Evaluation of dipeptide-derivatives of 5-aminolevulinic acid as precursors for photosensitizers in photodynamic therapy
Details
Serval ID
serval:BIB_D04FD226C760
Type
Article: article from journal or magazin.
Collection
Publications
Institution
Title
Evaluation of dipeptide-derivatives of 5-aminolevulinic acid as precursors for photosensitizers in photodynamic therapy
Journal
Bioorganic & [and] Medicinal Chemistry
ISSN
0968-0896
Publication state
Published
Issued date
2003
Peer-reviewed
Oui
Volume
11
Number
7
Pages
1343-1351
Notes
PT - Journal Article PT - Research Support, Non-U.S. Gov't
Abstract
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
Keywords
Aminolevulinic Acid/analogs & derivatives/chemical synthesis/pharmacology/Cells,Cultured/Dipeptides/Endothelium,Vascular/cytology/drug effects/Humans/Hydrolysis/Neprilysin/metabolism/Peptide Hydrolases/Peptides/Photochemotherapy/Photosensitizing Agents/Protoporphyrins/Spectrometry,Fluorescence/Tumor Cells,Cultured
Pubmed
Web of science
Create date
29/01/2008 19:33
Last modification date
20/08/2019 16:50