Literature DB >> 22795628

Novel synthetic route to the C-nucleoside, 2-deoxy benzamide riboside.

Rebecca R Midtkandal1, Philip Redpath, Samuel A J Trammell, Simon J F Macdonald, Charles Brenner, Marie E Migaud.   

Abstract

2-Deoxy-C-nucleosides are a subcategory of C-nucleosides that has not been explored extensively, largely because the synthesis is less facile. Flexible synthetic procedures giving access to 2-deoxy-C-nucleosides are therefore of interest. To exemplify the versatility and highlight the limitations of a synthetic route recently developed to that effect, the first synthesis of 2-deoxy benzamide riboside is reported. Biological properties of this novel C-nucleoside are also discussed.
Copyright © 2012 Elsevier Ltd. All rights reserved.

Entities:  

Mesh:

Substances:

Year:  2012        PMID: 22795628      PMCID: PMC3683580          DOI: 10.1016/j.bmcl.2012.06.069

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


  37 in total

1.  Mimicking the Structure and Function of DNA: Insights into DNA Stability and Replication.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-03       Impact factor: 15.336

2.  Two distinct cDNAs for human IMP dehydrogenase.

Authors:  Y Natsumeda; S Ohno; H Kawasaki; Y Konno; G Weber; K Suzuki
Journal:  J Biol Chem       Date:  1990-03-25       Impact factor: 5.157

3.  The conversion of 2-beta-D-ribofuranosylthiazole-4-carboxamide to an analogue of NAD with potent IMP dehydrogenase-inhibitory properties.

Authors:  D A Cooney; H N Jayaram; G Gebeyehu; C R Betts; J A Kelley; V E Marquez; D G Johns
Journal:  Biochem Pharmacol       Date:  1982-06-01       Impact factor: 5.858

4.  Synthesis and antiviral evaluation of certain novel pyrazinoic acid C-nucleosides.

Authors:  J A Walker; W Liu; D S Wise; J C Drach; L B Townsend
Journal:  J Med Chem       Date:  1998-04-09       Impact factor: 7.446

5.  Nicotinamide riboside promotes Sir2 silencing and extends lifespan via Nrk and Urh1/Pnp1/Meu1 pathways to NAD+.

Authors:  Peter Belenky; Frances G Racette; Katrina L Bogan; Julie M McClure; Jeffrey S Smith; Charles Brenner
Journal:  Cell       Date:  2007-05-04       Impact factor: 41.582

Review 6.  Nicotinic acid, nicotinamide, and nicotinamide riboside: a molecular evaluation of NAD+ precursor vitamins in human nutrition.

Authors:  Katrina L Bogan; Charles Brenner
Journal:  Annu Rev Nutr       Date:  2008       Impact factor: 11.848

7.  Synthesis and cytotoxic activity of C-glycosidic nicotinamide riboside analogues.

Authors:  K Krohn; H Heins; K Wielckens
Journal:  J Med Chem       Date:  1992-02-07       Impact factor: 7.446

8.  Nucleic acid related compounds. 51. Synthesis and biological properties of sugar-modified analogues of the nucleoside antibiotics tubercidin, toyocamycin, sangivamycin, and formycin.

Authors:  E De Clercq; J Balzarini; D Madej; F Hansske; M J Robins
Journal:  J Med Chem       Date:  1987-03       Impact factor: 7.446

9.  Efforts toward expansion of the genetic alphabet: structure and replication of unnatural base pairs.

Authors:  Shigeo Matsuda; Jeremiah D Fillo; Allison A Henry; Priyamrada Rai; Steven J Wilkens; Tammy J Dwyer; Bernhard H Geierstanger; David E Wemmer; Peter G Schultz; Glen Spraggon; Floyd E Romesberg
Journal:  J Am Chem Soc       Date:  2007-08-08       Impact factor: 15.419

10.  Saccharomyces cerevisiae YOR071C encodes the high affinity nicotinamide riboside transporter Nrt1.

Authors:  Peter A Belenky; Tiberiu G Moga; Charles Brenner
Journal:  J Biol Chem       Date:  2008-02-06       Impact factor: 5.157

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.