Synthesis of β-functionalized temoporfin derivatives for an application in photodynamic therapy.

Abstract

The synthesis of novel β-functionalized derivatives of the clinically used photosensitizer Temoporfin has been achieved by nucleophilic addition reactions to a corresponding diketo chlorin. The β-substituted dihydroxychlorin products exhibit a strong absorption in the red spectral region, a high singlet oxygen quantum yield, and were found to be highly effective in in vitro assays against HT-29 tumor cells.

• Authors: Daniel Aicher, Susanna Gräfe, Christian B W Stark, Arno Wiehe
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 21 Issue 19 Pg. 5808-11 (Oct 01 2011) ISSN: 1464-3405 [Electronic] England
• PMID: 21885278 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2011 Elsevier Ltd. All rights reserved.

Chemical References

• Antineoplastic Agents
• Mesoporphyrins
• Photosensitizing Agents
• Porphyrins
• chlorin
• Osmium
• temoporfin

Topics

• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Drug Design
• Drug Evaluation, Preclinical
• HT29 Cells
• Humans
• Hydroxylation
• Mesoporphyrins (chemistry, pharmacology)
• Molecular Structure
• Osmium
• Photochemotherapy
• Photosensitizing Agents (chemical synthesis, chemistry, pharmacology)
• Porphyrins (chemistry)
• Structure-Activity Relationship