1. Synthesis, characterization and biological activities of semicarbazones and their copper complexes.
- Author
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Venkatachalam TK, Bernhardt PV, Noble CJ, Fletcher N, Pierens GK, Thurecht KJ, and Reutens DC
- Subjects
- Antineoplastic Agents pharmacology, Cell Line, Tumor, Cell Survival drug effects, Coordination Complexes pharmacology, Crystallography, X-Ray, Dimerization, Dimethyl Sulfoxide chemistry, Electron Spin Resonance Spectroscopy, Epithelial Cells, Humans, Inhibitory Concentration 50, Molecular Structure, Semicarbazones pharmacology, Solvents chemistry, Structure-Activity Relationship, Sulfur chemistry, Thiosemicarbazones pharmacology, Antineoplastic Agents chemical synthesis, Coordination Complexes chemical synthesis, Copper chemistry, Semicarbazones chemical synthesis, Thiosemicarbazones chemical synthesis
- Abstract
Substituted semicarbazones/thiosemicarbazones and their copper complexes have been prepared and several single crystal structures examined. The copper complexes of these semicarbazone/thiosemicarbazones were prepared and several crystal structures examined. The single crystal X-ray structure of the pyridyl-substituted semicarbazone showed two types of copper complexes, a monomer and a dimer. We also found that the p-nitrophenyl semicarbazone formed a conventional 'magic lantern' acetate-bridged dimer. Electron Paramagnetic Resonance (EPR) of several of the copper complexes was consistent with the results of single crystal X-ray crystallography. The EPR spectra of the p-nitrophenyl semicarbazone copper complex in dimethylsulfoxide (DMSO) showed the presence of two species, confirming the structural information. Since thiosemicarbazones and semicarbazones have been reported to exhibit anticancer activity, we examined the anticancer activity of several of the derivatives reported in the present study and interestingly only the thiosemicarbazone showed activity while the semicarbazones were not active indicating that introduction of sulphur atom alters the biological profile of these thiosemicarbazones., (Copyright © 2016 Elsevier Inc. All rights reserved.) more...
- Published
- 2016
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