Antibacterial mixture

Abstract

There is proposed an antibacterial mixture which comprises, or consists (essentially) of, at least one fragrance agent having an unsaturated six-membered ring structure and at least one physiological coolant.

Description

Technical Field

[0001] The present invention relates to the field of oral care and proposes a new composition for combating dental plaque and dental biofilms.

Background Art

[0002] Currently, the treatment of oral diseases such as dental caries and periodontitis focuses on preventive actions. Therefore, reducing dental plaque / biofilm and the harmful bacteria associated therewith has become a central topic. The main methods are mechanically removing dental plaque and using toothpastes and mouthwashes containing active ingredients known to suppress specific bacteria contained in dental plaque. One well-known antibacterial active ingredient is carvacrol.

[0003] Looking at the biofilm as a whole, the complexity of naturally formed biofilms is a major challenge in developing a suitable test system. Therefore, application solutions with specific antibiofilm properties are little known and rarely used.

[0004] (Related Prior Art) European Patent No. 1830926 (COLGATE) relates to a mixture effective as an antibacterial, anti-plaque, anti-inflammatory, antioxidant, and anti-malodor oral composition. The active ingredients have one or more active compounds from extracts of oregano, such as thymol, carvacrol, and rosmarinic acid. The oral composition can be in the form of a mouth rinse; a dentifrice including a toothpaste, gel, powder; an animal product; a film; or a confectionery (such as a troche, etc.).

[0005] International Publication No. 2006 / 053458 (GIVAUDAN) relates to a cleaning preparation containing a bactericidal preparation that comes into contact with the human body, particularly a liquid soap containing a fragrance component, a hydrotrope, and a surfactant active against Gram-negative bacteria. Such compositions contact the target site, such as the skin surface, for only a short time (usually 30 seconds or less).

[0006] WO 2008 / 068683 (FIRMENICH) relates to a flavor composition for use in oral care products, confectionery products or beverages. This composition contains an antimicrobial key and optionally at least one flavor ingredient currently in use, wherein the antimicrobial key is selected from Fusobacterium nucleatum, Fusobacterium sp., Porphyromonas gingivalis, Prevotella intermedia, Klebsiella pneumoniae, Veillonella alcalescens, Bacteroides melaninogenicus / forsythus, Selenomonas sputagena, Porphyromonas endodontalis, Prevotella melaninogenica and Streptococcus mutans, and contains 3,4-dimethylphenol together with a flavor ingredient having a minimum growth inhibitory concentration of 1000 ppm or less for each of two or more strains.

[0007] WO 2011 / 055708 (LION) relates to an oral liquid composition containing a wetting agent selected from nonionic surfactants, glycerin, propylene glycol, polyethylene glycol and sorbitol, l-menthol, and a flavor substance selected from 3-octanol, 3-octyl acetate, 3-octanone and fenchone.

[0008] DE 102014 221451 A1 (HENKEL) relates to oral care, tooth care and cleaning products, which contain, based on their weight, at least one humectant selected from the group consisting of 1 to 60% by weight of sorbitol, glycerol or a mixture thereof, at least one cooling agent from the group of menthol, menthyl lactate or a mixture thereof in an amount of 0.1 to 5% by weight, and an oily extract from the leaves of Rumex acetosa in an amount of 0.1 to 5% by weight, showing improved cleaning performance and prevention of new dental plaque, and having a long antibacterial effect.

[0009] French Patent Application Publication No. 3105732 (EZAL) relates to a composition comprising thymol or essential oil containing thymol, carvacrol or essential oil containing carvacrol, cineole or essential oil containing cineole, eugenol or essential oil containing eugenol, limonene or essential oil containing limonene, and an aqueous gelling agent. It also relates to the use of this composition as an oral hygiene product, and in particular as a pharmaceutical for the treatment and / or prevention of oral pathologies, and for the prevention and / or reduction of dental plaque formation.

[0010] U.S. Patent No. 5346615 (COLGATE) claims anti-plaque oral compositions such as toothpaste, gel dentifrices, tooth powders, mouth rinses or mouthwashes, tooth hardeners, anti-calculus compositions, gums or lozenges containing triclosan as an anti-plaque component, and its anti-plaque effect is unexpectedly and beneficially increased by the presence of phenolic flavoring agents in the oral composition, such as eucalyptol, thymol, methyl salicylate, menthol, phenol, their halogenated derivatives, and mixtures thereof.

[0011] U.S. Patent No. 5945087 (PFIZER) discloses oral rinse and dentifrice compositions containing phenols selected from the group consisting of menthol, eucalyptol, methyl salicylate, thymol, triclosan, and mixtures thereof; and cyclodextrin. This composition is useful for delaying the development of dental plaque, treating gingivitis, and treating microorganisms present in the oral cavity.

[0012] U.S. Patent Application Publication No. 2009 / 163530 (LEUNG) claims an edible film comprising pullulan and an anti-microbially effective amount of essential oils thymol, methyl salicylate, eucalyptol, and menthol. This edible film is effective in killing bacteria that cause dental plaque, gingivitis, and bad breath.

[0013] U.S. Patent Application Publication No. 2012 / 014884 (COLGATE) discloses novel uses of certain menthol derivative compounds for methods of providing oral and systemic health care effects and methods of upregulating or downregulating periodontal disease metabolites.

[0014] Japanese Unexamined Patent Application Publication No. 2014 - 043441 (SUNSTAR) provides an oral composition containing geraniol and menthol and an inhibitor for suppressing the formation of Candida biofilm.

Prior Art Documents

Patent Documents

[0015]

Patent Document 1

Patent Document 2

Patent Document 3

Patent Document 4

Patent Document 5

Patent Document 6

Patent Document 7

Patent Document 8

Patent Document 9

Patent Document 10

Patent Document 11

Summary of the Invention

Problems to be Solved by the Invention

[0016] Accordingly, an object of the present invention was to provide a novel active or active composition capable of combating biofilms, particularly dental plaque in the oral cavity. This also simultaneously · is highly efficient even at low concentrations against all or at least most types of microorganisms causing such biofilms; · causes little irritation to the mucosa; · exhibits a pleasant and refreshing taste; and · improves antibacterial activity.

Means for Solving the Problems

[0017] A first object of the present invention is (a) at least one flavoring agent, and (b) at least one physiological coolant comprising or (essentially) consisting of an antibacterial mixture, wherein the flavoring agent has an unsaturated six-membered ring structure of the following formulas (I) to (IX):

Chemical formula

[0018] Surprisingly, when the above-mentioned flavoring agents in general, especially carvacrol, are combined with a physiological coolant, a new synergistic effect has been observed in the fight against the microorganisms causing biofilms in the oral cavity. This synergistic effect can improve the antimicrobial effect against the decisive bacterial strains present in human saliva. The new mixture is particularly effective against bacterial strains selected from the group consisting of P. gingivalis, F. nucleatum, P. intermedia and / or S. mutans. The product causes little irritation to the mucosa and provides a fresh and pleasant taste.

[0019] In addition, a synergistic effect was also observed for natural oils in general containing the above-mentioned flavoring agents, especially the synergistic effect between carvacrol and a physiological coolant.

Brief Description of the Drawings

[0020]

Figure 1

Figure 2

Embodiments for Carrying Out the Invention

[0021] <Flavoring Agent> In a preferred embodiment, the unsaturated six-membered ring structure constituting component (a) is selected from the group consisting of carvacrol, thymol, eugenol, eugenyl acetate, dianthramide B, mirthenol, cumen alcohol and mixtures thereof, and essential oils containing at least one of the above structures, such as oregano oil, thyme oil or marjoram oil.

[0022] Carvacrol, or simophenol:

Chemical

[0023] Thymol (2 - isopropyl - 5 - methylphenol, also known as IPMP):

Chem.

[0024] Eugenol:

Chem.

[0025] Eugenyl acetate, also known as acetyl eugenol:

Chem.

[0026] Myrtenol:

Chem.

[0027] <Physiological coolant> The physiological coolant that constitutes component (b) is added for both the purpose of giving a cooling sensation and enhancing the antibacterial activity of the composition. They are preferably selected from the group formed by the species shown in the following table (including optical isomers and racemates). TIFF2025516761000008.tif235166 TIFF2025516761000009.tif254160 TIFF2025516761000010.tif38165

[0028] As a first important representative example constituting component (b), there is monomethyl succinate. This was patented as early as 1963 by Brown & Williamson Tobacco Corp. (U.S. Patent No. 3,111,127), and as a refrigerant, it is the subject of the property rights of U.S. Patent No. 5,725,865 and U.S. Patent No. 5,843,466 (V. Mane Fils). Monomethyl glutarate, which is similar to succinate, is an important representative example of monomethyl esters based on dicarboxylic acids and polycarboxylic acids.

Chem.

[0029] Examples of the applications of these substances can be found, for example, in publications such as WO 2003 / 043431 (Unilever) or EP 1332772 (IFF).

[0030] The next important group of preferred menthol compounds in the sense of the present invention includes carbonates of menthol and polyols (such as glycols, glycerol, or carbohydrates, etc.) (such as menthol ethylene glycol carbonate, menthol propylene glycol carbonate, menthol 2-methyl-1,2-propanediol carbonate, or corresponding sugar derivatives, etc.).

Chem.

[0031] The use of such substances as tobacco coolants is, for example, the subject of a 1968 publication, U.S. Patent No. 3,419,543 (Mold et al.), and their use as physiological coolants is claimed in DE 4226043 (H&R).

[0032] In the context of the present invention, preferred menthol compounds are menthyl glycerol acetal, menthyl glycerol ketal and menthyl lactate, with menthyl lactate being the most preferred.

[0033]

Chemical formula

[0034] The former structure is obtained by the esterification of lactic acid and menthol, and the latter is obtained by the acetylation of menthone and glycerol (see German Patent Application Publication No. 2608226, (H&R)). Compounds in this group also include 3-(l-menthoxy)-1,2-propanediol, which is also known as a coolant 10 (U.S. Patent No. 6328982, TIC), and 3-(l-menthoxy)-2-methyl-1,2-propanediol having a methyl group.

Chemical formula

[0035] For example, 3-(l-menthoxy)-1,2-propanediol is prepared from menthol according to the following scheme (see U.S. Patent No. 4459425, Takasago).

Chemical formula

[0036] An alternative route for reacting menthol with epichlorohydrin in the first step is described in U.S. Patent No. 6407293 and U.S. Patent No. 6515188 (Takasago). The following is an overview of preferred menthol compounds characterized by a CO bond.

Chemical formula

[0037] Among these substances, menthyl glyceryl acetal / ketal and menthyl lactate, as well as menthol ethylene glycol carbonate and menthol propylene glycol carbonate.

[0038] In the 1970s, menthol compounds having a C-C bond at the 3-position were first developed, and some of their typical ones can also be used in the sense of the present invention. These substances are generally referred to as WS type. The basic body is a menthol derivative (WS-1) in which the hydroxyl group is substituted by a carboxyl group. All other WS types are obtained from this structure, and species such as WS-3, WS-4, WS-5, WS-12, WS-14, WS-30, etc. are also preferred in the sense of the present invention. The following two figures show the synthetic routes. [Chemical formula]

[0039] The esters obtained from WS-1 are described, for example, in U.S. Patent No. 4,157,384, and the corresponding N-substituted amides are described in J. Soc. Cosmet. Chem. pp. 185-200 (1978).

[0040] Preferred physiological coolants include menthyl lactate, menthyl propylene glycol carbonate, menthyl glyceryl acetal / ketal, and 3-(-)-menthoxy)propane-1,2-diol.

[0041] In another preferred embodiment, components (a) and (b) can be present in a weight ratio of about 1:99 to about 99:1, preferably 10:90 to about 90:10, preferably about 20:80 to about 80:20, more preferably about 40:60 to about 60:40.

[0042] <Solvent> In another preferred embodiment, the mixture of the present invention can contain a solvent such as, for example, water, ethanol, 1,2 - propylene glycol, 1,3 - propylene glycol, triacetin, vegetable oil, triglyceride or glycerol and triethyl citrate, or a mixture thereof. When the solvent is present, the amount thereof is usually in the range of about 5 to about 95% by weight, preferably about 10 to about 75% by weight, more preferably about 25 to about 50% by weight.

[0043] When the aromatic solvent is present, the amount thereof is usually in the range of about 5 to about 95% by weight, preferably about 10 to 90% by weight, more preferably 20 to 80% by weight.

[0044] <Aromatic compound> In another preferred embodiment, the mixture of the present invention can contain, for example, aromatic compounds selected from the following: anethole, acetanisole, acetaldehyde, acetylmethyl carbinol, 2-acetylpyrazine, 2-acetylpyridine, 2-acetylthiazoline, 2-acetylthiazole, allyl caproate, alpha-amyl cinnamic aldehyde, para-anisaldehyde, anisyl alcohol, dimethylisopropyl dithiazine, benzaldehyde, benzyl acetate, l-borneol, butyric acid, butyl acetate, 3-butylidene phthalide, capric acid, l-carvone, d-carvone, carvomenthol, cis-carvyl acetate, caryophyllene, 1,8-cineole, 1,4-cineole, cinnamyl acetate, citral, citronellal, citronellol, citronellyl acetate, cumin aldehyde, cyclopentadecanolide, alpha-damascone, beta-damascone, alpha-damasconone, beta-damasconone, delta-decalactone, gamma-decalactone, dehydromenthofuranolactone, dihydromenthofuranolactone, 2,3-diethylpyrazine, dihydroanethole, dihydrocarvone, dihydrocoumarin, beta-dihydroionone, dimethyl anthranilate, dimethyl sulfide, dimethylpyrazine, sotolon, diphenyl oxide, dibaniline, 2,4-Decenal, delta-Dodecalactone, gamma-Dodecalactone, Acetic acid, Ethyl acetate, Ethyl butyrate, 2-Ethylmethyl butyrate, Ethyl caproate, Ethyl caprylate, Ethyl cinnamate, Ethyl isobutyrate, Ethyl vanillin, Ethyl lactate, Ethyl maltol, Ethyl methylthiopropionate, 4-Ethylphenol, Ethyl isovalerianate, Eugenol, Fenchol, Furanol, Filbertone, Furaneol, Furaneol methyl ether, Furfuryl mercaptan, Undecatriene, Geraniol, Geranyl acetate, Geranyl isobutyrate, Guaiacol, Heliotropin, 2-Heptanone, 4-Z-Heptenal, gamma-Hexalactone, gamma-Heptalactone, 3-Z-Hexenol, 2-E-Hexenol, Hexanol, Hexyl acetate, 3-Z-Hexenyl acetate, 2-E-Hexenyl acetate, alpha-Hexyl cinnamic aldehyde, 3-Z-Hexenyl caproate, Photrienol, Indole, alpha-Irone, alpha-Ionone, beta-Ionone, Isoamyl acetate, Isoamyl butyrate, Isoamyl isovalerianate, Isobutyl acetate, Isobutyl thiazole, Isobutyl aldehyde, Isovaleraldehyde, Isoeugenol, Isomentone, Isopropyl methoxypyrazine, Isobutyl methoxypyrazine, 2,4-Isopropylmethyl pyrazine, Isopregol, Jasmin lactone, cis-Jasmone, Camphor, Ketoisophorone, Cresol, d-Limonene, l-Linalool, d-Linalool, Linalyl acetate, Linalool oxide, Maltol, Methylcyclopentenolone, L-Menthone, D-Menthone, L-Menthol, D-Menthol, Neomenthol, L-Menthyl acetate, D-Menthyl acetate, Massoia lactone, Melonal, 1,8-Menthenethiol, 1,8-Epithio-menthane, 8,3-Thiomenthanoone, Menthofurane lactone, Menthadienyl acetate, 2,3-Methoxymethyl pyrazine, Methyl anthranilate, Methyl salicylate, Thymol, Methyl butyrate, 2-Methylbutyl acetate, Methyl cinnamate, 2,3-Methylfuranthiol, 2,3-Methyltetrahydrofurfurylthiol, methyl jasmonate, methyl dihydrojasmonate, methyl thiobutyrate, 1,3-methylthiohexyl acetate, 1,3-methylthiohexanol, methional, myrtenal, naringin, neral, nerol, neryl acetate, gamma-nonalactone, delta-nonalactone, 2-E-nonenal, 6-Z-nonenal, 6-Z-nonenol, nootkatone, dihydronootkatone, 1,3-octenol, gamma-octalactone, delta-octalactone, perillitine, 1,3-pentenone, pentyl acetate, phenylacetaldehyde, phenylethyl alcohol, phenylethyl acetate, piperitanat, prenylthiol, prenylthioacetate, rose oxide, rubenamine, rubesename, sabinene hydrate, skatole, styrilyl acetate, terpineol, 4-terpineol, 1,3-thiohexanol, 1,3-thiohexyl acetate, 2,4,4-thiopentanone, trimethylpyrazine, delta-undecalactone, gamma-undecalactone, 2,4-decadienal, 2,4-nonadienal, 2,6-nonadienal, 2,4-undecadienal, vanillin, vinyl guaiacol, whiskey lactone, cinnamic aldehyde, cinnamic alcohol, diallyl disulfide, allyl isothiocyanate, hexanal, E-2-hexenal, octanal, decanal, tridecatrienal, 12-methyltridecanal, alpha-pinene, beta-pinene, piperitone, and mixtures thereof.,

[0045] (Oral composition) Another object of the present invention is preferably a non-therapeutic oral and / or oral care composition, preferably about 0.001 to about 1.5% by weight, more preferably about 0.01 to about 0.8% by weight, most preferably about 0.02 to about 0.3% by weight, calculated based on the composition, and relates to a composition containing an antibacterial mixture in an amount of.,

[0046] Typical examples of suitable oral compositions include toothpastes, mouthwashes, (dental) chewing gums, (hard-boiled) candies, and compressed tablets. The manufacture and composition of said oral compositions are described as follows.

[0047] <Toothpastes and mouthwashes> Paste preparations of chewing toothpowders or toothpastes are generally understood to be pasty preparations of water, thickeners, humectants, abrasives or brighteners, surfactants, sweeteners, flavors, deodorants, and agents effective against oral and dental diseases. In the chewing toothpowder of the present invention, any of the usual brighteners such as chalk, dicalcium phosphate, sodium metaphosphate insoluble, aluminum silicate, calcium pyrophosphate, fine particle synthetic resin, silica, aluminum oxide, and aluminum oxide trihydrate can be used. Preferred brighteners particularly suitable for the chewing toothpowder of the present invention are fine particle xerogel silica, hydrogel silica, precipitated silica, aluminum oxide trihydrate, and fine particle alpha-alumina, or mixtures of these brighteners. Such brighteners are preferably used in an amount of about 15 to 40% by weight of the chewing toothpowder. Preferred humectants used in the chewing toothpowder of the present invention include low molecular weight polyethylene glycol, glycerol, sorbitol, or mixtures thereof in an amount of up to about 50% of the weight of the chewing toothpowder. Particularly preferred among the known thickeners used in the chewing toothpowder of the present invention are thickening fine particle gel silica and nonionic hydrocolloids such as hydroxyethyl cellulose, hydroxypropyl guar, hydroxyethyl starch, polyvinyl pyrrolidone, high molecular weight polyethylene glycol, and vegetable gums such as tragacanth, agaragar, carrageen moss, gum arabic, and xanthan gum. Desirable flavors and scents for the preparations of the present invention can be obtained by adding component (a) and / or (b), and optionally (c). Also, it is advantageous to add an anti-caries inhibitor to the oral preparation in the form of, for example, an alkali fluoride, an alkali monofluorophosphate, or an alkali salt of an organic phosphonic acid. Furthermore, the oral preparation of the present invention can contain other standard auxiliaries such as dyes, preservatives, and opacifiers such as titanium dioxide. For mouthwashes, the oral composition of the present invention can be easily combined with an aqueous alcohol solution containing different amounts of ether oils, emulsifiers, medicinal extracts having astringent and tightening effects, anti-caries additive agents, and flavor correctors.

[0048] <Chewing Gum> Chewing gum typically consists of a water-insoluble base component, a water-soluble component, and additives that impart, for example, a specific flavor.

[0049] The water-insoluble base, also known as the "gum base," usually contains natural or synthetic elastomers, resins, fats and oils, plasticizers, fillers, softeners, dyes, and optionally waxes. This base typically constitutes 5 to 95% by weight, preferably 10 to 50% by weight, more specifically 20 to 35% by weight of the entire composition. In a typical embodiment of the present invention, the base consists of 20 to 60% by weight of a synthetic elastomer, 0 to 30% by weight of a natural elastomer, 5 to 55% by weight of a plasticizer, 4 to 35% by weight of a filler, 5 to 35% by weight of a softener, and small amounts of additives such as dyes, antioxidants, etc. However, it dissolves in water only to a very small extent.

[0050] Suitable synthetic elastomers include, for example, polyisobutylene having an average molecular weight (measured by GPC) of 10,000 to 100,000, preferably 50,000 to 80,000, isobutylene / isoprene copolymer (“butyl elastomer”), styrene / butadiene copolymer (styrene:butadiene ratio, for example 1:3 to 3:1), polyvinyl acetate having an average molecular weight (measured by GPC) of 2,000 to 90,000, preferably 10,000 to 65,000, polyisoprene, polyethylene, vinyl acetate / vinyl laurate copolymer, and mixtures thereof. Examples of suitable natural elastomers include, for example, gums such as smoked or liquid latex or guayule, and natural gums such as jelutong, lechi caspi, perillo, sorva, massaranduba balata, massaranduba chocolate, nispero, rosindinba, chicle, gutta hang kang, and mixtures thereof. The selection of synthetic and natural elastomers and their mixing ratios essentially depend on whether chewing gum (bubble gum) can generate bubbles. It is desirable to use an elastomer mixture containing jelutong, chicle, sorva, and massaranduba.

[0051] In most cases, it has been found that elastomers are too hard or lack plasticity for satisfactory processing, so it is advantageous to use special plasticizers, which, of course, must meet all requirements regarding especially their acceptability as food additives. In this regard, suitable plasticizers are, inter alia, esters of resin acids, for example esters of lower aliphatic alcohols or polyols and completely or partially hydrogenated monomeric or oligomeric resin acids. In particular, methyl, glycerol or pentaerythritol esters or mixtures thereof are used for this purpose. Alternatively, terpene resins obtainable from alpha-pinene, beta-pinene, delta-limonene or mixtures thereof can also be used.

[0052] Suitable fillers or texturizers are magnesium carbonate or calcium carbonate, pumice powder, silicates, especially magnesium silicate or aluminum silicate, clays, aluminum oxide, talc, titanium dioxide, monocalcium phosphate, dicalcium phosphate and tricalcium phosphate, cellulose polymers.

[0053] Suitable softeners or emulsifiers are animal fats, hydrogenated animal fats, hydrogenated or partially hydrogenated vegetable oils, cocoa butter, partial glycerides, lecithin, triacetin, and saturated or unsaturated fatty acids containing 6 to 22, preferably 12 to 18 carbon atoms, and mixtures thereof.

[0054] Suitable dyes and bleaching agents are, for example, FD&C type plant and fruit extracts permitted as food colorants, titanium dioxide. The gum base may also contain wax or may not contain wax.

[0055] Chewing gum formulations, in addition to a water-insoluble gum base, usually contain water-soluble components, such as softeners, sweeteners, fillers, flavors, flavor enhancers, emulsifiers, dyes, acidulants, antioxidants, etc., provided that the components have at least sufficient water solubility. Thus, individual components can belong to both the water-insoluble and water-soluble phases depending on the water solubility of the specific representative component. However, combinations of, for example, water-soluble and water-insoluble emulsifiers can also be used, in which case the individual representative components are present in different phases. The water-insoluble components usually constitute 5 to 95% by weight, preferably 20 to 80% by weight, of the formulation.

[0056] Water-soluble softeners or plasticizers are added to the chewing gum composition to improve chewability and chewing feel and are usually present in the mixture in an amount of 0.5 to 15% by weight. Typical examples are glycerol, lecithin, aqueous solutions of sorbitol, hydrolyzed hydrogenated starch, or corn syrup.

[0057] Fillers are particularly suitable for the production of low-calorie chewing gum and can be selected, for example, from polydextrose, raffinose, raffilin, fructooligosaccharides (NutraFlora), palatinose oligosaccharides, hydrolyzed guar gum (Sun Fiber), and dextrin.

[0058] Chewing gum can further contain, for example, aids and additives suitable for dental care, more specifically for the suppression of dental plaque and gingivitis, such as chlorhexidine, CPC, triclosan, etc., which are permitted in food and can be included as long as they do not cause undesirable interactions. Furthermore, they can also contain pH adjusters (such as buffers or urea), anti-caries agents (phosphates or fluorides), and agents of biological origin (antibodies, enzymes, caffeine, plant extracts).

[0059] <Candy> According to the present invention, a preferred candy is a so-called hard-boiled candy. Its base is usually prepared from a mixture of sugar and other carbohydrates kept in an amorphous or glassy state. This form can generally be regarded as a solid syrup of sugar containing up to about 4.5% by weight of moisture based on the weight of the candy base, with about 0.5 to about 2.5% by weight being preferred and about 1.0 to about 1.5% by weight being most preferred. Such materials usually contain up to 65% by weight of corn syrup, up to 80% by weight of sugar, and 0.1 to 5.0% by weight of water. Generally, the ratio of sugar (or other sweeteners suitable for the candy formulation) to corn syrup is in the range of about 70:25 to about 45:55, with about 60:40 being preferred. The syrup component is generally prepared from corn syrup rich in fructose, but can also contain other materials. Additionally, components such as flavors, sweeteners, acidulants, colorants, etc. can be added.

[0060] The hard-boiled candy base can also be prepared from non-fermentable sugars such as sorbitol, mannitol, xylitol, maltitol, hydrogenated starch hydrolysates, hydrogenated corn syrup, and mixtures thereof. The candy base can contain up to about 95% of sorbitol, a mixture of sorbitol and mannitol in a ratio of about 9.5:0.5 to about 7.5:2.5, and up to about 55% of hydrogenated corn syrup of the syrup component.

[0061] <Compressed tablets> According to the present invention, the oral composition can correspond to compressed tablets containing a liquid flavor in an amount of usually about 0.1 to about 0.6% by weight, preferably about 0.5% by weight.

[0062] <Additives> The oral composition of the present invention can contain additional additives such as aromatic compounds, sweeteners, vitamins, etc. in an amount of about 0.1 to about 10% by weight. These additives may also constitute the components of the respective pharmaceuticals.

[0063] <Flavor compounds> The aromatic compounds are selected from the following: anethole, acetanisole, acetaldehyde, acetylmethyl carbinol, 2-acetylpyrazine, 2-acetylpyridine, 2-acetylthiazoline, 2-acetylthiazole, allyl caproate, alpha-amylcinnamic aldehyde, para-anisaldehyde, anisyl alcohol, dimethylisopropyldithiazine, benzaldehyde, benzyl acetate, l-borneol, butyric acid, butyl acetate, 3-butylidenephthalide, capric acid, l-carvone, d-carvone, carvomenthol, cis-carvyl acetate, caryophyllene, 1,8-cineole, 1,4-cineole, cinnamyl acetate, citral, citronellal, citronellol, citronellyl acetate, cumin aldehyde, cyclopentadecanolide, alpha-damascone, beta-damascone, alpha-damasconone, beta-damasconone, delta-decalactone, gamma-decalactone, dehydromenthofuranolide, dihydromenthofuranolide, 2,3-diethylpyrazine, dihydroanethole, dihydrocarvone, dihydrocoumarin, beta-dihydroionone, dimethyl anthranilate, dimethyl sulfide, dimethylpyrazine, sotolon, diphenyl oxide, dibaniline, 2,4-Decenal, delta-Dodecalactone, gamma-Dodecalactone, Acetic acid, Ethyl acetate, Ethyl butyrate, 2-Ethylmethyl butyrate, Ethyl caproate, Ethyl caprylate, Ethyl cinnamate, Ethyl isobutyrate, Ethyl vanillin, Ethyl lactate, Ethyl maltol, Ethyl methylthiopropionate, 4-Ethylphenol, Ethyl isovalerianate, Eugenol, Fenchol, Farnesol, Filbertone, Furaneol, Furaneol methyl ether, Furfuryl mercaptan, Undecatriene, Geraniol, Geranyl acetate, Geranyl isobutyrate, Guaiacol, Heliotropin, 2-Heptanone, 4-Z-Heptenal, gamma-Hexalactone, gamma-Heptalactone, 3-Z-Hexenol, 2-E-Hexenol, Hexanol, Hexyl acetate, 3-Z-Hexenyl acetate, 2-E-Hexenyl acetate, alpha-Hexylcinnamic aldehyde, 3-Z-Hexenyl caproate, Photrienol, Indole, alpha-Irone, alpha-Ionone, beta-Ionone, Isoamyl acetate, Isoamyl butyrate, Isoamyl isovalerianate, Isobutyl acetate, Isobutyl thiazole, Isobutyl aldehyde, Isovaleraldehyde, Isoeugenol, Isomentone, Isopropyl methoxypyrazine, Isobutyl methoxypyrazine, 2,4-Isopropylmethyl pyrazine, Isopulegol, Jasmin lactone, cis-Jasmone, Camphor, Ketoisophorone, Cresol, d-Limonene, l-Linalool, d-Linalool, Linalyl acetate, Linalool oxide, Maltol, Methylcyclopentenolone, L-Menthone, D-Menthone, L-Menthol, D-Menthol, Neomenthol, L-Menthyl acetate, D-Menthyl acetate, Massoia lactone, Melonal, 1,8-Menthenethiol, 1,8-Epithio-menthane, 8,3-Thiomenthanone, Menthofurane lactone, Menthadienyl acetate, 2,3-Methoxymethyl pyrazine, Methyl anthranilate, Methyl salicylate, Thymol, Methyl butyrate, 2-Methylbutyl acetate, Methyl cinnamate, 2,3-Methylfuranthiol, 2,3-Methyltetrahydrofurfurylthiol, methyl jasmonate, methyl dihydrojasmonate, methyl thiobutyrate, 1,3-methylthiohexyl acetate, 1,3-methylthiohexanol, methional, myrtenal, naringin, neral, nerol, neryl acetate, gamma-nonalactone, delta-nonalactone, 2-E-nonenal, 6-Z-nonenal, 6-Z-nonenol, nootkatone, dihydronootkatone, 1,3-octenol, gamma-octalactone, delta-octalactone, perillitine, 1,3-pentenone, pentyl acetate, phenylacetaldehyde, phenylethyl alcohol, phenylethyl acetate, piperitanat, prenylthiol, prenylthioacetate, rose oxide, rubenamine, rubesename, sabinene hydrate, skatole, styrallyl acetate, terpineol, 4-terpineol, 1,3-thiohexanol, 1,3-thiohexyl acetate, 2,4,4-thiopentanone, trimethylpyrazine, delta-undecalactone, gamma-undecalactone, 2,4-decadienal, 2,4-nonadienal, 2,6-nonadienal, 2,4-undecadienal, vanillin, vinyl guaiacol, whiskey lactone, cinnamic aldehyde, cinnamic alcohol, diallyl disulfide, allyl isothiocyanate, hexanal, E-2-hexenal, octanal, decanal, tridecatrienal, 12-methyltridecanal, alpha-pinene, beta-pinene, piperitone, and mixtures thereof.,

[0064] <Sweetener> Suitable sweetening substances include natural sources of these substances (component e5), such as sweet carbohydrates or sugars (e.g., sucrose (synonymous with saccharose), trehalose, lactose, maltose, melibiose, raffinose, palatinose, lactulose, D-fructose, D-glucose, D-galactose, L-rhamnose, D-sorbose, D-mannose, D-tagatose, D-arabinose, L-arabinose, D-ribose, D-glyceraldehyde, maltodextrin) or plant preparations mainly containing these carbohydrates (e.g., from sugar beet (Beta vulgaris ssp., sugar fraction, sugar syrup, molasses), from sugar cane (Saccharum officinarum ssp., e.g., molasses, sugar ship), from maple (Acer ssp.), from agave (concentrated agave juice), synthetic / enzymatic hydrolyzates of starch or sucrose (e.g., invert sugar syrup, high-concentrate fructose syrup made from corn starch), fruit concentrates (e.g., from apples or pears, apple syrup, pear syrup), sugar alcohols (e.g., erythritol, threitol, arabitol, ribitol, xylitol, sorbitol, mannitol, dulcitol, lactitol), proteins (e.g., miraculin, monellin, somatine, curculin, brazzein), sweeteners (magap, sodium cyclamate, acesulfame K, neohesperidin dihydrochalcone, sodium saccharin salt, aspartame (registered trademark), super aspartame, neotame, alitame, sucralose, stevioside, rebaudioside, lugduname, caleleram, scrononate, scrooctate, monatin, phyllodulcin), certain sweet amino acids (glycine, D-leucine, D-threonine, D-asparagine, D-phenylalanine, D-tryptophan, L-proline), other sweet low-molecular substances (e.g., hernandulcin, dihydrochalcone glycoside, glycyrrhizin, ammonium glycyrrhetate or other glycyrrhetate derivatives), licorice extract (Glycyrrhizza glabra ssp.), Lippia dulcis extract, Momordica ssp.Extracts or individual substances (in particular, Momordica grosvenori [Luo Han Guo] and mogrosides obtained therefrom), Hydrangea dulcis or stevia ssp. (e.g., Stevia rebaudiana) extracts or individual substances may be mentioned.

[0065] <Vitamin> In another embodiment of the present invention, the composition can contain vitamins. Vitamins have various biochemical functions. Some function like hormones as regulators of mineral metabolism (e.g., vitamin D), or as regulators of cell and tissue growth and differentiation (some forms of vitamin A), and some function as antioxidants (e.g., vitamin E, sometimes vitamin C). Most vitamins (e.g., the vitamin B complex) act as precursors of enzyme coenzymes that assist the action of enzymes as catalysts of metabolism. In this role, vitamins can bind tightly to enzymes as part of a prosthetic molecular group. For example, biotin is part of an enzyme involved in the production of fatty acids. Vitamins may not bind as strongly to enzyme catalysts when they act as coenzymes, which are separable molecules that perform the function of carrying chemical groups or electrons between molecules. For example, folic acid carries various forms of carbon groups, methyl, formyl, methylene, within cells. These roles that assist enzyme-substrate reactions are the best-known functions of vitamins, but other vitamin functions are equally important. In the present invention, suitable vitamins are selected from the following groups. · Vitamin A (retinol, retinal, beta-carotene) · Vitamin B 1 (thiamine) · Vitamin B 2 (riboflavin) · Vitamin B 3 (niacin, niacinamide) · Vitamin B 5 (pantothenic acid) · Vitamin B 6 (pyridoxine, pyridoxamine, pyridoxal) · Vitamin B 7 (biotin) · Vitamin B9 (Folic acid, folinic acid) · Vitamin B 12 (Cyanocobalamin, hydroxycobalamin, methylcobalamin) · Vitamin C (ascorbic acid) · Vitamin D (cholecalciferol) · Vitamin E (tocopherol, tocotrienol), and · Vitamin K (phylloquinone, menaquinone).

[0066] Preferred vitamins are ascorbic acid and tocopherol. The vitamins may be present in the food composition in an amount of about 0.1 to about 5% by weight, preferably about 0.5 to about 1% by weight.

[0067] (Industrial applications) Another object of the present invention relates to a method of combating microorganisms that cause oral biofilms and / or dental plaque, the method comprising or consisting of the following steps: (a) supplying the mixture described above; (b) incorporating the mixture into an oral composition; and (c) contacting the oral composition with the human oral cavity.

[0068] The present invention also encompasses the use of the above-described mixture for oral care applications, i.e., for combating microorganisms that cause oral biofilms and / or dental plaque. In the context of the present invention, oral care applications refer to products such as toothpaste, mouthwash, (dental) chewing gum, and candy.

[0069] In a preferred embodiment, the mixture comprises or consists of carvone and menthyl lactate, menthyl propylene glycol carbonate, 3-(-) menthoxypropane-1,2-diol, or a mixture thereof as flavoring agents.

[0070] To maintain order, it is emphasized that all of the above preferred embodiments, ranges, combinations, etc. also apply to the claimed methods and uses. Therefore, repetition is unnecessary.

Examples

[0071] Examples 1 - 23 (Tables 1 - 3) <Measurement of minimum inhibitory concentration (MIC) data in vitro> MIC data was evaluated based on the DIN 58940 - 8 microdilution method. For the experiments, three relevant bacteria present in oral biofilms were selected: Streptcoccus mutants (DSM 20523, ATCC 25175), Porphyromonas gingivalis (DSM 20709, ATCC33277), and Prevotella intermedia (DSM 20706, ATCC25611).

[0072] All test organisms were cultured in an appropriate complex medium under anaerobic and / or microaerophilic conditions. Each test substance was applied as a technical replicate on a 96 - well microtiter plate with a total volume of 300 μL per well. The inoculum was transferred directly from the glycerol stock solution or from a freshly prepared preculture. Thus, a 15 mL reagent tube was filled with a specific complex growth medium and inoculated with a single - strain skim milk stock. OD 620 > 0.1 - 1.0 was cultured at 37 °C for up to 48 hours until the suspension was verified by microscopy. In each case, the bacteria were transferred to fresh complex medium on a 96 - well plate and diluted.

[0073] The test substances were pure substances or mixtures. The mixtures contained the cooling compounds and fragrance components described in the claims. Additionally, these active ingredients can also be incorporated into an aromatic composition. Therefore, natural - identical (synthetic) base components (base A / B identical to natural) and / or natural base formulations (base A / B natural) can be added.

[0074] The mixture contained carvacrol (a synthetic substance) or natural oregano oil with a carvacrol content in the range of 50 - 80% of the normal amount.

[0075] The test substance was dissolved 100 - fold in dimethyl sulfoxide (DMSO) and directly diluted on a 96 - well plate. As a negative control, farnesol and / or triclosan were applied at appropriate concentrations of 1 - 100 ppm. As a growth control, an untreated medium control was applied. The test plates were incubated at 37 °C for 16 - 24 hours. At the end of the experiment, growth was measured with a spectrophotometer by detecting the OD 620 value. The average value of the triplicates was calculated and normalized with the blank value (growth medium with or without the test substance). The growth of the treated wells was evaluated against the growth control. The minimum concentration (ppm) that completely inhibits was defined as the minimum inhibitory concentration (MIC).

[0076] The synergistic effect was calculated by the following formula. The formula can be changed according to the number of components per mixture. MIC represents the minimum growth inhibitory concentration expressed in parts per million (ppm). Formula 1

[0077] TIFF2025516761000018.tif1997MIC mix = MIC value of the mixture [ppm] PA = percentage of component A [%] MIC A = MIC value of component A PB = percentage of component B [%] MIC B = MIC value of component B [ppm] If the value obtained is less than 1, a synergistic effect is obtained.

[0078] <Ex vivo biofilm model> The experiment was developed according to the methods described in International Publication No. WO 2018 / 033211 and Kistler et al. (2015).

[0079] Up to 50 subjects were recruited for saliva provision. The participants were medically healthy and aged between 18 and 65 years. Subjects who had taken antibiotics, eaten antibacterial foods such as garlic, and / or had systemic diseases that could affect the immune or inflammatory status within the previous 24 hours were excluded from the study. Fresh morning saliva from all donors was selected and pooled. All volunteers were asked to refrain from drinking alcohol, eating, and brushing their teeth before voiding into sterile universal tubes for provision.

[0080] The Calgary Biofilm Device (CBD) was originally developed for medical use. It is commercially available as an MBEC (Minimum Biofilm Eradication Concentration) biofilm inoculator and is suitable as a basis for biofilm research (Kistler et al., 2015; Ceri et al., 1999). The 96 pegs on the lid of the device are coated with hydroxyapatite, mimicking teeth. A second 96-well plate was attached so that the pegs were in contact with saliva. The CBD was cultured for 18 hours under anaerobic conditions at 37°C. Subsequently, the lid was transferred to a new base plate containing oral care medium (Brain Heart Infusion Broth (Merck)) supplemented with porcine gastric mucin (1 g / L), hemin (10 mg / L), and menadione (0.5 mg / L). The growth medium was changed daily.

[0081] Stock solutions of all test substances were prepared in dimethyl sulfoxide (DMSO). For the working concentration, the stock solution was diluted with NaCl solution or other solvents. If necessary, it could also be treated with an ultrasonic bath or a heater. A pure NaCl solution was used as a positive control for biofilm growth. Treatment at 37°C and 300 rpm for 2 minutes was performed 4 times within 2 days. After treatment, the pegs were washed with pure NaCl solution under the same conditions and then transferred back to the growth medium. Six replicates were applied for each test substance and concentration on each plate. Finally, the pegs were washed again, and the microbial activity was photometrically quantified by the hydrolysis of fluorescein diacetate (FDA). Since FDA is converted to fluorescein by protease, lipase, and esterase activities in the biofilm, the quantification of fluorescein indicates the activity of the biofilm.

[0082] Tables 1 - 3 show the minimum inhibitory concentration (MIC) results of various mixtures of carvacrol or oregano oil and physiological coolants, as well as the related synergy effect indicators. Figure 1 shows the results of the relative biofilm activity after treatment with each of several single components.

[0083] (References) Kistler, James O.; Pesaro, Manuel; Wade, William G. (2015): Development and pyrosequencing analysis of an in - vitro oral biofilm model. BMC microbiology 15, p. 24. Ceri, H.; Olson, M. E.; Stremick, C.; Read, R. R.; Morck, D.; Buret, A. (1999): The Calgary Biofilm Device: new technology for rapid determination of antibiotic susceptibilities of bacterial biofilms. Journal of clinical microbiology 37 (6), p. 1771 - 1776.

[0084] [Table 1]

[0085] TIFF2025516761000020.tif135169

[0086] [Table 2]

[0087] [Table 3]

[0088] Figure 1 shows an effective reduction of oral biofilm. This figure shows the results of relative biofilm activity after treatment with various flavoring agents. 100% represents the activity of the untreated control biofilm.

[0089] Figure 1 shows a concentration-dependent reduction of oral biofilm after treatment with carvacrol and oregano oil respectively. The figure shows the relative biofilm activity remaining after treatment compared to the control. Formulation Examples

[0090] The following Tables 4 to 17 provide various examples regarding oral compositions.

[0091] [Table 4]

[0092] [Table 5]

[0093] [Table 6]

[0094] [Table 7]

[0095] [Table 8]

[0096] [Table 9]

[0097] [Table 10]

[0098]

Table 11

[0099]

Table 12

[0100]

Table 13

[0101]

Table 14

[0102]

Table 15

[0103]

Table 16

[0104]

Table 17

Claims

1. (a) at least one flavoring agent, and (b) at least one physiological coolant An antimicrobial mixture comprising or consisting essentially of them, wherein the flavoring agent has an unsaturated six-membered ring structure of the following formulas (I) to (IX): 【Chemical 1】 【Chem.】 [wherein R, R1, R2 and R3 are, independently of one another, hydrogen, C １ -C ３ alkyl, or C ３ alkenyl, C １ -C ３ alkoxy, or acetate, and n represents 0 or 1] A mixture selected from the group consisting of

2. The mixture according to claim 1, wherein the unsaturated six-membered ring structure is selected from the group consisting of carvacrol, thymol, eugenyl acetate, dianthramide B, eugenol, myrtenol, cumenol and mixtures thereof, and essential oils containing at least one of said structures.

3. The mixture according to claim 1, wherein the physiological coolant is selected from the group consisting of the following.

4. The mixture according to claim 1, wherein the flavoring agent (a) is carvacrol and the physiological coolant (b) is menthyl lactate, menthyl propylene glycol carbonate, 3-(-) menthoxypropane-1,2-diol or a mixture thereof.

5. Further comprising at least one aromatic compound, preferably, the aromatic compound being anethole, acetanisole, acetaldehyde, acetylmethyl carbinol, 2-acetylpyrazine, 2-acetylpyridine, 2-acetylthiazoline, 2-acetylthiazole, allyl caproate, alpha-amylcinnamic aldehyde, para-anisaldehyde, anisyl alcohol, dimethylisopropyldithiazine, benzaldehyde, benzyl acetate, l-borneol, butyric acid, butyl acetate, 3-butylidenephthalide, capric acid, l-carvone, d-carvone, carvomenthol, cis-carvyl acetate, caryophyllene, 1,8-cineole, 1,4-cineole, cinnamyl acetate, citral, citronellal, citronellol, citronellyl acetate, cumin aldehyde, cyclopentadecanolide, alpha-damascone, beta-damascone, alpha-damasconone, beta-damasconone, delta-decalactone, gamma-decalactone, dehydromenthofuranolide, dihydromenthofuranolide, 2,3-diethylpyrazine, dihydroanethole, dihydrocarvone, dihydrocoumarin, beta-dihydroionone, dimethyl anthranilate, dimethyl sulfide, dimethylpyrazine, sotolon, diphenyl oxide, dibaniline, 2,4-Decenal, delta-Dodecalactone, gamma-Dodecalactone, Acetic acid, Ethyl acetate, Ethyl butyrate, 2-Ethylmethyl butyrate, Ethyl caproate, Ethyl caprylate, Ethyl cinnamate, Ethyl isobutyrate, Ethyl vanillin, Ethyl lactate, Ethyl maltol, Ethyl methylthiopropionate, 4-Ethylphenol, Ethyl isovalerianate, Eugenol, Fenchol, Farnesol, Filbertone, Furaneol, Furaneol methyl ether, Furfuryl mercaptan, Undecatriene, Geraniol, Geranyl acetate, Geranyl isobutyrate, Guaiacol, Heliotropin, 2-Heptanone, 4-Z-Heptenal, gamma-Hexalactone, gamma-Heptalactone, 3-Z-Hexenol, 2-E-Hexenol, Hexanol, Hexyl acetate, 3-Z-Hexenyl acetate, 2-E-Hexenyl acetate, alpha-Hexylcinnamic aldehyde, 3-Z-Hexenyl caproate, Photrienol, Indole, alpha-Irone, alpha-Ionone, beta-Ionone, Isoamyl acetate, Isoamyl butyrate, Isoamyl isovalerianate, Isobutyl acetate, Isobutyl thiazole, Isobutyl aldehyde, Isovaleraldehyde, Isoeugenol, Isomentone, Isopropyl methoxypyrazine, Isobutyl methoxypyrazine, 2,4-Isopropylmethyl pyrazine, Isopregol, Jasmin lactone, Cis-jasmone, Camphor, Ketoisophorone, Cresol, d-Limonene, l-Linalool, d-Linalool, Linalyl acetate, Linalool oxide, Maltol, Methylcyclopentenolone, L-Menthone, D-Menthone, L-Menthol, D-Menthol, Neomenthol, L-Menthyl acetate, D-Menthyl acetate, Massoia lactone, Melonal, 1,8-Menthenethiol, 1,8-Epithio-menthane, 8,3-Thiomenthanone, Menthofurane lactone, Menthadienyl acetate, 2,3-Methoxymethyl pyrazine, Methyl anthranilate, Methyl salicylate, Thymol, Methyl butyrate, 2-Methylbutyl acetate, Methyl cinnamate, 2,3-Methylfuranthiol, 2,3-Methyltetrahydrofurfurylthiol, methyl jasmonate, methyl dihydrojasmonate, methyl thiobutyrate, 1,3-methylthiohexyl acetate, 1,3-methylthiohexanol, methional, myrtenal, naringin, neral, nerol, neryl acetate, gamma-nonalactone, delta-nonalactone, 2-E-nonenal, 6-Z-nonenal, 6-Z-nonenol, nootkatone, dihydronootkatone, 1,3-octenol, gamma-octalactone, delta-octalactone, perillitine, 1,3-pentenone, pentyl acetate, phenylacetaldehyde, phenylethyl alcohol, phenylethyl acetate, piperitanat, prenylthiol, prenylthioacetate, rose oxide, rubenamine, rubesename, sabinene hydrate, skatole, styrallyl acetate, terpineol, 4-terpineol, 1,3-thiohexanol, 1,3-thiohexyl acetate, 2,4,4-thiopentanone, trimethylpyrazine, delta-undecalactone, gamma-undecalactone, 2,4-decadienal, 2,4-nonadienal, 2,6-nonadienal, 2,4-undecadienal, vanillin, vinyl guaiacol, whiskey lactone, cinnamic aldehyde, cinnamic alcohol, diallyl disulfide, allyl isothiocyanate, hexanal, E-2-hexenal, octanal, decanal, tridecatrienal, 12-methyltridecanal, alpha-pinene, beta-pinene, piperitone, and a mixture according to claim 1 selected from the group consisting of these and mixtures thereof.,

6. The mixture according to claim 1, further comprising at least one solvent and / or at least one aromatic compound.

7. The mixture according to claim 5, wherein the solvent is selected from the group consisting of water, ethanol, glycerol, 1,2-propylene glycol, 1,3-propylene glycol, triacetin, vegetable oil triglycerides and triethyl citrate and mixtures thereof, preferably in a proportion of 5 to about 95% by weight.

8. The mixture according to claim 1, wherein components (a) and (b) are present in a weight ratio of about 10:90 to about 90:

10.

9. The mixture according to claim 1, which is active against bacterial strains selected from the group consisting of P. gingivalis, P. intermedia and / or S. mutans.

10. The mixture according to claim 1, which is active against oral biofilms and / or dental plaque.

11. An oral composition comprising the antimicrobial mixture according to claim 1 in an effective amount.

12. The composition according to claim 11, comprising the antimicrobial mixture according to the claim in an amount of about 0.001 to about 1.5% by weight calculated based on the composition.

13. The composition according to claim 11, which is a toothpaste, mouthwash, chewing gum or compressed tablet.

14. A method for combating microorganisms that cause oral biofilm and / or dental plaque, comprising or consisting of the following steps: (a) supplying the mixture according to claim 1; (b) incorporating said mixture into an oral composition; and (c) contacting said oral composition with the human oral cavity.

15. Use of the mixture according to claim 1 for oral care purposes.

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