• About
  • Policies
  • What is open access
  • Library
  • Contact
Advanced search
      View Item 
      •   BUIR Home
      • Scholarly Publications
      • Institute of Materials Science and Nanotechnology (UNAM)
      • View Item
      •   BUIR Home
      • Scholarly Publications
      • Institute of Materials Science and Nanotechnology (UNAM)
      • View Item
      JavaScript is disabled for your browser. Some features of this site may not work without it.

      A [5]Rotaxane-Based photosensitizer for photodynamic therapy

      Thumbnail
      Embargo Lift Date: 2020-06-10
      View / Download
      2.8 Mb
      Author(s)
      Özkan, Melis
      Keser, Yağmur
      Hadi, Seyed Ehsan
      Tuncel, Dönüş
      Date
      2019
      Source Title
      European Journal of Organic Chemistry
      Print ISSN
      1434-193X
      Publisher
      WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
      Volume
      2019
      Issue
      21
      Pages
      3534 - 3541
      Language
      English
      Type
      Article
      Item Usage Stats
      397
      views
      335
      downloads
      Abstract
      A [5]rotaxane was synthesized through a catalytically self‐threading reaction in which CB6 serves as a macrocycle and acts as a catalyst for the 1,3‐dipolar cycloaddition reaction between the alkyne substituted porphyrin core and azide functionalized stopper groups by forming triazole. Application of this rotaxane as a photosensitizer in photodynamic therapy against cancer cells and in bacteria inactivation have also been demonstrated. This photosensitizer has an excellent water solubility and remains stable in biological media at physiological pH (7.4) for prolonged times. It has the ability to generate singlet oxygen efficiently; while it shows no dark cytotoxicity up to 300 µm to the MCF7 cancer cell line, it is photocytotoxic even at 2 µm and reduces the cell viability to around 70 % when exposed to white light. It also displays light‐triggered biocidal activity both against gram‐negative bacteria (Escherichia coli, E. coli) and gram‐positive bacteria (Bacillus subtilis). Upon white light irradiation for 1 min with a flux of 22 mW/cm2 of E. coli suspension incubated with [5]rotaxane (3.5 µm), a killing efficiency of 96 % is achieved, whereas in the dark the effect is recorded as only around 9 %.
      Keywords
      Rotaxanes
      Cucurbituril
      Supramolecular chemistry
      Photochemistry
      Sensitizers
      Porphyrin
      Permalink
      http://hdl.handle.net/11693/53230
      Published Version (Please cite this version)
      https://doi.org/10.1002/ejoc.201900278
      Collections
      • Department of Chemistry 707
      • Institute of Materials Science and Nanotechnology (UNAM) 2260
      • Nanotechnology Research Center (NANOTAM) 1179
      Show full item record

      Browse

      All of BUIRCommunities & CollectionsTitlesAuthorsAdvisorsBy Issue DateKeywordsTypeDepartmentsCoursesThis CollectionTitlesAuthorsAdvisorsBy Issue DateKeywordsTypeDepartmentsCourses

      My Account

      Login

      Statistics

      View Usage StatisticsView Google Analytics Statistics

      Bilkent University

      If you have trouble accessing this page and need to request an alternate format, contact the User and Access Services. Phone: (312) 290 1298
      © Bilkent University - Library IT

      Contact Us | Send Feedback | Off-Campus Access | Admin | Privacy