Osmium(IV) complexes with 1H- and 2H-indazoles: Tautomer identity versus spectroscopic properties and antiproliferative activity

被引:35
作者
Buechel, Gabriel E. [1 ]
Stepanenko, Iryna N. [1 ]
Hejl, Michaela [1 ]
Jakupec, Michael A. [1 ]
Keppler, Bernhard K. [1 ]
Heffeter, Petra [2 ]
Berger, Walter [2 ]
Arion, Vladimir B. [1 ]
机构
[1] Univ Vienna, Inst Inorgan Chem, A-1090 Vienna, Austria
[2] Med Univ Vienna, Dept Med 1, Inst Canc Res, A-1090 Vienna, Austria
基金
奥地利科学基金会;
关键词
Osmium(IV) complexes; 1H-and 2H-indazole tautomers; Antiproliferative activity; MOLECULAR-STRUCTURE; CRYSTAL-STRUCTURES; REDOX POTENTIALS; IN-VITRO; INDAZOLE; DERIVATIVES; ANALOGS; SOLVENT; SALTS; FIELD;
D O I
10.1016/j.jinorgbio.2012.04.001
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A one-pot synthesis of osmium(IV) complexes with two different tautomers of indazole, 1H-indazole and 2H-indazole. namely (H(2)ind)[(OsCl5)-Cl-IV(2H-ind)] (1) and (H(2)ind)[(OsCl5)-Cl-IV(1H-ind)] (2) is reported. Both compounds have been comprehensively characterized by NMR spectroscopy, ESI (electrospray ionization) mass spectrometry, electronic absorption spectroscopy. IR spectroscopy, cyclic voltammetry and tested for antiproliferative activity in vitro in three human cancer cell lines, CH1 (ovarian carcinoma), A549 (non-small cell lung cancer) and SW480 (colon carcinoma), as well as in vivo in a Hep3B SCID mouse xeno-transplantation model. 2H-Indazole tautomer stabilization in 1 has been confirmed by X-ray diffraction. (C) 2012 Elsevier Inc. All rights reserved.
引用
收藏
页码:47 / 54
页数:8
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