Synthesis of galactosylated cationic compounds for targeted gene delivery

ORGN 414

Yi Xiong Lei, yxl1@pitt.edu, Qun Li, and Dexi Liu. Department of Pharmaceutical Sciences, University of Pittsburgh, Oakland, Pittsburgh, PA 15261
Galactosylated cationic compounds (I-IV) for targeted gene delivery were synthesized. These compounds contain three segments, polyamine segment for DNA binding, trigalactose segments for target binding, and an aliphatic chain for connecting the two functional segments. DAB dendr-(Am)4 (generation 1) with hydrocarbon chain was used as a scaffold for attachment of three galactosides, while the end of hydrocarbon chain was linked to DAB-dendr-(Am)n (I, III, n=16, generation 3, II, IV, n=32, generation 4) through carbomate bond. Galactose moieties were introduced to the compounds by either an ether bond (I, II) or a thiourea bond (III, IV).