CN101939057A - 使用阳离子表面活性剂防护牙齿侵蚀 - Google Patents
使用阳离子表面活性剂防护牙齿侵蚀 Download PDFInfo
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- CN101939057A CN101939057A CN2009801045967A CN200980104596A CN101939057A CN 101939057 A CN101939057 A CN 101939057A CN 2009801045967 A CN2009801045967 A CN 2009801045967A CN 200980104596 A CN200980104596 A CN 200980104596A CN 101939057 A CN101939057 A CN 101939057A
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Abstract
本发明涉及包含Nα-月桂酰基-L-精氨酸乙酯盐酸盐(LAE)、用于保护口腔和牙齿的组合物的应用、相应的组合物以及用于保护牙齿的相应方法。由于牙侵蚀的几乎流行性的发生率，因此对于针对牙侵蚀提供保护的改进的产品，存在着持续的需求。因此，本发明的目的是保护牙齿以对抗牙侵蚀。令人吃惊的是，已经发现Nα-月桂酰基-L-精氨酸乙酯盐酸盐(LAE)及其盐附着于牙齿并为牙齿提供保护，免于特别是由食品和饮料例如口香糖和糖锭(lozenge)中酸的作用而引起的侵蚀。本发明的特殊优点是：(a)牙齿由LAE及其类似物持续涂层；(b)通过提供持续的成碱，涂层剂提供了中和菌斑酸的来源。这是因为LAE中的精氨酸被口中牙齿上的细菌降解，产生了氨。因此，这种化学作用不仅提供了涂层保护，而且产生了碱以持续地维持pH平衡；以及(c)避免了使用磨损性清洁剂进行刷擦。
Description
技术领域
本发明涉及使用具有抗微生物性质的阳离子表面活性剂保护牙齿和口腔。
背景技术
牙齿侵蚀或牙齿磨损是牙齿结构的丧失。本质上说，牙齿侵蚀是指牙齿的硬质部分、即所谓的牙釉质的损耗。牙齿侵蚀由消耗碳酸饮料、果汁和高酸性食物引起。食物和饮料中的酸能够引起牙釉质损耗，导致牙齿的侵蚀(过敏、变色、圆形齿、裂缝、严重过敏或形成杯状陷凹)。
可能引起牙齿矿物质永久丧失(牙齿侵蚀)的其他方面是化学物质的作用、使用磨损性清洁剂刷牙、或饮食性疾病，例如在呕吐或反流过程中胃中产生的反酸，随后与牙齿相接触。
通常情况下，在消耗少量酸后，唾液中包含的钙帮助正常的牙齿重新矿化过程。但是，口腔中大量酸的存在从牙齿移除钙的速度，比钙能够补充的速度更快，导致牙齿侵蚀。
牙侵蚀的发病率和严重性，随着酸性饮料和果汁消费的增加而上升。已经鉴定，酸性饮料的pH和可滴定酸度是牙侵蚀发生和发展的主因；饮料中酸的浓度越高，它对牙齿造成的损伤越大(Lussi，Caries Res.1995；29：349-354)。
因此，已经公开了用于改变酸性食物和饮料产品以便防止对牙齿的侵蚀效应的方法(美国专利6,383,473；美国专利6,319,490)。这些专利的作者提供了一种方法，通过向用于经口摄入的酸性组合物添加钙化合物降低了牙齿侵蚀。
还有其他现有技术在洁齿剂中使用降低牙釉质溶解性的成分。在美国专利3,914,404中，通过开发新的洁齿剂(即漱口水、牙膏、牙粉和口香糖)实现了这一目的，所述洁齿剂中包含亚锡形式的锡作为合成的氨基羧酸的基本上不溶于水的、非离子性螯合剂。
当含有磨损性清洁剂时，牙膏本身也是侵蚀的一个原因。
其他方法聚焦于保护牙齿免于作为微生物生长副产物的齿菌斑形成(US 2005/0031551、US 2006/0193791、US 2007/0014740和US2007/0140990)。与牙齿上菌斑形成有关的问题是菌斑聚集并产生牙龈炎、牙周炎、龋齿、口臭和牙石的倾向性。因为齿菌斑牢固附着于牙齿表面，它只有通过剧烈刷擦的方式才能困难地除去，而剧烈刷擦自身最终可能导致牙侵蚀。上面引用的文献描述了使用阳离子表面活性剂的减少或防止菌斑形成的口腔用组合物，其中所述阳离子表面活性剂的一个例子是月桂酰精氨酸乙酯盐酸盐(LAE)。
由于牙侵蚀的几乎流行性的发生率，因此对于针对牙侵蚀提供保护的改进的产品，存在着持续的需求。因此，本发明的目的是保护牙齿对抗牙侵蚀。
通过使用具有抗微生物性质的特定阳离子表面活性剂，本发明的目的得以解决。优选情况下，这些产品用于经口摄入产品中，例如甜食、糖果、片剂、糖锭、棒棒糖、求斯糖(chews)、果冻、胶糖、滴剂和干粉混合物，例如打算溶解在例如水中的饮料粉。
阳离子表面活性剂已知作为防腐剂使用在食品、美容产品和制药工业中。阳离子表面活性剂已被证明抗微生物增殖是高度有效的，同时一般来说对于人类和哺乳动物摄入来说是安全的。出于所有这些原因，阳离子表面活性剂在工业中是有吸引力的手段。
已经证实，源自于脂肪酸与酯化氨基二酸的缩合的式(1)的阳离子表面活性剂，是对抗微生物的高效保护性物质。
其中：
X-是源自于无机或有机酸的抗衡离子，优选为Br-、Cl-或HSO4 -
R1：是饱和脂肪酸或羟基酸的直链烷基链，具有8到14个碳原子，通过酰胺键与α-氨基相连，
R2：是1到18个碳原子的直链或支链烷基链或是芳香族基团，以及
R3：是：
其中n是0到4。
可以作为抗衡离子X-的来源的有机酸可以是柠檬酸、乳酸、乙酸、富马酸、马来酸、葡萄糖酸、丙酸、山梨酸、苯甲酸、碳酸、谷氨酸或其他氨基酸、月桂酸和脂肪酸例如油酸和亚油酸，而无机酸可以是磷酸、硝酸和硫氰酸。
可以作为阴离子X-的基础的酚类化合物是例如丁基化的羟基茴香醚(BHA)以及相关的丁基化羟基甲苯、叔丁基氢醌和对羟苯甲酸酯，例如对羟苯甲酸甲酯、对羟苯甲酸乙酯、对羟苯甲酸丙酯和对羟苯甲酸丁酯。
上述类型的阳离子表面活性剂中最优选的化合物是精氨酸的月桂酰胺的乙酯的单盐酸盐，在后文中称为LAE(CAS No.60372-77-2)，该产品现在以其作为抗微生物剂的用途而广为人知。在实际使用中，LAE被证明能被人类良好耐受，并对人类表现出非常低的毒性。LAE具有下面显示的式(2)的化学结构。
化合物LAE的显著之处在于它抗不同微生物的活性，所述微生物为例如可能存在于食品(WO 03/034842)以及也在美容产品制剂和制备物(WO 03/013453，WO 03/013454和WO 03/043593)中的细菌、霉菌和酵母。
阳离子表面活性剂的通用制备描述在西班牙专利ES 512643和国际专利申请WO 96/21642、WO 01/94292和WO 03/064669中。
LAE、也称为月桂酰精氨酸酯，由Laboratorios Miret，S.A.(LAMIRSA，西班牙)制造。月桂酰精氨酸酯被FDA(食品与药品管理局(Food and Drug Administration))列为GRN 000164下的GRAS物质(通常被认为是安全的(Generally Recognized As Safe))。USDA(美国农业部(United States Department of Agriculture))已经批准它在肉类和禽类制品中的使用(FSIS指令7120.1)。
已经研究了上述式(2)的阳离子表面活性剂在大鼠中的代谢，这些研究显示出其快速吸收并代谢成天然存在的氨基酸和脂肪酸月桂酸，它们最终作为二氧化碳和尿素排泄。毒物学研究证实，LAE对动物和人类完全无害。
因此，LAE及相关化合物特别适合用于所有易腐烂食品的防腐中。LAE和相关化合物同样适合用于美容产品中。
正如前面提到的，阳离子表面活性剂的显著之处在于它们对不同微生物例如细菌、真菌和酵母增殖的抑制作用。下面的表1中显示了LAE的最小抑制浓度(M.I.C.)：
表1：
发明简述
令人吃惊的是，已经发现阳离子表面活性剂例如Nα-月桂酰基-L-精氨酸乙酯盐酸盐(LAE)及其盐附着于牙齿并为牙齿提供保护，免于特别是由食物和饮料制品中酸的作用而引起的侵蚀，这些食物和饮料制品例如甜食、糖果、片剂、糖锭、棒棒糖、求斯糖、果冻、胶糖、滴剂和干粉混合物例如打算溶解的饮料粉。本发明提供了上面提到的食物和饮料制品的具有阳离子表面活性剂、更具体为具有LAE的制剂。这些剂型显示出令人吃惊的结果，例如：(a)牙齿由阳离子表面活性剂例如LAE及其类似物持续涂层，这表明针对造成牙齿损伤的微生物的抗附着效应，同时还存在由阳离子表面活性剂例如LAE的存在而产生的微生物效应；以及(b)通过提供持续的成碱，涂层剂提供了中和菌斑酸的来源。这是因为LAE中的精氨酸或本发明使用的其他阳离子表面活性剂中的氨基二酸被口腔中牙齿上的细菌降解，产生了氨。因此，这种化学作用不仅提供了涂层保护，而且产生了碱以持续地维持pH平衡；并且其使用允许(c)避免了使用磨损性清洁剂进行刷擦。
优选实施方案的描述
对于本领域技术人员来说，从下面的详细描述中，本发明的具体特征和独特方面将变得明显。
优选情况下，组合物采用口香糖或糖锭的形式，但是其也可以采用其他经口摄入产品的形式。口香糖包含胶基基质作为主要成分，所述胶基基质包含胶基材料，胶基材料可以选自大量本技术领域已知的不溶于水和唾液的胶材料。适合的聚合物胶基的说明性例子包括合成和天然弹性体和橡胶，及其混合物。例如，可以使用植物来源的物质例如树胶(chicle)、节路顿胶、古塔胶(gutta percha)和糖胶树胶(crown gum)。合成弹性体例如丁二烯-苯乙烯共聚物、异丁烯-异戊二烯共聚物、聚乙烯、聚异丁烯、聚酯例如聚乙酸乙烯酯，以及上述任何物质的混合物，可能是特别有用的。
口香糖的优选实施方案将在口腔环境中提供LAE和香料成分的受控释放。一些已知的用于在持续时间段内控制活性成分释放的缓释投送系统，包括蜡基质系统、“小型渗透泵系统”和Forest同步药物投送系统。
蜡基质系统提供分散在蜡粘合剂中的活性成分LAE和香料，蜡粘合剂缓慢溶解在唾液中，逐渐释放LAE和香料。该系统将活性成分囊封在各种不同聚合物包层中，取决于pH或酶而具有不同程度的溶解性以控制释放。
在“小型渗透泵系统”中，活性成分用半透膜包层。当水溶性LAE通过钻入膜中的孔释放时，泵开始工作。
优选的受控释放口香糖和糖锭系统是Forest同步药物投送系统。在该系统中，活性成分LAE与香料一起均一、均质地分散在一团形成了作为基质的连贯网状物的可水溶胀性改性纤维质粉末或纤维中。纤维状或粉末状物质和活性成分LAE与任选的添加剂例如香料、粘合剂、润滑剂和加工助剂的混合物，在使用前被压制成口香糖条、丸或锭剂。这种投送系统，当暴露于唾液环境时，在口腔中释放出活性成分LAE，用于包层牙齿并针对牙齿侵蚀提供保护。Forest同步药物投送系统的进一步详细情况公开在转让给Forest Laboratories的美国专利3,870,790、美国专利4,226,849和美国专利4,357,469中，在此引用作为参考。
胶基基质可以附加地包含本技术领域熟知的其他成分，所述其他成分选自增塑剂和软化剂，以帮助将胶基的粘度降低到所需的稠性，并改善总体质地和咬嚼。这些化合物也以其乳化性质受到注意。作为非限制性的例子，提供了化合物例如卵磷脂、甘油单酯和甘油二酯、羊毛脂、硬脂酸、硬脂酸钾、三乙酸甘油酯和甘油。硬脂酸和卵磷脂以及甘油单酯和二酯是特别优选的。
作为胶基制剂的一部分，可以添加蜡例如蜂蜡和微晶体蜡、来自不同来源例如大豆和棉籽的脂肪/油。这些化合物也起到胶基软化剂的作用。典型情况下，单独或组合的这些化合物将占胶基基质的0到高达25％。更优选情况下，它们占胶基基质重量的大约5到25％。特别理想的制剂将含有大约1∶2重量比的微晶体蜡与部分氢化的大豆油的组合。
本发明的咀嚼制剂可以含有增量甜味剂，所述增量甜味剂选自但不限于山梨糖醇、木糖醇、三氯蔗糖、环己烷氨基磺酸盐、甘草甜素等。单独或组合的山梨糖醇和木糖醇是特别优选的。
除了甜味剂之外，本发明的组合物将含有一种或多种香料。所述香料可以包括任何工业可获得的以及天然和合成来源的食品用和药用香料。特别优选的是在咀嚼口香糖后赋予消费者清凉和/或挥发感觉、以提供改进的口感的材料。作为非限制性的例子，胡椒薄荷、留兰香、冬青、肉桂和薄荷醇是理想的。典型的香料和清凉剂将占口香糖组合物的0到10％，更优选占0.1到0.5％。
作为活性成分的LAE可以囊封的形式提供(WO 2007/014580)。囊封的LAE与香料可以在最终制剂中提供增加的均一性。囊封也可以赋予LAE和香料在长期的商业储存过程中更高程度的稳定性。囊封材料也能够更持续性地调节LAE和香料的溶解。囊封可以通过本技术领域已知的方法来完成。因为口香糖被认为是食品，因此对于囊封来说，食品级原料是理想的。这些原料包括可食用油质物质(脂肪和油)以及糖类蛋白和其他无毒性聚合材料。用于囊封的优选材料是硬脂精以及甘油单酯和甘油二酯产品，例如低芥酸油菜籽、棉籽和大豆油。
在这种类型的应用中，可以与LAE组合的其他化合物是具有高HLB值(即亲水/亲脂(疏水物)平衡)的表面活性剂，例如聚山梨酸酯，优选的是失水山梨糖醇单月桂酸酯。
实施例
使用了口香糖制剂和锭剂作为用阳离子表面活性剂例如LAE配制的经口摄入产品的例子。这些组合物是用于显示LAE的令人吃惊的抗牙侵蚀效应的例子。
口香糖：
糖锭：
制剂 含量(重量％)
润湿剂 75到85％
非离子表面活性剂 1-20％
LAE 0.1到1.5％
成片润滑剂 0.1到5％
甜味剂 0.2到2％
山梨糖醇 0.1到2.5％
LAE的牙齿包层效应的验证
通过Glantz PO描述的方法验证了LAE的牙齿包层效应(1981.“口腔中的附着”(″Adhesion in the oral cavity″)，《口腔中表面相互作用的基础与应用》(Fundamentals and application of surface interactions in the oral cavity)(S.A.Leach主编)的49-64页中，Information Retrieval Ltd.London)。该方法测量了来自具有一定范围极性的液体的静止液滴(sessile drop)的接触角，以确定LAE包层的牙齿上表面能的极性分量(γp)和色散分量。没有LAE时表面能是23dyn/cm。表面能降低表明牙齿表面被LAE润湿(包层)。如表2中所示，0.0001％的LAE降低了表面能，显示出牙齿表面的强的包层。在存在LAE的情况下，表面能降低到11.5dyn/cm的最低水平。这种包层在牙齿上提供了遮蔽效应，对抗由来自食物和饮料的酸所引起的侵蚀。
LAE对人类中由糖嗽洗物(rinses)产生的酸的效应
已经确定，含有糖的饮料和食物促进牙齿侵蚀。美国牙科联合会(The American Dental Association)(ADA)食品与营养项目推荐了一种用于在摄入食物和饮料后评估口腔中pH的步骤。这概述在公开于Federal Register 43433，vol 61，No.165，1996中的FDA指导中。该步骤包括在存在或不存在0.16％LAE处理的情况下，相对于含有香料、甜味剂、增塑剂(口香糖的成分)的安慰剂溶液，对对象(每组6个对象)10％蔗糖嗽洗物后测量牙齿菌斑界面上的pH，以评估它们的酸中和效应。概述在表5中的数据显示，在存在安慰剂的情况下，在连续监测的3和7天，牙齿界面的pH是4.3±0.2(危险范围是低于pH5)。而用LAE嗽洗将pH在连续监测的3天和7天维持在5.4±0.3，高于危险范围。这证实了LAE不仅包层牙齿表面，而且在牙齿周围维持健康pH以防止侵蚀。
已经研究了LAE溶液(嗽洗物)或含有LAE和其他成分例如香料、表面活性剂和甜味剂的悬液的效能。
总的来说，已经发现，每天少于3分钟简单暴露于口腔护理产品导致菌斑细菌的快速重新生长。
研究模型：
生物膜模型是用于预测抗微生物剂的体内效能以及体外暴露于生物膜的牙釉质的脱矿化和再矿化的可靠手段。
实验使用Zürich生物膜模型进行。在已经用合并的、未受刺激的唾液预先调制过的羟基磷灰石(HA)或牛牙釉质板上形成生物膜。生物膜在24孔细胞培养皿中，在37℃厌氧温育而形成。该模型制备的详细描述由Guggenheim等公开于2001，J.Dent.Res.80(1)363-370中。该生物膜的微生物组成由5种细菌和一种酵母构成。更具体来说，它们是：口腔链球菌(Streptococcus oralis)、茸毛链球菌(Streptococcus sobrinus)、内氏放线菌(Actinomyces naeslundii)、殊异韦荣菌(Veillonella dispar)和具核梭杆菌(Fusobacterium nucleatum)，研究的酵母是白假丝酵母(Candida albicans)。所选的用于掺入该生物膜模型中的细菌是在龈上菌斑中遇到的5种菌种。
大多数生物膜模型是基于连续流动培养系统，这意味着生物膜经受剪切或分离力。相反，在这些实验中使用的生物膜模型是基于批式培养系统，所述批式培养系统只在滴洗或轻柔涡旋过程中间歇地经受这些力。因此，该生物膜模型允许受控的物质暴露时间，类似于在漱口过程中所遇到的。
在连续两天中，生物膜仅仅在1分钟内6次暴露于LAE。在最后一次暴露后16小时，研究了LAE效应的评估。
结果：
1-由LAE存在所产生的表面能降低
牙釉质的表面能为大约23dyn/cm。由于LAE的存在，该表面能降低到下述值：
表2：表面能对LAE浓度
[LAE](％) 表面能(dyn/cm)
0.00001 21.5
0.0001 17
0.001 16.5
0.01 11.5
0.1 14
1 12
由LAE存在所引起的表面能的降低，表明造成牙菌斑形成的微生物附着于牙齿上的能力大大降低了。
2-LAE对具有5种细菌和一种酵母的生物膜的抗微生物活性：
将使用对照生物膜与用0.5％LAE处理的生物膜的结果进行了比较。
下表的结果表示成CFU的log10。
表3：LAE与对照相比的抗微生物活性
微生物 对照 0.5％LAE
内氏放线菌(A.naeslundii) 8.3 2.5
殊异韦荣菌(V.dispar) 8.1 5.0
具核梭杆菌(F.nucleatum) 5.1 2.1
茸毛链球菌(S.sobrinus) 8.6 6.1
口腔链球菌(S.oralis) 9.0 6.1
白假丝酵母(C.albicans) 5.1 2.1
结果证实了LAE在生物膜中的抗微生物效应的效能。
3-LAE暴露后生物膜的重新生长：
本实验比较了对照生物膜中，相对于暴露于LAE的生物膜中微生物的重新生长。随时间研究了每种生物膜中微生物的含量。对于每个分析点来说，研究了每次进料后在将对照生物膜浸泡在盐水溶液中和将其他生物膜浸泡在LAE中之前和之后微生物的生长。
结果表示成CFU的log10。
表4：LAE与对照相比的抗微生物活性
4-LAE调节pH的效应：
由LAE产生的另一种效应是pH中和。在水解后，LAE在人类唾液中形成精氨酸，这是一种天然pH中和剂。下表报告了在10％蔗糖嗽洗后0到7天，使用LAE与安慰剂相比的口腔内pH：
表5：LAE调节pH的效应
从这些实验，观察到了下述创新点：
-LAE在口腔中具有长期持续的保护作用。
-LAE起到抗细菌附着剂作用。也就是说，口腔中LAE的存在用于抵抗造成牙齿侵蚀的微生物的重新定殖。因此，LAE具有抗细菌附着的作用。这允许在减少用磨损性清洁剂刷牙的同时，降低造成牙齿和口腔损伤的细菌的数量。
-由于水解成精氨酸，LAE具有中和效应，这维持了pH平衡。
这些产品的消费显示出LAE释放到口腔中，对牙齿免于牙侵蚀和口腔提供了保护作用。
Claims (24)
1.下式(1)的阳离子表面活性剂用作保护牙齿对抗牙侵蚀的保护手段的应用，所述阳离子表面活性剂源自于脂肪酸与酯化氨基二酸的缩合：
其中：
X-是源自于有机或无机酸的抗衡离子，优选为Br-、Cl-或HSO4 -，或以酚类化合物为基础的阴离子；
R1：是来自饱和脂肪酸或羟基酸的直链烷基链，具有8到14个碳原子，经酰胺键与α-氨基酸基团相连，
R2：是1到18个碳原子的直链或支链烷基链，或芳香族基团；
R3：是：
其中n是0到4。
2.权利要求1的应用，其中阳离子表面活性剂以经口使用的组合物形式施用，所述经口使用的组合物例如为甜食、糖果、片剂、糖锭、棒棒糖、求斯糖、果冻、胶糖、滴剂或打算用于溶解的饮料粉的干粉混合物。
3.权利要求2的应用，用于经口使用的组合物是口香糖或糖锭。
4.权利要求1或2的应用，其中化合物以按重量计0.001％到5％、优选为按重量计0.001％到2％的浓度存在于组合物中。
5.权利要求2到4任一项的应用，通过食用、咀嚼或吮吸组合物进行。
6.权利要求1到5任一项的应用，其中化合物是精氨酸的月桂酰胺乙酯的盐酸盐(LAE)。
7.用于经口使用的组合物，例如甜食、糖果、片剂、糖锭、棒棒糖、求斯糖、果冻、胶糖、滴剂、干粉混合物例如打算用于溶解的饮料粉，包含下式(1)的、源自于脂肪酸与酯化氨基二酸的缩合的阳离子表面活性剂：
其中：
X-是源自于有机或无机酸的抗衡离子，优选为Br-、Cl-或HSO4 -，或以酚类化合物为基础的阴离子；
R1：是来自饱和脂肪酸或羟基酸的直链烷基链，具有8到14个碳原子，经酰胺键与α-氨基酸基团相连，
R2：是1到18个碳原子的直链或支链烷基链，或芳香族基团；
R3：是：
其中n是0到4。
8.权利要求7的组合物，其中组合物包含胶基材料。
9.权利要求7或8的组合物，其中组合物包含合成和/或天然弹性体或橡胶及其混合物。
10.权利要求7到9一项或多项的组合物，其中组合物包含树胶、节路顿胶、古塔胶、糖胶树胶、丁二烯-苯乙烯共聚物、异丁烯与异戊二烯的共聚物、聚乙烯、聚异丁烯和/或聚酯例如聚乙酸乙烯酯。
11.权利要求7到10一项或多项的组合物，其中化合物分散在蜡或蜡粘合剂中。
12.权利要求7到11一项或多项的组合物，其中化合物囊封在聚合物包层中。
13.权利要求7到12一项或多项的组合物，其中化合物分散在一团形成作为基质的连贯网状物的能水溶胀性纤维质粉末或纤维中。
14.权利要求7到13一项或多项的组合物，其中组合物包含胶基基质，所述胶基基质包含选自增塑剂和/或软化剂的成分，例如卵磷脂、甘油单酯和甘油二酯、羊毛脂、硬脂酸、硬脂酸钾、三乙酸甘油酯和/或甘油。
15.权利要求7到14一项或多项的组合物，其中组合物包含添加到胶基基质中的蜡例如蜂蜡和微晶体蜡，和/或添加到胶基基质中的脂肪或油例如大豆和棉籽油。
16.权利要求15的组合物，其中蜡、脂肪或油占胶基重量的最多50％，优选占胶基重量的25到50％。
17.权利要求7到16一项或多项的组合物，其中组合物包含大约1∶2重量比的微晶体蜡与部分氢化的大豆油的组合。
18.权利要求7到17一项或多项的组合物，其中组合物包含优选选自山梨糖醇、木糖醇、三氯蔗糖、环己烷氨基磺酸盐和/或甘草甜素的一种增量甜味剂。
19.权利要求7到18一项或多项的组合物，其中组合物含有胡椒薄荷、留兰香、冬青、肉桂和/或薄荷醇。
20.权利要求7到19一项或多项的组合物，其中组合物含有香料和清凉剂，其含量为组合物重量的0到10％，更优选为组合物重量的0.1到0.5％。
21.权利要求7到20一项或多项的组合物，其中组合物含有囊封的阳离子化合物，其中用于囊封的材料包括可食用油质物质例如脂肪和油、糖类蛋白、硬脂精和/或甘油单酯和甘油二酯产品，例如低芥酸油菜籽、棉籽和/或大豆油。
22.权利要求7到21一项或多项的组合物，其中组合物包含阳离子化合物与另一种表面活性剂的组合，所述另一种表面活性剂例如为高HLB值表面活性剂例如聚山梨酸酯。
23.权利要求7到22一项或多项的组合物，其中组合物是口香糖或糖锭。
24.权利要求7到23一项或多项的组合物，其中组合物包含阳离子表面活性剂，所述阳离子表面活性剂的量为按重量计0.001到5％，优选为按重量计0.001到2％。
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08382007 | 2008-02-13 | ||
| EP08382007.6 | 2008-02-13 | ||
| US4539308P | 2008-04-16 | 2008-04-16 | |
| US61/045,393 | 2008-04-16 | ||
| PCT/EP2009/051587 WO2009101115A1 (en) | 2008-02-13 | 2009-02-11 | Use of cationic surfactants for the protection against tooth erosion |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101939057A true CN101939057A (zh) | 2011-01-05 |
Family
ID=40613133
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2009801045967A Pending CN101939057A (zh) | 2008-02-13 | 2009-02-11 | 使用阳离子表面活性剂防护牙齿侵蚀 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20100330136A1 (zh) |
| EP (1) | EP2242540A1 (zh) |
| JP (1) | JP2011511825A (zh) |
| CN (1) | CN101939057A (zh) |
| AR (1) | AR070271A1 (zh) |
| BR (1) | BRPI0908153A2 (zh) |
| CA (1) | CA2712462A1 (zh) |
| RU (1) | RU2010135810A (zh) |
| WO (1) | WO2009101115A1 (zh) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108135814A (zh) * | 2015-09-11 | 2018-06-08 | Wm.雷格利Jr.公司 | 木兰树皮提取物和L-精氨酸Nα-月桂酰基乙酯对唾液菌的协同抗菌作用 |
| CN109195450A (zh) * | 2016-05-31 | 2019-01-11 | Wm.雷格利 Jr.公司 | 防着色制剂 |
| CN108135876B (zh) * | 2015-09-11 | 2020-10-09 | Wm.雷格利Jr.公司 | 木兰树皮提取物和L-精氨酸Nα-月桂酰基乙酯对菌斑生物膜的协同抗菌作用 |
| CN114869792A (zh) * | 2018-06-22 | 2022-08-09 | 华东师范大学 | 新的口腔护理组合物及其制备方法和应用 |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102010002194A1 (de) | 2010-02-22 | 2011-08-25 | Henkel AG & Co. KGaA, 40589 | Desensibilisierende Mund- und Zahnpflege- und -reinigungsmittel mit Ethyllauroylarginat |
| DE102010013274A1 (de) * | 2010-03-29 | 2011-11-17 | Beiersdorf Ag | Mikrobiologisch stabile anwendungsfreundliche Zubereitungen |
| AU2014217486B2 (en) * | 2013-02-13 | 2016-12-08 | Cartiheal (2009) Ltd | Solid substrates for promoting cell and tissue growth |
| RU2730515C2 (ru) | 2014-11-11 | 2020-08-24 | Джонсон энд Джонсон Консьюмер Инк. | Производные аминокислот и их использование |
| EP3527192B9 (en) | 2014-11-11 | 2022-04-27 | Johnson & Johnson Consumer Inc. | Amino acid derivatives and their uses |
| EP3348253B1 (en) | 2017-01-11 | 2019-07-17 | Lacer, S.A. | Low-alcohol oral care compositions comprising ethyl lauroyl arginate |
| WO2018201119A1 (en) * | 2017-04-29 | 2018-11-01 | Nevada Naturals Inc. | Biofilm penetrating compositions and methods |
| US20230151302A1 (en) | 2020-12-08 | 2023-05-18 | Laboratorios Miret, S.A. | Cationic surfactants, in particular ethyl lauroyl arginate LAE, for treating or preventing infections and contaminations with Coronavirus |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1809332A (zh) * | 2003-06-23 | 2006-07-26 | 高露洁-棕榄公司 | 防斑糖果牙科组合物 |
| US20070140990A1 (en) * | 2005-12-21 | 2007-06-21 | Nataly Fetissova | Oral Compositions Comprising Propolis |
-
2009
- 2009-01-27 AR ARP090100253A patent/AR070271A1/es unknown
- 2009-02-11 CN CN2009801045967A patent/CN101939057A/zh active Pending
- 2009-02-11 RU RU2010135810/13A patent/RU2010135810A/ru not_active Application Discontinuation
- 2009-02-11 US US12/812,813 patent/US20100330136A1/en not_active Abandoned
- 2009-02-11 JP JP2010546323A patent/JP2011511825A/ja not_active Withdrawn
- 2009-02-11 BR BRPI0908153-4A patent/BRPI0908153A2/pt not_active IP Right Cessation
- 2009-02-11 CA CA2712462A patent/CA2712462A1/en not_active Abandoned
- 2009-02-11 WO PCT/EP2009/051587 patent/WO2009101115A1/en active Application Filing
- 2009-02-11 EP EP09711187A patent/EP2242540A1/en not_active Withdrawn
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1809332A (zh) * | 2003-06-23 | 2006-07-26 | 高露洁-棕榄公司 | 防斑糖果牙科组合物 |
| US20070140990A1 (en) * | 2005-12-21 | 2007-06-21 | Nataly Fetissova | Oral Compositions Comprising Propolis |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108135814A (zh) * | 2015-09-11 | 2018-06-08 | Wm.雷格利Jr.公司 | 木兰树皮提取物和L-精氨酸Nα-月桂酰基乙酯对唾液菌的协同抗菌作用 |
| CN108135876B (zh) * | 2015-09-11 | 2020-10-09 | Wm.雷格利Jr.公司 | 木兰树皮提取物和L-精氨酸Nα-月桂酰基乙酯对菌斑生物膜的协同抗菌作用 |
| CN108135814B (zh) * | 2015-09-11 | 2021-05-25 | Wm.雷格利Jr.公司 | 木兰树皮提取物和L-精氨酸Nα-月桂酰基乙酯对唾液菌的协同抗菌作用 |
| CN109195450A (zh) * | 2016-05-31 | 2019-01-11 | Wm.雷格利 Jr.公司 | 防着色制剂 |
| CN114869792A (zh) * | 2018-06-22 | 2022-08-09 | 华东师范大学 | 新的口腔护理组合物及其制备方法和应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2242540A1 (en) | 2010-10-27 |
| AR070271A1 (es) | 2010-03-25 |
| US20100330136A1 (en) | 2010-12-30 |
| BRPI0908153A2 (pt) | 2015-08-11 |
| RU2010135810A (ru) | 2012-03-20 |
| JP2011511825A (ja) | 2011-04-14 |
| WO2009101115A1 (en) | 2009-08-20 |
| CA2712462A1 (en) | 2009-08-20 |
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