Article

Synthesis and screening of bicyclic carbohydrate-based compounds: A novel type of antivirals

Department of Organic Chemistry, Ghent University, Gand, Flemish, Belgium
Bioorganic & Medicinal Chemistry Letters (Impact Factor: 2.33). 04/2006; 16(6):1495-8. DOI: 10.1016/j.bmcl.2005.12.048
Source: PubMed

ABSTRACT A small library of bicyclic carbohydrate derivatives was synthesized and screened. A strong and selective activity against cytomegalovirus was found. Structure-activity relationship for this new type of antivirals is discussed.

0 Followers
 · 
93 Views
  • Source
    [Show abstract] [Hide abstract]
    ABSTRACT: This article reviews the different methods and highlights the general trends that have been developed to selectively obtain α- or β-d-C-mannopyranosides.
    Comptes Rendus Chimie 02/2011; 14(2):235-273. DOI:10.1016/j.crci.2010.05.015 · 1.48 Impact Factor
  • [Show abstract] [Hide abstract]
    ABSTRACT: Saccharides, due to their high density of functional groups and availability as chiral building blocks are scaffolds for bioactive compound discovery. Pyranosides and iminosugar-based peptidomimetics have been synthesised as ligands for somatostatin receptors and HIV protease. The synthesis of polyhydroxylated macrolides related to natural products and cyclophanes has been achieved from carbohydrate fragments with a view to investigation of their potential as scaffolds. In addition, the trajectory of aromatic systems grafted to saccharides have been studied and this has led to the synthesis of probes for the study of carbohydrate protein interactions. These compounds include geometrically diverse bivalent glycomimetics derived from scaffolds that are hybrids of sugars and aromatic groups. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
    European Journal of Organic Chemistry 09/2007; 2007(25):4177 - 4187. DOI:10.1002/ejoc.200700248 · 3.15 Impact Factor
  • [Show abstract] [Hide abstract]
    ABSTRACT: Fifty-two C-glycosides were synthesized and their in-vitro antiproliferative activity screened against human cervical carcinoma (HeLa) and osteosarcoma (HOS) cell lines. Nine of them had growth inhibitions (GI50 values) below 10 μM, the C-glucopyranoside 38 being the most active against HeLa (5.4 μM) and the dichlorocyclopropyl derivative 42 against HOS (1.6 μM). Some preliminary structure–activity relationships were established.
    Bioorganic & Medicinal Chemistry Letters 07/2007; 17(13):3676-3681. DOI:10.1016/j.bmcl.2007.04.060 · 2.33 Impact Factor