Carbohydrate-conjugated porphyrin dimers: synthesis and photobiological evaluation for a potential application in one-photon and two-photon photodynamic therapy

We report the synthesis of bioconjugated zinc porphyrin dimers 1a-e designed as photosensitizers for one-photon and two-photon excited photodynamic therapy. These macrocycles are substituted with carbohydrate units (glucose, mannose, lactose) in order to target tumor cells over-expressing lectin mem...

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Veröffentlicht in:Bioorganic & medicinal chemistry 2013-01, Vol.21 (1), p.153-65
Hauptverfasser: Garcia, Guillaume, Hammerer, Fabien, Poyer, Florent, Achelle, Sylvain, Teulade-Fichou, Marie-Paule, Maillard, Philippe
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Sprache:eng
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Zusammenfassung:We report the synthesis of bioconjugated zinc porphyrin dimers 1a-e designed as photosensitizers for one-photon and two-photon excited photodynamic therapy. These macrocycles are substituted with carbohydrate units (glucose, mannose, lactose) in order to target tumor cells over-expressing lectin membrane receptors. Polarity, singlet oxygen production and in vitro photocytotoxicity are studied to determine their photodynamic therapy potentiality.
ISSN:0968-0896
1464-3391
DOI:10.1016/j.bmc.2012.10.042