New 3-O-glycosyl-3-demethylthiocolchicines containing natural and unnatural sugar moieties were preparedand tested on γ-aminobutyric acid (GABA) and strychnine-sensitive glycine receptors present in rat brainand spinal cord. Two different synthetic approaches were used with the readily available 3-O-demethylthiocolchicine (1b) and thiocolchicoside (2a). Glycosyl compounds 2a−g were obtained from 1b and1-fluorosugars 4. 6‘-Heterosubstituted glycosyl compounds 6−12 and the 6‘-desoxy derivative 2h wereprepared from 2a.
