Synthesis of a novel series of cytotoxic bisindole alkaloids

Bioorg Med Chem Lett. 2001 Jan 8;11(1):79-81. doi: 10.1016/s0960-894x(00)00600-4.

Abstract

Original cytotoxic bisindole alkaloids with a 1,2,3,4-tetrahydroquinoline bridge were synthesized by reductive amination with various anilines. The most cytotoxic compounds display a high and dose-dependent cell cycle effect with accumulation in the G1 phase. Influence of substitution of the starting aniline on the reaction and on cytotoxicity of produced dimers was pointed out.

MeSH terms

  • Alkaloids / chemical synthesis*
  • Alkaloids / chemistry
  • Alkaloids / toxicity*
  • Aniline Compounds / chemical synthesis
  • Aniline Compounds / chemistry*
  • Aniline Compounds / toxicity
  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Cell Cycle / drug effects
  • Dimerization
  • Dose-Response Relationship, Drug
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Indoles / toxicity*
  • Inhibitory Concentration 50
  • Mice
  • Molecular Structure
  • Stereoisomerism
  • Structure-Activity Relationship
  • Tumor Cells, Cultured

Substances

  • Alkaloids
  • Aniline Compounds
  • Antineoplastic Agents
  • Indoles
  • aniline