Literature DB >> 20031406

Synthesis and evaluation of two series of 4'-aza-carbocyclic nucleosides as adenosine A2A receptor agonists.

David Beattie1, Andrew Brearley, Zarin Brown, Steven J Charlton, Brian Cox, Robin A Fairhurst, John R Fozard, Peter Gedeck, Paul Kirkham, Koremu Meja, Lana Nanson, James Neef, Helen Oakman, Gillian Spooner, Roger J Taylor, Robert J Turner, Ryan West, Hannah Woodward.   

Abstract

The synthesis of two series of 4'-aza-carbocyclic nucleosides are described in which the 4'-substituent is either a reversed amide, relative to the carboxamide of NECA, or an N-bonded heterocycle. Using established purine substitution patterns, potent and selective examples of agonists of the human adenosine A(2A) receptor have been identified from both series. The propionamides 14-18 and the 4-hydroxymethylpyrazole 32 were determined to be the most potent and selective examples from the 4'-reversed amide and 4'-N-bonded heterocyclic series, respectively. Copyright (c) 2009 Elsevier Ltd. All rights reserved.

Entities:  

Mesh:

Substances:

Year:  2009        PMID: 20031406     DOI: 10.1016/j.bmcl.2009.11.131

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


  4 in total

Review 1.  Recent developments in adenosine receptor ligands and their potential as novel drugs.

Authors:  Christa E Müller; Kenneth A Jacobson
Journal:  Biochim Biophys Acta       Date:  2010-12-23

2.  Evaluation of molecular modeling of agonist binding in light of the crystallographic structure of an agonist-bound A₂A adenosine receptor.

Authors:  Francesca Deflorian; T Santhosh Kumar; Khai Phan; Zhan-Guo Gao; Fei Xu; Huixian Wu; Vsevolod Katritch; Raymond C Stevens; Kenneth A Jacobson
Journal:  J Med Chem       Date:  2011-12-12       Impact factor: 7.446

3.  Kinetic profiling and functional characterization of 8-phenylxanthine derivatives as A2B adenosine receptor antagonists.

Authors:  Anna Vlachodimou; Henk de Vries; Milena Pasoli; Miranda Goudswaard; Soon-Ai Kim; Yong-Chul Kim; Mirko Scortichini; Melissa Marshall; Joel Linden; Laura H Heitman; Kenneth A Jacobson; Adriaan P IJzerman
Journal:  Biochem Pharmacol       Date:  2022-04-06       Impact factor: 6.100

4.  Design, synthesis, antiviral and cytostatic evaluation of novel isoxazolidine nucleotide analogues with a carbamoyl linker.

Authors:  Kamil Kokosza; Jan Balzarini; Dorota G Piotrowska
Journal:  Bioorg Med Chem       Date:  2013-01-16       Impact factor: 3.641

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.