title: Synthesis of branched seven-membered 1-N-iminosugars and their evaluation as glycosidase inhibitors.
abstract: Four branched tetra- and pentahydroxylated azepanes have been synthesized from a common azepane precursor through dihydroxylation followed by deoxygenation. They have been assayed as glycosidase inhibitors on a panel of 22 glycosidases and one methylated azepane displayed selective, competitive, and moderate inhibition toward bovine kidney α-L-fucosidase.
authors: UPMC Univ Paris 06, Institut Parisien de Chimie Moléculaire (UMR CNRS 7201), FR 2769, C. 181, 4 Place Jussieu, 75005 Paris, France.
authors: Hongqing
authors: H
authors: Li
authors: Yongmin
authors: Y
authors: Zhang
authors: Sylvain
authors: S
authors: Favre
authors: Pierre
authors: P
authors: Vogel
authors: Matthieu
authors: M
authors: Sollogoub
authors: Yves
authors: Y
authors: Blériot
mesh_terms: D000818:Animals; D002417:Cattle; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors / Q000378:metabolism; D050111:Imino Sugars / Q000138:chemical synthesis* / Q000494:pharmacology; D007668:Kidney / Q000201:enzymology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry; D010944:Plants / Q000201:enzymology; D013237:Stereoisomerism; D015003:Yeasts / Q000201:enzymology; D005644:alpha-L-Fucosidase / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D004791:Enzyme Inhibitors; D050111:Imino Sugars; D006026:Glycoside Hydrolases; D005644:alpha-L-Fucosidase; D010100:Oxygen