Synthesis of 9-acridinyl sulfur derivatives: sulfides, sulfoxides and sulfones. Comparison of their activity on tumour cells

Eur J Med Chem. 2004 Dec;39(12):1029-38. doi: 10.1016/j.ejmech.2004.06.015.

Abstract

The synthesis of several acridine thioethers is described. These compounds were oxidized to give new sulfoxides and sulfones. Among 23 compounds prepared, 19 were tested in vitro against the human cancer cell lines panel of NCI screening. Activity is increased 5-10 times from sulfides to sulfoxides. Among substituted groups in the side chain, sulfur mustard, epoxy sulfide and sulfoxide displayed the most interesting activity.

Publication types

  • Comparative Study

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • DNA Damage / drug effects
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Structure
  • Saccharomyces cerevisiae / drug effects
  • Structure-Activity Relationship
  • Sulfides / chemical synthesis*
  • Sulfides / pharmacology
  • Sulfones / chemical synthesis*
  • Sulfones / pharmacology
  • Sulfoxides / chemical synthesis*
  • Sulfoxides / pharmacology

Substances

  • Antineoplastic Agents
  • Sulfides
  • Sulfones
  • Sulfoxides