Literature DB >> 9022971

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

X Qian1, F Morís-Varas, M C Fitzgerald, C H Wong.   

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.

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Year:  1996        PMID: 9022971     DOI: 10.1016/s0968-0896(96)00218-0

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  3 in total

1.  Binding of 3,4,5,6-tetrahydroxyazepanes to the acid-β-glucosidase active site: implications for pharmacological chaperone design for Gaucher disease.

Authors:  Susan D Orwig; Yun Lei Tan; Neil P Grimster; Zhanqian Yu; Evan T Powers; Jeffery W Kelly; Raquel L Lieberman
Journal:  Biochemistry       Date:  2011-11-14       Impact factor: 3.162

2.  Synthesis of Anti-beta-substituted gamma,delta-unsaturated amino acids via Eschenmoser-Claisen rearrangement.

Authors:  Hongchang Qu; Xuyuan Gu; Byoung J Min; Zhihua Liu; Victor J Hruby
Journal:  Org Lett       Date:  2006-09-14       Impact factor: 6.005

3.  Iminosugars: Effects of Stereochemistry, Ring Size, and N-Substituents on Glucosidase Activities.

Authors:  Luís O B Zamoner; Valquiria Aragão-Leoneti; Ivone Carvalho
Journal:  Pharmaceuticals (Basel)       Date:  2019-07-12
  3 in total

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