Rational design and synthesis of ansa-adenosines as potential antitumor agents

Nucleic Acids Symp Ser (Oxf). 2009:(53):5-6. doi: 10.1093/nass/nrp003.

Abstract

Synthesis of benzoquinone ansa-adenosines, which are rationally designed as Hsp90 inhibitors by extracting and fusing a natural substrate, ATP, and a natural product, geldanamycin, was described. This simpler scaffold design provides practical synthesis of a set of analogs and demonstrates synthetic innovation.

MeSH terms

  • Adenosine / analogs & derivatives*
  • Adenosine Triphosphate / chemistry
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Benzoquinones / chemical synthesis*
  • Benzoquinones / chemistry
  • Drug Design
  • HSP90 Heat-Shock Proteins / antagonists & inhibitors
  • HSP90 Heat-Shock Proteins / chemistry
  • Lactams, Macrocyclic / chemistry

Substances

  • Antineoplastic Agents
  • Benzoquinones
  • HSP90 Heat-Shock Proteins
  • Lactams, Macrocyclic
  • Adenosine Triphosphate
  • Adenosine
  • geldanamycin