Synthesis of new glucosylated porphyrins bearing an α -D-linkage.

Vincent Sol (1) , Alexandre Charmot (1) , Pierre Krausz (1) , Stéphane Trombotto (2) , Yves Queneau (3)

1 LCSN - Laboratoire de Chimie des Substances Naturelles
2 IMP-LMPB - Ingénierie des Matériaux Polymères - Laboratoire des Matériaux Polymères et des Biomatériaux
3 MSMB - Méthodologie de synthèse et molécules bioactives

This paper presents the synthesis of two new glucosyl tritolylporphyrins in which the carbohydrate moiety is connected through a carboxymethyl glycosidic α‐D‐linkage. These compounds have been obtained by reaction between porphyrins bearing an amino function with a lactone prepared from the available disaccharide isomaltulose. The photocytotoxicity of these compounds against K562 human chronic myelogenous leukemia cells has been evaluated in comparison to Photofrin II.

Mots clés: Porphyrins; α‐D‐glucose; Photodynamic therapy; Isomaltulose

Domaines: Chimie; Chimie organique

Vincent Sol, Alexandre Charmot, Pierre Krausz, Stéphane Trombotto, Yves Queneau. Synthesis of new glucosylated porphyrins bearing an α -D-linkage.. Journal of Carbohydrate Chemistry, 2006, 25 (4), pp.345-360. ⟨10.1080/07328300600770527⟩. ⟨hal-00684428⟩