CN1023229C - 含有氧化-敏感性化合物的稳定性混合物,其制备及其组合物的应用 - Google Patents
含有氧化-敏感性化合物的稳定性混合物,其制备及其组合物的应用 Download PDFInfo
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- CN1023229C CN1023229C CN89100550A CN89100550A CN1023229C CN 1023229 C CN1023229 C CN 1023229C CN 89100550 A CN89100550 A CN 89100550A CN 89100550 A CN89100550 A CN 89100550A CN 1023229 C CN1023229 C CN 1023229C
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Abstract
一种氧化-敏感性化合物的稳定性混合物含有甘油酯、络合剂和覆盖物质及氧化-敏感性化合物。
Description
本发明涉及一种含有氧化-敏感性化合物的稳定混合物,并用于制备所述的混合物的方法,以及用于稳定氧化-敏感性化合物的物质的一种组合物。
当氧化-敏感性化合物,特别是脂溶性的维生素与空气接触时,会发生不希望的氧化。这就降低了含有这些敏感性化合物的产品的质量。特别是,当氧化-敏感性化合物用于食物、食品或药品时,该氧化-敏感性化合物在贮藏过程中由于氧化而受破坏,且在该产品中保留的这些化合物的比例下降。
为了抑制氧化,用一种抗氧化剂和(多价)螯合剂的组合物处理维生素、油和脂肪是可能的;参见E.富里埃(E.Furia),食物添加剂手册(Handbook of Food Additives),第2版,第271和274至281页(1975年),其中报道了(多价)螯合剂和抗氧化剂的复合作用是协同的。所述的(多价)螯合剂包括大量不同的化合物,例如醋酸盐、柠檬酸盐、乙二胺四乙酸盐、肌醇六磷酸钙和硫代硫酸钠等。该参考文献还提到甘油三酯,尽管不作为稳定剂,但正相反,可作为将被稳定的基体;参见上述参考文献,第280页。
(日本申请)JP-A-9204-696提出一种肌醇六磷酸、混旋α-维生素E(抗不育维生素)、天然维生素E或维生素C的组合物,用作为含有这些组分的油、脂肪酸和食物的抗氧化剂。
已提出各种方法用于稳定维生素A。例如,维生素A可被转化为乙酸酯或脂肪族酯,例如棕榈酯,且可加入一种合成的氧化抑制剂。这儿合适的氧化抑制剂为二丁基羟基甲苯(BHT)、丁基羟基苯甲醚(BHA)、去甲二氢愈创木酸(NDGA)、培酸丙酯(PG)或N,N′-二苯基对苯二胺(DPPD)。稳定维生素A的其它方法为用白明胶、酪蛋白、糊精或其它物质覆盖维生素A以切断与空气的接触,且然后制备珠粒(beadlet)或粉末。其它可能性是在天然苯酚类物质和抗坏血酸存在下将维生素A制成颗粒状或粉状固体;参见JP-A-122,424/84。
但是,对于稳定氧化-敏感性化合物的已有技术的建议是不合适的,因为既不能得到合适的该敏感性化合物的覆盖层,又不能防止由于痕量金属元素所引起的氧化促进作用。
本发明的一个目的在于提供一种氧化-敏感性化合物的稳定混合物,它是稳定的,并易于控制,且在食物、食品和药物应用中特别合适。
我们已发现通过提供一种含有氧化-敏感性化合物、一种甘油三酯、一种络合剂和一种覆盖物质的稳定混合物来达到该目的。
该甘油三酯、络合剂和覆盖物质的组合物能意想不到地给予该氧化-敏感性化合物完全保护。当这些三种活性物质的组合物的各组分仅具有较小保护效应时,该组合物给出一超加性保护效果。
在本发明的一个较好的具体实例中,该混合物附加地含有通常的抗氧化剂。它们可包括,例如,BHT、BHA和乙氧基奎。
在一个更好的具体实例中,该甘油三酯为植物油。该在本发明中有用的甘油三酯包括天然产品、从天然产品再生的甘油三酯和合成的甘油三酯。采用这些甘油三酯的一种或多种是可能的。参考文献给出应用植物油例如橄榄油、豆油、玉米油、棉子油、葵花油、花生油、棕榈油、椰子油和小麦胚芽油,也可以应用各种动物脂肪(例如
猪的脂肪、牛的脂肪、羊的脂肪和鱼油)和半合成脂肪,该半合成脂肪可通过酯基转移和再组合,包括分馏和氢化而得到。
在一个更好的具体实例中,该络合剂为肌醇六磷酸、磷酸、偏磷酸、焦磷酸或多磷酸或其一种盐。合适的盐特别是金属盐(钠盐、钾盐、钙盐)。
该络合剂还包括用于重金属离子的(多价)螯合剂和螯合剂。特别是就食物而论,应用在该文献[例如托马斯E.富里埃,食物添加剂手册,第2版,控制与报告中心出版社(CRC Press),第271-281页(1975年)]中所述的物质(食物)是可能的。例如,应用羧酸、多元羧酸、羟基羧酸、肌醇六磷酸、磷酸、多磷酸、氨基酸、酒石酸、葡糖酸、柠檬酸和乙二胺四乙酸和其金属盐(例如肌醇六磷酸钙、焦磷酸钠、六偏磷酸钠、三聚磷酸钠、酒石酸钠、葡糖酸钙、柠檬酸钠和乙二胺四乙酸钠)、柠檬酯、次氮基三乙酸钠(NTA-Na)、半胱氨酸、富马酸、马来酸和乳酸也是可能的。
应用络合剂的组合物也是可能的。
在本发明的更好的具体实例中,覆盖物质为一种成膜剂,特别是一种蛋白质如凝胶或酪蛋白,或一种糖或多糖,特别是阿拉伯树胶、藻酸盐、淀粉或一种淀粉衍生物。一种合适的糖特别是蔗糖葡萄糖或乳糖。对抗氧化剂,例如BHT、BHA或乙氧基奎,流动性控制剂,例如二氧化硅、硬脂酸钙磷酸钙,还有填料,例如淀粉、高岭土和硅酸盐也是可能的。
根据本发明将包含在该混合物中的甘油三酯和络合剂与氧化-敏感性化合物的比例可随着在具体实施例中实际所用的化合物而变动。以1份重量的氧化-敏感性化合物为基准,例如用在1至0.01份重量范围内的甘油三酯和在1至0.01份重量范围内的络合剂是可能的。
因此与甘油三酯和络合剂混合的氧化-敏感性化合物可用所需
量的覆盖物质覆盖以得到该混合物的完全覆盖。
本发明的主题也是根据本发明制备该混合物的一种方法,它包括从一种氧化-敏感性化合物、一种甘油三酯、一种络合剂和一种覆盖物质制备成一种分散体,并将这种分散体转化为一固体物质。
通常,根据本发明的混合物通过制备一种分散在甘油三酯、络合剂、覆盖物质中的一种氧化-敏感性化合物的水质分散体,且若用辅助剂,用一般方法将这分散体转化为一种固体物质,且若需要随后再用干燥方法而得到。这样一种方法给出一种合适的稳定的氧化-敏感性化合物的混合物,包括该氧化-敏感性化合物、覆盖物质、甘油三酯和络合剂。
在根据本发明的方法中,水分散体或乳剂的制备一般是通过首先溶解该水溶性物质,例如覆盖物质,它是亲水组份,及在水中的其它辅助剂以得到水溶液,且同时预混合该脂溶性物质,例如该氧化-敏感性化合物和甘油三酯来制备。通过用合适的搅拌器或匀化器使预混合料和溶液进行混合,一切东西开始分散或乳化。所得到的分散体通过冷冻干燥、真空干燥、喷雾干燥或对流干燥转化为颗粒状或粉状固体物质或将该固体物质用合适的方法制成颗粒,然后再干燥该颗粒。
在根据本发明的方法中,该干燥方法之后可用附加(添加)处理以交联该覆盖物质。若白明胶用作为覆盖物质,例如,用醛交联或进行热交联处理是可能的。也有可能在干燥工艺之后应用另一覆盖物质,例如脂肪、链烷烃、蜡、合成聚合物,例如乙酸纤维素和邻苯二甲酸纤维素等。
特别好的是,该固体物质以粒状或粉状形式存在,在该情况下,平均微粒尺寸从100至600微米是特别好的。
在本发明中所述的该氧化-敏感性化合物包括脂溶性维生素、类胡萝卜素、维生素A酸和从中衍生的化合物类、类维生素A、香料
(例如柠檬油)和香剂等。应用这些化合物的一种或多种是可能的。脂溶性维生素包括例如维生素A、维生素E、维生素D、维生素K系列和这些维生素的混合物,它均不仅可以其游离的形式存在,而且可以酯的形式存在。类胡萝卜素包括例如β-胡萝卜素、班螯黄质(canthaxanthene)柠檬黄质(citranxanthene)、β-阿朴-8′-胡萝卜酸乙酯、虾青素(astaxanthene)、胡萝卜醇例如黄体素和玉米黄质,及这些类胡萝卜素的混合物。
但是,根据本发明的这些混合物还可含有其它非氧化-敏感性组份。
下面,本发明通过参照非限制性工作和应用实施例来解释。
工作实施例1
将220份白明胶、36份糖和96份糊精加至600份水中,并加热至70℃溶解。另外,加入220份已加有3.8份维生素D3和7.2份BHT的维生素A乙酸盐,通过融熔而均匀化。所得到的混合物通过搅拌而与44份豆油和72份乙氧基奎掺合而给出一种均相混合物。此后,将20份50%强度的肌醇六磷酸加至上述水溶液中,然后加入上述维生素溶液,通过分散和混合而得到维生素分散体。将该分散体导入喷粉塔并喷雾。然后在一个流化床干燥器上干燥而得到稳定的维生素A/D3粉末。
工作实施例2
将53份白明胶和113份葡萄糖糖浆加至100份水中,且在溶胀该白明胶30分钟之后,通过加热至70℃来溶解。此后接连加入不同量的一种甘油三酯和一种络合剂,然后加入50.1份已经加入4.5毫克BHT百万个国际单位(I.u.)和100毫克乙氧基奎/百万个国际单位而稳定的维生素A乙酸盐。再加入70份水,且该混合物通过剧烈搅拌而乳化。所得到的该乳剂最终在70℃下通过一可买得到的喷雾枪喷至装满疏水性二氧化硅的氮气氛中。接着将所得到的产品
在室温下、在流化床干燥器中、在氮气流中干燥。
用下列量的在配方中的甘油三酯和络合剂重复工作实施例2(所述的份的重量均以100份重量的干的粉末为基准,其中一种配方需要加入添加剂,因此相应减少葡萄糖糖浆的用量):
工作实施例2-1
不加入络合剂或甘油三酯。
工作实施例2-2
加入5%豆油,不加入络合剂。
工作实施例2-3
加入5%花生油,不加入络合剂。
工作实施例2-4
加入5%玉米油,不加入络合剂。
工作实施例2-5
加入1%肌醇六磷酸,不加入络合剂。
工作实施例2-6
加入1%肌醇六磷酸、5%豆油。
工作实施例2-7
加入1%肌醇六磷酸、5%豆油。
工作实施例2-8
加入1%肌醇六磷酸、2%豆油。
工作实施例2-9
加入1%肌醇六磷酸、10%豆油。
工作实施例2-10
加入1%肌醇六磷酸、5%花生油。
工作实施例2-11
加入1%肌醇六磷酸、5%玉米油。
工作实施例2-12
加入1%肌醇六磷酸的钠盐、5%豆油。
工作实施例2-13
加入1%肌醇六磷酸的钙盐、5%豆油。
工作实施例2-14
加入1%柠檬酸、5%豆油。
工作实施例2-15
加入1%柠檬酸钠、5%豆油。
工作实施例2-16
加入1%酒石酸、5%豆油。
工作实施例2-17
加入1%酒石酸钠、5%豆油。
工作实施例2-18
加入1%水扬酸、5%豆油。
工作实施例2-19
加入1%葡糖酸、5%豆油。
工作实施例2-20
加入1%磷酸、5%豆油。
工作实施例2-21
加入1%焦磷钠、5%豆油。
工作实施例2-22
加入1%六偏磷酸钠、5%豆油。
工作实施例2-23
加入1%三聚磷酸钠、5%豆油。
工作实施例2-24
工作实施例2-25
加入1%NTA-Na(Titriplex Ⅰ)、5%豆油。
工作实施例2-26
加入1%半胱氨酸、5%豆油。
工作实施例2-27
加入0.5%肌醇六磷酸、5%豆油。
工作实施例2-28
工作实施例2-29
加入1%柠檬酸钠,不加入甘油三酯。
工作实施例2-30
加入1%磷酸,不加入甘油三酯。
工作实施例2-31
加入1%六偏磷酸钠、5%花生油。
工作实施例2-32
加入1%六偏磷酸钠,不加入甘油三酯。
工作实施例2-33
加入1%Triplex Ⅲ,不加入甘油三酯。
工作实施例2-34
加入1%半胱氨酸,不加入甘油三酯。
工作实施例3
在室温下,加入126.8份葡萄糖糖浆之后,使52.3份重量的白明胶在150份水中溶胀,此后加热该混合物至65℃。在加入50份抗不育维生素之后在该温度下,通过剧烈搅拌使该混合物乳化20分钟。然后,该乳剂通过一种物料的喷嘴(one-material nozzle)喷至装满疏水性二氧化硅的氮气氛中。所形成的该产品颗粒在氮气流中、在玻璃吸滤器上干燥,直至剩余的水分含量为3%。
用下列量的在配方中的一种脂肪酸甘油三酯和一种络合剂重复
工作实施例3,所述的份的重量均以100份重量的所得到的干的粉末为基准。
工作实施例3-1
不加入络合剂或脂肪酸甘油三酯或植物油。
工作实施例3-2
不加入络合剂,加入5%豆油。
工作实施例3-3
加入1%六偏磷酸钠,不加入植物油。
工作实施例3-4
加入1%六偏磷酸钠、5%豆油。
工作实施例4
根据工作实施例3的方针,使52.3份白明胶在122份在180份水中的葡萄糖糖浆中溶胀,并加热至60℃,加入52.4份维生素A乙酸盐(2.1百万个国际单位/克),用100毫克乙氧基奎/百万个国际单位和0.55份维生素D3(40百万个国际单位/克)稳,且乳化混合物20分钟。所得乳浊液照前述进行喷雾,然后,所得到的该产品在氮气流中干燥。
用另外所述的物质、下列量的一种配方中的和脂肪酸甘油三酯和一种络合剂重复工作实施例4,所述的份的重量均以100份重量的所得到的干的粉末为基准。
工作实施例4-1
不加入络合剂或植物油。
工作实施例4-2
加入1%肌醇六磷酸和5%豆油。
工作实施例5
工作实施例5-1
在6.0至6.5巴下,在喷雾塔中,用一种物料的喷嘴,在50℃
下,将一种由4.9%柠檬黄质(微粉化的)、0.3%维生素C棕榈酸酯、1.6%乙氧基奎、14.6%白明胶100黄色粉末、13.1%蔗糖、65.5%水构成的柠檬黄质分散体喷至疏水性二氧化硅的浮云状物中。该潮湿的产物在室温下、在流化床干燥器上干燥至剩余水分含量约4%。该粉末的活性物质含量为13.7%。
工作实施例5-2
如工作实施例5-1处理一种由4.3%柠檬黄质(微粉化的)、0.3%维生素C棕榈酸酯、1.4%乙氧基奎、12.7%白明胶100黄色粉末、9.7%蔗糖、1.6%豆油、70%水构成的柠檬黄质分散剂。该粉末的活性物质含量为13.2%。
工作实施例5-3
如工作实施例5-1处理一种由4.5%柠檬黄质(微粉化的)、0.3%维生素C棕榈酸酯、1.5%乙氧基奎、13.2%白明胶100黄色粉末、9.7%蔗糖、1.7%豆油、0.4%肌醇六磷酸(作为Na盐)、68.7%水构成的柠檬黄质分散体。该粉末的活性物质含量为13.2%。
工作实施例5-4
如工作实施例5-1处理一种由4.8%柠檬黄质分散剂(微粉化的)、0.3%维生素C棕榈酸酯、1.5%乙氧基奎、13.5%白明胶100黄色粉末、9.7%蔗糖、1.8%豆油、0.4%乙二胺四乙酸(作为Na盐)构成的柠檬黄质分散体。该粉末的活性物质含量为13.0%。
工作实施例6
工作实施例6-1
在40℃下,通过剧烈搅拌,将200份一种由106.8份水、1.1份防腐剂混合物、3.8份乙氧基奎、47.3份蔗糖、29份白明胶(B型200)和13.3份微粉化的班螯黄质构成的分散体分散至400份石蜡油中。冷却至18℃之后,所形成的该颗粒的表面通过外加玉米淀粉而粉化。该产品,它现在以直径从50至500微米的微球的形式存
在,用2000份冷的石油醚洗涤,并最后在室温下、在流化床干燥器上干燥至剩余水分含量为4%。该粉末的活性物质含量为10.7%。
工作实施例6-2
重复工作实施例6-1,除了将附加的4.0份豆油和0.8份肌醇六磷酸加至该乳剂中,提供了,在用与工作实施例6-1相似的方法完成之后,一种具有班螯黄质含量10.1%、一种肌醇六磷酸含量1%和豆油含量5%的粉末。
应用实施例1
含有维生素A/D3的干的粉末的测试
不进行预混合而将1.0克工作实施例1的该粉末导入玻璃瓶中,在恒温40℃及70%相对湿度下贮藏该玻璃瓶,并每隔一段时间测量一下该剩余的维生素A的比例。该结果在下列表中显示出。
10克工作实施例1的该粉末与40克包括50%麦麸、30%的50%强度的胆碱盐酸盐和10%痕量元素混合物的预混合基质混合。将因此所得到的3.2%预混合物导入玻璃瓶中,它然后用铝箔代替盖子覆盖,并在该铝箔中制5个洞以通风(或换气)。在恒温40℃和恒定的相对湿度70%下,将该瓶放在一容器中,且在某一时间测量一下该剩余的维生素A的比例(保留值%)。上述痕量元素包括一种37.44%CuSO4×5H2O、46.78%FeSO4×7H2O、11.78%ZnO、3.61%MnO和0.39%CoCO3的混合物。
该测试结果在下列表Ⅰ中显示出:
表Ⅰ
维生素A保留值(%)
测试 天数 1个月后(%) 2个月后(%)
工作实施例1的粉末 100 90 86
与工作实施例1的该 100 63 52
粉末混合物的预混合物
与工作实施例1相似 100 59 40
但无豆油和肌醇六偏磷
酸的粉末
应用实施例2
含有维生素A的干的粉末的测试
将1%重量的工作实施例2的各粉末与99%在应用实施例1中所述的预混合物混合。4克这些混合物的样品,在40℃和70%相对湿度的调节箱中,在贮藏开始和贮藏了4个星期之后测试其维生素A含量。在4个星期之后的该剩余的比例在下列表Ⅱ和Ⅲ中以贮藏的起始值的%报道:
表Ⅱ
维生素A(涉及应用实施例2)
工作实施 络合剂 油 4个星期之后
例编号 的保留值(%)
2-1 - - 17
2-2 - 5%豆油 32
2-3 - 5%花生油 31
2-4 - 5%棉子油 46
2-5 1%肌醇六磷酸 - 24
2-6 1%肌醇六磷酸 5%豆油 47
2-7 1.5%肌醇六磷 5%豆油 53
酸
2-8 1%肌醇六磷酸 2%豆油 55
2-9 1%肌醇六磷酸 10%豆油 59
2-10 1%肌醇六磷酸 5%花生油 53
2-11 1%肌醇六磷酸 5%玉米油 54
2-12 1%肌醇六磷酸 5%豆油 58
钠
2-13 1%肌醇六磷酸 5%豆油 59
钙
2-14 1%柠檬酸 5%豆油 46
2-15 1%柠檬酸钠 5%豆油 53
2-16 1%酒石酸 5%豆油 49
2-17 1%酒石酸钠 5%豆油 55
2-18 1%水杨酸 5%豆油 53
2-19 1%葡糖酸 5%豆油 50
2-20 1%磷酸 5%豆油 63
2-21 1%焦磷酸钠 5%豆油 57
2-22 1%六偏磷酸钠 5%豆油 53
2-23 1%三聚磷酸钠 5%豆油 57
2-24 1%EDTA钠
(TitriplxⅢ) 5%豆油 59
2-25 1%NTA钠
(TitriplexⅠ) 5%豆油 51
2-26 1%半胱氨酸 5%豆油 59
2-27 1%肌醇六磷酸 5%豆油 29
表Ⅲ
维生素A(涉及应用实施例2)
工作实施 络合剂 油 十个星期之后
例编号 的保留值(%)
2-28 1%肌醇六磷酸 5%合成甘油三酯*) 54
钠
2-29 1%柠檬酸钠 - 13
2-30 1%磷酸 - 55
2-31 1%六偏磷酸钠 5%花生油 44
2-32 1%六偏磷酸钠 - 28
2-33 1%EDTA钠 - 20
(TitriplexⅢ)
2-34 1%半胱氨酸 - 25
*)Myglyol812(中性油)=辛己酸甘油三酯
应用实施例3
含有抗不育维生素的干的粉末测试
将1%重量的工作实施例3的各粉末与99%在应用实施例1中所述的预混合物混合。将6克这些混合物的样品,放在40℃和70%相对湿度的调节箱中,在贮藏开始和贮藏了4个星期之后测试其抗不育维生素含量。在4个星期之后的该保留的比例在下列表中以贮藏的起始值的百分比报道:
工作实施 络合剂 油 4个星期之后的
例编号 保留值(%)
3-1 - - 18
3-2 - 5%豆油 23
3-3 1%六偏磷酸钠 - 41
3-4 1%六偏磷酸钠 5%豆油 49
应用实施例4
含有维生素D3的干的粉末的测试
在与应用实施例5中相同的预混合中测试工作实施例4的维生素A/D3的干的粉末。在每千克预混合物中混合2百万个国际单位的维生素D3。将10克该准备制备的混合物的样品放在40℃和70%
相对湿度的调节箱中,在贮藏开始和贮藏了4和8个星期之后测试其维生素D3含量。在8个星期之后的该保留的比例在下列表中以贮藏的起始值的百分比报道:
工作实施 络合剂 油 4个星期之后的
例编号 保留值(%)
4-1 - - 40
4-2 1%肌醇六磷酸 5%豆油 81
应用实施例5
含有类胡萝卜素的干的粉末的测试
工作实施例5和6的含有类胡萝卜素的干的粉末,在下列配方的预混合物中测试其稳定性:76%粗小麦粉、13.3%胆碱盐酸盐液体(含有75%胆碱盐酸盐和25%水)和10%应用实施例1的该痕量元素。在混入1%重量的该类胡萝卜素的干的粉末之前,贮藏该预混合物3天。1克该已制备的混合物的样品,在40℃和70%相对湿度的调节箱中,在贮藏开始和贮藏了4个星期之后测试其类胡萝卜素含量。在4个星期之后的该剩余的比例在下列表中以贮藏的起始值的百分比报道:
工作实施 络合剂 油 4个星期之后的例
编号 保留值(%)
5-1 柠檬黄质 - 22
5-2 柠檬黄质 5%豆油 48
5-3 柠檬黄质 5%豆油 68
工作实施 活性物质 络合剂 油 4个星期之后
例编号 的保留值(%)
5-4 班螯黄质 1%EDTA钠 5%豆油 63
6-1 班螯黄质 - - 33
6-2 班螯黄质 1%肌醇六磷酸 5%豆油 79
Claims (10)
1、一种含有1份(重量)氧化-敏感性化合物、1-0.01份(重量)甘油三酯、1-0.01份(重量)选自重金属离子和螯合剂的络合剂和一种覆盖物质的稳定性混合物。
2、根据权利要求1所述的一种混合物,其特征在于其中所述的甘油三酯为植物油。
3、根据权利要求1所述的一种混合物,其特征在于其中所述的络合剂为肌醇六磷酸、磷酸、偏磷酸、焦磷酸或多磷酸或其一种盐。
4、根据权利要求1所述的一种混合物,其特征在于其中所述的覆盖物质为成膜剂。
5、根据权利要求1所述的一种混合物,其特征在于其中所述的氧化-敏感性化合物为脂溶性维生素或类胡萝卜素。
6、根据权利要求1所述的一种混合物,其特征在于氧化-敏感性化合物为维生素A或其一种酯、络合剂为肌醇六磷酸、甘油三酯为植物油和覆盖物质为白明胶。
7、根据权利要求1所述的一种混合物,其特征在于其以颗粒状形式存在,具有从100至600微米的颗粒尺寸。
8、一种制备含氧化-敏感性化合物的稳定性混合物的方法,包括将1份(重量)氧化-敏感性化合物与1-0.01份(重量)甘油三酯和1-0.01(重量)络合剂混合,然后用覆盖物质覆盖此混合物。
9、根据权利要求8所述的一种方法,其特征在于其中混合和覆盖步骤是在含水状态下进行的。
10、一种含1份(重量)的氧化-敏感性化合物,1-0.01份(重量)甘油三酯,1-0.01份(重量)选自重金属离子和螯合剂的络合剂,和覆盖物质的稳定性混合物的应用,其特征在于用以稳定一种氧化-敏感性化合物。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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JP017232/88 | 1988-01-29 | ||
JP1723288 | 1988-01-29 | ||
JP9786/89 | 1989-01-20 |
Publications (2)
Publication Number | Publication Date |
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CN1036220A CN1036220A (zh) | 1989-10-11 |
CN1023229C true CN1023229C (zh) | 1993-12-22 |
Family
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CN89100550A Expired - Fee Related CN1023229C (zh) | 1988-01-29 | 1989-01-27 | 含有氧化-敏感性化合物的稳定性混合物,其制备及其组合物的应用 |
Country Status (10)
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US (1) | US4929774A (zh) |
EP (1) | EP0326026B1 (zh) |
KR (1) | KR890011974A (zh) |
CN (1) | CN1023229C (zh) |
CA (1) | CA1331136C (zh) |
DE (1) | DE58901641D1 (zh) |
DK (1) | DK174663B1 (zh) |
IL (1) | IL88961A (zh) |
IN (1) | IN171845B (zh) |
SU (1) | SU1639425A3 (zh) |
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US5290605A (en) * | 1989-06-29 | 1994-03-01 | Niva Shapira | Sun-exposure nutritional supporting composition |
KR930006431B1 (ko) * | 1990-10-11 | 1993-07-16 | 재단법인 한국화학연구소 | 약물의 미세캡슐화 방법 |
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FR2703263B1 (fr) * | 1993-03-31 | 1995-05-19 | Rhone Poulenc Nutrition Animal | Procédé de préparation de sphérules de principes actifs. |
IL110139A0 (en) * | 1993-06-28 | 1994-10-07 | Howard Foundation | Pharmaceutically-active antioxidants |
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DE19518845A1 (de) * | 1995-05-23 | 1996-11-28 | Beiersdorf Ag | Kosmetische oder dermatologische Zubereitungen mit einem Gehalt an Phytinsäure |
US5827904A (en) * | 1996-09-27 | 1998-10-27 | Hahn; David | Medical implant composition |
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US6007856A (en) * | 1997-08-08 | 1999-12-28 | The Procter & Gamble Company | Oil-in-water dispersions of β-carotene and other carotenoids stable against oxidation prepared from water-dispersible beadlets having high concentrations of carotenoid |
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US20060062855A1 (en) * | 2001-02-27 | 2006-03-23 | Bell Steve J D | Therapeutic calcium phosphate particles for use in inhibiting expression of a gene |
US20030185892A1 (en) * | 2001-08-17 | 2003-10-02 | Bell Steve J. D. | Intraocular delivery compositions and methods |
DE10300325A1 (de) | 2003-01-09 | 2004-07-22 | Hexal Ag | Granulat mit öliger Substanz, Herstellungsverfahren und Tablette |
JP2006516396A (ja) | 2003-01-31 | 2006-07-06 | デーエスエム アイピー アセッツ ベー. ヴェー. | カロテノイドを含む新規な組成物 |
DE10311585A1 (de) | 2003-03-14 | 2004-09-23 | Basf Ag | Wirkstoffhaltige Adsorbate |
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US11266607B2 (en) | 2005-08-15 | 2022-03-08 | AbbVie Pharmaceuticals GmbH | Process for the manufacture and use of pancreatin micropellet cores |
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-
1989
- 1989-01-16 IL IL88961A patent/IL88961A/xx not_active IP Right Cessation
- 1989-01-18 IN IN42/MAS/89A patent/IN171845B/en unknown
- 1989-01-20 DE DE8989100908T patent/DE58901641D1/de not_active Expired - Lifetime
- 1989-01-20 EP EP89100908A patent/EP0326026B1/de not_active Expired - Lifetime
- 1989-01-27 CA CA000589338A patent/CA1331136C/en not_active Expired - Fee Related
- 1989-01-27 US US07/302,611 patent/US4929774A/en not_active Expired - Lifetime
- 1989-01-27 DK DK198900355A patent/DK174663B1/da not_active IP Right Cessation
- 1989-01-27 CN CN89100550A patent/CN1023229C/zh not_active Expired - Fee Related
- 1989-01-27 SU SU894613322A patent/SU1639425A3/ru active
- 1989-01-28 KR KR1019890000932A patent/KR890011974A/ko not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
EP0326026A2 (de) | 1989-08-02 |
US4929774A (en) | 1990-05-29 |
IL88961A (en) | 1992-07-15 |
IL88961A0 (en) | 1989-08-15 |
CN1036220A (zh) | 1989-10-11 |
KR890011974A (ko) | 1989-08-23 |
EP0326026A3 (en) | 1990-11-14 |
DK35589D0 (da) | 1989-01-27 |
DK174663B1 (da) | 2003-08-18 |
EP0326026B1 (de) | 1992-06-17 |
IN171845B (zh) | 1993-01-23 |
CA1331136C (en) | 1994-08-02 |
DK35589A (da) | 1989-07-30 |
DE58901641D1 (de) | 1992-07-23 |
SU1639425A3 (ru) | 1991-03-30 |
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