阅读说明：本技术 包含啤酒花提取物的口腔护理组合物 (Oral care compositions comprising hops extract ) 是由 黄美艳 岳红雷 周康 丁学芬 于 2019-02-22 设计创作，主要内容包括：本发明公开了一种包含啤酒花提取物的口腔护理组合物,包括啤酒花提取物、氯化钠和口腔可接受的载体；本发明口腔护理组合物能显著提高啤酒花提取物在牙齿表面的停留量和停留时间。(The present invention discloses an oral care composition comprising a hops extract, comprising hops extract, sodium chloride and an orally acceptable carrier; the oral care compositions of the present invention significantly increase the amount and residence time of hops extract on the tooth surface.)

1. An oral care composition comprising a hops extract characterized by: comprises hops extract, sodium chloride and an orally acceptable carrier.

2. The oral care composition of claim 1, wherein: the hops extract includes hops acids.

3. The oral care composition of claim 2, wherein: the hop acid comprises one or more of alpha acid, alpha acid derivative, beta acid and beta acid derivative.

4. The oral care composition of claim 2, wherein: the hop acid is one or more of alpha acid, alpha acid derivative, beta acid and beta acid derivative.

5. The oral care composition of claim 3 or 4, wherein: the alpha acid derivative comprises one or more of iso-alpha-acid, reduced iso-alpha-acid, oxidized iso-alpha-acid, P-iso-alpha-acid, dihydro iso-alpha-acid, tetrahydro iso-alpha-acid and hexahydroiso-alpha-acid.

6. The oral care composition of claim 3 or 4, wherein: the beta acid derivative comprises one or two of hydrogenated beta acid and hexahydro beta acid.

7. The oral care composition of claim 3 or 4, wherein: the alpha acid has the following structure:

8. the oral care composition of claim 3 or 4, wherein: the beta acid is selected from one or more of lupulone shown in formula (1), colupulone shown in formula (2) and pharmaceutically acceptable salts thereof, and has the following structure:

9. the oral care composition according to any one of claims 2 to 4, characterized in that: the hop acid is present in the oral care composition in a proportion of 0.01 to 5 wt%; preferably 0.1 to 2 wt%; more preferably 0.5 to 2%.

10. The oral care composition of claim 1, wherein: the sodium chloride is present in the oral care composition in a ratio of 0.1 to 10 wt%; preferably 0.3 to 5 wt%; more preferably 0.5 to 2%.

11. The oral care composition of claim 1, wherein: the sodium chloride is selected from Himalayan salt, sea salt, edible salt or bamboo salt.

12. The oral care composition according to any one of claims 2 to 4, characterized in that: the hop acid: the mass ratio of the sodium chloride is 1:1-1: 100; preferably 1:5 to 1: 50; more preferably 1:10 to 1: 30%. .

13. The oral care composition of claim 1, wherein: the oral care composition comprises a toothpaste, gel, mouthwash or tooth powder.

Technical Field

The invention relates to the technical field of oral care, in particular to an oral care composition containing a hop extract.

Background

Hops are plants of genus Humulus lupulus Linn of genus Moraceae, family Cannabaceae, are perennial entangled herbs and have common names such as hops, yeast flowers, and hops in China. Hops are mainly distributed in the northern hemisphere, in regions between 30 ° and 60 ° north latitude, concentrated in europe, asia, and north america, and only 1 variety is distributed in morocco in north africa. North and northeast asia, and eastern america. China is mainly focused on Xinjiang, Gansu and other places. Hops extract refers to an extract obtained by extraction of dried flowers, tendrils, vines, or other parts of the plant by any method known in the art, or a synthetic or semi-synthetic equivalent of such an extract or its active component. The extract is commercially available, for example from Steiner, HAAS.

The hop is one of raw materials for brewing beer because of good bacteriostatic activity, especially has good bacteriostatic effect on gram-positive bacteria such as lactobacillus, streptococcus, staphylococcus, micrococcus, bacillus, pediococcus and the like, is a preservative for beer, can prevent the beer from being polluted by microorganisms, and prolongs the shelf life of the beer.

Chinese patent CN200580048454.5 discloses that the combination of hop extract and magnolia bark extract has good inhibitory effect on representative oral pathogenic bacteria such as streptococcus mutans, carboxybacterium nucleatum, Veillonella parvula, Actinomyces naeslundii and Porphyromonas gingivalis. However, the use time of the common oral care products such as toothpaste, mouthwash and the like is generally only 1-3 minutes, and after the use, the active ingredients such as the hop extract and the like are washed away by water together with the toothpaste body or the mouthwash, and the use mode influences the retention amount and retention time of the hop extract on the tooth surface, so that the bioavailability of the active ingredients is extremely low, and therefore, how to improve the retention amount and prolong the retention time of the extract on the tooth surface and further improve the bioavailability of the active ingredients of the extract in the oral cavity is one of the problems to be solved by the technical personnel in the field.

Disclosure of Invention

The technical problem to be solved by the present invention is to provide an oral care composition comprising a hop extract. The oral care composition can significantly improve the amount and residence time of hops extract on the tooth surface.

In order to solve the technical problems, the invention adopts the following technical scheme:

an oral care composition comprising hops extract, sodium chloride and an orally acceptable carrier.

As a further improvement of the technical proposal, the hop extract comprises hop acid.

Preferably, the hops acids comprise one or more of alpha acids, alpha acid derivatives, beta acids, beta acid derivatives.

Preferably, the hop acid is one or more of an alpha acid, an alpha acid derivative, a beta acid derivative.

Preferably, the alpha acid derivative comprises one or more of iso-alpha-acid, reduced iso-alpha-acid, oxidized iso-alpha-acid, P-iso-alpha-acid, dihydro iso-alpha-acid, tetrahydro iso-alpha-acid and hexahydroiso-alpha-acid.

Preferably, the beta acid derivative comprises one or both of a hydrogenated beta acid and a hexahydro beta acid.

Preferably, the alpha acid has the following structure:

preferably, the beta acid comprises one or more of lupulone shown in formula (1), colupulone shown in formula (2) and pharmaceutically acceptable salts thereof, and the structure is as follows:

as a further improvement of the technical proposal, the hop acid accounts for 0.01 to 5 weight percent of the oral care composition.

Preferably, the hop acid is present in the oral care composition in a proportion of 0.1 to 2 wt%.

More preferably, the hop acid is present in the oral care composition in an amount of 0.5 to 2 wt%.

As a further improvement in the technical solution, the sodium chloride is present in the oral care composition in a ratio of 0.1 to 10 wt%.

Preferably, the sodium chloride is present in the oral care composition in a proportion of from 0.3 to 5 wt%.

More preferably, the sodium chloride is present in the oral care composition in a ratio of 0.5 to 2 wt%.

As a further improvement of the technical solution, the hop acid: the mass ratio of the sodium chloride is 1:1-1: 100.

Preferably, the hop acids: the mass ratio of the sodium chloride is 1:5-1: 50.

More preferably, the hop acids: the mass ratio of the sodium chloride is 1:10-1: 30.

As a further improvement in the technical solution, the oral care composition comprises a toothpaste, gel, mouthwash or tooth powder.

Any range recited herein is intended to include the endpoints and any number between the endpoints and any subrange subsumed therein or defined therein.

The starting materials of the present invention are commercially available, unless otherwise specified, and the equipment used in the present invention may be any equipment conventionally used in the art or may be any equipment known in the art.

Compared with the prior art, the invention has the following beneficial effects:

the oral care compositions of the present invention significantly increase the amount and residence time of hops extract on the tooth surface.

Detailed Description

In order to more clearly illustrate the invention, the invention is further described below in connection with preferred embodiments. It is to be understood by persons skilled in the art that the following detailed description is illustrative and not restrictive, and is not to be taken as limiting the scope of the invention.

As one aspect of the invention, an oral care composition comprising a hops extract, comprises the hops extract, sodium chloride, and an orally acceptable carrier.

The present invention has surprisingly found that the addition of sodium chloride to an oral care composition containing a hops extract significantly increases the amount and residence time of the hops extract on the tooth surface.

An "extract" of hops of the composition of the invention is an extract from dried hops, vines or other parts of plants of the cannabinaceae (Cannabaceae), in particular from the hops (Hamulus lupulus) plant (hereinafter referred to as "hops"), or a synthetic or semi-synthetic equivalent of such an extract or an active component thereof. In certain embodiments of the present invention, the hops extract in the oral composition includes one or more active compounds that have been isolated from the hops extract.

In accordance with the present invention, one skilled in the art can extract the hops extract from the hops plant by any of a number of suitable extraction methods known. The main active compound in the hops extract is hops acid.

In certain embodiments of the invention, the hop acids include alpha acids, i.e., the organic acid humulone, as well as alpha acid derivatives including, but not limited to, iso-alpha-acids, reduced iso-alpha-acids, oxidized iso-alpha-acids, P-iso-alpha-acids, dihydro-iso-alpha-acids, tetrahydro-iso-alpha-acids, and hexahydro-iso-alpha-acids.

In certain embodiments of the invention, hops acids include beta acids and derivatives thereof, including but not limited to hydrogenated beta acids, hexahydro beta acids (HHBA), beta acids and derivatives thereof including lupulone and colupulone forms.

In certain embodiments of the invention, the alpha acid has the following structure:

in certain embodiments of the present invention, the beta acids include one or more of lupulones of formula (1), colupulones of formula (2), and pharmaceutically acceptable salts thereof, having the structure:

in certain preferred embodiments of the present invention, the hop acid is present in the oral care composition in a ratio of 0.01 to 5 wt%, or 0.1 to 4 wt%, or 0.1 to 3 wt%, or 0.1 to 2 wt%, or 0.1 to 1 wt%, or 0.5 to 5 wt%, or 0.5 to 4 wt%, or 0.5 to 3 wt%, or 0.5 to 2 wt%, or 0.5 to 1 wt%, or 1 to 5 wt%, or 1 to 4 wt%, or 1 to 3 wt%, or 1 to 2 wt%, or 1.5 to 5 wt%, or 1.5 to 4 wt%, or 1.5 to 3 wt%, or 1.5 to 2 wt%, or 2 to 5 wt%, or 2 to 4 wt%, or 2 to 3 wt%, or 2.5 to 5 wt%, or 2.5 to 4 wt%, or 2.5 to 3 wt%, or, Or 3 to 5 wt%, or 3 to 4 wt%, or 4 to 5 wt%.

The Sodium chloride (Sodium chloride) of the invention, chemical formula NaCl, colorless cubic crystal or fine crystal powder, is salty in taste.

The sodium chloride in the invention can be selected from edible salt, sea salt, himalaya salt, bamboo salt and the like.

In certain preferred embodiments of the present invention, the sodium chloride is present in the oral care composition in a ratio of 0.1 to 10 wt%, or 0.1 to 9 wt%, or 0.1 to 8 wt%, or 0.1 to 7 wt%, or 0.1 to 6 wt%, or 0.1 to 5 wt%, or 0.1 to 4 wt%, or 0.1 to 3 wt%, or 0.1 to 2 wt%, or 0.1 to 1 wt%, or 1 to 10 wt%, or 1 to 9 wt%, or 1 to 8 wt%, or 1 to 7 wt%, or 1 to 6 wt%, or 1 to 5 wt%, or 1 to 4 wt%, or 1 to 3 wt%, or 1 to 2 wt%, or 2 to 10 wt%, or 2 to 9 wt%, or 2 to 8 wt%, or 2 to 7 wt%, or 2 to 6 wt%, or 2 to 5 wt%, or 2 to 4 wt%, or, Or 2 to 3 wt%, or 3 to 10 wt%, or 3 to 9 wt%, or 3 to 8 wt%, or 3 to 7 wt%, or 3 to 6 wt%, or 3 to 5 wt%, or 3 to 4 wt%, or 4 to 10 wt%, or 4 to 9 wt%, or 4 to 8 wt%, or 4 to 7 wt%, or 4 to 6 wt%, or 4 to 5 wt%, or 5 to 10 wt%, or 5 to 9 wt%, or 5 to 8 wt%, or 5 to 7 wt%, or 5 to 6 wt%, or 6 to 10 wt%, or 6 to 9 wt%, or 6 to 8 wt%, or 6 to 7 wt%, or 7 to 10 wt%, or 7 to 9 wt%, or 7 to 8 wt%, or 8 to 10 wt%, or 8 to 9 wt%, or 9 to 10 wt%.

In certain preferred embodiments of the invention, the hop acids: the mass ratio of the sodium chloride is 1:1-1:100, preferably 1:5-1:50, more preferably 1:10-1: 30.

The "orally acceptable carrier" of the present invention refers to any vehicle suitable for formulating the oral care compositions disclosed herein; (ii) is not harmful to the mammal when the orally acceptable carrier is retained in the mouth in the amounts disclosed herein without swallowing for a period of time sufficient to allow effective contact with the tooth surface as required by the present invention; overall, an orally acceptable carrier is not harmful if not intentionally swallowed; suitable orally acceptable carriers include, for example, one or more of the following: water, thickeners, buffers, humectants, surfactants, abrasives, sweeteners, flavoring agents, visual aids (e.g., colors, dyes, or mixtures thereof), anti-caries agents, antibacterial agents, whitening agents, desensitizing agents, vitamins, preservatives, enzymes, mixtures thereof, and the like.

In certain preferred embodiments of the present invention, the oral care composition comprises a toothpaste, gel, mouthwash or tooth powder.

In certain preferred embodiments of the present invention, adjuvants such as humectants, flavoring agents and/or thickening agents are included in the oral care composition.

"humectants" are ingredients that prevent the oral care composition from becoming dehydrated and hardened. Exemplary humectants include, but are not limited to, glycerin, propylene glycol, sorbitol, and the like. The humectant is typically present in the oral care composition in an amount of 10 to 80% by mass.

A "thickener" is a substance that increases the viscosity of a solution or liquid/solid mixture, but does not substantially change its properties. The purpose of the thickener is to provide skeleton, flow and stability to the product. Exemplary thickening agents include, but are not limited to, one or more of hydroxyethylcellulose, carboxymethylcellulose and salts thereof (e.g., sodium carboxymethylcellulose), carrageenan (carrageenan), carboxyvinyl polymers, xanthan gum (xanthan g μm), carrageenan, gelatin, pullulan, sodium alginate, and the like. In certain embodiments, the thickening agent comprises one or more of xanthan gum, carrageenan, or sodium carboxymethyl cellulose. The proportion by weight of thickener in the oral care composition is typically from 0.2 to 2%.

The "surfactant" serves the purpose of emulsifying the flavor and lathering in the oral care composition and may, to some extent, assist in the sufficient and complete dispersion of the hydroxyapatite-polycarboxyl compound complex. Exemplary surfactants include, but are not limited to, anionic surfactants such as sodium dodecyl sulfate; amphoteric surfactants, such as betaine; amino acid surfactants such as sodium sarcosinate lauryl alcohol and nonionic surfactants such as polyoxyethylene and polyoxypropylene copolymers and the like. The proportion of surfactant by weight in the oral care composition is typically from 0.5 to 2.5%.

According to certain preferred embodiments of the present application, the oral care composition may further comprise active ingredients such as antibacterial agents, anticaries agents, anti-sensitivity agents, and/or whitening agents.

By "antibacterial agent" is meant a chemical substance that is capable of maintaining the growth or reproduction of certain microorganisms in an oral care composition below a necessary level over a period of time. Exemplary antimicrobial agents include, but are not limited to: stannous chloride, tetrahydrocurcumin, cetylpyridinium chloride, triclosan, and the like.

"anticaries agent" means a substance having an inhibitory effect on caries, for example, a substance which enhances the anticaries ability of teeth by decreasing the solubility of enamel hydroxyapatite, or a substance which controls plaque, inhibiting bacterial growth. Exemplary anticaries agents include, but are not limited to, phosphorus-containing agents (calcium phosphate, magnesium glycerophosphate, calcium lactate phosphate, sodium caseinate, etc.), or arginine and its derivatives. Preferably, in certain embodiments, the anticaries agent comprises a fluoride ion source.

An "anti-sensitivity agent" refers to a substance that prevents or treats dentinal hypersensitivity by inhibiting nerve impulses or being capable of closing or decreasing the permeability of dentinal tubules. Exemplary anti-sensitivity agents include, but are not limited to: potassium ion sources such as dipotassium glycyrrhizinate, potassium fluoride, potassium nitrate, potassium chloride and the like.

The "whitening agent" refers to a substance having a whitening effect on teeth. Exemplary whitening agents include, but are not limited to: a peroxide bleaching agent.

The method for detecting the retention of hop extract in oral cavity in the oral care composition of the present invention comprises:

1) and washing the HAp tablets with clear water, and drying at 40 ℃ for later use.

2) Taking 7 HAp sheets to a 14ml test tube, adding 10ml saliva supernatant sterilized by ultraviolet for 45 minutes, and soaking HAp in saliva; placing the test tube at 37 ℃ and shaking in a water bath to cultivate overnight;

3) sample treatment: removing saliva in the test tube, immediately adding 3ml of toothpaste slurry into the test tube, sucking away the slurry after treating for 2 minutes, rinsing the HAp sheet with 5ml of deionized water for three times for 10 seconds;

4) repeating the above experiment for 3 times to obtain 3 groups of HAp tablets;

5) a group of HAp tablets was extracted with 5ml of alcohol for 2 hours, followed by analysis of the remaining extract by HPLC;

6) the artificial oral cavity is a well recognized model for simulating the physiological environment of the human oral cavity at present, and the model comprises an artificial oral cavity flow chamber, a pipeline, a pump and artificial saliva; two additional groups of HAp pieces treated with the above-described toothpaste slurry were placed in an artificial oral flow chamber filled with artificial saliva, which was then flowed in a pulsed mode to simulate oral saliva secretion, and HAp pieces were removed at 5min,10min time points, respectively, extracted with 5ml of alcohol for 2 hours, and then analyzed by HPLC.