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Visible-Light -Triggered Fluorescent Organic Nanoparticles for Chemo-Photodynamic Therapy with Real-Time Cellular Imaging

  • C. Parthiban
    C. Parthiban
    Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721302, West Bengal, India
    More by C. Parthiban
  • Pavithra M.
    Pavithra M.
    Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721302, West Bengal, India
    More by Pavithra M.
  • Vinod Kumar Reddy L.
    Vinod Kumar Reddy L.
    Centre for Biomaterials, Cellular and Molecular Theranostics, VIT University, Vellore 632014, Tamil Nadu, India
  • Dwaipayan Sen
    Dwaipayan Sen
    Centre for Biomaterials, Cellular and Molecular Theranostics, VIT University, Vellore 632014, Tamil Nadu, India
  • Melvin Samuel S.
    Melvin Samuel S.
    Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721302, West Bengal, India
  • , and 
  • N. D. Pradeep Singh*
    N. D. Pradeep Singh
    Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721302, West Bengal, India
    *E-mail: [email protected]
Cite this: ACS Appl. Nano Mater. 2018, 1, 11, 6281–6288
Publication Date (Web):October 26, 2018
Copyright © 2018 American Chemical Society

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In this paper, we have developed a light-activated single component fluorescent organic nanoparticles for synergistic combination therapy (chemo-photodynamic therapy) utilizing the combined benefits of aggregation-induced emission (AIE) and excited-state intramolecular proton transfer (ESIPT) phenomena. The single-component organic nanoparticles were synthesized by coupling tetraphenylethylene (TPE) moiety with the p-hydroxy phenacyl-chlorambucil conjugate. Then, tetraphenylene-p-hydroxyphenacyl-chlorambucil (TPE-pHP-Cbl) nanoparticles were prepared by a simple reprecipitation technique. Our designed TPE-pHP-Cbl NPs exhibited the unique benefits such as (i) aggregation-induced emission enhancement, (ii) large Stoke’s shift, (iii) the photoirradiation wavelength >410 nm, (iv) the drug release occurs only in the aggregated state upon photolysis, (v) PDT activity, (vi) real-time monitoring of drug release by a noninvasive fluorescence color change approach, and (vii) PDT activity of the released photoproduct (TPE-pHP-OH), thereby resulting in the improved therapeutic efficiency. In vitro experiments show that TPE-pHP-Cbl NPs display excellent properties such as cellular imaging, synergistic combination therapy, and biocompatibility.

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The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acsanm.8b01495.

  • General information, spectroscopic data, synthesis of nanoparticles, quantum yield, rate constant at different pH, time course of photolysis, and fluorescence lifetime (PDF)

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