Identification of a broad-spectrum azasordarin with improved pharmacokinetic properties

Bioorg Med Chem Lett. 2003 Apr 17;13(8):1419-23. doi: 10.1016/s0960-894x(03)00161-6.

Abstract

The synthesis and antifungal activity of 5'- and 5'-6'-substituted azasordarin derivatives are described. Modification of the 5'-position led to the discovery of the spirocyclopentyl analogue 7g, which is the first azasordarin to register single-digit MIC values versus Aspergillus spp. Further investigation identified the 5'-i-Pr derivative 7b, which displays superior pharmacokinetic properties compared to other azasordarins.

MeSH terms

  • Administration, Oral
  • Animals
  • Antifungal Agents / chemistry*
  • Antifungal Agents / pharmacokinetics*
  • Antifungal Agents / pharmacology
  • Aspergillus / drug effects
  • Aza Compounds / chemical synthesis*
  • Aza Compounds / chemistry
  • Aza Compounds / pharmacokinetics*
  • Aza Compounds / pharmacology
  • Glycosides / chemistry
  • Indenes
  • Injections, Intravenous
  • Mice
  • Microbial Sensitivity Tests
  • Spiro Compounds / chemistry
  • Spiro Compounds / pharmacokinetics
  • Spiro Compounds / pharmacology
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Antifungal Agents
  • Aza Compounds
  • Glycosides
  • Indenes
  • Spiro Compounds
  • sordarin