Literature DB >> 10722153

Synthesis of C2-symmetric guanidino-sugars as potent inhibitors of glycosidases.

Y Le Merrer1, L Gauzy, C Gravier-Pelletier, J C Depezay.   

Abstract

A series of enantiomerically pure C2-Symmetric guanidino-sugars was synthesized from D-mannitol. The first method described involves direct opening of a bis-epoxide by guanidine, whereas the second one deals with a mercury-catalyzed transformation of a cyclic thiourea into a N,N',N"-trisubstituted guanidine as a key step. The biological activity of these compounds towards several glycosidases has been evaluated. One of them (5) was found to selectively inhibit alpha-L-fucosidase of bovin kidney (2.8 microM).

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Year:  2000        PMID： 10722153     DOI： 10.1016/s0968-0896(99)00294-1

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


  4 in total

1.  Discovery of new β-D-glucosidase inhibitors via pharmacophore modeling and QSAR analysis followed by in silico screening.

Authors:  Reema Abu Khalaf; Ahmed Mutanabbi Abdula; Mohammad S Mubarak; Mutasem O Taha
Journal:  J Mol Model       Date:  2010-05-21       Impact factor: 1.810

2.  Flexible cyclic ethers/polyethers as novel P2-ligands for HIV-1 protease inhibitors: design, synthesis, biological evaluation, and protein-ligand X-ray studies.

Authors:  Arun K Ghosh; Sandra Gemma; Abigail Baldridge; Yuan-Fang Wang; Andrey Yu Kovalevsky; Yashiro Koh; Irene T Weber; Hiroaki Mitsuya
Journal:  J Med Chem       Date:  2008-09-11       Impact factor: 7.446

3.  Synthesis of guanidino sugar conjugates as GlcβArg analogs.

Authors:  Amrita Srivastava; Duraikkannu Loganathan
Journal:  Glycoconj J       Date:  2013-06-13       Impact factor: 2.916

4.  Synthesis of (+)- and (-)-monanchorin.

Authors:  Min Yu; Barry B Snider
Journal:  Org Lett       Date:  2009-02-19       Impact factor: 6.005
  4 in total

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