Imaging Science and Photochemistry ›› 2016, Vol. 34 ›› Issue (5): 426-434.DOI: 10.7517/j.issn.1674-0475.2016.05.426

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Synthesis and Evaluation of an Amphiphilic Polymer-based PDT Photosensitizer

LUO Sihang, ZHAO Chunchang   

  1. Key Laboratory for Advanced Materials, Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, P. R. China
  • Received:2016-07-20 Revised:2016-08-08 Online:2016-09-15 Published:2016-09-15

Abstract:

We designed and synthesized anamphiphilic polymer-based PDT photosensitizer PDPA-AMA-BOD. Experimental results demonstrated that PDPA-AMA-BOD could self-assemble into micelles in neutral aqueous environment and thus enabled the BODIPY photosensitizer trapped within the hydrophobic interior, which induced a high local concentration of BODIPY. As such, the efficiency of 1O2 generation was reduced by homo-FRET effect. In contrast, the protonation of amino sites attached to the hydrophobic end of PDPA-AMA-BOD resulted in the polymer well-dispersing in acidic aqueous solutions. As a consequence, concentration induced inhibition of 1O2 production was abolished. In this way, PDPA-AMA-BOD showed the acidity-controlled production of 1O2, suggesting the potential application as a selective PDT photosensitizer towards acidic tumor microenvironment.

Key words: amphiphilic polymer, photosensitizer, micelle, 1O2, photodynamic therapy