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  4. Evaluation of dipeptide-derivatives of 5-aminolevulinic acid as precursors for photosensitizers in photodynamic therapy
 
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Evaluation of dipeptide-derivatives of 5-aminolevulinic acid as precursors for photosensitizers in photodynamic therapy

Auteur(s)
Berger, Yann
Ingrassia, Laurent
Neier, Reinhard 
Institut de chimie 
Juillerat-Jeanneret, Lucienne
Date de parution
2003
In
Bioorganic & Medicinal Chemistry, Elsevier, 2003/11/7/1343-1351
Résumé
N-terminal-blocked and N-terminal-free pseudotripeptide Gly-Gly and Gly-Pro derivatives of 5-aminolevulinic acid (ALA) esters were synthesized as potential specific substrates for cellular peptidases and precursors for the production of the photosensitizer protoporphyrin IX (PpIX). These precursors were evaluated using human cell lines of either carcinoma or endothelial origin. N-blocked or N-free dipeptides-ALA-ethyl esters, but not tripeptides-ALA-ethyl esters (or dipeptides-ALA-ethyleneglycols,) were substrates for cellular peptidases and were metabolized to ALA. The precursors were hydrolyzed intracellularly involving serine-proteases and metalloproteases. Cell selectivity for human endothelial or carcinoma cells was observed for some of these dipeptides-ALA. Thus drugs coupled to Gly-Gly-/Gly-Pro-derivatives may selectively target defined cells in human cancer, depending on specific cellular activating pathways expressed by the cells.
Identifiants
https://libra.unine.ch/handle/123456789/17660
_
10.1016/S0968-0896(02)00619-3
Type de publication
journal article
Dossier(s) à télécharger
 main article: Berger_Yann_-_Evaluation_of_dipeptide-derivatives_20070823.pdf (904.27 KB)
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