CN104023698B - 溶解的厚朴酚类似物 - Google Patents

溶解的厚朴酚类似物 Download PDF

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CN104023698B
CN104023698B CN201180075552.3A CN201180075552A CN104023698B CN 104023698 B CN104023698 B CN 104023698B CN 201180075552 A CN201180075552 A CN 201180075552A CN 104023698 B CN104023698 B CN 104023698B
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R·霍里根
J·马斯特鲁尔
J·马泰
J·马斯特斯
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Abstract

一种包含溶解的厚朴酚类似物的组合物,所述组合物包含选自丙基厚朴酚、异丙基厚朴酚、丁基厚朴酚和异丁基厚朴酚中的至少一种厚朴酚类似物和脱水山梨糖醇酯。这些溶解的类似物可用于个人护理、口腔护理和家庭护理组合物中,提供抗菌活性以及降低促炎介质的表达。如果选择异丙基厚朴酚,那么所述脱水山梨糖醇酯为至少一种聚氧乙烯20脱水山梨糖醇单油酸酯,以及前提条件是,如果选择异丁基厚朴酚,那么所述脱水山梨糖醇酯为聚氧乙烯20脱水山梨糖醇单油酸酯。

Description

溶解的厚朴酚类似物
发明领域
本发明公开涉及溶解的厚朴酚类似物。
发明背景
已知例如丙基厚朴酚、异丙基厚朴酚、丁基厚朴酚和异丁基厚朴酚等厚朴酚类似物具有抗菌活性,它们还显示出能够降低在口腔组织中促炎介质的表达。使用这些厚朴酚类似物的问题是它们在典型的个人护理、口腔护理或家庭护理组合物中的溶解度。它们的使用受限于它们的溶解度。需要溶解这些类似物以增加它们在个人、口腔或家庭护理组合物中的用途。问题是寻找可以溶解这些类似物的材料。即便在某一类给定的材料中,也并不是该类材料中的所有成分都能有效溶解这些类似物。
发明概述
一种包含溶解的厚朴酚类似物的组合物,所述组合物包含选自丙基厚朴酚、异丙基厚朴酚、丁基厚朴酚和异丁基厚朴酚中的至少一种厚朴酚类似物和脱水山梨糖醇酯,前提条件是,如果选择异丙基厚朴酚,那么所述脱水山梨糖醇酯为聚氧乙烯20脱水山梨糖醇单月桂酸酯和聚氧乙烯20脱水山梨糖醇单油酸酯中的至少一种,以及前提条件是,如果选择异丁基厚朴酚,那么所述脱水山梨糖醇酯为聚氧乙烯20脱水山梨糖醇单油酸酯。
本发明的其他应用领域将通过下文提供的详细描述而变得显而易见。但应当理解的是,虽然详细描述和具体实施例给出了本发明的优选实施方案,但它们仅用于举例说明的目的,而非用于限制本发明的范围。
发明详述
下面描述的优选实施方案仅仅用于示例说明,而决无意于限制本发明、其应用或用途。
本发明公开是一种包含溶解的厚朴酚类似物的组合物,所述组合物包含选自丙基厚朴酚、异丙基厚朴酚、丁基厚朴酚和异丁基厚朴酚中的至少一种厚朴酚类似物和脱水山梨糖醇酯,前提条件是,如果选择异丙基厚朴酚,那么所述脱水山梨糖醇酯为聚氧乙烯20脱水山梨糖醇单月桂酸酯和聚氧乙烯20脱水山梨糖醇单油酸酯中的至少一种,以及前提条件是,如果选择异丁基厚朴酚,那么所述脱水山梨糖醇酯为聚氧乙烯20脱水山梨糖醇单油酸酯。
丙基厚朴酚为5,5’-二-正-丙基联苯-2,2’-二酚,以及丁基厚朴酚为5,5’-二-正-丁基联苯-2,2’-二酚。异丙基厚朴酚为5,5’-二-异丙基联苯-2,2’-二酚,以及异丁基厚朴酚为5,5’-二-异丁基联苯-2,2’-二酚。
脱水山梨糖醇酯通常被称为聚山梨醇酯,并且它们可以下面的Tween商标名购自ICIAmericas,Inc。可使用的聚山梨醇酯包括但不限于,聚山梨醇酯20(聚氧乙烯(20)脱水山梨糖醇单月桂酸酯)、聚山梨醇酯40(聚氧乙烯(2)脱水山梨糖醇单棕榈酸酯)、聚山梨醇酯60(聚氧乙烯(20)脱水山梨糖醇单硬脂酸酯)、聚山梨醇酯80(聚氧乙烯(20)脱水山梨糖醇单油酸酯)以及聚山梨醇酯85(聚氧乙烯(20)脱水山梨糖醇三油酸酯)。
每个脱水山梨糖醇酯能够溶解高达100克/升纯的丙基厚朴酚或丁基厚朴酚。在某些实施方案中,脱水山梨糖醇酯的量为组合物中丙基厚朴酚或丁基厚朴酚重量的至少10倍。
聚山梨醇酯80能够溶解高达50克/升纯的异丙基厚朴酚或异丁基厚朴酚。在某些实施方案中,聚山梨醇酯80的量为组合物中异丙基厚朴酚或异丁基厚朴酚重量的至少20倍。聚山梨醇酯80能眵溶解这些类似物是令人感到意外的。异丁基厚朴酚在聚山梨醇酯20、聚山梨醇酯40或聚山梨醇酯85中不溶解。
聚山梨醇酯20能够溶解高达100克/升纯的异丙基厚朴酚。在某些实施方案中,聚山梨醇酯20的量为组合物中异丙基厚朴酚重量的至少10倍。聚山梨醇酯20能够溶解这些类似物是令人感到意外的。在聚山梨醇酯40或聚山梨醇酯85中每升最多仅能溶解10克异丙基厚朴酚。
令人惊奇的是这些脱水山梨糖醇酯能够溶解这些类似物。许多其它的增溶剂,例如PEG-7椰油酸甘油脂、泊洛沙姆124、PPG-2羟乙基椰油酰胺、PPG-5月桂醇聚醚-5(EumulginTM ES)、PEG-8/SMDI共聚物、肉豆蔻酸异丙酯或C12-15烷基苯甲酸酯不能溶解异丁基厚朴酚。
在所述组合物中厚朴酚类似物的量可以是任意所需的量。在某些实施方案中,厚朴酚类似物的量为组合物的0.01至5重量%。在其它实施方案中,厚朴酚类似物的量为组合物的至少0.05、至少0.1、至少0.2、至少0.3、至少0.4、至少0.5或至少1重量%,最高可达5重量%。在其它实施方案中,厚朴酚类似物的量为组合物的前述最小量至最高达4、3、2、1重量%。脱水山梨糖醇酯的重量为溶解所述类似物的量,脱水山梨糖醇酯的最少用量基于所述类似物在脱水山梨糖醇酯中的最大溶解度计。在某些实施方案中,所述厚朴酚类似物的量为0.1、0.2、0.3、0.4或0.5重量%。
这些溶解的类似物可用于个人护理、口腔护理和家庭护理组合物中。个人护理组合物的例子包括但不限于,沐浴露/沐浴凝胶、液体洗手液、条皂、香波、调理剂、止汗剂/除臭剂和化妆品。口腔护理组合物的例子包括但不限于,洁齿剂、牙膏、牙粉、预防性糊剂、漱口液、锭剂、树胶、凝胶、涂料、糖果和假牙清洁剂。可包含所述溶解的厚朴酚类似物的口腔护理组合物的例子可参见WO2011/106492。家庭护理组合物的例子包括但不限于,洗盘洗洁精、洗盘糊剂、硬表面清洁剂、织物调理剂和洗衣剂。
在某些实施方案中,所述厚朴酚类似物可存在于沐浴露/沐浴凝胶、液体洗手液或香波中,其中这些组合物中的每一种包括表面活性剂。所述厚朴酚类似物还可包含在肥皂(脂肪酸皂)中,其可以是条皂的形状。
实施例
下面为可包括溶解的厚朴酚类似物的组合物的非限定性实施例。
液体清洁剂(沐浴露或液体洗手皂)
成分名称 重量%,范围
丙基厚朴酚或丁基厚朴酚 0.01-1%
脱水山梨糖醇酯 厚朴酚类似物重量的至少10倍
聚季铵-7 0-0.25
SO3Na Pareth145-2EO硫酸盐 8-12
椰油酰胺丙基甜菜碱 2.5-7
癸基葡糖苷 0-2
软化水和其他微量物质 适量
总物质 100
皂条
成分名称 重量%范围
丙基厚朴酚或丁基厚朴酚 0.01-1%
脱水山梨糖醇酯 厚朴酚类似物重量的至少10倍
脂肪酸皂 75-85
软化水和其他微量物质 适量
总物质 100
口腔护理组合物
成分 重量%
纯化水 适量
山梨糖醇 19.45
甘油 20
CMC钠-12型USP 1.1
Iota角叉菜胶(LB9505) 0.4
糖精钠-USP 0.3
氟化钠 0.24
Zeodent-115-牙科型二氧化硅研磨剂 8.5
Zeodent-165-合成的无定形PPT二氧化硅 3
牙科型二氧化硅sylodent XWA650 10
二氧化钛(TiO2) 0.5
月桂基硫酸钠粉末-NF 1.5
调味剂 1
丙基厚朴酚或丁基厚朴酚 0.01-1%
脱水山梨糖醇酯 厚朴酚类似物重量的至少10倍
总计 100
贯穿本发明整篇说明书和权利要求书所提及的范围用于描述在该范围内的每一个值。所述范围内的任意值可被选作该范围的端点。此外,本文引用的所有参考文献均通过全文引用结合到本文中。在本发明公开的定义和所引用的参考有冲突时,以本发明的公开为准。
除非另有说明,在本发明书中各处所表示的所有百分数和量应理解是指重量百分比。给出的量是基于物质的活性重量计。

Claims (9)

1.一种包含溶解的厚朴酚类似物的组合物,所述组合物包含:
选自丙基厚朴酚、异丙基厚朴酚、丁基厚朴酚和异丁基厚朴酚中的至少一种厚朴酚类似物;和
脱水山梨糖醇酯,所述脱水山梨糖醇酯选自聚氧乙烯20脱水山梨糖醇单月桂酸酯、聚氧乙烯20脱水山梨糖醇单棕榈酸酯、聚氧乙烯20脱水山梨糖醇单硬脂酸酯、聚氧乙烯20脱水山梨糖醇单油酸酯和聚氧乙烯20脱水山梨糖醇三油酸酯;
前提条件是,如果选择异丙基厚朴酚,那么所述脱水山梨糖醇酯为聚氧乙烯20脱水山梨糖醇单月桂酸酯和聚氧乙烯20脱水山梨糖醇单油酸酯中的至少一种,以及前提条件是,如果选择异丁基厚朴酚,那么所述脱水山梨糖醇酯为聚氧乙烯20脱水山梨糖醇单油酸酯;
所述脱水山梨糖醇酯的存在量为丙基厚朴酚或丁基厚朴酚重量的至少10倍,所述聚氧乙烯20脱水山梨糖醇单油酸酯的存在量为异丙基厚朴酚或异丁基厚朴酚重量的至少20倍,或所述聚氧乙烯20脱水山梨糖醇单月桂酸酯的存在量为异丙基厚朴酚重量的至少10倍。
2.权利要求1的组合物,其中所述厚朴酚类似物在所述组合物中的存在量为0.01至5重量%。
3.权利要求1或2的组合物,所述组合物进一步包含表面活性剂。
4.权利要求1或2的组合物,所述组合物进一步包含皂。
5.权利要求4的组合物,所述组合物为条皂形式。
6.权利要求3的组合物,所述组合物为液体清洁剂形式。
7.权利要求1或2的组合物,所述组合物为口腔护理组合物形式。
8.权利要求1的组合物,其中所述厚朴酚类似物为异丙基厚朴酚,所述脱水山梨糖醇酯为聚氧乙烯20脱水山梨糖醇单月桂酸酯,且所述聚氧乙烯20脱水山梨糖醇单月桂酸酯的存在量为所述异丙基厚朴酚重量的至少10倍,或所述脱水山梨糖醇酯为聚氧乙烯20脱水山梨糖醇单油酸酯,且所述聚氧乙烯20脱水山梨糖醇单油酸酯的存在量为所述异丙基厚朴酚的至少20倍。
9.权利要求1的组合物,其中所述厚朴酚类似物为异丁基厚朴酚,所述脱水山梨糖醇酯为聚氧乙烯20脱水山梨糖醇单油酸酯,且所述聚氧乙烯20脱水山梨糖醇单油酸酯的存在量为所述异丁基厚朴酚的至少20倍。
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CN106580836B (zh) * 2017-01-24 2019-06-25 广州薇美姿实业有限公司 一种含植物因子的口腔护理组合物及其应用
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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101721336A (zh) * 2008-10-27 2010-06-09 上海利康消毒高科技有限公司 一种具有饮用安全性的漱口液及其制备方法
WO2011106492A1 (en) * 2010-02-24 2011-09-01 Colgate-Palmolive Company Oral care compositions
DE102010015791A1 (de) * 2010-04-20 2011-10-20 Beiersdorf Ag Wirkstoffkombinationen aus Magnolienrindenextrakt und polyethoxylierten Verbindungen
CN102247431A (zh) * 2010-05-20 2011-11-23 张静 一种无酒精口腔健康喷雾剂及其制作方法

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2719301B2 (ja) * 1993-07-19 1998-02-25 鐘紡株式会社 ニキビ治療及び予防剤
JPH0733649A (ja) * 1993-07-19 1995-02-03 Kanebo Ltd 抗う蝕剤
JP2001511185A (ja) * 1997-02-11 2001-08-07 ザ、プロクター、エンド、ギャンブル、カンパニー スキンライトニング組成物
RU2440821C2 (ru) * 2007-10-01 2012-01-27 Колгейт-Палмолив Компани Композиции для ухода за полостью рта, содержащие растительные экстракты
TWI459957B (zh) * 2010-02-24 2014-11-11 Colgate Palmolive Co 口腔保健組成物
WO2011106003A1 (en) 2010-02-25 2011-09-01 Colgate-Palmolive Company Synthesis of magnolol and its analogue compounds
DE102010015792A1 (de) * 2010-04-20 2011-10-20 Beiersdorf Ag Wirkstoffkombinationen aus Magnolienrindenextrakt und oberflächenaktiven Agentien
CN102228452B (zh) * 2011-05-06 2012-09-26 郑州大学 一种和厚朴酚或厚朴酚或二者的混合物固体脂质纳米粒制剂及其制备方法

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101721336A (zh) * 2008-10-27 2010-06-09 上海利康消毒高科技有限公司 一种具有饮用安全性的漱口液及其制备方法
WO2011106492A1 (en) * 2010-02-24 2011-09-01 Colgate-Palmolive Company Oral care compositions
DE102010015791A1 (de) * 2010-04-20 2011-10-20 Beiersdorf Ag Wirkstoffkombinationen aus Magnolienrindenextrakt und polyethoxylierten Verbindungen
CN102247431A (zh) * 2010-05-20 2011-11-23 张静 一种无酒精口腔健康喷雾剂及其制作方法

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