Synthesis, X-ray structures and cytotoxic activity of platinum(II), palladium(II) and copper(II) complexes with chelating ligands

被引:30
|
作者
Budzisz, Elzbieta [1 ]
Miernicka, Magdalena [1 ]
Lorenz, Ingo-Peter [2 ]
Mayer, Peter [2 ]
Balcerczak, Ewa [3 ]
Krajewska, Urszula [3 ]
Rozalski, Marek [3 ]
机构
[1] Med Univ Lodz, Dept Cosmet Raw Mat Chem, Fac Pharm, PL-90151 Lodz, Poland
[2] Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
[3] Med Univ Lodz, Fac Pharm, Dept Pharmaceut Biochem, PL-90151 Lodz, Poland
关键词
Synthesis; X-ray structure; Cytotoxic effect; Expression of BAX/P53; Pyrazole ligands; Metal(II) complexes; CRYSTAL-STRUCTURE; ANTITUMOR-ACTIVITY; 2-ACETYL PYRIDINE; THIOSEMICARBAZONES; EXPRESSION; PIPERIDINE; PD(II); CU(II); ACID;
D O I
10.1016/j.ejmech.2010.02.050
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Here we present the synthesis of the new chelating ligands 1-benzothiazol-2-y1-5-(2-hydroxypheny1)-3-methyl-1H-pyrazole-4-carboxylic acid methyl ester (2a) and 1-(6-chloropyridazin-3-yl)-5-(2-hydroxypheny1)-3-methyl-1H-pyrazole-4-carboxylic acid methyl ester (2b), obtained in the reaction of 2-methyl-4-oxo-4H-chromene-3-carboxylic acid methyl ester (1) with hydrazine derivatives. These ligands 2a and 2b create solid complexes with Pt(II) (4a, 4b), Pd(II) (5a, 5b) and Cu(II) (6a, 7a, 8a, 8b and 9b) metal ions or can be cyclized to 1-benzothiazol-2-yl-3-methyl-1H-chromeno[4,3-c]pyrazol-4-one(3a) or 1-(6-chloropyriclazin-3-yl)-3-methyl-1H-chromeno[4,3-c]pyrazol-4-one (3b). The crystal and molecular structures of ligand 2a, its Cu(II) complexes 6a and 7a were determined by X-ray diffraction method Cytotoxic activity of the ligands 2a and 2b and their complexes 4a, 4b, 5a, 5a, 6a, 8a, 8b and 9b, and modulation of expression of BAX and P53 genes are also shown.
引用
收藏
页码:2613 / 2621
页数:9
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