Comparative Solution Equilibrium Study of the Interactions of Copper(II), Iron(II) and Zinc(II) with Triapine (3-Aminopyridine-2-carbaldehyde Thiosemicarbazone) and Related Ligands

被引：78

作者：

Enyedy, Eva A. ^{[1
]}

Nagy, Nora V. ^{[2
]}

Zsigo, Eva ^{[1
]}

Kowol, Christian R. ^{[3
]}

Arion, Vladimir B. ^{[3
]}

Keppler, Bernhard K. ^{[3
]}

Kiss, Tamas ^{[1
]}

机构：

[1] Univ Szeged, Dept Inorgan & Analyt Chem, H-6701 Szeged, Hungary

[2] Hungarian Acad Sci, Inst Struct Chem, Chem Res Ctr, H-1025 Budapest, Hungary

[3] Univ Vienna, Inst Inorgan Chem, A-1090 Vienna, Austria

来源：

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY | 2010年 / 11期

关键词：

Antitumor agents; Stability constants; EPR spectroscopy; Transition metals; Thiosemicarbazones; FORMATION-CONSTANTS; COORDINATION MODES; METAL-COMPLEXES; 2-FORMYLPYRIDINE THIOSEMICARBAZONE; ANTIPROLIFERATIVE ACTIVITY; RIBONUCLEOTIDE REDUCTASE; DISSOCIATION-CONSTANTS; ANTITUMOR-ACTIVITY; CELL CARCINOMA; REDOX ACTIVITY;

D O I：

10.1002/ejic.200901174

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The interactions of Cu-II, Zn-II and Fe-II with Triapine (3-aminopyridine-2-carbaldehyde thiosemicarbazone), which is currently undergoing phase II clinical trials as a chemotherapeutic antitumour agent, were investigated in a water/DMSO mixture. The proton-dissociation constants of the ligands, the stability constants and the coordination modes of the metal complexes formed were determined by pH-potentiometric, UV/Vis spectrophotometric, EPR, H-1 NMR spectroscopic and ESI-MS methods. Two N-terminally dimethylated derivatives of Triapine were also studied. Mono- and bis-ligand complexes in different protonation states were identified. Furthermore, the formation of the dinuclear species [Cu2L3](+) was confirmed for all ligands by EPR spectroscopy and ESI-MS measurements. The results showed that the N-terminally dimethylated ligands are much more potent chelators than Triapine for the divalent metal ions studied. All three ligands formed the least stable complexes with Zn-II, whereas the Fen complexes were somewhat more stable than the corresponding Cu-II species.

引用

页码：1717 / 1728

页数：12

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[1] Novel Schiff base copper complexes of quinoline-2 carboxaldehyde as proteasome inhibitors in human prostate cancer cells [J].