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Water-soluble adamantane-terminated dendrimers possessing a rhenium core
K J van Bommel1, G A Metselaar, W Verboom
1Laboratory of Supramolecular Chemistry and Technology, MESA(+) Research Institute, University of Twente, PO Box 217, 7500 AE Enschede, The Netherlands.
Abstract:
A novel type of radiometal-containing dendrimer with potential radiotherapeutical applications is described. Different generations of this adamantane-terminated, Fréchet-type dendrimer (28, 29, 30), each consisting of two dendritic wedge ligands around a rhenium core, have been synthesized in organic solvent via reaction with ReO(PPh(3))(2)Cl(3). Through complexation of their adamantane groups by beta-cyclodextrins (beta-CDs), these dendrimers were made water soluble (9.6, 0.4, and 0.2 mM, respectively). beta-CD-induced solubilization of the wedges in water allowed the complexes to be made under aqueous conditions, via reaction with rhenium gluconate. Not only does this strategy enable the facile synthesis of the radioactive analogue, the yields for these complex-formation reactions in water also turned out to be far higher than those observed for the reactions in organic solvents.