Synthesis and Biological Evaluation of a Library of Glycoporphyrin Compounds

Authors

  • Robin Daly,

    1. School of Chemistry, Trinity Biomedical Sciences Institute, Trinity College Dublin, 152–160 Pearse Street, Dublin 2 (Ireland), Fax: (+353) 1-671-2826
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  • Gisela Vaz,

    1. Institute of Molecular Medicine, Medicinal Chemistry, Trinity Centre for Health Sciences, St. James's Hospital, Dublin 8 (Ireland)
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  • Dr. Anthony M. Davies,

    1. Institute of Molecular Medicine, Medicinal Chemistry, Trinity Centre for Health Sciences, St. James's Hospital, Dublin 8 (Ireland)
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  • Prof. Dr. Mathias O. Senge,

    1. School of Chemistry, Trinity Biomedical Sciences Institute, Trinity College Dublin, 152–160 Pearse Street, Dublin 2 (Ireland), Fax: (+353) 1-671-2826
    2. Institute of Molecular Medicine, Medicinal Chemistry, Trinity Centre for Health Sciences, St. James's Hospital, Dublin 8 (Ireland)
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  • Prof. Dr. Eoin M. Scanlan

    Corresponding author
    1. School of Chemistry, Trinity Biomedical Sciences Institute, Trinity College Dublin, 152–160 Pearse Street, Dublin 2 (Ireland), Fax: (+353) 1-671-2826
    • School of Chemistry, Trinity Biomedical Sciences Institute, Trinity College Dublin, 152–160 Pearse Street, Dublin 2 (Ireland), Fax: (+353) 1-671-2826
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Abstract

A library of glycosylated porphyrins (glycoporphyrins) was prepared and the compounds were evaluated for their photodynamic therapy (PDT) activity against the oesophageal squamous-cell carcinoma cell line OE21 in vitro. A synthetic methodology was developed to allow incorporation of biologically active carbohydrates, including the histo-blood-group antigen trisaccharide LewisX, onto the porphyrin backbone. The effect of the carbohydrate group and substitution pattern on the PDT activity, cell uptake and subcellular localisation of the glycoporphyrin compounds is reported.

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