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WO2011007552A1 - Agent d’elimination de mauvaise haleine - Google Patents

Agent d’elimination de mauvaise haleine Download PDF

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Publication number
WO2011007552A1
WO2011007552A1 PCT/JP2010/004531 JP2010004531W WO2011007552A1 WO 2011007552 A1 WO2011007552 A1 WO 2011007552A1 JP 2010004531 W JP2010004531 W JP 2010004531W WO 2011007552 A1 WO2011007552 A1 WO 2011007552A1
Authority
WO
WIPO (PCT)
Prior art keywords
sugar alcohol
bad breath
lactitol
maltitol
active ingredient
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.)
Ceased
Application number
PCT/JP2010/004531
Other languages
English (en)
Japanese (ja)
Inventor
児玉悠史
樋口裕明
成瀬敦
桜井孝治
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.)
Lotte Co Ltd
Original Assignee
Lotte Co Ltd
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 Lotte Co Ltd filed Critical Lotte Co Ltd
Priority to CN2010800297111A priority Critical patent/CN102470114A/zh
Publication of WO2011007552A1 publication Critical patent/WO2011007552A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/047—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates having two or more hydroxy groups, e.g. sorbitol
    • 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
    • A61K8/60—Sugars; Derivatives thereof
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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 a bad breath removing agent characterized by suppressing production of volatile sulfur compounds by sugar alcohol.
  • VSC volatile sulfur compounds
  • methyl mercaptan volatile nitrogen compounds
  • dimethyl sulfide either alone or in combination.
  • Other substances are detected in exhaled breath, but it is rare to detect concentrations above the human odor threshold.
  • VSC the main cause of bad breath
  • HSC hydrogen sulfide is produced from cysteine due to the involvement of bacterial cystathionine- ⁇ -syntase and cystathionine- ⁇ -lyase
  • methyl mercaptan is produced from methionine due to the involvement of L-methionine- ⁇ -lyase.
  • VSC is not only a malodorous substance but also has a strong biotoxicity. It has been reported that VSC enhances permeability of mucous membranes having a barrier function, promotes collagen synthesis inhibition of fibroblasts and damage of epithelial basement membrane, and inhibits synthesis. In particular, in experiments using human leukocytes, hydrogen sulfide increases the production of active oxygen, while strongly inhibiting superoxide dismutase (SOD), suggesting the possibility that VSC has carcinogenicity. Therefore, suppressing bad breath becomes important in maintaining oral health.
  • SOD superoxide dismutase
  • Patent Document 1 relates to the invention of chewing gum.
  • a composition containing calcium dihydrogen phosphate and calcium glycerophosphate is kneaded with a gum base to produce a chewing gum, which is chewed, and has an immediate effect and sustainability of a bad breath effect.
  • Panelists made a sensory evaluation.
  • As a result in the case of 60% xylitol blended gum, 10/10 people recognized immediate effect and 7/10 people recognized durability.
  • xylitol was replaced with 60% sucrose, 5/10 people recognized immediate effect and 3/10 people recognized sustainability.
  • the effect of removing bad breath is improved by containing one or more sugar alcohols from the group consisting of xylitol, sorbitol, and erythritol in the chewing gum. It is described that 20 to 85% by weight, more preferably 30 to 80% by weight of the whole chewing gum is desirable.
  • Patent Document 2 relates to a composition for oral cavity.
  • an oral composition that prevents and suppresses bad breath, particularly bad breath caused by methioninase.
  • Claim 1 describes that it contains one or more selected from the group consisting of mannitol, maltitol, sorbitol and a mixture thereof, and is usually 0.1% by mass or more in products and preparations. Preferably, it is blended at a ratio of 1 to 70% by mass.
  • the sample solution containing 1% by mass of maltitol inhibits methionase activity by 20.0%. A report has been made.
  • Patent Document 3 relates to a bad breath component cleaning composition and a composition for oral cavity containing the same, chewing gum and refreshing confectionery in the mouth.
  • the present invention relates to a cleaning composition for cleaning odor components such as indole, skatole, phenol, p-cresol, and the composition for oral cavity.
  • one or more kinds selected from sugar alcohols having 4 to 24 carbon atoms are included.
  • sugar alcohols having 4 to 24 carbon atoms are included.
  • sorbitol, xylitol, lactitol, maltitol, and palatinit are reported to be desirable.
  • those containing erythritol and maltitol showed the most significant reduction in bad breath after 30 minutes of use for subjects with bad breath (sensory evaluation by three specialist panels).
  • Patent Document 4 discloses a bad breath removal agent for phase transition, and in particular, a bad breath removal agent comprising a monoglyceride as a main base and comprising a polymer, a polyol, a bad breath removal active ingredient, and a solvent. From claim 14, it describes that non-fermentable sugar alcohol is included as a bad breath removing active ingredient, and from claim 16, as non-fermentable sugar alcohol, xylitol, sorbitol, erythritol, mannitol, maltitol, lactitol, paratinitol, palatinose. Describes oligosaccharides. Although patent document 4 is evaluating the bad breath removal effect by sensory evaluation using the comparative example and example which contain xylitol, the correlation between the xylitol content and the result of sensory evaluation is not confirmed.
  • An object of the present invention is to provide a bad breath removing agent characterized by suppressing production of volatile sulfur compounds by sugar alcohol.
  • VSC volatile nitrogen compounds
  • lower fatty acids etc.
  • VSC has been reported to show a strong correlation between the odor intensity of the sensory test and the concentration detected from the oral cavity.
  • erythritol, lactitol, and maltitol suppressed the generation of hydrogen sulfide and methyl mercaptan in a pH-independent manner.
  • lactitol and maltitol reduce hydrogen sulfide production to about 40-60% at a concentration of 10% against P. gingivalis, the main causative agent of periodontal disease.
  • the present invention exhibits a remarkable volatile sulfur compound production inhibitory action, it can be used as a preparation such as a mouthwash, a toothpaste, an inhalant, a troche, and chewing gum, candy, tablet confectionery, gummy jelly, It can be used and ingested daily as a food such as biscuits and chocolates, sorbets and beverages, and is effective in improving and preventing bad breath.
  • One embodiment of the present invention is a bad breath remover containing sugar alcohol as an active ingredient.
  • a further embodiment of the present invention is the bad breath remover as described above, wherein the sugar alcohol is lactitol.
  • Another embodiment of the present invention is a mouthwash, a toothpaste, an inhalant, and a troche comprising a bad breath remover containing sugar alcohol as an active ingredient.
  • Still another embodiment of the present invention is a food comprising a bad breath remover containing sugar alcohol as an active ingredient.
  • Still another embodiment of the present invention is a food such as chewing gum, candy, tablet confectionery, gummy jelly, biscuits, chocolate and other confectionery, sorbet, beverage and the like containing a bad breath remover containing sugar alcohol as an active ingredient. is there.
  • Another embodiment of the present invention is a production inhibitor of volatile sulfur compounds by inhibiting methionine and cysteine metabolic pathways containing sugar alcohol as an active ingredient.
  • Still another embodiment of the present invention is the volatile sulfur compound production inhibitor as described above, wherein the sugar alcohol is lactitol or maltitol.
  • Example 1 Sugar alcohol saliva incubation test was performed as follows.
  • Sample preparation As samples, xylitol, erythritol, lactitol, maltitol, and sucrose were used. Each was dissolved in deionized water to an appropriate concentration to obtain a sample solution.
  • Saliva Incubation Test Four healthy adults (A, B, C, D, average age 32.0 years) were subjects, and the test was conducted in duplicate. Between 9:00 am and 9:30 am, 10 ml of unstimulated saliva was collected from each subject (no breakfast or toothpaste on the day of collection). The collected saliva was stored on ice. 0.5 ml of the sample solution was added to 1.0 ml of unstimulated saliva and cultured at 37 ° C. for 23 hours. After incubation for 23 hours, the samples were placed on ice. Before GC analysis, the sample was shaken at 37 ° C. for 15 minutes, an appropriate amount of headspace gas was taken with a syringe, and GC analysis was performed. In the test under neutral conditions, potassium phosphate buffer was added to a final concentration of 20 mM, and the reaction solution was maintained in a neutral region.
  • GC analysis For GC analysis, GC6890 manufactured by Agilent was used. HP-PLOTQ (30m ⁇ 0.53mm ⁇ 40 ⁇ m) is used as the analytical column, initial temperature: 70 ° C / 2.5min, temperature rise: 30 ° C / min, final temperature: 190 ° C / 3.5min, inlet temperature: 200 ° C, Analysis was performed under the conditions of detector: FPD, detector temperature: 200 ° C., flow rate: 20 ml / min. Regarding RT, hydrogen sulfide is 1.1 min, methyl mercaptan is 4.0 min, dimethyl monosulfide is 5.6 min, and dimethyl disulfide is 8.3 min. All samples were performed in duplicate and calculated as an average value.
  • sucrose inhibitory effect of sucrose is pH dependent.
  • the increase in the amount of VSC generated by adding sucrose under neutral conditions is thought to be due to the fact that sucrose becomes a nutrient source for oral bacteria and the number of bacteria that cause bad breath is increased.
  • sucrose becomes a nutrient source for oral bacteria
  • the number of bacteria that cause bad breath is increased.
  • bacteria in the oral cavity increase due to sucrose, but as sucrose is assimilated, lactic acid and the like are discharged, pH is lowered, and methioninase activity and cysteine metabolizing enzyme activity are inhibited.
  • methioninase activity and cysteine metabolizing enzyme activity are inhibited.
  • it is thought that the occurrence of VSC is suppressed because the growth of bad breath causing bacteria is suppressed.
  • FIG. 2 shows the results of the saliva incubation test described above with xylitol at final concentrations of 1.43% and 5.7%. In this test using xylitol, there was no significant change in the generation amount of hydrogen sulfide / methyl mercaptan and the pH of the reaction solution in all panelists.
  • Example 2 Bacterial metabolism inhibition test of sugar alcohols was performed as follows.
  • F. nucleatum was anaerobically cultured in 3% THB medium containing 0.05% L-cysteine hydrochloride for 1 day. After culturing for 1 day, it was confirmed that the absorbance at 550 nm was 0.8 or more, and the supernatant was discarded after centrifugation at 5000 rpm for 4 minutes. Suspend the bacterial cells in physiological saline and repeat the same procedure. Suspend the bacterial cells in physiological saline twice the amount of the original bacterial solution, and use it for ice cooling. .
  • P. gingivalis was anaerobically cultured in TSB medium (3% TripticaseticSoy Broth, 0.3% Yeast Extract, 0.0005% hemin, 0.00005% menadione) for 1 day. After culturing for 1 day, it was confirmed that the absorbance at 550 nm was 1.4 or more, and a bacterial solution was prepared in the same manner as described above.
  • TSB medium 3% TripticaseticSoy Broth, 0.3% Yeast Extract, 0.0005% hemin, 0.00005% menadione
  • Cysteine metabolic pathway inhibition test A cysteine metabolic pathway inhibition test was conducted in the same manner as the methionine metabolic pathway inhibition test, except that L-cysteine was used as a substrate.
  • gingivalis cysteine metabolic pathway lactitol, maltitol, and sucrose reduced hydrogen sulfide production to about 40-60% at a final concentration of 10%.
  • no clear effect was observed for xylitol and erythritol.
  • a mouthwash, a toothpaste, a mouth spray, a troche, a chewing gum, a candy, a tablet candy, a gummy jelly, and a beverage containing the halitosis remover of the present invention were produced by conventional methods. Their formulations are shown below. Note that the scope of the present invention is not limited by these.
  • Example 3 A mouthwash was prepared according to the following formulation. Ethanol 2.0% by weight Lactitol 10.0 Fragrance 1.0 Water remaining 100.0
  • Example 4 A toothpaste was produced according to the following formulation. Calcium carbonate 40.0% by weight Glycerin 10.0 Maltitol 20.0 Carboxymethylcellulose 2.0 Sodium ralyl sulfate 2.0 Fragrance 1.0 Saccharin 0.1 Chlorhexidine 0.01 Water remaining 100.0
  • Example 5 A mouse spray was produced according to the following formulation. Ethanol 10.0% by weight Glycerin 5.0 Lactitol 10.0 Maltitol 10.0 Fragrance 0.05 Coloring 0.001 Water remaining 100.0
  • Example 6 A lozenge was produced according to the following formulation. Maltitol 72.3 wt% Xylitol 20.0 Gum arabic 6.0 Fragrance 1.0 Sodium monofluorophosphate 0.7 100.0
  • Chewing gum was manufactured according to the following formulation. Gum base 20.0% by weight Maltitol 45.0 Lactitol 33.0 Fragrance 2.0 100.0
  • Example 8 Candy was manufactured according to the following prescription. Maltitol 50.0% by weight Reduced water candy 34.0 Citric acid 2.0 Fragrance 0.2 Water remaining 100.0
  • Example 9 Tablet confectionery was produced according to the following prescription. Maltitol 76.1% by weight Lactitol 19.0 Sucrose fatty acid ester 0.2 Fragrance 0.2 Water 4.5 100.0
  • Example 10 Gummy jelly was manufactured according to the following prescription. Gelatin 60.0% by weight Reduced water candy 21.40 Maltitol 11.5 Vegetable oil 4.5 Malic acid 2.0 Fragrance 0.5 100.0
  • Example 11 A beverage was produced according to the following formulation. Orange juice 30.0% by weight Lactitol 15.0 Citric acid 0.1 Vitamin C 0.04 Fragrance 0.1 Water remaining 100.0
  • the bad breath remover containing the sugar alcohol of the present invention can be applied to gums, candy, tablet confectionery, etc., and can also be applied to bad breath removal specific health foods.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Birds (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
  • Confectionery (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Medicinal Preparation (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

La présente invention concerne un agent d'élimination de mauvaise haleine contenant un alcool de sucre en tant que principe actif. De manière spécifique, l'invention concerne un agent d'élimination de mauvaise haleine caractérisé par l'activité inhibitrice d'un alcool de sucre sur la production d'un composé de soufre volatil. L'agent d'élimination de mauvaise haleine contient un alcool de sucre, en particulier du lactitol, en tant que principe actif.
PCT/JP2010/004531 2009-07-14 2010-07-13 Agent d’elimination de mauvaise haleine Ceased WO2011007552A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN2010800297111A CN102470114A (zh) 2009-07-14 2010-07-13 口臭去除剂

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2009165556A JP2011020936A (ja) 2009-07-14 2009-07-14 口臭除去剤
JP2009-165556 2009-07-14

Publications (1)

Publication Number Publication Date
WO2011007552A1 true WO2011007552A1 (fr) 2011-01-20

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PCT/JP2010/004531 Ceased WO2011007552A1 (fr) 2009-07-14 2010-07-13 Agent d’elimination de mauvaise haleine

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JP (1) JP2011020936A (fr)
KR (1) KR20120042969A (fr)
CN (2) CN102470114A (fr)
TW (1) TW201116272A (fr)
WO (1) WO2011007552A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2019135951A (ja) * 2018-02-08 2019-08-22 株式会社マンダム 口臭抑制成分のスクリーニング方法

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6371336B2 (ja) * 2015-06-17 2018-08-08 花王株式会社 ポリスルフィド化合物の臭いの抑制剤
CA3079101A1 (fr) * 2017-11-16 2019-05-23 The Procter & Gamble Company Dispositif de demonstration de produit et procede associe

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JPH048251A (ja) * 1990-04-26 1992-01-13 Mitsui Sugar Co Ltd 甘味持続性コーティング糖類を含有するチューインガムおよびその製造法
JPH09252723A (ja) * 1996-01-18 1997-09-30 Lotte Co Ltd 新規な脱乳糖乳・脱乳糖粉乳およびこれを含有する飲食物ならびに脱乳糖乳および脱乳糖粉乳の製造方法
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JP2008142077A (ja) * 2006-12-11 2008-06-26 Lotte Confectionery Co Ltd 片状ナッツ類をトッピングした菓子の製造方法
JP2009500399A (ja) * 2005-07-08 2009-01-08 エル・ジー ハウスホールド アンド ヘルスケア リミティッド 相転移の口臭除去剤
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JP2009500399A (ja) * 2005-07-08 2009-01-08 エル・ジー ハウスホールド アンド ヘルスケア リミティッド 相転移の口臭除去剤
JP2007185191A (ja) * 2006-01-13 2007-07-26 Lotte Confectionery Co Ltd 半透明シェル様菓子の組成物
JP2008142077A (ja) * 2006-12-11 2008-06-26 Lotte Confectionery Co Ltd 片状ナッツ類をトッピングした菓子の製造方法
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2019135951A (ja) * 2018-02-08 2019-08-22 株式会社マンダム 口臭抑制成分のスクリーニング方法
JP6989742B2 (ja) 2018-02-08 2022-01-12 株式会社マンダム 口臭抑制成分のスクリーニング方法

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CN103690385A (zh) 2014-04-02
KR20120042969A (ko) 2012-05-03
JP2011020936A (ja) 2011-02-03
TW201116272A (en) 2011-05-16
CN102470114A (zh) 2012-05-23

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