Structure-activity relationships of epolactaene analogs as DNA polymerases inhibitors

Bioorg Med Chem. 2004 May 1;12(9):1983-9. doi: 10.1016/j.bmc.2004.03.007.

Abstract

Epolactaene, a neuritogenic compound in human neuroblastoma cells, showed inhibitory activities against DNA polymerases alpha and beta. The synthesis and inhibitory activities of epolactaene analogs are described. The alpha,beta-epoxy-gamma-lactam moiety in the core and the length of the side chain greatly influenced the activities. Compound 5 was the strongest inhibitor of DNA polymerase alpha and beta of all synthesized compounds with IC(50) values of 13 and 78 microM, respectively. N- and O-alkyl derivatives that had modified core moieties showed moderate inhibition.

MeSH terms

  • Cell Line, Tumor
  • Enzyme Inhibitors / pharmacology*
  • Epoxy Compounds / chemistry*
  • Epoxy Compounds / pharmacology*
  • Humans
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Nucleic Acid Synthesis Inhibitors*
  • Polyenes / chemistry*
  • Polyenes / pharmacology*
  • Spectrophotometry, Infrared
  • Structure-Activity Relationship

Substances

  • Enzyme Inhibitors
  • Epoxy Compounds
  • Nucleic Acid Synthesis Inhibitors
  • Polyenes
  • epolactaene