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C2-symmetrical tetrahydroxyazepanes as inhibitors of glycosidases and HIV/FIV proteases.

Publication ,  Journal Article
Qian, X; Morís-Varas, F; Fitzgerald, MC; Wong, CH
Published in: Bioorganic & medicinal chemistry
December 1996

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.

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Published In

Bioorganic & medicinal chemistry

DOI

EISSN

1464-3391

ISSN

0968-0896

Publication Date

December 1996

Volume

4

Issue

12

Start / End Page

2055 / 2069

Related Subject Headings

  • Structure-Activity Relationship
  • Piperidines
  • Models, Molecular
  • Medicinal & Biomolecular Chemistry
  • Imino Pyranoses
  • HIV Protease Inhibitors
  • Glycoside Hydrolases
  • Enzyme Inhibitors
  • Crystallography, X-Ray
  • Azepines
 

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Qian, X., Morís-Varas, F., Fitzgerald, M. C., & Wong, C. H. (1996). C2-symmetrical tetrahydroxyazepanes as inhibitors of glycosidases and HIV/FIV proteases. Bioorganic & Medicinal Chemistry, 4(12), 2055–2069. https://doi.org/10.1016/s0968-0896(96)00218-0
Qian, X., F. Morís-Varas, M. C. Fitzgerald, and C. H. Wong. “C2-symmetrical tetrahydroxyazepanes as inhibitors of glycosidases and HIV/FIV proteases.Bioorganic & Medicinal Chemistry 4, no. 12 (December 1996): 2055–69. https://doi.org/10.1016/s0968-0896(96)00218-0.
Qian X, Morís-Varas F, Fitzgerald MC, Wong CH. C2-symmetrical tetrahydroxyazepanes as inhibitors of glycosidases and HIV/FIV proteases. Bioorganic & medicinal chemistry. 1996 Dec;4(12):2055–69.
Qian, X., et al. “C2-symmetrical tetrahydroxyazepanes as inhibitors of glycosidases and HIV/FIV proteases.Bioorganic & Medicinal Chemistry, vol. 4, no. 12, Dec. 1996, pp. 2055–69. Epmc, doi:10.1016/s0968-0896(96)00218-0.
Qian X, Morís-Varas F, Fitzgerald MC, Wong CH. C2-symmetrical tetrahydroxyazepanes as inhibitors of glycosidases and HIV/FIV proteases. Bioorganic & medicinal chemistry. 1996 Dec;4(12):2055–2069.
Journal cover image

Published In

Bioorganic & medicinal chemistry

DOI

EISSN

1464-3391

ISSN

0968-0896

Publication Date

December 1996

Volume

4

Issue

12

Start / End Page

2055 / 2069

Related Subject Headings

  • Structure-Activity Relationship
  • Piperidines
  • Models, Molecular
  • Medicinal & Biomolecular Chemistry
  • Imino Pyranoses
  • HIV Protease Inhibitors
  • Glycoside Hydrolases
  • Enzyme Inhibitors
  • Crystallography, X-Ray
  • Azepines