Synthesis and biological activities of reveromycin A and spirofungin A derivatives

Bioorg Med Chem Lett. 2008 Jul 1;18(13):3756-60. doi: 10.1016/j.bmcl.2008.05.054. Epub 2008 May 17.

Abstract

Various derivatives of reveromycin A, an inhibitor of eukaryotic cell growth, and spirofungin A, focusing on the 5S hydroxyl group and C18 hemisuccinyl group, were synthesized and their inhibitory effects on both the isoleucyl-tRNA synthetase activity and the survival of osteoclasts, and activities on the morphological reversion of src(ts)-NRK cells were examined. It was found that 2,3-dihydroreveromycin A is the promising derivative of reveromycin A based on the activity and stability.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry*
  • Cell Cycle
  • Chemistry, Pharmaceutical / methods
  • Inhibitory Concentration 50
  • Isoleucine-tRNA Ligase / chemistry
  • Kidney / cytology
  • Microbial Sensitivity Tests
  • Models, Chemical
  • Osteoclasts / metabolism*
  • Pyrans / chemical synthesis*
  • Pyrans / chemistry
  • Rats
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / chemistry
  • Streptomyces / metabolism
  • Succinates / chemistry

Substances

  • Anti-Bacterial Agents
  • Pyrans
  • Spiro Compounds
  • Succinates
  • spirofungin A
  • reveromycin A
  • Isoleucine-tRNA Ligase