Abstract An efficient access to porphyrin derivatives bearing uracil-alditol moieties at the β-pyrrolic position was developed. The synthetic strategy involved a hetero Diels-Alder reaction between uracil-alditol based orthoquinodimethanes using 2-vinyl-5,10,15,20-tetraphenylporphyrin… Click to show full abstract
Abstract An efficient access to porphyrin derivatives bearing uracil-alditol moieties at the β-pyrrolic position was developed. The synthetic strategy involved a hetero Diels-Alder reaction between uracil-alditol based orthoquinodimethanes using 2-vinyl-5,10,15,20-tetraphenylporphyrin as the scaffold. The preliminary evaluation of their photodynamic effectiveness in prostate cancer cells suggests that the adducts 4-Xyl and 4-Gal are promising photodynamic agents.
               
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