CN101842118B - 疏水蛋白多肽作为渗透增强剂的用途 - Google Patents
疏水蛋白多肽作为渗透增强剂的用途 Download PDFInfo
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- CN101842118B CN101842118B CN2008801067853A CN200880106785A CN101842118B CN 101842118 B CN101842118 B CN 101842118B CN 2008801067853 A CN2008801067853 A CN 2008801067853A CN 200880106785 A CN200880106785 A CN 200880106785A CN 101842118 B CN101842118 B CN 101842118B
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Abstract
本发明涉及疏水蛋白多肽作为渗透增强剂的用途。
Description
本发明涉及疏水蛋白多肽作为渗透增强剂(penetration intensifier)的用途。
近年来渗透增强剂已在多个领域日益重要,例如作为化妆品或药物组合物的成分、作物保护组合物的成分或涂料组合物的成分。
从WO 93/002669已知经皮渗透增强剂。其描述了极性和非极性渗透增强剂的组合,该组合在经皮治疗系统中包含活性成分的附着基质中。指定的极性渗透增强剂是多元醇,指定的非极性渗透增强剂是脂肪酸酯。在所述经皮治疗系统中,渗透增强剂使活性成分(在水中不溶解或微溶的类固醇激素)的渗透速率增加。
在该经皮治疗系统中,通过阻塞效应,或通过诸如上述渗透增强剂或诸如二甲基亚砜(DMSO)的渗透增强剂,使角质层的屏障作用暂时受损,从而允许低分子量物质渗透进皮肤。
用于治疗制剂中的其他渗透增强剂是例如:一元醇或多元醇类,如乙醇、1,2-丙二醇、苄醇;具有8-10个碳原子的饱和和不饱和脂肪醇,如十二醇或十六醇;烃类,如矿物油;烷类;酯类;azones,如1-十二烷基氮杂环庚-2-酮、丙二醇、脱乙酰壳多糖;饱和和不饱和脂肪酸类,如硬脂酸或油酸;具有至多24个碳原子的脂肪酸酯类或具有至多24个碳原子的二羧酸二酯类,如甲酯类、乙酯类、异丙酯类、丁酯类、仲丁酯类、异丁酯类、叔丁酯类;和乙酸、己酸、十二酸、十四酸、十八酸和十六酸的单甘油酸酯类;磷酸盐衍生物类,如卵磷脂;萜类;尿素及其衍生物类;和醚类,如二甲基异山梨醇酯和二甘醇一乙基醚;胆酸盐类;聚乙氧基乙烯类;EDTA;橙花叔醇;氧化苧烯类或磷脂类。
其他已知的渗透增强剂是SDS(十二烷基硫酸钠)、二甲基甲酰胺和N-甲基甲酰胺。
在作物保护领域,为确保作物保护组合物更容易的吸收,也使用渗透增强剂。
疏水蛋白是存在于丝状真菌(例如裂褶菌(Schizophyllum commune))中的约100-150个氨基酸的小蛋白质。它们通常具有8个半胱氨酸单位。疏水蛋白可分离自天然来源,但也可按例如WO 2006/082251或WO2006/131564所公开,用遗传工程方法获得。
疏水蛋白以水不溶性形式分布在多种真菌结构例如气生菌丝、孢子和子实体的表面。疏水蛋白的基因分离自子囊菌纲(ascomycetes)、半知菌纲(deuteromycetes)和担子菌纲(basidiomycetes)。一些真菌包含不止一种疏水蛋白基因,例如裂褶菌、灰盖鬼伞(Coprinus cinereus)、构巢曲霉(Aspergillus nidulans)。很明显,不同的疏水蛋白参与真菌发育的不同阶段。推测所述疏水蛋白负责不同的功能(van Wetter等人,2000,Mol.Microbiol.,36,201-210;Kershaw等人1998,Fungal Genet.Biol,1998,23,18-33)。
所描述的疏水蛋白的生物学功能除了减少水的表面张力以产生气生菌丝外,其还包括孢子的疏水化(等人1999,Curr.Biol.,19,1985-88;Bell等人1992,Genes Dev.,6,2382-2394)。此外,疏水蛋白用于内衬地衣的子实体中的气体通道(gas channel)以及通过真菌病原体鉴定植物表面的系统的组分(Lugones等人1999,Mycol.Res.,103,635-640;Hamer和Talbot 1998,Curr.Opinion Microbiol.,第一卷,693-697)。
现有技术中已提出了疏水蛋白对多种应用中的用途。
WO 96/41882提出疏水蛋白作为乳化剂、增稠剂、表面活性物质的用途,用于疏水表面的疏水化,用于提高亲水底物的抗水性,用于产生水包油型乳剂和油包水型乳剂。此外,还提出了药物应用(如软膏剂或霜剂的生产)和化妆品应用(如皮肤保护或洗发剂或头发漂洗剂的保护)。
EP 1 252 516公开了在30-80℃的温度用包含疏水蛋白的溶液对多种底物的包被,例如窗、镜片、生物传感器、医疗器械、容器、框或车体。
此外,还提出了例如作为破乳剂(WO 2006/103251)、作为蒸发抑制剂(WO 2006/128877)、或污染抑制剂(WO 2006/103215)的用途。
US 20030217419A1描述了来自裂褶菌的疏水蛋白SC3对化妆品制剂、对治疗材料的处理的用途。在此,形成化妆品长效制剂,其可经受洗发剂的几次洗涤。
疏水蛋白作为渗透增强剂的用途迄今尚未知。
本发明的目的是提供疏水蛋白的新用途。
此外,目标是对于迄今不通透或几乎不通透相界的活性成分,达到允许或促进该活性成分渗透相界的目的。
另一个目的是在应用中降低活性成分的浓度。
提供包含疏水蛋白作为渗透增强剂的化妆品和/或药物组合物也是本发明的目的,渗透增强剂确保活性成分的吸收提高,尤其不引起皮肤或粘膜刺激。
提供包含疏水蛋白作为渗透增强剂的作物保护组合物是本发明的另一个目的,渗透增强剂确保活性成分的吸收提高,尤其不引起对所处理植物的损伤或环境损伤。
通过疏水蛋白作为渗透增强剂的用途达到目的。
在本发明的上下文中,术语“渗透增强剂”和“渗透促进剂”是同义词。
关于本发明,可明确地作以下说明:
在本发明的上下文中,渗透指物质渗透通过相界。
在本发明的上下文中,相界指从一相至邻相的转变(transition)。
在本发明的上下文中,相指一个区域,其中其物理参数的任意项不存在急剧变化。因此,在从一相至邻相的转变中,在直径仅几个分子的层内,选自密度、电性质、磁性质、折射率、化学组成、晶体结构的至少一种物理或化学性质改变。
在本发明的一种变通方案中,渗透通过相界的增强是指:与具有相同化学、生物和物理性质的对照相比,在相同的化学、生物和物理条件或前提下,相同时间内更大量的活性物质渗透相界,或更短时间内等量的活性物质渗透相界。
在本发明的一种变通方案中,渗透的增强或增加的渗透,或活性成分渗透通过相界的增加指:对于迄今不通透或几乎不通透相界的活性成分,促进或提高相界的渗透。这与具有相同化学、生物和物理性质的对照相比,在相同的化学、生物和物理条件或前提下,其中在相同时间内更大量的活性成分渗透相界,或更短时间内等量的活性物质渗透相界。
渗透增强剂是增强另一种物质渗透通过相界的物质。
在本发明的上下文中,术语“疏水蛋白”在下文中理解为指一般结构式(I)的多肽。
Xn-C1-X1-50-C2-X0-5-C3-X1-100-C4-X1-100-C5-X1-50-C6-X0-5-C7-X1-50-C8-Xm(I)
其中X可以是任意20种天然氨基酸(Phe、Leu、Ser、Tyr、Cys、Trp、Pro、His、Gln、Arg、Ile Met、Thr、Asn、Lys、Val、Ala、Asp、Glu、Gly)。在此,X基团在各种情况中可能相同或不同。在此,X旁的指数在各种情况中是各个部分序列中的氨基酸数目,C是半胱氨酸、丙氨酸、丝氨酸、甘氨酸、甲硫氨酸或苏氨酸,其中命名为C的基中至少四个是半胱氨酸,指数n和m彼此独立,为0-500之间的自然数,优选为15-300之间的自然数。
式(1)的多肽表征为以下性质:在各种情况中,与相同大小的水滴在未包被的玻璃表面的接触角相比,室温包被玻璃表面后,它们使水滴的接触角增加至少8°、10°、20°,优选至少25°和尤其优选30°。
命名为C1-C8的氨基酸优选为半胱氨酸;然而,它们也可用具有相似空间充填(filing)的其他氨基酸替换,优选用丙氨酸、丝氨酸、苏氨酸、甲硫氨酸或甘氨酸替换。然而,位置C1-C8的至少4个、优选至少5个、尤其优选至少6个和尤其至少7个应由半胱氨酸组成。在本发明的蛋白质中,半胱氨酸可以还原形式存在或彼此形成二硫键。尤其优选形成分子内C-C键,尤其是具有至少1个、优选2个、尤其优选3个和极其优选4个分子内二硫键的C-C键。若用具有相似空间填充的氨基酸替换上述半胱氨酸,这些C位置可方便替换为可彼此形成分子内二硫键的对。
若半胱氨酸、丝氨酸、丙氨酸、甘氨酸、甲硫氨酸或苏氨酸也用于以X表示的位置,则可相应地改变通式中各C位置的编号。
优选使用通式(II)的疏水蛋白实施本发明
Xn-C1-X3-25-C2-X0-2-C3-X5-50-C4-X2-35-C5-X2-15-C6-X0-2-C7-X3-35-C8-Xm(II),
其中X、C,和X和C旁的指数具有上述意义,指数n和m是0-350之间的数字,优选15-300之间的数字,此外蛋白质表征为上述接触角改变和此外命名为C的基团中至少6个是半胱氨酸。尤其优选地,所有的C基团都是半胱氨酸。
尤其优选使用通式(III)的疏水蛋白
Xn-C1-X5-9-C2-C3-X11-39-C4-X2-23-C5-X5-9-C6-C7-X6-18-C8-Xm(III)
其中X、C和X旁的指数具有上述意义,指数n和m是0-200的数字,此外蛋白质表征以上述接触角改变和命名为C的基团中至少6个是半胱氨酸。尤其优选地,所有的C基团都是半胱氨酸。
Xn和Xm基团可以是也天然连接至疏水蛋白的肽序列。然而,也可能一个基团或两个基团都不是天然连接至疏水蛋白的肽序列。这些也理解为指下述Xn和/或Xm基团,其中疏水蛋白中天然存在的肽序列通过非天然存在于疏水蛋白的肽序列延长。
若Xn和/或Xm是非天然连接至疏水蛋白的肽序列,则这种序列长度一般至少是20、优选至少35个氨基酸。例如,这些序列可以是20-500、优选30-400和尤其优选35-100个氨基酸的序列。
这种非天然连接至疏水蛋白的基团还将在下文中称为融合伴侣。这是为了表示蛋白质可由至少一个疏水蛋白部分和一个融合伴侣部分组成,其在自然界中不以该形式一起发生。融合伴侣和疏水蛋白部分组成的融合疏水蛋白已公开于例如WO 2006/082251(第2页第18行-第5页第25行)、WO 2006/082253(第2页第20行-第6页第13行)和WO 2006/131564(第2页第17行-第6页第26行)。
融合伴侣部分可选自多个蛋白质。例如在疏水蛋白部分的氨基端(Xn)和在羧基端(Xm),可能只有单个融合伴侣连接至疏水蛋白部分,或两个或多个融合伴侣连接至疏水蛋白部分。然而,也可能例如将两个融合伴侣连接至本发明蛋白质的单一位置(Xn或Xm)。
尤其适合的融合伴侣是在微生物中特别是在大肠杆菌(E.coli)或枯草芽孢杆菌(Bacillus subtilis)中天然发生的蛋白质。这种融合伴侣的例子是序列yaad(WO 2006/082251中的SEQ ID NO:16)、yaae(WO 2006/082251中的SEQ ID NO:18)、泛素和硫氧还蛋白。这些指定序列的片段或衍生物也高度适合,其仅包含指定序列的部分,例如指定序列的70-99%、优选5-50%和尤其优选10-40%,或与指定序列相比其中单个氨基酸或核苷酸已改变,百分数参考各种情况中氨基酸的数目。
在另一个优选实施方案中,除指定的融合伴侣外,融合疏水蛋白还具有所谓的亲和结构域(亲和标签/亲和尾)作为Xn或Xm基团之一或作为这种基团的末端成分。以理论上已知的方式,这些是可与某种互补基团相互作用和可用于更容易的蛋白质处理和纯化的结合团。这种亲和结构域的实例包含(His)k,(Arg)k,(Asp)k,(Phe)k或(Cys)k基团,其中k一般是1-10的自然数。优选地,其可以是(His)k基团,其中k为4-6。在此,Xn和/或Xm基团可仅由这种类型的亲和结构域组成,或者天然连接或非天然连接至疏水蛋白的Xn或Xm基团通过末端排列亲和基团而延长。
根据本发明使用的疏水蛋白是根据结构式(I)、(II)和(III)的疏水蛋白和融合疏水蛋白。
根据本发明使用的疏水蛋白也可在其多肽序列中修饰,例如通过糖基化、乙酰化,或通过化学交联,例如用glutardialdehyde。
根据本发明使用的疏水蛋白或其衍生物的一种性质是用该蛋白质包被表面时表面性质的改变。可用实验测定表面性质的这种改变,例如,通过在用蛋白质包被表面之前和之后测量水滴的接触角,并测定两个测量结果的差异。
接触角测量的实施为本领域技术人员已知。测量涉及室温和5μl的水滴和用小玻璃板作基质。适合作为实例,测量接触角的方法的确切的实验条件在实验部分给出。在其中指定的条件下,根据本发明使用的融合蛋白质具有以下性质:在各种情况中,与相同大小的水滴在未包被的玻璃表面的接触角相比,其使接触角增加至少20°,优选至少25°,尤其优选至少30°、40°、45°,尤其是50°。
对实施本发明尤其优选的疏水蛋白是dewA、rodA、hypA、hypB、sc3、basf1、basf2型疏水蛋白。这些疏水蛋白(包括它们的序列)公开于例如WO 2006/82251中。除另作说明外,下文给出的序列指公开于WO 2006/82251中的序列。具有SEQ ID号的概述表可见于WO 2006/82251的第20页(第1行-第5行)。
根据本发明,尤其适合的是融合蛋白质yaad-Xa-dewA-his(SEQ IDNO:20)、yaad-Xa-rodA-his(SEQ ID NO:22)或yaad-Xa-basf1-his(SEQID NO:24),多肽序列和编码多肽的核苷酸序列在括号中给出,尤其是SEQ ID NO:19、21、23的序列。尤其优选地,可使用yaad-Xa-dewA-his(SEQ ID NO:20)。作为所有氨基酸中至少一个(范围至10)、优选5个、尤其优选5%的替换、插入或缺失,但仍具有至少50%起始蛋白质的生物性质的结果,从SEQ ID NO.20、22或24所示多肽序列起始产生的蛋白质也是尤其优选的实施方案。在此将蛋白质的生物性质理解为指已述的接触角改变至少20°,优选至少25°、尤其优选至少30°、40°、45°,尤其是50°。
尤其适合于实施本发明的衍生物是通过缩短yaad融合伴侣衍生自yaad-Xa-dewA-his(SEQ ID NO:20)、yaad-Xa-rodA-his(SEQ ID NO:22)或yaad-Xa-basf1-his(SEQ ID NO:24)的衍生物。替代具有294个氨基酸的完整yaad融合伴侣(SEQ ID NO:16),可有利的使用缩短的yaad基团。然而,缩短的基团应包含至少20、优选至少35个氨基酸。例如,可使用具有20-293、优选25-250、尤其优选35-150和例如35-100个氨基酸的缩短的基团。这种蛋白质的一个实例是yaad40-Xa-dewA-his(WO2007/014897中的SEQ ID NO:26),其具有缩短至40个氨基酸的yaad基团。
可用疏水蛋白和一个或多个融合伴侣之间的切割位点来切去融合伴侣并释放非衍生形式的纯疏水蛋白(例如通过BrCN在甲硫氨酸处的切割、Xa因子切割、肠激酶切割、凝血酶切割、TEV切割等)。
根据本发明用作渗透增强剂的疏水蛋白可通过已知的肽合成方法进行化学制备,例如通过按Merrifield法固相合成。
US 2006/0040349(段落[0071]-[0090])描述了从嗜热踝节菌(Talaromyces thermophilus)产生无融合伴侣的疏水蛋白的遗传工程产生方法。
通过遗传工程方法可优选地进行融合蛋白质的制备,其中将编码融合伴侣的核酸和编码疏水蛋白部分的核酸(尤其是DNA序列)如此组合,使得通过组合的核酸序列的基因表达,在宿主生物体内产生所需蛋白质。一种这样的生产方法公开于例如WO 2006/082251(第6页第21行-第12页第37行)或WO 2006/082253(第5页第33行-第11页第13行)。融合伴侣使疏水蛋白的产生明显地更容易。遗传工程方法产生融合疏水蛋白比产生无融合伴侣的疏水蛋白具有明显更佳的产量。
通过遗传工程法从宿主生物体产生的融合疏水蛋白可按基本已知的方式处理,并利用已知的层析法纯化。
在一个优选实施方案中,可使用公开于WO 2006/082253第11/12页(第11页第15行-第11页第33行)的简化的处理和纯化方法。
为此,首先从发酵液分离发酵细胞,破碎并将细胞碎片与内含体分离。后者可方便地通过离心进行。最后,为了释放融合疏水蛋白,可通过酸、碱和/或去污剂,以基本已知的方式破碎内含体。具有根据本发明使用的融合疏水蛋白的内含体一般已可用0.1m NaOH在约1小时内完全溶解。
若所需pH建立后是适合的,得到的溶液可不经进一步纯化而用于实施本发明。然而,也可从溶液中将融合疏水蛋白分离为固体形式。优选地,可按WO 2006/082253(第11页第35行-第12页第21行)中所述,利用喷雾制粒或喷雾干燥进行分离。除细胞碎片残余外,通过简化的处理和纯化方法获得的产品一般包含约80-90wt%的蛋白质。对于所有蛋白质的量,依据融合构建体和发酵条件,融合疏水蛋白的量一般是30-80wt%。
分离的包含融合疏水蛋白的产品可以以固体保存,并在各种情况中溶解于希望的介质来使用。
对实施本发明,融合疏水蛋白可就如此使用,或经切割并除去融合伴侣后以“纯”疏水蛋白使用。在分离内含体并将其溶解后,方便地进行切割。
根据本发明,疏水蛋白用作渗透增强剂。
在一个实施方案中,疏水蛋白与至少一种其他的渗透增强剂组合使用,其中至少一种其他的渗透增强剂选自:DMSO;SDS(十二烷基硫酸钠);二甲基甲酰胺;N-甲基甲酰胺;一元醇或多元醇类,如乙醇、1,2-丙二醇、苄醇;具有8-10个碳原子的饱和和不饱和脂肪醇,如十二醇或十六醇;烃类,如矿物油;烷类;酯类;azones,如1-十二烷基氮杂环庚-2-酮、丙二醇、脱乙酰壳多糖;饱和和不饱和脂肪酸类,如硬脂酸或油酸;具有至多24个碳原子的脂肪酸酯类或具有至多24个碳原子的二羧酸二酯类,如甲酯类、乙酯类、异丙酯类、丁酯类、仲丁酯类、异丁酯类、叔丁酯类;和乙酸、己酸、十二酸、十四酸、十八酸和十六酸的单甘油酸酯类;磷酸盐衍生物类,如卵磷脂;萜类;尿素及其衍生物类;和醚类,如二甲基异山梨醇酯和二甘醇一乙基醚;胆酸盐类;聚乙氧基乙烯类;EDTA;橙花叔醇;氧化苧烯类或磷脂类。
在另一个尤其优选的实施方案中,疏水蛋白与DMSO或聚乙二醇组合用作渗透增强剂。
在本发明的另一个实施方案中,疏水蛋白与至少一种皮革护理和皮革加工中的其他渗透增强剂组合用作渗透增强剂。
在另一个尤其优选的实施方案中,疏水蛋白与至少一种皮革护理和皮革加工中的其他渗透增强剂组合用作酸和碱(例如羧酸或氨)、缓冲系统、聚合物、无机颗粒(如SiO2或硅酸盐)、色料(如染料)、香料或抗微生物剂的渗透增强剂。
在本发明的另一个实施方案中,增强了渗透通过相界。
在另一个实施方案中,促进了活性成分的渗透。
在本发明的一个实施方案中,活性成分理解为指具有药学或生物学效应的所有物质。因此活性成分是选自以下化合物:药物活性化合物、治疗有效的化合物和生物活性化合物、化妆活性化合物、支持化妆品要求(为了销售的目的)的物质(如珍珠蛋白质),其在质量上和/或数量上影响(即促进、完全容许或抑制)生物体内的生化和/或生理过程。
此外,活性成分以小量产生大的药物学、化学、生物学或生理学效应。
在此,认为小量是与活性成分渗透相界后到达的生物体的质量相对的。
这产生了渗透通过相界的活性成分质量与生物体质量的商,其选自由以下区间:[1ppt(1∶1012)-10%(1∶10)]、[1ppb(1∶109-1%(1∶100)]、[1ppt(1∶1012)-1ppb(1∶109]、[1ppt(1∶1012-1∶1000)]、[1ppb(1∶109-1∶1000)]、[1ppt(1∶1012-1ppm(1∶106)]、[1ppb(1∶109-1ppm(1∶106)]、[1ppm(1∶106-1∶1000)]、[(1∶1000)-1%(1∶100)]。
在本发明的一个变通方案中,生物体选自来自原生生物、细菌、真菌、植物或动物界的特定个体及其部分(如细胞和细胞组织)。
在本发明的另一种变通方案中,生物体是死亡的生物体或其部分,例如用来生产皮革的兽皮。
通过使用疏水蛋白作为渗透增强剂,与对照相比,活性成分的渗透可增强0.5%、0.6%、0.7%、0.9%或1%。渗透有利地增强2%、3%、4%、5%、6%、7%、8%、9%或10%,渗透尤其有利地增强11%、12%、13%、14%或10%,渗透及其有利地增强16%、17%、18%、19%或10%或更高百分数。
本发明还提供疏水蛋白在生产在局部应用上提高活性成分吸收的组合物中的用途。
根据本发明疏水蛋白作为渗透增强剂的用途的另一个使用领域是皮肤制剂的产生。
在一个实施方案中,由此将疏水蛋白用于制备选自软膏剂、霜剂、凝胶剂和糊剂的半固体药剂形式或化妆品制剂。
按照例如“Arzneiformelehre[Pharmacology]″Ursula著,第4版,Deutsche Apotheker Verlag,2003,第353-392页中所述制备半固体药剂形式。
除其中的辅剂外,制剂包含选自0.000001-10wt%、0.0001-10wt%、0.001-10wt%、0.01-10wt%、0.1-10wt%和1-10wt%的疏水蛋白部分,还包含分数选自0.000001-10wt%、0.0001-10wt%、0.001-10wt%、0.01-10wt%、0.1-10wt%和1-10wt%的活性成分部分。
根据本发明疏水蛋白作为渗透增强剂的用途的另一个使用领域是用于治疗或预防某些皮肤和粘膜疾病的药剂的产生。因此应用领域尤其是:
-病毒病(例如疱疹、柯萨奇病毒、水痘带状疱疹、巨细胞病毒等);
-细菌病(例如TB、梅毒等);
-真菌病(例如念珠菌病、隐球菌病、组织胞浆菌病、曲霉病、毛霉菌病等);
-肿瘤病(例如黑素瘤、腺瘤等);
-自身免疫病(例如寻常型天疱疮、大疱性类天疱疮、系统性红斑狼疮等);
-晒伤;
-寄生虫发作(例如抽搐、螨、蚤等);
-昆虫接触(例如吸血昆虫,如按蚊等)。
在本发明的一个实施方案中,用于上述应用的制剂是如例如″Arzneiformelehre[Pharmacology]″Ursula著,第4版,Deutsche Apotheker Verlag,2003,336-352页中所述的气体分散剂的形式。
在本发明的一个实施方案中,用于上文指定的应用的制剂是如例如″Arzneiformelehre[Pharmacology]″Ursula著,第4版,Deutsche Apotheker Verlag,2003,468-471页中所述,选自纳米颗粒、纳米悬液、脂质体、微乳和生物黏附制剂形式的释放系统的形式。
除其中的辅剂外,制剂包含选自0.000001-10wt%、0.0001-10wt%、0.001-10wt%、0.01-10wt%、0.1-10wt%和1-10wt%的疏水蛋白部分,还包含分数选自0.000001-10wt%、0.0001-10wt%、0.001-10wt%、0.01-10wt%、0.1-10wt%和1-10wt%的活性成分部分。
根据本发明疏水蛋白作为渗透增强剂的用途的另一个应用领域是包含活性成分的膜、基质或硬膏的生产,例如选自由经皮治疗系统TTS。
除其中的辅剂外,制剂包含分数选自0.000001-30wt%、0.0001-30wt%、0.001-30wt%、0.01-30wt%、0.1-30wt%和1-30wt%的疏水蛋白部分,还包含分数选自0.000001-30wt%、0.0001-30wt%、0.001-30wt%、0.01-30wt%、0.1-30wt%、1-30wt%和0.1-50wt%、1-50wt%的活性成分部分。
根据本发明疏水蛋白作为渗透增强剂的用途的另一个实施方案是产生化妆品制剂。
在一种变通方案中,这些制剂是头发化妆品、皮肤化妆品或牙齿化妆品制剂。在根据本发明指定的制剂或组合物中,在本发明的一个实施方案中,可将效应分子用作活性成分。
效应分子在下文中理解为指具有某种可预测效应的分子。这些分子可以是蛋白质样分子(如酶)、非蛋白质性的分子(如染料、光防护剂、维生素和脂肪酸)或包含金属离子的化合物。
在蛋白质样效应分子中,优选酶、肽和抗体。
在酶中,优选以下作为效应分子:氧化酶、过氧化物酶、蛋白酶、酪氨酸酶、金属结合酶、乳过氧化物酶、溶菌酶、淀粉糖苷酶、葡糖氧化酶、超氧化物歧化酶、光解酶、calalase。
植物和动物来源的蛋白质水解产物也是高度适合的蛋白质样效应分子,例如海洋来源的蛋白质水解产物或丝水解产物。
尤其适合的是确定用于抗衰老的肽,如Matrixyl(INCI名称甘油-水-丁二醇-卡波姆-聚山梨醇酯20-棕榈酰五肽-4)、Argireline(INCI名称水,乙酰基-六肽-3)、Rigin(INCI名称水(和)-甘油(和)Steareth-20(和)棕榈酰四肽-7)、Eyeliss(INCI名称水-甘油-Hespiridin甲基查耳酮-Steareth-20-二肽-2-棕榈酰四肽-7)、Regu-Age(INCI名称氧化还原酶-大豆肽-Hydrilyzed米糠提取物)和Melanostatin-5(INCI名称水-葡聚糖-九氨酸肽-1)。
在非蛋白质样效应分子中,优选染料,例如半永久性染料或氧化染料。对本发明的分子,适合的染料是所有常用的染发剂。本领域技术人员从化妆品手册已知适合的染料,例如Schrader,Grundlagen und Rezepturen derKosmetika[Fundamentals and Formulations of Cosmetics],Hüthig Verlag,Heidelberg,1989,ISBN 3-7785-1491-1。
此外,优选抗氧化剂作为效应分子。抗氧化剂也称为自由基清除剂,能中和所谓的自由基。这些自由基是许多代谢过程和能量生产中生理性形成的攻击性化合物。它们对身体的防御反应很重要,但也可引起对遗传物质(DNA)、细胞膜和身体蛋白质的损伤。这种损伤可导致早熟性组织老化、组织死亡和癌症。抗氧化剂包含类胡萝卜素抗坏血酸(维生素C,E300)和L-抗坏血酸钠(E301)和L-抗坏血酸钙(E302);抗坏血酸棕榈酸酯(E304);丁羟基苯甲醚(E320);丁基羟甲苯(E321);钙-二钠-EDTA(E385);没食子酸盐和没食子酸丙酯(E310)、没食子酸辛酯(E311)和没食子酸十二酯(没食子酸月桂酯)(E312);异抗坏血酸(E315)和异抗坏血酸钠(E316);卵磷脂(E322);乳酸(E270);多磷酸盐类,如二磷酸盐类(E450)、三磷酸盐类(E451)和聚磷酸盐类(E452);二氧化硫(E220)和亚硫酸钠(E221)、亚硫酸氢钠(E222)、二硫化二钠(E223)、亚硫酸钾(E224)、亚硫酸钙(E226)、亚硫酸氢钙(E227)、亚硫酸氢钾(E228);硒;生育酚(维生素E,E306)和α-生育酚(E307)、γ-生育酚(E308)、δ-生育酚(E309);锡II锡II锡II氯化锡II(E512);柠檬酸(E330)和柠檬酸钠(E331)和柠檬酸钾(E332);L-谷胱甘肽、L-半胱氨酸、多酚、黄酮类、植物雌激素、谷胱甘肽和抗氧化酶超氧化物歧化酶、谷胱甘肽过氧化物酶和过氧化氢酶。
根据本发明,作为抗氧化剂,至少一种化合物选自上述抗氧化剂。
其他适合的效应分子是类胡萝卜素。根据本发明,类胡萝卜素理解为单个地或作为混合物的下列化合物:β-胡萝卜素、番茄红素、叶黄素、虾青素、玉米黄素、隐黄素、桔黄素(citranaxanthin)、斑蝥黄、胭脂树橙、β-4-阿朴胡萝卜素醛(beta-Apo-4-carotenal)、β-8-阿朴胡萝卜素醛(beta-Apo-8-carotenal)、β-8-阿朴胡萝卜酸酯(carotenoic ester)。优选使用的类胡萝卜素是β-胡萝卜素、番茄红素、叶黄素、虾青素、玉米黄素、citranaxanthin和斑蝥素。
在本发明的上下文中,类视黄醇指维生素A醇(视黄醇)和其衍生物,如维生素A醛(视黄醛)、维生素A酸(视黄酸)和维生素A酯(例如视黄乙酸酯、视黄丙酸酯和视黄棕榈酸酯)。此处术语视黄酸包含全反式视黄酸,还有13-顺-视黄酸。术语视黄醇和视黄醛包含全反式化合物。优选用于根据本发明的悬液的类视黄醇是全反式视黄醇,下文中称为视黄醇。
其他优选的效应分子是维生素,尤其是维生素A及其酯。
维生素是在动物和人体内不合成或仅合成不足量的必需有机化合物。基于此定义,已将13种成分或成分族分类为维生素。脂溶性维生素包含维生素A(视黄醇类)、维生素D(麦角钙化固醇类)、维生素E(生育酚类、生育三烯酚类)和维生素K(叶绿醌类)。水溶性维生素包含维生素B1(硫胺素)、维生素B2(核黄素)、维生素B6(吡哆醛族)、维生素B12(钴胺素)、维生素C(L-抗坏血酸)、泛酸、生物素、叶酸和烟酸。
来自A、C、E和F族的维生素类、维生素原类(provitamins)和维生素前体类,尤其是3,4-二去氢视黄醇、β-胡萝卜素(维生素A的维生素原)、抗坏血酸(维生素C)和抗坏血酸的棕榈酸酯类、抗坏血酸的葡糖苷类或磷酸酯类、生育酚类、尤其是a-生育酚,和其酯例如乙酸酯、烟酸酯、磷酸酯和琥珀酸酯,以及理解为表示必需脂肪酸的维生素F,特别是亚油酸、亚麻酸和花生四烯酸。
维生素E是一组具有抗氧化和非抗氧化效应的八种(至今)脂溶性物质的集合术语。维生素E是动物细胞的所有膜的成分,但仅由具有光合活性的生物体形成,如植物和蓝细菌。已知的八种维生素E形式中,四种是生育酚类(α-生育酚、β-生育酚、γ-生育酚和δ-生育酚)。迄今已知的维生素E的另外四种形式称为生育三烯酚类(α-生育三烯酚、β-生育三烯酚、γ-生育三烯酚和δ-生育三烯酚)。此外,这些物质的衍生物(如α-生育酚乙酸酯)也可以是有利的。
维生素A及其衍生物和维生素原有利地表现独特的皮肤光滑效应。
根据本发明,优先使用的维生素B族的维生素、维生素原或维生素前体或其衍生物和2-呋喃酮的衍生物尤其是包含:
维生素B1,俗名硫胺素,化学名3-[(4’-氨基-2’-甲基-5’-嘧啶基)-甲基]-5-(2-羟乙基)-4-噻唑氯化物。
维生素B2,俗名核黄素,化学名7,8-二甲基-10-(1-D-核糖醇基(ribityl))-苯并[g]蝶啶-2,4(3H,10H)-二酮。核黄素在例如乳清中以游离形式存在,其他核黄素衍生物可从细菌和酵母分离。来素黄素是同样适合于本发明的核黄素立体异构体,其可从鱼粉或肝脏分离,且具有D-阿糖醇基(arabityl)而非D-核糖醇基。
维生素B3。这个名称常用于化合物烟酸和烟酰胺(尼克酰胺)。根据本发明,优选烟酰胺。
维生素B5(泛酸和泛醇)。优选使用泛醇。根据本发明可使用的泛醇衍生物尤其是泛醇的酯和醚,以及阳离子化衍生的泛醇。在本发明的另一个优选实施方案中,除泛酸或泛醇外,也可使用2-呋喃酮的衍生物。尤其优选的衍生物还有市售物质,俗名泛内酯(默克(Merck))的二氢-3羟基-4,4-二甲基1-2(3H)-呋喃酮、4羟甲基-γ-丁内酯(默克)、3,3-二甲基-2-羟基-g-丁内酯(Aldrich)和2,5-二氢-5-甲氧-2-呋喃酮(默克),明确地包括所有立体异构体。
维生素B6,其在此处不理解为表示均一的物质,而是俗名为吡哆醇、吡哆胺和吡哆醛的已知的5-羟甲基-2-甲基吡啶-3-醇的衍生物。
维生素B7(生物素),也称为维生素H或“皮肤维生素”。生物素是(3aS,4S,6aR)-2-氧六氢噻吩[3,4-d]咪唑-4-戊酸。
根据本发明尤其优选泛醇、泛内酯、烟酰胺和生物素。
根据本发明,可使用适合的衍生物(盐、酯、糖、核苷酸、核苷、肽和脂)。
作为来自该类型的亲脂的、可油溶性的抗氧化剂,优选生育酚和其衍生物、没食子酸酯、黄酮类和类胡萝卜素类,以及丁基羟甲苯/茴香醚。优选的水溶性抗氧化剂是氨基酸(例如酪氨酸和半胱氨酸)和其衍生物,以及单宁酸,尤其是植物来源的单宁酸。
三萜,尤其是三萜酸(triterpenoic acid),如乌索酸、迷迭香酸、桦木酸、乳香酸和泻根酸。
其他优选的效应分子优选低剂量果酸(α-羟酸),例如苹果酸、柠檬酸、乳酸、酒石酸、乙醇酸。
根据本发明,至少从上述果酸类型中选择一种化合物作为效应分子。
这些效应分子可按以0.1%-35%、优选0.1%-10%、尤其是1%-10%、1%-5%的浓度存在。
其他优选的效应分子是尿素及其衍生物。这些效应分子可以0.1%-25%、优选0.1%-10%、尤其是1%-10%、1%-5%的浓度存在。
在本发明的一个实施方案中,将效应分子连接至疏水蛋白多肽序列。
将效应分子连接至疏水蛋白多肽序列。效应分子和疏水蛋白多肽序列间的结合可以是共价的或基于离子或范德瓦尔斯相互作用。
优选共价连接。这可通过例如疏水蛋白多肽序列的侧链进行,尤其是通过氨基官能团或羧基官能团或巯基官能团进行。优选通过一个或多个赖氨酸基团的氨基官能团、一个或多个半胱氨酸的巯基官能团、或通过疏水蛋白多肽的N端或C端官能团的连接。效应分子与疏水蛋白多肽序列的连接可直接进行,即作为效应分子和疏水蛋白多肽序列中已有的两个化学官能团的共价连接,例如疏水蛋白多肽序列的氨基官能团与效应分子的羧基官能团连接成酰胺。然而,也可通过所谓的连接体进行连接,即至少双功能团分子,其用一个官能团参与与疏水蛋白多肽序列的一个官能团形成的键,而用另一个官能团与效应分子连接。
若效应分子同样由多肽序列组成,则效应分子和疏水蛋白多肽序列的连接可通过所谓的融合蛋白质进行,即由这两部分序列(即效应分子和疏水蛋白多肽序列)组成的连续多肽序列。
也可能在效应分子和疏水蛋白多肽序列之间插入所谓的间隔元件,例如具有蛋白酶、脂肪酶、酯酶、磷酸酶、水解酶的潜在切割位点的多肽序列,或允许融合蛋白质的简单纯化的多肽序列,例如所谓的His标签,即寡聚组氨酸基团。
在非蛋白质样效应分子的情况中,与疏水蛋白多肽序列的连接优选通过疏水蛋白多肽上可功能化的基团(侧链基团)进行,其该基团与效应分子化学官能团形成共价键。
在此优选通过疏水蛋白多肽的氨基、巯基或羟基官能团的键连接,这些官能团可选地在激活后,可与例如效应分子的羧基官能团形成对应的酰胺键、硫酯键或酯键。
另一种优选的疏水蛋白多肽序列与效应分子的连接是使用定制的(tailored)连接体。这种连接体具有两个或多个所谓的结合团,通过结合团,其可连接疏水蛋白多肽序列和一个或多个效应分子。例如,疏水蛋白肽的结合团可以是巯基官能团,通过该官能团,连接体可与疏水蛋白多肽的半胱氨酸基团形成二硫键。效应分子的结合团可以是例如羧基官能团,通过该官能团,连接体可与效应分子的羟基官能团形成酯键。
这种定制的连接体的使用允许对希望的效应分子的连接的精确匹配。此外,从而可能按确定的方式将多个效应分子与疏水蛋白多肽序列连接。
所用的连接体由待偶联的功能性决定。合适的分子例如利用巯基反应基团(例如马来酰亚胺、吡啶基二硫化物、α-卤代乙酰基、乙烯砜)偶联至疏水蛋白多肽、利用下列基团与效应分子偶联的分子,所述下列基团是:
-巯基反应基团(例如马来酰亚胺、吡啶基二硫化物、α-卤代乙酰基、乙烯砜)、胺反应基团(例如琥珀酰亚胺酯、碳二亚胺、羟甲基膦、亚氨酸酯、PFP等);
-糖和氧化糖反应基团(例如肼类等);
-羧基反应基团(例如碳二亚胺类等);
-羟基反应基团(例如异氰酸酯类等);
-胸腺嘧啶反应基团(例如补骨脂素等);
-非选择性基团(例如芳基氮化物类等);
-光活化基团(例如全氟苯基氮化物等);
-金属络合基团(例如EDTA、hexahis、铁蛋白);
-抗体和抗体片段(例如单链抗体、抗体的F(ab)片段、催化抗体)。
备选地,例如可利用碳二亚胺、戊二醛或本领域技术人员已知的其他交联剂,在活性成分/效应物质和角蛋白结合结构域间进行直接偶联,
连接体可以是稳定的、可热切割的、可光切割的或可酶切割的(尤其是通过脂肪酶、酯酶、蛋白酶、磷酸酶、水解酶等)。对应的化学结构为本领域技术人员已知并插入分子的各部分之间。
可用于本发明分子的可酶切割的连接体的实例在WO 98/01406(第3页第30行-第23页第9行)中说明,其全部内容在此明确引用作为参考。
根据本发明包含疏水蛋白作为渗透增强剂的制剂在人用化妆品(尤其是皮肤护理和头发护理、牙齿护理)、动物护理、皮革护理和皮革加工中具有相对宽的应用领域。
优选地,制剂用于皮肤、指甲、牙齿和头发化妆品。它们允许皮肤护理、指甲护理、牙齿和头发护理或皮肤保护、指甲保护、牙齿保护和头发保护效应物质的高浓度和长作用时间。
对生产头发化妆品、牙齿化妆品或皮肤化妆品制剂,适合的辅剂和添加剂为本领域技术人员已知和见于化妆品手册,例如Schrader,Grundlagen und Rezepturen der Kosmetika[Fundamentals andFormulations of Cosmetics],Hüthig Verlag,Heidelberg,1989,ISBN 3-7785-1491-1。
根据另一个实施方案,这种头发化妆品或皮肤化妆品或牙齿化妆品制剂用于皮肤或头发或牙齿的护理和保护,它们是乳剂、分散剂、混悬剂、水性表面活性剂、奶、洗液、霜剂、香脂剂(balm)、软膏剂、凝胶剂、颗粒剂、粉剂、棒制剂(如唇膏)、泡沫、气溶胶或喷雾的形式。这种制剂高度适合于局部用制剂。适合的乳剂是水包油乳剂(O/W型)和油包水乳剂(W/O型)或微乳。
通常,头发化妆品、牙齿化妆品或皮肤化妆品制剂用于皮肤(局部)、牙齿或头发的应用。局部用制剂在此理解为指适合以良好的分布和优选以可被皮肤吸收的形式将活性成分涂至皮肤的那些制剂。对此具有适合性的是例如水和水-醇溶液、喷雾、泡沫、泡沫气雾剂、软膏剂、水凝胶、O/W或W/O型乳剂、微乳或化妆棒制剂。
根据本发明的化妆品组合物的优选实施方案,组合物包含载体。优选的载体是水、气体、基于水的液体、油、凝胶、乳剂或微乳、分散剂或其混合物。指定的载体表现良好的皮肤相容性。水凝胶、乳剂或微乳对局部用制剂尤其有益。
可使用的乳化剂是非离子表面活性剂、兼性离子表面活性剂、两性表面活性剂或阴离子乳化剂。根据组合物,乳化剂可按0.1-10wt%、优选1-5wt%的量存在于本发明的组合物中。
可使用的非离子表面活性剂是例如来自以下的表面活性剂:
2-30摩尔的环氧乙烷和/或0-5摩尔的环氧丙烷加成至具有8-22个碳原子的直链脂肪醇、具有12-22个碳原子的脂肪酸,和烷基具有8-15个碳原子的烷基酚的加成产物;
1-30摩尔环氧乙烷加至甘油的加成产物的C12/18脂肪酸单酯或二酯;
具有6-22个碳原子的饱和和不饱和脂肪酸的甘油单酯和二酯、脱水山梨糖醇单酯和二酯,及其环氧乙烷加成产物;
烷基中具有8-22个碳原子的烷基单糖苷或寡糖苷及其乙氧基化类似物;
15-60摩尔环氧乙烷加成至蓖麻油和/或氢化蓖麻油的加成产物;
多元醇酯,尤其是聚甘油酯,例如聚甘油聚蓖酸酯、聚甘油聚-12-羟基硬脂酸酯或聚甘油dimerate。来自这些物质种类的两种或多种化合物的混合物也同样适合;
2-15摩尔环氧乙烷加成至蓖麻油和/或氢化蓖麻油的加成产物;
基于直链、支链、饱和或不饱和的C6/22脂肪酸类、蓖麻油酸和12-羟基硬脂酸、甘油、聚甘油、季戊四醇、二季戊四醇、糖醇类(如山梨醇)、烷基葡糖苷类(例如甲基葡糖苷、丁基葡糖苷、十二烷基葡糖苷)和聚葡糖苷类(例如纤维素)的偏酯;
单烷基磷酸类、二烷基磷酸类和三烷基磷酸类、单PEG、二PEG和/或三PEG烷基磷酸类及其盐;
羊毛蜡醇类;
聚硅氧烷-聚烷基-聚醚共聚物类或对应的衍生物;
如DE-C 1165574中的季戊四醇、脂肪酸、柠檬酸和脂肪醇的混合酯,和/或具有6-12个碳原子的脂肪酸、甲基葡萄糖、多元醇(优选甘油或聚甘油)和聚二醇的混合酯;
甜菜碱。
此外,兼性离子表面活性剂可用作乳化剂。兼性离子表面活性剂是用来指分子中具有至少一个季铵基团和至少一个羧基基团或一个磺酸盐基团的表面活性化合物的术语。尤其适合的兼性离子表面活性剂是所谓的甜菜碱,如N-烷基-N,N-二甲铵甘氨酸盐(例如椰油烷基二甲铵甘氨酸盐)、N-酰基氨基丙基-N,N二甲铵甘氨酸盐(例如椰油酰基氨基丙基二甲铵甘氨酸盐)、各种情况中在烷基或酰基内具有8-18个碳原子的2-烷基-3-羧甲基-3-羟乙基咪唑啉,和椰油酰基氨基乙基羟乙基羧甲基甘氨酸盐,尤其优选在CTFA名称Cocamidopropyl Betaine下已知的脂肪酸酰胺衍生物。
两性表面活性剂是同样适合的乳化剂。两性表面活性剂理解为指表面活性化合物,其分子中除C8,18-烷基或酰基基团外,包含至少一个游离氨基和至少一个-COOH或-SO3H基团,并能形成内盐。适合的两性表面活性剂的实例是N-烷基甘氨酸、N-烷基丙酸、N-烷基氨基丁酸、N-烷基亚氨基二丙酸、N-羟乙基-N-烷基氨基丙基甘氨酸、N-烷基牛磺酸、N-烷基肌氨酸、2-烷基氨基丙酸,和各种情况中在烷基内具有约8-18个碳原子的烷基氨基乙酸。
尤其优选的两性表面活性剂是N-椰油烷基氨基丙酸盐、椰油酰基氨基乙基氨基丙酸盐和C12/18酰基肌氨酸。除两性乳化剂外,季化乳化剂也适合,尤其优选esterquat类型的四元乳化剂,优选甲基季铵化的二脂肪酸三羟乙基胺酯盐。此外,可使用的阴离子乳化剂是烷基醚硫酸盐类、甘油一酯硫酸盐类、脂肪酸硫酸盐类、磺基丁二酸盐类和/或醚羧酸类。
适合的油体是基于具有6-18(优选8-10)个碳原子的脂肪酸的Guerbet醇、直链C6-C22脂肪酸与直链C6-C22脂肪醇的酯、支链C6-C13羧酸与直链C6-C22脂肪醇的酯、直链C6-C22脂肪酸与支链醇(尤其是2-乙基己醇)的酯、直链和/或支链脂肪酸与多羟基醇(例如丙二醇、dimerdiol或trimertriol)和/或Guerbet醇的酯、基于C6-C10脂肪酸的甘油三酯类、基于C6-C18脂肪酸的液体甘油一酯/二酯/三酯的混合物、C6-C22脂肪醇和/或Guerbet醇与芳香羧酸(尤其是苯甲酸)的酯、C2-C12二羧酸与具有1-22个碳原子的直链或支链醇或具有2-10个碳原子和2-6个羟基的多元醇的酯、植物油、支链伯醇、取代环己烷、直链C6-C22脂肪醇碳酸酯、Guerbet碳酸酯、苯甲酸与直链和/或支链C6-C22醇(例如TN)的酯、二烷基醚、多元醇环氧化的脂肪酸酯的开环产物、硅油和/或脂肪族或环烷烃类。硅氧烷化合物也是可用的油体,例如二甲基聚硅氧烷;甲基苯基硅氧烷;环状硅氧烷;氨基、脂肪酸、醇、聚醚、环氧、氟、烷基和/或糖苷修饰的硅氧烷化合物,其在室温下可以是液体或树脂样。根据组合物不同,油体可按1-90wt%、优选5-80wt%、尤其是10-50wt%的量存在于本发明的组合物中。
用于除臭剂的适合的效应分子(ii)尤其是:芳香油、环糊精类、离子交换剂、蓖麻油酸锌、抗微生物/抑菌化合物(例如DCMX、Irgasan DP300、TCC)。
以下适合用作止汗剂:单宁类和锌/铝盐。
除已述辅剂外,制剂包含选自0.000001-10wt%、0.0001-10wt%、0.001-10wt%、0.01-10wt%、0.1-10wt%和1-10wt%的疏水蛋白部分。
在本发明的一个实施方案中,将疏水蛋白用作作物保护组合物中的渗透增强剂。
本发明还提供制备包含疏水蛋白的作物保护组合物的方法,以及包含疏水蛋白的作物保护组合物。
除已述辅剂外,作物保护组合物包含选自0.000001-10wt%、0.0001-10wt%、0.001-10wt%、0.01-10wt%、0.1-10wt%和1-10wt%的疏水蛋白部分。
活性成分和/或效应物质的含量可在大范围内变化。具体而言,两性聚合物组合物允许所谓活性成分浓缩物的制备,该浓缩物含至少5wt%的活性成分量,例如根据组合物的总重量,以5-50wt%的量、尤其是5-20wt%的量包含活性成分。
有利地,本发明的水性活性成分组合物可配制为无溶剂或低溶剂的,即根据组合物的总重量,水性活性成分组合物中有机溶剂的部分通常是不超过10wt%,优选不超过5wt%,优选不超过1wt%。
大量不同的活性成分和效应物质可配制入本发明的水性组合物。本发明的特定实施方案涉及用于作物保护的活性成分(即除草剂、杀真菌剂、杀线虫剂、杀螨剂、杀虫剂的活性成分)和调节植物生长的活性成分的配制。
可配制为本发明的水性活性成分组合物的杀真菌活性成分的实例包含:
-酰基丙氨酸,如苯霜灵、甲霜灵、呋酰胺、恶霜灵;
-胺衍生物,如aldimorph、多果定、十二环吗啉、丁苯吗啉、苯锈啶、双胍盐、双胍辛胺、spiroxamin、十三吗啉;
-苯胺基嘧啶,如嘧霉胺、嘧菌胺或cyrodinyl;
-抗生素,如放线菌酮、灰黄霉素、casugamycin、游霉素、多氧菌素和链霉素;
-吡咯类,如联苯三唑醇、bromoconazole、环丙唑醇、苯醚甲环唑、dinitroconazole、氟环唑、腈苯唑、fluquiconazole、氟硅唑、粉唑醇、己唑醇、抑霉唑、种菌唑、叶菌唑、腈菌唑、配那唑、丙环唑、咪鲜胺、丙硫菌唑、戊唑醇、氟醚唑、三唑酮、三唑醇、氟菌唑、灭菌唑;
-如通过通式描述于EP-A 897904中的2-甲氧基二苯酮类,例如metrafenone;
-二羧酰亚胺类,如异菌脲、甲菌利、腐霉利、乙烯菌核利;
-二硫代甲氨酸酯类,如福美铁、代森钠、代森锰、代森锰锌、威百亩、代森联、丙森锌、代森福美锌、福美双、福美锌、代森锌;
-杂环化合物,如敌菌灵、苯菌灵、啶酰菌胺、苯咪氨甲酯、萎锈灵、氧化萎锈灵、cyazofamid、福美甲酯、二氰蒽醌、famoxadone、fenamidone、氯苯嘧啶醇、麦穗宁、氟酰胺、福拉比、异丙硫环、灭锈胺、氟苯嘧啶醇、picobezamid、噻菌灵、proquinazid、碇斑肟、咯喹酮、喹氧灵、silthiofam、噻苯咪唑、噻呋酰胺、甲基硫菌灵、tiadinil、三环唑、嗪氨灵;
-硝基苯基衍生物,如乐杀螨、消螨普、消螨通、nitrophthal-isopropyl;
-苯基吡咯,如拌种咯和咯菌腈;
-未分类的杀真菌剂,如acibenzolar-S-methyl、benthiavalicarb、carpropamid、百菌清、cyflufenamid、霜脲氰、哒菌酮、diclocymet、乙霉威、稻瘟光、ethaboxam、环酰菌胺、醋酸三苯锡、氰菌胺(fenoxanil)、嘧菌腙、氟啶胺、三乙膦酸(fosetyl)、三乙膦酸铝、iprovalicarb、六氯苯、metrafenone、戊菌隆、霜霉威、苯酞、toloclofos-methyl、五氯硝基苯、zoxamide;
-WO 03/075663中通过通式I描述的strobilurins,例如腈嘧菌酯、醚菌胺、fluoxastrobin、苯丙菌酯、苯氧菌胺、肟醚菌胺、啶氧菌酯、pyraclostrobin和布洛芬;
-次磺酸衍生物,如敌菌丹、克菌丹、抑菌灵、灭菌丹、对甲抑菌灵;
-肉桂酰胺和类似物,如烯酰吗啉、flumetover、flumorp;
-描述于例如WO 98/46608、WO 99/41255或WO 03/004465中的6-芳基-[1,2,4]三唑并[1,5-a]嘧啶(各种情况中通过通式I,第1页第8行-第11页第45行,以及式1A和表1-44,和WO 03/00465中的表A描述的化合物);
-酰胺杀真菌剂,如环二氯磺胺和(Z)-N-[α-(环丙基甲氧乙氨基)-2,3-二氟-6-(二氟甲氧基)苄基]-2-苯乙酰胺。
可配制为本发明的水性活性成分组合物的除草剂的实例包含:
-1,3,4-噻二唑,如丁噻咪草酮和三环塞草胺;
-酰胺,如二丙烯草胺、新燕灵、溴丁酰草胺、草克乐、哌草丹、噻吩草胺、草乃敌、乙氧苯草胺、甲基麦草伏、杀木膦、异恶草胺、吡唑草胺、甲草胺、乙草胺、异丙甲草胺、杀草利、抑草生、拿草特、敌稗;
-氨基磷酸类,如双丙氨酰膦、buminafos、草铵膦、草甘磷、草硫膦;
-氨基三唑类,如氨基连三唑、酰苯胺类(如莎稗磷)、苯噻酰草胺;
-芳氧基链烷酸,如2,4-D、2,4-DB、氯甲酰草胺、2,4-滴丙酸、精2,4-滴丙酸、2,4,5-涕丙酸、氟草烟、MCPA、MCPB、2-甲-4氯丙酸、精2-甲-4氯丙酸、草萘胺、napropanilide、定草酯
-苯甲酸类,如草灭平、麦草畏;
-benzothiadiazinones,如苯达松;
-漂白剂类,如异恶草松、吡氟酰草胺、氟咯草酮、氟胺草唑、氟啶草酮、吡唑特、磺草酮;
-氨基甲酸酯类,如双酰草胺、氯炔灵、氯普芬、甜菜安、甜菜宁、灭草猛;
-喹啉酸类,如二氯喹啉酸、氯甲喹啉酸;
-二氯丙酸类,如茅草枯;
-二氢苯并呋喃类,如乙氧呋草黄;
-二氢呋喃-3-酮,如呋草酮;
-二硝基苯胺类,如氟草胺、地禾安、敌乐胺、乙丁烯氟灵、氟消草、异丙乐灵、甲磺乐灵、氨磺乐灵、二甲戊灵、氨氟乐灵、环丙氟灵、氟乐灵;二硝基酚类(如溴酚肟)、地乐酚、乙酸地乐酚、特乐酚、DNOC、minoterb acetate;
-二苯基醚类,如三氟羧草醚钠、苯草醚、甲羧除草醚、草枯醚、枯莠隆、ethoxyfen、消草醚、乙羧氟草醚、氟磺胺草醚、呋氧草醚、乳氟禾草灵、除草醚、三氟甲草醚(nitrofluorfen)、乙氧氟草醚;
-联吡啶类,如牧草快(cyperquat)、野燕枯甲基硫酸盐、敌草快、二氯百草枯;
-咪唑类,如丁咪酰胺;
-咪唑啉酮类,如imazamethapyr、灭草烟、灭草喹、imazethabenz-methyl、咪草烟、甲基咪草烟、甲氧咪草烟(imazamox);
-噁二唑类,如灭草唑、炔恶草酮、恶草酮;
-环氧乙烷类,如灭草环;
-酚类,如溴草腈、碘苯腈;
-苯氧基苯氧基丙酸酯,如炔草酯、氰氟草酯、禾草灵、恶唑禾草灵、精恶唑禾草灵、fenthiapropethyl、吡氟禾草灵(fluazifop-butyl)、精吡氟禾草灵、氟吡乙禾灵、氟吡禾灵、精氟吡禾灵、异恶草醚、恶草酸、喹禾灵、精喹禾灵、喹禾糠酯;
-苯乙酸类,如伐草克;
-苯丙酸类,如chlorophenprop-methyl;
-无机焦磷酸盐活性成分,如吡草酮、吲哚酮草酯、氟烯草酸、丙炔氟草胺、炔草胺、flupropacil、苄草唑、甲磺草胺、thidiazimin;
-吡唑类,如吡氯草胺(nipyraclofen);
-哒嗪类,如氯草敏、马来酸酰酐、达草灭、哒草特;
-吡啶羧酸类,如二氯吡啶酸、氟硫草定、毒莠定、噻草定(thiazopyr);
-嘧啶醚类,如pyrithiobac acid、嘧草硫醚、KIH-2023、KIH-6127;
-氨磺酰,如唑嘧磺草胺、磺草唑胺;
-triazolecarboxamides,如triazofenamid;
-尿嘧啶类,如除草定、环草定、特草定;
-还有草除灵、呋草黄、地散磷、氟草黄(benzofluor)、苯达松、抑草磷、唑草胺(cafenstrole)、二甲基敌草索、环庚草醚、敌草腈、桥氧酞钠、fluorbentranil、氟草磺、氟草磺胺(perfluidone)、哌草磷、topramezone和prohexanedione-calcium;
-磺酰脲类,如酰嘧磺隆、四唑嘧磺隆、苄嘧磺隆、氯嘧磺隆、氯磺隆、醚磺隆、环胺磺隆、胺苯磺隆、啶嘧磺隆、氯吡嘧磺隆、唑吡嘧磺隆、甲磺隆、烟嘧磺隆、氟嘧磺隆、氟磺隆、吡嘧磺隆、砜嘧磺隆、甲嘧磺隆、噻吩磺隆、醚苯磺隆、苯磺隆、氟胺磺隆、三氟甲磺隆(tritosulfuron);
-环己烯酮型的作物保护活性成分,如禾草灭、烯草酮、cloproxydim、噻草酮、稀乐定和三甲苯草酮。尤其优选的环己烯酮型的除草活性成分是epraloxydim(cf.AGROW,No.243,3.11.95,第21页,caloxydim)和2-(1-[2-{4-氯苯氧基}丙基-氧亚胺基]丁基)-3-羟基-5-(2H-四氢噻喃-3-基)-2-环己烯-1-酮;尤其优选的磺酰脲型除草活性成分是N-(((4-甲氧基-6-[三氟甲基]-1,3,5-三嗪-2-基)氨基)羰基)-2-(三氟甲基)苯磺酰胺。
可配制为本发明的水性活性成分组合物的杀虫剂的实例包含:
-有机磷酸盐类,如高灭磷、保棉磷、毒死蜱、毒虫畏、二嗪农、敌敌畏、甲基毒虫畏、蔬果磷、百治磷、乐果、乙拌磷、乙硫磷、EPN、杀螟松、倍硫磷、异噁唑磷、马拉硫磷、甲胺磷、杀扑磷、甲基对硫磷、速灭磷、久效磷、砜吸磷、对氧磷、对硫磷、稻丰散、伏杀硫磷、亚胺硫磷、磷胺、甲拌磷、辛硫磷、甲嘧硫磷(pirimiphos-methyl)、丙溴磷、丙硫磷、嘧啶磷、吡唑硫磷、哒嗪硫磷、sulprophos、三唑磷、敌百虫、司替罗磷、蚜灭多;
-氨基甲酸酯,如棉铃威、丙硫克百威、噁虫威、甲萘威、克百威、呋喃威、苯氧威、呋线威、全垒打(indoxacarb)、灭虫威、灭多虫、草氨酰、抗蚜威、残杀威、硫双威、唑蚜威;
-拟除虫菊酯类,如联苯菊酯、氟氯氰菊酯、乙氰菊酯、氯氰菊酯、溴氰菊酯、杀灭阿菊酯、醚菊酯、甲氰菊酯、氰戊菊酯、三氟氯氰菊酯、λ-三氟氯氰菊酯、氯菊酯、硅白灵(silafluofen)、τ-氟胺氰菊酯、七氟菊酯、四溴菊酯、α-氯氰菊酯、ζ-氯氰菊酯、氯菊酯;
-节肢动物生长调节剂:a)壳多糖合成抑制剂,例如苯甲酰脲类,如氟啶脲、除虫脲、氟环脲、氟虫脲(flufenoxuron)、氟铃脲、氯芬奴隆、novaluron、氟苯脲、杀铃脲;噻嗪酮、diofenolan、噻螨酮、etoxazole、clofentazine;b)蜕皮激素拮抗剂,如氯虫酰肼、甲氧虫酰肼、虫酰肼;c)juvenoids,如吡丙醚、烯虫酯、苯氧威;d)脂质生物合成抑制剂,如螺螨酯。
-neonicotinoids,如氟啶虫酰胺、可尼丁、dinotefuran、吡虫啉、快胜(thiocyclam)、烯啶虫胺、nithiazin、啶虫脒、thiacloprid;
-其他未分类的杀虫剂,如阿巴克丁、灭螨醌、啶虫脒、双甲脒、印楝素、杀虫磺杀虫剂、巴丹、虫螨腈、氯苯脒、环丙马秦、丁醚脲、dinetofuran、diofenolan、依马菌素、硫丹、ethiprole、喹螨醚、氟虫腈、伐虫脒、伐螨脒、γ-HCH伏蚁腙、吡虫啉、全垒打、异丙威、速灭威、哒螨灵、吡蚜酮、spinosad、吡螨胺、噻虫嗪、杀虫环、XMC和灭杀威;和
-N-苯基缩氨基脲,如EP-A 462 456中通式I所描述,尤其是通式IV的化合物
其中R11和R12彼此独立地为氢、卤素、CN、C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷基或C1-C4-卤代烷氧基;R13为C1-C4-烷氧基、C1-C4-卤代烷基或C1-C4-卤代烷氧基,例如R1为3-CF3、R2为4-CN和R3为4-OCF3的化合物IV。
可用的生长调节剂是例如矮壮素、缩节胺、调环酸钙盐或来自赤霉素家族的成员。赤霉素包含例如赤霉素GA1、GA3、GA4、GA5和GA7等,和对应的外-16,17-二氢赤霉素,及其衍生物,例如与C1-C4羧酸的酯。根据本发明,优选外-16,17-二氢-GA513-乙酸酯。
本发明的优选实施方案涉及本发明的疏水蛋白在制备杀虫剂的水性活性成分组合物中的用途,尤其是strobilurins、吡咯和6-芳基三唑并[1,5a]嘧啶,如各种情况中通过通式I描述于例如WO 98/46608、WO 99/41255或WO 03/004465(第1页第8行-第11页第45行,以及WO 03/00465中式1A以及表1-44和表A描述的化合物),尤其是通式V的活性成分,
其中:
Rx是NR14R15基团或直链或支链的C1-C8烷基,其任选被卤素、OH、C1-C4-烷氧基、苯基或C3-C6-环烷基、C2-C6-烯基、C3-C6-环烷基、C3-C6-环烯基、苯基或萘基,其中所述的最后4个基团可具有选自卤素、OH、C1-C4-烷基、C1-C4-卤代烷氧基、C1-C4-烷氧基和C1-C4-卤代烷基的1、2、3或4个取代基;
R14、R15彼此独立,为卤素、C1-C8-烷基、C1-C8-卤代烷基、C3-C10-环烷基、C3-C6-卤代环烷基、C2-C8-烯基、C4-C10-链二烯基、C2-C8-卤代烯基、C3-C6-环烯基、C2-C8-卤代环烯基、C2-C8-炔基、C2-C8-卤代炔基或C3-C6-环炔基;
R14和R15与它们结合的氮原子一起,是有5-8元杂环基,其通过N结合,可包含1、2或3个来自O、N和S的其他杂原子作为环成员,和/或可携带一个或多个选自卤素、C1-C6-烷基、C1-C6卤代烷基、C2-C6-烯基、C2-C6-卤代烯基、C1-C6-烷氧基、C1-C6-卤代烷氧基、C3-C6-烯氧基、C3-C6-卤代烯氧基、(外)-C1-C6-亚烷基和氧-C1-C3-亚烷氧基的取代基;
L选自卤素、氰基、C1-C6-烷基、C1-C4-卤代烷基、C1-C6-烷氧基、C1-C4-卤代烷氧基和C1-C6-烷氧基羰基;
L1是卤素、C1-C6-烷基或C1-C6-卤代烷基,尤其是氟和氯;
X是卤素、C1-C4-烷基、氰基、C1-C4-烷氧基或C1-C4-卤代烷基,优选卤素或甲基,且尤其是氯。
式V化合物的实例是:
5-氯-7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(4-甲基哌嗪-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(吗啉-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(哌啶-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(吗啉-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(异丙基氨基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(环戊基氨基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(2,2,2-三氟乙基氨基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(1,1,1-三氟丙烷-2-基氨基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并-[1,5-a]嘧啶;
5-氯-7-(3,3-二甲基丁烷-2-基氨基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并-[1,5-a]嘧啶;
5-氯-7-(环己基甲基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(环己基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(2-甲基丁烷-3-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(3-甲基丙烷-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(4-甲基环己烷-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(己烷-3-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(2-甲基丁烷-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(3-甲基丁烷-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-氯-7-(1-甲基丙烷-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(4-甲基哌嗪-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(吗啉-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(哌啶-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(吗啉-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(异丙基氨基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(环戊基氨基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(2,2,2-三氟乙基氨基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(1,1,1-三氟丙烷-2-基氨基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并-[1,5-a]嘧啶;
5-甲基-7-(3,3-二甲基丁烷-2-基氨基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(环己基甲基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(环己基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(2-甲基丁烷-3-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(3-甲基丙烷-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(4-甲基环己烷-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(己烷-3-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(2-甲基丁烷-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(3-甲基丁烷-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶;
5-甲基-7-(1-甲基丙烷-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶。
本发明的另一个优选实施方案涉及用疏水蛋白作为渗透增强剂来生产杀虫剂的水性活性成分组合物的用途,尤其是芳基吡咯类(如虫螨腈)、拟除虫菊酯(如联苯菊酯、氟氯氰菊酯、乙氰菊酯、氯氰菊酯、溴氰菊酯、杀灭阿菊酯、醚菊酯、甲氰菊酯、氰戊菊酯、三氟氯氰菊酯、λ-三氟氯氰菊酯、氯菊酯、硅白灵、τ-氟胺氰菊酯、七氟菊酯、四溴菊酯、α-氯氰菊酯、ζ-氯氰菊酯、氯菊酯)、neonicotinoids、式IV的缩氨基脲类、氟虫腈的组合物。
在本发明的一个实施方案中,用疏水蛋白作渗透增强剂导致产生预期效应所需的活性成分浓度降低,这种降低达到1%、2%、3%、4%、5%、%、7%、8%、9%、10%,优选11%、12%、13%、14%、15%、16%、18%、20%,尤其优选22%、25%、30%、35%、40%、45%、50%,尤其是60%、70%、80%、90%。
在本发明的一个实施方案中,首先将磷酸盐缓冲溶液加至待处理的表面或相界。将浓度为0.01-0.2wt%的疏水蛋白溶解于pH7.5、50mM的NaH2PO4。
用疏水蛋白溶液孵育后,进行包含至少一种活性成分的制剂的应用。
本发明还提供在局部应用中提高活性成分的吸收的方法,其中疏水蛋白的应用:
a)在活性成分之前;
或
b)与活性成分同时。
本发明还提供在局部应用中改善活性物质吸收的组合物的生产方法,其中将固体形式的疏水蛋白、有机或无机介质中的溶液或分散体形式的疏水蛋白引入至含有至少一种活性成分的制剂中。
实施例
实施例1a
背景是这样的考虑:细胞与能有效抗氧化的参考物质孵育,在作为渗透增强剂的疏水蛋白A(来自WO2007/14897的SEQ ID 20)或B(来自WO2007/14897的SEQ ID 26)的影响下,导致抗氧化能力增强。除已用参考物质和无渗透增强剂培养的培养物外,所用的对照是未处理的培养物和载体处理的培养物。
为确定剂量,在主要的实验开始之前,利用细胞毒性测定(在此通过MTT转化)测试可用的浓度。
基于这些预实验,考虑到经济的使用,选择了0.001%的浓度来测定蛋白质对维生素C、生育酚乙酸酯和五羟黄酮抗氧化能力的影响。使用的参考物质是维生素E(α-生育酚乙酸酯)、维生素C(Mg抗坏血酸磷酸酯)和五羟黄酮。使用的测试细胞是正常的皮肤结缔组织细胞(成纤维细胞),因为这些细胞在评估方法中产生良好的信号强度。
为确定溶液的抗氧化性质,将NHDF(正常的人皮肤成纤维细胞)接种至48-孔培养板,培养至培养表面被完全覆盖。然后用这些随机培养物进行研究。首先,用测试溶液处理培养物24小时。然后,去除培养基(含测试溶液),用缓冲液洗涤细胞,与荧光染料(DCFH)孵育。然后,去除所有未吸收的染料,洗涤样品几次,用无色的测定培养基处理细胞。将包含细胞的培养板插入荧光阅读器,并用没有应激的预备阶段开始测试。作为加入H2O2的结果,在细胞内,自由基被反复诱导,其与染料反应产生荧光衍生物。然而,若自由基预先被抗氧化剂淬灭,则荧光衍生物的形成被阻止或减少。
因此,低荧光值指示高抗氧化能力。在3轮独立的实验中,这些实验的每一个进行6次重复。
然后将研究结果表示为图形。
在全部135分钟的运行时间中,为了清晰的目的,每90分钟后摄取瞬时照片(完整图像见附件)。y轴在此作为自由基与细胞内染料DCFH反应时发出的荧光,代表细胞内的氧化应激(stress)。这意味着,低的条(bar)表示低氧化应激,从而作为补充的结果表示细胞的高抗氧化能力。测量结束后用培养物的蛋白质含量对所有荧光值进行校正(用考马斯染色确定)。这补偿了细胞数目的波动,这种波动也会引起荧光的波动(由于不同的染料量)。因此显示已经细胞计数校正的数据。
生育酚乙酸酯自身对所进行的研究中使用的细胞系不具有抗氧化潜力。
然而,在三轮实验的两轮中,在疏水蛋白A/生育酚乙酸酯和疏水蛋白B/生育酚乙酸酯组合的情况中观察到了氧化应激的降低。这可以解释为蛋白质的弱阳性效应。
在三轮实验的两轮中,疏水蛋白自身引起氧化应激的轻微下降,这仅可部分地负责含生育酚乙酸酯的组合中氧化应激的下降。在第三轮中,这种影响最明显。在这一轮中,蛋白质自身未显示出氧化应激的降低,而蛋白质和生育酚乙酸酯的组合显示氧化应激的下降(图1)。
实施例1b
作为具有抗氧化潜能的另一种物质,在如实施例1a的实验条件、材料和方法下,测试了五羟黄酮对氧化应激降低的影响。
结果(图2)显示,与疏水蛋白蛋白质B组合,五羟黄酮的作用提高(0.05%的H蛋白质B与0.0006%的五羟黄酮组合)。
实施例2
疏水蛋白处理头发改善染发剂中染料的吸收和结合。
在这项测试中,使用了来自Kerling International Haarfabrik GmbH的欧洲人自然金发。
对于染发剂,测试了标准的商品化制剂(阶段1)。
测试变通方案1
配制浓度为0.01-0.2wt%的疏水蛋白A或B。溶剂为pH 7.5的50mMNaH2PO4。为了增加溶解速率,在室温下用磁力搅拌器溶解1小时。
此外,配制不含疏水蛋白的对比悬液。
头发在32℃孵育1小时,然后用饮用水漂洗并干燥。
按生产商的说明应用染发剂。
用Penaten婴儿洗发香波溶液(1%)反复洗涤(1分钟涂沫,1分钟漂洗,室温干燥),然后在干燥状态评价。
测试变通方案2
配制浓度为0.01-0.2wt%的疏水蛋白A或B。溶剂为pH 7.5的50mMNaH2PO4。为了增加溶解速率,在室温下用磁力搅拌器溶解1小时。
此外,配制不含疏水蛋白的对比悬液。
头发在32℃孵育1小时,然后直接用头发干燥器在50℃干燥。
用饮用水漂洗头发并在室温干燥。
按生产商的说明应用染发剂(hair tint)。
用Penaten婴儿洗发香波溶液(1%)反复洗涤(1分钟涂沫,1分钟漂洗,室温干燥),然后在干燥状态评价。
尤其对于第一个测试变通方案,在用疏水蛋白A和B处理头发的情况中,可能观察到染料结合和吸收的增加。
实施例3
乳酸的皮肤渗透由于疏水蛋白处理而提高。
疏水蛋白溶液的配制:
1.在Milipore水中配制1%的疏水蛋白A和B的浓溶液。通过在磁力搅拌器上900转/分剧烈搅拌45分钟溶解疏水蛋白。
2.配制1ml随时可用的疏水蛋白溶液。
800μl Millipore水
+100μl 10倍的缓冲液(500mM Tris,10mM CaCl2,pH 8)
+100μl疏水蛋白溶液
这对应于50mM Tris 1mM CaCl2和pH 8中的0.1%疏水蛋白浓溶液。
实验步骤:
1.将冰冻和脱毛的猪皮(未漂白)在室温解冻。
标记出尺寸约为2cm×2cm的应用区域;
应用以下溶液(剥离):
对照(无溶液)
100μl 0.1%H*A
100μl 0.1%H*B
2.溶液在室温孵育1.5小时。
为了去除存在的任何缓冲盐,用2×500μl的Milipore水漂洗所有的应用区域并用纸巾擦净。
3.在各种情况中对所有应用区域使用100μl 15%浓度的乳酸。
溶液在室温孵育10分钟;
用纸巾去除过量的乳酸;
在各应用区域测量猪皮的pH值。进行三次测量并使用平均值。用纸巾擦去pH测量后存在的水。使用来自Courage & Khazaka的皮肤pH计PH 905。
用来自Courage & Khazaka的Corneofix粘带(adhesive strip)去除最上面的松弛细胞层。
重新进行pH测量。
共使用了Corneofix粘带三次并在其后测量了pH。
pH | 未剥离 | 1次剥离 | 2次剥离 | 3次剥离 |
对照 | 2.83 | 3.52 | 3.62 | 3.67 |
H*A | 2.62 | 3.08 | 3.39 | 3.63 |
H*B | 2.64 | 2.89 | 3.08 | 3.26 |
结果:
可以看出,疏水蛋白包被(尤其是用疏水蛋白B(H*B),但也用疏水蛋白A(H*A))和随后的乳酸处理导致下层皮肤层(剥离后)的皮肤pH比不用疏水蛋白的对照更低。
这个结果清楚地表明,疏水蛋白导致乳酸渗透入皮肤增强,因此疏水蛋白可用作这种物质的渗透增强剂。
Claims (16)
1.疏水蛋白作为渗透增强剂的用途,其中所述疏水蛋白是指一般结构式(I)的多肽,
Xn-C1-X1-50-C2-X0-5-C3-X1-100-C4-X1-100-C5-X1-50-C6-X0-5-C7-X1-50-C8-Xm(I)
其中X是任意20种天然氨基酸,X基团在各种情况中可能相同或不同,X旁的指数在各种情况中是各个部分序列中的氨基酸数目,C是半胱氨酸、丙氨酸、丝氨酸、甘氨酸、甲硫氨酸或苏氨酸,其中命名为C的基团中至少四个是半胱氨酸,指数n和m彼此独立,为0-500之间的自然数。
2.权利要求1的用途,其中促进了通过相界的渗透。
3.权利要求1的用途,其中促进了活性成分的渗透。
4.权利要求1的用途,其中促进了效应分子的渗透。
5.权利要求1的用途,其与至少一种其他渗透增强剂组合。
6.权利要求5的用途,其中至少一种其他渗透增强剂选自以下:DMSO;十二烷基硫酸钠;二甲基甲酰胺;N-甲基甲酰胺;一元醇或多元醇类;具有8-10个碳原子的饱和和不饱和脂肪醇;烃类;烷类;酯类;氮酮类;饱和和不饱和脂肪酸类;具有至多24个碳原子的脂肪酸酯类或具有至多24个碳原子的二羧酸二酯类;和乙酸、己酸、十二酸、十四酸、十八酸和十六酸的单甘油酸酯类;磷酸盐衍生物类;萜类;尿素及其衍生物类;和醚类;胆酸盐类;聚乙氧基乙烯类;EDTA;橙花叔醇;氧化苧烯类或磷脂类。
7.权利要求6的用途,其中所述一元醇或多元醇类是乙醇、1,2-丙二醇、苄醇;所述具有8-10个碳原子的饱和和不饱和脂肪醇是十二醇或十六醇;所述烃类是矿物油;所述氮酮类是1-十二烷基氮杂环庚-2-酮、丙二醇、脱乙酰壳多糖;所述饱和和不饱和脂肪酸类是硬脂酸或油酸;所述具有至多24个碳原子的脂肪酸酯类或具有至多24个碳原子的二羧酸二酯类是甲酯类、乙酯类、异丙酯类、丁酯类、仲丁酯类、异丁酯类、叔丁酯类;磷酸盐衍生物类是卵磷脂;所述醚类是二甲基异山梨醇酯和二甘醇一乙基醚。
8.权利要求1-7中任一项的用途,其用于作物保护组合物。
9.疏水蛋白在生产组合物中的用途,所述组合物在局部应用中提高活性成分的吸收,
其中所述疏水蛋白是指一般结构式(I)的多肽,
Xn-C1-X1-50-C2-X0-5-C3-X1-100-C4-X1-100-C5-X1-50-C6-X0-5-C7-X1-50-C8-Xm(I)
其中X是任意20种天然氨基酸,X基团在各种情况中可能相同或不同,X旁的指数在各种情况中是各个部分序列中的氨基酸数目,C是半胱氨酸、丙氨酸、丝氨酸、甘氨酸、甲硫氨酸或苏氨酸,其中命名为C的基团中至少四个是半胱氨酸,指数n和m彼此独立,为0-500之间的自然数。
10.权利要求1-7和9中任一项的用途,其是半固体药剂形式。
11.权利要求10的用途,其中所述半固体药剂形式是选自软膏剂、霜剂、凝胶剂和糊剂的形式。
12.权利要求1-7和9中任一项的用途,其用于膜、基质或硬膏。
13.权利要求1-7和9中任一项的用途,其用于皮肤制剂。
14.权利要求1-7和9中任一项的用途,其用于化妆品制剂。
15.权利要求1-7和9中任一项的用途,其用于头发化妆品、皮肤化妆品或牙齿化妆品制剂中。
16.生产组合物的方法,所述组合物在局部应用中提高活性成分的吸收,其中疏水蛋白以固体形式、有机或无机介质中的溶液或分散体形式引入至包含至少一种活性成分的制剂中,其中所述疏水蛋白是指一般结构式(I)的多肽,
Xn-C1-X1-50-C2-X0-5-C3-X1-100-C4-X1-100-C5-X1-50-C6-X0-5-C7-X1-50-C8-Xm(I)
其中X是任意20种天然氨基酸,X基团在各种情况中可能相同或不同,X旁的指数在各种情况中是各个部分序列中的氨基酸数目,C是半胱氨酸、丙氨酸、丝氨酸、甘氨酸、甲硫氨酸或苏氨酸,其中命名为C的基团中至少四个是半胱氨酸,指数n和m彼此独立,为0-500之间的自然数。
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- 2008-08-20 BR BRPI0816256 patent/BRPI0816256A2/pt not_active IP Right Cessation
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US20100240774A1 (en) | 2010-09-23 |
WO2009037061A3 (de) | 2009-09-24 |
CN101842118A (zh) | 2010-09-22 |
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RU2491096C9 (ru) | 2014-02-10 |
CA2698293A1 (en) | 2009-03-26 |
JP2010539125A (ja) | 2010-12-16 |
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WO2009037061A2 (de) | 2009-03-26 |
RU2010114233A (ru) | 2011-10-20 |
RU2491096C2 (ru) | 2013-08-27 |
RU2013122925A (ru) | 2014-11-27 |
EP2200651A2 (de) | 2010-06-30 |
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