Synthesis of poly-O-sulfated glycosides of 2,5-anhydro-d-mannitol

2,5-Anhydro-3-O-β-d-glucopyranosyl-; -3-O-α-l-idopyranosyl-; -3-O-α-d-arabinopyranosyl-; -3-O-α-l-arabinopyranosyl-; -3-O-β-d-maltopyranosyl-; -3-O-β-d-gentiobiopyranosyl-; -1,6-di-O-β-d-glucopyranosyl-; -1,6-di-O-α-l-idopyranosyl-; -1-O-β-d-maltopyranosyl-; -1,3,6-tri-O-β-d-glucopyranosyl-; -1,6-di-O-β-maltopyranosyl- and -1,6-di-O-β-d-gentiobiopyranosyl-2,5-anhydro-d-mannitol as well as their poly-O-sulfated derivatives were synthesized. The IP3–IC50 values of their sodium and/or potassium salts were determined for structure–activity studies aiming at the synthesis of new, orally active antiasthmatic compounds.