TY  - JOUR
A1  - Ansell, Melvyn B.
A1  - Kostakis, George E.
A1  - Braunschweig, Holger
A1  - Navarro, Oscar
A1  - Spencer, John
T1  - Synthesis of functionalized hydrazines: facile homogeneous (N-heterocyclic carbene)-palladium(0)-catalyzed diboration and silaboration of azobenzenes
JF  - Advanced Synthesis & Catalysis
N2  - The bis(N-heterocyclic carbene)(diphenylacetylene)palladium complex Pd(ITMe)\(_2\)(PhCCPh)] (ITMe=1,3,4,5-tetramethylimidazol-2-ylidene) acts as a highly active pre-catalyst in the diboration and silaboration of azobenzenes to synthesize a series of novel functionalized hydrazines. The reactions proceed using commercially available diboranes and silaboranes under mild reaction conditions.
KW  - Palladium-catalyzed silaboration
KW  - B-B bond
KW  - molecular-structure
KW  - terminal alkynes
KW  - crystal-structure
KW  - alkenes
KW  - complexes
KW  - mechanism
KW  - boron
KW  - design
KW  - azobenzenes
KW  - dilaboration
KW  - N-heterocyclic carbenes
KW  - palladium
KW  - silaboration
Y1  - 2016
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-186582
VL  - 358
IS  - 23
ER  - 
TY  - JOUR
A1  - Schulz, Ellina
A1  - Mawamba, Viviane
A1  - Löhr, Mario
A1  - Hagemann, Carsten
A1  - Friedrich, Alexandra
A1  - Schatzschneider, Ulrich
T1  - Structure–activity relations of Pd(II) and Pt(II) thiosemicarbazone complexes on different human glioblastoma cell lines
JF  - Zeitschrift für Anorganische und Allgemeine Chemie
N2  - Ten thiosemicarbazone ligands obtained by condensation of pyridine-2-carbaldehyde, quinoline-2-carbaldehyde, 2-acetylpyridine, 2-acetylquinoline, or corresponding 2-pyridyl ketones with thiosemicarbazides RNHC(S)NHNH\(_{2}\) and R=CH\(_{3}\), C\(_{6}\)H\(_{5}\) were prepared in good yield. The reaction of [PdCl\(_{2}\)(cod)] with cod=1,5-cyclooctadiene or K\(_{2}\)[PtCl\(_{4}\)] resulted in a total of 17 Pd(II) and Pt(II) complexes isolated in excellent purity, as demonstrated by \(^{1}\)H, \(^{13}\)C, and, where applicable, \(^{195\)Pt NMR spectroscopy combined with CHNS analysis. The cytotoxicity of the title compounds was studied on four human glioblastoma cell lines (GaMG, U87, U138, and U343). The most active compound, with a Pd(II) metal centre, a 2-quinolinyl ring, and methyl groups on both the proximal C and distal N atoms exhibited an EC\(_{50}\) value of 2.1 μM on the GaMG cell lines, thus being slightly more active than cisplatin (EC\(_{50}\) 3.4 μM) and significantly more potent than temozolomide (EC\(_{50}\) 67.1 μM). Surprisingly, the EC\(_{50}\) values were inversely correlated with the lipophilicity, as determined with the “shake-flask method”, and decreased with the length of the alkyl substituents (C\(_{1}\)>C\(_{8}\)>C\(_{10}\)). Correlation with the different structural motifs showed that for the most promising anticancer activity, a maximum of two aromatic rings (either quinolinyl or pyridyl plus phenyl) combined with one methyl group are favoured and the Pd(II) complexes are slightly more potent than their Pt(II) analogues.
KW  - glioblastoma
KW  - platinum
KW  - palladium
KW  - thiosemicarbazone
KW  - anticancer activity
Y1  - 2022
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-318281
SN  - 0044-2313
VL  - 648
IS  - 12
ER  -