Photodiagnosis and Photodynamic Therapy
Volume 6, Issue 3 , Pages 200-206, September 2009

Synthesis and phototoxicity of polyethylene glycol (PEG) substituted metal-free and metallo-porphyrins: Effect of PEG chain length, coordinated metal, and axial ligand

Department of Chemistry, University of Hull, Cottingham Road, Kingston-upon-Hull, E. Yorkshire, Hull HU6 7RX, United Kingdom

published online 12 October 2009.

Summary 

Treatment of 5,10,15,20-tetra(pentafluorophenyl) porphyrins with polyethylene glycol (PEG) halides and sodium sulfide is a mild and efficient route to water-soluble PEG substituted porphyrins. The method has been used to access a series of free-base and metallated PEG porphyrins, which have been investigated for photodynamic activity against Human Caucasian colon adenocarcinoma (Caco2) cells. Toxicity, in the presence and absence of light, is shown to be affected by the length of the PEG chain, nature of coordinated metal and axial ligand.

Keywords: Porphyrin, PEG, Metal, Ligand

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PII: S1572-1000(09)00129-X

doi:10.1016/j.pdpdt.2009.08.002

Photodiagnosis and Photodynamic Therapy
Volume 6, Issue 3 , Pages 200-206, September 2009

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