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Synthesis, characterization and biological activities of semicarbazones and their copper complexes.
- Source :
-
Journal of inorganic biochemistry [J Inorg Biochem] 2016 Sep; Vol. 162, pp. 295-308. Date of Electronic Publication: 2016 Apr 08. - Publication Year :
- 2016
-
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.<br /> (Copyright © 2016 Elsevier Inc. All rights reserved.)
- 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
Subjects
Details
- Language :
- English
- ISSN :
- 1873-3344
- Volume :
- 162
- Database :
- MEDLINE
- Journal :
- Journal of inorganic biochemistry
- Publication Type :
- Academic Journal
- Accession number :
- 27138101
- Full Text :
- https://doi.org/10.1016/j.jinorgbio.2016.04.006