Title of article
Synthesis of amphiphilic sulfonamide halogenated porphyrins: MALDI-TOFMS characterization and evaluation of 1-octanol/water partition coefficients
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 ,
Issue Information
هفته نامه با شماره پیاپی سال 2008
Pages
7
From page
5132
To page
5138
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.
Keywords
1-Octanol/water partition coefficients , MALDI-TOFMS , Amphiphilic porphyrins synthesis
Journal title
Tetrahedron
Serial Year
2008
Journal title
Tetrahedron
Record number
1094118
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