Abstract
BF2 Chelated azadipyrromethene dyes fluoresce in the near infrared and have potential applications in photodynamic therapy. When irradiated above 600nm these aza-BODIPY compounds react with triplet O2 in the body to form a reactive singlet oxygen species which leads to cell death. A small library has been synthesized of these potential PDT agents via a four step process, with varying substituents on the aromatic ring of the starting benzaldehyde and acetophenone. In vitro studies on HeLa cells have revealed an effective photosensitive compound with low dark cytotoxicity and promotion of apoptotic cell death when exposed to light.
Keywords: Azadipyrromethene, chalcone, HeLa cells, Michael's addition, photodynamic therapy, aza-BODIPY, therapy, hotosensitive compound, acetophenone, benzaldehyde, oxygen
Letters in Organic Chemistry
Title: Synthesis of Aza-BODIPY Boron Difluoride PDT Agents to Promote Apoptosis in HeLa Cells
Volume: 8 Issue: 6
Author(s): Ronny Priefer, Justin R. Griffiths, Janelle N. Ludwig, Graham Skelhorne-Gross and Robert S. Greene
Affiliation:
Keywords: Azadipyrromethene, chalcone, HeLa cells, Michael's addition, photodynamic therapy, aza-BODIPY, therapy, hotosensitive compound, acetophenone, benzaldehyde, oxygen
Abstract: BF2 Chelated azadipyrromethene dyes fluoresce in the near infrared and have potential applications in photodynamic therapy. When irradiated above 600nm these aza-BODIPY compounds react with triplet O2 in the body to form a reactive singlet oxygen species which leads to cell death. A small library has been synthesized of these potential PDT agents via a four step process, with varying substituents on the aromatic ring of the starting benzaldehyde and acetophenone. In vitro studies on HeLa cells have revealed an effective photosensitive compound with low dark cytotoxicity and promotion of apoptotic cell death when exposed to light.
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Priefer Ronny, R. Griffiths Justin, N. Ludwig Janelle, Skelhorne-Gross Graham and S. Greene Robert, Synthesis of Aza-BODIPY Boron Difluoride PDT Agents to Promote Apoptosis in HeLa Cells, Letters in Organic Chemistry 2011; 8 (6) . https://dx.doi.org/10.2174/157017811796064377
DOI https://dx.doi.org/10.2174/157017811796064377 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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