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

Guillaume Garcia (1) , Fabien Hammerer (1) , Florent Poyer , Sylvain Achelle (2) , Marie-Paule Teulade-Fichou (1) , Philippe Maillard (1)

1 CSVB - Conception, synthèse et vectorisation de biomolécules.
2 Organométalliques: Matériaux et Catalyse

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.

Keywords: Glycoconjugated; Porphyrin; Dimers; Two-photon excitation; Phototherapy

Domains: Chemical Sciences; Catalysis

Guillaume Garcia, Fabien Hammerer, Florent Poyer, Sylvain Achelle, Marie-Paule Teulade-Fichou, et al.. Carbohydrate-conjugated porphyrin dimers: synthesis and photobiological evaluation for a potential application in one-photon and two-photon photodynamic therapy.. Bioorganic and Medicinal Chemistry, 2013, 21 (1), pp.153-65. ⟨10.1016/j.bmc.2012.10.042⟩. ⟨hal-00878575⟩