Synthesis and biological assays of E-ring analogs of camptothecin and homocamptothecin

Bioorg Med Chem. 2006 Sep 15;14(18):6202-12. doi: 10.1016/j.bmc.2006.05.073. Epub 2006 Jun 21.

Abstract

Analogs of the anti-tumor agent camptothecin with both closed E-rings (lactone and ether) and open E-rings (reduced acid, hydrazide, and protected Weinreb amide) have been prepared and tested in topoisomerase and cellular assays. The results provide insights into the structural features of the camptothecin E-ring that affect biological activity.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Biological Assay
  • Camptothecin / analogs & derivatives*
  • Camptothecin / chemical synthesis*
  • Camptothecin / chemistry
  • Camptothecin / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • DNA / drug effects
  • Drug Screening Assays, Antitumor
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Humans
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Structure
  • Structure-Activity Relationship
  • Topoisomerase Inhibitors

Substances

  • Antineoplastic Agents
  • Enzyme Inhibitors
  • Topoisomerase Inhibitors
  • DNA
  • homocamptothecin
  • Camptothecin