Oral care composition comprising glycolipid and mild surfactant

Abstract

The present invention relates to an oral care composition comprising at least one glycolipid and at least one surfactant selected from the group consisting of alkyl polyglycoside surfactants, carboxylated alkyl polyglycoside surfactants and N-acyl amino acid surfactants. The present invention also provides a method for removing and / or preventing dental plaque.

Description

[Technical field]

[0001] The present invention provides an oral care composition comprising a glycolipid and a surfactant selected from the group consisting of an alkyl polyglycoside surfactant, a carboxylated alkyl polyglycoside surfactant, and an N-acyl amino acid surfactant. The present invention further provides a method for removing or preventing plaque present on a dental surface. [Background technology]

[0002] Oral compositions such as toothpastes, gels and mouth washes are designed to loosen and remove plaque when used in conjunction with regular daily toothbrushing. Plaque is present to some degree on virtually all dental surfaces in the form of a coating. It is a by-product of microbial growth and contains a dense layer of microorganisms, with the microbial mass embedded in a polysaccharide matrix. The plaque itself is firmly attached to the tooth surface and is very difficult to remove, even with rigorous daily toothbrushing. Furthermore, plaque reforms quickly on the tooth surface even after it has been removed. Plaque can form on any part of the tooth surface, particularly at the gingival margin, in enamel cracks and on the tartar surface. The plaque matrix is ​​a mixture of bacteria, epithelial cells, white blood cells, macrophages and other oral exudates. Bacteria make up about three-quarters of the plaque matrix. Any plaque sample may contain as many as 400 different microorganisms. This mixture includes both aerobic and anaerobic bacteria, fungi and protozoa. Viruses have also been found in plaque samples. The dangers and consequences of plaque formation on the teeth are that it tends to accumulate and ultimately cause caries and tartar, as well as gingivitis, periodontitis and other types of periodontal disease.

[0003] Failure to slow or stop the growth of dental plaque is detrimental to oral health. Plaque formation leads to caries, gingival inflammation and periodontal disease, ultimately resulting in tooth loss. The present inventors have recognized these problems and have developed compositions that act more effectively in inhibiting oral biofilms and can prevent plaque formation on dental surfaces.

[0004] Another important consideration for oral care compositions is to include a highly efficient surfactant that can be effectively used to inhibit plaque formation. Most of the anionic surfactants used in oral care or personal care formulations generally exhibit good cleaning and foaming properties, but these anionic surfactants tend to be irritating to the human oral mucosa at typical usage levels. To produce a milder oral care composition, it is desirable to replace a portion of the anionic surfactant with a non-irritating or less irritating mild surfactant.

[0005] The use of various agents to clean the oral cavity and reduce plaque has been recognized for some time, such as U.S. Patent No. 5,320,831, which discloses an oral care composition containing an enzyme, a surfactant, a chelating agent, and a fluoride ion source. U.S. Patent Application Publication No. 2002 / 0081267 discloses an antiplaque emulsion containing a surfactant, an emulsifier, and triclosan. Summary of the Invention [Problem to be solved by the invention]

[0006] Although the prior art discloses the use of various oral compositions to control plaque, there remains a need for additional formulations that have improved performance in controlling oral diseases and that are acceptable to a wider audience without compromising on the mildness and safety of the oral care formulation. [Means for solving the problem]

[0007] In one aspect, the subject of the present invention is a method for producing a composition comprising at least (i) a glycolipid; (ii) a surfactant selected from the group consisting of alkyl polyglycoside surfactants, carboxylated alkyl polyglycoside surfactants, N-acyl amino acid surfactants, and mixtures thereof; An oral care composition comprising: In the oral care composition, the glycolipid is preferably a sophorolipid.

[0008] In a further embodiment, the sophorolipid is a mixture of acidic and lactone types; preferably, about 10 to about 90% by weight, more preferably about 20 to about 60% by weight, and even more preferably about 25 to 40% by weight of the sophorolipid is acidic type, and the remaining sophorolipid is lactone type.

[0009] In another aspect, the present invention relates to a method for removing plaque present on dental surfaces or preventing the formation of plaque, comprising applying a safe and effective amount of an oral care composition of the present invention to teeth and other intraoral surfaces.

[0010] In yet another aspect, the present invention relates to the use of an oral care composition of the present invention for removing plaque present on dental surfaces or for preventing the formation of plaque.

[0011] Unexpectedly, the applicant has found that the above-mentioned object can be achieved by using a glycolipid and at least one surfactant selected from the group consisting of alkyl polyglycoside surfactants, carboxylated alkyl polyglycoside surfactants, N-acyl amino acid surfactants and mixtures thereof. Quite surprisingly, it has been found that plaque is synergistically reduced or inhibited while at the same time mildness is improved compared to the use of either compound alone or separately. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0012] While the specification concludes with claims which particularly point out and distinctly claim the invention, it is believed the present invention will be more fully understood from the following description.

[0013] Throughout this specification, including the claims, the terms "comprising one" or "comprising a" should be understood as being synonymous with the term "comprising at least one," unless otherwise specified, and the term "between" should be understood to be inclusive of the limits.

[0014] The articles "a," "an," and "the" are used to refer to one or to more than one (ie, to at least one) of the grammatical object of the article.

[0015] The term "and / or" encompasses the meaning of "and", "or" as well as all other possible combinations of the components to which this term is associated.

[0016] As used herein, the terms "active compound" and / or "active ingredient" refer to one or more ingredients that improve or maintain oral health.

[0017] As used herein, the term "dentifrice", unless otherwise specified, refers to a paste, gel, powder, tablet or liquid preparation used to clean the surfaces of the oral cavity. As used herein, the term "teeth" refers to artificial teeth or dentures as well as natural teeth.

[0018] The term "alkyl" as used herein means a saturated hydrocarbon group that may have, for example, 1 to 6 ("C1-C6-alkyl"), 1 to 4 ("C1-C4-alkyl") or 1 to 3 ("C1-C3-alkyl") carbon atoms. Examples of C1-C3-alkyl include methyl, ethyl, propyl and isopropyl. In addition, examples of C1-C4-alkyl include n-butyl, 1-methylpropyl (sec-butyl), 2-methylpropyl (isobutyl) and 1,1-dimethylethyl (tert-butyl). Furthermore, examples of C1-C6-alkyl include n-pentyl, 1-methylbutyl, 1-ethylpropyl, neopentyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 1-ethylbutyl, 2-ethylbutyl, etc.

[0019] The term "alkylene" as used herein refers to a divalent alkanediyl group that can have, for example, 1 to 6 carbon atoms ("C1-C6-alkylene"), 1 to 4 carbon atoms ("C1-C4-alkylene"), or 1 to 3 carbon atoms ("C1-C3-alkylene"). Examples of C1-C4-alkylene include, but are not limited to, methylene, 1,2-ethylene, 1,3-propylene, and 1,4-butylene. In addition, examples of C1-C6-alkylene include 1,5-pentylene, 1,6-hexylene, and isomers thereof.

[0020] The term "hydrocarbyl" as used herein means a saturated or unsaturated hydrocarbon group, and can include, but is not limited to, "alkyl" and "alkenyl".

[0021] As used herein, "acyl" refers to a straight or branched hydrocarbyl that is directly attached to the remainder of the compound via a carbonyl and can be represented as "hydrocarbyl-C(O)--."

[0022] As used herein, the term "oral care composition" refers to a product that, in the normal course of use, is retained in the mouth for a time sufficient to contact substantially all of the dental surfaces and / or oral tissues for the purpose of acting in the oral cavity, but is not intentionally swallowed for systemic administration of a particular therapeutic agent.

[0023] As used herein, a "safe and effective amount" means an amount effective to reduce plaque / gingivitis without damaging the tissues and structures of the oral cavity.

[0024] As used herein, "suitable oral carrier" refers to any suitable medium that can be used to safely and effectively apply the compositions of the present invention to the oral cavity.

[0025] It should be noted that when specifying any range of concentrations, weight ratios or amounts, any particular upper concentration, weight ratio or amount may be accompanied by any particular lower concentration, weight ratio or amount limit, respectively. All percentages are by weight unless otherwise specified.

[0026] The present invention provides at least (i) a glycolipid; (ii) a surfactant selected from the group consisting of alkyl polyglycoside surfactants, carboxylated alkyl polyglycoside surfactants, N-acyl amino acid surfactants, and mixtures thereof; An oral care composition comprising: In the oral care composition, the glycolipid is preferably a sophorolipid.

[0027] The oral care composition of the present invention, which contains a glycolipid and at least one alkyl polyglycoside surfactant, carboxylated alkyl polyglycoside surfactant, N-acyl amino acid surfactant, or a mixture thereof, synergistically reduces or inhibits dental plaque compared to the use of either compound alone or separately, while also exhibiting improved hypoallergenicity and a reduced level of irritation in the oral cavity.

[0028] Glycolipid The oral care compositions of the present invention comprise at least one glycolipid.

[0029] Glycolipids are widely used in personal care formulations as biosurfactants. Biosurfactants are understood to be substances produced by microorganisms and often released from the cells. Similar to classical surfactants, biosurfactants are surface-active substances that promote mixing of aqueous (hydrophilic) and water-repellent (hydrophobic) phases by reducing the surface tension of the liquid. Biosurfactants can be produced under mild production conditions with little energy demand. They are generally very environmentally friendly, as they can be easily biodegraded. Furthermore, they are non-toxic and do not produce toxic by-products during their production. Carbohydrates, especially sugars, such as glucose, and / or lipophobic carbon sources, such as fats, oils, partial glycerides, fatty acids, fatty alcohols, long-chain saturated or unsaturated hydrocarbons, are used as raw materials for the production of said biosurfactants by microorganisms. According to the present invention, the biosurfactant is preferably a fermentation-produced biosurfactant.

[0030] Glycolipids that can be used in the present invention are compounds in which one or more monosaccharide units are glycosidically linked to a lipid moiety. Glycolipids that can be used in accordance with the present invention are sophorolipids, rhamnolipids, cellobiose lipids, mannosylerythritol lipids, trehalose lipids and biochemical modifications thereof. In some preferred embodiments, the oral care compositions of the present invention comprise sophorolipids.

[0031] Sophorolipids are produced using yeasts such as Starmerella (Candida) Bombicola (also known as Torulopsis bombicola), Yarrowia lipolytica, Candida apicola (Torulopsis apicola), and Candida bogoriensis by growing and fermenting the yeasts with sugars, hydrocarbons, vegetable oils, or mixtures thereof. Sophorolipids are represented by the following formulae (a) (lactone form) and (b) (free acid), and are usually obtained as a mixture of these two forms: [ka] [ka] (In the formula, R 1 and R 1’ independently represent a saturated or mono- or polyvalent, especially monovalent, unsaturated hydrocarbon chain having 8 to 20, especially 12 to 18, carbon atoms, more preferably 14 to 18, carbon atoms, which may be linear or branched and which may contain one or more hydroxyl groups; R 2 and R 2’ R independently represents a hydrogen atom or a methyl group. 1 and R 1’ Sophorolipids in which R is a monounsaturated linear hydrocarbon chain having 15 carbon atoms are preferred. 2 and R 2’ represents a methyl group or a hydrogen atom or a saturated alkyl group or a monovalent or polyvalent, in particular monovalent, unsaturated alkyl group having 1 to 9 carbon atoms, which may be linear or branched and may contain one or more hydroxyl groups; R 3 , R 3’ , R 4 and R 4’ are also preferred which independently represent a hydrogen atom or an acetyl group.

[0032] According to the present invention, sophorolipids that are a mixture of acidic and lactone types are preferred, and preferably, about 10 to about 90% by weight, more preferably about 20 to about 60% by weight, and even more preferably about 25 to 40% by weight of the sophorolipid is acidic type, with the remaining sophorolipid being lactone type.

[0033] Sophorolipids suitable for use in the present invention are commercially available. TM Sophorolipids are commercially available from BASF under the trade name BASF 1000. The sophorolipids supplied by BASF are approximately 30% by weight present in the free acid form, a mixture with the lactone form.

[0034] According to any one embodiment of the present invention, the oral care composition of the present invention comprises 0-10% sophorolipid by weight of the total composition, preferably 0.1%-5%, more preferably 0.15%-3.5% or 0.2%-2% or 0.25%-1.0%.

[0035] Alkyl Polyglycoside Surfactants The oral care composition of the present invention comprises a glycolipid and at least one surfactant selected from the group consisting of alkyl polyglycoside surfactants, carboxylated alkyl polyglycoside surfactants, N-acyl amino acid surfactants, and mixtures thereof, and the glycolipid is preferably a sophorolipid.

[0036] In some embodiments, the oral care composition of the present invention comprises a sophorolipid and a hydroxypropyl ester of formula (I): R1-O-(R2-O) a -(Z) b -H (I) (In the formula, R1 is a linear or branched C6-C 24 is a hydrocarbyl, R2 is a linear C2-C4-alkylene; a is a number ranging from 0 to 10, preferably from 0 to 4; Z is a residue of a reducing sugar having 5 to 6 carbons, b is a number ranging from 1 to 5, preferably from 1 to 2; and and any combination thereof.

[0037] Alkyl polyglycosides can be prepared by methods well known to those skilled in the art, for example, by reacting a suitable carbohydrate with a fatty alcohol.

[0038] In the above formula (I), R1 is preferably a linear or branched C8-C 18 -Alkyl, C 10 ~C 16 -Alkyl or C 12 ~C 14 Alkyl, for example n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, heptadecyl or octadecyl. Additionally or alternatively, Z is the residue of a reducing sugar selected from glucose, fructose, galactose, xylose or arabinose, preferably glucose.

[0039] Preferably, in the above formula (I), a is 0 and b is 1. In particular, the notable alkyl polyglycosides used in the present invention are C8-C 18 Alkyl polyglycosides, for example, decyl glucoside and lauryl glucoside, cetearyl glucoside, stearyl glucoside, cocoyl glucoside, isostearyl glucoside, oleyl glucoside.

[0040] Carboxylated Alkyl Polyglycoside Surfactants The oral care composition of the present invention comprises a glycolipid and at least one surfactant selected from the group consisting of alkyl polyglycoside surfactants, carboxylated alkyl polyglycoside surfactants, N-acyl amino acid surfactants, and mixtures thereof, and the glycolipid is preferably a sophorolipid.

[0041] In some embodiments, the oral care composition of the present invention comprises a sophorolipid and a hydroxypropyl ester of formula (II): R3-O-(R4-O) m -(S) n -CH2COO - X + (II) (Wherein, R3 is a linear or branched C6-C 24 is a hydrocarbyl, R4 is a linear C2-C4 alkylene; m is a number ranging from 0 to 10, preferably from 0 to 4; S is a residue of a reducing sugar having 5 to 6 carbons, n is a number ranging from 1 to 5, preferably from 1 to 2; X is an alkali metal ion; and and any combination thereof.

[0042] In the above formula (II), R3 is preferably a linear or branched C8-C 18 Alkyl, preferably linear C 10 ~C 16 Or C 12 ~C 14 Alkyl, for example n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, heptadecyl or octadecyl, more preferably n-dodecyl (lauryl). Additionally or alternatively, S is the residue of a reducing sugar selected from glucose, fructose, galactose, xylose or arabinose, preferably glucose.

[0043] More specific preferred carboxylated alkyl polyglycosides and methods for preparing carboxylated alkyl polyglycosides are described in the incorporated reference US Pat. No. 6,248,792.

[0044] Carboxylated alkyl polyglycoside surfactants are anionic in nature and act as thickeners as well as producing excellent levels of stable foam in a wide variety of detergent compositions.

[0045] A variety of carboxylated alkyl polyglycoside surfactants can be used in the compositions of the present invention. The carboxylated alkyl polyglycoside can be prepared by reacting an alkyl polyglycoside with an α- or 2-halocarboxylic acid, such as 2-chloroacetic acid, or by reacting an alkyl polyglycoside with an α,β-unsaturated carboxylic acid, such as acrylic acid or methacrylic acid, or by reacting an alkyl polyglycoside with a cyclic carboxylic anhydride, such as succinic anhydride or maleic anhydride. Thus, the carboxylated alkyl polyglycoside can be the reaction product of an alkyl polyglycoside with an α- or 2-halocarboxylic acid; an alkyl polyglycoside with an α,β-unsaturated carboxylic acid; or an alkyl polyglycoside with a cyclic carboxylic anhydride.

[0046] Particularly preferred carboxylated alkyl polyglycoside surfactants are those of formula (II) in which R3 is a linear or branched C8-C 16 hydrocarbyl, S is a residue of a reducing sugar selected from glucose, fructose, galactose, xylose or arabinose or a glucose residue, preferably glucose, n is about 1.4-2, preferably 1.4-1.6, more preferably 1.55, and m is zero. Preferably, in the above formula (II), m is 0 and n is 1.

[0047] In some preferred embodiments of the present invention, the oral care composition comprises a mixture of an alkyl polyglycoside surfactant and a carboxylated alkyl polyglycoside surfactant.

[0048] N-Acyl Amino Acid Surfactants The oral care composition of the present invention comprises a glycolipid and at least one surfactant selected from the group consisting of alkyl polyglycoside surfactants, carboxylated alkyl polyglycoside surfactants, N-acyl amino acid surfactants, and mixtures thereof, and the glycolipid is preferably a sophorolipid.

[0049] In some embodiments, the oral care composition of the present invention comprises a sophorolipid and at least one N-acyl amino acid surfactant. The N-acyl amino acid surfactant used in the present invention is an N-long chain acyl amino acid or a salt thereof. The long chain acrylic group constitutes an N-long chain acyl acidic amino acid, a linear or branched acyl group having 6 to 20 carbon atoms, and the hydrocarbon chain may be either saturated or unsaturated. When the acyl group is unsaturated, it may contain two or more unsaturated bonds, and the unsaturated bonds may be conjugated or unconjugated. Examples of acyl groups include acyl groups that can be derived from caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, linoleic acid, linolenic acid, oleic acid, isostearic acid, 2-ethylhexanioic acid, coconut oil fatty acid, beef tallow fatty acid, hardened beef tallow fatty acid, etc. Among these, acyl groups having 8 to 18 carbon atoms or 10 to 16 carbon atoms are more preferred, and examples thereof include capryloyl, caprinoyl, lauroyl, myristyl, palmitoyl, stearoyl, coconut oil fatty acid acyl groups (cocoyl groups), hardened beef tallow fatty acid acyl groups, and palm kernel oil fatty acid acyl groups. In this specification, the term "mixed acyl group" refers to a mixture of acyl groups having different chain lengths. Examples of acidic amino acids constituting long-chain acyl acidic amino acids include taurine, sarcosine, glycine, serine, alanine, lysine, arginine, proline, threonine, valine, isoleucine, histidine, and phenylalanine, and glutamic acid, sarcosine, and taurine are preferred, and among these, glutamic acid and taurine are preferred in the present invention. The type of salt of N-long-chain acyl acidic amino acid is not particularly limited. Examples of the salt include sodium salts, magnesium salts, potassium salts, ammonium salts, diethanolamine salts, triethanolamine salts, arginine salts, and lysine salts.

[0050] Examples of N-long-chain acyl acidic amino acids and their salts include N-long-chain acyl glutamic acids and their salts, such as N-cocoyl glutamic acid and its salts, N-lauroyl glutamic acid and its salts, N-stearoyl glutamic acid and its salts, N-myristoyl glutamic acid and its salts, N-palmitoyl glutamic acid and its salts, and N-oleyl glutamic acid and its salts; N-long-chain acyltaurines and their salts, such as N- Cocoyl taurine and its salts, N-stearoyl taurine and its salts, N-myristoyl taurine and its salts, N-palmitoyl taurine and its salts, N-oleyl taurine and its salts, and N-lauroyl taurine or its salts; N-long chain acyl sarcosine and its salts, such as N-cocoyl sarcosine and its salts, N-stearoyl sarcosine and its salts, and N-lauroyl sarcosine or its salts. Among them, particularly preferred examples include N-cocoyl glutamic acid and its salts, and N-lauroyl glutamic acid and its salts. Among them, particularly preferred examples include N-coconut oil fatty acid acyl glutamic acid and its salts, and N-lauroyl glutamic acid and its salts. Two or more kinds of N-long chain acyl acidic amino acids or their salts can also be used in combination.

[0051] The total amount of surfactants, including at least one alkyl polyglycoside, carboxylated alkyl polyglycoside or N-acyl amino acid surfactant, is from greater than 0 to 5%, preferably from 0.1% to 4%, or from 0.15% to 3.5%, or from 0.2% to 3%, based on the total weight of the composition.

[0052] In some embodiments of the present invention, the oral care composition comprises a mixture of alkyl polyglycosides and carboxylated alkyl polyglycosides, preferably C8-C 18 Polyglycosides and Carboxylated C8-C 18 Mixtures with polyglycosides, more preferably C 10 ~C 16 Polyglycosides and Carboxylated C 10 ~C 16 Mixtures with polyglycosides, more preferably C 12 ~C14 Polyglycosides and Carboxylated C 12 ~C 14 Includes mixtures with polyglycosides.

[0053] In some embodiments of the present invention, oral care composition comprises one N-acylamino acid surfactant as described hereinabove and one alkyl polyglycoside as described hereinabove.In some embodiments of the present invention, oral care composition comprises one N-acylamino acid surfactant as described hereinabove and one carboxylated alkyl polyglycoside as described hereinabove.In some embodiments of the present invention, oral care composition comprises one N-acylamino acid surfactant as described hereinabove and one alkyl polyglycoside as described hereinabove.

[0054] In some preferred embodiments, the oral care composition comprises N-acyl glutamic acid and its salts and C8-C 18 Alkyl polyglycosides, preferably C 10 ~C 16 In some preferred embodiments, the oral care composition comprises N-acyl glutamic acid and its salts, C8-C alkyl polyglycosides as described hereinabove. 18 Alkyl polyglycosides and the carboxylated C-C 18 Alkyl polyglycosides, preferably C 10 ~C 16 Alkyl polyglycosides and carboxylated C 10 ~C 16 Contains alkyl polyglycosides.

[0055] Other Essential Drugs In addition to the surfactants described above, the oral care compositions of the present invention may further comprise other surfactants or mixtures of compatible surfactants. Suitable surfactants are those that exhibit adequate stability over a wide pH range, i.e., non-soap anionic, cationic, nonionic or zwitterionic surfactants.

[0056] Suitable examples of anionic surfactants are: water-soluble salts of higher fatty acid monoglyceride monosulfates, such as the sodium salt of monosulfated monoglycerides of hydrogenated coconut oil fatty acids; higher alkyl sulfates, such as sodium lauryl sulfate; alkylaryl sulfonates; higher alkyl sulfoacetates; and higher fatty acid esters of 1,2 dihydroxypropanesulfonates. Amphoteric surfactants that act as anions can also be included in the compositions of the present invention. Examples of such compounds include: sodium or potassium N-lauroyl sarcosine; ethanolamine salts of N-lauroyl, N-myristoyl or N-palmitoyl sarcosine. Mixtures of anionic surfactants can also be used. Suitable examples of nonionic surfactants are copolymers of ethylene oxide and propylene oxide, for example poloxamer 407 sold by BASF under the trade name Pluracare® F-127 NF Prill, poloxamer 338 (trade name Puracare® F108 NF Prill), poloxamer 188 (trade name Pluracare® F 68 G, PEG / PPG-116 / 66 copolymer (trade name Pluracare® L1220), polyethylene oxide condensates of alkylphenols, products obtained by condensing ethylene oxide with the reaction product of propylene oxide and ethylenediamine, and ethylene oxide condensates of fatty alcohols.

[0057] The oral care composition of the present invention may also include a solubilizer or emulsifier, such as ethoxylated castor oil. Similarly, known solubilizers suitable for oral applications may be used. Other suitable solubilizers include, for example, hydrogenated castor oil or PEG 40 or PEG 60 hydrogenated castor oil and polysorbates. The solubilizer may be present in an amount of about 1.5 to about 5% by weight, based on the total weight of the composition.

[0058] In addition to the essential ingredients set forth above, embodiments of the present invention may include a variety of optional oral care ingredients, some of which are described below, including, but not limited to, adhesives, foaming agents, flavoring agents, sweetening agents, additional anti-plaque agents, abrasives, and colorants.

[0059] The oral care composition of the present invention can be used in a variety of suitable oral vehicles. In this regard, the anti-plaque benefit can be provided via chewing gum, mouthwash, oral paste, gel or powder. Any vehicle that can be added to the delivery system of the present invention can be used.

[0060] The oral care compositions of the present invention may further comprise fluoride ions. The fluoride ions may be provided from a fluoride ion source. The fluoride ion source may be any source capable of releasing fluoride ions in an aqueous environment. Typical sources include soluble salts of fluoride ion; such as: sodium fluoride, potassium fluoride, calcium fluoride, zinc fluoride, ammonium zinc fluoride, lithium fluoride, (alkyl)ammonium fluorides, stannous fluoride, stannous zirconate fluoride and double fluorides, monofluorophosphate and its salts such as sodium monofluorophosphate or potassium monofluorophosphate, laurylamine hydrofluoride, diethylaminoethyloctoylamide hydrofluoride, didecyldimethylammonium fluoride, cetylpyridinium fluoride, dilaurylmorpholinium fluoride, sarcosine stannous fluoride, potassium glycine fluoride, glycine hydrofluoride and amine fluorides.

[0061] The amount of fluoride ion source is most preferably an amount that can maintain the fluoride ion in the composition at a high level of at least about 250 ppm, and in some cases up to about 25,000 ppm. Preferably, the fluoride ion is present in an amount of about 1000 ppm to about 1500 ppm. The exact weight percentage of the fluoride ion source in the composition to obtain such an optimal ppm range concentration may vary depending on the stoichiometric properties of the various fluoride ion sources.

[0062] The oral care compositions of the present invention, particularly in the case of toothpaste compositions, may also include thickening agents. Suitable thickening agents are known in the art and include, but are not limited to, silica thickeners; glycerite; carboxyvinyl polymers, gums such as carrageenan, tragacanth, ghatti, acacia, veegum, and the like; sodium alginate; carboxymethylcellulose and its water-soluble salts; hydroxyethylcellulose, hydroxypropylcellulose; hydroxymethylcellulose; hydroxymethylcarboxypropylcellulose; methylcellulose; ethylcellulose; cellulose sulfate; xanthan gum, guar gum, hydroxylpropyl guar, gellan gum, carbomer and its salts; and mixtures and combinations of these compounds. Additional thickening agents of this type may be used in amounts up to about 15% by weight of the composition, based on the total weight of the composition. In the preparation of toothpaste, the addition of some thickening agent is necessary to impart the desired consistency, and the amount of thickening agent will be 0% to 15% by weight of the total composition.

[0063] The oral care compositions of the present invention may also include a variety of common additional active ingredients / agents commonly used in oral care formulations, including, but not limited to: triclosan; triclosan monophosphate; chlorhexidine; alexidine; hexetidine; sanguinarine; benzalkonium chloride; salicylanilide; alginate esters; ethyl lauryl arginate, bisphenol, domiphen bromide; tetradecylpyridinium chloride; N-tetradecyl-4-ethylpyridinium chloride; octenidine; delmopinol; octapinol; nisin; zinc ion agents; copper ion agents; essential oils; furanones; bacteriocins; salts of the above active ingredients / agents, as well as mixtures and combinations thereof.

[0064] Optional additives such as those commonly used in the formulation of dentifrices may also be used in the oral care compositions of the present invention, including, but not limited to: abrasives and / or amorphous silica, humectants, stabilizers, antimicrobial agents, sweeteners, colorants, healing promoters, other anticaries agents, chelating / sequestering agents, vitamins, amino acids, proteins, antiplaque agents, antitartar agents, opacifying agents, antibiotics, antienzymes, enzymes, pH adjusters, oxidants, antioxidants, whitening agents, basic amino acids (free base or salt form) and preservatives.

[0065] Abrasive polishing materials can also be incorporated into the oral care compositions of the present invention. Suitable abrasives can be any material that does not excessively abrade dentin and does not provide calcium ions that may precipitate with fluoride ions provided by any fluoride ion source contained in the composition or complex with chelating agents in the composition. Suitable abrasives include, for example, silica, such as gels and precipitates, insoluble sodium polymetaphosphate, beta calcium pyrophosphate, and resinous abrasive materials, such as particulate condensates of urea and formaldehyde. A combination of abrasives can also be used.

[0066] Flavoring agents may also be added to the oral dentifrice compositions of the present invention. Suitable flavoring agents include oil of wintergreen, peppermint oil, spearmint oil, sassafras oil, clove oil, and any one or combination of many other known flavoring agents.

[0067] Antimicrobial agents may also be used where it is desired to reduce microorganisms and may include known antimicrobial agents that may be used in dentifrice formulations, such as benzoic acid, sodium benzoate, potassium benzoate, boric acid and phenolic compounds such as β-naphthol, chlorothymol, thymol, anethole, eucalyptol, carvacrol, menthol, phenol, amylphenol, hexylphenol, heptylphenol, octylphenol, hexylresorcinol, laurylpyridinium chloride, myristylpyridinium chloride, cetylpyridinium fluoride, cetylpyridinium chloride, cetylpyridinium bromide, and the like.

[0068] According to some embodiments of the present invention, the composition may further comprise active ingredients / agents for providing anti-inflammatory properties, such as panthenol or pantothenate and retinol or a retinol derivative.

[0069] Suitable preservatives for use in the present invention include parabens (methyl and propylparaben), sodium benzoate, benzyl alcohol and potassium sorbate.

[0070] Sweeteners may also be used in the oral care compositions of the present invention if desired, and dentifrices may include any of those commonly used to impart a pleasant taste to the product. Suitable sweeteners include, but are not limited to: saccharin and its derivatives, cyclamic acid and its derivatives, acesulfane-K, thaumatin, neohisperidin dihydrochalcone, monoammonium glycyrrhizinate, dextrose, levulose, sucrose, mannose, glucose, and any other suitable sweetener.

[0071] Preferred compositions include a humectant, such as xylitol, glycerol or sorbitol. Glycerol and sorbitol are particularly preferred. In some embodiments of the present invention, the toothpaste composition includes 5-70% by weight of the humectant. More preferred compositions include 15-55% by weight of the humectant, and even more preferred compositions include 30-45% by weight of the humectant. In some other preferred embodiments, the mouthwash or mouthrinse composition may include 0-55%, preferably 2%-40% or 5-25% of the humectant, based on the total weight of the composition.

[0072] In some preferred embodiments, the compositions of the present invention may further comprise a polyhydric alcohol, best known for its solvent and wetting properties. The alcohol is soluble in water, alcohol, ethers and lower aliphatic hydrocarbons and also acts to solubilize the flavoring agent of the present invention. Polyhydric alcohols useful in the present invention include those selected from the group consisting of propylene glycol, butylene glycol, pentylene glycol, hexylene glycol and mixtures thereof. Preferably, the oral composition of the present invention comprises propylene glycol. The polyhydric alcohol comprises 0% to 20%, preferably 5% to 15% or 6% to 10% of the oral composition.

[0073] Adhesives that aid in the adhesion of active ingredients to oral tissues are also desirable in the oral care compositions of the present invention. Suitable adhesives include both polymers with limited water solubility and polymers lacking water solubility. These polymers adhere to both soft and hard tissues in the oral cavity by the mixing of saliva with the compositions of the present invention. Suitable adhesives with limited water solubility include: hydroxyethyl or propyl cellulose. Adhesives lacking water solubility include ethyl cellulose, polyox resins, and silicones. Adhesives lacking water solubility are incorporated into the present invention by using small amounts of ethyl alcohol or other alcohols that are safe for use in the oral cavity and on the human body. Another preferred adhesive suitable for use in the compositions of the present invention is polyvinylpyrrolidone ("PVP") having a molecular weight of about 50,000 to about 300,000, which is available from BASF under the trade name Luviskol®.

[0074] Those skilled in the art will recognize that a single ingredient may serve multiple purposes in the composition. The other ingredients may refer to any ingredient commonly used in oral care formulations and may be selected to optimize the physical and aesthetic properties of the formulation based on the intended end use of the formulation.

[0075] The pH of the oral care composition may be greater than pH 3 to 10.5, preferably 5.5 to 10, more preferably 5.5 to 8. The oral care composition herein may include an effective amount of a pH adjuster, or the pH adjuster is a pH buffer. The pH adjuster may include alkali metal hydroxides, ammonium hydroxide, organic ammonium compounds, carbonates, borates, silicates, phosphates, imidazole, citric acid, and sodium citrate.

[0076] In some preferred embodiments of the present invention, the oral care composition can be a toothpaste. Water can be present in the toothpaste of the present invention. The water used in the preparation of suitable commercially available toothpastes should preferably be deionized and free of organic impurities. Water generally comprises about 10% to 50%, preferably about 15% to about 40%, and most preferably about 20% to about 25% by weight of the oral care compositions described herein. This amount of water includes the amount of water added free in addition to the amount introduced with other materials, such as sorbitol or any of the components of the present invention.

[0077] In some preferred embodiments of the present invention, the oral care composition of the present invention can be a mouthwash composition. The mouthwash composition can contain 50% to 90%, preferably 70% to 85% of the mouthwash composition. This amount of water includes water added alone in addition to the amount introduced together with other materials such as sorbitol. The water used in the present invention is preferably deionized, distilled, free of organic impurities and bacteria, and should be substantially free of metal ions.

[0078] The oral care compositions of the present invention may further comprise a cooling agent or a combination of cooling agents. Suitable cooling agents include, but are not limited to, N-ethyl-p-methane-3-carboxamide, N,2,3-trimethyl-2-isopropylbutanamide, and 3-1-menthoxypropane 1,2-diol.

[0079] Oral carriers suitable for such compositions of the present invention are preferably in the form of conventional oral care products, such as suspensions (e.g., mouthwashes), dentifrices (e.g., toothpastes, gels, or tooth powders), chewing gums, chewable tablets, lozenges, or sachets. Oral care compositions are preferably in the form of dentifrices. Preferred dentifrices include, but are not limited to, various types of toothpastes, tooth polishes, gel dentifrices, toothpaste tablets, tooth powders, mouth sprays, mouthwashes and mouthwashes, denture adhesives or creams, or the like, preferably toothpastes, mouthwashes, or mouthwashes.

[0080] The oral care compositions of the present invention can provide unexpected benefits in terms of anti-plaque activity and reduction of dental stains. Either the biosurfactant or the anionic or non-ionic surfactant used alone reduces or inhibits plaque on the tooth surface. The compositions of the present invention using both the biosurfactant and the anionic or non-ionic surfactant generally synergistically reduce or inhibit plaque compared to either compound used alone separately.

[0081] The oral care compositions of the present invention can be prepared by those skilled in the art using methods common in the oral product art.

[0082] The present invention also provides a method for removing or preventing plaque present on dental surfaces, comprising applying a safe and effective amount of an oral care composition of the present invention to the teeth and other intraoral surfaces.

[0083] The present invention also provides the use of an oral care composition of the present invention to remove plaque present on dental surfaces or to prevent the formation of plaque.

[0084] The following examples further describe and demonstrate preferred embodiments within the scope of the present invention. The examples are presented for illustrative purposes only and should not be construed as limiting the present invention, since the invention is capable of many variations without departing from its spirit and scope. EXAMPLES

[0085] material Plantapon® LGC sorb (referred to as "LGC" in the following formulas): sodium lauryl glucose carboxylate (15-25%), lauryl glucoside (10-20%) and water (60-70%), from BASF Plantacare® 1200 UP (referred to as "APG" in the following formulary): Lauryl glucoside (50-60%), Water (40-50%), from BASF Plantapon® ACG 50 (referred to as "ACG" in the following formulas): Sodium Cocoyl Glutamate (40-50%), Propylene Glycol (4-7%), Water (43.5-45.5%), from BASF Texapon® OC-N (referred to as "SLS" in the following formulary): Sodium Lauryl Sulfate (100%), from BASF Pluracare® E 600 (referred to as "PEG-12" in the following formularies): PEG-12 (100%) from BASF Dehyton PK 45 (referred to as "CAPB" in the following formulary): Cocamidopropyl betaine (44-46%), water (54-56%), from BASF BioToLife TM : Sophorolipids (yeast fermentation extract 30-50%), water (50-70%), from BASF Pluracare® F 127 NF Prill (referred to as "Poloxamer 407" in the following formulations): EO-PO-EO copolymer (100%), from BASF Luviskol® K 30 Powder: Polyvinylpyrrolidone (100%) from BASF Flavoring Agent (also referred to as Flavor in the following formulary): Spearmint Oil Flavoring Agent, Optamint® from Symris Sodium saccharin: from Shanghai Fortune chemical Co., Ltd.

[0086] The formulations of the examples and comparative examples are shown in the following table.

[0087] [Table 1]

[0088] measurement: 1. Evaluation of plaque removal efficacy The panelists were examined and evaluated for plaque removal efficacy. Several panelists used each example oral care composition and took baseline photographs of their teeth before using each product (T0). Plaque staining solution (Tampei Pharmaceutical Co., Ltd.) was applied to stain the bacterial film (plaque) on the teeth, and photographs were taken to record the stained area (T1). The teeth were rinsed with water for 6 seconds to remove the dye not attached to the plaque, and photographs were taken to record the stained area (T2). The teeth were rinsed with the example oral care formulation for 10 seconds, and photographs were taken to record the stained area (T3). The teeth were then rinsed with water for 10 seconds, and photographs were taken to record the stained area (T4). The plaque area (stained plaque area) of the panelists' teeth was scored. The photographs of the panelists' teeth were converted into digital images by computer. The computer-identified areas of stained areas on each panelist's teeth were converted to numerical units and the units were summed.

[0089] Dyes that stain plaque are marketed as red plaque indicators. The more red an area appears, the more plaque remains on the tooth.

[0090] Plaque removal efficacy = [T2 (% of stained area of ​​tooth before treatment) - T4 (% of stained area of ​​tooth after treatment)] / T2 (% of stained area of ​​tooth before treatment)

[0091] result: Table 1a shows the plaque removal efficacy of sophorolipid-free oral care compositions.

[0092] [Table 2]

[0093] Table 1b shows the plaque removal efficacy of oral care compositions containing sophorolipids and at least one surfactant.

[0094] [Table 3]

[0095] These results show that a combination of sophorolipids and at least one surfactant selected from the group consisting of alkyl polyglycoside surfactants, carboxylated alkyl polyglycoside surfactants, and N-acyl amino acid surfactants exhibits a synergistic effect in removing and preventing plaque compared to the use of any of the compounds alone or separately.

[0096] 2. Oral irritation evaluation An oral irritation evaluation was performed to test the mildness and oral irritation of the surfactants. The test sample solution was prepared as an aqueous solution containing 1% of the active substance at pH 7. The test sample solution was applied to oral tissue cells based on the EpiOral Tissue Model provided by Mattek Corp. The cell viability over time was measured and used to calculate the exposure time until the viability decreased to 50%, as indicated by ET-50.

[0097] The oral irritation level is rated as follows: ET-50>240 minutes, no irritation to minimal irritation Minutes > ET-50 > 150 minutes, mild irritation 150min>ET-50>10min, moderate irritation ET-50<10 min, severe irritation.

[0098] Table 2 shows the results of oral irritation tests using surfactants and biosurfactants in the EpiOral Tissue Model.

[0099] [Table 4]

[0100] These results show that the surfactants used in the examples of the present invention not only exhibit a synergistic effect together with sophorolipids in removing dental plaque, but also exhibit the advantage of being mild, causing no or only minimal irritation, thereby improving the mildness and reducing the irritation of the oral care composition.

Claims

1. An oral care composition comprising at least (i) a glycolipid; (ii) a surfactant selected from the group consisting of alkyl polyglycoside surfactants, carboxylate alkyl polyglycoside surfactants, N-acyl amino acid surfactants, and mixtures thereof; Including, The oral care composition, wherein the glycolipid is preferably a sophorolipid.

2. The oral care composition of claim 1, wherein the sophorolipid is a mixture of acidic and lactone types; preferably, about 10 to about 90% by weight of the sophorolipid is acidic, more preferably about 20 to about 60% by weight, and even more preferably about 25% to 40% by weight of the sophorolipid is lactone, and the remaining sophorolipid is lactone.

3. The N-acyl amino acid surfactant is an N-(C ６ ~C ２０ -acyl)amino acids and their salts, N-(C ８ ~C １８ -acyl)amino acids and their salts, and N-(C １０ ~C １６ 2. The oral care composition of claim 1, wherein the amino acid is selected from the group consisting of hydroxybenzoates, ...

4. The oral care composition of claim 1, wherein the N-acyl amino acid surfactant is N-acyl glutamic acid and its salts, N-acyl sarcosine and its salts, N-acyl taurine and its salts, or a mixture thereof.

5. The alkyl polyglycoside surfactant has the formula (I): R １ -O-(R ２ -O) ａ -(Z) ｂ -H (I) (In the formula, R １ is a linear or branched C ６ ~C ２４ -hydrocarbyl, preferably C ８ ~C １８ -hydrocarbyl, more preferably C １０ ~C １６ -hydrocarbyl, more preferably C １２ ~C １４ is hydrocarbyl, R ２ is a linear C ２ ~C ４ - alkylene, a is a number ranging from 0 to 10, preferably from 0 to 4; Z is a residue of a reducing sugar having 5 to 6 carbons; b is a number ranging from 1 to 5, preferably from 1 to 2; and The oral care composition of claim 1 having any combination thereof.

6. The carboxylated alkyl polyglycoside surfactant has the formula (II): R ３ -O-(R ４ -O) ｍ -(S) ｎ -CH ２ COO － X ＋ (In the formula, R ３ is a linear or branched C ６ ~C ２４ -hydrocarbyl, preferably C ８ ~C １８ -hydrocarbyl, more preferably C １０ ~C １６ -hydrocarbyl, more preferably C １２ ~C １４ is hydrocarbyl, R ４ is a linear C ２ ~C ４ alkylene; m is a number ranging from 0 to 10, preferably from 0 to 4; S is a residue of a reducing sugar having 5 to 6 carbons; n is a number ranging from 1 to 5, preferably from 1 to 2; X is an alkali metal ion; and The oral care composition of claim 1 having any combination thereof.

7. 2. The oral care composition of claim 1, wherein the surfactant is present in an amount of from greater than 0 to 5% by weight, preferably from 0.1% to 4%, more preferably from 0.15% to 3.5%, and even more preferably from 0.2% to 3% based on the total weight of the composition.

8. 2. The oral care composition of claim 1, wherein the glycolipid is present in an amount of from greater than 0 to 10% by weight, preferably from 0.1% to 5%, more preferably from 0.15% to 3.5%, even more preferably from 0.2% to 2%, and most preferably from 0.25% to 1.0%, based on the total weight of the composition.

9. 10. The oral care composition of claim 1, further comprising one or more active ingredients and a suitable oral carrier.

10. 10. The oral care composition of claim 1 in the form of a toothpaste, tooth polish, gel toothpaste, toothpaste tablet, tooth powder, mouth spray, mouthwash and rinse, denture adhesive or cream; preferably in the form of a toothpaste or mouthwash.

11. A method for removing plaque present on tooth surfaces or for preventing the formation of plaque, comprising applying a safe and effective amount of a composition according to any one of claims 1 to 10 to the teeth and other oral surfaces.

12. Use of the oral care composition according to any one of claims 1 to 10 for removing or preventing dental plaque present on tooth surfaces.