TW202031239A - Oral care composition containing hops extract and application thereof wherein the oral care composition includes hops extract, menthol or its derivatives - Google Patents

Oral care composition containing hops extract and application thereof wherein the oral care composition includes hops extract, menthol or its derivatives Download PDF

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TW202031239A
TW202031239A TW108105897A TW108105897A TW202031239A TW 202031239 A TW202031239 A TW 202031239A TW 108105897 A TW108105897 A TW 108105897A TW 108105897 A TW108105897 A TW 108105897A TW 202031239 A TW202031239 A TW 202031239A
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TWI798362B (en
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黃美艷
華淑貞
孫驍騰
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英屬維爾京群島商好維股份有限公司
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Abstract

The present invention discloses an oral care composition containing hops extracts and applications thereof. The oral care composition includes hops extract, menthol or its derivatives. The present invention improves unpleasant tastes of active ingredients of the hops extract by adding menthol or its derivatives.

Description

包含啤酒花提取物的口腔護理組合物及應用Oral care composition containing hop extract and application

本發明涉及口腔護理技術領域,尤其是涉及一種包含啤酒花提取物的口腔護理組合物及應用。The present invention relates to the technical field of oral care, in particular to an oral care composition containing hop extract and its application.

啤酒花是來自大麻科(Cannabaceae)啤酒花(Hamulus lpulus )屬桑科律草屬植物,為一種多年生纏繞草本植物,在中國擁有蛇麻花、啤酒花、酵母花、忽布子等多個俗名。啤酒花主要分佈於北半球,北緯30°—60°之間的區域,集中於歐洲、亞洲和北美,僅有1變種在北非的摩洛哥有分佈,亞洲北部和東北部、美洲東部也有。 中國主要集中在新疆、甘肅等地。啤酒花提取物指用本領域公知的方法從該植物的乾燥的花、蔓、藤或其他部分的提取獲得提取物,或者是這種提取物或其活性組分的合成或半合成的等同物。啤酒花提取物可商業獲得,例如從HAAS購買。Hops are from the Cannabaceae (Cannabaceae) hops ( Hamulus lpulus ), a plant belonging to the Moraceae Humulus genus. It is a perennial twining herb. It has many common names in China such as hops, hops, yeast flowers, and Hubuzi. Hops are mainly distributed in the northern hemisphere, in the area between 30°-60°N latitude, concentrated in Europe, Asia and North America. Only one variety is distributed in Morocco in North Africa, as well as in northern and northeastern Asia and eastern America. China is mainly concentrated in Xinjiang, Gansu and other places. Hop extract refers to an extract obtained from the extraction of dried flowers, vines, vines or other parts of the plant by a method known in the art, or is a synthetic or semi-synthetic equivalent of this extract or its active components. Hop extracts are commercially available, for example from HAAS.

啤酒花提取物的活性成分主要為啤酒花酸,包括α酸及其衍生物和類似物、β酸及其衍生物和類似物。因其具有很好的抑菌活性,尤其對革蘭氏陽性細菌種類,如乳酸桿菌,鏈球菌,葡萄球菌,微型聚焦,芽孢桿菌和片球菌等有很好的抑菌功效而成為釀造啤酒的原料之一,是啤酒的防腐劑,可避免啤酒受微生物污染,延長其保質期。The active ingredient of hop extract is mainly hop acid, including alpha acid and its derivatives and analogs, beta acid and its derivatives and analogs. Because of its good antibacterial activity, especially for Gram-positive bacteria, such as Lactobacillus, Streptococcus, Staphylococcus, Microfocus, Bacillus and Pediococcus, etc., it has good antibacterial effect. One of the raw materials is a preservative for beer, which can prevent the beer from being contaminated by microorganisms and extend its shelf life.

中國專利CN200580048454.5公開了啤酒花提取物和厚樸提取物的組合對抑制變形鏈球菌、具核羧桿菌、小韋榮氏球菌、內氏放線菌和牙齦卟啉單胞菌等代表性的口腔致病菌有很好的抑制作用。但是,啤酒花提取物中的活性成分有不愉悅的口感,當作為微生物抑制劑添加入其他食品或口腔護理產品時,它帶來的苦味不易被接受,這使得啤酒花提取物的應用受到限制。Chinese patent CN200580048454.5 discloses that the combination of hop extract and magnolia bark extract inhibits representative oral cavity such as Streptococcus mutans, Carboxobacter nucleatum, Veillonella parvum, Actinomyces endoseri, and Porphyromonas gingivalis. Pathogenic bacteria have a good inhibitory effect. However, the active ingredient in hop extract has an unpleasant taste. When added as a microbial inhibitor to other foods or oral care products, the bitterness it brings is not easily accepted, which limits the application of hop extract.

本發明要解決的第一個技術問題是提供一種包含啤酒花提取物的口腔護理組合物。本發明通過添加薄荷醇或其衍生物以改善啤酒花提取物中的活性成分帶來的不愉悅口感。The first technical problem to be solved by the present invention is to provide an oral care composition containing hop extract. The present invention improves the unpleasant taste brought by the active ingredients in the hop extract by adding menthol or its derivatives.

本發明要解決的第二個技術問題是提供一種包含啤酒花提取物的口腔護理組合物的應用。The second technical problem to be solved by the present invention is to provide an application of an oral care composition containing hop extract.

為解決上述第一個技術問題,本發明採用如下的技術方案:To solve the above-mentioned first technical problem, the present invention adopts the following technical solutions:

一種包含啤酒花提取物的口腔護理組合物,包括啤酒花提取物和薄荷醇或其衍生物。An oral care composition containing hops extract includes hops extract and menthol or its derivatives.

作為技術方案的進一步改進,所述啤酒花提取物包括啤酒花酸。As a further improvement of the technical solution, the hop extract includes hop acid.

優選地,所述啤酒花酸包括α酸、α酸衍生物、β酸、β酸衍生物中的一種或多種。Preferably, the hop acid includes one or more of α acid, α acid derivative, β acid, and β acid derivative.

優選地,所述啤酒花酸為α酸、α酸衍生物、β酸、β酸衍生物中的一種或多種。Preferably, the hop acid is one or more of α acid, α acid derivative, β acid, and β acid derivative.

優選地,所述α酸衍生物包括異α-酸、還原α-酸、還原異α-酸、氧化α-酸、氧化異α-酸、P-異α酸、二氫異α -酸、四氫異α -酸、六氫異α -酸的一種或幾種。Preferably, the α-acid derivatives include iso-α-acids, reduced α-acids, reduced iso-α-acids, oxidized α-acids, oxidized iso-α-acids, P-iso-α-acids, dihydroiso-α-acids, One or more of tetrahydroiso-α-acid and hexahydroiso-α-acid.

優選地,所述所述β酸衍生物包括氫化β酸、六氫β酸中的一種或兩種。Preferably, the β acid derivative includes one or two of hydrogenated β acid and hexahydro β acid.

優選地,所述α酸指有機酸葎草酮,具有如下結構:

Figure 02_image001
Preferably, the alpha acid refers to the organic acid humulone, which has the following structure:
Figure 02_image001

優選地,所述β酸包括式(1)所示蛇麻酮、式(2)所示合蛇麻酮及它們藥學上可接受的鹽中的一種或多種,結構如下:

Figure 02_image003
Figure 02_image005
式(1)                                           式(2)Preferably, the beta acid includes one or more of lupulone represented by formula (1), synlupulone represented by formula (2), and their pharmaceutically acceptable salts, and the structure is as follows:
Figure 02_image003
Figure 02_image005
Formula (1) Formula (2)

作為技術方案的進一步改進,所述啤酒花酸在口腔護理組合物中的占比為0.01-0.75wt%。As a further improvement of the technical solution, the proportion of the hop acid in the oral care composition is 0.01-0.75 wt%.

作為技術方案的進一步改進,所述薄荷醇或其衍生物在口腔護理組合物中的占比為0.01-0.75wt%。As a further improvement of the technical solution, the proportion of the menthol or its derivatives in the oral care composition is 0.01-0.75 wt%.

作為技術方案的進一步改進,所述啤酒花酸:薄荷醇或其衍生物的品質比為10:1-1:10。As a further improvement of the technical solution, the quality ratio of the hop acid: menthol or its derivatives is 10:1 to 1:10.

作為技術方案的進一步改進,所述口腔護理組合物中還可包括氯化鈉。As a further improvement of the technical solution, the oral care composition may also include sodium chloride.

優選地,所述氯化鈉在口腔護理組合物中的占比為0.01-10wt%。Preferably, the proportion of the sodium chloride in the oral care composition is 0.01-10 wt%.

為解決上述第二個技術問題,本發明所述口腔護理組合物添加到牙膏、凝膠、漱口水或牙粉中的應用。To solve the above-mentioned second technical problem, the oral care composition of the present invention is added to toothpaste, gel, mouthwash or tooth powder.

本發明所記載的任何範圍包括端值以及端值之間的任何數值以及端值或者端值之間的任意數值所構成的任意子範圍。Any range recorded in the present invention includes an end value and any value between the end values, and any sub-range formed by the end value or any value between the end values.

如無特殊說明,本發明中的各原料均可通過市售購買獲得,本發明中所用的設備可採用所屬領域中的常規設備或參照所屬領域的現有技術進行。Unless otherwise specified, the raw materials in the present invention can be purchased commercially, and the equipment used in the present invention can be made with conventional equipment in the field or with reference to the prior art in the field.

與現有技術相比較,本發明具有如下有益效果:Compared with the prior art, the present invention has the following beneficial effects:

本發明口腔護理組合物通過添加薄荷醇或其衍生物能顯著改善啤酒花提取物中的活性成分帶來的不愉悅口感。The oral care composition of the present invention can significantly improve the unpleasant taste brought by the active ingredients in the hop extract by adding menthol or its derivatives.

為了更清楚地說明本發明,下面結合優選實施例對本發明做進一步的說明。本領域技術人員應當理解,下面所具體描述的內容是說明性的而非限制性的,不應以此限制本發明的保護範圍。In order to explain the present invention more clearly, the present invention will be further described below in conjunction with preferred embodiments. Those skilled in the art should understand that the content described below is illustrative rather than restrictive, and should not limit the protection scope of the present invention.

本發明一種包含啤酒花提取物的口腔護理組合物,包括啤酒花提取物(Hops Extract)和薄荷醇(menthol)或其衍生物。The present invention is an oral care composition containing hops extract, which includes Hops Extract and menthol or its derivatives.

本申請意外的發現,常用於口腔護理產品中的香精,例如桉葉油、水楊酸甲酯、麝香草酚等調味成分,對啤酒花提取物苦的口感並沒有減弱作用;而薄荷醇或其衍生物可以降低啤酒花提取物苦的口感。This application unexpectedly discovered that flavors commonly used in oral care products, such as eucalyptus oil, methyl salicylate, thymol and other flavoring ingredients, have no effect on the bitter taste of hop extract; while menthol or its Derivatives can reduce the bitter taste of hop extract.

在本發明的某些實施例中,所述啤酒花提取物包括啤酒花酸(hopacid)。In certain embodiments of the present invention, the hop extract includes hopacid.

在本發明的某些實施例中,所述啤酒花酸包括α酸、α酸衍生物、β酸、β酸衍生物中的一種或多種。In some embodiments of the present invention, the hop acid includes one or more of alpha acid, alpha acid derivative, beta acid, and beta acid derivative.

在本發明的某些優選實施例中,所述啤酒花酸是α酸、α酸衍生物、β酸、β酸衍生物中的一種或多種。In certain preferred embodiments of the present invention, the hop acid is one or more of alpha acid, alpha acid derivative, beta acid, and beta acid derivative.

在本發明的某些優選實施例中,所述α酸指有機葎草酮,其具有如下結構:

Figure 02_image007
In some preferred embodiments of the present invention, the alpha acid refers to organic humulone, which has the following structure:
Figure 02_image007

在本發明的某些優選實施例中,所述β酸包括式(1)所示蛇麻酮、式(2)所示合蛇麻酮及它們藥學上可接受的鹽中的一種或多種,結構如下:

Figure 02_image008
Figure 02_image009
式(1)                                       式(2)In certain preferred embodiments of the present invention, the beta acid includes one or more of lupulone represented by formula (1), synlupulone represented by formula (2) and their pharmaceutically acceptable salts, The structure is as follows:
Figure 02_image008
Figure 02_image009
Formula (1) Formula (2)

在本發明的某些實施例中,所述啤酒花酸在口腔護理組合物中的占比為0.01-0.75wt%。例如0.05-0.75%,0.1-0.7%,0.15-0.65%,0.2-0.6%,0.25-0.55%, 0.3-0.5%,0.35-0.45%。In some embodiments of the present invention, the proportion of the hop acid in the oral care composition is 0.01-0.75 wt%. For example, 0.05-0.75%, 0.1-0.7%, 0.15-0.65%, 0.2-0.6%, 0.25-0.55%, 0.3-0.5%, 0.35-0.45%.

在本發明的某些實施例中,所述薄荷醇又稱薄荷腦,是一種環形單萜,可從薄荷或歐薄荷提取獲得,也可通過香茅醛或百里酚合成獲得。In some embodiments of the present invention, the menthol, also known as menthol, is a cyclic monoterpene, which can be obtained by extraction from peppermint or peppermint, or synthesized by citronellal or thymol.

在本發明的某些實施例中,所述薄荷醇是左旋薄荷醇或消旋薄荷醇;In certain embodiments of the present invention, the menthol is levomenthol or racemic menthol;

在本發明的某些實施例中,所述薄荷醇衍生物是L-乳酸薄荷酯、丁二酸單薄荷酯、苯甲酸薄荷酯、丙二酸二薄荷酯、戊二酸二薄荷酯、順丁烯二酸雙薄荷酯、乙酸薄荷酯、琥珀酸單薄荷醇酯、WS-3、WS-12中的一種或多種的組合。In certain embodiments of the present invention, the menthol derivative is L-menthyl lactate, monomenthyl succinate, menthyl benzoate, dimenthyl malonate, dimenthyl glutarate, cis A combination of one or more of dimenthyl butenedioate, menthyl acetate, monomenthyl succinate, WS-3, and WS-12.

在本發明的某些實施例中,所述薄荷醇或其衍生物在口腔護理組合物中的占比為0.01-0.75wt%,例如0.05-0.75%,0.1-0.7%,0.15-0.65%,0.2-0.6%,0.25-0.55%, 0.3-0.5%,0.35-0.45%。In certain embodiments of the present invention, the proportion of menthol or its derivatives in the oral care composition is 0.01-0.75% by weight, for example, 0.05-0.75%, 0.1-0.7%, 0.15-0.65%, 0.2-0.6%, 0.25-0.55%, 0.3-0.5%, 0.35-0.45%.

在本發明的某些實施例中,所述啤酒花酸:薄荷醇或其衍生物的品質比為10:1-1:10。In some embodiments of the present invention, the quality ratio of the hop acid: menthol or its derivatives is 10:1 to 1:10.

在本發明的某些優選實施例中,所述啤酒花酸:薄荷醇或其衍生物的品質比為9:1-1:9、或8:1-1:8、或7:1-1:7、或6:1-1:6、或5:1-1:5、或4:1-1:4、或3:1-1:3、或2:1-1:2、或1:1。In some preferred embodiments of the present invention, the quality ratio of hop acid: menthol or its derivatives is 9:1 to 1:9, or 8:1 to 1:8, or 7:1 to 1: 7, or 6:1-1:6, or 5:1-1:5, or 4:1-1:4, or 3:1-1:3, or 2:1-1:2, or 1: 1.

在本發明的某些優選實施例中,所述口腔護理組合物中還可包括氯化鈉。In certain preferred embodiments of the present invention, sodium chloride may also be included in the oral care composition.

在本發明的某些優選實施例中,所述氯化鈉在口腔護理組合物中的占比為0.01-10wt%;優選0.05-5%;更優選0.5-2%;再優選0.5-1%。In some preferred embodiments of the present invention, the proportion of sodium chloride in the oral care composition is 0.01-10% by weight; preferably 0.05-5%; more preferably 0.5-2%; even more preferably 0.5-1% .

本發明所述口腔護理組合物添加到牙膏、凝膠、漱口水或牙粉中的應用。Application of the oral care composition of the present invention to toothpaste, gel, mouthwash or tooth powder.

在本發明的某些實施例中,所述口腔護理組合物中可進一步包括保濕劑、調味劑和/或增稠劑等輔料。In certain embodiments of the present invention, the oral care composition may further include auxiliary materials such as moisturizers, flavoring agents and/or thickening agents.

在本發明的某些實施例中,所述口腔護理組合物中可進一步包括抗菌劑、抗齲劑、抗敏劑、抗結石劑和/或美白劑等活性成分。In certain embodiments of the present invention, the oral care composition may further include active ingredients such as antibacterial agents, anti-caries agents, anti-sensitizers, anti-calculi agents and/or whitening agents.

“保濕劑”是防止口腔護理組合物脫水變硬的成分。示例的保濕劑包括但不限於如甘油、丙二醇、山梨醇等。按品質百分比計,保濕劑在口腔護理組合物中的含量通常為10-80%。A "humectant" is an ingredient that prevents the oral care composition from dehydration and hardening. Exemplary humectants include, but are not limited to, glycerin, propylene glycol, sorbitol, and the like. In terms of mass percentage, the content of humectants in oral care compositions is usually 10-80%.

“增稠劑”是一種增加溶液或液體/固體混合物的粘度,但基本上不會改變其性質的物質。加入增稠劑的目的是為了給產品提供骨架、流動性和穩定性。示例的增稠劑包括,但不限於,以下一種或多種:羥乙基纖維素、羧甲基纖維素及其鹽(例如羧甲基纖維素鈉)、角叉菜膠(carrageenan)、羧基乙烯基聚合物、黃原膠(xanthan gμm)、卡拉膠、明膠、支鏈澱粉、海藻酸鈉等。在某些實施方式中,所述增稠劑包括黃原膠、卡拉膠或羧甲基纖維素鈉中的一種或多種。增稠劑在口腔護理組合物中的重量比例通常為0.2-2%。"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 adding thickeners is to provide the product with backbone, fluidity and stability. Exemplary thickeners include, but are not limited to, one or more of the following: hydroxyethyl cellulose, carboxymethyl cellulose and its salts (such as sodium carboxymethyl cellulose), carrageenan, carboxyvinyl Base polymer, xanthan gum (xanthan gμm), carrageenan, gelatin, pullulan, sodium alginate, etc. In some embodiments, the thickener includes one or more of xanthan gum, carrageenan, or sodium carboxymethyl cellulose. The weight ratio of the thickener in the oral care composition is usually 0.2-2%.

“表面活性劑”在口腔護理組合物中起到乳化香精和起泡的目的,在某種程度上可以輔助羥基磷灰石-多羧基化合物複合物的充分和完全分散。示例的表面活性劑包括,但不限於,陰離子表面活性劑,例如十二烷基磺酸鈉;兩性表面活性劑,例如甜菜堿;氨基酸表面活性劑如月桂醇肌氨酸鈉和非離子表面活性劑,例如聚氧乙烯與聚氧丙稀共聚物等。表面活性劑在口腔護理組合物中的重量比例通常為0.5-2.5%。The "surfactant" serves the purpose of emulsifying flavor and foaming in the oral care composition, and to a certain extent can assist the full and complete dispersion of the hydroxyapatite-polycarboxy compound complex. Exemplary surfactants include, but are not limited to, anionic surfactants such as sodium lauryl sulfonate; amphoteric surfactants such as betaine; amino acid surfactants such as sodium lauryl alcohol sarcosinate and nonionic surface active Agents, such as polyoxyethylene and polyoxypropylene copolymers. The weight ratio of the surfactant in the oral care composition is usually 0.5-2.5%.

根據本申請的某些實施方式,所述口腔護理組合物中可進一步包括抗菌劑、抗齲劑、抗敏劑和/或美白劑等活性成分;According to some embodiments of the present application, the oral care composition may further include active ingredients such as antibacterial agents, anti-caries agents, anti-sensitizers and/or whitening agents;

“抗菌劑”是指能夠在一定時間內,使口腔護理組合物中某些微生物的生長或繁殖保持在必要水準以下的化學物質。示例的抗菌劑包括但不限於:氯化亞錫、四氫薑黃素、氯化十六烷基吡啶、三氯生等。"Antibacterial agent" refers to a chemical substance that can keep the growth or reproduction of certain microorganisms in the oral care composition below the necessary level for a certain period of time. Exemplary antibacterial agents include, but are not limited to: stannous chloride, tetrahydrocurcumin, cetylpyridinium chloride, triclosan, and the like.

“抗齲劑”是指對齲病有抑制作用的物質,例如可以通過降低牙釉質羥基磷灰石的溶解度增強牙齒的抗齲能力的物質,或控制菌斑、抑制細菌生長的物質。示例的抗齲劑包括但不限於含磷試劑(磷酸鈣、甘油磷酸鎂、乳磷酸鈣、酪蛋白酸鈉等)、或精氨酸及其衍生物。優選地,在某些具體實施方式中,所述抗齲劑包括氟化物離子源。"Anti-caries agent" refers to a substance that has an inhibitory effect on caries, for example, a substance that can increase the anti-caries ability of teeth by reducing the solubility of enamel hydroxyapatite, or a substance that controls plaque and inhibits the growth of bacteria. Exemplary anti-caries agents include, but are not limited to, phosphorus-containing agents (calcium phosphate, magnesium glycerophosphate, calcium lactate, sodium caseinate, etc.), or arginine and its derivatives. Preferably, in certain embodiments, the anti-caries agent includes a fluoride ion source.

“抗敏劑”是指通過抑制神經衝動或能夠封閉牙本質小管或降低其通透性,從而預防或治療牙本質過敏症的物質。示例的抗敏劑包括但不限於:甘草酸二鉀、氟化鉀、硝酸鉀、氯化鉀等鉀離子源。"Anti-sensitizer" refers to a substance that prevents or treats dentin hypersensitivity by inhibiting nerve impulse or being able to seal dentine tubules or reduce its permeability. Exemplary anti-sensitizers include, but are not limited to, potassium ion sources such as dipotassium glycyrrhizinate, potassium fluoride, potassium nitrate, and potassium chloride.

“美白劑”是指對牙齒能起到美白作用的物質。示例的美白劑包括但不限於:過氧化物漂白劑、木瓜蛋白酶、葡萄糖氧化酶。"Whitening agent" refers to a substance that can whiten teeth. Exemplary whitening agents include, but are not limited to: peroxide bleach, papain, glucose oxidase.

本發明口腔護理組合物的口感評價方法如下:The mouthfeel evaluation method of the oral care composition of the present invention is as follows:

1)評價小組建立 參照GB/T 16291.1—2012和GB/T12311-2012選取30名合格的感覺評價員;1) Establishment of evaluation team Refer to GB/T 16291.1-2012 and GB/T12311-2012 to select 30 qualified sensory assessors;

2)評價員對苦味評價標準的校正 準確稱量0.010g、0.025g、0.05g咖啡因,加入到500ml純淨水中攪拌均勻後,用純淨水定容至1L,苦味強度分別為2分,7分,13分; 分別取上述參比樣溶液20mL,充分漱口30s後吐出(不能用清水漱口),評價此時空腔內部的苦味強度,評價員根據自己的感覺在15cm尺規上進行評價,上述步驟每個參比樣重複測定三次,三次結果取平均值,使評價員對自己的評分強度進行記憶。之後根據國標GB_T 19547-2004中規定的全面重新標度法對每個評價員的參比樣評價結果進行計算,得到校正因數 2) Evaluator's correction of the bitterness evaluation standard. Weigh 0.010g, 0.025g, 0.05g caffeine accurately, add them to 500ml purified water and stir evenly, dilute to 1L with purified water, and the bitterness intensity is 2 points and 7 points respectively , 13 points; respectively take 20mL of the above-mentioned reference sample solution, spit it out after gargle for 30 seconds (not rinse with water), evaluate the bitterness intensity inside the cavity at this time, and the evaluator will evaluate it on a 15cm ruler according to his own feeling. The above steps are repeated three times for each reference sample, and the three results are averaged, so that the evaluator can memorize his own score intensity. Afterwards, calculate the evaluation results of the reference samples of each evaluator according to the comprehensive re-scaling method specified in the national standard GB_T 19547-2004 to obtain the correction factor ;

3)樣品評價 分別取樣品溶液20mL,充分漱口30s後吐出(不能用清水漱口),評價此時空腔內部的苦味強度,每位評價員根據自己的感覺在15cm尺規上進行評價;三十名評價員的尺規數值經上述校正值校正,再經方差分析的評價結果,所得評價結果符合統計學差異。3) Sample evaluation Take 20 mL of the sample solution and spit it out after gargle for 30 seconds (not rinse with water), and evaluate the bitterness intensity inside the cavity at this time. Each evaluator will evaluate it on a 15cm ruler according to his own feeling; 30 evaluators The ruler value is corrected by the above-mentioned correction value, and then evaluated by the analysis of variance, the evaluation result obtained is consistent with the statistical difference.

實施例Example 11 、對比例、Comparative ratio 1-61-6 :

包含啤酒花提取物的口腔護理組合物,包括如下表1配比的原料,總量按100份計: 表 1   對比例1 對比例2 對比例3 對比例4 對比例5 對比例6 實施例1 泊洛沙姆 0.8 0.8 0.8 0.8 0.8 0.8 0.8 磷酸氫二鈉 0.08 0.08 0.08 0.08 0.08 0.08 0.08 磷酸二氫鈉 0.16 0.16 0.16 0.16 0.16 0.16 0.16 甘油 5 5 5 5 5 5 5 山梨醇 15 15 15 15 15 15 15 啤酒花提取物 0.5 / / 0.5 0.5 0.5 0.5 咖啡因 / 0.075 0.075 / / / / 水楊酸甲酯 / / / 0.5 / / / 桉葉油 / / / / 0.5 / / 麝香草酚 / / / / / 0.5 / 薄荷醇 / / 0.5 / / / 0.5 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 苦味評分 12.11 13.5 13.39 12.21 11.89 12.06 6.73 The oral care composition containing hops extract includes the raw materials in the following proportions in Table 1, and the total amount is 100 parts: Table 1 Comparative example 1 Comparative example 2 Comparative example 3 Comparative example 4 Comparative example 5 Comparative example 6 Example 1 Poloxamer 0.8 0.8 0.8 0.8 0.8 0.8 0.8 Disodium phosphate 0.08 0.08 0.08 0.08 0.08 0.08 0.08 Sodium dihydrogen phosphate 0.16 0.16 0.16 0.16 0.16 0.16 0.16 glycerin 5 5 5 5 5 5 5 Sorbitol 15 15 15 15 15 15 15 Hop extract 0.5 / / 0.5 0.5 0.5 0.5 caffeine / 0.075 0.075 / / / / Methyl salicylate / / / 0.5 / / / Eucalyptus oil / / / / 0.5 / / Thymol / / / / / 0.5 / Menthol / / 0.5 / / / 0.5 water Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Bitterness score 12.11 13.5 13.39 12.21 11.89 12.06 6.73

從上表1中可以看出,薄荷醇可以降低啤酒花提取物苦的口感,但不能降低咖啡因苦的口感;而桉葉油、水楊酸甲酯、麝香草酚等口腔護理產品香精中常用的調味成分對啤酒花提取物苦的口感並沒有減弱作用。As can be seen from Table 1 above, menthol can reduce the bitter taste of hop extract, but not the bitter taste of caffeine; while eucalyptus oil, methyl salicylate, thymol and other oral care product flavors are commonly used The flavoring ingredients of hops did not weaken the bitter taste of hop extract.

實施例Example 2-172-17 、對比例、Comparative ratio 7-107-10 :

一種口腔護理組合物,按如下表2和表3配比的原料配置,總量按100份計: 表 2   對比例7 對比例8 實施例2 實施例3 實施例4 實施例5 實施例6 實施例7 實施例8 實施例9 實施例10 泊洛沙姆 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 磷酸氫二鈉 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 磷酸二氫鈉 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 甘油 5 5 5 5 5 5 5 5 5 5 5 山梨醇 15 15 15 15 15 15 15 15 15 15 15 α酸 0.05 0.5 0.05 0.5 0.5 0.75 1 0.5 0.5 0.5 0.5 左旋薄荷醇 / / 0.05 0.05 / 0.75 1 0.5 0.5 0.5 0.5 氯化鈉 / / / / / / / 0.05 0.5 2 5 消旋薄荷醇 / / / / 0.5 / / / / / / 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 苦味評分 5 14 2.5 12 8.1 8.6 9.5 7.5 6.5 5.7 4.3 刺激感 可接受 可接受 可接受 可接受 可接受 可接受 不接受 可接受 可接受 可接受 可接受 表 3   對比例9 對比例10 實施例11 實施例12 實施例13 實施例14 實施例15 實施例16 實施例17 泊洛沙姆 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 磷酸氫二鈉 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 磷酸二氫鈉 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 甘油 5 5 5 5 5 5 5 5 5 山梨醇 15 15 15 15 15 15 15 15 15 β酸 0.05 0.5 0.05 0.05 0.5 0.5 0.75 1 0.5 左旋薄荷醇 / / 0.05 0.5 0.05 / 0.75 1 0.5 消旋薄荷醇 / / / / / 0.5 / / / 氯化鈉 / / / / / / / / 2 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 添加至100% 苦味評分 2 8.5 1 0 6.2 3.4 4.1 4.9 2.9 刺激感 可接受 可接受 可接受 可接受 可接受 可接受 可接受 不接受 可接受 An oral care composition, configured according to the raw materials in the following table 2 and table 3, the total amount is 100 parts: Table 2 Comparative example 7 Comparative example 8 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 Example 8 Example 9 Example 10 Poloxamer 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 Disodium phosphate 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 Sodium dihydrogen phosphate 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 glycerin 5 5 5 5 5 5 5 5 5 5 5 Sorbitol 15 15 15 15 15 15 15 15 15 15 15 alpha acid 0.05 0.5 0.05 0.5 0.5 0.75 1 0.5 0.5 0.5 0.5 Levomenthol / / 0.05 0.05 / 0.75 1 0.5 0.5 0.5 0.5 Sodium chloride / / / / / / / 0.05 0.5 2 5 Racemic menthol / / / / 0.5 / / / / / / water Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Bitterness score 5 14 2.5 12 8.1 8.6 9.5 7.5 6.5 5.7 4.3 Excitement Acceptable Acceptable Acceptable Acceptable Acceptable Acceptable Not accept Acceptable Acceptable Acceptable Acceptable table 3 Comparative example 9 Comparative example 10 Example 11 Example 12 Example 13 Example 14 Example 15 Example 16 Example 17 Poloxamer 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 Disodium phosphate 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 0.08 Sodium dihydrogen phosphate 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 glycerin 5 5 5 5 5 5 5 5 5 Sorbitol 15 15 15 15 15 15 15 15 15 beta acid 0.05 0.5 0.05 0.05 0.5 0.5 0.75 1 0.5 Levomenthol / / 0.05 0.5 0.05 / 0.75 1 0.5 Racemic menthol / / / / / 0.5 / / / Sodium chloride / / / / / / / / 2 water Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Add to 100% Bitterness score 2 8.5 1 0 6.2 3.4 4.1 4.9 2.9 Excitement Acceptable Acceptable Acceptable Acceptable Acceptable Acceptable Acceptable Not accept Acceptable

實施例Example 18-2118-21 :

一種口腔護理組合物,按如下表4配比的原料配置,總量按100份計: 表 4   實施例18 實施例19 實施例20 實施例21 泊洛沙姆 0.8 0.8 0.8 0.8 磷酸氫二鈉 0.08 0.08 0.08 0.08 磷酸二氫鈉 0.16 0.16 0.16 0.16 甘油 5 5 5 5 山梨醇 15 15 15 15 β酸 0.05 0.5 0.05 0.05 L-乳酸薄荷酯 0.5 / / 0.5 WS-3 / 0.5 / / WS-12 / / 0.5 / 乙酸薄荷酯 / / / 0.5 添加至100% 添加至100% 添加至100% 添加至100% 苦味評分 3.3 3.5 3.5 3.4 刺激感 可接受 可接受 可接受 可接受 An oral care composition, configured according to the raw materials in the following table 4, the total amount is 100 parts: Table 4 Example 18 Example 19 Example 20 Example 21 Poloxamer 0.8 0.8 0.8 0.8 Disodium phosphate 0.08 0.08 0.08 0.08 Sodium dihydrogen phosphate 0.16 0.16 0.16 0.16 glycerin 5 5 5 5 Sorbitol 15 15 15 15 beta acid 0.05 0.5 0.05 0.05 L-menthyl lactate 0.5 / / 0.5 WS-3 / 0.5 / / WS-12 / / 0.5 / Menthyl acetate / / / 0.5 water Add to 100% Add to 100% Add to 100% Add to 100% Bitterness score 3.3 3.5 3.5 3.4 Excitement Acceptable Acceptable Acceptable Acceptable

從上述表2和表3可以看出:所述薄荷醇可以抑制單個α酸和單個β酸的口感,但是當薄荷醇添加量至1.0%時,薄荷醇的刺激感不被受試者接受。且在薄荷醇的基礎上氯化鈉,可進一步改善組合物口感。From Table 2 and Table 3 above, it can be seen that the menthol can inhibit the taste of a single alpha acid and a single beta acid, but when the amount of menthol is added to 1.0%, the stimulus of menthol is not accepted by the subjects. And sodium chloride on the basis of menthol can further improve the taste of the composition.

從上述表4可以看出:薄荷醇衍生物也可以改善啤酒花酸的口感。It can be seen from Table 4 above that menthol derivatives can also improve the taste of hops acid.

顯然,本發明的上述實施例僅僅是為清楚地說明本發明所作的舉例,而並非是對本發明的實施方式的限定。對於所屬領域的普通技術人員來說,在上述說明的基礎上還可以做出其他不同形式的變化或變動。這裏無法對所有的實施方式予以窮舉。凡是屬於本發明的技術方案所引伸出的顯而易見的變化或變動仍處於本發明的保護範圍之列。Obviously, the above-mentioned embodiments of the present invention are merely examples to clearly illustrate the present invention, and are not intended to limit the embodiments of the present invention. For those of ordinary skill in the art, other changes or changes in different forms can be made on the basis of the above description. It is not possible to list all implementation methods here. All obvious changes or modifications derived from the technical solutions of the present invention are still within the protection scope of the present invention.

Claims (15)

一種口腔護理組合物,其特徵在於:包含啤酒花提取物和薄荷醇或其衍生物。An oral care composition, which is characterized by comprising hop extract and menthol or its derivatives. 根據申請專利範圍第1項所述的口腔護理組合物,其中:所述啤酒花提取物包括啤酒花酸。The oral care composition according to item 1 of the scope of patent application, wherein: the hop extract includes hop acid. 根據申請專利範圍第2項所述的口腔護理組合物,其中:所述啤酒花酸包括α酸、α酸衍生物、β酸、β酸衍生物中的一種或多種。The oral care composition according to item 2 of the scope of patent application, wherein: the hop acid includes one or more of α acid, α acid derivative, β acid, and β acid derivative. 根據申請專利範圍第3項所述的口腔護理組合物,其中:所述啤酒花酸為 α酸、α酸衍生物、β酸、β酸衍生物中的一種或多種的組合。The oral care composition according to item 3 of the scope of patent application, wherein: the hop acid is one or a combination of α acid, α acid derivative, β acid, and β acid derivative. 根據申請專利範圍第3或4項所述的口腔護理組合物,其中:所述α酸衍生物包括異α-酸、還原α-酸、還原異α-酸、氧化α-酸、氧化異α-酸、P-異α酸、二氫異α -酸、四氫異α -酸、六氫異α -酸的一種或幾種。The oral care composition according to item 3 or 4 of the scope of patent application, wherein: the α-acid derivative includes iso-α-acid, reduced α-acid, reduced iso-α-acid, oxidized α-acid, oxidized iso-α -One or more of acid, P-iso-α-acid, dihydroiso-α-acid, tetrahydroiso-α-acid, and hexahydroiso-α-acid. 根據申請專利範圍第3或4項所述的口腔護理組合物,其中:所述β酸衍生物包括氫化β酸、六氫β酸中的一種或兩種。The oral care composition according to item 3 or 4 of the scope of patent application, wherein: the β acid derivative includes one or two of hydrogenated β acid and hexahydro β acid. 根據申請專利範圍第3或4項所述的口腔護理組合物,其中:所述α酸具有如下結構:
Figure 03_image007
The oral care composition according to item 3 or 4 of the scope of patent application, wherein: the alpha acid has the following structure:
Figure 03_image007
根據申請專利範圍第3或4項所述的口腔護理組合物,其中:所述β酸包括式(1)所示蛇麻酮、式2)所示合蛇麻酮及它們藥學上可接受的鹽中的一種或多種,結構如下:
Figure 03_image008
Figure 03_image009
式(1)                                          式(2)
The oral care composition according to item 3 or 4 of the scope of patent application, wherein: the beta acid includes lupulone represented by formula (1), lupulone represented by formula 2) and their pharmaceutically acceptable One or more of the salt, the structure is as follows:
Figure 03_image008
Figure 03_image009
Formula (1) Formula (2)
根據申請專利範圍第4項所述的口腔護理組合物,其中:所述啤酒花酸在口腔護理組合物中的占比為0.01-0.75wt%;優選0.05-0.75wt%;更優選0.1-0.7wt%;再優選0.2-0.6wt%。The oral care composition according to item 4 of the scope of patent application, wherein: the proportion of hop acid in the oral care composition is 0.01-0.75wt%; preferably 0.05-0.75wt%; more preferably 0.1-0.7wt% %; More preferably 0.2-0.6wt%. 根據申請專利範圍第1項所述的口腔護理組合物,其中:所述薄荷醇或其衍生物在口腔護理組合物中的占比為0.01-0.75wt%;優選0.05-0.75;更優選0.1-0.7;再優選0.2-0.6%。The oral care composition according to item 1 of the scope of patent application, wherein: the proportion of menthol or its derivative in the oral care composition is 0.01-0.75wt%; preferably 0.05-0.75; more preferably 0.1- 0.7; more preferably 0.2-0.6%. 根據申請專利範圍第1項所述的口腔護理組合物,其中:所述啤酒花酸:薄荷醇或其衍生物的品質比為10:1-1:10。The oral care composition according to item 1 of the scope of patent application, wherein: the quality ratio of the hop acid: menthol or its derivatives is 10:1 to 1:10. 根據申請專利範圍第10項所述的口腔護理組合物,其中:所述啤酒花酸:薄荷醇或其衍生物的品質比為9:1-1:9、或8:1-1:8、或7:1-1:7、或6:1-1:6、或5:1-1:5、或4:1-1:4、或3:1-1:3、或2:1-1:2、或1:1。The oral care composition according to item 10 of the scope of patent application, wherein: the quality ratio of the hop acid: menthol or its derivatives is 9:1 to 1:9, or 8:1 to 1:8, or 7:1-1:7, or 6:1-1:6, or 5:1-1:5, or 4:1-1:4, or 3:1-1:3, or 2:1-1 :2, or 1:1. 根據申請專利範圍第1項所述的口腔護理組合物,其中:所述口腔護理組合物中還可包括氯化鈉。The oral care composition according to item 1 of the scope of patent application, wherein: the oral care composition may further include sodium chloride. 根據申請專利範圍第1項所述的口腔護理組合物,其中:所述氯化鈉在口腔護理組合物中的占比為0.01-10wt%;優選0.05-5%;更優選0.5-2%;再優選0.5-1%。The oral care composition according to item 1 of the scope of patent application, wherein: the proportion of sodium chloride in the oral care composition is 0.01-10wt%; preferably 0.05-5%; more preferably 0.5-2%; More preferably 0.5-1%. 如申請專利範圍第1-4項中任一項所述的口腔護理組合物添加到牙膏、凝膠、漱口水或牙粉中的應用。Application of the oral care composition described in any one of items 1 to 4 in the scope of the patent application being added to toothpaste, gel, mouthwash or tooth powder.
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