847867-85-0Relevant articles and documents
Di-2-pyridyl ketone 4-methyl-4-phenyl-thiosemicarbazone
Philip, Varughese,Suni,Kurup, M.R. Prathapachandra
, p. o856-o858 (2004)
The overall structure including molecular conformation of di-2-pyridyl ketone 4-methyl-4-phenyl-thiosemicarbazone was investigated. An intramolecular hydrogen bond containing the pyridyl N atom and the H atom attached to the hydrazine N atom leads to the formation of a six-membered ring. Molecular conformations were observed when a piperidyl or hexamethyleneiminyl ring occupies the N4-position. The results show that the intramolecular N4-H4...N2 hydrogen bond leads to the formation of a six-membered ring comprising atoms N2, C7, C6, N3, N4 and H4.
Novel second-generation Di-2-pyridylketone thiosemicarbazones show synergism with standard chemotherapeutics and demonstrate potent activity against lung cancer xenografts after oral and intravenous administration in vivo
Lovejoy, David B.,Sharp, Danae M.,Seebacher, Nicole,Obeidy, Peyman,Prichard, Thomas,Stefani, Christian,Basha, Maram T.,Sharpe, Philip C.,Jansson, Patric J.,Kalinowski, Danuta S.,Bernhardt, Paul V.,Richardson, Des R.
, p. 7230 - 7244 (2012/11/13)
We developed a series of second-generation di-2-pyridyl ketone thiosemicarbazone (DpT) and 2-benzoylpyr-idine thiosemicarbazone (BpT) ligands to improve the efficacy and safety profile of these potential antitumor agents. Two novel DpT analogues, Dp4e4mT and DpC, exhibited pronounced and selective activity against human lung cancer xenografts in vivo via the intravenous and oral routes. Importantly, these analogues did not induce the cardiotoxicity observed at high nonoptimal doses of the first-generation DpT analogue, Dp44mT. The Cu(II) complexes of these ligands exhibited potent antiproliferative activity having redox potentials in a range accessible to biological reductants. The activity of the copper complexes of Dp4e4mT and DpC against lung cancer cells was synergistic in combination with gemcitabine or cisplatin. It was demonstrated by EPR spectroscopy that dimeric copper compounds of the type [CuLCl]2, identified crystallographically, dissociate in solution to give monomeric 1:1 Cu:ligand complexes. These monomers represent the biologically active form of the complex.
