Design and synthesis of acetamido tri- and tetra-hydroxyazepanes: potent and selective beta-N-acetylhexosaminidase inhibitors.

Li, H; Marcelo, F; Bello, C; Vogel, P; Butters, TD; Rauter, AP; Zhang, Y; Sollogoub, M; Blériot, Y

Abstract:

A series of seven-membered iminosugars bearing an acetamido group beta- or gamma- to the endocyclic nitrogen have been synthesized via simple transformations of previously described polysubstituted azepanes. These tetra- and trihydroxylated acetamido azepanes are ring homologues of 2-acetamido-1,2-dideoxy-glyconojirimycins and 2-acetamido-1-N-iminosugars respectively. Screening of these azepanes towards a range of commercially available glycosidases demonstrated their potential as selective a...

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APA Style

Li, H., Marcelo, F., Bello, C., Vogel, P., Butters, T. D., Rauter, A. P., Zhang, Y., Sollogoub, M., & Blériot, Y. (2009). Design and synthesis of acetamido tri- and tetra-hydroxyazepanes: potent and selective beta-N-acetylhexosaminidase inhibitors. Bioorganic and Medicinal Chemistry, 17(15), 5598–5604.

MLA Style

Li, H., et al. “Design and Synthesis of Acetamido Tri- and Tetra-Hydroxyazepanes: Potent and Selective Beta-N-Acetylhexosaminidase Inhibitors.” Bioorganic and Medicinal Chemistry, vol. 17, no. 15, 2009, pp. 5598–604.

Chicago Style

Li, H, F Marcelo, C Bello, P Vogel, TD Butters, AP Rauter, Y Zhang, M Sollogoub, and Y Blériot. 2009. “Design and Synthesis of Acetamido Tri- and Tetra-Hydroxyazepanes: Potent and Selective Beta-N-Acetylhexosaminidase Inhibitors.” Bioorganic and Medicinal Chemistry 17 (15): 5598–5604.
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