Synthesis and application of neoglycolipids for liposome modification

Article abstract of DOI:10.1248/bpb.20.704

We synthesized various glycolipid derivatives and examined the in vivo behaviors of liposomes modified with these novel glycolipid derivatives. Gal- t-psa (1, {8-(2-hexadecyloctadecanoylamido)-3,6-dioxaoctyl}-β-D- galactoside), Lac-t-psa (3, 8-(2-hexadecyloctadecanoylamido)-3,6-dioxaoctyl β-D-lactoside) and GalNAc-t-psa (4, 8-(2-hexadecyloctadecanoylamido)-3,6- dioxaoctyl 2-acetamido-β-D-galactopyranoside) modified liposomes were recognized by the liver. Lac-t-psa (3) modified liposome was accumulated to the highest degree, followed by GalNAc-t-psa (4) modified liposome and then Gal-t-psa (1) modified liposome. The intrahepatic distributions of Gal-t-psa (1), GalNAct-psa (4), Glc-t-psa (2, 8-(2-hexadecyloctadecanoylamido)-3,6- dioxaoctyl β-D-glucopyranoside) and Lac-t-psa (3) modified liposomes were investigated. GalNAc-t-psa (4) and Lac-t-psa (3) modified liposome were accumulated to greater extents than Gal-t-psa (1) modified liposome in hepatic parenchymal cells. The intrahepatic distribution of these liposomes showed that Lac-t-psa (3) and GalNAc-t-psa (4) were preferable to Gal-t-psa (1) for the selective delivery of liposomes to hepatic parenchymal cells.

Full text of DOI:10.1248/bpb.20.704

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NII-Electronic Library Service

NII-Electronic Library Service

NII-Electronic Library Service