Diaminohexopyranosides as Ligands in Half-Sandwich Ruthenium(II), Rhodium(III), and Iridium(III) Complexes

The
syntheses of methyl 2,3-diamino-4,6-O-benzylidene-2,3-dideoxy-α-d-hexopyranosides of glucose, mannose, gulose, and talose and
methyl 2-amino-4,6-benzylidene-2,3-dideoxy-3-tosylamido-α-d-glucopyranoside are exhaustively presented, as well as their
application as ligands in half-sandwich ruthenium­(II), rhodium­(III),
and iridium­(III) complexes. The complex formation occurs highly diastereoselectively,
creating a stereogenic metal center. The molecular structures of the
ligands and their complexes were investigated by X-ray structure analysis,
NMR spectroscopy, polarimetry, and DFT methods. The diamino monosaccharide
complexes have been subjected to antitumor activity studies. In vitro
tests of a few ruthenium complexes against different cancer cell types
showed antiproliferative activities 4–10 times lower than that
of cisplatin.