EP3717074A1 - Verwendung von dianhydrohexitol zur mund- und zahnpflege zur verminderung der entwicklung von bakterienstämmen - Google Patents

Verwendung von dianhydrohexitol zur mund- und zahnpflege zur verminderung der entwicklung von bakterienstämmen

Info

Publication number
EP3717074A1
EP3717074A1 EP18827214.0A EP18827214A EP3717074A1 EP 3717074 A1 EP3717074 A1 EP 3717074A1 EP 18827214 A EP18827214 A EP 18827214A EP 3717074 A1 EP3717074 A1 EP 3717074A1
Authority
EP
European Patent Office
Prior art keywords
dianhydrohexitol
isosorbide
oral
xylitol
oral hygiene
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
EP18827214.0A
Other languages
English (en)
French (fr)
Inventor
Clémentine THABUIS
Caroline PERREAU
Fabrice Desailly
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.)
Roquette Freres SA
Original Assignee
Roquette Freres SA
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 Roquette Freres SA filed Critical Roquette Freres SA
Publication of EP3717074A1 publication Critical patent/EP3717074A1/de
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005Antimicrobial preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/74Biological properties of particular ingredients

Definitions

  • the present invention relates to the field of oral hygiene. It aims in particular the non-therapeutic use of dianhydrohexitol (1, 4 - 3, 6-dianhydrohexitol) as an agent for reducing the development of oral bacterial strains.
  • the dianhydrohexitol more particularly referred to in this application is isosorbide.
  • isosorbide the effect of isosorbide on the growth of many oral bacterial strains is quite surprising. Indeed, quite unexpectedly, isosorbide leads to a particularly marked reduction in the growth of undesirable bacterial strains, in comparison with all the other polyols tested by the Applicant.
  • isosorbide offers a level of performance even higher than that observed with xylitol or sorbitol, which are the two polyols most used in commercial toothpastes.
  • This teaching is included in the patent application WO 2003007902, which recalls that these polyols are commonly used as humectant in toothpastes, notably to slow down the phenomenon of hardening of said paste.
  • the product NEOSORB 70/70 marketed by the Applicant proves to be a polyol quite performant for the aforementioned purposes.
  • the Applicant indicates in the preamble that the dianhydrohexitols (1,4-3,6-dianhydro-hexitols) targeted by the present invention are also called isohexides, this designation denoting internal dehydration products of C6 hydrogenated sugars (hexitols) such as sorbitol, mannitol and iditol.
  • the field of oral hygiene concerned by the present invention includes all products, whether they are in packages of liquids, pastes or powders, aimed at preserving oral health and improving oral health by preventing the appearance of infection or injury in the oral cavity.
  • it may be used toothpastes particularly in the course of brushing teeth, mouthwashes that act on the entire oral cavity and can be used recurrent or exceptional, or local care that can take the form, for example a paste to be applied locally to an area to be treated.
  • This type of care is generally intended for professional dentists rather than for the general public, without being restricted to it.
  • Some bacterial strains tend to grow in the oral cavity and can form a biofilm that upon developing on the tooth will give plaque.
  • This film or plaque can be formed on the tooth enamel, on a gum or on any tissue bearing the oral cavity.
  • the term carrier tissue will designate indifferently the support on which a bacterial strain has developed, whether enamel teeth, a gum, a mucous membrane or other tissue of the oral cavity.
  • biofilm or plate quickly isolates the air-bearing tissue, placing the carrier tissue and a portion of the film or plate under anaerobic conditions. These anaerobic conditions can damage the carrier tissue and promote the development of other bacterial strains, possibly more virulent.
  • the various bacterial strains are capable of generating deleterious acids that are chemically aggressive and have a demineralizing action with respect to the teeth.
  • the activity of the biofilm or plaque combined with the anaerobic conditions imposed on the tissue can lead to rapid deterioration of the carrier tissue, causing caries, injury, inflammation or other undesirable alteration of the supporting tissue.
  • the main strains to avoid proliferation are Streptococcus mutans, Lactobacillus gasseri, Actinomyces naeslundii, and Actinomyces oris.
  • antiseptic agents to reduce the amount of bacterial strains, or fluorinated compounds for the formation of a protective layer poorly soluble on tooth enamel.
  • these active compounds have undesirable effects.
  • these compounds are generally toxic - to varying degrees - so it is important to spit out most oral hygiene products.
  • the issue of toxicity is particularly important in children and infants because the toxic effects occur at lower doses than for adults and the child or infant is more likely to swallow the product by accident.
  • the invention achieves this need through non-therapeutic use of dianhydrohexitol to reduce the development of oral bacterial strains.
  • dianhydrohexitol is isosorbide.
  • the effect of isosorbide on the growth of many oral bacterial strains is very surprising. Indeed, quite unexpectedly, isosorbide leads to a particularly marked reduction in the growth of undesirable bacterial strains, compared to all the other polyols tested by the Applicant.
  • the bacteriostatic or even bactericidal effects of isosorbide are, to say the least, unexpected.
  • the subject of the invention is also a preventive or therapeutic method for treating the oral cavity comprising the application of dianhydrohexitol, the isosorbide being the preferred dianhydrohexitol, either in the oral cavity or on a carrier tissue to be treated and subject to decay. , a sore mouth, a gingivitis or other.
  • the invention also relates to an oral hygiene product comprising a dianhydrohexitol, the isosorbide being the preferred dianhydrohexitol.
  • a first object of the invention is the non-therapeutic use of dianhydrohexitol to reduce the development of oral bacterial strains.
  • dianhydrohexitol can be used in a composition whose dianhydrohexitol content is at least 50% by weight, preferably at least 75%, even more preferably at least 90%, and most preferably at least 95%.
  • the dianhydrohexitol may be used together with at least one other polyol, preferably chosen from glycerol, hydrogenated glucose syrups, maltitol, mannitol, sorbitol, erythritol isomalt, lactitol, xylitol, and preferentially xylitol and maltitol and very preferably xylitol.
  • this at least one polyol may be the complement to 100% by weight of said composition.
  • dianhydrohexitol composition denotes a formulation of at least two constituents, one of these constituents being a dianhydrohexitol, it being understood that this dianhydrohexitol is the major component thereof.
  • said composition contains at least 50% by weight of said dianhydrohexitol, preferably at least 75%, still more preferably at least 90%, and most preferably at least 95%.
  • said composition may consist of an aqueous solution of dianhydrohexitol, that is to say of water and of dianhydrohexitol and other possible products in a minor amount such as for example other polyols.
  • said aqueous solution contains only water and dianhydrohexitol, especially with at least 50% by weight of said dianhydrohexitol, preferably at least 75%, more preferably about 80%.
  • said composition may consist of a paste, a powder or a product in flakes or pellets, mainly composed of dianhydrohexitol.
  • the Applicant indicates that, generally, dianhydrohexitols are synthesized in the presence of water (or water is generated during their synthesis): by recovering said dianhydrohexitol in this reaction medium, there is immediately available a composition in the form of an aqueous solution of dianhydrohexitol that can be used according to the invention.
  • the solutions of dianhydrohexitols may in particular be obtained according to the processes described in the aforementioned patent applications EP 1 287 000 and WO 03/043959.
  • the aqueous solution in question may contain dianhydrohexitol alone, as it may contain several.
  • dianhydrohexitols (1, 4 - 3, 6-dianhydrohexitols) include isosorbide (1,4 - 3,6-dianhydrosorbitol), isomannide (1,4 - 3,6 dianhydromannitol), isoidide (1,4 - 3,6-dianhydro- nititol) and mixtures of at least two of these products.
  • the aqueous solution contains only one dianhydrohexitol which is isosorbide.
  • Another object of the present invention is an oral hygiene product comprising a dianhydrohexitol, preferably isosorbide.
  • This hygiene product can be used preventively and daily, or in a curative way and in a limited way over time.
  • the oral hygiene product according to the invention may in particular comprise a dianhydrohexitol composition used according to the invention.
  • the oral hygiene product according to the invention may also comprise at least one other polyol, preferentially chosen from glycerol, hydrogenated glucose syrups, maltitol, mannitol, sorbitol, erythritol, isomalt, lactitol, xylitol, and preferentially xylitol and maltitol and very preferably xylitol.
  • the composition of dianhydrohexitol can advantageously replace all or part of these polyols used in oral hygiene product formulation, because it behaves intrinsically and just as effectively as these polyols, as a humectant and water retaining agent.
  • the oral hygiene product according to the invention may be a toothpaste. This toothpaste may for example be in the form of pastes or powders.
  • the oral hygiene product according to the invention may be a mouthwash, which is then generally in liquid form, ready for use or to be diluted.
  • the oral hygiene product according to the invention can be a local treatment.
  • Local care includes care for gingivitis of mouth ulcers, and mouth sores, especially liquid dressings.
  • the local treatments within the meaning of the present invention, comprise the compositions applied via a dental floss, a rubber or a wipe on which they are applied.
  • the oral hygiene product according to the invention contains from 0.2% to 50% by weight, preferably from 1% to 25% by weight, very preferably from 5% to 15% by dry weight of dianhydrohexitol. .
  • dianhydrohexitol (1,4-3,6-dianhydrohexitol) is chosen from isosorbide (1,4-3,6-dianhydrosorbitol), isomannide (1,4-3,6-dianhydromannitol), isoidide (1, 4 - 3, 6-dianhydroiditol) and mixtures of at least two of these products.
  • it is isosorbide.
  • the oral hygiene product according to the invention may further comprise a fluorinated compound, preferably a fluorinated compound chosen from sodium fluoride, sodium monofluorophosphate, tin fluoride, or amine fluoride.
  • a fluorinated compound chosen from sodium fluoride, sodium monofluorophosphate, tin fluoride, or amine fluoride.
  • the combined use of a dianhydrohexitol, in particular isosorbide, and a fluorinated compound allows an increased bactericidal effect while allowing to limit the amount of fluorinated compound, and therefore the overall toxicity of the oral hygiene product. dental.
  • an excess of fluoride can cause dental fluorosis which is characterized by the appearance of stains on the teeth and this especially in children aged 1 to 4 years.
  • the subject of the invention is also an oral hygiene product, comprising a dianhydrohexitol such as in particular isosorbide, optionally combined with a polyol, such as in particular xylitol or matiltol, and devoid of a fluorinated compound.
  • a dianhydrohexitol such as in particular isosorbide
  • a polyol such as in particular xylitol or matiltol
  • devoid of a fluorinated compound is particularly advantageous because it reduces both the risk of toxicity and the risk of white spots on teeth in children and infants.
  • dianhydrohexitol optionally combined with a polyol such as xylitol or maltitol, can be done by the oral application of impregnated wipes.
  • the oral hygiene product according to the invention may further comprise an antiseptic agent, preferably chosen from chlorhexidine and 5-chloro-2-phenol.
  • an antiseptic agent preferably chosen from chlorhexidine and 5-chloro-2-phenol.
  • 5-Chloro-2-phenol is sometimes referred to as triclosan.
  • the combined use of a dianhydrohexitol, in particular isosorbide, and an antiseptic agent allows an increased bactericidal effect while limiting the amount of antiseptic agent, and therefore the overall toxicity of the bucco hygiene product. -dental. This is particularly true in the case of exceptional-use mouthwashes, which use high concentrations of antiseptic agents.
  • the oral hygiene product according to the invention does not comprise an antiseptic agent; dianhydrohexitol, and in particular isosorbide, to overcome these potentially toxic antiseptic agents.
  • the oral hygiene product according to the invention may also further comprise surfactants such as sodium lauryl sulphate.
  • surfactants such as sodium lauryl sulphate.
  • Sodium lauryl sulphate is a foaming agent that can increase the action of the oral hygiene product.
  • FIG. 1 represents the bacterial growth and the biofilm formed of a strain of Streptococcus mutans originating from a sampling on a healthy tooth, under aerobic conditions, in the presence of different polyols,
  • FIG. 2 represents the bacterial growth and biofilm formed of a strain of Streptococcus mutans mutans originating from a sample taken on a decayed tooth, in the presence of different polyols
  • FIG. 3 represents the bacterial growth and of the biofilm formed by a strain. of Lactobacillus gasseri under anaerobic conditions, in the presence of different polyols,
  • FIG. 4 represents the bacterial growth and the biofilm formed of a strain of Actinomyces naeslundii under aerobic conditions, in the presence of different polyols,
  • FIG. 5 represents the bacterial growth and the biofilm formed of a strain of Actinomyces naeslundii under anaerobic conditions, in the presence of various polyols, and
  • FIG. 6 represents the bacterial growth and the biofilm formed of a strain of Actinomyces oris under aerobic conditions, in the presence of various polyols.
  • Bacteria on the surface, or at the time of plaque or film formation in the oral cavity develop in an aerobic environment but once the plaque or film is formed, most of the bacteria are in anaerobic environment. It is therefore interesting to evaluate the impact of dianhydrohexitol, and in particular of isosorbide, under both aerobic and anaerobic conditions.
  • the culture media used are Bacto Brain Heart Infusion culture media (ref 237500 - BD (BHI)), and Difco TM Brain Heart Infusion Agar (ref. 241830 - BD (BHIa)).
  • xylitol appears to be more effective in controlling bacterial growth than the other polyols tested, and indeed, it may be of interest to use it in combination with isosorbide.
  • the bacterial growth decreases sharply over time in the presence of isosorbide, and then stabilizes after 24 hours.
  • the bacterial growth is slowed compared to the other polyols tested but remains much higher than that observed in the presence of isosorbide.
  • isosorbide offers a level of performance even greater than that observed with xylitol and sorbitol, which are the most used polyols in commercial toothpastes.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
EP18827214.0A 2017-12-01 2018-11-30 Verwendung von dianhydrohexitol zur mund- und zahnpflege zur verminderung der entwicklung von bakterienstämmen Pending EP3717074A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1761521A FR3074423B1 (fr) 2017-12-01 2017-12-01 Utilisation de dinahydrohexitol en hygiene bucco dentaire pour reduire le developpement de souches bacteriennes
PCT/FR2018/053059 WO2019106316A1 (fr) 2017-12-01 2018-11-30 Utilisation de dinahydrohexitol en hygiene bucco dentaire pour reduire le developpement de souches bacteriennes

Publications (1)

Publication Number Publication Date
EP3717074A1 true EP3717074A1 (de) 2020-10-07

Family

ID=61599342

Family Applications (1)

Application Number Title Priority Date Filing Date
EP18827214.0A Pending EP3717074A1 (de) 2017-12-01 2018-11-30 Verwendung von dianhydrohexitol zur mund- und zahnpflege zur verminderung der entwicklung von bakterienstämmen

Country Status (9)

Country Link
US (1) US20210169766A1 (de)
EP (1) EP3717074A1 (de)
JP (1) JP7253549B2 (de)
KR (1) KR20200094746A (de)
CN (1) CN111417438B (de)
BR (1) BR112020010787A2 (de)
CA (1) CA3084269A1 (de)
FR (1) FR3074423B1 (de)
WO (1) WO2019106316A1 (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3094217A1 (fr) * 2019-03-28 2020-10-02 Roquette Freres Utilisation de dianhydrohexitol pour la conservation des préparations cosmétiques
FR3094229B1 (fr) 2019-03-28 2021-11-12 Roquette Freres Composition topique pour le traitement des mauvaises odeurs corporelles, notamment l’halitose
CN114096229B (zh) * 2019-03-28 2024-02-09 罗盖特公司 双脱水己糖醇用于消除痤疮、头皮屑和异味对仪容仪表的影响的用途
WO2024126876A2 (en) * 2023-03-31 2024-06-20 Clariant International Ltd Antimicrobial compounds for oral care

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4585649A (en) * 1984-12-21 1986-04-29 Ici Americas Inc. Dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce plaque accumulation and irritation
US4632937A (en) * 1984-12-21 1986-12-30 Ici Americas Dentifrice formulation and method of treating teeth, mouth and throat therewith to reduce plaque accumulation and irritation
FR2810040B1 (fr) 2000-06-09 2004-04-09 Roquette Freres Procede de purification d'une composition contenant au moins un produit de deshydratation interne d'un sucre hydrogene
US20070020200A1 (en) * 2000-08-07 2007-01-25 Milton Hodosh Therapeutic compositions and methods of use thereof
FR2827508B1 (fr) * 2001-07-18 2005-06-24 Roquette Freres Procede de preparation de pate dentifrice mettant en oeuvre un sirop de sorbitol particulier, et un sirop de sorbitol
CN101316572A (zh) * 2005-11-29 2008-12-03 宝洁公司 包括含有亲水性粘土物质的粘合剂体系的洁齿剂组合物
FI20070521L (fi) * 2006-11-10 2008-05-11 Atacama Labs Oy Rakeita, tabletteja ja rakeistusmenetelmä
CN101829333B (zh) * 2010-05-27 2012-01-25 上海华茂药业有限公司 一种口腔崩解片的多功能辅料及其制备方法
WO2013017257A1 (de) * 2011-08-04 2013-02-07 Clariant International Ltd Verwendung von isosorbidmonoestern als antimikrobielle wirkstoffe
BR112014014207B1 (pt) * 2011-12-15 2018-02-14 Colgate-Palmolive Company Composição compreendendo análogos de magnolol solubilizados
CA3027948C (en) * 2015-12-15 2023-01-24 John A. Gontarz Compositions comprising chlorine dioxide and dianhydrohexitol for the removal of tartar and plaque from teeth

Also Published As

Publication number Publication date
WO2019106316A1 (fr) 2019-06-06
CA3084269A1 (fr) 2019-06-06
JP2021504411A (ja) 2021-02-15
RU2020118508A (ru) 2021-12-06
CN111417438A (zh) 2020-07-14
BR112020010787A2 (pt) 2020-11-24
CN111417438B (zh) 2023-09-29
US20210169766A1 (en) 2021-06-10
JP7253549B2 (ja) 2023-04-06
FR3074423A1 (fr) 2019-06-07
FR3074423B1 (fr) 2020-03-06
KR20200094746A (ko) 2020-08-07

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