WO2004041228A1

WO2004041228A1 - Oral care compositions comprising ascorbic acid derivative

Info

Publication number: WO2004041228A1
Application number: PCT/EP2003/010471
Authority: WO
Inventors: Horst Westenfelder; Volker Schehlmann; Jochen Klock
Original assignee: Dsm Ip Assets B.V.
Priority date: 2002-11-04
Filing date: 2003-09-19
Publication date: 2004-05-21
Also published as: AU2003267393A1

Abstract

The invention relates to the use of a polymer for improving the uptake and retention of water-soluble ascorbic acid derivatives from oral care compositions onto the surface of teeth and the surrounding dental tissue.

Description

ORAL CARE COMPOSITIONS COMPRISING ASCORBIC ACID DERIVATIVE

The present invention relates to improvements in oral care compositions. More particularly, the present invention relates to an improvement in the uptake and retention of water-soluble ascorbic acid derivatives from oral care compositions onto the surface of teeth and the surrounding dental tissue.

Intraoral surfaces, either soft or hard, frequently are covered by bacterial deposit called 'plaque'. Such dental plaque is a soft deposit, which adheres at the points of irregularity or discontinuity on dental tissue, e.g. on rough calculus surfaces, at the gum line and the like. Plaque generally consists of about 70% by weight bacteria, with the balance comprised of host cells, food debris, proteins, polysaccharides, etc. Besides being unsightly, plaque is involved in the etiology of caries and periodontitis, which together are responsible for about 95% of tooth loss.

The particular bacteria generally found in plaque are Streptococcus mutans (hereinafter S. mutans). S. mutans produce extracellular glucosyl and fructosal transferase enzymes from sugars which catalyze the formation of sticky, adhesive glucans and fructans from sucrose, which in turn promote the adhesion from bacteria to the oral surfaces. Further, S. mutans produces toxic metabolites and additionally is a very effective producer of acids in relation to other oral microorganisms.

Repeated cycles of such acid attack to tooth enamel initially results in microscopic demineralization or decalcification of the hydroxyapatite structure of the tooth enamel and the formation of an incipient carious lesion therein. This might go on to a full-fledged carious lesion and a clinically evident cavity occurs. The enamel layer is generally translucent and slightly off-white in color. It is also considered porous since the hydroxyapatite crystals that comprise the enamel form microscopic hexagonal rods or prisms having microscopic pores or channels between them. As a result of this porous structure, staining agents and discoloring substances, such as coffee, tea or tobacco can permeate the enamel and change its surface to appear yellow or brownish in color.

The plaque can cause mechanical irritations and inflammations of the gingiva whereas the produced toxins lead to an infected, swollen and tender gum. The developing pockets between tooth and gum might deepen and are a perfect environment for anaerobic bacterials grow. The particular bacteria, e.g. Porphyromonas gingivalis and Actinobacillus actinomycetemcomitans, and their metabolites will further damage and erode the gum tissues responsible to support the tooth.

Ascorbic acid derivatives such as sodium ascorbyl phosphate are known to inhibit particular bacteria mainly responsible to induce caries, periodontitis and gingivitis and further, have a teeth whitening effect. However, such ascorbic acid derivatives are substantially water-soluble and are readily washed out from the oral cavity and thus, cannot exert their desired physiological activity over an extended period of time. In accordance with the present invention it has been found that the retention of water- soluble ascorbyl derivatives in the oral cavity, particularly on the dental tissue can be improved by certain polymers.

Accordingly, in one aspect, the present invention is concerned with the use of a polymer for improving the uptake and retention of water-soluble ascorbic acid derivatives from oral care compositions onto the surface of teeth and the surrounding dental tissue.

In another aspect, the invention is concerned with the use of a polymer in the manufacture of oral care compositions for providing improved uptake and retention of water-soluble ascorbic acid derivatives from such compositions onto the surface of teeth and the surrounding dental tissue which comprises incorporating into an oral care composition which contains a water-soluble ascorbic acid derivative an effective amount of a polymer.

In still another aspect, the invention is concerned with a method of improving the preventive activity of ascorbic acid derivatives in oral care compositions on adverse effects caused to teeth and surrounding dental tissue by microorganisms, such as dental plaque formation, caries, gingivitis and periodontitis, and with a method of improving the bleaching and teeth- hitening activity of ascorbic acid derivatives in oral care compositions which comprises incorporating an effective amount of a polymer into an oral cafe composition which contains a water- soluble^'ascorbic acid derivative.

The oral care compositions provided by the present invention thus accomplish continuing adherence of the ascorbic acid derivative to the teeth and adjacent oral gingival mucosa, thereby retarding washout of the compound from infected areas of dental tissue by saliva present in the mouth and extending the contact time between the ascorbic acid derivative and the dental tissue.

The term "oral care composition" as used herein denotes dental products which, in the ordinary course of usage, are retained in the oral cavity for a time sufficient to contact substantially all of the dental surfaces, but are not intentionally ingested. Such products include, but are not limited to, dentifrices, gels, mouthwashes, chewing gums and lozenges, as well as cleansing agents for dentures.

The term "ascorbic acid derivative" as used herein denotes includes substantially water- soluble esters and salts thereof, such as ascorbyl phosphates, sulphates and gluconates and mixtures thereof. Examples of salts of these esters are alkali salts such as the sodium and potassium salt, alkaline earth metal salts such as the magnesium salt, and salts with heavy metals, e.g., tin and copper. Preferred is sodium ascorbyl phosphate.

The polymer may be a homopolymer or a copolymer or mixtures thereof. Polymers capable of improving the uptake and retention of an ascorbic acid derivative in the oral cavity for use in the compositions of the present invention are natural or synthetic polymers which can be non-ionic, anionic, cationic or amphoteric. Examples of natural polymers for use in the present invention are polysaccharides such as carrageenan, guar gum, galactoarabinan and pectin, and derivatives thereof, especially cellullose derivatives such as hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, carboxymethyl cellulose and sodium carboxymethyl cellulose, quaternized hydroxyethylcellulose (Polymer JR 400, Polyquaternium 10), guar derivatives which are known as Jaguar types, and cellulose-based anionic polysaccharides such as celluloseacetatphthalat. Examples of synthetic polymers are non-ionic polymers such as polyvinylpyrrolidone and copolymers thereof with vinyl acetate; polyvinylalcohol, polyethyleneglycol und block copolymers of the ABA-type from polyethyleneglycol- polypropyleneglycol-polyethyleneglycol. Examples of anionic synthetic polymers are especially polyacrylic acid, polymethacrylic acid and their copolymers as well as copolymers of itaconic acid and styrene sulfonic acid. Examples of cationic (or basic) polymers are copolymers, based on vinyl imidazol or dimethylaminoethyl methacrylamide (quaternized or non-quaternized). An amphoteric polymers is, e.g., Amphomer (National Starch).

More specifically, examples of polymers for use in the present invention are carboxymethylcellulose; quaternized hydroxyethylcellulose, e.g., Polyquaternium 10; carrageenan, e.g., carrageenan XP 3172; xanthan gum; acrylates/Cio-3o alkylacrylate crosspolymers as commercially available as Pemulen TR-1 and TR-2;

Gantrez types, e.g., Gantrez S-97; polyvinyl pyrrolidone homopolymers as commercially available as PVP types;

N-vinylpyrrolidone/acrylic acid copolymers as disclosed in EP 0 691 124 as AVP.

In accordance with the present invention the ascorbic acid derivative may be used in the oral compositions in an amount of about 0.01 to about 5% by weight, preferably about 0.5% to about 2% by weight, based on the total weight of the composition.

The polymer is suitably be used in an amount of from about to about 0.01 % by weight to about 5% by weight, preferably about 0.01 % by weight to about 3% by weight, based on the total weight of the oral care composition

The compositions provided by the present invention may contain additional ingredients which are conventionally used in oral care compositions. A dentifrice may contain e.g., abrasives such as silica, calcium carbonate, dicalcium phosphate, tricalcium phosphate, calcined alumina, sodium and potassium metaphosphate, sodium and potassium pyrophosphates, sodium trimetaphosphate, sodium hexametaphosphate and the like; thickening agents, such as guar gum, xanthan gum, caraya gum, carboxymethyl cellulose, hydroxymethyl cellulose, colloidal magnesium aluminum silicate and the like; surfactants such as hydrogenated coconut fatty acid monoglyceride monosulfate sodium, sodium lauryl sulfate, sodium dodecyl benzene sulfonate, N-lauroyl sarcosine, sorbitan monostearate and the like; fluorides and fluoride-providing compounds such as sodium, ammonium, calcium, zinc, copper and tin fluorides, sodium and ammonium fluorosilicate, sodium monofluorophosphate and the like; humectants such as glycerol, 1,4-butandiol, sorbitol, mannitol, xylitol and the like; metal salts such as cuprous fluoride, chloride and fluorosilicate, stannous fluoride and the like; flavoring agents such as pepper- mint, eucalyptus, cinnamon, lemon oil and the like; sweetening agents such as sucrose, xylitol, sodium cyclamate, saccharine and the like; further antibacterial agents such as triclosan, hexetidine, chlorhexidine and salts thereof as found in Directive 76/768/EEC, Annex VI; and various other adjuvants e.g. whitening or desensitizing agents. These ingredients may be incorporated in the dentifrice composition in amounts generally known to those skilled in the art. The following Examples illustrate the invention further.

Example 1 A toothpaste can be prepared according to methods known in the art with the following ingredients: weight- %

Water ad. 100

Glycerol 30.00

Sorbitol 20.00

EDTA 0.01 - 1.00

Sodium Ascorbyl Phosphate 0.01 - 5.0

Carboxy Methylcellulose 1.2

Titanium Dioxide 0.50

Sodium Cyclamate 0.10

Sodium Saccharin 0.01

Natrium mono-fluorophosphate 0.85

Hydrated Silica 20.00

Sodium Lauryl Sulfate 1.00

Aroma 0.80 Example 2:

A transparent toothpaste can be prepared according to methods known in the art with the following ingredients:

weight- %

Water ad 100

Glycerol 5.00

Sorbitol 60.00

EDTA 0,01 - 1,00

Sodium Ascorbyl Phosphate 0,01 - 5,00

Carboxy Methylcellulose 1,0

PEG-12 3.00

Saccharin 0.20

Sodium Fluoride 0,85

Hydrated Silica 20.00

Sodium Lauryl Sulfate 1.20

Aroma 1.00

Example 3

A moutwash can be prepared with the following ingredients:

weight-%

Water ad 100

Glycerol 5.00

Xylitol 60.00

Tween 80 2.0

Nisin 0.01

Propyl-p-hydroxybenzoate 0.1

Sodium citrate 0.2

Sodium fluoride 0.1

Peppermint aroma 0.05

AVP-1 *) 2.0

Sodium Ascorbyl Phosphate 0,01 - 5,00

*) EP 0 691 124

Claims

What is claimed is :

I. The use of a polymer for improving the uptake and retention of water-soluble ascorbic acid derivatives from oral care compositions onto the surface of teeth and the surrounding dental tissue.

2. The use as in claim 1 wherein the polymer is a natural polymer or a derivative thereof.

3. The use as in claim 2 wherein the polymer is a polysaccharide or derivative thereof.

4. The use as in claim 3 wherein the polymer is a cationic cellulose derivative.

5. The use as in claim 4 wherein the cellulose derivative is a carboxymethylcellulose, carrageenan, xanthan gum, guar gum, galactoarabinan or pectin.

6. The use as in claim 3 wherein the polymer is a non-ionic cellulose derivative.

7. The use as in claim 6 wherein the polymer is hydroxyethylcellulose, hydroxypropylcellulose or hydroxypropylmethylcellulose.

8. The use as in claim 3 wherein the polymer is an anionic cellulose derivative.

9. The use as in claim 8 wherein the anionic cellulose derivative is celluloseacetatphthalat.

10. The use as in claim 1 wherein the polymer is a synthetic polymer.

II. The use as in claim 10 wherein the synthetic polymer is a non-ionic polymer.

12. The use as in claim 11 wherein the polymer is a vinylpyrrolidone polymer or copolymer.

13. The use as in claim 11 wherein the polymer is polyvinylalcohol, polyethyleneglycol or a block copolymer of the ABA-type from polyethyleneglycol-polypropyleneglycol- polyethyleneglycol.

14. The use as in claim 10 wherein the synthetic polymer is an anionic polymer.

15. The use as in claim 14 wherein the polymer is a polyacrylate or polymethacrylate or a copolymer thereof.

16. The use as in claim 14 wherein the synthetic polymer is a copolymer of vinylpyrrolidone and acrylic acid.

17. The use as in claim 14 wherein the polymer is a copolymer of itaconic acid and styrene sulfonic acid.

18. The use as in claim 10 wherein the polymer is an amphoteric polymer.

19. The use as in claim 18 wherein the synthetic polymer is a copolymer of an acrylamide, acrylate and methacrylate.

20. The use as in any one of claims 1-19 wherein the ascorbic acid derivative is an ascorbyl phosphate.

21. The use as in claim 20 wherein the ascorbyl phosphate is sodium ascorbyl phosphate.

22. The use as in any one of claims 1-21 wherein the ascorbic acid derivative is present in an amount of from about 0.01 to about 5% by weight, preferably from about 0.5% to about 2% by weight, based on the total weight of the oral care composition.

23. The use as in any one of claims 1-22 wherein the polymer is is present in an amount of from about to about 0.01 % by weight to about 5% by weight, preferably about 0.01 % by weight to about 3% by weight, based on the total weight of the oral care composition.

24. The use of a polymer in the manufacture of oral care compositions for providing improved uptake and retention of water-soluble ascorbic acid derivatives from such compositions onto the surface of teeth and the surrounding dental tissue which comprises incorporating into an oral care composition which contains a water-soiuoie ascoroic aciα derivative an effective amount of a polymer.

25. The use as in claim 24 wherein the polymer is as defined in any one of claims 2-19.

26. The use as in claim 23 or 24 wherein the ascorbic acid derivative is an ascorbyl phosphate.

27. The use as in claim 26 wherein the ascorbyl phosphate is sodium ascorbyl phosphate.

28. The use as in any one of claims 24-27 wherein the ascorbic acid derivative is present in an amount of from about 0.01 to about 5% by weight, preferably from about 0.5% to about 2% by weight, based on the total weight of the oral care composition.

29. The use as in any one of claims 24-28 wherein the polymer is is present in an amount of from about to about 0.01 % by weight to about 5% by weight, preferably about 0.01 % by weight to about 3% by weight, based on the total weight of the oral care composition.

30. A method of improving the preventive activity of ascorbic acid derivatives in oral care compositions on adverse effects caused to teeth and surrounding dental tissue by microorganisms, such as dental plaque formation, caries, gingivitis and periodontitis, which comprises incorporating an effective amount of a polymer into an oral care composition which contains a water-soluble ascorbic acid derivative.

31. A method of improving the bleaching and teeth-whitening activity of ascorbic acid derivatives in oral care compositions, which comprises incorporating an effective amount of a polymer into an oral care composition which contains a water-soluble ascorbic acid derivative.

32. The method as in claim 30 or 31 wherein the polymer is as defined in any one of claims 2-19.

33. The method as in any one of claims 30-32 wherein the ascorbic acid derivative is an ascorbyl phosphate.

34. The method as in claim 33 wherein the ascorbyl phosphate is sodium ascorbyl phosphate.

35. The method as in any one of claims 30-34 wherein the ascorbic acid derivative is present in an amount of from about 0.01 to about 5% by weight, preferably from about 0.5% to about 2% by weight, based on the total weight of the oral care composition.

36. The method as in any one of claims 30-35 wherein the polymer is is present in an amount of from about to about 0.01 % by weight to about 5% by weight, preferably about 0.01 % by weight to about 3% by weight, based on the total weight of the oral care composition.