Lead structures for applications in photodynamic therapy 7. Efficient synthesis of amphiphilic glycosylated lipid porphyrin derivatives: refining linker conjugation for potential PDT applications

  • Claire Moylan, Ayman M.K. Sweed, Yasser M. Shaker, Eoin M. Scanlan, Mathias O. Senge
  • Tetrahedron, June 2015, Elsevier
  • DOI: 10.1016/j.tet.2015.04.097

Amphiphilic glycolipidporphyrins for PDT

What is it about?

Photodynamic therapy requires drug molecules to pass through cell and organell membranes. For this an amphiphilic character, i.e. a molecule with both water soluble and insoluble parts is necessary. Here we describe syntheses of photoactive porphyrins with carbohydrate and lipid moieties which possess amphiphilic character. The carbohydrates and lipid functionalities were covalently linked to the model photosensitizer using a copper (I) catalyzed alkyne azide cycloaddition reaction (click chemistry) or an oxypropyl linkage achieved via nucleophilic substitution chemistry.

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http://dx.doi.org/10.1016/j.tet.2015.04.097

The following have contributed to this page: Professor Mathias O. Senge