Literature DB >> 20542427

Synthesis and biological activity of glycosyl-1H-1,2,3-triazoles.

Kristýna Slámová1, Petr Marhol, Karel Bezouska, Lise Lindkvist, Signe G Hansen, Vladimír Kren, Henrik H Jensen.   

Abstract

Glycosyl 1,2,3-triazoles with alpha-D-gluco, beta-D-gluco, alpha-D-galacto, beta-D-galacto and beta-2-acetamido-2-deoxygluco (GlcNAc) stereochemistry were prepared by reaction of the corresponding azides with vinyl acetate under microwave irradiation. The deprotected glucosyl and galactosyl triazoles did not display inhibitory activity against the tested glycosidases at 1 mM. Of the four fungal glycosidases evaluated, GlcNAc-triazole was found to be hydrolyzed by Talaromyces flavus CCF 2686 beta-N-acetylhexosaminidase. Beta-GlcNAc-triazole was furthermore established to act as a strong ligand of rat and human natural killer cell activating receptors. 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID： 20542427     DOI： 10.1016/j.bmcl.2010.04.151

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  8 in total

1.  Anti-bacterial glycosyl triazoles - Identification of an N-acetylglucosamine derivative with bacteriostatic activity against Bacillus.

Authors:  Helene Kuhn; Danielle Gutelius; Eimear Black; Christina Nadolny; Amit Basu; Christopher Reid
Journal:  Medchemcomm       Date:  2014-08       Impact factor: 3.597

2.  Synthesis of β-Glycosyl Amides from N-Glycosyl Dinitrobenzenesulfonamides.

Authors:  Vishwanath Gaitonde; Steven J Sucheck
Journal:  J Carbohydr Chem       Date:  2012-07-02       Impact factor: 1.667

3.  Re-evaluation of binding properties of recombinant lymphocyte receptors NKR-P1A and CD69 to chemically synthesized glycans and peptides.

Authors:  Daniel Rozbeský; Jana Krejzová; Karel Křenek; Jan Prchal; Richard Hrabal; Milan Kožíšek; Lenka Weignerová; Michele Fiore; Pascal Dumy; Vladimír Křen; Olivier Renaudet
Journal:  Int J Mol Sci       Date:  2014-01-17       Impact factor: 5.923

4.  Microwave-Assisted Synthesis of Glycoconjugates by Transgalactosylation with Recombinant Thermostable β-Glycosidase from Pyrococcus.

Authors:  Manja Henze; Dorothee Merker; Lothar Elling
Journal:  Int J Mol Sci       Date:  2016-02-04       Impact factor: 5.923

5.  Nkrp1 family, from lectins to protein interacting molecules.

Authors:  Daniel Rozbeský; Ljubina Ivanova; Lucie Hernychová; Valéria Grobárová; Petr Novák; Jan Černý
Journal:  Molecules       Date:  2015-02-17       Impact factor: 4.411

6.  Synthesis of Some New 1,3,4-Thiadiazole, Thiazole and Pyridine Derivatives Containing 1,2,3-Triazole Moiety.

Authors:  Nadia A Abdelriheem; Ali M M Mohamed; Abdou O Abdelhamid
Journal:  Molecules       Date:  2017-02-10       Impact factor: 4.411

7.  Design, synthesis, antiviral and cytostatic evaluation of novel isoxazolidine nucleotide analogues with a 1,2,3-triazole linker.

Authors:  Dorota G Piotrowska; Jan Balzarini; Iwona E Głowacka
Journal:  Eur J Med Chem       Date:  2011-11-20       Impact factor: 6.514

8.  Synthesis and screening of antibacterial and antifungal activity of 5-chloro-1,3-benzoxazol-2(3 h)-one derivatives.

Authors:  Priya R Modiya; Chhaganbhai N Patel
Journal:  Org Med Chem Lett       Date:  2012-08-01
  8 in total

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