CN108752883B - 一种白藜芦醇复合膜剂及其制备方法 - Google Patents

一种白藜芦醇复合膜剂及其制备方法 Download PDF

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CN108752883B
CN108752883B CN201810511873.7A CN201810511873A CN108752883B CN 108752883 B CN108752883 B CN 108752883B CN 201810511873 A CN201810511873 A CN 201810511873A CN 108752883 B CN108752883 B CN 108752883B
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戴林
邹竹帆
周文琴
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Tianjin University of Science and Technology
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    • C08J2367/04—Polyesters derived from hydroxy carboxylic acids, e.g. lactones
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    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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Abstract

本发明涉及一种白藜芦醇复合膜剂，所述膜剂以左旋聚乳酸和木质素接枝右旋聚乳酸共聚物作为主要成膜材料，利用溶液共混的方法，同时引入白藜芦醇，复合制备具有良好力学性能、热稳定性、抗紫外性、生物相容性和药物缓释性的复合膜剂。一方面，左旋、右旋聚乳酸分子链形成的立构复合可显著提高聚乳酸和木质素的相容性，改善聚乳酸的力学性能；另一方面，木质素与白藜芦醇具有相似的多酚结构，且具有一定的抗紫外性能，可提高白藜芦醇稳定性并实现长效释放。

Description

一种白藜芦醇复合膜剂及其制备方法
技术领域
本发明属于功能高分子材料及生物医药领域。具体涉及一种白藜芦醇复合膜剂。
本发明还涉及上述白藜芦醇复合膜剂的制备方法。
背景技术
白藜芦醇是一种主要存在于种子植物中的植物补体，属于非黄酮类多酚化合物。研究发现，白藜芦醇除了提高植物抗病性外，还具有多种生物学功效，如保护心血管、抗炎、调节血脂、抑制血小板聚集等。
植入型药物递送系统(IDDS)是一类经手术植入或经穿刺导入体内或皮下的释药制剂，是一种长期给药体系。IDDS能增加特定部位的药物浓度，使药物更接近于靶组织，且全身的血药浓度显著减少，降低了药物的毒副作用。因此，IDDS在一些疾病的治疗方面有其它制剂不可替代的优点。聚乳酸是一种极具潜力的生物材料，其具有良好的生物相容性、生物降解性、结构形状可塑性，因此被广泛应用于外科植入材料及药物载体材料。在体内药物释放过程中，通过化学降解或酶解可被机体代谢成小分子物质，最终代谢吸收排除体外，无需二次手术，其降解的中间产物或最终代谢产物都是安全无毒的。
然而聚乳酸价格昂贵，具有较差的力学、抗紫外等性质，这些大大限制了其在生物医药领域的应用。木质素是自然界中唯一的芳香族有机高分子化合物，也是在工业生产中木材水解和造纸的主要副产物。除来源广泛以外，木质素还具有良好生物相容性、热稳定性、抗氧化性等。因此，利用木质素与聚乳酸结合制备复合膜不仅可以降低成本，而且可以扩展聚乳酸的应用领域，为白藜芦醇药物载体材料、以及木质素在生物医药领域的应用起到很好的促进作用。
本发明通过将木质素接枝右旋聚乳酸共聚物与左旋聚乳酸溶液共混显著提高了聚乳酸和木质素的相容性，从而改善聚乳酸的力学、热稳定性等性能；并将其作为主要成膜材料，与白藜芦醇复合得到高效的含白藜芦醇的生物可降解膜剂。利用木质素与其相似的多酚结构以及抗紫外性，改善白藜芦醇的结构稳定性，实现药物持续稳定释放。
发明内容
本发明的目的在于提供一种白藜芦醇复合膜剂，所述膜剂以左旋聚乳酸和木质素接枝右旋聚乳酸共聚物作为主要成膜材料，利用溶液共混的方法，同时引入白藜芦醇，复合制备具有良好力学性能、热稳定性、抗紫外性、生物相容性和药物缓释性的复合膜剂。
本发明的又一目的在于提供上述白藜芦醇复合膜剂的制备方法。该方法是利用左旋聚乳酸/木质素接枝右旋聚乳酸共聚物混合溶液与白藜芦醇复合制备高性能膜剂。首先，将木质素完全溶于10～20mL溶剂中，再向上述溶液中加入右旋丙交酯及4-二甲基氨基吡啶，充分反应后水洗干燥，得到木质素接枝右旋聚乳酸共聚物；然后，将上述接枝共聚物、左旋聚乳酸、白藜芦醇分别溶于氯仿中，以一定的比例避光共混；最后，将所得溶液浇铸在聚四氟乙烯板上，真空干燥，即得到具有良好力学性能、热稳定性、抗紫外性、生物相容性和药物缓释性的白藜芦醇复合膜剂。
所述木质素选自磨木木质素(milled wood lignin，MWL)、温和酸水解木质素(mild acidolysislignin，MAL)、纤维素水解酶木质素(cellulolytic enzyme lignin，CEL)、温和酶水解木质素(enzymatic mild acidolysis lignin，EMAL)、有机溶剂溶出木质素(organosolvlignin，OSL)、硫酸盐木质素(Kraft lignin，KL)和碱木质素(alkalinelignin，AL)中的一种。
所述一种含白藜芦醇的生物可降解膜剂及其制备方法中，左旋聚乳酸分子量为2kDa～100kDa，优选为5kDa；木质素接枝右旋聚乳酸大分子中右旋聚乳酸质量分数0.1％～99.9％，优选为60.0％；木质素接枝右旋聚乳酸共聚物与左旋聚乳酸共混比例为1％～10％(木质素接枝右旋聚乳酸共聚物/左旋聚乳酸)，优选为1％；白藜芦醇在该复合膜中含量为0.1％～1.0％，优选为0.2％。
本发明的优点和特点是：
本发明设计合成木质素接枝右旋聚乳酸，并与左旋聚乳酸复合，利用左旋和右旋分子形成的立构复合结构，显著提高聚乳酸和木质素的相容性。
本发明中由于木质素与白藜芦醇具有相似的多酚结构，在疏水相互作用和π-π叠加作用下，可以实现白藜芦醇的缓慢释放。
本发明中反式白藜芦醇具有光不稳定性，利用木质素的抗紫外特性，可以有效提高反式白藜芦醇的结构稳定性，从而提高其活性。
具体实施方式
本发明的发明人通过深入研究，首次利用碱木质素或其衍生物制备了具有pH敏感性的纳米复合水凝胶。
为了能够更清楚地理解本发明的技术内容，特采用以下实施例进行详细说明，其目的在于更好理解本发明内容而非限制本发明的保护范围。
实施例：左旋聚乳酸/碱木质素接枝右旋聚乳酸/白藜芦醇膜剂的制备
将0.1g碱木质素溶于10mL N，N-二甲基甲酰胺(DMF)，搅拌20min使其完全溶解，制得浓度为10％(w/w)的碱木质素/DMF溶液；加入2.9g右旋丙交酯(D-LA)和0.077g 4-二甲基氨基吡啶(DMAP)，随后升温至80℃，反应24h。待反应结束，冷却至室温，加入去离子水洗，干燥，得到碱木质素接枝右旋聚乳酸共聚物。
取5mg实施例1中的碱木质素接枝右旋聚乳酸共聚物与0.5g左旋聚乳酸分别溶于2mL氯仿中，混合后加入10mg白藜芦醇，超声处理5min混合均匀，再将其置于磁力搅拌器上搅拌1h，600r/min；最后将所得溶液浇铸在聚四氟乙烯板上，待溶剂挥发后50℃真空干燥得左旋聚乳酸/碱木质素接枝右旋聚乳酸/白藜芦醇膜剂。

Claims (4)

1.一种白藜芦醇复合膜剂，其特征在于，所述膜剂以左旋聚乳酸和木质素接枝右旋聚乳酸共聚物作为主要成膜材料，利用溶液共混的方法复合白藜芦醇，制备具有良好力学性能、热稳定性、抗紫外性、生物相容性和药物缓释性的复合膜剂；
所述左旋聚乳酸分子量为2kDa～100kDa；
所述木质素接枝右旋聚乳酸共聚物与左旋聚乳酸共混比例为1％～10％；
所述白藜芦醇在该复合膜中含量为0.1％～1.0％。
2.根据权利要求1所述的一种白藜芦醇复合膜剂，其特征在于，所述一种复合白藜芦醇的生物可降解膜剂的制备方法如下：
步骤1：将木质素或其衍生物分散于有机溶剂中，向上述溶液中加入右旋丙交酯及催化剂，充分反应后水洗干燥，得到木质素接枝右旋聚乳酸共聚物；
步骤2：将上述接枝共聚物、左旋聚乳酸、白藜芦醇一同置于氯仿，以一定的比例避光溶解，将所得溶液浇铸在聚四氟乙烯板上，真空干燥，即得到白藜芦醇复合膜剂。
3.根据权利要求1或2所述的一种白藜芦醇复合膜剂，其特征在于，所述木质素选自磨木木质素(milled wood lignin，MWL)、温和酸水解木质素(mild acidolysislignin，MAL)、纤维素水解酶木质素(cellulolytic enzyme lignin，CEL)、温和酶水解木质素(enzymaticmild acidolysis lignin，EMAL)、有机溶剂溶出木质素(organosolvlignin，OSL)、硫酸盐木质素(Kraft lignin，KL)和碱木质素(alkaline lignin，AL)中的一种。
4.根据权利要求1或2所述的一种白藜芦醇复合膜剂，其特征在于，所述木质素接枝右旋聚乳酸大分子中右旋聚乳酸质量分数0.1％～99.9％。
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