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

0348175 - MBÚ 2011 RIV GB eng J - Článek v odborném periodiku
Slámová, Kristýna - Marhol, Petr - Bezouška, K. - Lindkvist, L. - Hansen, G. S. - Křen, Vladimír - Jensen, H.H.
Synthesis and biological activity of glycosyl-1H-1,2,3-triazoles.
Bioorganic and Medicinal Chemistry Letters. Roč. 20, č. 14 (2010), s. 4263-4265. ISSN 0960-894X. E-ISSN 1464-3405
Grant CEP: GA ČR GD305/09/H008
Výzkumný záměr: CEZ:AV0Z50200510
Klíčová slova: glycosidase inhibition * beta-N-Acetylhexosaminidase * N-Glycoside
Kód oboru RIV: EE - Mikrobiologie, virologie
Impakt faktor: 2.661, rok: 2010

Glycosyl 1,2,3-triazoles with a-D-gluco, b-D-gluco, a-D-galacto, b-D-galacto and b-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 b-N-acetylhexosaminidase. β-GlcNActriazole was furthermore established to act as a strong ligand of rat and human natural killer cell activating receptors
Trvalý link: http://hdl.handle.net/11104/0188772