Carbohydrate-based macrolides prepared via a convergent ring closing metathesis approach: in search for novel antibiotics

J Org Chem. 2007 Jul 20;72(15):5514-22. doi: 10.1021/jo061929q. Epub 2007 Jun 21.

Abstract

An efficient convergent approach has been developed for the construction of novel, nonnatural polysubstituted carbohydrate-based macrolides. A key step in the synthesis is the formation of the macrocyclic ring via a ring-closing metathesis reaction. The obtained macrolide analogues have been screened for biological activity against gram-positive and gram-negative bacteria, yeasts, and molds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Carbohydrates / chemistry*
  • Cyclization
  • Macrolides / chemical synthesis*
  • Macrolides / chemistry
  • Magnetic Resonance Spectroscopy
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Anti-Bacterial Agents
  • Carbohydrates
  • Macrolides