Some new [(thione)2Au(diamine)]Cl3 complexes: Synthesis, spectroscopic characterization, computational and in vitro cytotoxic studies

被引:7
作者
Al-Maythalony, Bassem A. [1 ]
Monim-ul-Mehboob, M. [1 ]
Altaf, Muhammad [1 ]
Wazeer, Mohammed I. M. [1 ]
Isab, Anvarhusein A. [1 ]
Altuwaijri, Saleh [2 ]
Ahmed, Ayesha [3 ,4 ]
Dhuna, Vikram [5 ]
Bhatia, Gaurav [5 ]
Dhuna, Kshitija [6 ]
Kamboj, Sukhdev Singh [6 ]
机构
[1] King Fahd Univ Petr & Minerals, Dept Chem, Dhahran 31261, Saudi Arabia
[2] SAAD Specialist Hosp, SAAD Res Dev Ctr, Clin Res Lab, Al Khobar 31952, Saudi Arabia
[3] Univ Dammam, Dammam, Saudi Arabia
[4] King Fand Hosp Univ, Khobar, Saudi Arabia
[5] DAV Coll, Dept Biotechnol, Amritsar 143001, Punjab, India
[6] Guru Nanak Dev Univ, Dept Mol Biol & Biochem, Amritsar 143005, Punjab, India
关键词
Au(III) thione complexes; C-13 and N-15 solid state NMR; C6 glioma cell lines; GOLD(III) COMPLEXES; AB-INITIO; NMR; LIGAND; CELLS; STATE; SENSITIZATION; AGENTS;
D O I
10.1016/j.saa.2013.06.086
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
Recent advances in oncology are focused on developing new complexes of gold(III) with various ligands that show augmented anti-proliferative potential and reduced toxicity as compared to cis-platin. In this study, new Au(III) complexes of the type [(thione)(2)Au(diamine)]Cl-3 are reported, where thione = 1,3-imidazolidine-2-thione (Imt), 1,3-Diazinane-2-thione (Diaz) and diamine = 1,2-diaminoethane (en), 1,3-diaminopropane (pn) or 1,4-diaminobutane (bn). The solid state IR as well as C-13 and N-15 NMR data indicate that Au(III) center is bonded via sulfur of thiocarbonyl S=C site of the thiones and also chelated by the diamines from the trans side of coordinated thiones. Spectroscopic data are evaluated by comparisons with calculated data from the built and optimized structure by GAUSSIAN 09 at the RB3LYP level with LanL2DZ bases set. These new Au(III) complexes based on mixed thione and diamine ligands are very similar to the square planar structure of tetracoordinate [Au(en)(2)]Cl(3)complex. In this study, cytotoxicity data for these gold(III) complexes against C6 glioma cell lines are also reported, and the results indicate some complexes have cytotoxicity comparable to cis-platin. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:641 / 647
页数:7
相关论文
共 39 条
[1]   Ligand scrambling reactions of cyano(thione)gold(I) complexes and determination of their equilibrium constants [J].
Ahmad, S ;
Isab, AA ;
Perzanowski, HP .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 2002, 80 (10) :1279-1284
[2]   Histological Changes in Kidney and Liver of Rats Due to Gold (III) Compound [Au(en)Cl2]Cl [J].
Ahmed, Ayesha ;
Al Tamimi, Dalal M. ;
Isab, Anvarhusein A. ;
Alkhawajah, Abdulaziz M. Mansour ;
Shawarby, Mohamed A. .
PLOS ONE, 2012, 7 (12)
[3]   Synthesis and characterization of gold(III) complexes with alkyldiamine ligands [J].
Al-Maythalony, Bassem A. ;
Wazeer, Mohamed I. M. ;
Isab, Anvarhusein A. .
INORGANICA CHIMICA ACTA, 2009, 362 (09) :3109-3113
[4]   Cytotoxicity of gold(III) Complexes on A549 Human Lung Carcinoma Epithelial Cell Line [J].
Arsenijevic, Milos ;
Milovanovic, Marija ;
Volarevic, Vladislav ;
Djekovic, Ana ;
Kanjevac, Tatjana ;
Arsenijevic, Nebojsa ;
Dukic, Svetlana ;
Bugarcic, Zivadin D. .
MEDICINAL CHEMISTRY, 2012, 8 (01) :2-8
[5]   Targeting the mitochondrial cell death pathway with gold compounds [J].
Barnard, Peter J. ;
Berners-Price, Susan J. .
COORDINATION CHEMISTRY REVIEWS, 2007, 251 (13-14) :1889-1902
[6]   Gold(III) compounds as anticancer agents: Relevance of gold-protein interactions for their mechanism of action [J].
Casini, Angela ;
Hartinger, Christian ;
Gabbiani, Chiara ;
Mini, Enrico ;
Dyson, Paul J. ;
Keppler, Bernard K. ;
Messori, Luigi .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2008, 102 (03) :564-575
[7]   Silver(I) and gold(I) complexes with penicillamine: Synthesis, spectroscopic characterization and biological studies [J].
Costa, Gustavo S. M. ;
Corbi, Pedro P. ;
Abbehausen, Camilla ;
Formiga, Andre L. B. ;
Lustri, Wilton R. ;
Cuin, Alexandre .
POLYHEDRON, 2012, 34 (01) :210-214
[8]   Silver(I) complexes with heterocyclic thiones and tertiary phosphines as ligands. Part 4. Dinuclear complexes of silver(I) bromide: the crystal structure of bis[bromo-(pyrimidine-2-thione)(triphenylphosphine)silver(I)] [J].
Cox, PJ ;
Aslanidis, P ;
Karagiannidis, P ;
Hadjikakou, S .
INORGANICA CHIMICA ACTA, 2000, 310 (02) :268-272
[9]   A novel polymeric Cd[SSe2N2] central core five-coordinate complex: Synthesis, X-ray structure and 113Cd, 77Se CP MAS NMR characterization of catena(bis(μ2-selenocyanato-N,Se)-(N,N′-dimethylimidazolidine-2-thione-S)-cadmium(II)) [J].
Fettouhi, Mohammed ;
Wazeer, Mohammed I. M. ;
Isab, Anvarhusein A. .
INORGANIC CHEMISTRY COMMUNICATIONS, 2008, 11 (03) :252-255
[10]  
Frisch M. J., 2016, Gaussian 03 Revision B.03