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Cucurbit[7]uril-Anchored Porphyrin-Based Multifunctional Molecular Platform for Photodynamic Antimicrobial and Cancer Therapy

  • Melis Özkan
    Melis Özkan
    Institute of Materials Science and Nanotechnology, National Nanotechnology Research Center (UNAM), Bilkent University, 06800 Ankara, Turkey
    More by Melis Özkan
  • Yogesh Kumar
    Yogesh Kumar
    Institute of Materials Science and Nanotechnology, National Nanotechnology Research Center (UNAM), Bilkent University, 06800 Ankara, Turkey
    Department of Chemistry, Bilkent University, 06800 Ankara, Turkey
    More by Yogesh Kumar
  • Yagmur Keser
    Yagmur Keser
    Institute of Materials Science and Nanotechnology, National Nanotechnology Research Center (UNAM), Bilkent University, 06800 Ankara, Turkey
    More by Yagmur Keser
  • Seyed E. Hadi
    Seyed E. Hadi
    Institute of Materials Science and Nanotechnology, National Nanotechnology Research Center (UNAM), Bilkent University, 06800 Ankara, Turkey
  • , and 
  • Dönüs Tuncel*
    Dönüs Tuncel
    Institute of Materials Science and Nanotechnology, National Nanotechnology Research Center (UNAM), Bilkent University, 06800 Ankara, Turkey
    Department of Chemistry, Bilkent University, 06800 Ankara, Turkey
    *E-mail: [email protected]
Cite this: ACS Appl. Bio Mater. 2019, 2, 11, 4693–4697
Publication Date (Web):October 23, 2019
https://doi.org/10.1021/acsabm.9b00763
Copyright © 2019 American Chemical Society

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    Abstract

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    Here we report a photoactive supramolecular assembly that is multifunctional and constructed by covalently linking four receptor molecules (cucurbit[7]uril) to a porphyrin derivative with suitable linkers. While this molecular platform serves very efficiently as a light-triggered broad-spectrum antibacterial agent, owing to its negligible dark cytotoxicity and the presence of host molecules (CB7), it can also be utilized as a vehicle to carry drug molecules for a combined chemo and photodynamic cancer therapy.

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acsabm.9b00763.

    • Experimental details, 1H NMR, ESI-MS, UV–vis absorbance spectra of TPP-4CB7, PL spectra of DCF in the presence of TPP-4CB7 under continuous white-light illumination, MIC assays, photos for B. subtilis on YTD agar plate treated without and with TPP-4CB7, plot of ζ-potentials of E. coli with TPP-4CB7 (PDF)

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