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      A bifunctional photosensitizer for enhanced fractional photodynamic therapy: singlet oxygen generation in the presence and absence of light

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      Author
      Turan, I. S.
      Yildiz, D.
      Turksoy, A.
      Gunaydin, G.
      Akkaya, E. U.
      Date
      2016
      Source Title
      Angewandte Chemie - International Edition
      Print ISSN
      1433-7851
      Electronic ISSN
      1521-3773
      Publisher
      Wiley-VCH Verlag
      Volume
      55
      Issue
      8
      Pages
      2875 - 2878
      Language
      English
      Type
      Article
      Item Usage Stats
      132
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      495
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      Abstract
      The photosensitized generation of singlet oxygen within tumor tissues during photodynamic therapy (PDT) is self-limiting, as the already low oxygen concentrations within tumors is further diminished during the process. In certain applications, to minimize photoinduced hypoxia the light is introduced intermittently (fractional PDT) to allow time for the replenishment of cellular oxygen. This condition extends the time required for effective therapy. Herein, we demonstrated that a photosensitizer with an additional 2-pyridone module for trapping singlet oxygen would be useful in fractional PDT. Thus, in the light cycle, the endoperoxide of 2-pyridone is generated along with singlet oxygen. In the dark cycle, the endoperoxide undergoes thermal cycloreversion to produce singlet oxygen, regenerating the 2-pyridone module. As a result, the photodynamic process can continue in the dark as well as in the light cycles. Cell-culture studies validated this working principle in vitro.
      Keywords
      Cell culture
      Gas generators
      Oxygen
      Peroxides
      Photochemical reactions
      Photosensitizers
      Tumors
      BODIPY
      Cellular oxygen
      Cycloreversion
      Effective therapy
      Photodynamic process
      Photodynamic therapy (PDT)
      Singlet oxygen
      Singlet oxygen generation
      Photodynamic therapy
      Light
      Photochemotherapy
      Photosensitizing Agents
      Proton Magnetic Resonance Spectroscopy
      Singlet Oxygen
      Permalink
      http://hdl.handle.net/11693/36967
      Published Version (Please cite this version)
      http://dx.doi.org/10.1002/anie.201511345
      Collections
      • Department of Chemistry 594
      • Institute of Materials Science and Nanotechnology (UNAM) 1775
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