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Cyanoarylporphyrazines with high viscosity sensitivity : a step towards dosimetry-assisted photodynamic cancer treatment

(2021) MOLECULES. 26(19).
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Abstract
Despite the significant relevance of photodynamic therapy (PDT) as an efficient strategy for primary and adjuvant anticancer treatment, several challenges compromise its efficiency. In order to develop an "ideal photosensitizer" and the requirements applied to photosensitizers for PDT, there is still a need for new photodynamic agents with improved photophysical and photobiological properties. In this study, we performed a detailed characterization of two tetracyanotetra(aryl)porphyrazine dyes with 4-biphenyl (pz II) and 4-diethylaminophenyl (pz IV) groups in the periphery of the porphyrazine macrocycle. Photophysical properties, namely, fluorescence quantum yield and lifetime of both photosensitizers, demonstrate extremely high dependence on the viscosity of the environment, which enables them to be used as viscosity sensors. Pz II and pz IV easily enter cancer cells and efficiently induce cell death under light irradiation. Using fluorescence lifetime imaging microscopy, we demonstrated the possibility of assessing local intracellular viscosity and visualizing viscosity changes driven by PDT treatment with the compounds. Thus, pz II and pz IV combine the features of potent photodynamic agents and viscosity sensors. These data suggest that the unique properties of the compounds provide a tool for PDT dosimetry and tailoring the PDT treatment regimen to the individual characteristics of each patient.
Keywords
Chemistry (miscellaneous), Analytical Chemistry, Organic Chemistry, Physical and Theoretical Chemistry, Molecular Medicine, Drug Discovery, Pharmaceutical Science, Photodynamic Therapy, photodynamic therapy, cancer treatment, photosensitizers, porphyrazines, intracellular viscosity, fluorescent molecular rotors, cell death, IMMUNOGENIC CELL-DEATH, PROMISING AGENTS, THERAPY, PHOTOSENSITIZERS, SUBSTITUENTS, MACROCYCLES, MECHANISMS

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MLA
Balalaeva, Irina V., et al. “Cyanoarylporphyrazines with High Viscosity Sensitivity : A Step towards Dosimetry-Assisted Photodynamic Cancer Treatment.” MOLECULES, vol. 26, no. 19, 2021, doi:10.3390/molecules26195816.
APA
Balalaeva, I. V., Mishchenko, T. A., Turubanova, V. D., Peskova, N. N., Shilyagina, N. Y., Plekhanov, V. I., … Krysko, D. (2021). Cyanoarylporphyrazines with high viscosity sensitivity : a step towards dosimetry-assisted photodynamic cancer treatment. MOLECULES, 26(19). https://doi.org/10.3390/molecules26195816
Chicago author-date
Balalaeva, Irina V., Tatiana A. Mishchenko, Victoria D. Turubanova, Nina N. Peskova, Natalia Y. Shilyagina, Vladimir I. Plekhanov, Svetlana A. Lermontova, Larisa G. Klapshina, Maria V. Vedunova, and Dmitri Krysko. 2021. “Cyanoarylporphyrazines with High Viscosity Sensitivity : A Step towards Dosimetry-Assisted Photodynamic Cancer Treatment.” MOLECULES 26 (19). https://doi.org/10.3390/molecules26195816.
Chicago author-date (all authors)
Balalaeva, Irina V., Tatiana A. Mishchenko, Victoria D. Turubanova, Nina N. Peskova, Natalia Y. Shilyagina, Vladimir I. Plekhanov, Svetlana A. Lermontova, Larisa G. Klapshina, Maria V. Vedunova, and Dmitri Krysko. 2021. “Cyanoarylporphyrazines with High Viscosity Sensitivity : A Step towards Dosimetry-Assisted Photodynamic Cancer Treatment.” MOLECULES 26 (19). doi:10.3390/molecules26195816.
Vancouver
1.
Balalaeva IV, Mishchenko TA, Turubanova VD, Peskova NN, Shilyagina NY, Plekhanov VI, et al. Cyanoarylporphyrazines with high viscosity sensitivity : a step towards dosimetry-assisted photodynamic cancer treatment. MOLECULES. 2021;26(19).
IEEE
[1]
I. V. Balalaeva et al., “Cyanoarylporphyrazines with high viscosity sensitivity : a step towards dosimetry-assisted photodynamic cancer treatment,” MOLECULES, vol. 26, no. 19, 2021.
@article{8728272,
  abstract     = {{Despite the significant relevance of photodynamic therapy (PDT) as an efficient strategy for primary and adjuvant anticancer treatment, several challenges compromise its efficiency. In order to develop an "ideal photosensitizer" and the requirements applied to photosensitizers for PDT, there is still a need for new photodynamic agents with improved photophysical and photobiological properties. In this study, we performed a detailed characterization of two tetracyanotetra(aryl)porphyrazine dyes with 4-biphenyl (pz II) and 4-diethylaminophenyl (pz IV) groups in the periphery of the porphyrazine macrocycle. Photophysical properties, namely, fluorescence quantum yield and lifetime of both photosensitizers, demonstrate extremely high dependence on the viscosity of the environment, which enables them to be used as viscosity sensors. Pz II and pz IV easily enter cancer cells and efficiently induce cell death under light irradiation. Using fluorescence lifetime imaging microscopy, we demonstrated the possibility of assessing local intracellular viscosity and visualizing viscosity changes driven by PDT treatment with the compounds. Thus, pz II and pz IV combine the features of potent photodynamic agents and viscosity sensors. These data suggest that the unique properties of the compounds provide a tool for PDT dosimetry and tailoring the PDT treatment regimen to the individual characteristics of each patient.}},
  articleno    = {{5816}},
  author       = {{Balalaeva, Irina V. and Mishchenko, Tatiana A. and Turubanova, Victoria D. and Peskova, Nina N. and Shilyagina, Natalia Y. and Plekhanov, Vladimir I. and Lermontova, Svetlana A. and Klapshina, Larisa G. and Vedunova, Maria V. and Krysko, Dmitri}},
  issn         = {{1420-3049}},
  journal      = {{MOLECULES}},
  keywords     = {{Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science,Photodynamic Therapy,photodynamic therapy,cancer treatment,photosensitizers,porphyrazines,intracellular viscosity,fluorescent molecular rotors,cell death,IMMUNOGENIC CELL-DEATH,PROMISING AGENTS,THERAPY,PHOTOSENSITIZERS,SUBSTITUENTS,MACROCYCLES,MECHANISMS}},
  language     = {{eng}},
  number       = {{19}},
  pages        = {{17}},
  title        = {{Cyanoarylporphyrazines with high viscosity sensitivity : a step towards dosimetry-assisted photodynamic cancer treatment}},
  url          = {{http://doi.org/10.3390/molecules26195816}},
  volume       = {{26}},
  year         = {{2021}},
}

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