CN1070049C - 防治齿斑和龈炎的口用组合物 - Google Patents

防治齿斑和龈炎的口用组合物 Download PDF

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CN1070049C
CN1070049C CN94108873A CN94108873A CN1070049C CN 1070049 C CN1070049 C CN 1070049C CN 94108873 A CN94108873 A CN 94108873A CN 94108873 A CN94108873 A CN 94108873A CN 1070049 C CN1070049 C CN 1070049C
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N·纳比
A·伽法
S·鲁切斯
Ｊ·Ｊ·阿弗里托
Ｓ·Ｍ·赫里斯
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Abstract

一种含有百里酚和丁子香酚及含有或不含倍半萜烯醇，如麝子油醇的组合物，发现其具有抗齿斑和抗龈炎作用。含有能用来制成一种感官上可接受的口用产品的其香剂。而且，发现澳大利亚茶树油、鼠尾草油和桉树脑能提高由上述这些组分配制的漱口剂的抗齿斑和抗龈炎活性。
这些组合物对A.viscosus的抗菌效果约为25MIC或更低。

Description

防治齿斑和龈炎的口用组合物
本发明涉及一种有效抗齿斑和龈炎的组合物，尤其涉及对齿斑和龈炎有效的天然芳香剂的组合物。
自从1860年含丁香和没药天然产物提取物的医用洗剂的美国专利30834被授予J.F.PoPP以来，在这一领域就不断有这方面的实践和资料的记载，因而在治疗牙齿和牙龈的医用洗剂中使用天然产物就已不新奇。从那时起，许多专利公开了含有天然产物提取物的口腔用产品。例如，颁发给C、E、Blake的美国专利69388是关于玫瑰、香柠檬或冬青油香型的牙粉。颁发给J.O.Draper的美国专利115719是有关含没药和菖蒲根粉酊剂的牙皂。然而，在本领域的现有技术文献中却没有一篇公开了对人类齿斑和龈炎有效的临床验证记录。
牙齿表面的菌斑是龈炎和牙周炎的一个主要病因，如下列文献所示：M.M.Ash等，J.Periodontal,35:424～429,1964；J.Periodontal,36:177～187,1965；和E.Theilade等，J.Periodont.Res.1:1～13,1966。最近，慢性牙周疾病牵涉到齿斑中特定的口腔微生物。一种缓和龈炎和牙周炎发展的方法是防止或减少齿斑的形成。也有证据表明抗菌剂作为辅剂对机械除菌斑是有益于的，而且最近的人体临床研究表明含有抗菌化学物质(商业已知的如三氯生Triclosan)的牙膏和漱口组合物能减少齿斑和龈炎。
本发明的一个目的是提供一种改良的口用组合物，如牙膏和口腔漱口剂。
本发明的另一个目的是提供一种含有天然芳香剂组分的改良性口用组合物。
对本领域熟练技术人员而言，进一步阅读了说明书之后，本发明的其它目的将会变得很清楚。
现在人们已经发现含有百里酚和丁子香酚或百里酚、丁子香酚和一种倍半萜烯醇组合物的感官上可接受的口用产品(如牙膏或漱口剂)对人的齿斑和龈炎有效。典型的倍半萜烯醇包括麝子油醇、苦橙油醇、红没药醇、檀香醇(Santolol)等。也可加入芳香剂来改善口味，例如白花母菊(Chammomile)酊、没药树胶酊、娜檀根、澳大利亚茶树油、桉树脑、鼠尾草油等，且当在口用产品中使用澳大利亚茶树油、桉树脑和鼠尾草油中的一种或多种时，提高了百里酚和丁子香酚及百里酚、丁子香酚和倍半萜烯醇的口用组合物的抗齿斑和龈炎的疗效。
百里酚、丁子香酚和任选的倍半萜烯醇的量的变化可以相当大。然而，每百万份(以口用组合物的总重量计)优选使用至少约5份的量(PPm)。例如在漱口剂中，尤其是如果不含澳大利亚茶树油时，特别适用的范围是约1000到约20000PPm的百里酚和约1000到约20000PPm的丁子香酚。在漱口剂中使用澳大利亚茶油时，另一个特别适用的范围是约5到约500PPm的百里酚和约5到约500PPm的丁子香酚。当漱口剂中使用澳大利亚茶树油时，它的用量为约50到5000PPm。
使用上述列举的任何其它芳香剂，例如桉树脑、鼠尾草及其它时，用量范围在约50到约10000PPm之间，优选约5000PPm。在不含澳大利亚茶树油组合物如牙膏中，特别适用的丁子香酚范围为约5000到约20000PPm。当组合物含有澳大利亚茶树油时，使用的百里酚和丁子香酚每种的典型用量为约500到约30000PPm。
在不含澳大利亚茶树油的漱口剂和牙膏中，所含的倍半萜烯醇的典型用量分别为约1000到约20000PPm和约5000到约20000PPm，在含有澳大利亚油的漱口剂和牙膏中，所含的信半萜烯醇的用量分别为约5到约500PPm和约500到约3000PPm。
通常，本发明的抗齿斑抗龈炎组合物可以混入口用剂型中。它们除用于漱口剂和牙膏外，还可用于锭剂，口香糖或含有牙科载体的牙科絮状物。
在牙粉中牙科载体分为固体类和液体类。一般，液体类载体包括水和/或致湿剂，例如甘油、山梨醇、聚乙二醇或丙二醇及其适宜的混合物。使用水和一种或多种致湿剂的混合物作载体通常是有益的。全部液体的含量通常占载体重量的约5～90％，在透明和半透明的载体中，牙膏的液体含量可以为5-90％左右(按重量计)，但在不透明的载体中，全部液体量一般为约5～50％(按重量计)。优选的致湿剂是甘油、山梨醇和聚乙二醇。
载体中的固体部分是胶凝剂。在本发明中，该胶凝剂包括羧甲基纤维素、羟乙基纤维素和羟甲基纤维素金属盐，它们的用量至少占载体重量的0.5％。也可含有其它的胶凝剂。可另外存在的胶凝剂包括黄原胶、Viscarin、明胶、淀粉、葡萄糖、蔗糖、聚乙烯吡咯烷酮、聚乙烯醇、黄蓍胶、刺梧桐树胶、羟丙基纤维素、甲基纤维素、羧乙基纤维素(CCMC)和藻酸钠。Laponite CP或SP，它们各自都是合成的无机复合硅酸盐粘土，以Laporte Induslries,LTD.商标销售及硅酸镁铝凝胶。该载体的固体部分或胶凝剂的典型用量约为牙膏重量的0.5～5.0％，优选约为0.5～2.0(按重量计)。
任何适宜的几乎不溶于水的磨光剂可加到牙膏或牙粉的凝胶载体中。本领域的现有技术中已知许多这类材料。有代表性的材料包括，例如磷酸二钙、磷酸三钙、氢氧化铝、碳酸镁、碳酸钙。焦磷酸钙、硫酸钙、膨润土、氧化铝、水合氧化铝、硅酸铝、硅酸锌、硅石，及其混合物。
也可使用水溶性的磨光剂，例如碳酸氢钠。依据本发明，当有碳酸氢钠存在时，利于齿斑和龋齿的减少。
通常，这类磨光剂含有大部分重量比的固态组份。这类磨光剂的含量是可变的，虽然可使用较少量的磨光剂，例如20％或更多的碳酸氢钠，但通常该量多达组合物总重量的75％，优选约20～75％。
任何适宜的表面性物质都可以混入凝胶载体中。这类可相容的物质是为提供去垢和起泡性能所需，这些特性取决于所选择的特定类型的表面活性物质。这些去垢剂大部分是水溶性有机化合物，在结构上可以是阴离子型的、阳离子型的或非离子型的。优选使用水溶性非皂类或合成的有机去垢剂。已知的适宜的去垢物质是，包括水溶性的高级脂肪酸单甘油酯单硫酸阳离子盐去垢剂(如可可脂肪酸单甘油酯单磺酸钠)、高级烷基硫酸盐(如月桂基硫酸钠)、烷基芳基硫酸盐(如十二烷基苯磺酸钠)、1,2一二羟基丙烷的高级脂肪酸酯磺酸盐等。其它适宜的表面活性物质包括非离子型表面活性剂，例如环氧乙烷和环氧丙烷的缩合物和丙二醇的缩合物(Pluronics)。
可以任意适宜量使用各种表面活性物质，通常是占牙粉组合物重量的0.05到10％左右，优选0.5～左右5％。
本发明的口用产品也可含有最低量达约5％(按重量计)的抗齿斑活性辅助剂，例如，聚乙烯马来酸/马来酸酐共聚物或聚乙烯膦酸，它们沉积在牙齿表面，抑制齿斑附着在牙齿表面。百里酚、丁子香酚和倍半萜烯醇是以不同的机制工作，即，作为抗菌剂，它们抑制细菌的再生并由此抑制齿斑生长。因此，这两种不同的抗齿斑机制是补充性的，表现出叠加的甚至是协同的功效。
本发明的口用产品也可含常规组份，例如，着色剂或增白剂(如二氧化钛)，芳香剂和/或甜味剂，氟化物，如氟化钠，氟化锡和单氟磷酸钠等。无论化合物中是否含氟，这类附加的每种组份都可加少量到牙粉中，最多到约5％总重量，优选最多到约1％，该量提供约100到10000PPm的氟，优选约500到约2000PPm的氟，只要它们不会影响成品的抗齿斑特性即可。口用产品也可以是液态的，例如漱口剂，它通常含有约60～99％(按重量计)的含水无毒低级脂肪醇，优选有约5～30％(按重量计)的无毒醇(如乙醇、正丙醇或异丙醇)和水，且通常有约5～35％的致润剂。
这类口用制剂，一般通过用牙粉或牙膏刷洗与天然或人造牙齿和牙龈接触来施用，或通过漱洗口腔15～90秒与牙齿和牙龈接触来施用，或以锭剂、糖果或口香糖的形式，通过在口腔中吮吸或咀嚼来施用或以口腔雾化剂的形式，通过至少每天一次喷洒口腔表面来施用。
下述实施例将进一步描述本发明。除非另有说明，所有的份数和百分数均按重量计。
实施例1。天然芳香剂剂对口腔齿斑细菌的抗菌活性。
根据N.Nabi等在Am.J.Dent.2:197:206,1989(这里引用为参考文献)中所描述的标准系列稀释方法，通过测定各个试剂的体外最低抑制浓浓(此后称为MIC)来评价了许多天然芳香剂的抗Actinomyces Viscosus(一种齿斑细菌)的抗菌活性。为本发明的目的定义的MIC是指观察到没有细菌生长时的一个特定试剂的浓度。所用在有机溶剂或水溶液中的天然芳香剂是从便利的商业来源得到的。使用抗菌化合物，Triclosan作为阳性对照。Triclosan是2,4,4′一三氯-2′-羟基二苯基醚。
表1中表示了评价的结果。这些数据表明，在所有测试的试剂中，百里酸、丁子香酚和麝子油醇抗齿斑细菌A.Viscosus的活性最强。这些数据还表明百里酚/丁子香酚的结合和百里酚/丁子香酚/麝子油醇的组合比单一组分对A.viscosus有更强的抗菌活性。这暗示了这种组合的协同作用。令人惊奇地，白花母菊(chammomile)、娜檀根和没药树胶各自或组合时虽然还不如百里酚、丁子香酚或麝子油醇有效，但也没有提高或抑制百里酚、丁子香酚或麝子油醇的抗菌活性。按这一结果，以百里酚和丁子香酚为基础与用于调味的任意量的白花母菊(Chammomile)，没药树胶和娜檀根提取物来可配制成口用制品，例如牙膏或漱口剂。也可把澳大利亚茶树油作为一种任选组分来调味和改善功效。桉树脑和鼠尾草油也能改善味觉和功效由于麝子油醇表现出与百里酚或丁子香酚相当的优异抗菌活性，口腔产品中也可含有它(尽管它有损于味觉)。
                      表1试剂                       抗菌活性[对A.viscosusMIC(ppm)百里酚                                  25.0丁子香酚                                25.0百里酚/丁子香酚                         12.5百里酚/丁子香酚/麝子油醇                12.5白花母菊(chammomile)                    ＞100.0娜檀根                                  ＞100.0没药树胶                                ＞100.0白花母菊(chammomile)/娜檀根/没药树胶    ＞100.0丁子香酚/白花母菊(Chammomile)/娜檀根/没药树胶                                25.0百里酚/丁子香酚/麝子油醇/白花母菊(Chamamile)/没药树胶/娜檀根     12.5百里酚/丁子香酚/麝子油醇/白花母菊(Chammomile)/没药树胶/娜檀根    12.5印度子油醇                              25.0Eichanecea                              100.0澳大利亚茶树油                          100.0Tulsi油                                 100.0鳊楝树油                                100.0白毛莨                                  100.0Sunphenon茶提取物                       ＞100.0金盏花                                  ＞100.0Pyncnogenol                             100.0Triclosan                               5.0
实验例2，含有天然芳香剂/产物的漱口剂和牙粉组合物
用如表2和3所示的天然芳香剂/产物分别制备成漱口剂和牙粉。用体外和体内方法评价漱口剂和牙粉的抗齿班和抗龈炎活性。下面的实施例描述了该结果。
                   表2组份                 漱口剂-(1)(Wt.％)  安慰剂(Wt.％)水                          68.63          69.53甘油                        10.00          10.00乙醇95％                    20.00          20.00百里酚50％                  0.30             -丁子香酚                    0.50             -白花母菊(Chammomile)46.5％  0.15             -没药树胶16.0％              0.15             -娜檀根57.7％                0.15             -薄荷油                      0.10           0.1月桂基磺酚钠                0.25           0.25苯甲酸钠                    0.10           0.10糠精钠                      0.02           0.02
            表3天然产物的牙粉组合物组份                   牙膏(1)(Wt.％)    安慰剂(Wt.％)水                          27.417         27.417甘油                        30.5    33.0乙醇95％                    2.0     2.0Zeodent113(硅石)            33.0    33.0百里酚50％                  1.0      -丁子香酚                    0.50     -白花母菊(Chammomile)46.5％  0.50     -没药树胶16.0％              0.50     -薄荷油                      0.89    0.89月桂基磺酸钠                1.20    1.20苯甲酸钠                    0.50    0.50糖精钠                      0.20    0.20氟化钠                      0.243   0.243羧甲基纤维素钠              1.00    1.00焦磷酸钠                    0.25    0.25TiO2                       0.30    0.30
实施例3，天然产物漱口剂的体外抗菌活性。
通过测定表2所示的漱口剂的体外最低抑制浓度(MIC)来评价天然产生漱口剂和安慰剂抗两种齿斑细菌，即A.viscosus和Streptococcus Sanquis的抗菌活性。表4中所描述的结果显示天然产物漱口剂(1)抑制这两种齿斑细菌(A.viscosus和S.sanquis)的生长，并且该抑制作用超过了作对比的安慰漱口剂。还采用短时间杀灭试验(SIKT)来评价该漱口剂的抗菌活性。在这一试验中，将0.1ml漱口剂与1.9ml A.viscosas(106个细胞/ml)混合并于37℃培养2分钟。加入冷的胰蛋蛋白酶大豆肉汤(tryptic soya broth)，停止培养并根据胰蛋白酶大豆琼脂平板上细菌的生长来测定细菌的存活率。通过把用漱口剂处理过的菌落形成数与用对照处理过的菌落形成数相比较计算灭A.viscosus的百分数。表5中的结果显示用天然产物漱口剂处理过的100％的A.viscosus被杀灭，但经安慰漱口剂处理的竟没有细菌被杀灭。
         表4
天然物漱口剂(1)对A.vicosus
和S.sanquis的抗菌活性(MIC)漱口剂          最低抑制浓度 (％漱口剂)安慰剂           A.viscosus  S.sanguis
             ----------  ---------
                 20.0      8.0天然产物漱口剂(1)    8.0       2.0
         表5
天然产物漱口剂(1)对A.viscosus
  的短时杀共灭试验漱口剂              杀灭％安慰剂               0.0天然产物漱口剂(1)    100.0
实施例4，天然产物漱口剂的体外抗齿斑活性
按上述实施例1中所述方法评价天然产物漱口剂的体外抗菌活性。通过温和的措施和高压灭菌器清洁拔出的人牙。然后用漱口剂处理，再用A.viscosus和Streptococcus mutans处理以使牙斑生长于牙齿表面。把该步骤重复三天。分别用安慰漱口剂和无菌水作为安慰对照和阴性对照。表6中的结果表明天然产物漱口剂(1)与水对照相比，对牙齿表面的齿斑形成抑制达39.7％。在相似条件下，安慰漱口剂对齿斑形成的抑制仅为5.8％。
          表6
天然产物漱口剂(1)的体外抗齿斑活性漱口剂             齿斑减少％------             ----------水对照                  -天然产物漱口剂(1)     39.7安慰剂                5.8
实施例5．在猴子的临床研究中天然产物漱口剂的抗龈炎和抗齿斑活性
在猴子的临床研究中以体内龈炎和齿斑的减少来评价天然产物漱口剂的功效。两组猴子(在每组中N=6)用天然产物漱口剂(1)和安慰剂处理6周。开始在3周和6周时间点上算出龈炎和齿斑指数。结果表明6周后与安慰剂组相比较，天然产物漱口剂使龈炎减少25％(表7)。在相似条件下，天然产物漱口剂使齿斑评分减少0.2％(表8)。
               表7
      在猴子的临床研究中天然
      产物漱口剂抗龈炎的效果漱口剂          N   龈炎指数            减少％
                开始   3周   6周安慰剂          6   0.78  1.22  1.36      -天然产物漱剂    6   0.71  0.87  1.01    25.00
               表8
      在猴子的临床研究中天然
     产物漱口剂抗龈炎的效果漱口剂          N    齿斑指数          减少％
                 开始   3周   6周安慰剂          6    1.13  1.19  1.15   -天然产物漱剂    6    1.38  1.32  1.18   0.2
实施例6，对人的临床研究中天然产物漱口剂对齿斑减少的影响。
对人的临床研究中评价天然产物漱口剂对齿斑减少的效果。研究是随机盲目并3室(cells)交叉设计进行来测定每种漱口剂对由零基线开始4天的齿斑生长的影响。十五名志愿者用每种漱口剂每天漱洗两次，记录齿斑的面积并评分(Addy等J.Clin.Perio.10,P.89-99(1983),Quigley和Hein J.A.D.A.65,p.26～29(1962)。使用三种漱口剂，即，天然产物漱口剂(1)(试验漱口剂)，0.2％洗泌太(阳性对照)和0.9％盐水(阴性对照)。表9和10分别显示了各个漱口剂的平均斑划痕和齿斑面积。结果显示，与0.9％盐水漱口剂相比，处理4天后，由齿斑划痕和面积测得的天然产物漱口剂(1)对齿斑再生的抑制分别为27.7％和59.2％。在另一方面，临床上证明对齿斑和龈炎有效的0.2％洗泌太漱口剂在相似条件下，由齿斑划痕和面积测得的对齿斑的再生抑制分别为48.0％和78.0％。
                  表9
       对人的临床研究中天然产物漱
  口剂(1)对4天齿斑再生的影响漱口剂                齿斑划痛     齿斑减少％盐水                 5.30+/-0.93       -天然产物漱口剂(1)    3.83+/-0.79      59.2*洗泌太(0.2％)        0.128+/-0.068    48.0**P值=＜0.001
                表10
      对人的临床研究中天然产物漱
      口剂(1)对4天齿斑再生的影响漱口剂                 齿斑面积     齿斑减少％盐水                 0.31+/-0.127       -天然产物漱口剂(1)    0.128-/-0.068    59.2*洗泌太(0.2％)        0.069+/-0.055    78.0**P值=＜0.001
实施例7天然产物牙膏(1)的抗齿斑细菌的抗菌活性
通过测定体外MIC和SIKT来评价成品牙粉产品中的天然芳香剂/产物对抗A.viscosus(一种齿斑细菌)的抗菌活性。MIC和SIKT的结果都表明天然产物牙粉(1)对齿斑细菌具有强的抗菌活性，并且该抗菌活性可与Colgate-Palmolive Company的牙龈保护配方(GPF)牙粉(一种临床证明抗齿斑和龈炎，含Triclosan的牙粉)相比，还比对照的安慰剂要好且超过了它(表11)。这些结果还暗示天然芳香剂/产物的抗菌活性与牙粉组份是相容的。
                  表11
     天然产物牙粉(1)对A.viscosus的抗菌活性牙粉           SIKT(杀灭％)   MIC(漱口洗％)安慰剂             0.0            1.0GPF                70.0           0.5天然产物牙粉(1)    72.3           0.5
实施例8改善了口味和功效的优选漱口剂和牙粉组合物
因为对一个具有临床效果的新产品而言，一个先决条件是患者在感官上对产品的全面接受，通过加入澳大利亚茶树油来进一步改善实际上合有较低量的抗齿斑和抗龈炎组分产品口味和功效来说，本发明漱口剂和牙粉的组合物是最理想的。也可以通过加入桉叶油素和/或鼠尾草油来改善口味和功效。表12和16分别描述了最佳的漱口剂和牙粉配方。采用如下实施例9和10所示的体外方法评价该产品的功效。
                     表12
                天然产生漱口剂组合物组份                漱口剂(2)a    安慰剂a    漱口剂(3)a甘油                  10.00        10.00      10.00山梨醇                10.00        10.00      10.00乙醇95％              15.00        20.00      15.00百里酚                0.03           -        0.03丁子香酚              0.03           -        0.03白花母菊46.5％(Chammomile)    0.05           -        0.05没药树胶16.0％        0.10           -        0.10娜檀根57.7％          0.05           -        0.05澳大利亚茶树油        0.03           -        0.03鼠尾草油               -             -        0.10桉叶油素               -             -        0.50Pluromc F-127(b)      0.05         0.15       0.05薄荷油                0.10         0.10       0.10月桂基硫酸钠          0.25         0.25       0.25FD&C#40染料1％        0.015        0.015      0.015水                    补至100      补至100    补至100a=Wt.％
b=从Wyandotte Chem.Co.得到的聚氧乙烯一聚氧丙烯嵌段共聚物的商品名称。
实施例9最佳天然产物漱口剂的体外抗菌活性
在体外通过测定MIC和SIKT来评估最佳天然产物漱口剂(2)的抗菌活性。表13中的结果表明，与两种商业上的漱口剂Actibrush(含Triclosan)和Listerine(含酚类芳香剂)相比，天然产物漱口剂(2)抗四种齿斑菌的MIC是最低的。这些结果暗示，与商业上的Actibrush和Listerine相比，天然产物漱口剂(2)的抗齿斑细菌活性最强。SIKT结果(表14)表明天然产物漱口剂(2)杀灭的89％范围内的齿斑和唾液细菌，该范围与相似条件下Actibrush的活性相当。
               表13
      天然产物漱口剂(2)对口
      腔细菌的抗菌活性漱口剂漱口剂                最低抑制浓度(漱口剂％)
      A.viscosus  S.mutams  S.sanquis  P.gingivalis天然产物漱口剂(2)    1.0        1.0        1.0        1.0Actibrush    1.0        4.0        4.0        2.0Listerine    16.0       19.0       19.0       19.0
                 表14
       天然产物漱口剂(2)的
       短时间杀灭口腔细菌试验漱口剂                 杀灭％
      A.viscosns  S.mutans  S.sanquis  全部唾液细菌水对照        -           -         -            -天然产物漱口剂(2)    89.3        92.0      99.7        99.2Actibrush    92.0        88.5      94.7        99.8
实施例10在流动细胞体系中最佳天然产物漱口剂(2)对体外菌斑的功效。
接A.Graffar等在Am.J.Demt.,3,P.S7-S14,1990中所述方法，用Chemostat齿斑模型来评估天然产物漱口剂(2)对体外细菌齿斑形成的抑制效果。这一体外模型在生物物理和表面化学水平上模拟了与齿斑形成有关的口腔中实际唾液和牙齿表面的唾液覆盖的细菌对具有相似于牙釉质表面能的唾液覆盖的表面间的相互作用，并评价了这种相互作用。表15中所示结果表明，与对照的安慰剂相比，天然产物漱口剂(2)有效地减少了64％的齿斑划痕、67％的细菌数量、60％的齿斑面积和71％的碳水化合物含量。这些结果综合到一起暗示优选选的天然产物洗口剂(2)不仅减少了齿斑评分，而且通过减少细菌数和碳水化合物含量改善了齿斑的性质。因此发现在天然产物漱口剂(2)中加入约0.5Wt％的桉叶油素或约0.01Wt％的鼠草油提高了其抗齿斑活性(以体外Chemostat齿斑模型评价)。
                 表15
       以人工口腔评价的天然产物
       漱口剂(2)的体外抗齿斑效果漱口剂       PS       Bact.          PA       Ex-CHO安慰剂    1.0(0.0)    1.0(0.0)    1.0(0.0)    1.0(0.0)天然产物漱口剂(2) 0.36(64.0)  0.33(67.0)  0.40(60.0)  0.29(71.0)PS=齿斑划痕(％抑制)Bact.=细菌(％抑制)PA=齿斑面积(％抑制)EX-CHO=碳水化合物(％抑制)
实施例10最佳的天然产物牙粉
表16中所示的含澳大利亚茶树油减少抗齿斑和抗龈炎组分量的组合物在功效上是最佳的。
                   表16
             天然产物牙粉组合物组份    牙粉(2)(Wt.％)  牙粉(3)(Wt.％)  牙粉(4)(Wt.％)水         24.207           26.307          18.30甘油       20.00            20.00           35.45山梨醇     15.00            20.00             -Zeodert113(硅石)           33.00    33.00    15.00碳酸氢钠         -         -       25.00百里酚50％       0.50     0.25     0.25丁子香酚         0.30     0.125    0.15白花母菊(Chammomile)46.5％           0.50     0.25     0.25没药树胶16.0％   1.00     0.5      0.50娜檀根57.7％     0.50     0.25     0.25澳大利亚茶树油           0.30     0.125    0.15薄荷油           1.1      1.1      1.1月桂基磺酸钠     1.5      1.5      1.5糖精钠           0.2      0.2      0.2氟化钠           0.243    0.243    0.243羧甲基纤维素钠           1.0      1.0      1.0焦磷酸钠         0.25     0.25     0.25FD&C染料#40(1％)         0.4      0.4      0.4
本发明的组合物对牙斑和龈炎在约4到约10.5的PH范围内最为有效，优选约6到约10的PH范围，最优选约7到约10的PH范围。
除澳大利亚茶树油、桉树脑、鼠尾草油那些天然芳香剂/产品外，上面讨论过的芳香剂也可加到本发明的组合物中，只要它们不抑制本发明组合物中决定性的百里酚和丁子香酚的协同功效或百里酚、丁子香酚和倍半萜烯醇的协同功效。在这些加入的试剂中可以使用的是：Tulsi油印度楝树油、Eichinacea酊、迷迭香提取物、goldenseed提取物、西番莲提取物、姜黄提取物、槟榔果(betelnut)提取物、sunphenon茶提取物、蒲公英根提取物等。
虽然用了一定数量的特定实施来描述本发明，但应明白，本发明公开的优选形式是仅用于举例目的，在不超出本发明的构思和范围内，可进行许多的变化。

Claims (9)

1．一种具有抗齿斑作用的牙用组合物，它包括百里酚、丁子香酚和倍半萜烯醇的组合。
2．根据权利要求1的组合物，其中百里酚、丁子香酚和倍半萜烯醇的组合量至少为全部组合物的5ppm。
3．根据权利要求1的组合物，其中百里酚的含量为牙用组合物重量的1000PPM到20000PPM，丁子香酚的含量为牙用组合物重量的1000PPM到20000PPM，并且所述组合物是一种漱口剂。
4．根据权利要求1的组合物，其中百里酚的含量是口用组合物重的5000PPM到20000PPM，丁子香酚的含量是口用组合物重的5000PPM和倍半萜烯醇的用量是口用组合物重的1000PPM到20000PPM，并且所述组合物是一种牙膏。
5．一种含有权利要求1组合物的感官上可以接受的产品，其还包括芳香剂，所述芳香剂是澳大利亚茶树油、桉树脑、鼠尾草油或其混合物。
6．根据权利要求5的产品，其中澳大利亚茶树油的含量为50到5000PPM。
7．根据权利要求6的产品，它分别含有5到500PPM的百里酚和丁子香酚，并且所述组合物为一种漱口剂。
8．根据权利要求6的产品，它分别有500到3000PPM的百里酚和丁子香酚，且所述组合物是一种牙膏。
9．权利要求1要求的组合物，其中存在最多达5wt％聚乙烯甲基醚/马来酸或马来酸酐共聚物或聚乙烯磷酸酯抗斑活性增强剂。
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Families Citing this family (68)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE9411991U1 (de) * 1994-07-26 1995-04-06 Luderich Fredi FRELU Pflegehilfsmittel auf Teebaumölbasis
AU3890295A (en) * 1994-12-02 1996-06-19 Warner-Lambert Company Reduced alcohol mouthwash
ATE544359T1 (de) * 1995-03-31 2012-02-15 Joerg-Peter Schuer Verfahren zur haltbarkeitsverbesserung und/oder stabilisierung von mikrobiell verderblichen produkten
ATE287694T1 (de) * 1995-10-11 2005-02-15 Warner Lambert Co Antimikrobielle zusammensetzungen einen c3-c6 alkohol enthaltend
IL125305A (en) * 1996-02-08 2001-12-23 Warner Lambert Co Anticalculus dentifrice containing highly soluble pyrophosphate
AU5355296A (en) * 1996-02-23 1997-09-10 Warner-Lambert Company Reduced alcohol mouthwash
US5690911A (en) * 1996-06-07 1997-11-25 Colgate Palmolive Company Oral composition containing a mixed surfactant system for promoting antibacterial compound uptake on dental tissue
US5891422A (en) * 1996-10-10 1999-04-06 Warner-Lambert Company Antimicrobial composition containing a C3 -C6 alcohol
US5939050A (en) * 1997-04-04 1999-08-17 Optiva Corp. Antimicrobial compositions
US6248309B1 (en) 1997-04-04 2001-06-19 Optiva Corporation Gums containing antimicrobial agents
US5894020A (en) * 1997-04-18 1999-04-13 Concha; Jose Soap composition containing antifungal agent
US20020176882A1 (en) * 1997-06-23 2002-11-28 Schur Jorg Peter Additive the improvement and/or stabilization of the keeping quality of microbially perishable products
US5824291A (en) * 1997-06-30 1998-10-20 Media Group Chewing gum containing a teeth whitening agent
US5908613A (en) * 1997-09-08 1999-06-01 Bozzacco; Craig Composition for the treatment and prevention of periodontal disease
DE19804301C2 (de) * 1998-02-04 2003-04-17 Georg Fritsch Tinktur zur Behandlung von entzündlichen Haut- und Schleimhautveränderungen
NZ501197A (en) * 1998-02-27 2000-09-29 Block Drug Company Inc Inc Stable dentrifice comprising sodium bicarbonate and plant extracts
US20020031481A1 (en) * 1998-02-27 2002-03-14 Jin Xu Stable herbal dentrifice
GB9815634D0 (en) * 1998-07-17 1998-09-16 Mars Uk Ltd Animal food composition
WO2000025763A2 (de) * 1998-10-30 2000-05-11 Meckel-Spenglersan Gmbh Phenolderivaten enthaltendes mittel mit proliferationshemmender wirkung auf tumorzellen
US6284802B1 (en) * 1999-04-19 2001-09-04 The Procter & Gamble Company Methods for regulating the condition of mammalian keratinous tissue
US6309835B1 (en) 1999-05-27 2001-10-30 Koninkiijke Philips Electronics N.V. Methods for quantitating the efficacy of oral care products
DE19931185A1 (de) 1999-07-07 2001-01-18 Joerg Peter Schuer Verfahren zur Entkeimung von Luft
DE19940283A1 (de) * 1999-08-25 2001-03-01 Joerg Peter Schuer Pflanzenschutz
DE19940605A1 (de) 1999-08-27 2001-03-01 Joerg Peter Schuer Imprägnierungsverfahren
US6589513B2 (en) 2000-09-20 2003-07-08 Lesko-Care, L.L.C. Oral hygiene formulation and method of use
EP1399119A2 (en) * 2000-12-13 2004-03-24 University of Rochester Oral compositions and use thereof
US6610277B2 (en) * 2000-12-27 2003-08-26 Arthur Zuckerman Appetite suppressant toothpaste
US6485710B2 (en) * 2000-12-27 2002-11-26 Arthur Zuckerman Appetite suppressant toothpaste
US6531115B1 (en) * 2001-01-03 2003-03-11 Council Of Scientific & Industrial Research Analgesic and refreshing herbal composition and a process for preparing the same
DE20100121U1 (de) * 2001-01-05 2002-05-16 Schuer Joerg Peter Vorrichtung zur Anreicherung von Luft mit Luftbehandlungsmittel
DE10100595A1 (de) * 2001-01-09 2002-07-18 Joerg Peter Schuer Verfahren zur untoxischen Geruchsneutralisierung von Luft
US20040077609A1 (en) * 2001-01-16 2004-04-22 Michael Rubin Oral composition containing NSAIDs and essential oils
US6518227B2 (en) * 2001-02-13 2003-02-11 Robert Woosley Solvent composition for denture adhesive
US20030031588A1 (en) * 2001-06-13 2003-02-13 Schur Jorg Peter Device for enriching air with an air treatment agent, especially for the disinfection of air, and/or perfuming of air and/or for odor masking
US20040057908A1 (en) * 2001-12-13 2004-03-25 Bowen William H. Oral compositions and use thereof
US20040115138A1 (en) * 2002-04-19 2004-06-17 Marissa Healy Stable herbal dentifrice
EP1553935A4 (en) * 2002-06-06 2010-07-07 Univ Washington METHODS OF USING ARTEMISININE-TYPE COMPOUNDS TO PREVENT OR DELAY THE APPEARANCE OF CANCER
US6776979B2 (en) * 2002-12-30 2004-08-17 Marvin B. Frager Periodontal treatment compound and method of use
US7083779B2 (en) * 2003-03-26 2006-08-01 Council Of Scientific And Industrial Research Nontoxic dental care herbal formulation for preventing dental plaque and gingivitis
DE10328299A1 (de) * 2003-06-23 2005-01-20 Günther, Sybille, Dr.med. Zusatzstoffe für Zahnersatz-, Zahnfüll- und Zahnstützmaterialien
ES2481167T3 (es) * 2003-08-22 2014-07-29 Dupont Nutrition Biosciences Aps Composición que comprende una bacteriocina y un extracto de una planta de la familia Labiatae
GB2388581A (en) * 2003-08-22 2003-11-19 Danisco Coated aqueous beads
CA2441710A1 (en) * 2003-09-18 2005-03-18 Laurier Falldien Oral rinse
US7829067B2 (en) * 2004-03-03 2010-11-09 Bio-Botanica, Inc. Method and composition for treating oral bacteria and inflammation
FR2867948B1 (fr) * 2004-03-29 2008-02-22 Hightech Bio Activities Holdin Composition decontaminante presentant a la fois des proprietes bactericides, fongicides et virucides, procedes d'obtention et utilisations d'une telle composition
KR100760970B1 (ko) * 2004-11-04 2007-10-04 김종철 에센셜 오일을 함유한 치약 조성물
US8071077B2 (en) 2004-12-29 2011-12-06 Colgate-Palmolive Company Oral compositions containing biphenol antibacterial compounds
WO2006078699A2 (en) 2005-01-18 2006-07-27 A.M. Todd Company Oral care compositions derived from the labiatae family
CN103860527A (zh) * 2005-03-18 2014-06-18 高露洁-棕榄公司 抗菌的5,5’-二取代的3,3’-二烷氧基-2,2’-二羟基-1,1’-联苯化合物和相关方法
US8425881B2 (en) * 2005-03-18 2013-04-23 Colgate-Palmolive Company Antibacterial 3′,5-disubstituted 2,4′-dihydroxybiphenyl compounds, derivatives and related methods
US20060280700A1 (en) * 2005-06-08 2006-12-14 Isler Stuart L Oral hygiene system to fight the effects of aging on the mouth, gums, and teeth
US20090191510A1 (en) * 2005-06-22 2009-07-30 Cao Group, Inc. Periodontal treatment employing applied ultrasonic energy
WO2008010188A2 (en) * 2006-07-17 2008-01-24 Ad-Med Biotechnology, Llc Antimicrobial and pesticidal compositions and methods comprising reduced monoterpene oil extracted from myrtaceae
US20080253976A1 (en) * 2007-04-16 2008-10-16 Douglas Craig Scott Personal Care Compositions Comprising An Antimicrobial Blend of Essential Oils or Constituents Thereof
US20090087461A1 (en) * 2007-10-01 2009-04-02 Thomas James Boyd Anti-bacterial pyrocatechols and related methods
EP2348838B1 (en) * 2008-10-20 2013-05-08 Unilever NV An antimicrobial composition
US8956161B2 (en) 2008-11-04 2015-02-17 Duane C Keller Article and method for controlling oral-originated systemic disease
US8905760B2 (en) * 2008-11-04 2014-12-09 Duane C. Keller Methods and systems for progressively treating and controlling oral periopathogens causing systemic inflammations
EA019746B1 (ru) 2009-09-24 2014-05-30 Юнилевер Нв Противомикробная композиция, содержащая эвгенол, терпинеол и тимол, и способ дезинфицирования поверхности
US8524290B2 (en) * 2010-10-20 2013-09-03 John E. Kulesza Non-occluding nasal moisturizer and methods of use
BR112013013085B1 (pt) * 2010-12-07 2018-02-14 Unilever N.V. Composição de cuidados orais, enxaguante bucal, creme dental, dentífrico, método para desinfetar a cavidade oral e uso de uma composição
US8591229B2 (en) 2010-12-16 2013-11-26 Duane C. Keller Devices and methods for creating a positive pressure environment for treatment of oral biofilms associated with periodontal disease
WO2013064360A2 (en) 2011-11-03 2013-05-10 Unilever N.V. A personal cleaning composition
EP2782550A2 (en) * 2011-11-25 2014-10-01 Unilever N.V. An oral care composition comprising polyphenol
ES2647499T3 (es) * 2013-03-18 2017-12-21 Theranovis Gmbh & Co. Kg Composición para el cuidado bucal
CN108391664A (zh) * 2018-04-24 2018-08-14 江苏丘陵地区镇江农业科学研究所 一种植物源杀菌组合物及其应用
EP3973943A1 (de) * 2020-09-23 2022-03-30 Gallmetzer, Dietrich Mundspülung, insbesondere zur behandlung des menschlichen mund- und rachenraums
CN115006263B (zh) * 2022-06-24 2024-03-26 深圳市恒通栢能实业有限公司 一种牙釉质修复材料

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4184879A (en) * 1977-04-20 1980-01-22 Laboratoire Spad Endodontical treatment paste
JPS56139415A (en) * 1980-04-01 1981-10-30 Tanpei Seiyaku Kk External analgesic agent for dental use
EP0348560A1 (en) * 1987-05-11 1990-01-03 Lion Corporation Oral composition

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2445676C2 (de) * 1974-09-25 1985-09-19 Galenika Dr. Hetterich GmbH, 8510 Fürth Zahncreme
JPS595109A (ja) * 1982-06-30 1984-01-12 Lion Corp 口腔用組成物
US5256401A (en) * 1987-01-30 1993-10-26 Colgate-Palmolive Company Antibacterial antiplaque mouthwash composition
US4925655A (en) * 1988-03-04 1990-05-15 Robell Research Powder composition for forming a mouthwash
SE461378B (sv) * 1989-01-16 1990-02-12 Fovarosi Tanacs Gyogyszertari Komposition foer medicinsk behandling av och foer att foerhindra paradontopati
DE3903348A1 (de) * 1989-02-04 1990-08-30 Henkel Kgaa Mund- und zahnpflegemittel mit polysaccharidspaltenden enzymen
SE463189B (sv) * 1989-03-13 1990-10-22 Eston Joensson Preparat avsett att tillfoeras amalgamfyllningar i taender foer att daerigenom hindra eller minska avgaang av kvicksilver eller kvicksilveraanga
ZM5189A1 (en) * 1989-08-25 1990-07-27 Colgate Palmolive Co Antiplaque antibacterial oral composition
US4962133A (en) * 1989-09-05 1990-10-09 Dow Corning Corporation Method of making highly adsorptive copolymers
US5116602A (en) * 1989-09-27 1992-05-26 Colgate-Palmolive Company Antiplaque oral compositions
GB2240473B (en) * 1990-01-31 1994-06-29 Lion Corp Liquid dentifrice compositions
US5215748A (en) * 1990-10-22 1993-06-01 Mankovitz Roy J Topical preparation and method for suppression of skin eruptions caused herpes simplex virus

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4184879A (en) * 1977-04-20 1980-01-22 Laboratoire Spad Endodontical treatment paste
JPS56139415A (en) * 1980-04-01 1981-10-30 Tanpei Seiyaku Kk External analgesic agent for dental use
EP0348560A1 (en) * 1987-05-11 1990-01-03 Lion Corporation Oral composition

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