Synthesis, spectral studies and screening for amoebicidal activity of new palladium(II) complexes derived from thiophene-2-carboxaldehyde thiosemicarbazones

Bioorg Med Chem Lett. 2003 Feb 24;13(4):689-92. doi: 10.1016/s0960-894x(02)01005-3.

Abstract

In view of the antiamoebic properties observed for many thiophene-2-carboxaldehyde thiosemicarbazones, a series of N(4)-substituted thiosemicarbazones metal complexes derived from thiophene-2-carboxaldehyde was prepared for evaluation against Entamoeba histolytica. Reaction of thiophene-2-carboxaldehyde with cycloalkylaminothiocarbonylhydrazines having different amines gave the corresponding thiosemicarbazones. Reaction of latter with [Pd(DMSO)(2)Cl(2)] gave requisite palladium thiosemicarbazone complexes of the type [Pd(TSC)Cl(2)] (where TSC=thiosemicarbazones). Screening of antiamoebic activity of these compounds was assayed in vitro against (HM-1:1MSS) strain of E. histolytica. Enhancement of antiamoebic resulted from introducing palladium metal in the thiosemicarbazone moiety. Among the studied compounds, [Pd(2-TCA-1,2,3,4-THQTSC)Cl(2)] (2a) showed better activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

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

Substances

  • Amebicides
  • Organometallic Compounds
  • Thiosemicarbazones
  • Palladium