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WO2024016109A1 - Composition de soins buccaux à base d'une substance active du thé et son procédé de préparation - Google Patents

Composition de soins buccaux à base d'une substance active du thé et son procédé de préparation Download PDF

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Publication number
WO2024016109A1
WO2024016109A1 PCT/CN2022/106245 CN2022106245W WO2024016109A1 WO 2024016109 A1 WO2024016109 A1 WO 2024016109A1 CN 2022106245 W CN2022106245 W CN 2022106245W WO 2024016109 A1 WO2024016109 A1 WO 2024016109A1
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WIPO (PCT)
Prior art keywords
composition
tea
sodium
oral
cleaning
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Ceased
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PCT/CN2022/106245
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English (en)
Chinese (zh)
Inventor
温廷益
张芸
李翠平
徐佩佩
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Nanjing Zhongkeyouzi Institute Of Biotechnology Co Ltd
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Nanjing Zhongkeyouzi Institute Of Biotechnology Co Ltd
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Priority to PCT/CN2022/106245 priority Critical patent/WO2024016109A1/fr
Publication of WO2024016109A1 publication Critical patent/WO2024016109A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • 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 application relates to the field of oral care, and specifically to a composition for cleaning and inhibiting bacteria on the inner surface of the oral cavity and a preparation method thereof.
  • the oral microbial community is a collection of microorganisms that colonize the human oral cavity, and most of them perform microbial physiological functions in the form of biofilms.
  • a variety of oral infectious diseases can be induced, including caries, pulp apical disease, periodontal disease, wisdom tooth pericoronitis, jaw osteomyelitis, etc., seriously endangering oral health.
  • the oral microbiome is closely related to systemic diseases such as oral tumors, diabetes, rheumatoid arthritis, cardiovascular disease, and premature birth.
  • the oral mucosa is exposed to various pathogens (bacteria, viruses, etc.).
  • chlorhexidine has the risk of allergy.
  • long-term use of oral care products containing chlorhexidine will cause the oral mucosa and teeth to turn yellow. Fluoride may cause tooth deformity and softening, causing tooth enamel to lose its luster and become stained with yellow spots. In severe cases, it may also cause tooth hypoplasia and loss of normal shape. Therefore, there is an urgent need to develop a product with good antibacterial effect, broad spectrum, non-irritating, harmless to humans and animals, and not affected by the environment, organic matter, acid, alkali and other physical and chemical factors.
  • Tea is a unique product of China. Chinese people have a long history of drinking tea, and the national awareness of tea is very high. Research has found that the active ingredients in tea have broad-spectrum inhibitory effects on microorganisms (including bacteria, fungi and viruses). Based on this, this application aims to provide a composition for oral surface cleaning and antibacterial composition composed of tea extract as the main component, so as to solve the problems of irritation, sensitization and side effects existing in existing oral cleaning and antibacterial products. .
  • a composition for cleaning and inhibiting bacteria on the inner surface of the oral cavity includes by weight: tea polyphenols 0.05-0.49wt%, surfactant, and inclusion complex containing tea polyphenols 0.01-1.19wt% .
  • inclusion compound in the composition is hydroxypropyl- ⁇ -cyclodextrin and the surfactant is an amino acid surfactant.
  • the amino acid surfactant is selected from one or more of sodium lauroyl alanine, sodium cocoyl alanine, sodium lauroyl sarcosinate and any N-acyl amino acid salts. kind.
  • the composition further includes one or more of an auxiliary bacteriostatic agent, a spirit-enhancing substance, a flavoring agent, a pH adjuster, an antifreeze agent, and a preservative.
  • the auxiliary bacteriostatic agent includes one or more of amino acid surfactant 0.01-0.15wt%, berberine 0.005-0.010wt%, green tea extract 0.01-0.20wt%, lemon extract 0.01-0.20wt% ;
  • Flavoring agents include sorbitol 2.00 ⁇ 8.00wt%, xylitol 0.05 ⁇ 2.00wt%, essence ⁇ 3.00wt%, glycerol 2.00 ⁇ 24.00wt% and one or more substances that can improve the taste; improve
  • the psychoactive substances include one or more of ⁇ -cyclodextrin-contained menthol 0.01-1.20wt%, tea polysaccharide 0.01-1.20wt%, and theanine 0.01-0.05wt%; the antifreeze is glycerol 2.00-1.20wt%. 24.00wt%; the preservative 0.20-0.40wt% includes one or more of sodium ascorbate, sodium benzoate, potassium sorbate
  • berberine is 0.005-0.008wt%
  • green tea extract is 0.05-0.18wt%
  • lemon extract is 0.05-0.18wt%
  • the pH is adjusted to 5.00-8.00 using a pH adjuster.
  • the composition includes, by weight: 0.05wt% tea polyphenols, 0.12wt% amino acid surfactant, and 0.01wt% hydroxypropyl- ⁇ -cyclodextrin.
  • a method for preparing an oral surface cleaning and antibacterial composition including the following steps:
  • solution 2 Dissolve predetermined weight portions of glycerin, sorbitol, preservatives, and xylitol in water to form solution 2;
  • preparing solution 1 also includes the following steps:
  • oral cleaning products comprising the above compositions and the use of any of the compositions in oral cleaning products.
  • the present application further provides a method for cleaning the oral cavity of humans or animals, by contacting any of the above compositions with the inner surface of the oral cavity.
  • Tea polyphenols are a type of polyhydroxy compounds contained in tea, mainly catechins (flavanols), flavones and flavonols, anthocyanins, phenolic acids and depsiphenolic acids, and polymeric phenols. A complex of similar compounds. Tea polyphenols have broad-spectrum and highly efficient antibacterial effects both in vivo and in vitro. Tea polyphenols exert their antibacterial effects mainly by specifically coagulating bacterial proteins, destroying bacterial cell membrane structures, and combining with bacterial DNA, thereby changing the physiological state of bacteria. The purpose of inhibiting its growth is that the antibacterial effect of tea polyphenols is very selective and can inhibit the growth of harmful bacteria and maintain the balance of normal flora.
  • tea polyphenols are antibacterial, they can also maintain the integrity of the oral mucosa, enhance the toughness and permeability of capillaries, enhance the resistance of blood vessels, quickly heal oral mucosal ulcers, reduce mucosal bleeding, and protect the oral mucosa.
  • Hydroxypropyl- ⁇ -cyclodextrin is a hydrophilic derivative formed by the condensation of ⁇ -cyclodextrin and 1,2-propylene oxide. Hydroxypropyl- ⁇ -cyclodextrin has a special three-dimensional ring structure with "hydrophobic inside and hydrophilic outside". The hydrophobic cavity can enclose the drug, thereby improving the water solubility, stability and antioxidant of the guest molecule. , resist photolysis, or achieve sustained release and three-dimensional separation effects. It is used to encapsulate tea polyphenols and reduce the bitterness caused by the combination of phenolic substances and proteins in the oral cavity through sustained release.
  • Tea polysaccharide is an acidic glycoprotein combined with a large number of mineral elements.
  • the protein part is mainly composed of about 20 common amino acids. Tea polysaccharide has the effects of antioxidant, lowering blood sugar, lowering blood lipids, and regulating intestinal flora. It also has obvious effects in anticoagulation, preventing thrombosis, protecting blood phase, and enhancing the body's non-specific immunity.
  • Theanine is a unique free amino acid in tea. It is the main ingredient in tea that promotes body fluids and sweetness. It also has the health-care effects of relieving fatigue, relaxing the body and mind, lowering blood pressure and improving learning and memory abilities.
  • Tea polyphenols and berberine can also effectively prevent a variety of viral infections. Many studies have proven that berberine can reduce the risk of influenza virus and hepatitis B virus infection; tea polyphenols can inhibit various stages of the influenza virus growth cycle, and tea polyphenols also It can inhibit the attachment or invasion of viruses, such as SARS virus, human herpes virus, adenovirus, etc., by interacting with the receptor protein or envelope structure on the virus surface.
  • viruses such as SARS virus, human herpes virus, adenovirus, etc.
  • N-acyl amino acid salt surfactants such as sodium lauroyl sarcosinate, sodium lauroyl alanine and sodium cocoyl alanine are new green and environmentally friendly surfactants derived from renewable substances. They are different from other traditional surfactants. In comparison, sodium lauroyl sarcosinate, sodium lauroyl alanine, and sodium cocoyl alanine have better wettability, foaming, antibacterial, anti-corrosion, and antistatic capabilities. N-acyl amino acid salt surfactants such as sodium lauroyl sarcosinate, sodium lauroyl alanine and sodium cocoyl alanine are non-toxic and harmless, mild and non-irritating to the oral cavity.
  • the degradation products are amino acids and fatty acids, which are harmful to the oral cavity.
  • amino acid surfactants use their surface activity and bacteriostasis at the same time to qualitatively adsorb at the interface to achieve cleaning, antibacterial, antitoxic and other effects.
  • N-acyl amino acid salt surfactants have good effects in the oral cavity. Inhibits the action of lactic acid bacteria that convert glucose into lactic acid.
  • Beta cyclodextrin menthol can be directly dissolved in an aqueous system without ethanol to help dissolve it, giving it a refreshing mint feel without the irritation caused by alcohol.
  • Flavoring agents can further improve or shield the bitter taste and astringent irritation of tea polyphenols.
  • Preservatives can effectively protect tea polyphenols from oxidation and maintain the antibacterial effect of the product.
  • the tea polyphenols in the oral cleaning antibacterial composition provided by this application have broad-spectrum antibacterial effects, without the need to add other antibacterial agents, the ingredients are safe, and the taste is relieved through the effect of the auxiliary material hydroxypropyl- ⁇ -cyclodextrin irritating.
  • adding preservatives can solve the problem of the impact of tea polyphenols on the antibacterial effect after oxidation.
  • this application further adds auxiliary antibacterial agents such as berberine, which enhance the effect of tea polyphenols in preventing various viral infections.
  • the cleaning and antibacterial composition in this application is non-irritating to mucous membranes, has broad-spectrum antibacterial properties, low onset concentration, fast action, stable performance, is easily soluble in water, and is environmentally friendly. It has the same antibacterial properties as chemicals. It has the same bacterial effect, but it is more natural, healthier and more in line with the consumption habits of Chinese people.
  • Figure 1 is a schematic diagram of the antibacterial effect of Example 1 and Example 2 of the present application on Staphylococcus aureus;
  • Figure 2 is a schematic diagram of the antibacterial effect of Example 3, Example 4, Example 5 and Example 6 of the present application on Staphylococcus aureus;
  • Figure 3 is a schematic diagram of the antibacterial effect of Comparative Example 1 of the present application on Staphylococcus aureus;
  • Figure 4 is a schematic diagram of the antibacterial effect of Comparative Example 2 of the present application on Staphylococcus aureus;
  • Figure 5 shows the antibacterial effect of oral care product 1 on the market on Staphylococcus aureus
  • Figure 6 shows the antibacterial effect of oral care product 2 on the market on Staphylococcus aureus
  • Figure 7 shows the antibacterial effect of 3 oral care products on the market on Staphylococcus aureus
  • Figure 8 shows the antibacterial effect of 4 oral care products on the market on Staphylococcus aureus
  • Figure 9 shows the antibacterial effect of 5 oral care products on the market on Staphylococcus aureus
  • Figure 10 shows the antibacterial effect of 6 oral care products on the market on Staphylococcus aureus.
  • an embodiment means that a particular feature, structure or characteristic described in connection with the embodiment can be included in at least one embodiment of the present application.
  • the appearances of this phrase in various places in the specification are not necessarily all referring to the same embodiment, nor are separate or alternative embodiments mutually exclusive of other embodiments. Those skilled in the art understand, both explicitly and implicitly, that the embodiments described herein may be combined with other embodiments.
  • the antibacterial substance is 0.05wt% tea polyphenols
  • Excipients including:
  • the antibacterial substance is 0.05wt% tea polyphenols
  • Excipients including:
  • the preparation process is the same as the above embodiment.
  • preparing solution 1 it also includes adding a predetermined weight portion of berberine and green tea extract.
  • the antibacterial substance is 0.49wt% tea polyphenols
  • Excipients including:
  • the preparation process is the same as the above embodiment.
  • the antibacterial substance is 0.20wt% tea polyphenols
  • Excipients including:
  • the preparation process is the same as the above embodiment.
  • preparing solution 1 it also includes adding a predetermined weight portion of lemon extract.
  • the antibacterial substance is 0.30wt% tea polyphenols
  • Excipients including:
  • the preparation process is the same as the above embodiment.
  • the antibacterial substance is 0.10wt% tea polyphenols
  • Excipients including:
  • the preparation process is the same as the above embodiment.
  • the oral inner surface cleaning and antibacterial composition of this comparative example includes the following components:
  • the antibacterial substance is 0.04wt% tea polyphenols
  • Excipients including:
  • the preparation process is the same as the above embodiment.
  • the oral inner surface cleaning and antibacterial composition of this comparative example includes the following components:
  • the antibacterial substance is 0.50wt% tea polyphenols
  • Excipients including:
  • test samples are as follows: Examples 1-6, Control 1 (water, sorbitol, propylene glycol, PEG-40 hydrogenated castor oil, tea extract, dipotassium glycyrrhizate, menthol, sucralose, hydroxyphenyl Methyl ester, sodium benzoate, flavoring, CI 19140, CI 42090);
  • Control 2 water, glycerin, propylene glycol, sorbitol, poloxamer 407, flavor (containing tea extract), saccharin sodium, cetylpyridinium chloride (0.075%), sodium fluoride (0.05%), Potassium sorbate, menthol, CI19140, CI42051);
  • Control 3 water, glycerin, sorbitol, PEG-40 hydrogenated castor oil, xylitol, cherry blossom extract, yeast fermentation product extract, tea extract, peppermint extract, probiotics (paracheese milk) bacilli), menthol, citric acid, methylparaben, chlorogalactose, domiphene, flavor);
  • Control 4 water, sorbitol, glycerin, sodium chloride, methyl paraben, sodium benzoate, essence, menthol, lactobacilli, lysozyme, plant peptides, propolis extract, honeysuckle flower extract, Bletilla striata Root extract, Dendrobium officinale extract, hydrogenated castor oil, citric acid);
  • Control 5 water, ethanol, sorbitol, thymol, eucalyptol, methyl salicylate, menthol, sodium benzoate, benzoic acid, poloxamer 407, sodium saccharin, CI 42053, food flavors);
  • Control 6 (contains 0.6 g of chlorhexidine gluconate and 0.1 g of metronidazole per 500 ml; excipients are: glycerin, polysorbate 80, polyethylene glycol-400, concentrated mint water, ethanol, saccharin sodium, pigment, essence, purified water).
  • Test strain Staphylococcus aureus ATCC6538
  • Test method According to the antibacterial ring test requirements in the Disinfection Technical Specifications (2002 Edition), 4 test samples and 1 negative control sample are placed on each bacteria-contaminated plate, for a total of 5 pieces. Use sterile forceps to take a sample piece and place it on the surface of the plate. The centers of each sample should be at least 25mm apart and at least 15mm apart from the edge of the flat plate. After the patch is placed, use sterile tweezers to gently press the sample piece to make it stick to the surface of the plate. Cover the plate, place it in a 37°C incubator, and incubate for 16 to 18 hours to observe the results. Use a vernier caliper to measure the diameter of the inhibition ring (including the patch) and record it. The test was repeated three times. The bactericidal activity was evaluated based on the presence and size of the inhibition zone.
  • CK all represent sterile water, and the numbers represent examples.
  • the diameter of the inhibitory ring is greater than 7mm, it is judged to have antibacterial effect; if the diameter of the inhibitory ring is less than or equal to 7mm, it is judged to have no antibacterial effect.
  • Test samples Examples 1-6, Comparative Examples 1-2, Control 3 (water, glycerol, sorbitol, PEG-40 hydrogenated castor oil, xylitol, cherry blossom extract, yeast fermentation product extract , tea extract, peppermint extract, probiotics (Lactobacillus paracasei), menthol, citric acid, methyl paraben, chlorogalactose, domiphene, flavor);
  • Control 4 water, sorbitol, glycerin, sodium chloride, methyl paraben, sodium benzoate, essence, menthol, lactobacilli, lysozyme, plant peptides, propolis extract, honeysuckle flower extract, Bletilla striata Root extract, Dendrobium officinale extract, hydrogenated castor oil, citric acid);
  • Control 5 water, ethanol, sorbitol, thymol, eucalyptol, methyl salicylate, menthol, sodium benzoate, benzoic acid, poloxamer 407, sodium saccharin, CI 42053, food flavors);
  • Control 6 (contains 0.6 g of chlorhexidine gluconate and 0.1 g of metronidazole per 500 ml. Excipients are: glycerin, polysorbate 80, polyethylene glycol-400, concentrated mint water, ethanol, saccharin sodium, pigment, Fragrance, purified water).
  • Test strain Staphylococcus aureus ATCC6538
  • test method According to the GB 15979-2002 Hygienic Standard for Disposable Hygiene Products, C4 dissolution antibacterial (anti)bacterial product antibacterial performance test method, each test sample acts on Staphylococcus aureus for 2min, 5min, 10min, 20min, calculated The antibacterial rates are as follows:
  • the product has antibacterial effect.
  • the antibacterial rate is greater than or equal to 90%, and the product has strong antibacterial effect.
  • Test samples Examples 1-6, Comparative Examples 1-2.
  • a score of 4-5 means the mouthwash tastes comfortable, has a suitable tea flavor, is mild and non-irritating;
  • a score of 3-4 indicates that the mouthwash tastes average and has the obvious bitterness of tea, which is within an acceptable range
  • a score of less than 3 means that the mouthwash has a distinctly bitter taste and is unacceptable.
  • the cleaning and antibacterial composition provided in this application can achieve an antibacterial effect close to that of chemical products by relying only on the natural active substance tea polyphenols in tea. It can prevent the occurrence of dental caries and periodontitis by inhibiting bacterial growth. It is safe and has no side effects. It inhibits bacteria and does not cause harm to the oral mucosa. Tea polyphenols and berberine also have certain antiviral effects, which can reduce the risk of viral infection from the oral cavity to a certain extent, enabling oral care compositions to effectively protect against influenza virus, coronavirus, hepatitis B virus, human herpes virus and other viruses.
  • the composition in this application is an alcohol-free formula and has a refreshing mint feeling without the irritation caused by alcohol. It completely solves the problems of poor safety and irritating taste of existing chemical products, and is suitable for preparing antibacterial, safe and natural oral care products with suitable taste.

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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)
  • Botany (AREA)
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  • Mycology (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Engineering & Computer Science (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Cosmetics (AREA)

Abstract

La présente demande se rapporte au domaine de l'hygiène et des soins buccaux et concerne, en particulier, une composition destinée à nettoyer la surface interne de la cavité buccale et à inhiber les bactéries présentes sur celle-ci, comprenant : 0,05 à 0,49 % en poids de polyphénols de thé, un tensioactif et 0,01 à 1,19 % en poids d'un composé d'inclusion qui comprend des polyphénols de thé, ainsi qu'un ou plusieurs éléments parmi un agent bactériostatique auxiliaire, une substance rafraîchissante, un agent aromatisant, un régulateur de pH, un agent antigel et un conservateur. La présente demande concerne en outre un procédé de préparation de la composition et l'utilisation de la composition. La présente demande utilise des polyphénols de thé, qui sont des substances actives présentes dans le thé, en tant que composant bactériostatique principal, ajoute des composants de nettoyage et bactériostatique auxiliaire pour assurer un effet bactériostatique efficace à la composition, et élimine le goût désagréable au moyen d'une combinaison de composants, ce qui lui ouvre de larges perspectives de commercialisation.
PCT/CN2022/106245 2022-07-18 2022-07-18 Composition de soins buccaux à base d'une substance active du thé et son procédé de préparation Ceased WO2024016109A1 (fr)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1377645A (zh) * 2002-04-17 2002-11-06 于江 防治龋齿的茶多酚含片及其制备方法
CN103520057A (zh) * 2013-10-19 2014-01-22 蒋梦琪 一种黄连漱口水的制备方法
CN108014070A (zh) * 2018-02-10 2018-05-11 广州市九科精细化工有限公司 止血消炎的可视化蜂胶酸性漱口水及其制备方法
CN108464963A (zh) * 2018-04-12 2018-08-31 弘美制药（中国）有限公司 一种用于口腔的组合物及其应用和制备方法
WO2022088724A1 (fr) * 2020-10-28 2022-05-05 南京中科游子生物技术研究院有限公司 Composition de bain de bouche à substance active à base de thé vert et son procédé de préparation

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1377645A (zh) * 2002-04-17 2002-11-06 于江 防治龋齿的茶多酚含片及其制备方法
CN103520057A (zh) * 2013-10-19 2014-01-22 蒋梦琪 一种黄连漱口水的制备方法
CN108014070A (zh) * 2018-02-10 2018-05-11 广州市九科精细化工有限公司 止血消炎的可视化蜂胶酸性漱口水及其制备方法
CN108464963A (zh) * 2018-04-12 2018-08-31 弘美制药（中国）有限公司 一种用于口腔的组合物及其应用和制备方法
WO2022088724A1 (fr) * 2020-10-28 2022-05-05 南京中科游子生物技术研究院有限公司 Composition de bain de bouche à substance active à base de thé vert et son procédé de préparation

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
崔钰嘉 等 (CUI, YUJIA ET AL.): "黄连素的生物学功能及治疗口腔疾病研究的进展 (Progress for Understanding the Effect of Berberine in Oral Diseases)", 国际口腔医学杂志 (INTERNATIONAL JOURNAL OF STOMATOLOGY), vol. 47, no. 1, 31 January 2020 (2020-01-31), XP055926352, DOI: 10.7518/gjkq.2020029 *

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