The 2-aminoglucosamide motif improves cellular uptake and photodynamic activity of tetraphenylporphyrin.
Fiche publication
Date publication
novembre 2005
Auteurs
Membres identifiés du Cancéropôle Est :
Pr BARBERI-HEYOB Muriel, Dr FROCHOT Céline
Tous les auteurs :
Di Stasio B, Frochot C, Dumas D, Even P, Zwier J, Muller A, Didelon J, Guillemin F, Viriot ML, Barberi-Heyob M
Lien Pubmed
Résumé
Several strategies have been proposed to improve the efficiency of photosensitizers used in photodynamic therapy (PDT). In this context, the synthesis of mono- (1) and di-glucosylated (2) porphyrins, and mono-glucosylated chlorin (3) was performed. HT29 human adenocarcinoma cells were significantly more sensitive to asymmetric and less hydrophobic glucosylated photosensitizers-mediated PDT (1, 3), compared to tetraphenylporphyrin (TPP). The lowest photosensitivity observed for TPP was consistent with the lowest uptake. Moreover, the most pronounced photodynamic activity measured for 3 was in relation with the improvement of cellular uptake, the singlet oxygen quantum yield and the high extinction coefficient value at 650 nm compared to porphyrins. Cellular localization analysis showed that 1 and 3 accumulated mainly inside the endoplasmic reticulum.
Référence
Eur J Med Chem. 2005 Nov;40(11):1111-22