2-Pyridinoformamide-derived thiosemicarbazones and their iron(III) complexes: Potential antineoplastic activity

被引:28
作者
Graminha, Angelica E. [2 ]
Vilhena, Felipe S. [1 ]
Batista, Alzir A. [2 ]
Louro, Sonia R. W. [3 ]
Ziolli, Roberta L. [1 ]
Teixeira, Leticia R. [1 ]
Beraldo, Heloisa [4 ]
机构
[1] Pontificia Univ Catolica Rio de Janeiro, Dept Quim, BR-22453900 Rio De Janeiro, Brazil
[2] Univ Fed Sao Carlos, Dept Quim, BR-1365905 Sao Carlos, SP, Brazil
[3] Pontificia Univ Catolica Rio de Janeiro, Dept Fis, BR-22453900 Rio De Janeiro, Brazil
[4] Univ Fed Minas Gerais, Dept Quim, BR-31270901 Belo Horizonte, MG, Brazil
关键词
2-pyridineformamide thiosemicarbazones; iron complexes; cytoxicity; Artemia salina;
D O I
10.1016/j.poly.2007.10.008
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The iron(III) complexes [Fe(2Am4DH)(2)]Cl (1), [Fe(2Am4Me)(2)]Cl (2) and [Fe(2Am4Et)(2)]Cl (3) with 2-pyridineformamide thiosemicarbazone (H2Am4DH) and its N(4)-methyl (H2Am4Me) and N(4)-ethyl (H2Am4Et) derivatives were obtained and characterized by means microanalyses, infrared and EPR spectra. The electrochemical behavior of the complexes was investigated. The thiosemicarbazones and complexes (1) and (2) presented toxicity against Artemia salina at low concentrations. Since this bioassay has a good correlation with cytotoxic activity in human solid tumors, the studied compounds present potential pharmacological applications. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:547 / 551
页数:5
相关论文
共 31 条
[1]   SPECTROSCOPIC STUDIES OF METAL-COMPLEXES CONTAINING PI-DELOCALIZED SULFUR LIGANDS - MOSSBAUER AND KINETIC-STUDIES OF IRON(II) AND IRON(III) COMPLEXES OF THE ANTITUMOR AGENT 2-FORMYLPYRIDINE THIOSEMICARBAZONE [J].
ABRAS, A ;
BERALDO, H ;
FANTINI, EO ;
BORGES, RHU ;
DAROCHA, MA ;
TOSI, L .
INORGANICA CHIMICA ACTA, 1990, 172 (01) :113-117
[2]   The wide pharmacological versatility of semicarbazones, thiosemicarbazones and their metal complexes [J].
Beraldo, H ;
Gambino, D .
MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2004, 4 (01) :31-39
[3]  
BERALDO H, 1987, NETHERLANDS CHEM SOC, V106, P390
[4]   Variability in the coordination modes of 2-pyridineformamide thiosemicarbazone (HAm4DH) in some zinc(II), cadmium(II), and mercury(II) complexes [J].
Bermejo, E ;
Castiñeiras, A ;
García-Santos, I ;
West, DX .
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2005, 631 (11) :2011-2019
[5]   Spectral and structural studies of Zn and Cd complexes of 2-pyridineformamide N(4)-ethylthiosemicarbazone [J].
Bermejo, E ;
Castiñeiras, A ;
Fostiak, LM ;
Santos, IG ;
Swearingen, JK ;
West, DX .
POLYHEDRON, 2004, 23 (14) :2303-2313
[6]  
BORGES RH, 1997, J BRAZIL CHEM SOC, V8, P1
[7]   Equilibrium and kinetic studies of iron(II) and iron(III) complexes of some alpha(N)-heterocyclic thiosemicarbazones. Reduction of the iron(III) complexes of 2-formylpyridine thiosemicarbazone and 2-acetylpyridine thiosemicarbazone by cellular thiol-like reducing agents [J].
Borges, RHU ;
Paniago, E ;
Beraldo, H .
JOURNAL OF INORGANIC BIOCHEMISTRY, 1997, 65 (04) :267-275
[8]   Structural and spectral studies of 2-pyridineformamide thiosemicarbazone and its complexes prepared with zinc halides [J].
Castiñeiras, A ;
Garcia, I ;
Bermejo, E ;
West, DX .
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2000, 55 (06) :511-518
[9]   Metal complexes of 2-benzoylpyridine-derived thiosemicarbazones:: structural, electrochemical and biological studies [J].
Costa, RFF ;
Rebolledo, AP ;
Matencio, T ;
Calado, HDR ;
Ardisson, JD ;
Cortés, ME ;
Rodrigues, BL ;
Beraldo, H .
JOURNAL OF COORDINATION CHEMISTRY, 2005, 58 (15) :1307-1319
[10]   ANTIBACTERIAL PROPERTIES OF 2-ACETYLPYRIDINE-1-OXIDE THIOSEMICARBAZONES [J].
DOBEK, AS ;
KLAYMAN, DL ;
SCOVILL, JP ;
DICKSON, ET .
CHEMOTHERAPY, 1986, 32 (01) :25-30