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WO2024080953A1 - Hydrogel formulations for use in the prevention and treatment of gingival infections and dental caries - Google Patents

Hydrogel formulations for use in the prevention and treatment of gingival infections and dental caries Download PDF

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Publication number
WO2024080953A1
WO2024080953A1 PCT/TR2023/050876 TR2023050876W WO2024080953A1 WO 2024080953 A1 WO2024080953 A1 WO 2024080953A1 TR 2023050876 W TR2023050876 W TR 2023050876W WO 2024080953 A1 WO2024080953 A1 WO 2024080953A1
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Prior art keywords
bioadhesive polymer
formulation according
hydrogel formulation
hydrogel
gum
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French (fr)
Inventor
Muhammet Davut Arpa
Ayse Esra KARADAG
Ebrar Elif KESMEN
Tugba ARSLAN
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Istanbul Medipol Universitesi
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Istanbul Medipol Universitesi
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
    • A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/88—Liliopsida (monocotyledons)
    • A61K36/906—Zingiberaceae (Ginger family)
    • A61K36/9068—Zingiber, e.g. garden ginger
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/042—Gels
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4993—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
    • A61K9/0063—Periodont
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
    • 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 relates to hydrogel formulations containing ginger (Zingiber officinale L.) essential oil suitable for use in the prevention or treatment of toothache, dental or gum infections, or the prevention of tooth decay or the reduction and elimination of pain caused by dental caries.
  • ginger Zaingiber officinale L.
  • Antiseptic solutions include substances such as chlorhexidine and its derivatives, essential oils.
  • Oral antibiotics are used in inflammatory conditions such as abscess and gingivitis. Oral antibiotics may have systemic side effects.
  • NSAIDs are also used parenterally in oral or severe pain due to their anti-inflammatory and analgesic effects.
  • the inventors aimed to develop new formulations suitable for use in the treatment or prophylaxis of dental and gum disorders in order to eliminate these problems arising from the traditional use of ginger powder.
  • the invention relates primarily to hydrogel formulations containing ginger essential oil.
  • Ginger essential oil contains major volatile compounds such as zingiberene, ar-Curcumene, P- Sesquiphellandrene, P-bisabolene, camphene, P-felandren, borneol, 1,8-cineole. Ginger essential oil has a strong antibacterial effect on gram-positive, gram-negative, Pseudomonas aeruginosa, Salmonella sp., and many bacterial species. Ginger essential oil also has a strong anti-inflammatory effect.
  • ginger essential oil has a less caustic taste and a more pleasant aroma than ginger powder, which provides a significant advantage in terms of ensuring patient compliance.
  • hydrogel formulations containing ginger essential oil are directed to hydrogel formulations containing ginger essential oil.
  • Hydrogel formulations according to the invention are characterized in that they contain at least one bioadhesive polymer, preferably two or three bioadhesive polymers, in addition to ginger essential oil.
  • hydrogel formulations according to the invention showed higher effectiveness than ginger essential oil. Comparative data on this are presented in the examples section.
  • xanthan gum, guar gum, gelatin, pectin, chitosan, and citrus gum are selected as the first bioadhesive polymer and preferably xanthan gum is used.
  • xanthan gum 2-3% by weight of xanthan gum is used in the formulation.
  • the use of the bioadhesive polymer at the rate of 2-3% by weight mentioned herein plays an important role in obtaining an effective gel form.
  • the cellulosederived second bioadhesive polymer is included in the hydrogel formulations according to the invention.
  • the cellulose-derived second bioadhesive polymer in the hydrogel formulation according to the invention may be selected from a group consisting of methylcellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose, carboxymethyl cellulose, carboxymethylcellulose sodium.
  • the cellulosederived second bioadhesive polymer and the third bioadhesive polymer selected from polyacrylic acid, and its derivatives are included in the hydrogel formulations according to the invention.
  • the acrylic acid derivative in the formulation according to the invention is the third bioadhesive polymer polyacrylic acid, for example, CarbopolTM.
  • an embodiment of the invention relates to the hydrogel formulation
  • the hydrogel formulation comprising the first bioadhesive polymer selected from ginger essential oil and xanthan gum, guar gum, gelatin, pectin, chitosan, tragacanth gum; the second bioadhesive polymer based on cellulose selected from methylcellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose, carboxymethyl cellulose, carboxymethylcellulose sodium; and the third bioadhesive polymer selected from polyacrylic acid and derivatives; and optionally other pharmaceutically acceptable excipients.
  • a preferred embodiment of the invention relates to pharmaceutical compositions comprising ginger essential oil and xanthan gum as the first bioadhesive polymer and carboxymethyl cellulose sodium as the second bioadhesive polymer and Carbopol as the third bioadhesive polymer and optionally other pharmaceutically acceptable excipients.
  • Said pharmaceutically acceptable excipient herein refers to agents that do not have any therapeutic activity, enabling the drug substances to be formulated as desired.
  • At least one of the moisturizing agent, thickening agent, surfactant, and solvent is used as an excipient in the hydrogel formulations containing ginger essential oil according to the invention.
  • a surfactant, solvent, moisturizing agent and/or thickening agent in addition to the first bioadhesive polymer, the second bioadhesive polymer and the third bioadhesive polymer, there is a surfactant, solvent, moisturizing agent and/or thickening agent.
  • the moisturizing agent used in the formulations according to the invention is selected from a group consisting of glycerin, ethylhexyl glycerin, glyceryl triacetate (Triacetin), propylene glycol, butylene glycol, dexpanthenol, polyethylene glycol, for example, polyethylene glycol 400.
  • the surfactant used in the formulations according to the invention is preferably selected from non-ionic surfactants, such as polyglycerol alkyl ethers, polyoxyethylene alkyl ethers, sorbitan esters, polysorbates, particularly preferably polysorbate 80.
  • non-ionic surfactants such as polyglycerol alkyl ethers, polyoxyethylene alkyl ethers, sorbitan esters, polysorbates, particularly preferably polysorbate 80.
  • hydrogel formulations according to the invention 2-3% by weight of xanthan gum and 0.5-2.5% by weight of polysorbate 80 are used in the hydrogel formulations according to the invention. It is seen that the hydrogel formulations prepared in this way have a stable structure.
  • hydrogel formulations containing ginger essential oil according to the invention include xanthan gum as the first bioadhesive polymer and carboxymethyl cellulose sodium as the second bioadhesive polymer and Carbopol as the third bioadhesive polymer and glycerin as the moisturizing agent, polysorbate 80 as the surfactant and water as the solvent.
  • the invention relates to hydrogel formulations according to the invention, comprising by weight of;
  • Solvent in an amount to complete the total weight to 100%.
  • a preferred embodiment of the invention relates to hydrogel formulations according to the invention, comprising by weight of;
  • second bioadhesive polymer based on cellulose selected from methylcellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose, carboxymethyl cellulose, carboxymethylcellulose sodium
  • third biodegradable polymer selected from polyacrylic acid and its derivatives 1-30% moisturizer/thickener selected from glycerin, ethylhexyl glycerin, glyceryl triacetate (Triacetin), propylene glycol, butylene glycol, dexpanthenol, polyethylene glycol
  • polyglycerol alkyl ethers 0.5-2.5% polyglycerol alkyl ethers, polyoxyethylene alkyl ethers, sorbitan esters, surfactant selected from polysorbates
  • a particularly preferred embodiment of the invention relates to hydrogel formulations according to the invention, comprising by weight of;
  • the invention relates to a method for use in preparing hydrogel formulations according to the invention, said method comprising the following steps:
  • Another embodiment of the invention relates to hydrogel formulations according to the invention for use in preventing or treating toothache, tooth, or gum infections, or preventing tooth decay, or reducing and eliminating pain caused by tooth decay.
  • Example 2 Preparation of formulations according to the invention The table showing the hydrogel formulation according to the invention is provided below.
  • Example 6 MIC values and LOX inhibition values of the formulations according to the invention

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Abstract

The present invention relates to hydrogel formulations containing ginger essential oil suitable for use for use in the prevention or treatment of toothache, dental or gum infections, or the prevention of tooth decay or the reduction and elimination of pain caused by dental caries.

Description

HYDROGEL FORMULATIONS FOR USE IN THE PREVENTION AND TREATMENT OF GINGIVAL INFECTIONS AND DENTAL CARIES
Technical Field
The present invention relates to hydrogel formulations containing ginger (Zingiber officinale L.) essential oil suitable for use in the prevention or treatment of toothache, dental or gum infections, or the prevention of tooth decay or the reduction and elimination of pain caused by dental caries.
State of the Art
It is of great importance to apply locally effective products to eliminate toothache and provide antimicrobial activity in intraoral regional gum infections.
There is many nutritional, cosmetic, and drug products used in the treatment of dental and gum infections. Depending on the location and type of infection and decay, different products are preferred together or alone.
Local oral care waters containing antiseptic substances are used to prevent the growth of bacteria and to clean the tooth walls. Antiseptic solutions include substances such as chlorhexidine and its derivatives, essential oils. However, their irregular and frequent use can also pose a problem. Oral antibiotics are used in inflammatory conditions such as abscess and gingivitis. Oral antibiotics may have systemic side effects.
NSAIDs are also used parenterally in oral or severe pain due to their anti-inflammatory and analgesic effects.
Given the current interest in natural ingredients and the side effects caused by chemical drugs, there is a need for naturally derived ingredients that can be used in the treatment or prophylaxis of dental and gum disorders suitable for intraoral use. The use of ginger in toothaches and tooth decay is known to the public. In traditional practice, powdered ginger is mixed with water and applied to the painful area. However, in this application, the bitter taste of ginger disturbs the patients, and the prepared mixture quickly moves away from the pain area, causing the expected therapeutic effect to not be achieved.
Accordingly, the inventors aimed to develop new formulations suitable for use in the treatment or prophylaxis of dental and gum disorders in order to eliminate these problems arising from the traditional use of ginger powder.
Brief Description of the Invention
The invention relates primarily to hydrogel formulations containing ginger essential oil.
Ginger essential oil contains major volatile compounds such as zingiberene, ar-Curcumene, P- Sesquiphellandrene, P-bisabolene, camphene, P-felandren, borneol, 1,8-cineole. Ginger essential oil has a strong antibacterial effect on gram-positive, gram-negative, Pseudomonas aeruginosa, Salmonella sp., and many bacterial species. Ginger essential oil also has a strong anti-inflammatory effect.
In addition, ginger essential oil has a less caustic taste and a more pleasant aroma than ginger powder, which provides a significant advantage in terms of ensuring patient compliance.
Detailed Description of the Invention
As mentioned above, the present invention is directed to hydrogel formulations containing ginger essential oil. Hydrogel formulations according to the invention are characterized in that they contain at least one bioadhesive polymer, preferably two or three bioadhesive polymers, in addition to ginger essential oil.
The inventors surprisingly found that the hydrogel formulations according to the invention showed higher effectiveness than ginger essential oil. Comparative data on this are presented in the examples section. In an embodiment of the invention, in hydrogel formulations containing ginger essential oil according to the invention, xanthan gum, guar gum, gelatin, pectin, chitosan, and citrus gum are selected as the first bioadhesive polymer and preferably xanthan gum is used.
In a particularly preferred embodiment of the invention, 2-3% by weight of xanthan gum is used in the formulation. The use of the bioadhesive polymer at the rate of 2-3% by weight mentioned herein plays an important role in obtaining an effective gel form.
In a preferred embodiment of the invention, in addition to the first bioadhesive polymer selected from xanthan gum, guar gum, gelatin, pectin, chitosan, and citrus gum, the cellulosederived second bioadhesive polymer is included in the hydrogel formulations according to the invention.
The cellulose-derived second bioadhesive polymer in the hydrogel formulation according to the invention may be selected from a group consisting of methylcellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose, carboxymethyl cellulose, carboxymethylcellulose sodium.
In a preferred embodiment of the invention, in addition to the first bioadhesive polymer selected from xanthan gum, guar gum, gelatin, pectin, chitosan, and citrus gum, the cellulosederived second bioadhesive polymer and the third bioadhesive polymer selected from polyacrylic acid, and its derivatives are included in the hydrogel formulations according to the invention.
The acrylic acid derivative in the formulation according to the invention is the third bioadhesive polymer polyacrylic acid, for example, Carbopol™.
Accordingly, an embodiment of the invention relates to the hydrogel formulation comprising the first bioadhesive polymer selected from ginger essential oil and xanthan gum, guar gum, gelatin, pectin, chitosan, tragacanth gum; the second bioadhesive polymer based on cellulose selected from methylcellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose, carboxymethyl cellulose, carboxymethylcellulose sodium; and the third bioadhesive polymer selected from polyacrylic acid and derivatives; and optionally other pharmaceutically acceptable excipients. A preferred embodiment of the invention relates to pharmaceutical compositions comprising ginger essential oil and xanthan gum as the first bioadhesive polymer and carboxymethyl cellulose sodium as the second bioadhesive polymer and Carbopol as the third bioadhesive polymer and optionally other pharmaceutically acceptable excipients.
Said pharmaceutically acceptable excipient herein refers to agents that do not have any therapeutic activity, enabling the drug substances to be formulated as desired.
In an embodiment of the invention, at least one of the moisturizing agent, thickening agent, surfactant, and solvent is used as an excipient in the hydrogel formulations containing ginger essential oil according to the invention. In a preferred embodiment of the invention, in the hydrogel formulations containing ginger essential oil according to the invention, in addition to the first bioadhesive polymer, the second bioadhesive polymer and the third bioadhesive polymer, there is a surfactant, solvent, moisturizing agent and/or thickening agent.
The moisturizing agent used in the formulations according to the invention is selected from a group consisting of glycerin, ethylhexyl glycerin, glyceryl triacetate (Triacetin), propylene glycol, butylene glycol, dexpanthenol, polyethylene glycol, for example, polyethylene glycol 400.
The surfactant used in the formulations according to the invention is preferably selected from non-ionic surfactants, such as polyglycerol alkyl ethers, polyoxyethylene alkyl ethers, sorbitan esters, polysorbates, particularly preferably polysorbate 80.
In a particularly preferred embodiment of the invention, 2-3% by weight of xanthan gum and 0.5-2.5% by weight of polysorbate 80 are used in the hydrogel formulations according to the invention. It is seen that the hydrogel formulations prepared in this way have a stable structure.
The solvent used in the formulations according to the invention is selected from ethanol, water, and aqueous buffer solutions. In a particularly preferred embodiment of the invention, hydrogel formulations containing ginger essential oil according to the invention include xanthan gum as the first bioadhesive polymer and carboxymethyl cellulose sodium as the second bioadhesive polymer and Carbopol as the third bioadhesive polymer and glycerin as the moisturizing agent, polysorbate 80 as the surfactant and water as the solvent.
In another aspect, the invention relates to hydrogel formulations according to the invention, comprising by weight of;
0.1-20% ginger essential oil,
0.1-10% 1st Bioadhesive polymer
0-10% 2nd Bioadhesive polymer
0-10% 3rd Bioadhesive polymer
1-30% moi sturizer/thickener
0.5-2.5% surfactant
Solvent in an amount to complete the total weight to 100%.
A preferred embodiment of the invention relates to hydrogel formulations according to the invention, comprising by weight of;
0.1-20% ginger essential oil,
0.1-10% xanthan gum
0-10% second bioadhesive polymer based on cellulose selected from methylcellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose, carboxymethyl cellulose, carboxymethylcellulose sodium
0-10% third biodegradable polymer selected from polyacrylic acid and its derivatives 1-30% moisturizer/thickener selected from glycerin, ethylhexyl glycerin, glyceryl triacetate (Triacetin), propylene glycol, butylene glycol, dexpanthenol, polyethylene glycol
0.5-2.5% polyglycerol alkyl ethers, polyoxyethylene alkyl ethers, sorbitan esters, surfactant selected from polysorbates
- Water in an amount sufficient to complete the total weight to 100%. A particularly preferred embodiment of the invention relates to hydrogel formulations according to the invention, comprising by weight of;
0.1-20% ginger essential oil,
0.1-10% xanthan gum
0-10% carboxymethyl cellulose sodium as the second bioadhesive polymer
0-10% Carbopol as the third biodegradable polymer
1-30% glycerin as moisturizing agent
0.5-2.5% polysorbate 80 as surfactant and
- Water in an amount sufficient to complete the total weight to 100%.
In another aspect, the invention relates to a method for use in preparing hydrogel formulations according to the invention, said method comprising the following steps:
- Mixing the first bioadhesive polymer and, optionally, the second bioadhesive polymer and/or the third bioadhesive polymer with the solvent,
Adding moisturizing agent and surfactant to the resulting mixture and mixing and
Adding ginger essential oil to the mixture obtained and mixing until a homogeneous mixture is obtained.
Another embodiment of the invention relates to hydrogel formulations according to the invention for use in preventing or treating toothache, tooth, or gum infections, or preventing tooth decay, or reducing and eliminating pain caused by tooth decay.
The invention will now be explained by way of examples. The scope of the invention is not limited to examples.
Examples:
Example 1: Preparation of formulations according to the invention
The table showing the hydrogel formulation according to the invention is provided below.
Figure imgf000007_0001
Figure imgf000008_0001
Example 2: Preparation of formulations according to the invention The table showing the hydrogel formulation according to the invention is provided below.
Figure imgf000008_0002
Example 3: Preparation of formulations according to the invention
The table showing the hydrogel formulation according to the invention is provided below.
Figure imgf000008_0003
Example 4: Preparation of formulations according to the invention
The table showing the hydrogel formulation according to the invention is provided below.
Figure imgf000008_0004
Figure imgf000009_0001
Example 5: Preparation of formulations according to the invention
The table showing the hydrogel formulation according to the invention is provided below.
Figure imgf000009_0002
Example 6: MIC values and LOX inhibition values of the formulations according to the invention
Antimicrobial activities of ginger essential oil and formulations containing/not containing ginger essential oil were studied on pathogenic microorganisms in the oral flora by the broth microdilution method and MIC values were calculated. The results obtained are shown in Table 1. The ginger essential oil-laden formulation prepared with xanthan gum was found to be more effective than pure ginger essential oil. Table 1. MIC (minimal inhibitory concentration) values of essential oil and formulations (mg/mL)
Figure imgf000009_0003
Figure imgf000010_0001
Again, LOX enzyme inhibition values of ginger essential oil and formulations containing/not containing ginger essential oil were studied at a concentration of 1 mg/mL and % inhibition values are given in Table 2. According to the results obtained, it was found that the essential oil-laden formulation showed higher inhibition than pure ginger essential oil.
Table 2. LOX enzyme inhibition values (1 mg/mL)
Figure imgf000010_0002
In the stability studies conducted (5±2°C and 25±2°C), it was determined that the sample formulations were stable in terms of physical appearance and physicochemical properties (pH, viscosity, spreadability, etc.) for at least three months, and their properties did not change.

Claims

1. Hydrogel formulations characterized in that they comprise at least one of the first bioadhesive polymer selected from the group consisting of ginger essential oil and xanthan gum, guar gum, gelatin, pectin, chitosan, tragacanth gum suitable for use in the prevention or treatment of toothache, dental or gum infections, or the prevention of tooth decay or the reduction and elimination of pain caused by dental caries, or the second bioadhesive polymer selected from the group consisting of methylcellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose, carboxymethyl cellulose, carboxymethyl cellulose, carboxymethylcellulose sodium or the third bioadhesive polymer selected from polyacrylic acid and derivatives thereof.
2. A hydrogel formulation according to Claim 1, characterized in that xanthan gum is used as the first bio-resistant polymer.
3. A hydrogel formulation according to any one of Claims 1 or 2, characterized in that it comprises the second bioadhesive polymer and/or the third bioadhesive polymer together with the first bioadhesive polymer.
4. A hydrogel formulation according to any one of Claims 1-3, characterized in that the second bioadhesive polymer is carboxymethylcellulose sodium.
5. A hydrogel formulation according to any one of Claims 1-4, characterized in that the third bioadhesive polymer is polyacrylic acid, Carbopol™ .
6. A hydrogel formulation according to any one of Claims 1-5, characterized in that it comprises the first bioadhesive polymer selected from ginger essential oil and xanthan gum, guar gum, gelatin, pectin, chitosan, tragacanth gum; the second bioadhesive polymer based on cellulose selected from methylcellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose, carboxymethyl cellulose, carboxymethylcellulose sodium; and the third bioadhesive polymer selected from polyacrylic acid and derivatives; and other pharmaceutically acceptable excipients.
7. A hydrogel formulation according to Claim 6, characterized in that it comprises ginger essential oil and xanthan gum as the first bioadhesive polymer and carboxymethyl cellulose sodium as the second bioadhesive polymer and Carbopol as the third bioadhesive polymer and optionally other pharmaceutically acceptable excipients.
8. A hydrogel formulation according to any one of Claims 6 or 7, characterized in that other pharmaceutically acceptable excipients are selected from the group consisting of moisturizing agent, thickening agent, surfactant, and solvent.
9. A hydrogel formulation according to Claim 8, characterized in that the moisturizing agent is selected from a group consisting of glycerin, propylene glycol, polyethylene glycol.
10. A hydrogel formulation according to Claim 8, characterized in that the surfactant is preferably non-ionic surfactant and is selected from polyglycerol alkyl ethers, polyoxyethylene alkyl ethers, sorbitan esters, polysorbates.
11. A hydrogel formulation according to Claim 8, characterized in that the solvent is selected from ethanol, water, aqueous buffer solutions.
12. A hydrogel formulation according to any one of Claims 6-11, characterized in that it comprises xanthan gum as the first bioadhesive polymer and carboxymethyl cellulose sodium as the second bioadhesive polymer and Carbopol as the third bioadhesive polymer and glycerin as the moisturizing agent, and polysorbate 80 as the surfactant and water as the solvent.
13. A hydrogel formulation according to any one of claims 6-11, characterized in that it comprises by weight of
0.1-20% ginger essential oil,
0.1-10% 1st Bioadhesive polymer
0-10% 2nd Bioadhesive polymer
0-10% 3rd Bioadhesive polymer
1-30% moi sturizer/thickener
0.5-2.5% surfactant
Solvent in an amount to complete the total weight to 100%. A hydrogel formulation according to any one of claims 12 or 13, characterized in that it relates to hydrogel formulations according to the invention, comprising the by weight of
0.1-20% ginger essential oil,
0.1-10% xanthan gum
0-10% carboxymethyl cellulose sodium as the second bioadhesive polymer
0-10% carbopol as the third biodegradable polymer
1-30% glycerin as moisturizing agent
0.5-2.5% polysorbate 80 as surfactant and
Water in an amount to complete the total weight to 100%. A formulation according to Claim 14, characterized in that 0.5-2.5% by weight of polysorbate 80 is used together with 2-3% of xanthan gum. A hydrogel formulation according to any one of Claims 1-15 for use in the prevention or treatment of toothache, dental or gum infections, or the prevention of tooth decay or the reduction and elimination of pain caused by dental caries.
PCT/TR2023/050876 2022-10-11 2023-08-28 Hydrogel formulations for use in the prevention and treatment of gingival infections and dental caries Ceased WO2024080953A1 (en)

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TR2022/015518A TR2022015518A1 (en) 2022-10-11 2022-10-11 HYDROJEL FORMULATIONS FOR USE IN THE PREVENTION AND TREATMENT OF GUM INFECTIONS AND TOOTH CAY
TR2022/015518 2022-10-11

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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113336968A (en) * 2021-05-31 2021-09-03 江苏省农业科学院 Preparation method and application of ginger essential oil nanoemulsion hydrogel
WO2022051622A1 (en) * 2020-09-04 2022-03-10 Forward Science Technologies, LLC Oral hydrogel wound dressing

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2022051622A1 (en) * 2020-09-04 2022-03-10 Forward Science Technologies, LLC Oral hydrogel wound dressing
CN113336968A (en) * 2021-05-31 2021-09-03 江苏省农业科学院 Preparation method and application of ginger essential oil nanoemulsion hydrogel

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PARYA HAGHPANAH: "Muco-bioadhesive containing ginger officinale extract in the management of recurrent aphthous stomatitis: A randomized clinical study", CASPIAN JOURNAL OF INTERNAL MEDICINE, BABOL UNIVERSITY OF MEDICAL SCIENCES, BABOL, IRAN, 1 January 2015 (2015-01-01), Babol, Iran, pages 3 - 8, XP093163080, Retrieved from the Internet <URL:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4478111/pdf/cjim-6-003.pdf> *

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