Synthesis and biological properties of galactofuranosyl-containing fluorescent dyes

Laurent Legentil (1) , Sorya Belaz (2, 3) , Jean-Pierre Gangneux (2, 3) , Florence Robert-Gangneux (3, 2) , Vincent Ferrières (1)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 Irset - Institut de recherche en santé, environnement et travail
3 Service de Parasitologie-Mycologie [Rennes]

Two fluorescent galactofuranosides were synthesized and their biological activities evaluated on non-infected and Leishmania infected macrophages. Both tagged scaffolds were able to penetrate macrophages. Compared to the activity of the parent octyl galactofuranoside used as a reference, the fluorescein-conjugate showed altered biological properties while the rhodamine 6G one synergistically acted with the lipid chain to significantly increase antiparasitic activity.

Keywords: Carbohydrates; Fluorescence; Galactofuranosides; Leishmania; Macrophages

Domains: Chemical Sciences

Laurent Legentil, Sorya Belaz, Jean-Pierre Gangneux, Florence Robert-Gangneux, Vincent Ferrières. Synthesis and biological properties of galactofuranosyl-containing fluorescent dyes. Bioorganic and Medicinal Chemistry Letters, 2017, 27 (2), pp.152-155. ⟨10.1016/j.bmcl.2016.11.090⟩. ⟨hal-01446721⟩