Regioselective facile one-pot Friedländer synthesis of sugar-based heterocyclic biomolecules

Carbohydr Res. 2010 Sep 23;345(14):1988-97. doi: 10.1016/j.carres.2010.07.016. Epub 2010 Jul 11.

Abstract

Regioselective facile one-pot synthesis of 16 different sugar-based quinoline, naphthyridine, and xanthone derivatives is reported. The compounds are characterized by NMR spectroscopy and elemental analysis. The beta-Anomeric form of the sugar moiety was identified from (1)H NMR studies. Antimicrobial studies of these sugar-heterocyclic derivatives, 3a, 3b, 3f, 5c, 7a, 7b, and 7c show excellent activity against different microbes.

MeSH terms

  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / pharmacology
  • Glycosides / chemistry
  • Lactones / chemistry
  • Microbial Sensitivity Tests
  • Naphthyridines / chemical synthesis*
  • Naphthyridines / pharmacology
  • Nuclear Magnetic Resonance, Biomolecular
  • Quinolines / chemical synthesis*
  • Xanthones / chemical synthesis*
  • Xanthones / pharmacology

Substances

  • Anti-Infective Agents
  • Glycosides
  • Lactones
  • Naphthyridines
  • Quinolines
  • Xanthones