WO2015070875A1 - Gomme à mâcher convenant aux diabétiques - Google Patents

Gomme à mâcher convenant aux diabétiques Download PDF

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Publication number
WO2015070875A1
WO2015070875A1 PCT/DK2014/050384 DK2014050384W WO2015070875A1 WO 2015070875 A1 WO2015070875 A1 WO 2015070875A1 DK 2014050384 W DK2014050384 W DK 2014050384W WO 2015070875 A1 WO2015070875 A1 WO 2015070875A1
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Prior art keywords
chewing gum
water
weight
amount
soluble indigestible
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PCT/DK2014/050384
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English (en)
Inventor
Brita THUESEN
Heidi Ziegler Bruun
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Fertin Pharma A/S
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Publication of WO2015070875A1 publication Critical patent/WO2015070875A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00—Chewing gum
    • A23G4/06—Chewing gum characterised by the composition containing organic or inorganic compounds
    • A23G4/10—Chewing gum characterised by the composition containing organic or inorganic compounds characterised by the carbohydrates used, e.g. polysaccharides
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00—Chewing gum
    • A23G4/06—Chewing gum characterised by the composition containing organic or inorganic compounds
    • A23G4/064—Chewing gum characterised by the composition containing organic or inorganic compounds containing inorganic compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00—Chewing gum
    • A23G4/06—Chewing gum characterised by the composition containing organic or inorganic compounds
    • A23G4/12—Chewing gum characterised by the composition containing organic or inorganic compounds containing microorganisms or enzymes; containing paramedical or dietetical agents, e.g. vitamins
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00—Chewing gum
    • A23G4/18—Chewing gum characterised by shape, structure or physical form, e.g. aerated products
    • A23G4/20—Composite products, e.g. centre-filled, multi-layer, laminated
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
    • A61K9/0056—Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
    • A61K9/0058—Chewing gums

Definitions

  • the present invention is directed to chewing gum suitable for diabetes patients or ameliorating the symptoms of diabetes.
  • the present invention relates to chewing gum comprising water-soluble indigestible polysaccharides and inorganic mineral filler.
  • such chewing gum may be useful together with active ingredients such as nicotine.
  • IDDM insulin-dependent diabetes
  • NIDDM non-insulin-dependent diabetes
  • Type II diabetes A few patients who appear to have type II diabetes may actually have a slowly progressive form of type I diabetes and eventually become dependent on insulin. Most patients with type II diabetes, however, can be treated without insulin. They are usually overweight and have the insulin resistance of obesity superimposed on the insulin resistance intrinsic to the disease. Weight loss, especially early in the disease, can restore normal glucose levels in the blood of these patients. Their diabetes may develop when the impact of the combined insulin resistances exceeds the ability of their pancreatic beta cells to compensate. Plasma insulin levels in such patients, which are often higher than those in people of normal weight who do not have diabetes, are not appropriate to their obesity and hyperglycemia.
  • chewing gum may be problematic for some users for a number of reasons. Firstly, sugar gives rise to problems for people in need to control blood sugar levels such as diabetics. In sugar- free gum, sugar is partly or fully replaced by sugar alcohols. These still have a sweet taste but do not have the same cariogenic effect as sugar. Secondly, such polyols will still affect blood sugar. Furthermore, the laxative effect of polyols may also be of considerable nuisance to people with gastrointestinal problems.
  • One aspect of the invention pertains to a chewing gum suitable for diabetes patients or ameliorating the symptoms of diabetes, the chewing gum comprising a plurality of individual chewing gum granules which are being compressed in a tableting machine together with chewing gum ingredients to form a coherent compressed chewing gum, the chewing gum granules comprising water-insoluble gum base in an amount of SO- 60% by weight of the chewing gum, and the chewing gum ingredients comprising inorganic mineral filler particles in an amount of 20-60% by weight of the chewing gum and a water-soluble indigestible polysaccharide, the chewing gum being without digestible sugar or sugar alcohol.
  • water-soluble indigestible polysaccharides can be incorporated into chewing gum, together with added filler to a certain extent substituting water-soluble bulking agents such as sugar and sugar alcohols.
  • new chewing gum formulations have been established wherein water-soluble indigestible polysaccharides together with inorganic mineral filler and gum base provide for a texture similar to conventional formulations. Sugar and/or sugar alcohols can thus be omitted from the formulation, whereby a chewing gum suitable for diabetics can be obtained.
  • Water-insoluble indigestible polysaccharides resist to be digested by the endogenous secretions of the human digestive tract.
  • the inorganic mineral filler particles are mixed as individual particles with the plurality of individual chewing gum granules before compression.
  • the inorganic mineral filler particles may fulfill a similar function to digestible sugar or sugar alcohol traditionally used as bulking agents in chewing gum made by compression.
  • water-soluble indigestible polysaccharides are water-soluble they may be retained in the tablet matrix for a longer period of time than conventionally used sugar alcohols or sugar. This means that the immediate dissolving of large amounts of tablet material may be avoided and the volume of the chewable material may reduce more slowly than in chewing gum tablets comprising sugar and/or sugar alcohols.
  • the formulations with water-soluble indigestible polysaccharide and mineral filler as substitutes for polyols have an excellent mouth feel, crunch, juiciness and a more spongy and soft texture than the standard compressed formulation with polyols.
  • water-soluble indigestible polysaccharides are not mixed into the gum base before granulation but are mixed with gum base granules prior to compression.
  • the water-soluble indigestible polysaccharide is present in an amount of 2-50% by weight of the chewing gum, such as 3-40% by weight of the chewing gum, such as 4 -30% by weight of the chewing gum or 5-20% by weight of the chewing gum.
  • the chewing gum ingredients comprise two different water-soluble indigestible polysaccharides.
  • two different water-soluble indigestible polysaccharides may be used to provide a chewing gum with a texture and taste resembling or being superior to prior art products.
  • a water-soluble indigestible polysaccharides may provide juiciness and elasticity to the gum, while a different water-soluble indigestible polysaccharide may counteract the dry and powdery chew-feel from the inorganic mineral filler, whereby sugar and/or sugar alcohols may be substituted by inorganic mineral filler without negatively affecting texture and taste.
  • more than two different water-soluble indigestible polysaccharides may be incorporated in the chewing gum to obtain chewing gum with particularly advantageous properties for diabetes patients and others wanting to minimize their glycemic load.
  • the chewing gum ingredients comprise a water-soluble indigestible polysaccharide in an amount of 2-20% by weight of the chewing gum and a different water-soluble indigestible polysaccharide in an amount of 5-30% by weight of the chewing gum. It has surprisingly been found that formulations according to embodiments of the invention with two different water-soluble indigestible polysaccharides synergistically may provide a very attractive release of for example flavor. Flavor may be released for prolonged periods, making the chewing gum last for longer time, before it is discarded by the user.
  • Avoiding digestible sugar alcohols in a chewing gum formulation may have several benefits.
  • One advantage of the above embodiment may be that a user may be able to use more chewing gums per day compared to conventional chewing gums. This may be due to the fact that this formulation will have a minimum effect on blood glucose level, and, at the same time, reduce the laxative effect that is commonly seen for polyols like sorbitol, xylitol, isomalt etc.
  • the water-soluble indigestible polysaccharide comprises monomers selected from the group consisting of galactose, mannose, glucose, fructose, rhamnose, arabinose, galacturonic acid and combinations thereof.
  • the water-soluble indigestible polysaccharide comprises monomers selected from glucose and/or fructose.
  • water-soluble indigestible polysaccharides comprising glucose monomers in the polysaccharide chain are particularly useful.
  • the polysaccharide chain of the water-soluble indigestible polysaccharide may in certain embodiments, consist of glucose monomers.
  • water-soluble indigestible polysaccharides comprising fructose monomers in the polysaccharide chain are particularly useful.
  • the polysaccharide chain of the water-soluble indigestible polysaccharide may in certain embodiments, consist of fructose monomers.
  • water-soluble indigestible hetero- polysaccharides comprising both glucose and fructose in the polysaccharide chain are particularly useful.
  • the water-soluble indigestible polysaccharide comprises a homo-polysaccharide.
  • the water-soluble indigestible polysaccharide comprises polydextrose.
  • the polydextrose has an average number of monomers in the polydextrose chain of between 8 and 1000.
  • Polydextrose is a preferred water-soluble indigestible polysaccharide according to embodiments of the present invention. This type of polysaccharide counteracts the dry and powdery effect when the chewing gum contains larger amounts of inorganic mineral filler. In particular, when the chewing gum contains little or no sugar alcohol, the amount of inorganic mineral filler is typically raised to provide bulkiness. It has surprisingly been found that polydextrose improves the texture and mouth-feel of such a chewing gum, providing a commercially interesting chewing gum alternative for diabetics or other people wanting a chewing gum with no added sugar and/or sugar alcohols.
  • the water-soluble indigestible polysaccharide comprises monomers selected from galactose and/or mannose.
  • water-soluble indigestible polysaccharides comprising galactose monomers in the polysaccharide chain are particularly useful.
  • these water-soluble indigestible polysaccharides together with inorganic mineral filler, provide bulk and texture similar to, or better than, what is normally obtained by sugar alcohols.
  • water-soluble indigestible polysaccharides comprising mannose in the polysaccharide chain are particularly useful.
  • these water-soluble indigestible polysaccharides together with inorganic mineral filler provide bulk and texture similar to, or better than, what is normally obtained by sugar alcohols.
  • water-soluble indigestible polysaccharides being galactomannans are particularly useful. Surprisingly, these water-soluble indigestible polysaccharides provide bulk and texture similar to, or better than, what is normally obtained by sugar alcohols.
  • galactomannans may provide bulk and juiciness to the chewing gum.
  • These water-soluble indigestible polysaccharides may provide desirable crunch to the chewing gum and counteract the powdery chew-feel that may arise from using mineral filler in the chewing gum.
  • the water-soluble indigestible polysaccharide comprises a hetero-polysaccharide.
  • the water-soluble indigestible polysaccharide comprises partly hydrolyzed guar gum.
  • Partially hydrolyzed guar gum may be produced for example from the enzymatic hydrolysis of galactomannans by endo-P-D.mannanase.
  • the partly hydrolyzed guar gum has a molecular weight of 2000 - 200000 Da. According to embodiments of the invention, the partly hydrolyzed guar gum has a molecular weight of 2000 - 100000 Da, such as 2000 - 50000 Da.
  • Partly hydrolyzed guar gum is a preferred water-soluble indigestible polysaccharide according to embodiments of the present invention. This type of polysaccharide provides juiciness and elasticity to the final gum.
  • the two different water-soluble indigestible polysaccharides consist of a water-soluble indigestible polysaccharide being polydextrose and a water-soluble indigestible polysaccharide being partly hydrolyzed guar gum.
  • the water-soluble indigestible polysaccharides comprise polydextrose and/or hydrolyzed guar gum.
  • Polydextrose is a synthetic polysaccharide based on glucose monomers while guar gum is a naturally occurring galactomannan obtained from guar beans having a polymeric chain comprising galactose and mannose monomers.
  • Polydextrose together with guar gum provides a good balance between texture and release of flavor and/or active ingredients from the chewing gum.
  • the water-soluble indigestible polysaccharide comprises an arabinogalactan.
  • Water-soluble indigestible polysaccharides from a variety of sources may be used according to embodiments of the invention.
  • the chewing gum comprises a water-soluble indigestible polysaccharide in an amount of 2 -15% by weight of the chewing gum and a different water-soluble indigestible polysaccharide in an amount of 2 -20% by weight of the chewing gum, preferably a water-soluble indigestible polysaccharide in an amount of 5 -10% by weight of the chewing gum and a different water-soluble indigestible polysaccharide in an amount of 5 -15% by weight of the chewing gum.
  • the inorganic mineral filler is present in an amount of 25-45%) by weight of the chewing gum, such as in an amount of 30-40 %> by weight of the chewing gum.
  • the inorganic mineral filler is selected from the group consisting of magnesium- and calcium carbonate, sodium sulphate, ground limestone, silicate compounds such as magnesium- and aluminum silicate, kaolin and clay, aluminum oxide, silicium oxide, talc, titanium oxide, mono-, di- and tri-calcium phosphates, and combinations thereof.
  • Comparatively large amounts of filler may be used in the chewing gum according to embodiments of the invention because the water-soluble indigestible polysaccharide counteracts the dry and powdery mouth-feel normally associated with inorganic mineral fillers. In this way an appealing and commercially acceptable mouth-feel may be obtained.
  • the inorganic mineral filler is calcium carbonate.
  • a particularly useful inorganic mineral filler to be used together with water-soluble indigestible polysaccharide according to embodiments of the present invention is calcium carbonate. Comparatively large amounts of filler may be used because water-soluble indigestible polysaccharides have surprisingly been found by the present inventors to counteract the dry and powdery mouth- feel normally associated with inorganic mineral fillers. In this way an appealing and commercially acceptable mouth-feel may be obtained.
  • the chewing gum comprises flavor in an amount of 0.1 - 5% by weight of the chewing gum.
  • Flavor may advantageously be incorporated in the chewing gum, for example in an amount of 0.2 -3.0% by weight of the chewing gum.
  • the chewing gum comprises one or more active ingredients.
  • active ingredients are added to the chewing gum together with the mixture of water-soluble indigestible polysaccharide and inorganic mineral filler.
  • Chewing gum according to embodiments of the invention has shown to be excellent carriers for active ingredients.
  • the water-soluble indigestible polysaccharide is moderating the release of active ingredients to some extent, slowing down the immediate release. This may be very advantageous, in particular if the active is not neutral with respect to taste, and taste masking of the active may be an issue.
  • the chewing gum formulations according to embodiments of the present invention are particularly useful to deliver flavor and active ingredients. It has surprisingly been found that formulations with water-soluble indigestible polysaccharide may provide a very attractive release of for example flavor. Furthermore, if two different water-soluble indigestible polysaccharides are used in the chewing gum formulation, a surprising synergy provides for a flavor release for prolonged periods, making the chewing gum last for longer time before it is discarded by the user.
  • the water-soluble indigestible polysaccharide is able to moderate the release of active ingredients in an attractive way, for example to sustain the release by temporarily trapping the active ingredient within the water-soluble indigestible polysaccharide matrix.
  • all substances increasing the level of blood sugar in the user are avoided. These embodiments are particularly useful for people with diabetics or similar disorders. Further, it is known that sugar alcohols have a laxative effect, being a nuisance to some users.
  • sugar alcohols have a laxative effect, being a nuisance to some users.
  • the chewing gum comprises nicotine.
  • the nicotine is selected from the group consisting of nicotine salts, nicotine free base, nicotine bound in a complex, tobacco fibers or any combination thereof.
  • the chewing gum comprises artificial sweetener.
  • the low amount or absence of sugar and sugar alcohols is counteracted by the use of artificial sweetener to provide sweetness to the gum, and at the same time not interfering with the suitability of certain embodiments for diabetics.
  • the artificial sweetener is selected from the group consisting of sucralose, aspartame, salts of acesulfame, alitame, saccharin and its salts, cyclamic acid and its salts, glycyrrhizin, dihydrochalcones, thaumatin, monellin, stevioside or combinations thereof.
  • Artificial sweeteners are ideal for use in chewing gum according to embodiments of the invention, because most, if not all, sweetness may be provided by this type of compound, when a chewing gum suitable for diabetics is desired.
  • the chewing gum further comprises less than 1 % by weight of water-insoluble indigestible polysaccharides. In an embodiment of the invention the chewing gum further comprises 1 - 10% by weight of water-insoluble indigestible polysaccharides. According to embodiments of the present invention, water-insoluble indigestible polysaccharides may also be used in the chewing gum. Such water-insoluble polysaccharides may be used to provide bulkiness and mass to the chewing gum together with the gum base, when the water-soluble indigestible polysaccharides have been dissolved and swallowed.
  • the chewing gum comprises tobacco.
  • the chewing gum has no content of water- insoluble indigestible polysaccharides.
  • said chewing gum comprises between 0 and 1 % by weight of water-insoluble polysaccharides.
  • said chewing gum may also be substantially free of water-insoluble polysaccharides.
  • the chewing gum comprises water-insoluble gum base in an amount of 35-55% by weight of the chewing gum, such as in an amount of 40-50%) by weight of the chewing gum, such as in an amount of 42-48%) by weight of the chewing gum.
  • the chewing gum comprises at least two compressed layers.
  • ingredients may be preferred to separate some ingredients by placing them in distinct and different layers, for example ingredients that may else react with each other. It may also be advantageous to have different colors for the layers for both aesthetical reasons and indicative reasons, for example when different colors indicate different flavor or different active ingredients.
  • gum base may be isolated in distinct layers of the tablet.
  • a standard granulated gum base may be used together with different gum-base-free layers avoiding the mixing of particles containing gum base with other particles.
  • the invention also pertains to a method of producing a chewing gum according to any of the embodiments described above and in any of the claims 1-31, the method comprising the steps of
  • the invention further pertains to a chewing gum suitable for diabetes patients or suitable for ameliorating the symptoms of diabetes, the chewing gum comprising water-insoluble gum base in an amount of 30-60%> by weight of the chewing gum and chewing gum ingredients, the chewing gum ingredients comprising an inorganic mineral filler in an amount of 20-60%) by weight of the chewing gum, a water- soluble indigestible polysaccharide in an amount of 2-20% by weight of the chewing gum and a different water-soluble indigestible polysaccharide in an amount of 5-30% by weight of the chewing gum, the chewing gum being without digestible sugar or sugar alcohol. It has been found by the present inventors that water-soluble indigestible polysaccharides can be processed as an ingredient in both extruded chewing gum and compressed chewing gum.
  • chewing gum any chewing gum such as extruded chewing gum, centre-filled chewing gum, toffee-imitating chewing gum, or compressed chewing gum, slabs or sticks.
  • gum base and “gum base matrix” is meant the mainly water-insoluble and hydrophobic gum base ingredients that are mixed together before the bulk portion of the chewing gum is added.
  • the term “bulk portion” intends to mean the mainly water-soluble and hydrophilic chewing gum ingredients that may be mixed into the gum base matrix after it has been made.
  • weight of the chewing gum or similar wording meaning the same is defined in the present context as weight of the chewing gum, not including the weight of an outer coating, such as a hard coating, soft coating, and the like.
  • texture is meant a qualitative measure of the visco-elastic properties of the chewing gum and of the overall mouth-feel experienced by the user during the chewing process.
  • the term “texture” encompasses measurable quantities such as hardness and elasticity as well as more subjective parameters related to the chew-feel experienced by a user.
  • layer when referring to the word “layer”, this is meant to describe a section in a chewing gum having a certain composition.
  • a section in a chewing gum having a certain composition there may be a center of one composition and a shell having a different composition and in a traditional circular tablet there is a certain circular section of one thickness and composition and another circular section of the same or a different thickness having a different composition.
  • hydrophobic is used to describe the ability of a substance to dissolve in or blend with non-polar substances such as e.g. oils, waxes and hydrocarbon-based polymers.
  • hydrophilic is used to describe the ability of a substance to dissolve in or blend with polar substances, such as e.g. water.
  • polar substances such as e.g. water.
  • extractible sugar is meant carbohydrates like glucose, sucrose, lactose, fructose, galactose and the like, all raising blood glucose levels, when ingested.
  • saccharide alcohols is meant substances also known as polyols, for example xylitol, sorbitol, manitol and isomalt, all raising blood glucose levels, when ingested.
  • water-soluble indigestible polysaccharides do not contribute significantly to blood glucose levels when ingested. Water-insoluble indigestible polysaccharides resist to be digested by the endogenous secretions of the human digestive tract.
  • no digestible sugar and no sugar alcohols are added to the chewing gum.
  • the chewing gum is a compressed chewing gum tablet.
  • the chewing gum is an extruded chewing gum.
  • the compressed chewing gum tablet may have one, two or more layers, such as 3 or 4 layers.
  • the middle layer may function as a barrier between layer 1 and layer 3.
  • said chewing gum comprises a first compressed layer comprising granules with a content of gum base and a second compressed gum base free layer comprising a mixture of water-soluble indigestible polysaccharides and inorganic mineral filler.
  • said second gum-base-free layer furthermore comprises one or more active ingredients.
  • a buffer is added, the buffer being selected from the group consisting of tris buffers, amino acid buffers, carbonate, including monocarbonate, bicarbonate or sesqui carbonate, glycerinate, phosphate, glycerophosphate, acetate, glyconate or citrate of an alkali metal, such as potassium and sodium, e.g. trisodium and tripotassium citrate, or ammonium, and mixtures thereof.
  • buffer When buffer is used, a preferred buffer is sodium bicarbonate. In some embodiments buffer is not part of the chewing gum. In some other embodiments, buffer is part of the chewing gum. In some embodiments of the invention, the amount of buffer is 0.5 to 10% by weight of the chewing gum.
  • the buffer is selected from the group consisting of Acetic acid, Adipic acid, Citric acid, Fumaric acid, Glucono-5-lactone, Gluconic acid, Lactic acid, Malic acid, Maleic acid, Tartaric acid, Succinic acid, Propionic acid, Ascorbic acid, Phosphoric acid, Sodium orthophosphate, Potassium orthophosphate, Calcium orthophosphate, Sodium diphosphate, Potassium diphosphate, Calcium diphosphate, Pentasodium triphosphate, Pentapotassium triphosphate, Sodium polyphosphate, Potassium polyphosphate, Carbonic acid, Sodium carbonate, Sodium bicarbonate, Potassium carbonate, Calcium carbonate, Magnesium carbonate, Magnesium oxide, or any combination thereof.
  • the buffer may to some extent be microencapsulated or otherwise coated as granules with polymers and/or lipids being less soluble in saliva than is the one or more buffering agents. Such microencapsulation controls the dissolution rate whereby is extended the time frame of the buffering effect.
  • an alkaline buffer is preferred, such as sodium carbonate or calcium carbonate.
  • a preferred amount of gum base matrix in the final chewing gum is above 30 percent by weight of the chewing gum before any optionally applied coating, such as above 35 percent by weight of the chewing gum core, such as above 40 percent by weight of the chewing gum, such as above 45 percent by weight of the chewing gum, such as about 40 percent by weight of the chewing gum, such as about 47 percent by weight of the chewing gum.
  • a preferred amount of gum base matrix in the final chewing gum before any optional coating is between 30 and 60 percent by weight of the chewing gum, such as between 35 and 55 percent by weight of the chewing gum, such as between 40 and 50 percent by weight of the chewing gum, such as between 42 and 48 percent by weight of the chewing gum.
  • the formulation of gum bases can vary substantially depending on the particular product to be prepared and on the desired masticatory and other sensory characteristics of the final product.
  • typical ranges (% by weight) of the gum base components are: 5 to 80% by weight elastomeric compounds, 5 to 80% by weight natural and/or synthetic resins (elastomer plasticizers), 0 to 40% by weight waxes, 5 to 35% by weight softener other than waxes, 0 to 50% by weight filler, and 0 to 5% by weight of miscellaneous ingredients such as antioxidants, colorants, etc.
  • substantial amounts of inorganic mineral filler are added to the chewing gum as an ingredient separate from the gum base.
  • the gum base itself may also comprise filler material.
  • Elastomers provide the rubbery, cohesive nature to the gum, which varies depending on this ingredient's chemical structure and how it may be compounded with other ingredients.
  • Elastomers suitable for use in the gum base and gum of the present invention may include natural or synthetic types.
  • Elastomer plasticizers vary the firmness of the gum base. Their specificity on elastomer inter-molecular chain interaction (plasticizing) along with their varying softening points cause varying degrees of finished gum firmness and compatibility when used in gum base. This may be important if it is desired to provide more elastomeric chain exposure to the alkane chains of the waxes.
  • the elastomers (rubbers) employed in the gum base may vary depending upon various factors such as the type of gum base desired, the texture of gum formulation desired and the other components used in the formulation to make the final chewing gum product.
  • the elastomer may be any water-insoluble polymer known in the art, and includes those gum polymers utilized for chewing gums and bubble gums.
  • suitable polymers in gum bases include both natural and synthetic elastomers.
  • those polymers which are suitable in gum bases include, without limitation, natural substances (of vegetable origin) such as chicle gum, natural rubber, crown gum, nispero, rosidinha, jelutong, perillo, niger gutta, tunu, balata, guttapercha, lechi capsi, sorva, gutta kay, and the like, and mixtures thereof.
  • synthetic elastomers include, without limitation, styrene-butadiene copolymers (SBR), polyisobutylene, isobutylene-isoprene copolymers, polyethylene, polyvinyl acetate and the like, and mixtures thereof.
  • SBR styrene-butadiene copolymers
  • polyisobutylene polyisobutylene
  • isobutylene-isoprene copolymers polyethylene, polyvinyl acetate and the like, and mixtures thereof.
  • Natural resins may be used according to the invention and may be natural rosin esters, often referred to as ester gums including as examples glycerol esters of partially hydrogenated rosins, glycerol esters of polymerised rosins, glycerol esters of partially dimerized rosins, glycerol esters of tally oil rosins, pentaerythritol esters of partially hydrogenated rosins, methyl esters of rosins, partially hydrogenated methyl esters of rosins, pentaerythritol esters of rosins, synthetic resins such as terpene resins derived from alpha-pinene, beta-pinene, and/or d-limonene, and natural terpene resins.
  • ester gums including as examples glycerol esters of partially hydrogenated rosins, glycerol esters of polymerised rosins, glycerol esters of
  • the resin comprises terpene resins, e.g. derived from alpha-pinene, beta-pinene, and/or d-limonene, natural terpene resins, glycerol esters of gum rosins, tall oil rosins, wood rosins or other derivatives thereof such as glycerol esters of partially hydrogenated rosins, glycerol esters of polymerized rosins, glycerol esters of partially dimerised rosins, pentaerythritol esters of partially hydrogenated rosins, methyl esters of rosins, partially hydrogenated methyl esters of rosins or pentaerythritol esters of rosins and combinations thereof.
  • terpene resins e.g. derived from alpha-pinene, beta-pinene, and/or d-limonene
  • natural terpene resins e.g. derived from alpha-
  • said chewing gum ingredients are selected from the group consisting of flavors, dry-binders, tableting aids, anti-caking agents, emulsifiers, antioxidants, enhancers, absorption enhancers, buffers, high intensity sweeteners, softeners, colors, active ingredients, water-soluble indigestible polysaccharides, water-insoluble polysaccharides or any combination thereof.
  • said emulsifiers are selected from the group of cyclodextrins, polyoxyethylene castor oil derivatives, polyoxyethylene alkyl ethers, macrogol alkyl ethers, block copolymers of ethylene and propylene oxides, polyoxyethylene alkyl ethers, polyoxyethylene glycols, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene (20) sorbitan monostearates, polyoxyethylene (20) sorbitan monooleates, polyoxyethylene stearates, sobitan esters, diacetyl tartaric ester of monoglycerides, lactylated monoglycerides, or any combination thereof.
  • said chewing gum comprises emulsifiers in an amount in the range of 0.1% to 25% by weight of said chewing gum.
  • the chewing gum comprises flavor.
  • Flavor may typically be present in amounts between 0.01 and 5% by weight of the chewing gum.
  • Non-exhaustive examples of flavors suitable in embodiments of the present invention are coconut, coffee, chocolate, vanilla, grape fruit, orange, lime, menthol, liquorice, caramel aroma, honey aroma, peanut, walnut, cashew, hazelnut, almonds, pineapple, strawberry, raspberry, tropical fruits, cherries, cinnamon, peppermint, wintergreen, spearmint, eucalyptus, and mint, fruit essence such as from apple, pear, peach, strawberry, apricot, raspberry, cherry, pineapple, and plum essence.
  • the essential oils include peppermint, spearmint, menthol, eucalyptus, clove oil, bay oil, anise, thyme, cedar leaf oil, nutmeg, and oils of the fruits mentioned above.
  • Petroleum waxes aid in the curing of the finished gum made from the gum base as well as improve shelf life and texture. Wax crystal size influences the release of flavor. Those waxes high in iso-alkanes have a smaller crystal size than those waxes high in normal-alkanes, especially those with normal-alkanes of carbon numbers less than 30. The smaller crystal size allows slower release of flavor since there is more hindrance of the flavor's escape from this wax versus a wax having larger crystal sizes. The compatibility of gum bases made using normal-alkanic waxes is less when compared to gum bases made with iso-alkanic waxes.
  • Petroleum wax (refined paraffin and microcrystalline wax) and paraffin wax are composed of mainly straight-chained normal-alkanes and branched iso-alkanes.
  • the ratio of normal-alkanes to iso-alkanes varies.
  • the normal-alkanic waxes typically have carbon chain lengths >C-18 but the lengths are not predominantly longer than C-30.
  • the branched and ring structures are located near the end of the chain for those waxes that are predominantly normal-alkanic.
  • the viscosity of normal-alkanic waxes is ⁇ 10 mm2/s (at 100 °C) and the combined number average molecular weight is ⁇ 600 g/mole.
  • the iso-alkanic waxes typically have carbon lengths that are predominantly greater than C-30.
  • the branched chains and ring structures are located randomly along the carbon chain in those waxes that are predominantly iso-alkanic.
  • the viscosity of iso- alkanic waxes is greater than 10 mm2/s (at 100 °C) and the combined number average molecular weight is >600 g/mole.
  • Synthetic waxes are produced by means that are atypical for petroleum wax production and are thus not considered petroleum wax.
  • the synthetic waxes may include waxes containing branched alkanes and copolymerized with monomers such as, but not limited to propylene, polyethylene, and Fischer Tropsch type waxes.
  • Polyethylene wax is a synthetic wax containing alkane units of varying lengths having attached thereto ethylene monomers.
  • Waxes and fats are conventionally used for the adjustment of the texture and for softening of the chewing gum base when preparing chewing gum bases.
  • any conventionally used and suitable type of natural and synthetic wax and fat may be used, such as for instance rice bran wax, polyethylene wax, petroleum wax (refined paraffin and microcrystalline wax), sorbitan monostearate, tallow, propylene glycol, paraffin, beeswax, carnauba wax, candelilla wax, cocoa butter, degreased cocoa powder and any suitable oil or fat, as e.g. completely or partially hydrogenated vegetable oils or completely or partially hydrogenated animal fats.
  • Antioxidants suitable for use in gum base include butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), betacarotenes, tocopherols, acidulants such as Vitamin C, propyl gallate, other synthetic and natural types or mixtures thereof.
  • BHA butylated hydroxyanisole
  • BHT butylated hydroxytoluene
  • betacarotenes betacarotenes
  • tocopherols such as Vitamin C
  • propyl gallate other synthetic and natural types or mixtures thereof.
  • one or more colors can be included in the chewing gum.
  • the chewing gum comprises pharmaceutically active ingredients.
  • the pharmaceutically active ingredients are selected from the group consisting of antihistamines, anti-smoking agents, agents used for diabetes, decongestrants, peptides, pain-relieving agents, antacids, nausea- relieving agents, statines, or any combination thereof.
  • the pharmaceutically active ingredients are selected from the group consisting of cetirizine, levo cetirizine, nicotine, nicotine polacrilex, nicotine in combination with alkaline agents, metformin, metformin HCL, phenylephrine, GLP-1, exenatide, MC-4 receptor antagonist, PPY(3-36), deca- peptide, KSL-W (acetate), fluor, chlorhexidine, or any combination thereof.
  • the pharmaceutically active ingredients are selected from the group consisting of
  • pseudoephedrine flurbiprofen
  • paracetamol acetylsalicylic acid
  • Ibuprofen antacida
  • cimetidine ranitidine
  • the pharmaceutically active ingredient is selected from the therapeutical groups consisting of:
  • said active ingredient is selected from the group consisting of: ace-inhibitors, antianginal drugs, antiarrhythrmas, anti-asthmatics, anti-cholesterolemics, analgesics, anesthetics, anticonvulsants, anti-depressants, anti- diabetic agents, anti-diarrhea preparations, antidotes, anti-histamines, antihypertensive drugs, anti-inflammatory agents, anti-lipid agents, antimanics, anti- nauseants, anti-stroke agents, anti-thyroid preparations, anti-tumor drugs, anti-viral agents, acne drugs, alkaloids, amino acid preparations, anti-tussives, antiuricemic drugs, anti-viral drugs, anabolic preparations, systemic and non-systemic antiinfective agents, anti-neoplastics, anti-parkinsonian agents, anti-rheumatic agents, appetite stimulants, biological response modifiers, blood modifiers, bone metabolism regulator
  • said active ingredient is selected from the group consisting of anti-histamines, decongestants, smoking cessation aids, diabetes II agents, or any combination thereof.
  • said pharmaceutically active ingredient is selected from the group consisting of ephedrine, pseudo ephedrine, caffeine, loratadine, sildenafil, simvastatin, sumatriptan, acetaminophen, calcium carbonate, vitamin D, ibuprofen, aspirin, alginic acid in combination with aluminum hydroxide and sodium bicarbonate, ondansetron, Tibolon, Rimonabant, Varenicline, allergenes, sitagliptin or any derivatives thereof, salts thereof, isomers thereof, combinations thereof or compounds comprising one or more of these.
  • the chewing gum comprises active ingredients.
  • active ingredient is selected from the group consisting of phytochemicals, such as resveratrol and anthocyanin; herbals, such as green tea or thyme; antioxidants, such as polyphenols; micronutrients; mouth moisteners, such as acids; throat soothing ingredients; appetite suppressors; breath fresheners, such as zinc compounds or copper compounds; diet supplements; cold suppressors; cough suppressors; vitamins, such as vitamin A, vitamin C or vitamin E; minerals, such as chromium; metal ions; alkaline materials, such as carbonates; salts; herbals, dental care agents, such as re-mineralization agents, antibacterial agents, anti-caries agents, plaque acid buffering agents, tooth whiteners, stain removers or desensitizing agents; and combinations thereof.
  • phytochemicals such as resveratrol and anthocyanin
  • herbals such as green tea or thyme
  • antioxidants such as polyphenols
  • mouth moisteners such as acids
  • throat soothing ingredients such as acids
  • said active ingredient is selected from the group consisting of di-peptides, tri-peptides, oligo-peptides, deca-peptides, deca-peptide KSL, deca-peptide KSL-W, amino acids, proteins, or any combination thereof.
  • said active ingredient comprise probiotic bacteria, such as lactobacilli, bifidobacteria, lactococcus, streptococcus, leuconostoccus, pediococcus or enterococcus.
  • said active ingredient is selected from the group consisting of pharmaceuticals, nutraceuticals, medicaments, nutrients, nutritional supplements, drugs, dental care agents, herbals, and the like and combinations thereof.
  • said active ingredient is selected from the ATC anatomical groups consisting of agents acting on:
  • said active ingredient is selected from the ATC therapeutical groups consisting of:
  • said active ingredient is selected from the group consisting of metformin, cetirizine, levo cetirizine, phenylephrine, flurbiprofen, nicotine, nicotine bitartrate, nicotine polacnlex, nicotine in combination with alkaline agents, nicotine in combination with caffeine, sodium picosulfate, fluor, fluor in combination with fruit acids, chlorhexidine, or any derivatives thereof, salts thereof, isomers thereof, nicotine antagonists, combinations thereof or compounds comprising one or more of these.
  • the chewing gum comprises tobacco alkaloid.
  • the tobacco alkaloid is nicotine.
  • said nicotine is in a form selected from nicotine salts, nicotine free base, nicotine bound in a complex, or any combination thereof.
  • said complex comprises an ion exchange resin.
  • said ion exchange resin is a weakly acidic cation exchange resin.
  • a preferred example of a weakly acidic cation exchange resin is polacrilex.
  • said complex comprises an adsorbent.
  • said adsorbent is selected from the group consisting of finely divided silicic acid, amorphous silica, magnesium silicate, calcium silicate, kaolin, clays, crystalline aluminosilicates, macaloid bentonite, activated carbon, alumina, hydroxylapatite, microcrystalline cellulose, or any combination thereof.
  • said nicotine salts are selected from the group comprising nicotine hydrochloride, nicotine dihydrochloride, nicotine monotartrate, nicotine bitartrate, nicotine sulfate, nicotine zinc chloride, nicotine salicylate, or any combination thereof.
  • the chewing gum comprises enhancers.
  • said enhancers are selected from the group consisting of bile salts, cetomacrogols, chelating agents, citrates, cyclodextrins, detergents, enamine derivatives, fatty acids, labrasol, lecithins, phospholipids, syntetic and natural surfactants, nonionic surfactants, cell envelope disordering compounds, solvents, steroidal detergents, chelators, solubilization agents, charge modifying agents, pH control agents, degradative enzyme inhibitors, mucolytic or mucus clearing agents, membrane penetration-enhancing agents, modulatory agents of epithelial junction physiology, vasodilator agents, selective transport-enhancing agents, or any combination thereof.
  • pH control agents include buffers.
  • said enhancers are selected from the group consisting of cetylpyridinium chloride (CPC), benzalkonium chloride, sodium lauryl sulfate, polysorbate 80, Polysorbate 20, cetyltrimethylammonium bromide, laureth 9, sodium salicylate, sodium EDTA, EDTA, aprotinin, sodium taurocholate, saponins, bile salt derivatives, fatty acids, sucrose esters, azone emulsion, dextran sulphate, linoleic acid, labrafil, transcutol, urea, azone, nonionic surfactants, sulfoxides, sauric acid/PG, POE 23 lauryl ether, methoxy salicylate, dextran sulfate, methanol, ethanol, sodium cholate, Sodium taurocholate, Lysophosphatidyl choline, Alkylglycosides, polysorbates, Sorbit
  • Oleic acid Linoleic acid, Glyceryl caprylate/caprate, Glyceryl monooleate, Glyceryl monolaurate, Capryliccapric triglycerides, Ethoxylated nonylphenols, PEG-(8-50) stearates, Olive oil PEG-6, esters, Triolein PEG-6 esters, Lecithin, d-alpha tocopherol polyethylene glycol 1,000 succinate, Citric acid, Sodium citrate, BRIJ, Sodium laurate, 5-methoxysalicylic acid, Bile salts, Acetyl salicylate, ZOT, Docosahexaenoic acid, Alkylglycosides, Sodium glycocholate (GC-Na), Sodium taurocholate (TC-Na), EDTA, Choline salicylate, Sodium caprate (Cap-Na), N- lauryl-beta-D-maltopyranoside (LM), Diethyl maleate, La
  • said pH control agents are selected from the group consisting of Acetic acid, Adipic acid, Citric acid, Fumaric acid, Glucono- ⁇ - lactone, Gluconic acid, Lactic acid, Malic acid, Maleic acid, Tartaric acid, Succinic acid, Propionic acid, Ascorbic acid, Phosphoric acid, Sodium orthophosphate, Potassium orthophosphate, Calcium orthophosphate, Sodium diphosphate, Potassium diphosphate, Calcium diphosphate, Pentasodium triphosphate, Pentapotassium triphosphate, Sodium polyphosphate, Potassium polyphosphate, Carbonic acid, Sodium carbonate, Sodium bicarbonate, Potasium carbonate, Calcium carbonate, Magnesium carbonate, Magnesium oxide, or any combination thereof.
  • High intensity artificial sweetening agents can also be used according to preferred embodiments of the invention.
  • Preferred high intensity sweeteners include, but are not limited to sucralose, aspartame, salts of acesulfame, alitame, saccharin and its salts, cyclamic acid and its salts, glycyrrhizin, dihydrochalcones, thaumatin, monellin, stevioside and the like, alone or in combination.
  • Encapsulation of sweetening agents can also be provided using another chewing gum component such as a resinous compound.
  • usage level of the artificial sweetener will vary considerably and will depend on factors such as potency of the sweetener, rate of release, desired sweetness of the product, level and type of flavor used and cost considerations.
  • the active level of artificial sweetener may vary from about 0.001 to about 8% by weight (preferably from about 0.02 to about 8% by weight).
  • the usage level of the encapsulated sweetener will be proportionately higher.
  • Combinations of sugar and/or non-sugar sweeteners may be used in the chewing gum.
  • a chewing gum and/or gum base may, if desired, include one or more fillers/texturizers including as examples, magnesium- and calcium carbonate, sodium sulphate, ground limestone, silicate compounds such as magnesium- and aluminum silicate, kaolin and clay, aluminum oxide, silicium oxide, talc, titanium oxide, mono-, di- and tri-calcium phosphates, cellulose polymers, such as wood, and combinations thereof.
  • fillers/texturizers including as examples, magnesium- and calcium carbonate, sodium sulphate, ground limestone, silicate compounds such as magnesium- and aluminum silicate, kaolin and clay, aluminum oxide, silicium oxide, talc, titanium oxide, mono-, di- and tri-calcium phosphates, cellulose polymers, such as wood, and combinations thereof.
  • one preferred filler/texturizer may be calcium carbonate.
  • chewing gum components well known within the art may be applied within the scope of the present invention.
  • Such components comprise but are not limited to waxes, fats, softeners, fillers, flavors, anti-oxidants, emulsifiers, colouring agents, binding agents and acidulants
  • the chewing gum is provided with an outer coating selected from the group consisting of hard coating, soft coating and edible film-coating or any combination thereof.
  • the materials for layer 1 are mixed and dosed into a cavity and compressed slightly.
  • the materials for layer 2 are mixed and dosed on top of layer 1, the two layers being compressed to for a two-layer tablet.
  • the below numbers refer to % by weight of each layer in a compressed two layer tablet. In this case, layer 1 comprises about 80% of the tablet while layer 2 comprises about 20% of the tablet.
  • a compressed formulation without any active ingredient included and which purpose is to achieve a good taste experience and a long lasting taste and freshness.
  • This active ingredient is fluoride.
  • the fluoride for oral care purposes is added in layer 1 with gum base to insure a slower release of fluoride.
  • the fluoride has the purpose of working in the oral cavity. Together with the effect of the active ingredient the product provides a good taste and a long lasting taste and freshness.
  • Vitamin D is a fat-soluble hydrophobic ingredient. To insure a desired release of this active ingredient form the chewing gum, Vitamin D is added in layer 2.
  • Vitamin D is added in layer 1, the release is slower due to an incorporation of Vitamin D in the gum base matrix doing chewing. Again the flavor and texture will insure a good taste and a long lasting freshness.
  • Table 1 shows three standard formulations of compressed two-layer chewing gum. In these formulations it is possible to add active ingredients in layer 1 or layer 2 or in both layers. By placing the active ingredient in different layers it is possible to control the release of the active ingredient from the chewing gum depending on the desired effect. It is also possible to separating actives that normally will react with each other by using three different layers.
  • two layer compressed chewing gum tablets have been prepared, but one-layer tablets or tablets with more than 2 layers can also be made, depending on, for example, desired taste, release and/or texture.
  • Table 2 Compositions of compressed chewing gum. Amounts are given in percent by weight of each composition.
  • a very chalky taste and dusty chew-feel is normally associated with chewing gum including substantial amounts of calcium carbonate.
  • water-soluble indigestible polysaccharide it is possible to reduce this chalky taste and dusty chew- feel and obtain a better mouth-feel, comparable to standard products comprising polyols.
  • Table 2 shows two examples of compressed chewing gum compositions where polyols have been fully substituted by calcium carbonate and water-soluble indigestible polysaccharides.
  • polydextrose By including both polydextrose and PHGG, it is possible to obtain a chewing gum with an excellent texture and taste.
  • the water-soluble indigestible polysaccharides counteract the aforementioned chalky taste and dusty chew-feel effectively.
  • Polydextrose for example, provides volume and crunch to the chewing gum tablet and may be used to regulate release of, for example, flavor, the release being influenced in the direction of more control and less burst.
  • PHGG besides counteracting the dusty mouth-feel from the mineral filler, provides volume and a spongy texture to the chewing gum tablet.
  • the formulations in Table 2 provide a desirable flavor release together with a good taste and an excellent overall texture, in that the formulation achieves a soft and spongy chew and a good juiciness.
  • a compressed chewing gum having two- or more layers.
  • Using two layers provides the possibility to add active ingredient in each layer to control the release also for fat soluble active ingredient as for instance Vitamin D.
  • the fat soluble actives may be added in layer two, to prevent excessive incorporating into the gum base during chewing, and insure a desired release.
  • layer 1 comprises about 80% of the tablet while layer 2 comprises about 20% of the tablet.
  • Layer 1 is the same formulation as used for the one-layer tablet of example 2a. Furthermore a second layer without gum base is added- the second layer still without polyols.
  • This second layer comprises calcium carbonate in combination with polydextrose and PHGG.
  • active ingredients that are fat soluble and therefore preferably are added in layer 2 without gum base to insure a desired release.
  • Table 5 Sensory evaluation on trials were different parameters as water-soluble indigestible polysaccharide and polydextrose is varied. Amounts are given in percent by weight of each composition, leaving 2% for flavor and high intensive sweeteners. In the above table the best sensory evaluation is achieved in trial 4, with a gum base amount of 45%, 5% PHGG and 10% polydextrose. It is evident that high amounts of PHGG alone have a negative effect on both taste and texture.
  • Embodiments of the invention are described in the above examples as one layer tablets and two layer tablets, the two-layer compressed chewing gum tablets having layer 1 containing gum base and layer 2 without gum base.
  • Example 2 The formulations of Examples 2a and 2b of Example 2 above were used to manufacture chewing gum by extrusion of the blend of all pre-mixed materials. This extruded chewing gum is comparable to standard extruded gum and has a soft texture and good flavor release.

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Abstract

Nouvelle gomme à mâcher convenant aux sujets atteints de diabète sucré, qui contient un polysaccharide hydrosoluble non digestible. En particulier, ladite gomme à mâcher se prête bien à l'incorporation d'ingrédients actifs tels que la nicotine.
PCT/DK2014/050384 2013-11-15 2014-11-13 Gomme à mâcher convenant aux diabétiques WO2015070875A1 (fr)

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WO2019179589A1 (fr) * 2018-03-23 2019-09-26 Fertin Pharma A/S Comprimé pharmaceutique solide

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US5204129A (en) * 1989-05-19 1993-04-20 Warner-Lambert Company Method for preparing pulverized polydextrose which is substantially free of acids and compositions containing same
US5612070A (en) * 1992-12-23 1997-03-18 Wm. Wrigley Jr. Co. Chewing gums containing natural carbohydrate gum hydrolyzate
WO1999017618A1 (fr) * 1997-10-07 1999-04-15 Wm. Wrigley Jr. Company Chewing-gum contenant de l'arabinogalactane
WO2009006898A1 (fr) * 2007-07-11 2009-01-15 Fertin Pharma A/S Gomme à mâcher médicamenteuse stable comprenant un complexe d'inclusion de cyclodextrine
WO2009080024A1 (fr) * 2007-12-20 2009-07-02 Fertin Pharma A/S Chewing-gum comprimé comprenant un mimétique de l'incrétine
WO2009080021A1 (fr) * 2007-12-20 2009-07-02 Fertin Pharma A/S Tablette de chewing gum comprimé
WO2010069311A1 (fr) * 2008-12-19 2010-06-24 Fertin Pharma A/S Trousse compartimentée

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Publication number Priority date Publication date Assignee Title
US5204129A (en) * 1989-05-19 1993-04-20 Warner-Lambert Company Method for preparing pulverized polydextrose which is substantially free of acids and compositions containing same
US5612070A (en) * 1992-12-23 1997-03-18 Wm. Wrigley Jr. Co. Chewing gums containing natural carbohydrate gum hydrolyzate
WO1999017618A1 (fr) * 1997-10-07 1999-04-15 Wm. Wrigley Jr. Company Chewing-gum contenant de l'arabinogalactane
WO2009006898A1 (fr) * 2007-07-11 2009-01-15 Fertin Pharma A/S Gomme à mâcher médicamenteuse stable comprenant un complexe d'inclusion de cyclodextrine
WO2009080024A1 (fr) * 2007-12-20 2009-07-02 Fertin Pharma A/S Chewing-gum comprimé comprenant un mimétique de l'incrétine
WO2009080021A1 (fr) * 2007-12-20 2009-07-02 Fertin Pharma A/S Tablette de chewing gum comprimé
WO2010069311A1 (fr) * 2008-12-19 2010-06-24 Fertin Pharma A/S Trousse compartimentée

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Publication number Priority date Publication date Assignee Title
WO2019179589A1 (fr) * 2018-03-23 2019-09-26 Fertin Pharma A/S Comprimé pharmaceutique solide
US10980831B2 (en) 2018-03-23 2021-04-20 Fertin Pharma A/S Solid pharmaceutical tablet
EP3831368A1 (fr) * 2018-03-23 2021-06-09 Fertin Pharma A/S Comprimé pharmaceutique solide
US11723918B2 (en) 2018-03-23 2023-08-15 Fertin Pharma A/S Solid pharmaceutical tablet
US11730757B2 (en) 2018-03-23 2023-08-22 Fertin Pharma A/S Solid pharmaceutical tablet
AU2019239514B2 (en) * 2018-03-23 2024-02-01 Fertin Pharma A/S A solid pharmaceutical tablet

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