Synthesis, characterization, X-ray structure and preliminary in vitro antitumor activity of the nitrosyl complex fac-[RuCl3(NO)(dppf)], dppf=1,1′-bis(diphenylphosphine)ferrocene

被引:50
作者
Von Poelhsitz, Gustavo
Bogado, Andre Luiz
de Araujo, Marcio Peres
Selistre-de-Araujo, Heloisa S.
Ellena, Javier
Castellano, Eduardo E.
Batista, Alzir Azevedo
机构
[1] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP, Brazil
[2] Univ Fed Parana, Dept Quim, BR-81531990 Curitiba, Parana, Brazil
[3] Univ Fed Sao Carlos, Dept Ciencias Fisiol, BR-13565905 Sao Carlos, SP, Brazil
[4] Univ Sao Paulo, Inst Fis, BR-13560970 Sao Carlos, SP, Brazil
基金
巴西圣保罗研究基金会;
关键词
nitrosyl; ruthenium; dppf; biological activity; antitumoral;
D O I
10.1016/j.poly.2007.03.009
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of RuCl3NO center dot 2H(2)O with stoichiometric amount of dppf, 1,1'-bis(diphenylphosphino)ferrocene, afforded the new neutral nitrosyl complex fac-[RuCl3(NO)(dppf)] which was characterized by spectroscopical, electrochemical and X-ray crystallography techniques as well as elemental analysis. The nu(NO) band in the IR spectrum is at 1860 cm(-1) (CH2Cl2 solution) and in the cyclic voltammogram an irreversible wave was observed at -1.35 V, both are characteristics of a nitrosonium (NO+) character for the coordinated NO. Additionally, preliminary in vitro antitumor activity against the MDA-MB-231 breast tumor cell line was carried out for the new complex. The initial results indicated an important activity for fac-[RuCl3(NO)(dppf)] (IC50 = 10 +/- 3 mu M). The complex has a higher cytotoxicity than the precursor complex RuCl3NO center dot 2H(2)O, the free dppf ligand as well as the reference metallodrug cisplatin. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4707 / 4712
页数:6
相关论文
共 57 条
[1]  
Allardyce CS, 2001, PLATIN MET REV, V45, P62
[2]   Classical and non-classical ruthenium-based anticancer drugs: Towards targeted chemotherapy [J].
Ang, Wee Han ;
Dyson, Paul J. .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2006, (20) :4003-4018
[3]   Ligating ability of 1,1′-bis(diphenylphosphino)ferrocene:: a structural survey (1994-1998) [J].
Bandoli, G ;
Dolmella, A .
COORDINATION CHEMISTRY REVIEWS, 2000, 209 :161-196
[4]   Synthesis and characterization of the mer-[RuCl3(NO)(dppb)] isomer.: X-ray structures of fac-[RuCl3(NO)(dppm)], cis-[RuCl2(dppm)2] and mer-[RuCl3(NO)(dppb)] [dppm=1,2-bis(diphenylphosphino)methane and dppb=1,4-bis(diphenylphosphino)butane] [J].
Batista, AA ;
Pereira, C ;
Wohnrath, K ;
Queiroz, SL ;
Santos, RHD ;
Gambardella, MTD .
POLYHEDRON, 1999, 18 (15) :2079-2083
[5]   Nitrosyl ruthenium complexes with general formula [RuCl3,(NO)(P-P)] (P-P={PPh(2)(CH2)(n)PPh(2)},n=1-3 and {PPh(2)-CH=CH-PPh(2)}). X-ray structure of [RuCl3(NO){PPh(2)(CH2)(3)PPh(2)}] [J].
Batista, AA ;
Pereira, C ;
Queiroz, SL ;
deOliveira, LAA ;
Santos, RHD ;
Gambardella, MTD .
POLYHEDRON, 1997, 16 (06) :927-931
[6]   Reduction of the NO+ ligand in the pentacyanonitrosylosmate(II) ion [J].
Baumann, F ;
Kaim, W ;
Baraldo, LM ;
Slep, LD ;
Olabe, JA ;
Fiedler, J .
INORGANICA CHIMICA ACTA, 1999, 285 (01) :129-133
[7]   Structural and solution chemistry of gold(I) and silver(I) complexes of bidentate pyridyl phosphines: selective antitumour agents [J].
Berners-Price, SJ ;
Bowen, RJ ;
Galettis, P ;
Healy, PC ;
McKeage, MJ .
COORDINATION CHEMISTRY REVIEWS, 1999, 185-6 :823-836
[8]   ANTIMICROBIAL AND ANTICANCER ACTIVITY OF TETRAHEDRAL, CHELATED, DIPHOSPHINE SILVER(I) COMPLEXES - COMPARISON WITH COPPER AND GOLD [J].
BERNERSPRICE, SJ ;
JOHNSON, RK ;
GIOVENELLA, AJ ;
FAUCETTE, LF ;
MIRABELLI, CK ;
SADLER, PJ .
JOURNAL OF INORGANIC BIOCHEMISTRY, 1988, 33 (04) :285-295
[9]   THE AUTOXIDATION AND PROTON DISSOCIATION-CONSTANTS OF TERTIARY DIPHOSPHINES - RELEVANCE TO BIOLOGICAL-ACTIVITY [J].
BERNERSPRICE, SJ ;
NORMAN, RE ;
SADLER, PJ .
JOURNAL OF INORGANIC BIOCHEMISTRY, 1987, 31 (03) :197-209
[10]   Chiral cyclopalladated complexes derived from N,N-dimethyl-1-phenethylamine with bridging bis(diphenylphosphine)ferrocene ligand as inhibitors of the cathepsin B activity and as antitumoral agents [J].
Bincoletto, C ;
Tersariol, ILS ;
Oliveira, CR ;
Dreher, S ;
Fausto, DM ;
Soufen, MA ;
Nascimento, FD ;
Caires, ACF .
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (08) :3047-3055