WO2013075920A2 - An oral care composition - Google Patents

An oral care composition Download PDF

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Publication number
WO2013075920A2
WO2013075920A2 PCT/EP2012/071649 EP2012071649W WO2013075920A2 WO 2013075920 A2 WO2013075920 A2 WO 2013075920A2 EP 2012071649 W EP2012071649 W EP 2012071649W WO 2013075920 A2 WO2013075920 A2 WO 2013075920A2
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WO
WIPO (PCT)
Prior art keywords
composition
oral cavity
silica
oral care
polyphenol
Prior art date
Application number
PCT/EP2012/071649
Other languages
English (en)
French (fr)
Other versions
WO2013075920A3 (en
Inventor
Gautam Banerjee
Kishore BHONSLE
Uma Madhavan
Kalpana Kamalakar Nayak
Deleep Kumar ROUT
Maya Treesa Saji
Smitha Ashok Upadhyaya
Original Assignee
Unilever N.V.
Unilever Plc
Hindustan Unilever Limited
Conopco, Inc., D/B/A Unilever
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
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Application filed by Unilever N.V., Unilever Plc, Hindustan Unilever Limited, Conopco, Inc., D/B/A Unilever filed Critical Unilever N.V.
Priority to BR112014012497A priority Critical patent/BR112014012497A2/pt
Priority to EP12780739.4A priority patent/EP2782550A2/en
Priority to CN201280057942.2A priority patent/CN103987364B/zh
Priority to IN931MUN2014 priority patent/IN2014MN00931A/en
Publication of WO2013075920A2 publication Critical patent/WO2013075920A2/en
Publication of WO2013075920A3 publication Critical patent/WO2013075920A3/en

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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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • 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
    • A61K8/342—Alcohols having more than seven atoms in an unbroken chain
    • 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
    • A61K8/347—Phenols
    • 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
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
    • 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
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783—Angiosperms [Magnoliophyta]
    • A61K8/9789—Magnoliopsida [dicotyledons]
    • 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 an oral care composition and a method of disinfecting the oral cavity.
  • the invention has been developed primarily for use in oral care compositions and will be described hereinafter with reference to these applications. However, it will be appreciated that the invention is not limited to this particular field of use.
  • Oral hygiene is one of the most important aspects of personal care among consumers. Consumers all over the world use different types of products for oral care. People routinely brush their teeth at least two times a day with a toothbrush and a dentifrice composition, which may be a toothpaste or a toothpowder. Use of such brushing ensures maintaining good oral hygiene by minimising oral bacteria that accumulate in the mouth over the course of sleeping in the night or during the course of the day when people eat their food and consume beverages. Brushing, thus minimises problems like cavities, tartar, gingivitis, caries, and bad breath, also known as halitosis. In spite of brushing teeth twice a day, many people suffer from various forms of one or more of the above named diseases and this is believed to be caused by bacteria acting in the oral mucosa over the about twelve hour period between brushing.
  • US2007258996AA discloses an antimicrobial composition and a method for treating a microbial infection.
  • the application teaches an antimicrobial composition having a synergistic combination of three or more agents independently selected from sequestering agents, carbohydrates, terpenes, terpenoids, peptides, alkaloids, plant-derived oils, dyes and stains, sulfonates, phenols, esters, fatty acids, or dibenzofuran derivatives. At least two of the three or more agents are not of the same type of compound.
  • EP1013261 A1 (Mitsui & Co. Limited, 2000) discloses a mouth spray composition providing for masking bad breath for a long duration and for giving significant refreshing effect.
  • the application discloses a composition having tea-polyphenol, 1 -menthol and/or 1 -carvone.
  • the application discloses composition having high levels of ethanol. Ethanol is among the fast acting and potent antimicrobials but people consider it to be harsh. It is also considered unacceptable in some cultures.
  • oral care composition having a combination of selective antimicrobial agents and a polyphenol provides improved antimicrobial benefits.
  • the combination surprising shows synergistic effects that are an order of magnitude better than those shown individually by the antimicrobial agents.
  • an oral care composition comprising:
  • antimicrobial agent selected from an essential oil active comprising thymol or terpineol or eugenol or geraniol; triclosan or a mixture thereof;
  • polyphenol comprises at least 50% of catechins.
  • a method of disinfecting the oral cavity comprising the steps of:
  • composition according to the first aspect of the invention for disinfecting the oral cavity.
  • the oral care composition of the invention includes an antimicrobial agent, polyphenol and an orally acceptable base.
  • the oral care composition includes 0.01 to 10 wt% of an antimicrobial agent, preferably 0.01 to 5 wt%, more preferably 0.01 to 1 wt% still more preferably 0.01 to 0.5 wt% and further preferably from 0.01 to 0.2 wt%.
  • the antimicrobial agent is selected from an essential oil active including thymol or terpineol or eugenol or geraniol ; triclosan (TCN) or a mixture thereof.
  • the essential oil active preferably includes thymol or terpineol or eugenol or mixture thereof.
  • Other optional essential oil actives may be included in the composition of the invention. These include but are not limited to amyl salicylate, carvacrol, cymene, e.g. p-cymene, dihydroeugenolhexyl eugenol, hexyl salicylate, isoeugenol, methyl eugenol, methyl isoeugenol, methyl salicylate, tert butyl cresol, and vanillin or non- aromatic essential oils.
  • non-aromatic essential oils of terpenoid compounds include cedrene, cineole, citral (including geranial and neral), citronellal, citronellol, eucalyptol (also known as 1 ,8 cineole) paradihydrolinalool, dihydromyrcenol (DH myrcenol), farnesol, geraniol, hexyl cinnamaldehyde, hydroxycitronallol, hydroxycitronellal, isocitral, limonene, d-limonene, linalool, longifolene, menthol, nerol, nerolidiol, pinene, e.g.
  • compositions have 0.01 to 5 wt% terpineol more preferably 0.01 to 2 wt% terpineol; 0.01 to 2 wt% thymol more preferably 0.01 to 0.8 wt% thymol and 0.001 to 2 wt% eugenol more preferably 0.002 to 0.1 wt% eugenol.
  • Triclosan is 2', 4, 4'-trichloro, 2-hydroxy-diphenyl ether.
  • Preferred compositions include 0.05 to 0.3 wt% triclosan.
  • the oral care composition include 0.1 to 5 wt% polyphenol having at least 50% catechins, preferably 0.2 to 4 wt%, more preferably 0.5 to 4 wt%, even more preferably 1 to 3 wt%, and optimally 1 .0 to 2.5 wt% of polyphenol.
  • Polyphenols are a group of chemical substances found in plants, characterized by the presence of more than one phenol unit or building block per molecule.
  • Polyphenols are generally divided into hydrolyzable tannins (gallic acid esters of sugars) and phenylpropanoids, such as lignins (secoisolariciresinol diglycoside), flavonoids, and condensed tannins. The largest class and best studied
  • polyphenols are the flavonoids, which include several thousand compounds, among them the flavonols (Quercetin, Gingerol, Kaempferol, Myricetin,
  • the polyphenol includes at least 60% of catechins, more preferably at least 70%, even more preferably at least 80% and optimally 100% catechins.
  • the catechins include at least 25% epigallocatechin gallate.
  • the polyphenols are extracted from green tea (Camellia sinensis).
  • Preferred commercially available polyphenols having at least 60% catechins include Sunphenon 90 LB and Sunphenon 80SK (Taiyo Kagaku Co., Ltd).
  • the oral care composition includes an orally acceptable base.
  • the orally acceptable base depends on the format in which the oral care composition is delivered. Most suitable formats are an mouthwash, a toothpaste or a
  • the present inventors wish to achieve the antimicrobial efficacy using easily available and natural actives and would like to minimize use of harsh
  • the composition comprises less than 2wt% , more preferably less than 1wt%, further more preferably less than 0.5wt% of such an alcohol, and ideally low molecular weight (Ci to C3) alcohols are absent from the composition.
  • the orally acceptable base is water.
  • the desired antibacterial efficacy of the mouthwash according to the present invention can be obtained without the use of low molecular weight (Ci to C3) alcohols e.g. ethanol or isopropyl alcohol, i.e. the composition is substantially free of low molecular weight alcohol.
  • substantially free of low molecular weight alcohols is meant that the alcohol may be present in an amount which does not significantly affect the microbial kill.
  • Ci to C3 alcohols are present at less than 2%, more preferably less than 1 % and most preferably absent from the composition of the invention.
  • an antimicrobial mouthwash composition comprising (a) 0.01 to 10 wt% of an antimicrobial agent selected from an essential oil active including thymol or terpineol or eugenol or geraniol, Triclosan or a mixture thereof; (b) 0.1 to 5 wt% of polyphenol wherein the polyphenol comprises at least 50% of catechins; and, (c) 80 to 99.5 wt% water.
  • an antimicrobial agent selected from an essential oil active including thymol or terpineol or eugenol or geraniol, Triclosan or a mixture thereof.
  • the mouthwash of the invention preferably includes 0.05 to 10 wt%, more preferably 0.05 to 8 wt%, most preferably 0.5 to 5 wt% of a surfactant.
  • the surfactant is preferably cationic, anionic, or zwitterionic, most preferably cationic.
  • an anionic surfactant is present it is preferably chosen from alkali or alkaline earth metal salts of alkyl sulphonic acid, fatty acid, or alkyl ether sulphate.
  • a zwitterionic surfactant is present it is preferably chosen from betaines, sulphobetains, hydroxyl sulphobetains, or amino carboxylates.
  • a cationic surfactant is present it is preferably benzalkonium chloride, alkyl pyridinium chloride or quaternary ammonium gemini surfactants.
  • the mouthwash composition of the invention is used for disinfecting the oral cavity either by using the composition with no dilution or after diluting the composition with water.
  • the preferred weight ratio of composition to water for the dilution step is in the range of 1 :1 to 1 :200, more preferably 1 :5 to 1 :50, further more preferably 1 :15 to 1 :30 and ideally about 1 :20.
  • the oral care composition may be delivered in a toothpaste format.
  • the orally acceptable base is an abrasive which may be calcium carbonate or abrasive silica.
  • the toothpaste is in an opaque paste format.
  • abrasive silica is used, the toothpaste is usually delivered in a transparent gel format.
  • the toothpaste preferably includes 2 to 15 wt% of a surfactant, preferably 2.2 to 10 wt%, more preferably 2.5 to 5 wt% of the total composition.
  • Preferred surfactants are anionic or amphoteric in nature.
  • the anionic surfactant is preferably an alkali metal alkyl sulphate, more preferably a sodium lauryl sulphate (SLS). Mixtures of anionic surfactants may also be employed.
  • the amphoteric surfactant is preferably a betaine, more preferably an alkylamidopropyl betaine (wherein the alkyl group is a linear Cio ⁇ Cis chain), and most preferably is cocoamidopropyl betaine (CAPB). Mixtures of amphoteric surfactants may also be employed.
  • the orally acceptable base in opaque toothpaste includes 15 to 70 wt% calcium carbonate, more preferably 30 to 60 wt%.
  • Calcium carbonate also known as chalk
  • FGNC fine ground natural chalk
  • PCC precipitated calcium carbonate
  • the compositions include 30 to 65 wt%, preferably 35 to 55 wt% and most preferably from 40 to 55 wt% of FGNC.
  • FGNC generally includes particles of weight-based median particle size preferably of 1 to 15 ⁇ , more preferably of 2 to 10 ⁇ and further preferably of 4 to 7 ⁇ .
  • the composition may also include other known "non-chalk” abrasives to improve the abrasive action.
  • abrasives include dicalcium phosphate dihydrate (DCPD) and silica.
  • the composition includes 4 to 15 wt%, preferably 6 to 12 wt%, and further more preferably 7 to 10 wt% of abrasive silica.
  • the composition may include 0.0.1 to 2 wt%, preferably 0.1 to 0.8 wt%, further more preferably 0.3 to 0.7 wt% of perlite.
  • Water in the opaque toothpaste is generally included at 15 to 40 wt%, preferably 20 to 30 wt% of the composition.
  • compositions include a humectant, e.g. xylitol, glycerol or sorbitol.
  • the compositions include 0.1 to 20 wt% humectants, more preferably 1 to 15 wt%, most preferably 5 to 13 wt%.
  • composition also includes an alkali-metal bicarbonate salt.
  • the alkali-metal bicarbonate salt is a sodium salt.
  • the composition preferably includes 1 to 30 wt%, more preferably 2 to 20 wt% and optimally 3 to 8 wt% of the alkali-metal bicarbonate salt.
  • Gel toothpaste preferably includes abrasive silica.
  • the preferred abrasive silica has a low refractive index of 1 .41 to 1 .47 and more preferably of 1 .435 to 1 .445.
  • the abrasive silica has a weight mean particle size of between 5 and 15 micrometers, a BET (nitrogen) surface area of between 10 and 100 m2/g and an oil absorption of about 70 - 150 cm3/100 g.
  • Suitable low refractive index abrasive silicas are Tixosil 63 and 73 (ex Rhone Poulenc); Sident 10 (ex Degussa); Zeodent 1 13 (ex Zeofinn); Zeodent 124 (ex Huber), Sorbosil AC series supplied by Crosfield such as Sorbosil ACII, Sorbosil AC39 and Sorbosil AC35, particularly Sorbosil AC 77 (ex Crosfield Chemicals).
  • the amount of silica in the gel toothpaste composition is preferably 2 to 60 wt%, usually 2 to 20 wt% and more preferably 5 to 12 wt%.
  • Thickening silica may also be incorporated in gel toothpaste, usually at 4 to 12 %, preferably 5 to 10% by weight of the composition.
  • Examples of preferred grades of medium thickening silica includes MFIL (ex. Madhu Silica India), TC15 (from PQ Corp UK), Zeodent 165 (ex. Huber), or Tixosil 43 (from Rhodia).
  • Water in the gel toothpaste is generally included at 8 to 14%, preferably 8 to 10% by weight of the composition. These amounts of water are exclusive of water which are incorporated in the composition from aqueous solutions of other ingredients e.g. sorbitol.
  • the opaque or gel type of toothpaste may also include an anti-caries agent, binders, thickeners, flavours, stabilizing agents, polymers, vitamins, buffers and anti-calculus agents.
  • an antimicrobial agent selected from an essential oil active including thymol, terpineol, eugenol, geraniol; triclosan or a mixture thereof;
  • a toothpaste composition having (a) 0.01 to 10 wt% of an antimicrobial agent selected from an essential oil active including thymol, terpineol, eugenol, geraniol; triclosan or a mixture thereof; (b) 0.1 to 5 wt% of polyphenol wherein the polyphenol comprises at least 50% of catechins; (c) 2 to 70 wt% of an abrasive selected from calcium carbonate or silica; and (d) 8 to 40 wt% water.
  • an antimicrobial agent selected from an essential oil active including thymol, terpineo
  • Toothpowder Toothpowder usually have very high percentage of abrasives, typically 90 to 99.9 wt%, preferably 90 to 95 wt%.
  • Chalk FGNC is the most preferred abrasive but PCC may also be used.
  • the desired amount of foam is provided by including an anionic surfactant e.g. Sodium Lauryl Sulphate in the toothpowder composition.
  • an anionic surfactant e.g. Sodium Lauryl Sulphate in the toothpowder composition.
  • composition includes 2 to 3 wt% of surfactant.
  • Other ingredients like silica or sodium monofluorophosphate may be included at up to 1 wt% in the composition.
  • Sweeteners such as xylitol, sorbitol, glycerol or sachharin may be included.
  • Flavours such as spearmint or peppermint may be included at up to 1 wt% of the toothpowder composition.
  • a toothpowder composition having (a) 0.01 to 10 wt% of an antimicrobial agent selected from an essential oil active including thymol, terpineol, eugenol, geraniol; triclosan or a mixture thereof; (b) 0.1 to 5 wt% of polyphenol wherein the
  • polyphenol includes at least 50% of catechins; and (c) 90 to 99.5 wt% of an abrasive selected from calcium carbonate or silica.
  • the orally acceptable base is preferably selected from water, silica or calcium carbonate.
  • pH buffer a system composed of a compound or a combination of compounds, whose pH changes only slightly when a strong acid or base is added.
  • pH buffer it is meant herein a system composed of a compound or a combination of compounds, whose pH changes only slightly when a strong acid or base is added.
  • the pH of the oral care compositions is 4 to 7.
  • the preferred pH buffer is selected from citric acid, sodium citrate or a mixture thereof.
  • the composition includes 0.001 to 15 wt% of a pH buffer, more preferably from 0.01 to 10 wt %, still more preferably from 0.01 to 5% and most preferably from 0. 1 to 3%.
  • An aspect of the present invention provides for a method of disinfecting the oral cavity including the steps of (a) applying a composition of the first aspect of the invention onto the oral cavity; and, (b) cleaning the cavity to be substantially free of the composition.
  • cleaning is meant that the composition is substantially removed from the oral cavity.
  • the composition when in liquid form (e.g. a mouthwash) is simply spat out. When the composition is in powder, paste or gel form the composition may be rinsed off from the oral cavity using suitable amount of water.
  • composition When the composition is a toothpaste, it is generally brushed on to the teeth or gums in the oral cavity before the step of rinsing. Rinsing is usually done by taking water and washing or gargling the mouth with this water. Yet another aspect of the present invention provides for use of the disclosed composition for disinfecting the oral cavity.
  • the invention preferably provides for non-therapeutic benefits.
  • S. mutans biofilm Streptococcus mutans
  • S. mutans is a Gram-positive, facultatively anaerobic bacterium commonly found in the human oral cavity.
  • S. mutans is the leading cause of dental caries (tooth decay) worldwide and is considered to be the most cariogenic of all of the oral streptococci.
  • S. mutans sticks to the surface of teeth and subsists on a diverse group of carbohydrates. While metabolising sugar and other energy sources, the microbe produces acid that causes cavities in teeth. Mouthwash connpositions were prepared as follows. A buffer solution of citric acid and sodium citrate was prepared at a ratio of 1 :6.
  • SLS Lauryl Sulfate
  • Comparative compositions were prepared by adding either essential oil active (Thymol, Terpineol, Eugenol, Menthol, Geraniol) or Sunphenon 80SK (a purified polyphenol extract of green tea extract having 60% catechins) to the buffered SLS solution described above.
  • the formulations of the comparative compositions are shown in Table 1 .
  • compositions according to the invention were prepared by mixing 0.05 wt % of the essential oil actives mixture having thymol, terpineol and eugenol as described above to the buffered SLS surfactant solution. To this mixture, 1 .5 wt % of Sunphenon 80SK was added and water was added to make up the final composition. In one preferred composition, 0.5 wt% of Triclosan and 1 .5 wt % of Sunphenon 80SK was added to the buffered SLA surfactant solution and the final composition was made up with water.
  • compositions are given in Table 2.
  • the mouthwash compositions were tested for their efficacy as an antibacterial composition against biofilm forming bacterium S. mutans.
  • S.mutans ATCC 25175 was sub cultured in BHI broth (Brain Heart Infusion Broth- Difco- 37 grams per liter) and allowed to grow in a CO2 incubator (5% CO2) at 37°C for 16 hours.
  • the cell density of the culture in BHI broth having 2% sucrose was adjusted to
  • the mouthwash was then removed and 2ml of a neutralizer was added to the biofilm.
  • the treated biofilm cells were then scraped with a cell scraper, mixed and serially diluted with D/E neutralizer (Difco - 39 g/L). 1 ml of this was plated on BHI agar and incubated in CO2 incubator for 48 hours. The colonies formed were counted after 48 hours incubation.
  • the reduction in the number of colonies after applying the comparative compositions is given in Table 1 and after applying the preferred compositions is given in Table 2, calculated as Iog10 (no. of colonies in control) - Iog10 (no. of colonies after treatment).
  • Tables 1 and 2 show that there is an improvement in reduction of microbial count in a biofilm when the essential oil active is in combination with polyphenol having at least 50% catechins, while the separate components by themselves show substantially less bacterial reduction in the biofilm.
  • Mouthwash compositions were prepared as follows. A buffer solution of citric acid-sodium citrate was prepared at a ratio of 1 :6. To the buffer solution Sodium Lauryl Sulfate (SLS) was added to make a 0.34 wt% SLS solution (Control). A mixture of essential oil actives Thymol, Terpineol and Eugenol in the ratio of 0.5:1 :0.1 was prepared. Comparative composition (Comp h) was obtained by adding the mixture of essential oil active to the buffer solution having sodium lauryl sulphate (0.34 wt% SLS solution).
  • SLS Lauryl Sulfate
  • Comparative composition Comparative composition (Comp h) was obtained by adding the mixture of essential oil active to the buffer solution having sodium lauryl sulphate (0.34 wt% SLS solution).
  • Preferred composition (Example 7) was prepared by adding into the buffer solution having sodium lauryl sulphate (0.34 wt% SLS solution ) the mixture of essential oil active and green tea extract and finally making up the volume by addition of water.
  • the various mouth wash compositions are given in Table 3.
  • cytokines namely TNF a and IL-6 were quantified with diluted samples of culture supernatant. Cytokines are produced as an inflammatory reaction with E.coli LPS. A lower content of cytokines namely TNF a or IL-6 indicates better efficacy of the mouth wash compositions in providing antiinflammatory benefits. Table 3
  • Table 3 shows that the composition of the invention (Example 7) provides better anti-inflammatory benefits than the comparative composition (Comp * h).

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PCT/EP2012/071649 2011-11-25 2012-11-01 An oral care composition WO2013075920A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
BR112014012497A BR112014012497A2 (pt) 2011-11-25 2012-11-01 composição de cuidados orais, método de desinfetar a cavidade oral e uso
EP12780739.4A EP2782550A2 (en) 2011-11-25 2012-11-01 An oral care composition comprising polyphenol
CN201280057942.2A CN103987364B (zh) 2011-11-25 2012-11-01 包含多酚的口腔护理组合物
IN931MUN2014 IN2014MN00931A (enrdf_load_stackoverflow) 2011-11-25 2012-11-01

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Application Number Priority Date Filing Date Title
IN3330MU2011 2011-11-25
IN3330/MUM/2011 2011-11-25
EP12151770.0 2012-01-19
EP12151770 2012-01-19

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WO2013075920A2 true WO2013075920A2 (en) 2013-05-30
WO2013075920A3 WO2013075920A3 (en) 2013-12-12

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CN (1) CN103987364B (enrdf_load_stackoverflow)
BR (1) BR112014012497A2 (enrdf_load_stackoverflow)
IN (1) IN2014MN00931A (enrdf_load_stackoverflow)
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WO2016062449A1 (de) * 2014-10-24 2016-04-28 Henkel Ag & Co. Kgaa Verwendung eines phenolhaltigen extrakts aus camellia sinensis in mund- und zahnreinigungsmitteln zur verbesserung des optischen erscheinungsbildes des zahnfleischs
WO2017048617A1 (en) * 2015-09-15 2017-03-23 Vizuri Health Sciences Llc Polyphenol/flavonoid compositions and methods of formulating oral hygienic products
JP2017222583A (ja) * 2016-06-14 2017-12-21 花王株式会社 歯磨組成物
CN115209731A (zh) * 2020-03-13 2022-10-18 联合利华知识产权控股有限公司 清洁组合物

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CN107028781A (zh) * 2017-04-01 2017-08-11 泰州优克生物科技有限公司 一种含丁香酚的牙膏及其制备方法
CN107242993B (zh) * 2017-06-23 2020-07-31 王会海 一种留兰香酵素漱口水及其制备方法
JP7031253B2 (ja) * 2017-11-29 2022-03-08 ライオン株式会社 歯磨剤組成物
CN114469761A (zh) * 2021-12-28 2022-05-13 彭氏(惠州)实业发展有限公司 口腔护理组合物及其使用和制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1013261A1 (en) 1998-12-18 2000-06-28 Mitsui & Co., Ltd. Composition of mouth spray
US20070258996A1 (en) 2005-12-23 2007-11-08 The Sterilex Corporation Antimicrobial compositions

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4548809A (en) * 1984-03-27 1985-10-22 Fung Paul S T Method for manufacturing a stomatic gargle
US5472684A (en) * 1993-06-02 1995-12-05 Colgate Palmolive Company Oral compositions for plaque and gingivitis
US8283135B2 (en) * 2000-06-30 2012-10-09 The Procter & Gamble Company Oral care compositions containing combinations of anti-bacterial and host-response modulating agents
US6531115B1 (en) * 2001-01-03 2003-03-11 Council Of Scientific & Industrial Research Analgesic and refreshing herbal composition and a process for preparing the same
US7030092B1 (en) * 2001-08-24 2006-04-18 Small Giant L.L.C. Ultra-high fiber supplement and method of reducing weight cardiovascular risks and ingested toxins.
AU2003282358A1 (en) * 2002-11-21 2004-06-15 J.P.M.E.D. Ltd. Compositions for treating infected skin and mucous membrane comprising an anti-microbial agent and an essential oil
CN1669576A (zh) * 2004-03-17 2005-09-21 东莞市朗晨生物技术有限公司 防龋喷剂及其生产工艺
CA2612149C (en) * 2004-07-27 2015-11-10 Genprofiler S.R.L. Mixture of catechins or rather polyphenols extracted from chinese green tea or other vegetables with chemically preventive efficacy for prevention of prostate cancer onset and forefficacious treatment of symptomatology of prostate hypertrophy (bph)
US7329419B2 (en) * 2004-09-23 2008-02-12 Herbalife International, Inc. Herbal supplement to support weight loss
US8895084B2 (en) * 2004-12-23 2014-11-25 Colgate-Palmolive Company Oral care composition containing extract of unoxidized Camellia
US7943183B2 (en) * 2005-03-18 2011-05-17 Gardiner Paul T Compositions and methods for increasing metabolism, thermogenesis and/or muscular definition
US8496914B2 (en) * 2005-12-13 2013-07-30 Richard Paul Bonfiglio Antibacterial oral rinse formulation for preventing coronary artery disease
KR100885511B1 (ko) * 2007-08-22 2009-02-26 이화여자대학교 산학협력단 천연물을 포함하는 육류의 병원성 세균 억제용 조성물
JP2009196987A (ja) * 2008-01-23 2009-09-03 Kao Corp 歯周病用歯磨組成物
KR101195618B1 (ko) * 2009-05-15 2012-10-29 황철수 파래가 함유된 금연 보조형 치약 조성물 및 그 제조방법
KR20120093607A (ko) * 2011-02-15 2012-08-23 (주)한일제약 구강용 액상조성물
JP6203469B2 (ja) * 2011-06-03 2017-09-27 花王株式会社 歯磨組成物

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1013261A1 (en) 1998-12-18 2000-06-28 Mitsui & Co., Ltd. Composition of mouth spray
US20070258996A1 (en) 2005-12-23 2007-11-08 The Sterilex Corporation Antimicrobial compositions

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016062449A1 (de) * 2014-10-24 2016-04-28 Henkel Ag & Co. Kgaa Verwendung eines phenolhaltigen extrakts aus camellia sinensis in mund- und zahnreinigungsmitteln zur verbesserung des optischen erscheinungsbildes des zahnfleischs
WO2017048617A1 (en) * 2015-09-15 2017-03-23 Vizuri Health Sciences Llc Polyphenol/flavonoid compositions and methods of formulating oral hygienic products
JP2017222583A (ja) * 2016-06-14 2017-12-21 花王株式会社 歯磨組成物
CN115209731A (zh) * 2020-03-13 2022-10-18 联合利华知识产权控股有限公司 清洁组合物

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