Abstract
The synthesis and photophysical properties of two lipophilic quadrupolar chromophores featuring anthracenyl (1) or dibromobenzene (2) were described. These two chromophores combined significant two-photon absorption cross-sections with high fluorescence quantum yield for 1 and improved singlet oxygen generation efficiency for 2, in organic solvents. The use of Pluronic nanoparticles allowed a simple and straightforward introduction of these lipophilic chromophores into biological cell media. Their internal distribution in various cell lines was studied using fluorescence microscopy and flow-cytometry following a successful staining that was achieved upon 2 h of incubation. Finally, multiphoton excitation microscopy and photodynamic therapy capability of the chromophores were demonstrated by cell exposure to a 820 nm fs laser and cell death upon one photon resonant irradiation at 436 ± 10 nm, respectively.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkynes / chemistry*
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Alkynes / pharmacology
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Alkynes / therapeutic use
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Aniline Compounds / chemistry*
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Aniline Compounds / pharmacology
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Aniline Compounds / therapeutic use
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Animals
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Anthracenes / chemistry*
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Anthracenes / pharmacology
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Anthracenes / therapeutic use
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Apoptosis
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Bromobenzenes / chemistry*
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Bromobenzenes / pharmacology
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Bromobenzenes / therapeutic use
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Cell Line, Tumor
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Fluorescent Dyes / chemistry
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Hydrophobic and Hydrophilic Interactions
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Microscopy, Fluorescence
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Nanoparticles / chemistry
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Neoplasms / drug therapy
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Photochemotherapy
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Photons
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Photosensitizing Agents / chemistry*
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Photosensitizing Agents / pharmacology
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Photosensitizing Agents / therapeutic use
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Poloxamer / chemistry
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Polymers / chemistry*
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Quantum Theory
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Rats
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Singlet Oxygen / metabolism
Substances
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Alkynes
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Aniline Compounds
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Anthracenes
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Bromobenzenes
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Fluorescent Dyes
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Photosensitizing Agents
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Polymers
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Poloxamer
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Singlet Oxygen