EP4304551A1 - Oral care composition - Google Patents

Oral care composition

Info

Publication number
EP4304551A1
EP4304551A1 EP22711558.1A EP22711558A EP4304551A1 EP 4304551 A1 EP4304551 A1 EP 4304551A1 EP 22711558 A EP22711558 A EP 22711558A EP 4304551 A1 EP4304551 A1 EP 4304551A1
Authority
EP
European Patent Office
Prior art keywords
chlorhexidine
composition
toothpaste
salt
oral care
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP22711558.1A
Other languages
German (de)
French (fr)
Inventor
Alison Katharine Green
Vera SLOMKA
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever Global IP Ltd
Unilever IP Holdings BV
Original Assignee
Unilever Global IP Ltd
Unilever IP Holdings BV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Unilever Global IP Ltd, Unilever IP Holdings BV filed Critical Unilever Global IP Ltd
Publication of EP4304551A1 publication Critical patent/EP4304551A1/en
Pending legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25—Silicon; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/43—Guanidines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses

Definitions

  • the present invention is concerned with oral care compositions. More particularly, the present invention is concerned with oral care compositions containing chlorhexidine and its derivatives.
  • Chlorhexidine may be used in oral care compositions to exert beneficial physiological effects, such as prevention or amelioration of gingivitis or periodontitis, prevention and treatment of dental caries, periodontal disease, and other diseases of the oral cavity.
  • EP2100590 and EP185971 dislcoses oral care compositions comprising chlorohexiidine. And alkyl glucoside surfactants.
  • the effectiveness of chlorhexidine can be diminished by the presence of surfactants.
  • the present invention describes a combination of chlorhexidine and decyl glucoside which is particularly effective in suppressing the activity of microbes found in the oral cavity in a surfactant system.
  • the present invention provides an oral care composition a toothpaste composition comprising: a) silica based abrasive, b) chlorhexidine or chlorhexidine salt and c) a surfactant system comprising at least 50 wt% of decyl glucoside in which the weight ratio of chlorohexifine of cholohexidine salt to decyl glucoside is from 1 : 1 to 1:8
  • any upper value can be associated with any particular lower value.
  • a feature is disclosed with respect to a particular aspect of the invention (for example a composition of the invention), such disclosure is also to be considered to apply to any other aspect of the invention (for example a method of the invention) mutatis mutandis.
  • Dentifrice compositions according to the invention comprise chlorhexidine or chlorhexidine salt and decyl glucoside at a weight ratio of 1:1 to 1:8 of chlorhexidine salt to decyl glucoside.
  • the weight ratio of chlorhexidne salt to decyl glucoside is from 1 :2 to 1 :7. It is preferable if the chlorhexidine salt is chlorhexidine gluconate, chlorhexidine digluconate or mixtures thereof.
  • the chlorhexidine salt is chlorohexidine gluconate.
  • the chlorhexidine salt preferably present from 0.05 to 1 wt% of the total composition, more preferably from 0.1 wt% to 0.7 wt%.
  • the level of decyl glucoside is from 0.2 to 1.2 wt% of the total composition, more preferably from 0.5 to 0.9 wt%.
  • Decyl glucoside is present as at ease 50 wt% of the total surfactant present, preferably at least 75 wt%.
  • composition according to the invention will generally contain further ingredients to enhance performance and/or consumer acceptability, in addition to the ingredients specified above.
  • the composition comprises a silica based abrasive.
  • the preferred abrasive silicas used in the present invention is a silica with a low refractive index. It may be used as the sole abrasive silica, or in conjunction with a low level of other abrasive silicas, e.g. those according to EP 236070.
  • the low refractive index silicas, used as abrasives in the present invention are preferably silicas with an apparent refractive index (R.l.) in the range of 1.41 - 1.47, preferably 1.435 - 1.445, preferably having a weight mean particle size of between 5 and 15 mm, a BET (nitrogen) surface area of between 10 and 100 m 2 /g and an oil absorption of about 70 - 150 cm 3 /100 g, but abrasive silicas with a lower apparent refractive index may also be used.
  • suitable low refractive index abrasive silicas e.g. having an R.l.
  • silicas of between 1.435 and 1.445 are Tixosil 63 and 73 ex Rhone Poulenc; Sident 10 ex Degussa; Zeodent 113 ex Zeofinn; Zeodent 124 ex Huber, Sorbosil AC 77 ex Crosfield Chemicals (having an R. I . of approximately 1.440).
  • the amount of these silicas in the composition generally ranges from 5-60% by weight, usually 5-20% by weight the abrasive silica is present usually in amounts between 3 and 60% by weight of the oral care composition.
  • composition preferably comprises an inorganic or a natural or synthetic thickener or gelling agent in proportions of about 0.10 to about 15% by weight depending on the material chosen.
  • thickeners in the dentifrice compositions of the present invention form an extrudable, shape-retaining product which can be squeezed from a tube onto a toothbrush and will not fall between the bristles of the brush but rather, will substantially maintain its shape thereon.
  • Suitable thickeners or gelling agents useful in the practice of the present invention include inorganic thickening silicas such as amorphous silicas available from Huber Corporation under the trade designation Zeodent 165, Sident225, Irish moss, iota-carrageenan, gum tragacanth, and polyvinylpyrrolidone.
  • compositions according to the invention preferably comprise a polymeric deposition aid.
  • the composition comprises acid anhydride polymers, particularly preferred are co-polymers of maleic anhydride with methyl vinylether, in which the anhydride moiety may be in a partially or fully hydrolysed or alcoholysed form.
  • Preferred copolymers include Gantrez(R) polymers such as: Gantrez S-95: molecular weight 216,000; free acid;
  • Gantrez S-96 molecular weight 700,000; free acid
  • Gantrez S-97 molecular weight 1 ,500,000; free acid; and Gantrez MS-955: molecular weight 1,060,000; calcium/sodium salt.
  • Particularly preferred co-polymers of maleic acid and methyl vinylether have a molecular weight of 1 ,000,000 or greater and an especially preferred material is Gantrez S-97.
  • compositions according to the invention may comprise a tooth whitening agent.
  • the whitening agent preferably comprises a green and/or a blue pigment.
  • a pigment is generally understood to be a shade/material which is insoluble in the relevant medium, at the relevant temperature. This is in contrast to dyes which are soluble.
  • the "relevant medium” is human saliva, the liquid medium in which the composition is used, at the temperature of the oral cavity during brushing of the teeth, i.e. up to 37 Degrees C. As a reasonable approximation, the relevant medium may be considered to be water and the relevant temperature to be 25 Degrees C.
  • the blue pigment is Pigment Blue 15, more preferably Pigment Blue 15:1 , 15:2, 15:3,
  • a preferred pigment is blue pigment is Phthalocyanine Blue Pigment, Cl No. 74160, blue covarine.
  • the preferred Green pigment is Phthalocyanine Green, preferably Phthalocyanine Green CI-74260.
  • the total level of pigment in the composition is from 0.01 wt% to 3 wt, more preferably from 0.02 to 2 wt%.
  • composition is a toothpaste it may be a dual phase paste, with the whitening pigments present in one phase.
  • compositions according to the invention may comprise water-soluble or sparingly water-soluble sources of metal salts
  • zinc ions such as zinc chloride, zinc acetate, zinc gluconate, zinc sulphate, zinc fluoride, zinc citrate, zinc lactate, zinc oxide, zinc monoglycerolate, zinc tartrate, zinc pyrophosphate and zinc maleate
  • stannous ions such as stannous fluoride and stannous chloride.
  • compositions according to the invention may comprise oral care enzyme systems such as hydrogen peroxide producing enzyme systems (e.g. the oxidoreductase enzyme glucose oxidase), amyloglucosidase, dextranase and/or mutanase, (optionally in the presence of zinc ion providing compounds and/or 8- hydroxyquinoline derivatives), lactoperoxidase, lactoferrin, lysozyme and mixtures thereof.
  • hydrogen peroxide producing enzyme systems e.g. the oxidoreductase enzyme glucose oxidase
  • amyloglucosidase e.g. the oxidoreductase enzyme glucose oxidase
  • dextranase and/or mutanase e.g. the oxidoreductase enzyme glucose oxidase
  • mutanase e.g. the mutanase
  • lactoperoxidase e.g. the
  • Compositions of the invention may comprise fluoride sources such as sodium fluoride, stannous fluoride, sodium monofluorophosphate, zinc ammonium fluoride, tin ammonium fluoride, calcium fluoride, cobalt ammonium fluoride and mixtures thereof.
  • fluoride sources such as sodium fluoride, stannous fluoride, sodium monofluorophosphate, zinc ammonium fluoride, tin ammonium fluoride, calcium fluoride, cobalt ammonium fluoride and mixtures thereof.
  • a preferred class of oral care active for inclusion in the compositions of the invention includes agents for the remineralisation of teeth.
  • remineralisation in the context of the present invention means the in situ generation of hydroxyapatite on teeth.
  • composition according to the invention will comprise further ingredients which are common in the art, such as:
  • antimicrobial agents e.g. sanguinarine extract, metronidazole, quaternary ammonium compounds, such as cetylpyridinium chloride; hexetidine, octenidine, alexidine; and halogenated bisphenolic compounds, such as 2,2' methylenebis-(4-chloro-6-bromophenol); anti-inflammatory agents such as ibuprofen, flurbiprofen, aspirin, indomethacin etc.; anti-caries agents such as sodium- and stannous fluoride, aminefluorides, sodium monofluorophosphate, sodium trimeta phosphate and casein; plaque buffers such as urea, calcium lactate, calcium glycerophosphate and strontium polyacrylates; vitamins such as Vitamins A, C and E; plant extracts; plant-derivable antioxidants such as flavonoid, catechin, polyphenol, and tannin compounds and mixtures thereof; desensitising agents, e.g.
  • starch starch, sucrose, water or water/alcohol systems etc.
  • surfactants such as anionic, nonionic, cationic and zwitterionic or amphoteric surfactants
  • Humectants such as glycerol, sorbitol, propyleneglycol, xylitol, lactitol etc.
  • binders and thickeners such as sodium carboxymethyl-cellulose, hydroxyethyl cellulose (Natrosol®), xanthan gum, gum arabic etc.
  • bleaching agents such as peroxy compounds e.g. potassium peroxydiphosphate, effervescing systems such as sodium bicarbonate/citric acid systems, colour change systems, and so on.
  • Bacterial membrane integrity measured as membrane polarity and permeability, is an indicator of cell viability.
  • Chlorhexidine digluconate (CHX) as a cationic is proposed to damage the integrity of the bacterial cell walls and reduce viability.
  • DiBAC 4 (Bis-(1,3-Dibutylbarbituric Acid), a commercially available fluorescence probe, can enter depolarized cells where it binds to intracellular proteins or membrane and exhibits enhanced fluorescence and a red spectral shift. Increased depolarization results in additional influx of the anionic dye and an increase in fluorescence, indicating damaged bacteria and reduced viability. Protocol.
  • toothpaste slurries were prepared as 1 : 10 dilutions in sterile de-ionised water

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Cosmetics (AREA)

Abstract

A toothpaste composition comprising: a) silica based abrasive, b) chlorhexidine or chlorhexidine salt c) a surfactant system comprising at least 50 wt% of decyl glucoside in which the weight ratio of chlorhexidine or chlorhexidine salt to decyl glucoside is from 1:1 to 1:8

Description

ORAL CARE COMPOSITION
The present invention is concerned with oral care compositions. More particularly, the present invention is concerned with oral care compositions containing chlorhexidine and its derivatives.
Background of the Invention
Chlorhexidine may be used in oral care compositions to exert beneficial physiological effects, such as prevention or amelioration of gingivitis or periodontitis, prevention and treatment of dental caries, periodontal disease, and other diseases of the oral cavity.
EP2100590 and EP185971 dislcoses oral care compositions comprising chlorohexiidine. And alkyl glucoside surfactants.
The effectiveness of chlorhexidine can be diminished by the presence of surfactants. The present invention describes a combination of chlorhexidine and decyl glucoside which is particularly effective in suppressing the activity of microbes found in the oral cavity in a surfactant system.
Description of the Invention
Accordingly, the present invention provides an oral care composition a toothpaste composition comprising: a) silica based abrasive, b) chlorhexidine or chlorhexidine salt and c) a surfactant system comprising at least 50 wt% of decyl glucoside in which the weight ratio of chlorohexifine of cholohexidine salt to decyl glucoside is from 1 : 1 to 1:8
Detailed Description of the Invention
Except in the examples, or where otherwise explicitly indicated, all numbers in this description indicating amounts of material or conditions of reaction, physical properties of materials and/or use may optionally be understood as modified by the word “about”.
All amounts are by weight of the composition, unless otherwise specified.
It should be noted that in specifying any ranges of values, any upper value can be associated with any particular lower value. Where a feature is disclosed with respect to a particular aspect of the invention (for example a composition of the invention), such disclosure is also to be considered to apply to any other aspect of the invention (for example a method of the invention) mutatis mutandis.
Any ingredients mentioned in this application that are natural or naturally derived have been sourced from Europe.
Dentifrice compositions according to the invention comprise chlorhexidine or chlorhexidine salt and decyl glucoside at a weight ratio of 1:1 to 1:8 of chlorhexidine salt to decyl glucoside. Preferably the weight ratio of chlorhexidne salt to decyl glucoside is from 1 :2 to 1 :7. It is preferable if the chlorhexidine salt is chlorhexidine gluconate, chlorhexidine digluconate or mixtures thereof.
Preferably the chlorhexidine salt is chlorohexidine gluconate.
The chlorhexidine salt preferably present from 0.05 to 1 wt% of the total composition, more preferably from 0.1 wt% to 0.7 wt%.
Preferably the level of decyl glucoside is from 0.2 to 1.2 wt% of the total composition, more preferably from 0.5 to 0.9 wt%.
Decyl glucoside is present as at ease 50 wt% of the total surfactant present, preferably at least 75 wt%.
A composition according to the invention will generally contain further ingredients to enhance performance and/or consumer acceptability, in addition to the ingredients specified above.
The composition comprises a silica based abrasive. The preferred abrasive silicas used in the present invention is a silica with a low refractive index. It may be used as the sole abrasive silica, or in conjunction with a low level of other abrasive silicas, e.g. those according to EP 236070. The low refractive index silicas, used as abrasives in the present invention are preferably silicas with an apparent refractive index (R.l.) in the range of 1.41 - 1.47, preferably 1.435 - 1.445, preferably having a weight mean particle size of between 5 and 15 mm, a BET (nitrogen) surface area of between 10 and 100 m2/g and an oil absorption of about 70 - 150 cm3/100 g, but abrasive silicas with a lower apparent refractive index may also be used. Typical examples of suitable low refractive index abrasive silicas (e.g. having an R.l. of between 1.435 and 1.445) are Tixosil 63 and 73 ex Rhone Poulenc; Sident 10 ex Degussa; Zeodent 113 ex Zeofinn; Zeodent 124 ex Huber, Sorbosil AC 77 ex Crosfield Chemicals (having an R. I . of approximately 1.440). The amount of these silicas in the composition generally ranges from 5-60% by weight, usually 5-20% by weight the abrasive silica is present usually in amounts between 3 and 60% by weight of the oral care composition.
The composition preferably comprises an inorganic or a natural or synthetic thickener or gelling agent in proportions of about 0.10 to about 15% by weight depending on the material chosen.
These proportions of thickeners in the dentifrice compositions of the present invention form an extrudable, shape-retaining product which can be squeezed from a tube onto a toothbrush and will not fall between the bristles of the brush but rather, will substantially maintain its shape thereon. Suitable thickeners or gelling agents useful in the practice of the present invention include inorganic thickening silicas such as amorphous silicas available from Huber Corporation under the trade designation Zeodent 165, Sident225, Irish moss, iota-carrageenan, gum tragacanth, and polyvinylpyrrolidone.
Compositions according to the invention preferably comprise a polymeric deposition aid. Preferably the composition comprises acid anhydride polymers, particularly preferred are co-polymers of maleic anhydride with methyl vinylether, in which the anhydride moiety may be in a partially or fully hydrolysed or alcoholysed form. Preferred copolymers include Gantrez(R) polymers such as: Gantrez S-95: molecular weight 216,000; free acid;
Gantrez S-96: molecular weight 700,000; free acid;
Gantrez S-97: molecular weight 1 ,500,000; free acid; and Gantrez MS-955: molecular weight 1,060,000; calcium/sodium salt.
Particularly preferred co-polymers of maleic acid and methyl vinylether have a molecular weight of 1 ,000,000 or greater and an especially preferred material is Gantrez S-97.
Compositions according to the invention may comprise a tooth whitening agent. The whitening agent preferably comprises a green and/or a blue pigment. In the context of the present invention a pigment is generally understood to be a shade/material which is insoluble in the relevant medium, at the relevant temperature. This is in contrast to dyes which are soluble. In the context of this invention, the "relevant medium" is human saliva, the liquid medium in which the composition is used, at the temperature of the oral cavity during brushing of the teeth, i.e. up to 37 Degrees C. As a reasonable approximation, the relevant medium may be considered to be water and the relevant temperature to be 25 Degrees C. Preferably the blue pigment is Pigment Blue 15, more preferably Pigment Blue 15:1 , 15:2, 15:3,
15:4, 15:5 or 15:6, most preferably 15:1. A preferred pigment is blue pigment is Phthalocyanine Blue Pigment, Cl No. 74160, blue covarine.
The preferred Green pigment is Phthalocyanine Green, preferably Phthalocyanine Green CI-74260.
Preferably the total level of pigment in the composition is from 0.01 wt% to 3 wt, more preferably from 0.02 to 2 wt%.
If the composition is a toothpaste it may be a dual phase paste, with the whitening pigments present in one phase.
Compositions according to the invention may comprise water-soluble or sparingly water-soluble sources of metal salts Preferred are zinc ions such as zinc chloride, zinc acetate, zinc gluconate, zinc sulphate, zinc fluoride, zinc citrate, zinc lactate, zinc oxide, zinc monoglycerolate, zinc tartrate, zinc pyrophosphate and zinc maleate; also preferred are stannous ions such as stannous fluoride and stannous chloride.
Compositions according to the invention may comprise oral care enzyme systems such as hydrogen peroxide producing enzyme systems (e.g. the oxidoreductase enzyme glucose oxidase), amyloglucosidase, dextranase and/or mutanase, (optionally in the presence of zinc ion providing compounds and/or 8- hydroxyquinoline derivatives), lactoperoxidase, lactoferrin, lysozyme and mixtures thereof.
Compositions of the invention may comprise fluoride sources such as sodium fluoride, stannous fluoride, sodium monofluorophosphate, zinc ammonium fluoride, tin ammonium fluoride, calcium fluoride, cobalt ammonium fluoride and mixtures thereof.
In one embodiment a preferred class of oral care active for inclusion in the compositions of the invention includes agents for the remineralisation of teeth. The term “remineralisation” in the context of the present invention means the in situ generation of hydroxyapatite on teeth.
A specific example of a suitable agent for the remineralisation of teeth is a mixture of a calcium source and a phosphate source which, when delivered to the teeth results in the in situ generation of hydroxyapatite on teeth. The composition according to the invention will comprise further ingredients which are common in the art, such as:
Further antimicrobial agents, e.g. sanguinarine extract, metronidazole, quaternary ammonium compounds, such as cetylpyridinium chloride; hexetidine, octenidine, alexidine; and halogenated bisphenolic compounds, such as 2,2' methylenebis-(4-chloro-6-bromophenol); anti-inflammatory agents such as ibuprofen, flurbiprofen, aspirin, indomethacin etc.; anti-caries agents such as sodium- and stannous fluoride, aminefluorides, sodium monofluorophosphate, sodium trimeta phosphate and casein; plaque buffers such as urea, calcium lactate, calcium glycerophosphate and strontium polyacrylates; vitamins such as Vitamins A, C and E; plant extracts; plant-derivable antioxidants such as flavonoid, catechin, polyphenol, and tannin compounds and mixtures thereof; desensitising agents, e.g. potassium citrate, potassium chloride, potassium tartrate, potassium bicarbonate, potassium oxalate, potassium nitrate and strontium salts; anti-calculus agents, e.g. alkali-metal pyrophosphates, hypophosphite-containing polymers, organic phosphonates and phosphocitrates etc.; biomolecules, e.g. bacteriocins, antibodies, enzymes, etc.; flavours, e.g. peppermint and spearmint oils; proteinaceous materials such as collagen; preservatives; opacifying agents; hyaluronic acid; amino acids such as arginine; colouring agents; pH-adjusting agents; sweetening agents; pharmaceutically acceptable carriers, e.g. starch, sucrose, water or water/alcohol systems etc.; surfactants, such as anionic, nonionic, cationic and zwitterionic or amphoteric surfactants; Humectants such as glycerol, sorbitol, propyleneglycol, xylitol, lactitol etc.; binders and thickeners such as sodium carboxymethyl-cellulose, hydroxyethyl cellulose (Natrosol®), xanthan gum, gum arabic etc. as well as synthetic polymers such as polyacrylates and carboxyvinyl polymers such as Carbopol®; polymeric compounds which can enhance the delivery of active ingredients such as antimicrobial agents can also be included; buffers and salts to buffer the pH and ionic strength of the oral care composition; and other optional ingredients that may be included are e.g. bleaching agents such as peroxy compounds e.g. potassium peroxydiphosphate, effervescing systems such as sodium bicarbonate/citric acid systems, colour change systems, and so on.
The invention will now be illustrated by the following non-limiting Examples. Examples of the invention are illustrated by a number, comparative Examples by a letter.
Examples
Table 1 : Toothpaste Formulations
In vitro assay - Bacterial Membrane Integrity
Bacterial membrane integrity, measured as membrane polarity and permeability, is an indicator of cell viability. Chlorhexidine digluconate (CHX) as a cationic is proposed to damage the integrity of the bacterial cell walls and reduce viability.
DiBAC4(Bis-(1,3-Dibutylbarbituric Acid), a commercially available fluorescence probe, can enter depolarized cells where it binds to intracellular proteins or membrane and exhibits enhanced fluorescence and a red spectral shift. Increased depolarization results in additional influx of the anionic dye and an increase in fluorescence, indicating damaged bacteria and reduced viability. Protocol.
The effect of CHX, used in toothpastes, on bacterial membrane polarity was measured using Streptococcus mutans DSM 20523, a Gram positive, acidogenic and caries associated bacterium. Bacteria were grown overnight, washed, re-suspended and adjusted to a standard optical density of OD620nm 0.2 in Phosphate Buffered Saline (PBS) supplemented with glucose at a final concentration of 0.4%. DiBac4 was added at a final concentration of 250nM.
Testing simple model solutions
For the treatment, toothpaste slurries were prepared as 1 : 10 dilutions in sterile de-ionised water
Fluorescence was monitored 30min before and up to 2 hours after the addition of the solutions using a fluorescence detection plate reader (490 nm excitation, 516 nm emission (Spectramax Gemini EM, Molecular Devices)). As control water and PBS was used.
To control for background fluorescence the slurries were added to 250nM DiBac4 in PBS without any bacteria.
Mean background readings were subtracted from the final fluorescence values and the 2h readings were analysed (ANOVA).
Results
Treatment with toothpaste slurries toothpaste formulation with Decyl glucoside + CHX (Example 1) performed significantly better than the toothpaste formulation with Lauryl glucoside + CHX (Example A) (pO.05, ANOVA) (Table 2).
The increase in fluorescence indicated an increase in damaged bacteria and reduced viability.
Levels not connected by same letter are significantly different (Comparison of means by Tukey- Kramer analysis, a=0.05).

Claims

1. A toothpaste composition comprising: a) silica based abrasive, b) chlorhexidine or chlorhexidine salt and c) a surfactant system comprising at least 50 wt% of decyl glucoside in which the weight ratio of chlorohexidine of cholohexidine salt to decyl glucoside is from1:1 to 1:8
2. A toothpaste composition according to claiml in which the chlorhexidine salt is chlorhexidine gluconate, chlorhexidine digluconate or mixtures thereof.
3. A toothpaste according to claim 1 or claim 2 in which the level of chlorhexidine salt is present at a level from 0.05wt% to 0.7 wt% of the total composition.
4. A toothpaste composition according to any preceding claim in which the level of decyl glucoside is from 0.5 to 0.9 wt% of the total composition.
5. A toothpaste composition according to any preceding claim that is an aqueous composition.
6. A toothpaste composition according to any preceding claim that comprises silica abrasive at a level from 2 to 20 wt% of the total composition.
EP22711558.1A 2021-03-11 2022-03-10 Oral care composition Pending EP4304551A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP21162078 2021-03-11
PCT/EP2022/056276 WO2022189604A1 (en) 2021-03-11 2022-03-10 Oral care composition

Publications (1)

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EP4304551A1 true EP4304551A1 (en) 2024-01-17

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EP (1) EP4304551A1 (en)
CN (1) CN116981440A (en)
BR (1) BR112023014904A2 (en)
CL (1) CL2023002661A1 (en)
WO (1) WO2022189604A1 (en)

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WO2025114570A1 (en) 2023-12-01 2025-06-05 Queen Mary University Of London Remineralising chlorhexidine crystal forms containing fluoride and uses in dentistry and medicine

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