Antifungal sordarins. part 3: synthesis and structure-activity relationships of 2',3'-fused oxirane derivatives

Bioorg Med Chem Lett. 2002 May 20;12(10):1371-4. doi: 10.1016/s0960-894x(02)00168-3.

Abstract

A number of new 2',3'-fused oxirane derivatives were synthesized for structure-activity relationship study. Many of these derivatives exhibit high potency against Candida spp. In addition, sordarin manno epoxide derivative 6 presents in vivo therapeutic effect in mice and is considered a promising antifungal lead within this series.

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry*
  • Antifungal Agents / pharmacology
  • Candida / drug effects*
  • Drug Design
  • Epoxy Compounds / chemical synthesis
  • Epoxy Compounds / chemistry
  • Epoxy Compounds / pharmacology
  • Ethylene Oxide / analogs & derivatives*
  • Ethylene Oxide / chemical synthesis*
  • Ethylene Oxide / chemistry
  • Ethylene Oxide / pharmacology
  • Indenes
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Conformation
  • Structure-Activity Relationship

Substances

  • Antifungal Agents
  • Epoxy Compounds
  • Indenes
  • sordarin
  • Ethylene Oxide