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J Inorg Biochem ; 180: 69-79, 2018 03.
Article in English | MEDLINE | ID: mdl-29247869

ABSTRACT

Thiosemicarbazones (TSCs), and their copper derivatives, have been extensively studied mainly due to the potential applications as antitumor compounds. A part of the biological activity of the TSC-CuII complexes rests on their reactivity against cell reductants, as glutathione (GSH). The present paper describes the structure of the [Cu(PTSC)(ONO2)]n compound (1) (HPTSC=pyridine-2-carbaldehyde thiosemicarbazone) and its spectroscopic and magnetic properties. ESI studies performed on the reaction of GSH with 1 and the analogous [{Cu(PTSC*)(ONO2)}2] derivative (2, HPTSC*=pyridine-2-carbaldehyde 4N-methylthiosemicarbazone) show the absence of peaks related with TSC-Cu-GSH species. However GSH-Cu ones are detected, in good agreement with the release of CuI ions after reduction in the experimental conditions. The reactivity of 1 and 2 with cytochrome c and myoglobin and their activities against HT-29 and SW-480 colon carcinoma cell lines are compared with those shown by the free HPTSC and HPTSC* ligands.


Subject(s)
Colorectal Neoplasms/pathology , Copper/chemistry , Glutathione/chemistry , Thiosemicarbazones/chemistry , Thiosemicarbazones/pharmacology , Cell Line, Tumor , Colorectal Neoplasms/genetics , Crystallography, X-Ray , Cytochromes c/metabolism , Drug Screening Assays, Antitumor , Glutathione/metabolism , Humans , Molecular Structure , Myoglobin/metabolism , Spectrometry, Mass, Electrospray Ionization , Spectroscopy, Fourier Transform Infrared
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