Polyhydroxyazepanes mimicking monosaccharides: Synthesis of an alpha-D-galacto-like iminoheptitol
The synthesis of three new examples of seven-membered ring iminoalditols, displaying an extra hydroxymethyl group on the ring compared to the previously reported polyhydroxylated azepanes, has been achieved from D-lyxonolactone. None of them, including the alpha-D-galacto-like azepane (7), showed significant glycosidase inhibition on green coffee bean alpha-galactosidase and other commercially available hydrolases.
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Ecole Normale Super, Dept Chem, UMR 8642, F-75231 Paris 05, France. EPFL, Swiss Fed Inst Technol, Lab Glycochim & Synth Asymet, BCH, CH-1015 Lausanne, Switzerland. CSIC, Ctr Invest Biol, E-28040 Madrid, Spain.
Record created on 2005-11-09, modified on 2016-08-08