CN110368316B - 一种负载有疏水性植物多酚的桃胶多糖纳米球的制备方法 - Google Patents
一种负载有疏水性植物多酚的桃胶多糖纳米球的制备方法 Download PDFInfo
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Abstract
本发明公开了一种负载有疏水性植物多酚的桃胶多糖纳米球的制备方法。将1重量份的水溶性桃胶多糖、4~8重量份的硫辛酸和0.3~1重量份的对甲苯磺酸一同加入到30~60重量份的二甲基亚砜中，所得混合液在氮气氛围下于80~110℃搅拌反应6~12小时，然后用去离子水透析24小时后离心分离，收集离心得到的沉淀物；将收集的离心沉淀物和0.005~0.25重量份的疏水性植物多酚一起加入到10~40重量份的有机溶剂中搅拌10分钟后，再在去离子水中透析24小时，即制得负载有疏水性植物多酚的桃胶多糖纳米球。本发明的制备方法具有原料易得、操作简单、便于分离、制备成本低等优点。所制备的负载有疏水性植物多酚的桃胶多糖纳米球在生物医药、化妆品和功能性食品领域具有良好的应用前景。
Description
技术领域
本发明属于生物医药、化妆品和功能性食品领域，特别涉及一种负载有疏水性植物多酚的桃胶多糖纳米球的制备方法。
背景技术
疏水性植物多酚广泛存在于植物的皮、根、叶和果实中，具有良好的抗氧化、抗肿瘤、抗炎等生物活性。然而，大部分疏水性植物多酚存在难溶于水、光热稳定性差，在胃液和肠液环境中不稳定等缺点，使其难以被人体和动物体吸收利用。近年来，天然多糖纳米球由于具有粒径小、优良的水分散性和稳定性、无毒等特点，被广泛用来负载疏水性功能分子。将疏水性植物多酚负载到天然多糖纳米球上，将大大提高疏水性植物多酚的水分散性和光稳定性。同时，纳米级的尺寸也有利于疏水性植物多酚在肠胃环境下的渗透，提高其吸收率。桃胶多糖是一种典型的天然多糖，具有生物相容性优异和来源广泛的特点。尽管我国的桃胶资源非常丰富，但很少被利用，浪费非常严重。本发明选用天然桃胶多糖和抗氧化剂硫辛酸为原料，通过简单的自组装交联处理来构筑纳米球，该纳米球中的硫辛酸组分可以作为抗氧化剂，起到保护疏水性植物多酚的作用。到目前为止，尚未见负载有疏水性植物多酚的桃胶多糖纳米球的报道。因此，本发明不仅为解决疏水性植物多酚的缺点提供了方法，还将促进桃胶多糖资源的利用和开发，具有显著的创新性和强的实用性。
发明内容
本发明的目的在于提供一种负载有疏水性植物多酚的桃胶多糖纳米球的制备方法，该制备方法的关键是先利用硫辛酸共价修饰桃胶多糖分子得到两亲性的桃胶多糖分子，再在水中与疏水性植物多酚一起自组装交联来制得负载有疏水性植物多酚的桃胶多糖纳米球。
具体步骤为：
(1) 将1重量份的水溶性桃胶多糖、4~8重量份的硫辛酸和0.3~1重量份的对甲苯磺酸一同加入到30~60重量份的二甲基亚砜中，所得混合液在氮气氛围下于80~110℃搅拌反应6~12小时，然后用去离子水透析24小时后离心分离，收集离心得到的沉淀物。
(2) 将步骤(1)收集的离心沉淀物和0.005~0.25重量份的疏水性植物多酚一起加入到10~40重量份的有机溶剂中搅拌10分钟后，再在去离子水中透析24小时，即制得负载有疏水性植物多酚的桃胶多糖纳米球。
所述的疏水性植物多酚为白藜芦醇、姜黄素和黄豆苷元中的一种。
所述的有机溶剂为乙醇、异丙醇、四氢呋喃、二甲基亚砜和二甲基甲酰胺中的一种。
所述的化学试剂均为化学纯及以上纯度。
本发明具有制备过程简单、提纯分离方便、制备成本低等优点；制得的负载有疏水性植物多酚的桃胶多糖纳米球具有优良的水分散性和稳定性，其水分散液可以静置三周而不出现明显沉淀物；用扫描电子显微镜和透射电子显微镜测试了其形貌和尺寸，结果证实了其具有球形结构，粒径大小为30~120纳米；该负载有疏水性植物多酚的桃胶多糖纳米球在生物医药、化妆品和功能性食品领域具有良好的应用前景。
附图说明
图1为本发明实施例1制备的负载有白藜芦醇的桃胶多糖纳米球的水分散液照片。
图2为本发明实施例1制备的负载有白藜芦醇的桃胶多糖纳米球的扫描电子显微镜照片。
图3为本发明实施例1制备的负载有白藜芦醇的桃胶多糖纳米球的透射电子显微镜照片。
具体实施方式
实施例1:
(1) 将1克水溶性桃胶多糖、5.5克硫辛酸和0.6克对甲苯磺酸一同加入到40克二甲基亚砜中，所得混合液在氮气氛围下于95℃搅拌反应8小时，反应后的混合液用去离子水透析24小时后离心分离，收集离心得到的沉淀物。
(2) 将步骤(1)收集的离心沉淀物和0.25克白藜芦醇一起加入到20克乙醇中搅拌10分钟后，再在去离子水中透析24小时，即制得负载有白藜芦醇的桃胶多糖纳米球。
实施例2:
(1) 将1.5克水溶性桃胶多糖、6克硫辛酸和0.8克对甲苯磺酸一同加入到45克二甲基亚砜中，所得混合液在氮气氛围下于105℃搅拌反应6小时，反应后的混合液用去离子水透析24小时后离心分离，收集离心得到的沉淀物。
(2) 将步骤(1)收集的离心沉淀物和0.15克白藜芦醇一起加入到40克乙醇中搅拌10分钟后，再在去离子水中透析24小时，即制得负载有白藜芦醇的桃胶多糖纳米球。
实施例3:
(1) 将1克水溶性桃胶多糖、8克硫辛酸和0.3克对甲苯磺酸一同加入到40克二甲基亚砜中，所得混合液在氮气氛围下于80℃搅拌反应12小时，反应后的混合液用去离子水透析24小时后离心分离，收集离心得到的沉淀物。
(2) 将步骤(1)收集的离心沉淀物和0.15克姜黄素一起加入到10克异丙醇中搅拌10分钟后，再在去离子水中透析24小时，即制得负载有姜黄素的桃胶多糖纳米球。
实施例4:
(1) 将1.2克水溶性桃胶多糖、6克硫辛酸和1.2克对甲苯磺酸一同加入到60克二甲基亚砜中，所得混合液在氮气氛围下于90℃搅拌反应8小时，反应后的混合液用去离子水透析24小时后离心分离，收集离心得到的沉淀物。
(2) 将步骤(1)收集的离心沉淀物和0.12克姜黄素一起加入到30克四氢呋喃中搅拌10分钟后，再在去离子水中透析24小时，即制得负载有姜黄素的桃胶多糖纳米球。
实施例5:
(1) 将2克水溶性桃胶多糖、10克硫辛酸和1.2克对甲苯磺酸一同加入到100克二甲基亚砜中，所得混合液在氮气氛围下于98℃搅拌反应9小时，反应后的混合液用去离子水透析24小时后离心分离，收集离心得到的沉淀物。
(2) 将步骤(1)收集的离心沉淀物和0.35克黄豆苷元一起加入到40克二甲基亚砜中搅拌10分钟后，再在去离子水中透析24小时，即制得负载有黄豆苷元的桃胶多糖纳米球。
实施例5:
(1) 将1克水溶性桃胶多糖、7克硫辛酸和0.8克对甲苯磺酸一同加入到60克二甲基亚砜中，所得混合液在氮气氛围下于85℃搅拌反应11小时，反应后的混合液用去离子水透析24小时后离心分离，收集离心得到的沉淀物。
(2) 将步骤(1)收集的离心沉淀物和0.005克黄豆苷元一起加入到15克二甲基亚砜中搅拌10分钟后，再在去离子水中透析24小时，即制得负载有黄豆苷元的桃胶多糖纳米球。
实施例7:
(1) 将1克水溶性桃胶多糖、4.5克硫辛酸和0.5克对甲苯磺酸一同加入到45克二甲基亚砜中，所得混合液在氮气氛围下于110℃搅拌反应7小时，反应后的混合液用去离子水透析24小时后离心分离，收集离心得到的沉淀物。
(2) 将步骤(1)收集的离心沉淀物和0.18克白藜芦醇一起加入到20克二甲基甲酰胺中搅拌10分钟后，再在去离子水中透析24小时，即制得负载有白藜芦醇的桃胶多糖纳米球。
Claims (1)
1.一种负载有疏水性植物多酚的桃胶多糖纳米球的制备方法，其特征在于具体步骤为：
(1) 将1重量份的水溶性桃胶多糖、4~8重量份的硫辛酸和0.3~1重量份的对甲苯磺酸一同加入到30~60重量份的二甲基亚砜中，所得混合液在氮气氛围下于80~110℃搅拌反应6~12小时，然后用去离子水透析24小时后离心分离，收集离心得到的沉淀物；
(2) 将步骤(1)收集的离心沉淀物和0.005~0.25重量份的疏水性植物多酚一起加入到10~40重量份的有机溶剂中搅拌10分钟后，再在去离子水中透析24小时，即制得负载有疏水性植物多酚的桃胶多糖纳米球；
所述的疏水性植物多酚为白藜芦醇、姜黄素和黄豆苷元中的一种；
所述的有机溶剂为乙醇、异丙醇、四氢呋喃、二甲基亚砜和二甲基甲酰胺中的一种；
所述的化学试剂均为化学纯及以上纯度。
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Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102988999A (zh) * | 2012-05-09 | 2013-03-27 | 中国药科大学 | 姜黄素-多糖类偶联物及其制备方法与应用 |
| CN105061617A (zh) * | 2015-07-31 | 2015-11-18 | 华中农业大学 | 一种桃胶多糖的提取工艺及其应用 |
| CN106727423A (zh) * | 2016-10-13 | 2017-05-31 | 中国药科大学 | 一种具有双靶向性的氧化还原敏感性的核交联普鲁兰多糖纳米粒及制备方法 |
| CN106925217A (zh) * | 2017-04-08 | 2017-07-07 | 桂林理工大学 | 一种桃胶基磁性多孔碳的制备方法 |
| CN108635590A (zh) * | 2018-08-15 | 2018-10-12 | 内蒙古农业大学 | 一种pH响应的多糖–硼替佐米纳米球及其制备方法和应用 |
| CN109568566A (zh) * | 2019-01-30 | 2019-04-05 | 江南大学 | 多酚-胶原肽-多糖纳米胶囊及其制备方法 |
| CN109602014A (zh) * | 2018-10-16 | 2019-04-12 | 江汉大学 | 桃胶多糖包埋天然抗氧化剂组合物及其应用 |
-
2019
- 2019-08-14 CN CN201910751059.7A patent/CN110368316B/zh active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102988999A (zh) * | 2012-05-09 | 2013-03-27 | 中国药科大学 | 姜黄素-多糖类偶联物及其制备方法与应用 |
| CN105061617A (zh) * | 2015-07-31 | 2015-11-18 | 华中农业大学 | 一种桃胶多糖的提取工艺及其应用 |
| CN106727423A (zh) * | 2016-10-13 | 2017-05-31 | 中国药科大学 | 一种具有双靶向性的氧化还原敏感性的核交联普鲁兰多糖纳米粒及制备方法 |
| CN106925217A (zh) * | 2017-04-08 | 2017-07-07 | 桂林理工大学 | 一种桃胶基磁性多孔碳的制备方法 |
| CN108635590A (zh) * | 2018-08-15 | 2018-10-12 | 内蒙古农业大学 | 一种pH响应的多糖–硼替佐米纳米球及其制备方法和应用 |
| CN109602014A (zh) * | 2018-10-16 | 2019-04-12 | 江汉大学 | 桃胶多糖包埋天然抗氧化剂组合物及其应用 |
| CN109568566A (zh) * | 2019-01-30 | 2019-04-05 | 江南大学 | 多酚-胶原肽-多糖纳米胶囊及其制备方法 |
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