CN107897647B - 一种水溶性叶黄素的绿色制备方法 - Google Patents
一种水溶性叶黄素的绿色制备方法 Download PDFInfo
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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Abstract
一种水溶性叶黄素的绿色制备方法,涉及一种叶黄素由油溶性改性为水溶性的工艺技术,属于营养补充剂、天然食品着色剂领域。主要通过叶黄素与甜菊苷分子非共价结合、特定方法和条件的改性,制备得到水溶性叶黄素的溶解度增加150倍以上,且稳定性好;通过低频超声、高压剪切与天然抗氧化剂使用等,避免了叶黄素的异构与降解,使产品中反式叶黄素比例大于85%;可制备成多种剂型或添加入水溶性溶媒、多种功能食品中,发挥叶黄素的生物活性。本发明方法未使用乳化剂、表面活性剂等辅料,制备过程无有害溶剂残留,具有工艺条件绿色、原料天然等特点。
Description
技术领域
一种水溶性叶黄素的绿色制备方法,涉及一种叶黄素由油溶性改性为水溶性的工艺技术,属营养补充剂、天然食品着色剂领域。
背景技术
叶黄素是一种植物光合功能色素,也是人类食用果蔬食品时能得到的功能性营养素,可保护人眼免受氧化及高能量光线伤害。研究发现,叶黄素是人类视网膜黄斑色素的主要成分,能阻止眼晶状体氧化和预防视网膜黄斑变性、降低白内障风险。此外,还能减缓血浆脂质过氧化,降低炎症因子C-反应蛋白和保护DNA免受破坏。叶黄素的这些独特生理性能在功能食品研发中日益受重视。
但叶黄素为水不溶性物质,稳定性差,其共轭双键结构容易降解和异构化,进而引起生物活性降低,极大限制了其在食品中的应用。为了解决这一问题,研究人员试图通过各种物理化学方法增加其水溶性和稳定性。现有专利中,公开了一种水溶性叶黄素的制备方法(申请号:201611255720.8),以叶黄素酯为原料,通过对叶黄素酯浓缩物进行碱液水解,得到叶黄素酯和高级脂肪酸的钠盐或钾盐,然后分离提纯得到水溶性叶黄素。一种水溶性叶黄素及其制备工艺(申请号:201010558417.1),其处方组成及重量比为叶黄素粉末∶乳化剂∶附加剂=1∶2~20∶0~5。采用无溶剂减压熔融方法制备水溶性叶黄素粉末中叶黄素的溶出率可达98%,且水溶性良好,稳定性高,分散性好。叶黄素水溶性粉末及其制备方法(申请号:201410073875.4),主要将叶黄素、水溶性载体、表面活性剂和附加剂按重量比为1∶5~20∶1~5∶0~3于20~60℃条件下溶解于有机溶剂中,完全溶解后进行喷雾干燥。所制得的叶黄素水溶性粉末水溶性高,稳定性强,颜色均匀持久,流动性佳,在水中的溶解度达95%以上。一种水溶性叶黄素颗粒及其制备工艺和应用(申请号:201410791127.X),将叶黄素与水溶性高分子辅料的混合粉末采用CO2超临界流体重结晶得到水溶性叶黄素颗粒。一种低温熔融挤出制备水溶性叶黄素的方法与产品(申请号:201710295890.7),主要通过叶黄素与非离子高分子表面活性剂混合后再经过热熔挤出机在一定条件下挤出。
上述技术存在的问题在于:乳化剂、表面活性剂、稳定剂使用较多,有些存在有害溶剂残留,为最终产品带来了潜在风险;更为重要的是,所得水溶性叶黄素实际上是将叶黄素进行物理上的均匀分散,形成纳米颗粒,为一种近似水溶状态。此外,现有方法得到的产品中叶黄素反式异构体含量低,影响了生物利用度。一种食品级叶黄素水溶性干粉的制备方法(申请号:200610154617.4)将叶黄素素晶体与低沸点、易挥发且对叶黄素素晶体溶解度大的有机溶剂混合后,加热溶解,得油相,在搅拌下缓慢加入到变性淀粉水相中,得乳化后的混合液,再通过高压均匀机均匀,使乳液粒径达到纳米级,最后用喷雾干燥法或喷雾-淀粉流化床干燥法制得干粉。该方法提高了最终产品中活性成分的全反式的含量,且全为无定型,但仍然使用丙酮、乙酸乙酯等有机溶剂,及脱水山梨醇酯、吐温80等乳化剂,且喷雾干燥对热敏性叶黄素存在不利影响,因此需要寻求新的制备方法或工艺技术,增加叶黄素水溶性的同时,减少制备过程中叶黄素损失量,提高反式异构体稳定性能。
发明内容
技术问题
本发明的目的在于提供一种水溶性良好、性质稳定的水溶性叶黄素绿色制备方法。
技术方案
一种水溶性叶黄素的绿色制备方法,其特征在于,通过叶黄素与甜菊苷混合后再经过抗溶剂沉淀、超声空化与流体剪切等特定条件改性,制备得到水溶性叶黄素。
上述水溶性叶黄素的制备方法包括:
(1)取纯度大于80%的叶黄素按照质量比1∶2~1∶10加入甜菊苷,充分混合均匀;
(2)将步骤(1)得到的叶黄素-甜菊苷物理混合物,按照1∶5~1∶15的料液比,加入至体积比为85%~100%的乙醇溶液中搅拌0.5~1.0分钟,再置于100~200W的低频超声条件下超声处理10~20分钟,控制水浴温度20~30℃;
(3)将步骤(2)得到的叶黄素-甜菊苷乙醇溶液经低温真空浓缩至干,按照料液比1∶50~1∶100加入至含有0.01%~0.05%天然水溶性抗氧化剂的蒸馏水中,充分搅拌溶解;
(4)将步骤(3)得到的叶黄素-甜菊苷水溶液进行动态超高压微射流处理,处理压力100~180MPa,通过次数1~2次;
(5)将步骤(4)得到的微射流液以3000转/分离心5~10分钟,经过真空冷冻干燥制得叶黄素水溶性粉末,铝箔封装。
所述步骤(3)天然水溶性抗氧化剂优选迷迭香酸、抗坏血酸及它们的组合。
所述水溶性叶黄素具有良好的水溶性,且其水溶液均一、透亮、无悬浮或沉淀,反式叶黄素含量高于85%。
技术效果
1.甜菊苷为甜菊双糖苷,其结构由两侧亲水性的葡萄糖基和鼠李糖基与中间疏水性的甜菊醇基连接构成。利用这一特点,通过与叶黄素共溶剂混溶后,采用抗溶剂沉淀、超声空化与流体剪切等特定方法和条件进行改性,使得制备得到水溶性叶黄素的溶解度增加150倍以上,且具备稳定性高、复合量大的特点。本发明中,一方面利用了叶黄素与甜菊苷分子之间的氢键、疏水作用、范德华力等非共价结合作用,形成水溶性复合物,另一方面通过超声波的高能分散作用,获得均匀的超细颗粒材料,再通过超高压微射流将超高压的作用集中在十分微小的区域,通过撞击流技术增强两分子之间的相互作用,极大减少叶黄素颗粒,达到强化叶黄素与甜菊苷之间相互作用的目的。
2.与现有技术相比,本发明制备方法采用化学与物理相结合的改性技术,未使用乳化剂、表面活性剂等辅料,制备过程中无有害溶剂残留,具有显著的工艺条件绿色、原料天然等特点;通过低温与低频超声短时、高压瞬时处理及天然抗氧化剂使用等操作,避免了叶黄素的降解与异构化,使产品中反式叶黄素比例大于85%。
3.现有研究表明,甜菊苷有一定的抗氧化活性,具有降血糖、防龋齿、抗腹泻、利尿、解除疲劳等功能,对糖尿病、心脏病、高血压、动脉硬化等患者均有辅助治疗的功效;能与叶黄素起到抗氧化协同增效的作用。因此,本发明以与甜菊苷分子形成的水溶性叶黄素复合物将在叶黄素生物活性方面发挥重要作用。
附图说明
图1水溶性叶黄素的UV-Vis光谱图。a为叶黄素在无水乙醇中的UV-Vis图;b为叶黄素-甜菊苷在无水乙醇中的UV-Vis图;c为水溶性叶黄素在水中的UV-Vis图;d为甜菊苷在水中的UV-Vis图。
图2水溶性叶黄素的X射线衍射图。a.叶黄素;b.甜菊苷;c.物理混合物;d.水溶性叶黄素粉末。
具体实施方式
以下结合说明书对发明进行进一步说明,但本发明所要求的保护范围并不局限于实施例描述的范围。
实施例1
取5克、纯度为85.3%的叶黄素按照质量比1∶5加入甜菊苷,充分混合均匀;将叶黄素-甜菊苷的物理混合物,按照1∶5的料液比,加入体积比为85%的乙醇溶液中搅拌0.5分钟;再置于120W的低频超声条件下超声15分钟,控制水浴温度25℃以内;经回流真空浓缩至干,按照料液比1∶50加入至含有0.05%的抗坏血酸的水溶液中,充分搅拌溶解;进行动态超高压微射流处理,处理压力124MPa,通过次数1次;以3000转/分离心10分钟,经过真空冷冻干燥获得叶黄素水溶性粉末,铝箔封装。
获得水溶性叶黄素粉末中,叶黄素的复合率达到65.4%,溶解度增加163倍,经过高效液相色谱-二极管阵列检测器-质谱(C30-HPLC-DAD-MS)分析,反式叶黄素含量占92.6%。
实施例2
取10克、纯度为85.3%的叶黄素按照质量比1∶10加入甜菊苷,充分混合均匀;将叶黄素-甜菊苷物理混合物,按照1∶10的料液比,加入体积比为100%的乙醇溶液中搅拌1.0分钟;再置于180W的低频超声条件下超声15分钟,控制水浴温度25℃以内;经回流真空浓缩至干,按照料液比1∶75加入至含有0.01%的迷迭香酸的水溶液中,充分搅拌溶解;进行动态超高压微射流处理,处理压力138MPa,通过次数1次;以3000转/分离心10分钟,经过真空冷冻干燥获得叶黄素水溶性粉末,铝箔封装。
获得水溶性叶黄素粉末中,叶黄素的复合率达到69.7%,溶解度增加157倍,经过C30-HPLC-DAD-MS分析,反式叶黄素含量占92.3%。
实施例3
取10克、纯度为90%的叶黄素按照质量比1∶2加入甜菊苷,充分混合均匀;将叶黄素-甜菊苷物理混合物,按照1∶5的料液比,加入体积比为95%的乙醇溶液中搅拌1.0分钟;再置于180W的低频超声条件下超声15分钟,控制水浴温度25℃以内;经回流真空浓缩至干,按照料液比1∶100加入至含有0.05%的迷迭香酸的水溶液中,充分搅拌溶解;进行动态超高压微射流处理,处理压力138MPa,通过次数2次;以3000转/分离心5分钟,经过真空冷冻干燥获得叶黄素水溶性粉末,铝箔封装。
获得水溶性叶黄素粉末中,叶黄素的复合率达到65.4%,溶解度增加163倍,经过C30-HPLC-DAD-MS分析,反式叶黄素含量占89.1%。
实施例4
取5克、纯度为90%的叶黄素按照质量比1∶5加入甜菊苷,充分混合均匀;将叶黄素-甜菊苷物理混合物,按照1∶5的料液比,加入体积比为95%的乙醇溶液中搅拌0.5分钟;再置于150W的低频超声条件下超声20分钟,控制水浴温度30℃以内;经回流真空浓缩至干,按照料液比1∶50加入至含有0.02%的抗坏血酸的水溶液中,充分搅拌溶解;进行动态超高压微射流处理,处理压力124MPa,通过次数2次;以3000转/分离心8分钟,经过真空冷冻干燥获得叶黄素水溶性粉末,铝箔封装。
获得水溶性叶黄素粉末中,叶黄素的复合率达到70.8%,溶解度增加187倍,经过C30-HPLC-DAD-MS分析,反式叶黄素含量占90.4%。
实施例5
反式叶黄素的测定
用5mL甲醇复溶水溶性叶黄素粉末,并进行高效液相色谱-二极管阵列检测器-质谱(C30-HPLC-DAD-MS)分析。
C30-HPLC-DAD分析条件:色谱柱:YMC-C30色谱柱(4.6mm×250mm,5μm);流动相:A为水-MTBE-甲醇(5∶25∶75,V/V/V),B为水-MTBE-甲醇(5∶85∶10,V/V/V);洗脱梯度设置:0~4.5min,95%→80%A;4.5~12.5min,80%→50%A;12.5~15min,50%→95%A;二极管阵列检测器(DAD),检测波长:450nm;流速:0.6mL/min;进样量:20μL;柱温:25℃。
MS条件:色谱柱流出组分进入质谱仪的流速为10μL/min;离子源:APCI+;扫描范围:m/z 80-1000;毛细管电压:2500V;干燥气体:5L;雾化气体:20psi;气化温度:350℃;蒸汽温度:400℃;电晕电流:4μA。
反式叶黄素标准曲线的绘制:精确称取10.0mg反式叶黄素标准品,用甲醇溶解并定溶于25mL棕色容量瓶,混匀,制成质量浓度为40μg/mL的标准液。分别取一定量标准液于10mL容量瓶中,用甲醇定容并混匀,制成浓度0.2、0.4、0.6、0.8、1、2、4、6、8、10、20μg/mL的系列标准溶液,过0.45μm滤膜,进样测定,以叶黄素系列标准液质量浓度为横坐标、相应吸收峰面积为纵坐标,绘制反式叶黄素标准曲线,得到回归方程Y=0.7212X-7.4749,R2=0.9990。
水溶性叶黄素粉末中反式叶黄素含量计算公式如下:
式中:C-粉末中的反式叶黄素含量,mg/g;Y-吸收峰面积;l-复溶溶剂体积,mL;m-样品质量,g。
Claims (1)
1.一种水溶性叶黄素的绿色制备方法,其特征在于,该方法包括如下步骤:
(1)取纯度大于80%的叶黄素按照质量比1∶2~1∶10加入甜菊苷,充分混合均匀;
(2)将步骤(1)得到的叶黄素-甜菊苷物理混合物,按照1∶5~1∶15的料液比,加入至体积比为85%~100%的乙醇溶液中搅拌0.5~1.0分钟,再置于100~200W的低频超声条件下超声处理10~20分钟,控制水浴温度20~25℃;
(3)将步骤(2)得到的叶黄素-甜菊苷乙醇溶液经低温真空浓缩至干,按照料液比1∶50~1∶100加入至含有0.01%~0.05%迷迭香酸的蒸馏水中,充分搅拌溶解;
(4)将步骤(3)得到的叶黄素-甜菊苷水溶液进行动态超高压微射流处理,处理压力100~180MPa,通过次数1-2次;
(5)将步骤(4)得到的微射流液以3000转/分离心5~10分钟,经过真空冷冻干燥制得叶黄素水溶性粉末,铝箔封装;
水溶性叶黄素具有良好的水溶性,且其水溶液均一、透亮、无悬浮或沉淀,反式叶黄素含量高于85%。
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