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Supramolecular Photonic Therapeutic Agents
Abstract
A new approach to achieving selectivity for photodynamic therapy based upon the reversible off/on switching of the key therapeutic property (singlet oxygen generation) of a supramolecular photonic therapeutic agent (SPTA) in response to an external stimulus in the surrounding microenvironment is described. A series of SPTA analogues with pH responsive receptors of varying pKa are presented, in which the generation of singlet oxygen is shown to be dependent upon a proton source. For example, systems have been constructed such that the excited state energy of the photosensitizer can be decayed by a rapid photoinduced electron transfer (PET) mechanism, resulting in virtually no singlet oxygen being generated, but when the amine receptor is protonated the PET mechanism does not operate and singlet oxygen is produced. In vitro efficacy demonstrated that the SPTA derivatives can be activated within cells and one analogue is measured to have an EC50 value of 5.8 nM when assayed in the MRC5 cell line.
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Citations
Cited by
BODIPY Dyes and Their Derivatives: Syntheses and Spectroscopic Properties
Loudet, A., & Burgess, K. (2007) · Chemical Reviews · doi:10.1021/cr078381n · Cited by 5,238
BODIPY dyes in photodynamic therapy
Kamkaew, A., Lim, S. H., Lee, H. B., Kiew, L. V., Chung, L. Y., & Burgess, K. (2013) · Chem. Soc. Rev. · doi:10.1039/c2cs35216h · Cited by 2,104
Reactive oxygen species generating systems meeting challenges of photodynamic cancer therapy
Zhou, Z., Song, J., Nie, L., & Chen, X. (2016) · Chemical Society Reviews · doi:10.1039/c6cs00271d · Cited by 2,098
Recent Strategies to Develop Innovative Photosensitizers for Enhanced Photodynamic Therapy
Pham, T. C., Nguyen, V.-N., Choi, Y., Lee, S., & Yoon, J. (2021) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00381 · Cited by 1,813
Triplet photosensitizers: from molecular design to applications
Zhao, J., Wu, W., Sun, J., & Guo, S. (2013) · Chemical Society Reviews · doi:10.1039/c3cs35531d · Cited by 1,579
Metadata
- Authors
- McDonnell, S. O., Hall, M. J., Allen, L. T., Byrne, A., Gallagher, W. M., & O'Shea, D. F.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2005-11-04
- Volume
- 127
- Issue
- 47
- Pages
- 16360-16361
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2027326776
- Cited by
- 346
- References
- 0
- FWCI
- 5.67
- Type
- journal article
- Language
- en
- Open access
- closed
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- McDonnell, S. O., Hall, M. J., Allen, L. T., Byrne, A., Gallagher, W. M., & O'Shea, D. F. (2005). Supramolecular Photonic Therapeutic Agents. Journal of the American Chemical Society. https://doi.org/10.1021/ja0553497
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