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

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.

Graphical abstractβ-Substituted derivatives of the clinically used photosensitizer Temoporfin have been prepared via a novel synthetic route. Compared to Temoporfin itself these chlorins are more densely functionalized and possess a higher chemical stability.Figure optionsDownload full-size imageDownload as PowerPoint slide