Thiocamptothecin

J Med Chem. 2008 May 22;51(10):3040-4. doi: 10.1021/jm8001982. Epub 2008 Apr 18.

Abstract

The synthesis and the X-ray structure of 16a-thiocamptothecin (TCPT), the thiopyridone analog of camptothecin (CPT), are accomplished. The crystal contains two structurally identical, yet independent molecules. Both of them are connected to other molecules via two intermolecular hydrogen bonds. S-methylation of TCPT leads to the cleavage of the C-ring. The cytotoxic activity of TCPT was evaluated against different human tumor cell lines using CPT as reference compound.

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Camptothecin / analogs & derivatives*
  • Camptothecin / chemical synthesis
  • Camptothecin / chemistry
  • Camptothecin / pharmacology
  • Cell Line, Tumor
  • Crystallography, X-Ray
  • DNA Damage
  • DNA Topoisomerases, Type I / chemistry
  • Humans
  • Models, Molecular
  • Thiones / chemical synthesis*
  • Thiones / chemistry
  • Thiones / pharmacology

Substances

  • 16a-thiocamptothecin
  • Antineoplastic Agents
  • Thiones
  • DNA Topoisomerases, Type I
  • Camptothecin