Synthesis and investigation of glycosylated mono- and diarylporphyrins for photodynamic therapy.

The synthesis of a diaryl substituted porphyrin bearing a galactosyl and a cholesteryloxy substituent and of a galactosyl substituted monoaryl porphyrin is described. The spectroscopic and aggregation properties of both compounds were investigated. The galactosyl substituted monoaryl porphyrin (12) was efficiently incorporated into liposomes and lipoproteins whereas the diaryl porphyrin showed no interaction with these lipids. Furthermore the binding constants of compound 12 to HDL, LDL, VLDL, and PE and DMPC liposomes were estimated.