MOLECULAR DESIGN AND SYNTHESIS OF B-10 CARRIERS FOR NEUTRON-CAPTURE THERAPY

Several new synthetic methods for B-10 containing nucleoside derivatives have been developed. (1) The palladium-catalyzed coupling reaction of halogenated nucleoside derivatives with the aryltin compound having a boronic moiety proceeds chemoselectively at the C-Sn bond rather than the C-B bond to give boron-containing nucleoside derivatives. (2) The 1,2-addition reaction of the carbanions, generated from nucleoside derivatives, with aromatic aldehydes having boronic moiety gives boronated nucleoside derivatives bearing a hydroxy group. (3) The reaction of nucleoside derivatives having an acetylene group with decarborane produces carborane containing nucleosides. (4) Boron containing amino acid derivatives, which have both hydrophilic and liphophilic moiety, have been prepared. The cytotoxicity of the boron-containing biorelated compounds, and their application to neutron capture therapy are discussed.