Synthesis, characterization, antiamoebic activity and cytotoxicity of novel series of pyrazoline derivatives bearing quinoline tail

Eur J Med Chem. 2010 Oct;45(10):4669-75. doi: 10.1016/j.ejmech.2010.07.028. Epub 2010 Jul 23.

Abstract

The cyclization of chalcones (1a-1j) with 2-(quinolin-8-yloxy) acetohydrazide (2) under basic condition led to the formation of new compounds, pyrazoline derivatives (3a-3j). In vitro antiamoebic activity was performed against HM1: IMSS strain of Entamoeba histolytica. The results showed that the compounds 3d, 3g, 3h, and 3j exhibited promising antiamoebic activity (IC(50) = 0.05 microM, 0.31 microM, 0.06 microM, 0.29 microM) respectively than the standard drug metronidazole (IC(50) = 1.84 microM). The toxicological studies of these compounds on human breast cancer MCF-7 cell line showed that all the compounds 3d, 3g, 3h, 3j and metronidazole were nontoxic at the concentration range of 1.56-50 microM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amebicides / chemical synthesis
  • Amebicides / chemistry*
  • Amebicides / pharmacology*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Entamoeba histolytica / drug effects*
  • Entamoebiasis / drug therapy
  • Humans
  • Pyrazoles / chemical synthesis
  • Pyrazoles / chemistry*
  • Pyrazoles / pharmacology*
  • Quinolines / chemical synthesis
  • Quinolines / chemistry*
  • Quinolines / pharmacology*
  • Structure-Activity Relationship

Substances

  • Amebicides
  • Pyrazoles
  • Quinolines
  • quinoline