CN1256914A - 包含熊果提取物和还原剂的皮肤增白组合物 - Google Patents
包含熊果提取物和还原剂的皮肤增白组合物 Download PDFInfo
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Abstract
一种含有熊果提取物和还原剂的皮肤增白组合物。该组合物可局部施用于人的皮肤,并且可含有一种或多种增白剂与熊果提取物和还原剂一起提高增白效果。一种增白人的皮肤的方法,包括将一种含有熊果提取物和还原剂的组合物按足以明显地增白皮肤的量和时间局部施用于皮肤。该方法包括将熊果提取物和还原剂掺入已知增白剂并按照足以明显地增白皮肤的量和时间施用于皮肤。
Description
本发明涉及含有熊果(bearberry)提取物和还原剂的外用皮肤增白组合物和局部施用含有有效量熊果提取物和还原剂的组合物而使皮肤增白的方法。
肤色主要取决于存在于皮肤中的黑色素的量。因此,近年来已经开发出降低皮肤中黑色素的量从而使皮肤增白的化妆品组合物。这些开发努力集中在抑制酪氨酸酶功能和活性的增白剂上,酪氨酸酶在黑色素的生物合成中起着重要作用。例如,已经提出将酪氨酸酶活性抑制剂(如氢醌、维生素C及其衍生物、曲酸、熊果苷、谷胱甘肽、半胱氨酸和桑椹提取物,等等)掺入化妆品组合物中。
尽管上述化合物在增白皮肤上有效,但是仍在不断地寻找更为有效的替代物。现已发现通过向组合物中加入一种还原剂(如提供甲醛的化合物(formaldehyde-donating compound))可以改善含熊果的皮肤增白组合物。据信还原剂还原酪氨酸酶,这样令人惊奇地导致组合物增白效果的效力引人注目地增加。
此外,据信还原剂可能能够改变黑色素产生过程中几个关键氨基酸的化学组成。于是,获得了使皮肤增白效力增加的结果。
本发明的一个目的是提供适于外用和防止或抑制皮肤黑色素形成从而增白皮肤的包括熊果提取物和还原剂的组合物。另一目的是通过加入还原剂(如重氮烷基脲)来增强和促进熊果提取物所显示出的美白作用。
本发明也包括增白皮肤的方法,包括将含有熊果提取物和有效量还原剂的皮肤组合物以足够长的时间局部施用于皮肤以明显地增白皮肤。在一优选的实施方案中,还原剂是提供甲醛的化合物。术语“提供甲醛的化合物”是指那些当加入化妆品载体时能够提供甲醛部分的化合物。例如,提供甲醛的化合物可选自甲醛、2-溴-2-硝基丙-1,3-二醇、戊二醛、quaternium-15、聚甲氧基二环噁唑烷、DM乙内酰脲、MDM乙内酰脲、DMDM乙内酰脲,和尿囊素-甲醛缩合产物,包括重氮烷基脲和咪唑烷基脲及它们的混合物。一更优选的实施方案,还原剂是重氮烷基脲(diazolidinyl urea)和咪唑烷基脲及它们的混合物。
熊果提取物联合还原剂起到增白剂的作用。皮肤增白组合物可含有其它增白剂。这类增白剂的实例包括酪氨酸酶抑制剂、自由基清除剂和它们的混合物。一些酪氨酸酶抑制剂包括但不限于熊果苷、柠檬提取物、黄瓜提取物、巯基琥珀酸、巯基葡聚糖、曲酸、曲酸衍生物、维生素C、维生素C衍生物、氢醌、谷光甘肽、半光氨酸、桑椹提取物及其衍生物、甘草提取物及其衍生物,以及它们的混合物。
本发明增白组合物,由于因剂型而异,熊果提取物和其还原剂的量不能是绝对特定的。然而,熊果通常用量为约0.001%~约99%,优选约0.01%~约50%,期望约0.1%~约25%,更优选约0.2%~约10%,最优选约1%~约5%。还原剂通常用量为约0.001%~约99%,优选约0.01%~约50%,期望约0.1%~约25%,更优选约0.01%~约1.00%,最优选约0.10%~约0.50%。
应当指出,除非另外声明,说明书和权利要求书中的所有百分比指重量百分比。
本发明提供含有熊果提取物和还原剂作为活性组分的皮肤增白组合物。
熊果提取物是从熊果(Arctostaphylos uva-ursi)中提取的提取物。优选地,熊果提取物取自Pentapharm。它是标准化为每毫升>50酪氨酸酶抑制单位(TyIU/ml)的糖酵解(glycolic)提取物。
还原剂是提供甲醛的化合物。提供甲醛化合物起还原剂作用以还原巯基和氨基官能团。另外,还原剂竞争性干扰导致酪氨酸形成黑色素的氧化还原反应。提供甲醛化合物选自甲醛、2-溴-2-硝基丙-1,3-二醇、戊二醛、quaternium-15、聚甲氧基二环噁唑烷、DM乙内酰脲、MDM乙内酰脲、DMDM乙内酰脲,和尿囊素-甲醛缩合产物,包括重氮烷基脲和咪唑烷基脲,以及它们的混合物。一更优选的实施方案,甲醛提供化合物选自重氮烷基脲和咪唑烷基脲或它们的混合物。
据信如果将本发明的还原剂补充到含有熊果提取物的皮肤增白组合物中可取得更高的增白皮肤的效果。结果,使用低水平的熊果提取物即可获得更大程度的皮肤增白活性。
又据信本发明含熊果提取物和还原剂的组合物通过增强已知的皮肤增白剂的皮肤增白作用而显示出协同作用。这种增白效果可通过加入一种或多种具有已知增白作用物质而得到进一步增强。
因此,本发明含有熊果提取物和还原剂的组合物优选地用其它增白剂来增强。适于本发明的增白剂据信包括众所周知的和那些今后可以开发的增白剂。尽管不可能鉴定和列出所有已知的增白剂,下列提到的增白剂优选用于本发明:酪氨酸酶抑制剂、自由基清除剂、螯合剂和它们的混合物。
一些酪氨酸酶抑制剂包括但不限于,熊果苷、柑橘提取物、柠檬提取物、黄瓜提取物、巯基琥珀酸、巯基葡聚糖、曲酸、曲酸衍生物、维生素C、维生素C衍生物、氢醌和氢醌衍生物、谷光苷肽、半胱氨酸及其衍生物如N-乙酰-L-半胱氨酸和在此引入参考的在美国专利5,296,500相关部分所描述的那些、桑椹提取物及其衍生物、甘草提取物及其衍生物、迷迭香提取物及其衍生物,和它们的混合物。
酯的非排他性实例是,例如,曲酸单酯如曲酸一丁酸酯、曲酸一癸酸酯、曲酸一棕榈酸酯、曲酸一硬脂酸盐、曲酸一肉桂酸酯和曲酸一苯甲酸酯;曲酸二酯如曲酸二丁酸酯、曲酸二棕榈酸酯、曲酸二硬脂酸酯和曲酸二油酸酯。优选的单酯是曲酸5-位上的OH基被酯化。酯化可增强对pH或太阳光的稳定性,同时保持与曲酸同等的黑色素合成抑制活性。
自由基清除剂可包括但不限于抗坏血酸(维生素C)及其衍生物、维生素E、超氧化物歧化酶、艾西罗拉樱桃(巴巴多斯樱桃)提取物、艾西罗拉樱桃发酵物。
维生素C及其衍生物可以任何同分异构形式存在。例如,它们可以全部是顺式构型,可全部是反式构型,或者它们是顺式和反式构型的混合物。
维生素C衍生物的非排他性实例是,例如,L-抗坏血酸的烷基酯,其中烷基部分具有8-20个碳原子。例如,此类酯包括但不限于L-抗坏血酸棕榈酸酯、L-抗坏血酸异棕榈酸酯、L-抗坏血酸二棕榈酸酯、L-抗坏血酸异硬脂酸酯、L-抗坏血酸二硬脂酸酯、L-抗坏血酸二异硬脂酸酯、L-抗坏血酸豆蔻酸酯、L-抗坏血酸异豆蔻酸酯、L-抗坏血酸2-乙基己酸酯、L-抗坏血酸二2-乙基己酸酯、L-抗坏血酸油酸酯和L-抗坏血酸二油酸酯、抗坏血酸四己烷基癸酯;L-抗坏血酸磷酸酯如L-抗坏血酸-2-磷酸酯和L-抗坏血酸-3磷酸酯;L-抗坏血酸硫酸酯如L-抗坏血酸-2-硫酸酯和L-抗坏血酸-3-硫酸酯;它们与碱土金属如钙和镁的盐。它们可单独或以两种或多种的混合物形式使用。
其它增白剂可包括银杏(gingko)提取物、角豆树(carob)提取物、蔷薇(rose)果实提取物、老鹳草(geranium herb)提取物、紫苏(Perilla)提取物、肉桂(cinnamon)提取物、甜墨角兰(sweet marjoram)提取物、山金车(Arnica)提取物、Concha Blanca提取物、可乐果(cola ed Caballo)、Piri-Piri、黑矮松(Pinon Negro)、Pinon Blanco,丁香(clove)提取物、苜蓿(alfalfa)、斑籽木(Baliospermum montanum)、楝(Meliaazadirachta)、田旋花(convolvulus arvensis)、Gaiyo、Sansonin、Syuroyo、Seimkko、Soukyo、Taiso、Hakusempi、虾子花(Woodfordia fructosa)、美艳枸那花(Lagerstroemiaspeciosa)、西番莲花碱(passiflorine)、tepezcohite、amoule、Hobiyu、Baffalo Uri、Achote、银胶菊(Guayule)、鸭嘴花属(Adhatoda)、亚香茅(Cymbopogon nardus)、红母鸡草(Desmodum gangeticum)、麻绞叶(Murraya koenigii)、拔葜(Smilax)zeylanica、天麻(Gastrodia elata)、Karukeija、侧柏叶(Biota orientalis)、Kichiascoporia、槟榔(Arecatachu)、紫竹叶(Phyllostachys Nigra leaves)、关苍术(Atractylodes japonica)、Koidzurni、Tila、Camotede Azafran、牙买加(Jamaica)、Poleo verde、Navo negro、莎草属(Cyperus)、甘草属(Kanzo)、构树属(Broussonetia)、Karojitsu、TrichosanthisRadix、Dioscorea Phizoma、和Aquilliaria。
其它增白剂可包括替普瑞酮、二羟异喹啉、消炎痛、3-hydroxymanule、维生素K(如维生素K1-K7,其同系物、盐和衍生物)、噻唑烷酮衍生物和犬尿氨酸及其衍生物和盐。
适于本发明的另一物质是巯基葡聚糖。巯基葡聚糖是可通过使用例如N-乙酰高半胱氨酸硫代内酯将葡聚糖化合物硫醇化而合成的聚硫醇。葡聚糖可以具有约500~500,000范围内的任何适宜分子量。用于本发明的巯基葡聚糖可根据Eldjarn,L.&E.Jellum:有机汞-多糖,一种分离和隔离SH-蛋白质的色谱分析材料;《斯堪的纳维亚化学学报》(Acta Chem.Scand.)17:2610-21(1963)。和/或Jellum,E.,J.Aaseth&L.Eldiarn:巯基葡聚糖,金属螫合和二硫化物-还原高分子量聚硫醇;生化药理学(Biochem Pharmacol),22:1179-88(1973)中所陈述的方法制备,两文献在此引入参考。或者,据信巯基葡聚糖可通过葡聚糖与硫衍生物如巯基琥珀酸聚合反应来制备。任何情况下,据信制备方法并非必然地对于实现本发明是决定性的。因此,巯基葡聚糖可通过任何适宜方法制备。
据信葡聚糖可具有约500~500,000的任何分子量,因而生成的巯基葡聚糖也可具有在约500~500,000范围内的任何适宜分子量,由此巯基葡聚糖显示出酪氨酸酶抑制作用。这方面,据信分子量小于约100,000的巯基葡聚糖较分子量高于约100,000的巯基葡聚糖更具皮肤增白效力。所以,优选使用分子量约1000~100,000的巯基葡聚糖。在一优选的实施方案中,购自Pharmacia Biotech且分子量约为10,000的巯基葡聚糖已知有效。
当巯基葡聚糖与熊果提取物及其还原剂以及其它已知的增白剂混合时,巯基葡聚糖与熊果提取物的比值为约1∶100~约100∶1,优选约1∶50~约50∶1,更优选约1∶10~约10∶1。最优选,巯基葡聚糖与熊果提取物的比值为约1∶5~约5∶1。
本发明组合物可制备成各种形式。例如,它们可以是化妆品制剂的形式如乳液、搽剂或软膏洗液、霜(水包油型、油包水型,和多相型)、溶液、悬浮液(无水的和基于水的)、无水产品(基于油和甘油)、凝胶、棒剂、表面活性剂系统(清洁剂、香波、洗面剂等)、粉剂、面膜、pack或粉剂等等。
本发明组合物通常含有熊果提取物、还原剂和可化妆品用或可药用的载体。术语“可药用”和“可化妆品用”指那些适宜用于与人和较低级动物的组织接触而不引起毒性、不适、不稳定性、刺激等的药物、药剂或惰性组分,与合理的效益/风险比值相称。
可化妆品用载体通常占组合物重量的约1%~约99.9%,优选约50%~约99%,并且可以,在不含有其它化妆品辅剂时,构成组合物的余量。
组合物一般包含各种已知的常规化妆品组分。例如,化妆品组分可包括例如乙醇、脂肪和油类、表面活性剂、脂肪酸、硅油、湿润剂、保湿剂、粘度调节剂、乳化剂、稳定剂、着色剂和香料。
润肤剂包括硬脂醇、单蓖麻油酸甘油酯、单硬脂酸甘油酯、貂油、鲸蜡醇、异硬脂酸异丙酯、脂肪酸和酯类、硬脂酸、棕榈酸异丁酯、硬脂酸异鲸蜡醇酯、油醇、月桂酸异丙酯、月桂酸己酯、油酸癸酯、十八-2-醇、异蜡醇、脂肪醇如二十烷醇、山萮醇(behenyl alcohol)、棕榈酸十六酯,挥发性或非-挥发性硅油如二甲基聚硅氧烷、癸二酸二-正-丁酯、豆蔻酸异丙酯、棕榈酸异丙酯、硬脂酸异丙酯、硬脂酸丁酯、聚乙二醇、三甘醇、羊毛脂、卵磷脂、可可酯、玉米油、棉籽油、牛油、豚脂、橄榄油、棕榈仁油、菜子油、红花子油、晚期报春花油、大豆油、向日葵籽油、西番莲油、鳄梨油、橄榄油、芝麻油、椰子油、花生油、蓖麻油、乙酰化羊毛醇、凡士林、矿物油、豆蔻酸丁酯、异硬脂酸、棕榈酸、亚油酸异丙酯、乳酸月桂酯、乳酸十四烷基酯、油酸癸酯、豆蔻酸十四烷基酯。
本发明组合物可任选地含有一种或多种油或具有油的特性的其它物质。适宜油类的的实例包括矿物油和蔬菜油,以及油类物质,如那些已在本文提到的作为润肤剂的物质。其它油类或油性物质包括硅油(既包括挥发性又包括非-挥发性),如聚二甲基硅氧烷。
油和油性物质,当为形成乳液的目的而存在时,将通常高达组合物体积的90%,优选为10~80%。
本发明组合物也任选地含有包括一种或多种乳化剂,其选择将通常根据要形成油包水或水包油型乳液来决定。
当需要油包水型乳液时,将正常地选择HBL平均值为1~6的乳化剂或乳化剂类。当需要水包油型乳液时,乳化剂或乳化剂类的HBL平均值应当>6。
尽管本发明组合物可以是无水的,但它也可以含有通常高达98%体积、优选5~80%体积的水。
本发明组合物也可任选地含有高分子量的硅氧烷表面活性剂,硅氧烷也可用作乳化剂以代替或加入已经提到的任选的乳化剂中。
t值为9~115,
u值为0~50,
v值为133~673,
w值为25~0.25。
二甲基聚氧硅烷聚合物可以挥发性硅氧烷分散体形式提供,该分散体包括,例如,1~20%体积的聚合物和80~99%体积的挥发性硅氧烷。理想地,分散体由10%体积的分散于挥发性硅氧烷中的聚合物组成。硅氧烷聚合物可分散于其中的挥发性硅氧烷的实例包括聚二甲基硅氧烷(五聚物和/或六聚物)。硅氧烷表面活性剂的一个实例是环甲聚硅氧烷和二甲聚硅氧烷共聚物(copolycol),如得自DOW CORNING的DC 3225C Formulation Aid。另一是月桂基聚甲硅氧烷共聚物(copolycol),如DCQ2-5200,同样购自Dow Coming。
当组合物中含有硅氧烷表面活性剂时,硅氧烷的量通常高达乳液重量的25%,优选0.5~15%。
可任选地使用的常规辅剂的实例包括湿润剂,如甘油、山梨醇、2-吡咯烷酮-5-羰化物、二丁基邻苯二甲酸酯、明胶、聚乙二醇优选PEG 200-600);缓冲剂,如与碱(如三乙醇胺或氢氧化钠)在一起的乳酸;表面活性剂,如甘油醚;蜡,如蜂蜡、石蜡,植物提取物,如库拉索芦荟、矢车菊、美洲金缕梅、elderflower,增稠剂如黄原胶,活性增强剂;着色剂、香料;以及防晒物质如超微二氧化钛和有机防晒物质如对氨基苯甲酸及其酯、对-甲氧桂皮酸乙基己酯、对-甲氧桂皮酸2-乙氧基乙酯和丁基甲氧基二苯甲酰甲烷;和皮肤营养物质,如视黄酸、视黄醇、视黄醇酯;抗炎物质,如水杨酸;以及它们的混合物。
也可包括皮肤渗透组分如α-和β-羟酸。也可包括软化剂如脂类、酰基鞘氨醇、鞘氨醇、鞘脂类、假酰基鞘氨醇、磷脂和糖脂。这些软化剂可以平缓制剂中一种或多种物质的刺激作用。此外,它们有助于维持和修复皮肤屏障功能。缓和剂可与甾醇类(如胆固醇硫酸胆固醇脂)和脂肪酸(特别是那些在皮肤和头发中发现的如C10-C30脂肪酸)联合使用。
本发明组合物的另一方面,提供含有熊果的皮肤增白组合物,其中改进之处包括加入有效量的还原剂来增加熊果提取物的皮肤增白效力。还原剂包括上述甲醛化合物。
在本发明增白组合物和方法中,熊果提取物和其还原剂的量不能绝对特定,因为它依制剂形式而异。然而,熊果通常用量为基于增白组合物总重的约0.001%~约99%,优选约0.01%~约50%,期望约0.1%~约25%,更优选约0.2%~约10%,最优选约1%~约5%。
还原剂一般用量为基于增白组合物总重的约0.001%~约99%,优选约0.01%~约50%,期望约0.1%~约25%,更优选约0.01%~约1.00%,最优选约0.10%~约0.50%。
在这些范围内,熊果提取物与还原剂的比值为约1∶1000~约1000∶1,优选约1∶100~约100∶1,更优选约1∶10~10∶1。
本发明再一方面,组合物包括熊果提取物和还原剂,其中还原剂以能增加熊果提取物的皮肤增白效力的有效量而存在。同样,还原剂包括上述甲醛化合物。
本发明也包括明显地增白人皮肤的方法,方法包括将含有熊果提取物和有效量还原剂的组合物施用于皮肤,其中组合物以足以明显地增白皮肤的量和期间施用。优选地,方法包括将含有熊果提取物、还原剂和可药用或可化妆品用载体的组合物局部施用于皮肤。
本发明也包括增加含有熊果提取物的皮肤增白组合物的皮肤增白效力的方法,方法包括加入有效量的还原剂。组合物按照足以明显地增白皮肤的量和期间来施用。
为证实本发明含熊果提取物和还原剂的皮肤增白组合物的效果,进行了下面的实验。
实施例1
两种含2.00%熊果提取物的皮肤增白剂施用于盛有培养的黑色素细胞的陪替氏培养皿中48小时。一种皮肤增白剂含0.30%还原剂重氮烷基脲,另一种不含还原剂。用眼睛观测,施用了含有还原剂的皮肤增白剂的样本令人惊奇地较施用了不含还原剂的皮肤增白剂的样本更白。
实施例2
下面是本发明水包油乳液组合物的实例。
原料 | % |
纯净水 | 85.2 |
黄原胶 | 0.5 |
甘油 | 4.8 |
二氧化钛 | 0.2 |
角鲨烷 | 3.0 |
大豆油 | 1.0 |
硬脂酸和山萮醇和硬脂酸甘油酯和马来酸化的大豆油和卵磷脂和C12-16醇和棕榈酸 | 0.5 |
艾西罗拉樱桃发酵物 | 0.3 |
柑橘提取物 | 1.0 |
柠檬提取物和黄瓜提取物和柠檬酸钠 | 0.5 |
熊果提取物 | 2.0 |
还原剂(聚乙二醇和重氮烷基脲和羟苯甲酸甲酯和羟苯甲酸丙酯) | 1.0 |
总计 | 100.0 |
应当理解,可以对上述实施方案进行广泛的变化和变更。因而前述描述旨在描述本发明而不是限定本发明,用下述权利要求(包括所有等同物)来定义本发明。
Claims (19)
1.具有黑色素合成抑制活性的局部施用的组合物,该组合物含有熊果提取物和还原剂,其中还原剂的量能够有效增加熊果提取物的皮肤增白效力。
2根据权利要求1所述的组合物,其中还原剂是能提供甲醛的化合物。
3.根据权利要求2所述组合物,其中能提供甲醛的化合物选自甲醛、2-溴-2-硝基丙-1,3-二醇、戊二醛、quaternium-15、聚甲氧基二环噁唑烷、DM乙内酰脲、MDM乙内酰脲、DMDM乙内酰脲、尿囊素-甲醛缩合产物和它们的混合物。
4.根据权利要求1所述组合物,其中组合物包含约0.001%~约99%重量的熊果提取物。
5.根据权利要求1所述的组合物,其中组合物包含约0.001%~约99%重量的还原剂。
6.根据权利要求1所述的组合物,其中组合物的制剂形式选自霜剂、软膏、泡沫剂、洗剂、糊剂、片剂、粒剂和乳液。
7.根据权利要求1所述的组合物,其中还含有选自酪氨酸酶抑制剂、自由基清除剂、螯合剂和它们的混合物的皮肤增白剂。
8.根据权利要求7所述组合物,其中酪氨酸酶抑制剂选自熊果苷、柠檬提取物、黄瓜提取物、巯基琥珀酸、巯基葡聚糖、曲酸、曲酸衍生物、维生素C、维生素C衍生物、氢醌、谷光甘肽、半胱氨酸、桑椹提取物、甘草提取物及其衍生物,和它们的混合物。
9.含有熊果提取物的皮肤增白组合物,改进之处在于组合物含有能有效增加熊果提取物皮肤增白效力的一定量的还原剂。
10.熊果提取物和有效量还原剂在制备增白皮肤的药物组合物中的应用。
11.根据权利要求10所述的应用,其中还原剂是能提供甲醛的化合物。
12.根据权利要求11所述的应用,其中能提供甲醛的化合物选自甲醛、2-溴-2-硝基丙-1,3-二醇、戊二醛、quaternium-15、聚甲氧基二环噁唑烷、DM乙内酰脲、MDM乙内酰脲、DMDM乙内酰脲、尿囊素-甲醛缩合产物和它们的混合物。
13.根据权利要求10所述的应用,其中组合物包含约0.001%~约99%重量的熊果提取物。
14.根据权利要求10所述的应用,其中组合物包含约0.001%~约99%重量的还原剂。
15.一种增加含有熊果提取物的皮肤增白组合物的皮肤增白效力的方法,该方法包括加入有效量的还原剂。
16.根据权利要求15所述的方法,其中还原剂是能提供甲醛的化合物。
17.根据权利要求16所述的方法,其中能提供甲醛的化合物选自甲醛、2-溴-2-硝基丙烷-1,3-二醇、戊二醛、quaternium-15、聚甲氧基二环噁唑烷、DM乙内酰脲、MDM乙内酰脲、DMDM乙内酰脲、尿囊素-甲醛缩合产物和它们的混合物。
18.根据权利要求15所述的方法,其中组合物包含约0.001%~约99%重量的熊果提取物。
19.根据权利要求15所述的方法,其中组合物包含约0.001%~约99%重量的还原剂。
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-
1998
- 1998-11-18 US US09/195,577 patent/US5980904A/en not_active Expired - Lifetime
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1999
- 1999-11-11 KR KR10-1999-0049823A patent/KR100402976B1/ko not_active IP Right Cessation
- 1999-11-15 ID IDP991057D patent/ID25773A/id unknown
- 1999-11-17 EP EP99309155A patent/EP1002526B1/en not_active Expired - Lifetime
- 1999-11-17 MY MYPI99005004A patent/MY121824A/en unknown
- 1999-11-17 AT AT99309155T patent/ATE271374T1/de not_active IP Right Cessation
- 1999-11-17 DE DE69918775T patent/DE69918775T2/de not_active Expired - Fee Related
- 1999-11-18 CN CN99127716A patent/CN1256914A/zh active Pending
- 1999-11-18 JP JP11327781A patent/JP2000154136A/ja active Pending
- 1999-12-04 TW TW088120050A patent/TW570810B/zh active
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
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CN1293862C (zh) * | 2001-12-28 | 2007-01-10 | 埃文产品公司 | 局部颜色调浅组合物及其使用方法 |
CN103126945A (zh) * | 2011-11-29 | 2013-06-05 | 株式会社爱茉莉太平洋 | 含有厚叶五味子提取物的皮肤美白用组合物 |
CN104257520A (zh) * | 2014-10-11 | 2015-01-07 | 宁佳伟 | 一种美白抗衰老祛斑面霜及其制备方法 |
CN106418668A (zh) * | 2016-09-09 | 2017-02-22 | 湖北中烟工业有限责任公司 | 一种天然烟用香料复合酪氨酸酶抑制剂及应用 |
Also Published As
Publication number | Publication date |
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KR100402976B1 (ko) | 2003-10-24 |
KR20000035398A (ko) | 2000-06-26 |
ATE271374T1 (de) | 2004-08-15 |
DE69918775T2 (de) | 2005-08-25 |
ID25773A (id) | 2000-11-02 |
JP2000154136A (ja) | 2000-06-06 |
TW570810B (en) | 2004-01-11 |
DE69918775D1 (de) | 2004-08-26 |
MY121824A (en) | 2006-02-28 |
US5980904A (en) | 1999-11-09 |
EP1002526B1 (en) | 2004-07-21 |
EP1002526A1 (en) | 2000-05-24 |
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