Synthesis and evaluation of piperazine and homopiperazine analogues of JS-K, an anti-cancer lead compound

Bioorg Med Chem Lett. 2009 May 15;19(10):2760-2. doi: 10.1016/j.bmcl.2009.03.115. Epub 2009 Mar 28.

Abstract

Here we report a number of novel JS-K structural analogues with sub-micromolar anti-proliferative activities against human leukemia cell lines HL-60 and U937; JS-K is the anti-cancer lead compound O(2)-(2,4-dinitrophenyl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate. The ability of these compounds to generate intracellular nitric oxide correlated well with their observed anti-proliferative effects: analogues that had potent inhibitory activity against leukemia cells formed elevated levels of intracellular nitric oxide.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, N.I.H., Intramural

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Azo Compounds / chemical synthesis
  • Azo Compounds / chemistry*
  • Azo Compounds / pharmacology
  • Cell Line, Tumor
  • Humans
  • Nitric Oxide / metabolism
  • Piperazines / chemical synthesis
  • Piperazines / chemistry*
  • Piperazines / pharmacology

Substances

  • Antineoplastic Agents
  • Azo Compounds
  • O(2)-(2,4-dinitrophenyl) 1-((4-ethoxycarbonyl)piperazin-1-yl)diazen-1-ium-1,2-diolate
  • Piperazines
  • Nitric Oxide