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C-2-symmetrical tetrahydroxyazepanes as inhibitors of glycosidases and hiv/fiv proteases

Academic Article
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Overview

authors

  • Qian, X. H.
  • MorisVaras, F.
  • Fitzgerald, M. C.
  • Wong, Chi-Huey

publication date

  • December 1996

journal

  • Bioorganic & Medicinal Chemistry  Journal

abstract

  • C2-Symmetrical tetrahydroxyazepanes were synthesized as inhibitors for glycosidases. Tetrahydroxyazepane 1 is a non-specific inhibitor of various glycosidases, while compounds 2, 3 and 4 specifically inhibit beta-N-acetylglucosaminidase, beta-glucosidase, and alpha-fucosidase, respectively, with Ki in the micromolar range. Compound 1 is not an inhibitor of HIV/FIV proteases, but its 3,6-difluorobenzyl derivatives are moderate inhibitors of both enzymes.

subject areas

  • Aspartic Acid Endopeptidases
  • Azepines
  • Crystallography, X-Ray
  • Enzyme Inhibitors
  • Glycoside Hydrolases
  • HIV Protease Inhibitors
  • Imino Pyranoses
  • Models, Molecular
  • Piperidines
  • Structure-Activity Relationship
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Identity

International Standard Serial Number (ISSN)

  • 0968-0896

Digital Object Identifier (DOI)

  • 10.1016/s0968-0896(96)00218-0

PubMed ID

  • 9022971
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Additional Document Info

start page

  • 2055

end page

  • 2069

volume

  • 4

issue

  • 12

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