高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (07): 1456-1461.doi: 10.3969/j.issn.0251-0790.2012.07.016

• 有机化学 • 上一篇    下一篇

新型聚乙二醇-聚L-赖氨酸负载四(对磺酸基 偶氮苯基-4-氨基磺酰基)铝(Ⅲ)氯酞菁的纳米光敏剂的合成及离体光动力活性

马冬冬1, 林萍萍1, 陈莉莉1, 王瑜华2, 贺丹丹1, 陈婉玲1, 张甜甜1, 陈奎治1, 彭亦如1,2   

  1. 1. 福建师范大学化学与材料学院, 福建省高分子材料重点实验室, 福州 350007;
    2. 福建师范大学医学光电科学与技术教育部重点实验室, 福州 350007
  • 收稿日期:2012-01-04 出版日期:2012-07-10 发布日期:2012-07-10
  • 通讯作者: 彭亦如, 女, 博士, 教授, 主要从事光敏剂药物研究. E-mail: yirupeng@fjnu.edu.cn E-mail:yirupeng@hotmail.com
  • 基金资助:

    国家自然科学基金(批准号: 60978071, 20604007)、 福建省自然科学基金(批准号: 2011J01029, 2010J01322)和卫生部科学研究基金(批准号: WKJ2008-2-61)资助.

Synthesis of Poly(ethylene glycol)-poly(L-lysine) Diblock Copolymer Incorporating Tetra-(p-sulfoazophenyl-4-aminosulfonyl)phthalocyanine Chloride Aluminum(Ⅲ) Polyion Nanoparticles and Its in vitro Photodynamic Therapy Efficacy

MA Dong-Dong1, LIN Ping-Ping1, CHEN Li-Li1, WANG Yu-Hua2, HE Dan-Dan1, CHEN Wan-Ling1, ZHANG Tian-Tian1, CHEN Kui-Zhi1, PENG Yi-Ru1,2   

  1. 1. College of Chemistry and Materials Science, Fujian Provincial Key Laboratory of Polymer Materials,Fujian Normal University, Fuzhou 350007, China;
    2. Key Lab of Optoelectronic Science and Technology for Medicine of Ministry of Education, Fujian Normal University, Fuzhou 350007, China
  • Received:2012-01-04 Online:2012-07-10 Published:2012-07-10

摘要: 合成了一种新型四(对磺酸基偶氮苯基-4-氨基磺酰基)铝(Ⅲ)氯酞菁(S-AlPc), 采用元素分析, IR, 1H NMR和ESI-MS对配合物的结构进行了表征. S-AlPc中带负电荷的磺酸基与两亲嵌段共聚物聚乙二醇-聚L-赖氨酸(PEG-b-PLL)带正电荷的PLL嵌段通过静电作用自组装合成负载四(对磺酸基偶氮苯基-4-氨基磺酰基)铝(Ⅲ)氯酞菁聚合物纳米粒子(S-AlPc/PbP), 直径约为10~20 nm. 采用UV-Vis和稳态及瞬态荧光光谱法比较了S-AlPc和S-AlPc/PbP的光物理性质, 并研究了它们对人脐静脉内皮细胞(HUVEC)的摄取量. 与S-AlPc相比, 包裹S-AlPc的聚合物纳米粒子S-AlPc/PbP的HUVEC摄取量有所提高, 且提前1 h达到最大浓度. 采用MTT法评价了S-AlPc和S-AlPc/PbP对HUVEC的光动力活性, S-AlPc/PbP的细胞抑制率大于S-AlPc. 因此, S-AlPc/PbP是一类很有前景的第三代治疗脉络膜新生血管的光敏剂.

关键词: 酞菁铝, 聚合物纳米粒子, 光动力活性, 聚乙二醇-聚L-赖氨酸, 光敏剂

Abstract: A novel tetra-(p-sulfoazophenyl-4-aminosulfonyl)phthalocyanine aluminum(Ⅲ) chloride(S-AlPc) was synthesized and characterized by elemental analysis, IR, 1H NMR and ESI-MS. Polyion nanoparticles(S-AlPc/PbP) loaded with S-AlPc were formed through electrostatic self-assemble by negatively charged sulfonate groups with positively charged PLL of the poly(ethylene glycol)-poly(L-lysine) amphiphilic diblock copolymer(PEG-b-PLL). The diameter of S-AlPc/PbP was about 10-20 nm. The photophysical properties of S-AlPc/PbP and S-AlPc were compared by UV-Vis, steady-state and time-resolved fluorescence spectroscopy. The time-depended uptake amounts of S-AlPc and S-AlPc/PbP in the human umbilical cord blood endothelial cells(HUVEC) were studied. The uptake amounts of S-AlPc/PbP by HUVEC reached maximum about one hour earlier than that of the S-AlPc. The phototoxicity of S-AlPc and S-AlPc/PbP was evaluated by MTT method. The inhibition rate of S-AlPc/PbP was also significantly increased. These results obviously indicated that S-AlPc/PbP is a potential 3rd generation photosensitizer for photodynamic therapy.

Key words: Phthalocyanine aluminium, Polyion nanoparticles, Photodynamic therapy efficacy, Poly(ethylene glycol)-poly(L-lysine) diblock copolymer, Photosensitizer

中图分类号: