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具有BODIPY结构的卟啉化合物自组装的纳米颗粒及其性能研究

Self-assembled nanoparticles of porphyrin compounds with BODIPY structure and their properties
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摘要 含有BODIPY结构的卟啉化合物在光动力治疗领域有比较广泛的应用.本研究通过聚乙二醇(PEG)链和氟硼二吡咯(BODIPY)对卟啉进行修饰,增加其水溶性,设计合成两种卟啉单体(Por-PEG,Por-BODIPY),并对其进行自组装,得到两种纳米颗粒(Por-PEG NPs、Por-BODIPY NPs).通过核磁谱图和高分辨质谱确定其单体的结构.实验表明,PorBODIPY、Por-BODIPY NPs、Por-PEG NPs的结合常数都小于106,为外部键合模式,Por-PEG的结合常数大于107,与ctDNA的结合模式为插入结合模式.用DLS对Por-BODIPY-NPs和Por-PEG NPs的粒径进行测试,发现两种纳米材料平均粒径分别为117.6 nm和108.5 nm,具有良好的分散性.对Por-BODIPY、Por-PEG及其纳米颗粒进行了光动力效能的测试,用DPBF对这4种结构进行单线态氧的测试,发现都具有产生单线态氧的能力. Porphyrin compounds containing BODIPY structure have a wide range of applications in the field of photodynamic therapy.In this study,porphyrin was modified by polyethylene glycol(PEG)chain and fluoroborondipyrrole(BODIPY)to increase its water solubility.Two porphyrin monomers(Por-PEG,Por-BODIPY)were designed and synthesized,and two kinds of nanoparticles(Por-PEG NPs,Por-BODIPY NPs)were obtained by self-assembly.The structure of the compound was confirmed by NMR and HRMS.Experiments showed that the binding constants of Por-BODIPY,Por-BODIPY NPs,and Por-PEG NPs were all less than 106,which were external bonding modes.The binding constant of Por-PEG was greater than 107,and the binding mode to ct-DNA was the insertion binding mode.The particle sizes of Por-BODIPY NPs and Por-PEG-NPs were tested by DLS,and it was found that the average particle sizes of the two nanomaterials were 117.6 nm and 108.5 nm,respectively,with good dispersibility.Por-BODIPY,Por-PEG and their nanoparticles were tested for photodynamic efficiency,and the four structures were tested for singlet oxygen with DPBF,and it was found that they all had the ability to generate singlet oxygen.
作者 陈艳 卢书玉 姜军 王凯 CHEN Yan;LU Shuyu;JIANG Jun;WANG Kai(College of Chemistry and Chemical Engineering,Hubei University,Wuhan 430062,China)
出处 《湖北大学学报(自然科学版)》 CAS 2023年第3期433-440,共8页 Journal of Hubei University:Natural Science
基金 湖北省自然科学基金(2018CFB307)资助。
关键词 卟啉 光动力治疗 BODIPY 纳米材料 porphyrin photodynamic therapy BODIPY nanomaterials
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