Synthesis and biological activities of octyl 2,3,4-tri-O-sulfo-alpha-L-fucopyranosyl-(l->3)-2,4-di-O-sulfo-alpha-L-fucopyranosyl-(l->3)-2,4-di-0-sulfo-alpha-L-fucopyranosyl-(l->3)-2,4-di-O-sulfo-beta-L-fucopyranoside

摘要

An efficient method for the regioselective 3-O-silylation of (beta-thiofucopyranoside was disclosed.Based on this discovery,we described a high-yielding strategy for the synthesis of the natural core structure of L-fucan and its fully sulfated derivative.The bioassay suggested that octyl 2,3,4-tri-O-sulfo-alpha-L-fucopyranosyl-(l->3)-2,4-di-0-sulfo-alpha-L-fucopyranosyl-(l->3)-2,4-di-0-sulfo-alpha-L-fucopyranosyl-(l->3)-2,4-di-O-sulfo-beta-L-fucopyranoside presented better antitumor activities than that of the free tetramer based on Sarcoma 180 cells and Lewis lung carcinoma model studies.