Synthesis, characterization and in vitro anti-amoebic activity of new palladium(II) complexes with 5-nitrothiophene-2-carboxaldehyde N(4)-substituted thiosemicarbazones

Bioorg Med Chem. 2004 Sep 1;12(17):4679-84. doi: 10.1016/j.bmc.2004.06.036.

Abstract

Reaction between [Pd(DMSO)(2)Cl(2)] (DMSO=dimethylsulfoxide) and N(4)-substituted thiosemicarbazones derived from 5-nitrothiophene-2-carboxaldehyde (L) afforded the complexes [Pd(L)Cl(2)]. These new complexes have been characterized by elemental analyses and spectroscopic studies. Spectroscopic studies reveal that thionic sulfur and azomethine nitrogen atom of thiosemicarbazones are coordinated to metal ion. The testing of the anti-amoebic activity of these complexes against the protozoan parasite Entamoeba histolytica suggests that compound 9, 10, and 11 might be endowed with important anti-amoebic properties since they showed less IC(50) values than metronidazole. Moreover, compound 11 displays notable amoebicidal activity than metronidazole (IC(50) values of 0.79 microM vs 1.93 microM, respectively).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Amebicides / chemical synthesis*
  • Amebicides / pharmacology
  • Animals
  • Entamoeba histolytica / drug effects
  • Inhibitory Concentration 50
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / pharmacology
  • Palladium / chemistry*
  • Spectrum Analysis
  • Structure-Activity Relationship
  • Sulfhydryl Compounds / chemistry*
  • Thiosemicarbazones / chemical synthesis
  • Thiosemicarbazones / pharmacology

Substances

  • 5-nitrothiophene-2-carboxaldehyde
  • Aldehydes
  • Amebicides
  • Organometallic Compounds
  • Sulfhydryl Compounds
  • Thiosemicarbazones
  • Palladium