixing, extrusion, baking and the like or is preferably added after its preparation, for example, post extrusion, such as by spraying or coating the surface of the food. This is particularly desirable for dry foods wherein the extruded strands can be contacted with the alpha cyclic enolone compound (or a solution comprising the alpha cyclic enolone compound) by spraying or coating the extruded strands before the strands are cut into a kibble, or the kibble can be contacted with the alpha cyclic enolone compound (or a solution comprising the alpha cyclic enolone compound) by spraying, coating or dipping the kibble per se. [0054] For topical application to a food, the compound(s) may be mixed with a carrier composition to facilitate application to the surface of the food composition. For example, a liquid, slurry, light gel, or watery solid can all be utilized as a carrier for the compound(s) of this composition. Standard spraying or dipping apparatus can be employed to apply the compound(s) to the surface of the food composition. An example of such a carrier is a minced animal by-product treated with proteases in conjunction with amino acids, reducing sugar(s) and thiamin. The carrier is then mixed with the alpha cyclic enolone compound and coated onto a kibble, thereby preparing a very palatable and acceptable dry food. In a certain preferced embodiment, the alpha cyclic enolone compound may simply be mixed with a commercial liquid palatant enhancer or other flavor composition to create a novel flavor palatant which can then be topically applied to the composition. Suitable commercial liquid palatant enhancers for use with the alpha cyclic enolone compounds in the present invention include any known or commercially available liquid palatant enhancers commercially available from pet food palatant enhancer or other flavor suppliers known to those of skill in the art. [0055] Compositions of the present invention (particularly foods) can be prepared in a canned or wet form using conventional pet food processes. In one contemplated embodiment, ground animal (e.g., mammal, poultry, and/or fish) proteinaceous tissues are mixed with the other ingredients, including fish oils, cereal grains, other nutritionally balancing ingredients, special purpose additives (e.g., vitamin and mineral mixtures, inorganic salts, cellulose and beet pulp, bulking agents, and the like); and water that sufficient for processing is also added. These ingredients preferably are mixed in a vessel suitable for heating while blending the components. Heating of the mixture may be effected using any suitable manner, such as, for example, by direct steam injection or by using a vessel fitted with a heat exchanger. Following the addition of the last ingredient, the mixture is heated to a temperature range of from about 50 F to about 212°F. Temperatures outside this range are acceptable, but maybe commercially impractical without use of other processing aids. When heated to the appropriate temperature, the material will typically be in the form of a thick liquid. The thick liquid is filled into cans. A lid is applied, and the container is hermetically sealed. The sealed can is then placed into conventional equipment designed to sterilize the contents. This is usually accomplished by heating to temperatures of greater than about 230 F for an appropnate time, which is dependent on, for example, the temperature used and the composition. [0056] For wet foods, the alpha cyclic enolone compound can be incorporated into the wet food composition along with a carrier, preferably an alcohol composition such as propylene glycol or dipropylene glycol, a cyclodextrin, a maltodextrin or a starch. Alternatively, the alpha cyclic enolone compound can be mixed into the dry materials prior to forming the wet food composition. [0057] Treats of the present invention can be prepared by, for example, an extrusion or baking process similar to those described above for dry food. Other processes also may be used to either coat the flavoring composition on the exterior of existing treat forms, or inject it into an existing treat form. [0058] Animal toys of the present invention are typically prepared by coating any existing toy with the flavoring composition, for example, the alpha cyclic enolone compound mixed with a carrier composition.
EXAMPLES [0059] The following examples are merely illustrative, and not limiting to this disclosure in any way. Example 1 [0060] This example demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer in a dry, commercial dog food composition. The experiment comprised mixing various amounts of 2,5-dimethyl-4-hydroxy-3(2H)- furanone (0.2% to 1.2%) with a commercial liquid palatant enhancer as a carrier to form a flavored palatant (hereinafter test flavor). The test flavor (2.0%, dry weight basis) was topically applied to a dry, commercial dog food (Hill's Canine Maintenance Adult, a Science Diet for adult dogs commercially available from Hill's Pet Nutrition, Inc., Topeka, KS) after sequential application of soy bean oil (1.2%, dry weight basis) and choice white grease (7.9%, dry weight basis) to form a test composition. [0061] Each test composition was compared against a control composition in a palatability test. The control compositions were prepared by topically applying the commercial liquid palatant enhance (2.0% dry weight basis) to the dry, commercial dog food (Hill's Canine Maintenance Adult) after sequential application of soy bean oil (1.2%, dry weight basis) and choice white grease (7.9%, dry weight basis). Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 dogs. As shown below in Table 1, each of the test compositions exhibited significant palatability enhancement over the control compositions on the basis of intake and/or preference. No evidence of any intolerance of the test palatant was observed in the dogs following intake.
Figure imgf000016_0001
Example 2 [0062] This example demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer for a dry, commercial dog food composition. The experiment comprised mixing various amounts of 2,5-dimethyl-4-hydroxy-3(2H)-furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor. Each of the test flavors (2.0%, dry weight basis) was topically applied to a dry, commercial dog food (Canine r/d from Hill's Pet Nutrition, Inc.) after sequential application of soy bean oil (2.0%, dry weight basis) and choice white grease (0.4%, dry weight basis) to form a test composition. [0063] Each test composition was compared against a control composition in a palatability test as described in Example 1. The control compositions were prepared by topically applying the commercial liquid palatant enhancer (2.0% dry weight basis) to the dry, commercial dog food (Canine r/d) after sequential application of soy bean oil (2.0%, dry weight basis) and choice white grease (0.4%, dry weight basis). Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 dogs as described in Example 1. Results are shown in Table 2 below.
Figure imgf000017_0001
Example 3 [0064] This example demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer for a dry, commercial dog food composition. The experiment comprised mixing various amounts of 2,5-dimethyl-4-hydroxy-3(2H)-furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor. Each of the test flavors (3.5%, dry weight basis) was topically applied to a dry, commercial dog food (Canine w/d from Hill's Pet Nutrition, Inc.) after topical application of a commercial dry palatant enhancer in choice white grease (0.6%, dry weight basis) to form a test composition. [0065] Each test composition was compared against a control composition in a palatability test as described in Example 1. The control compositions were prepared by topically applying the commercial liquid palatant enhancer (3.5% dry weight basis) to the dry, commercial dog food (Canine w/d) after application of a commercial dry palatant enhancer in choice white grease (0.6%, dry weight basis). Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 dogs as described in Example 1. Results are shown in Table 3 below.
Figure imgf000018_0001
Example 4 [0066] This example demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer for a dry, commercial dog food composition. The experiment comprised mixing various amounts of 2,5-dimethyl-4-hydroxy-3(2H)-furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor. Each of the test flavors (2.4%>, dry weight basis) was topically applied to a dry, commercial dog food (Canine w/d from Hill's Pet Nutrition, Inc.) after application of a commercial dry palatant enhancer in choice white grease (0.6%, dry weight basis) to form a test composition. [0067] Each test composition was compared against a control composition in a palatability test as described in Example 1. The control compositions were prepared by topically applying the commercial liquid palatant enhancer (2.4% dry weight basis) to the dry, commercial dog food (Canine w/d) after application of a commercial dry palatant enhancer in choice white grease (0.6%, dry weight basis). Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 dogs as described in Example 1. Results are shown in Table 4 below.
Figure imgf000019_0001
Example 5 [0068] This example demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer for a dry, commercial cat food composition. The experiment comprised mixing various amounts of 2,5 -dimethyl-4-hydroxy-3 (2H)-furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor. Each of the test flavors (0.5%, dry weight basis) was topically applied to a dry, commercial cat food (Feline w/d from Hill's Pet Nutrition, Inc.) after sequential application of water (1.5%), soy bean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis). Finally, a commercial dry palatant enhancer (1.4% dry weight basis) was topically applied to the dry kibbles to complete the test composition. [0069] Each test composition was compared against a control composition in a palatability test. The control compositions were prepared by topically applying the commercial liquid palatant enhancer (0.5%, dry weight basis) to the dry, commercial cat food (Feline w/d) after sequential application of water (1.5%), soybean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis) followed by the commercial dry palatant enhancer (1.4% dry weight basis). Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 cats. Results are shown in Table 5 below.
Figure imgf000020_0001
Example 6 [0070] This example demonstrates the effect of 2,5-dimethyl-4-hydroxy-3(2H)- furanone as a palatability enhancer for a dry, commercial cat food composition. The experiment comprised mixing various amounts of 2,5-dimethyl-4-hydroxy-3(2H)-furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor. Each of the test flavors (0.5%, dry weight basis) was topically applied to a dry, commercial cat food (Feline w/d from Hill's Pet Nutrition, Inc.) after sequential application of water (1.5%), soy bean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis). Finally, a commercial dry palatant enhancer (1.4% dry weight basis) was topically applied to the dry kibbles to complete the test composition. [0071] Each test composition was compared against a control composition in a palatability test. The control compositions were prepared by topically applying the commercial liquid palatant enhancer (0.5%, dry weight basis) to the dry, commercial cat food (Feline w/d) after sequential application of water (1.5%), soy bean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis) followed by the commercial dry palatant enhancer (1.4% dry weight basis). Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 cats. Results are shown in Table 6 below.
Figure imgf000021_0001
Example 7 [0072] This example demonstrates the effect of 5-methyl-2-ethyl-4-hydroxy- 3(2H)-furanone as a'palatability enhancer for a dry, commercial cat food composition. The experiment comprised mixing various amounts of 5-methyl-2-ethyl-4-hydroxy-3(2H)- furanone with a commercial liquid palatant enhancer as a carrier to form a test flavor. Each of the test flavors (0.5%, dry weight basis) was topically applied to a dry, commercial cat food (Feline w/d from Hill's Pet Nutrition, h e.) after sequential application of water (1.5%), soy bean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis). Finally, a commercial dry palatant enhancer (1.4% dry weight basis) was topically applied to the dry kibbles to complete the test composition. [0073] Each test composition was compared against a control composition in a palatability test. The control compositions were prepared by topically applying the commercial liquid palatant enhancer (0.5%, dry weight basis) to the dry, commercial cat food (Feline w/d) after sequential application of water (1.5%), soybean oil (1.7%, dry weight basis) and choice white grease (1.0%, dry weight basis) followed by the commercial dry palatant enhancer (1.4% dry weight basis). Palatability was determined by comparing the test composition and the control composition in a standard two-bowl preference test over two days with 20 cats. Results are shown in Table 7 below.
Table 7. Results for Example 7
Figure imgf000022_0001
[0074] All references cited above are incorporated by reference into this patent. [0075] The words "comprise," "comprises," and "comprising" are to be interpreted inclusively rather than exclusively. [0076] The above detailed description of prefened embodiments is intended only to acquaint others skilled in the art with the invention, its principles, and its practical application so that others skilled in the art may adapt and apply the invention in its numerous forms, as they may be best suited to the requirements of a particular use. This invention, therefore, is not limited to the above embodiments, and may be variously modified.

Claims

WE CLAIM:
1. A composition for animal consumption comprising a palatability enhancing amount of an alpha cyclic enolone.
2. The composition as set forth in claim 1 wherein the composition comprises from about 0.0001% to about 2% by weight (dry weight basis) of an alpha cyclic enolone compound.
3. The composition as set forth in claim 1 wherein the alpha cyclic enolone is a 2- hydroxy-2-cyclopenten-l-one compound of the formula:
Figure imgf000024_0001
from the group consisting of hydrogen and alkyl.
4. The composition as set forth in claim 3 wherein the alpha cyclic enolone is a 2- hydroxy-2-cycloppenten-l-one compound selected from the group consisting of 3-methyl- 2-hydroxy-2-cyclopenten-l-one, 3-ethyl-2-hydroxy-2-cyclopenten-l -one, 3,5-dimethyl-2- hydroxy-2-cyclopenten-l-one, 3,4-dimethyl-2-hydroxy-2-cycloρent-l-one and 3-ethyl-4- methyl-2-hydroxy-2-cycloρenten-l-one or mixtures thereof.
5. The composition as set forth in claim 1 wherein the alpha cyclic enolone is a 4- hydroxy-3(2H)-furanone compound of the formula:
Figure imgf000025_0001
wherein each of R6 and R7 are independently selected from the group consisting of hydrogen and alkyl.
6. The composition as set forth in claim 5 wherein the alpha cyclic enolone is a 4- hydroxy-3(2H)-furanone compound selected from the group consisting of 5-methyl-4- hydroxy-3(2H)-furanone, 2,5-dimethyl-4-hydroxy-3(2H)-furanone, 5-methyl-2-ethyl-4- hydroxy-3(2H)-fiιranone, 5-ethyl-2-methyl-4-hydroxy-3(2H)-furanone and 2,5-diethyl-4- hydroxy-3(2H)-furaιιone or mixtures thereof.
7. The composition as set forth in claim 1 wherein the alpha cyclic enolone is a 3- hydroxy-2(5H)-furanone compound of the formula:
Figure imgf000025_0002
wherein each of R8 and R9 are independently selected from the group consisting of hydrogen and alkyl.
8. The composition as set forth in claim 7 wherein the alpha cyclic enolone is a 3- hydroxy-2(5H)-furanone compound selected from the group consisting of 4,5-dimethyl-3- hydroxy-2(5H)-furanone and 4-ethyl-5-methyl-3-hydroxy-2(5H)-furanone or mixtures thereof.
9. The composition as set forth in claim 1 wherein the alpha cyclic enolone is a 3- hydroxy-4-pyranone compound of the formula:
Figure imgf000026_0001
wherein each of R10, R11 and R12 are independently selected from the group consisting of hydrogen and alkyl.
10. The composition as set forth in claim 9 wherein the alpha cyclic enolone is a 3-hydroxy-4-pyranone compound selected from the group consisting of 2-methyl-3- hydroxy-4-pyranone and 2-ethyl-3-hydroxy-4-pyranone or mixtures thereof.
11. The composition as set forth in claim 1 wherein: the composition comprises from about 0.001%> to about 1.0% by weight (dry weight basis) of said alpha cyclic enolone compound; and the composition is manufactured for consumption by a canine.
12. The composition as set forth in claim 11 wherein the composition comprises from about 0.005% to about 0.2% by weight (dry weight basis) of said alpha cyclic enolone compound.
13. The composition as set forth in claim 1 wherein: the composition comprises from about 0.0001% to about 1.0%o by weight (dry weight basis) of said alpha cyclic enolone compound; and the composition is manufactured for consumption by a feline.
14. The composition as set forth in claim 13 wherein the composition comprises from about 0.0005% to about 0.2% by weight (dry weight basis) of said alpha cyclic enolone compound.
15. The composition as set forth in claim 1 wherein the composition is a nutritional diet, a supplement, an animal treat or toy.
16. A method for enhancing the palatability of a pet food composition, the method comprising adding a palatability enhancing amount of an alpha cyclic enolone compound to a pet food composition.
17. The method as set forth in claim 16, wherein the method comprises adding from about 0.0001% to about 2% by weight (dry weight basis) of an alpha cyclic enolone compound to the food composition.
18. A method for increasing ingestion of a food by an animal, the method comprising feeding the animal a composition of claim 1.
19. A process for preparing a composition for animal consumption, the process comprising topically applying a flavor palatant comprising an alpha cyclic enolone to a food composition.
20. An animal treat, wherein the treat comprises an alpha cyclic enolone compound.
21. An animal treat according to claim 20, wherein the treat comprises from about 0.0001% to about 2% by weight (based on dry weight of the treat) of an alpha cyclic enolone compound.
22. An animal treat according to claim 20, wherein: the treat comprises from about 0.001% to about 1.0% of an alpha cyclic enolone compound (based on dry weight of the treat), and the treat is manufactured for consumption by a dog.
23. An animal toy, wherein the toy comprises an alpha cyclic enolone compound.
24. An animal toy according to claim 23, wherein the treat comprises from about 0.0001% to about 2% by weight (based on dry weight of the toy) of an alpha cyclic enolone compound.
25. An animal toy according to claim 23, wherein: the toy comprises from about 0.001% to about 1.0% of an alpha cyclic enolone compound (based on dry weight of the toy), and the treat is manufactured for consumption by a dog.
PCT/US2004/040111 2003-12-01 2004-12-01 Palatability enhanced composition and method for animal consumption WO2005053421A2 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
MXPA06005867A MXPA06005867A (en) 2003-12-01 2004-12-01 Palatability enhanced composition and method for animal consumption.
EP04812590A EP1689245A2 (en) 2003-12-01 2004-12-01 Palatability enhanced composition and method for animal consumption
AU2004295007A AU2004295007A1 (en) 2003-12-01 2004-12-01 Palatability enhanced composition and method for animal consumption
CA002547058A CA2547058A1 (en) 2003-12-01 2004-12-01 Palatability enhanced composition and method for animal consumption
JP2006542689A JP2007512841A (en) 2003-12-01 2004-12-01 Composition with enhanced taste and method of consumption by animals
BRPI0417093-8A BRPI0417093A (en) 2003-12-01 2004-12-01 feed composition, method for increasing the palatability of a feed composition, method for increasing the feed intake of an animal, process for preparing a feed composition, and meal and toy for the animal

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US52601303P 2003-12-01 2003-12-01
US60/526,013 2003-12-01

Publications (2)

Publication Number Publication Date
WO2005053421A2 true WO2005053421A2 (en) 2005-06-16
WO2005053421A3 WO2005053421A3 (en) 2006-10-26

Family

ID=34652408

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2004/040111 WO2005053421A2 (en) 2003-12-01 2004-12-01 Palatability enhanced composition and method for animal consumption

Country Status (11)

Country Link
US (1) US20050142169A1 (en)
EP (1) EP1689245A2 (en)
JP (1) JP2007512841A (en)
CN (1) CN1937930A (en)
AU (1) AU2004295007A1 (en)
BR (1) BRPI0417093A (en)
CA (1) CA2547058A1 (en)
MX (1) MXPA06005867A (en)
RU (1) RU2371003C2 (en)
WO (1) WO2005053421A2 (en)
ZA (1) ZA200604459B (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1910264A2 (en) * 2005-07-19 2008-04-16 Mars, Incorporated Aroma composition and method
WO2014068047A1 (en) * 2012-10-31 2014-05-08 Mars, Incorporated Flavour additives
WO2014068044A1 (en) * 2012-10-31 2014-05-08 Mars, Incorporated Flavour additives
WO2014068043A1 (en) * 2012-10-31 2014-05-08 Mars, Incorporated Flavour additives
WO2014068045A1 (en) * 2012-10-31 2014-05-08 Mars, Incorporated Flavour additives
WO2021087309A1 (en) 2019-10-31 2021-05-06 Mars, Incorporated Food bowl kit
EP4344552A1 (en) 2022-09-30 2024-04-03 Mars, Incorporated Animal food compositions with improved palatability, and methods for preparing the same
WO2024073025A1 (en) 2022-09-30 2024-04-04 Mars, Incorporated Animal food compositions with improved palatability and customizability, and methods for preparing the same

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060257455A1 (en) * 2005-05-16 2006-11-16 Qinyun Chen Hypoallergenic Flavor Compositions and Packages, and Methods of Managing Allergic Reactions in Pets
JP5219785B2 (en) * 2008-12-24 2013-06-26 花王株式会社 Pet food
JP5971697B2 (en) * 2012-04-16 2016-08-17 学校法人北里研究所 Preference improvement / improvement agent for pet food
WO2016094690A1 (en) 2014-12-10 2016-06-16 Mars, Incorporated Flavor compositions and pet food products containing the same
MX2017013715A (en) * 2015-04-28 2018-03-02 Mars Inc Process of preparing a sterilized wet pet food product.

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3687692A (en) * 1970-09-03 1972-08-29 Int Flavors & Fragrances Inc Flavoring compositions and processes
EP0167214A2 (en) * 1984-07-02 1986-01-08 Pfw (Nederland) B.V. Sugar simulating compounds
US5480674A (en) * 1993-06-25 1996-01-02 Firmenich Incorporated Flavor composition for an oral electrolyte rehydration solution
US6228418B1 (en) * 1999-04-07 2001-05-08 Cyvex Nutrition Vegetarian pet treat
US20010038879A1 (en) * 1998-11-04 2001-11-08 Mutka Jerry Richard Solid delivery systems for aroma ingredients
WO2002049607A2 (en) * 2000-12-20 2002-06-27 Firmenich Sa Flavoured oral drug delivery system
US20020114841A1 (en) * 2000-12-21 2002-08-22 Shiguang Yu Composition and method

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4013800A (en) * 1967-03-15 1977-03-22 Ajinomoto Co., Inc. 4-hydroxy-5-methyl-2,3-dihydrofuran-3-one and methods of making and using the same
US5419283A (en) * 1992-04-08 1995-05-30 Ciuffo Gatto S.R.L. Animal chew toy of starch material and degradable ethylene copolymer
US5339771A (en) * 1993-09-15 1994-08-23 Axelrod Herbert R Animal chew toy containing animal meal
JP2001095502A (en) * 1999-10-04 2001-04-10 T Hasegawa Co Ltd Feed additive for livestock

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3687692A (en) * 1970-09-03 1972-08-29 Int Flavors & Fragrances Inc Flavoring compositions and processes
EP0167214A2 (en) * 1984-07-02 1986-01-08 Pfw (Nederland) B.V. Sugar simulating compounds
US5480674A (en) * 1993-06-25 1996-01-02 Firmenich Incorporated Flavor composition for an oral electrolyte rehydration solution
US20010038879A1 (en) * 1998-11-04 2001-11-08 Mutka Jerry Richard Solid delivery systems for aroma ingredients
US6228418B1 (en) * 1999-04-07 2001-05-08 Cyvex Nutrition Vegetarian pet treat
WO2002049607A2 (en) * 2000-12-20 2002-06-27 Firmenich Sa Flavoured oral drug delivery system
US20020114841A1 (en) * 2000-12-21 2002-08-22 Shiguang Yu Composition and method

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1910264A2 (en) * 2005-07-19 2008-04-16 Mars, Incorporated Aroma composition and method
EP1910264A4 (en) * 2005-07-19 2008-12-17 Mars Inc Aroma composition and method
US7867540B2 (en) 2005-07-19 2011-01-11 Mars, Inc. Aroma composition and method
WO2014068047A1 (en) * 2012-10-31 2014-05-08 Mars, Incorporated Flavour additives
WO2014068044A1 (en) * 2012-10-31 2014-05-08 Mars, Incorporated Flavour additives
WO2014068043A1 (en) * 2012-10-31 2014-05-08 Mars, Incorporated Flavour additives
WO2014068045A1 (en) * 2012-10-31 2014-05-08 Mars, Incorporated Flavour additives
AU2013340861B2 (en) * 2012-10-31 2017-05-18 Mars, Incorporated Flavour additives
RU2639888C2 (en) * 2012-10-31 2017-12-25 Марс, Инкорпорейтед Flavouring additives
EP3459358A1 (en) * 2012-10-31 2019-03-27 Mars, Incorporated Flavour additives
EP3461343A1 (en) * 2012-10-31 2019-04-03 Mars, Incorporated Flavour additives
EP3461348A1 (en) * 2012-10-31 2019-04-03 Mars, Incorporated Flavour additives
EP3461347A1 (en) * 2012-10-31 2019-04-03 Mars, Incorporated Flavour additives
WO2021087309A1 (en) 2019-10-31 2021-05-06 Mars, Incorporated Food bowl kit
EP4344552A1 (en) 2022-09-30 2024-04-03 Mars, Incorporated Animal food compositions with improved palatability, and methods for preparing the same
WO2024073025A1 (en) 2022-09-30 2024-04-04 Mars, Incorporated Animal food compositions with improved palatability and customizability, and methods for preparing the same

Also Published As

Publication number Publication date
EP1689245A2 (en) 2006-08-16
CA2547058A1 (en) 2005-06-16
ZA200604459B (en) 2007-11-28
CN1937930A (en) 2007-03-28
RU2006123408A (en) 2008-01-10
WO2005053421A3 (en) 2006-10-26
BRPI0417093A (en) 2007-04-27
RU2371003C2 (en) 2009-10-27
AU2004295007A1 (en) 2005-06-16
US20050142169A1 (en) 2005-06-30
MXPA06005867A (en) 2006-06-27
JP2007512841A (en) 2007-05-24

Similar Documents

Publication Publication Date Title
US8148325B2 (en) Methods for enhancing the quality of life of a senior animal
EP3100616B1 (en) Methods for enhancing the quality of life of a growing animal
AU2007208138B2 (en) Methods for reducing food intake and controlling the weight of animals
AU2005322885B2 (en) Methods for enhancing the palatability of compositions for consumption by animals
ZA200604459B (en) Palatability enhanced composition and method for animal consumption
US20080221219A1 (en) Oleamide-containing composition for animal consumption
WO2006074088A2 (en) Methods for enhancing the palatability of compositions for consumption by animals

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BW BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE EG ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NA NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL SY TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): GM KE LS MW MZ NA SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LT LU MC NL PL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

WWE Wipo information: entry into national phase

Ref document number: 2004295007

Country of ref document: AU

WWE Wipo information: entry into national phase

Ref document number: PA/a/2006/005867

Country of ref document: MX

WWE Wipo information: entry into national phase

Ref document number: 2547058

Country of ref document: CA

WWE Wipo information: entry into national phase

Ref document number: 2004812590

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 2006/04459

Country of ref document: ZA

Ref document number: 200604459

Country of ref document: ZA

WWE Wipo information: entry into national phase

Ref document number: 2006542689

Country of ref document: JP

NENP Non-entry into the national phase

Ref country code: DE

WWW Wipo information: withdrawn in national office

Country of ref document: DE

ENP Entry into the national phase

Ref document number: 2004295007

Country of ref document: AU

Date of ref document: 20041201

Kind code of ref document: A

WWP Wipo information: published in national office

Ref document number: 2004295007

Country of ref document: AU

WWE Wipo information: entry into national phase

Ref document number: 2006123408

Country of ref document: RU

121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 200480041123.4

Country of ref document: CN

WWP Wipo information: published in national office

Ref document number: 2004812590

Country of ref document: EP

ENP Entry into the national phase

Ref document number: PI0417093

Country of ref document: BR