N-Heterocyclic carbenes derived from imidazo[1,5-a] pyridines related to natural products: synthesis, structure and potential biological activity of some corresponding gold(I) and silver(I) complexes

被引：38
|
作者：
Mihorianu, Monica [1 ]
Franz, M. Heiko [2 ,3 ]
Jones, Peter G. [1 ]
Freytag, Matthias [1 ]
Kelter, Gerhard [4 ]
Fiebig, Heinz-Herbert [4 ]
Tamm, Matthias [1 ]
Neda, Ion [1 ,3 ]
机构：
[1] Tech Univ Carola Wilhelmina, Inst Anorgan & Analyt Chem, Hagenring 30, D-38106 Braunschweig, Germany
[2] InnoChemTech GmbH, Hagenring 30, D-38106 Braunschweig, Germany
[3] Inst Natl Cercetare Dezvoltare Pentru Electrochem, Str Dr Paunescu Podeanu 144, RO-300569 Timisoara, Romania
[4] Oncotest GmbH, Flughafen 12-14, D-79108 Freiburg, Germany
来源：
APPLIED ORGANOMETALLIC CHEMISTRY | 2016年 / 30卷 / 07期
关键词：
Ag(I) N-heterocyclic carbene complexes; Au(I) N-heterocyclic carbene complexes; anti-tumour agents; imidazo[1,5-a] pyridin-3-ylidenes; CRYSTAL-STRUCTURES; LIGANDS; GROWTH;
D O I：
10.1002/aoc.3474
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A series of Au(I) complexes (12-16) and Ag(I) complexes (17-20) derived from imidazo[1,5-a] pyridin-3-ylidenes were synthesized from AuCl(SMe2) or by reacting silver( I) acetate with 2,5-dimethylimidazo[1,5-a] pyridin-2-ium iodide or imidazo[ 1,5-a] pyridin-2-ium salts, and were characterized using NMR spectroscopy, mass spectrometry and elemental analyses. In addition, the Au(I) complex 13 and the Ag(I) complex 19 were characterized using single-crystal X-ray diffraction. Using paclitaxel as a standard, all Au(I) and Ag(I) N-heterocyclic carbene complexeswere evaluated for their in vitro anti-tumour activity against 12 cell lines using amonolayer cell survival and proliferation assay. The highest anticancer activity was found for complexes 15, 13 and 14 with mean IC50 values of 10.09, 10.42 and 12.28 mu M, respectively. Copyright (C) 2016 John Wiley & Sons, Ltd.
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收藏
页码：581 / 589
页数：9
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