Mineo Placido
Dipartimento di Scienze Chimiche and I.N.S.T.M. UdR of Catania, Università di Catania, Viale A. Doria, 6, 95125 Catania, Italy.
Org Biomol Chem. 2014 Jun 14;12(22):3663-70. doi: 10.1039/c4ob00393d. Epub 2014 Apr 24.
In this study, 5,10,15-tri[p(9-methoxy-triethyleneoxy)phenyl]-20-[p-phenylisophthalate-β-cyclodextrin]porphyrin, a compound containing a porphyrin and a β-cyclodextrin unit covalently linked by means of an isophthalic bridge, was synthesized and characterized by NMR, MALDI-TOF mass spectrometry and UV-vis and circular dichroism spectroscopies. This porphyrin/β-cyclodextrin system, with the porphyrin unit connected to the lower rim (OH-2) of the cyclodextrin structure, is water-soluble and no evidence of a self-assembly arrangement between the porphyrin and cyclodextrin units appears. In this way, the β-cyclodextrin cavities remain free, retaining their potential ability of drug-delivery, with the spectroscopic advantage induced by the high absorbance of the porphyrin unit. Furthermore, the porphyrin unit, interacting with the guest and acting as a lid, could have a role in the controlled release process of the drug.
在本研究中，合成了5,10,15-三[p(9-甲氧基-三乙烯氧基)苯基]-20-[对苯二甲酸-β-环糊精]卟啉，该化合物包含一个卟啉和一个通过间苯二甲酸桥共价连接的β-环糊精单元，并通过核磁共振、基质辅助激光解吸电离飞行时间质谱、紫外可见光谱和圆二色光谱对其进行了表征。这种卟啉/β-环糊精体系中，卟啉单元连接到环糊精结构的下缘（OH-2），具有水溶性，且卟啉与环糊精单元之间未出现自组装排列的迹象。这样一来，β-环糊精的空腔保持自由状态，保留了其潜在的药物递送能力，同时具有由卟啉单元的高吸光度所带来的光谱优势。此外，与客体相互作用并充当盖子的卟啉单元可能在药物的控释过程中发挥作用。
