SYNTHESIS AND APPLICATION OF NEOGLYCOLIPIDS FOR LIPOSOME MODIFICATION

We synthesized various glycolipid derivatives and examined the in vivo behaviors of liposomes modified with these novel glycolipid derivativ es. Gal-t-psa (1, ecanoylamido)-3,6-dioxaoctyl}-beta-D-galactoside), L ac-t-psa (3, 8-(2-hexadecyloctadecanoylamido)-3,6-dioxaocytl beta-D-la ctoside) and GalNAc-t-psa (4, 8-(2-hexadecyloctadecanoylamido)3,6-diox aoctyl 2-acetamido-beta-D-galactopyranoside) modified liposomes were r ecognized by the liver. Lac-t-psa (3) modified liposome was accumulate d to the highest degree, followed by GalNAc-t-psa (4) modified liposom e and then Gal-t-psa (1) modified liposome. The intrahepatic distribut ions of Gal-t-psa (1), GalNAc-t-psa (4), Glc-t-psa (2, 8-(2-hexadecylo ctadecanoylamido)-3,6-dioxaotyl beta-D-glucopyranoside) and Lac-t-psa (3) modified liposomes were investigated. GalNAc-t-psa (4) and Lac-t-p sa (3) modified liposome were accumulated to greater extents than Gal- t-psa (1) modified liposome in hepatic parenchymal cells. The intrahep atic distribution of these liposomes showed that Lac-t-psa (3) and Gal NAc-t-psa (4) were preferable to Gal-t-psa (1) for the selective deliv ery of liposomes to hepatic parenchymal cells.