Synthesis, and antitumoral and antiviral evaluation of polyacetylene glycoside derivatives†

Abstract

A series of novel derivatives of Poliacetylene Glycosides (PAGs) were synthesized, and their antiproliferative and antiviral properties were evaluated. Starting from d-(+)-glucose pentaacetate as a precursor, a commercially available and low-cost starting material, three different strategies were attempted to synthesize the new PAGs, and the desired compounds were obtained in high overall yields after only three steps. The synthesized PAGs exhibited antitumoral activity in concentrations ranging from 68–878 μM and antiviral activities in concentrations ranging from 71–794 μM. Some preliminary structure–activity relationships are also discussed.