Author/Authors :
Carlos J.P. Monteiro، نويسنده , , Mariette M. Pereira، نويسنده , , Sara M.A. Pinto، نويسنده , , Ana V.C. Sim?es، نويسنده , , Gonçalo F.F. S?، نويسنده , , Luis G. Arnaut، نويسنده , , Sebasti?o J. Formosinho، نويسنده , , Sérgio Sim?es، نويسنده , , Mark F. Wyatt، نويسنده ,
Abstract :
Porphyrins are key precursors for development of photosensitizers for photodynamic therapy. A new series of ortho-halogenated tetraarylporphyrins with sulfonamide substituents have been synthesized via chlorosulfonation reaction and characterized by MALDI-TOFMS. To predict their partition properties, log KOW of a selected range of the synthesized halogenated amphiphilic porphyrins is described. A significant effect of the number and type of halogen group as well as on the number of sulfonamide side chain was observed. The determined 1-octanol/water partition coefficients showed that it is possible to obtain compounds with a wide range of lipophilicities, from log KOW=−2.71 till log KOW>4, which are suitable to optimize the biological efficacy of this class of sensitizers.