Synthesis, DNA-damaging and cytotoxic properties of novel topoisomerase II-directed bisantrene analogues

Bioorg Med Chem Lett. 1998 Jan 20;8(2):121-6. doi: 10.1016/s0960-894x(97)10207-4.

Abstract

New bisantrene analogues were synthesized, bearing one or two 4,5-dihydro-1H-imidazol-2-yl hydrazone side chains at positions 1,4 or 9 of the anthracene ring system. A 10-azabioisostere was also prepared. The position of substituents in structurally isomeric drugs modulates topoisomerase II poisoning and specificity, along with cytotoxicity.

MeSH terms

  • Anthracenes / chemical synthesis
  • Anthracenes / metabolism
  • Anthracenes / pharmacology
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology
  • DNA Damage*
  • DNA Topoisomerases, Type II / metabolism*
  • Humans
  • Tumor Cells, Cultured

Substances

  • Anthracenes
  • Antineoplastic Agents
  • bisantrene
  • DNA Topoisomerases, Type II