Addition of tetraethylthiuram disulfide to antimony(III) iodide; synthesis, characterization and biological activity

被引：34

作者：

Urgut, O. S. ^{[1
]}

Ozturk, I. I. ^{[1
]}

Banti, C. N. ^{[2
]}

Kourkoumelis, N. ^{[3
]}

Manoli, M. ^{[4
]}

Tasiopoulos, A. J. ^{[4
]}

Hadjikakou, S. K. ^{[2
]}

机构：

[1] Namik Kemal Univ, Dept Chem, TR-59030 Tekirdag, Turkey

[2] Univ Ioannina, Dept Chem, Sect Inorgan & Analyt Chem, GR-45110 Ioannina, Greece

[3] Univ Ioannina, Sch Med, Med Phys Lab, GR-45110 Ioannina, Greece

[4] Univ Cyprus, Dept Chem, CY-1678 Nicosia, Cyprus

来源：

INORGANICA CHIMICA ACTA | 2016年 / 443卷

关键词：

Antimony(III) complexes; Crystal structures; N; N-diethylcarbamodithioic acid; Cytotoxicity; Structure Activity Relationship (SAR); STRUCTURAL-CHARACTERIZATION; IN-VITRO; MOLECULAR-STRUCTURE; DIPHENYLANTIMONY(III) DERIVATIVES; COORDINATION CHEMISTRY; CRYSTAL-STRUCTURE; THIURAM SULFIDES; HALIDE-COMPLEXES; DITHIOCARBAMATE; BISMUTH(III);

D O I：

10.1016/j.ica.2015.12.028

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Three new antimony(III) iodide complexes with the N,N-diethylcarbamodithioic acid of formulae {[(SbI(Et2DTC)(2))(I-2)](n)} (1), {[(Sb(Et2DTC)(2))(4) (SbI6) (I-3)](n)} (2) and {[SbI(Et2DTC)(2)](2)} (3), (Et2DTCH: N,N-diethylcarbamodithioic acid, C5H11NS2) were synthesized from the reaction of antimony(III) iodide with tetraethylthiuram disulfide in 1: 1 stoichiometry. The complexes 1-3 were characterized by melting point, elemental analysis, FT-IR spectroscopy, Raman spectroscopy, H-1, C-13 NMR spectroscopy and Thermal Gravimetry-Differential Thermal Analysis (TG-DTA). Moreover, crystal structures of complexes 1-3 were determinated with single crystal X-ray diffraction analysis. Complexes 1-3 derived from ligand reduction with concomitant degradation of the tetraethylthiuram disulfide to dithiocarbamates. Complexes 1 and 2 are polymer but complex 3 is dimmer. Complex 1 consists of two residues, [SbI (Et2DTC)(2)] and [I-2], while 2 consists of three residues, four cationic [Sb(Et(2)dtc)(2)](+), one [SbI6](3-) and one [I-3](-) counter anion. Complexes 1-3 were evaluated for their in vitro cytotoxic activity against human breast adenocarcinoma (MCF-7) and human cervix adenocarcinoma (HeLa) cells. Structure Activity Relationship (SAR) studies reveal that the high activity of the complexes is positively correlated with the low H-all atoms intermolecular contacts. (C) 2016 Elsevier B.V. All rights reserved.

引用

页码：141 / 150

页数：10

共 73 条

[41] Interaction of antimony(III) chloride with thiourea, 2-mercapto-5-methyl-benzimidazole, 3-methyl-2-mercaptobenzothiazole, 2-mercaptopyrimidine, and 2-mercaptopyridine [J].

Ozturk, I. I. ;

Kourkoumelis, N. ;

Hadjikakou, S. K. ;

Manos, M. J. ;

Tasiopoulos, A. J. ;

Butler, I. S. ;

Balzarini, J. ;

Hadjiliadis, N. .

JOURNAL OF COORDINATION CHEMISTRY, 2011, 64 (22) :3859-3871

[42] Synthesis, structural characterization, and biological studies of new antimony(III) complexes with thiones. The influence of the solvent on the geometry of the complexes [J].

Ozturk, Ibrahim I. ;

Hadjikakou, Sotiris K. ;

Hadjiliadis, Nick ;

Kourkoumelis, Nikolaos ;

Kubicki, Maciej ;

Baril, Martin ;

Butler, Ian S. ;

Balzarini, Jan .

INORGANIC CHEMISTRY, 2007, 46 (21) :8652-8661

[43] Synthesis, characterization and biological studies of new antimony(III) halide complexes with ω-thiocaprolactam [J].

Ozturk, Ibrahim I. ;

Banti, Christina N. ;

Manos, Manos J. ;

Tasiopoulos, Anastasios J. ;

Kourkoumelis, Nikolaos ;

Charalabopoulos, Konstantinos ;

Hadjikakou, Sotiris K. .

JOURNAL OF INORGANIC BIOCHEMISTRY, 2012, 109 :57-65

[44] New Antimony(III) Bromide Complexes with Thioamides: Synthesis, Characterization, and Cytostatic Properties [J].

Ozturk, Ibrahim I. ;

Hadjikakou, Sotiris K. ;

Hadjiliadis, Nick ;

Kourkoumelis, Nikolaos ;

Kubicki, Maciej ;

Tasiopoulos, Anastasios J. ;

scleiman, Hanadi ;

Barsan, Mirela M. ;

Butler, Ian S. ;

Balzarini, Jan .

INORGANIC CHEMISTRY, 2009, 48 (05) :2233-2245

[45]

Popov A. M., 2005, Pharm. Chem. J., V39, P119

[46] Spectral, BVS, and Thermal Studies on Bisdithiocarbamates of Divalent Zn, Cd, and Their Adducts: Single Crystal X-Ray Structure Redetermination of (Diiodo) (Tetraethylthiuramdisulfide)mercury(II), [Hg(tetds)I2] [J].

Prakasam, Balasubramaniyam Arul ;

Ramalingam, Kuppukkannu ;

Bocelli, Gabriele ;

Cantoni, Andrea .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (08) :2020-2033

[47] Perspectives of antimony compounds in oncology [J].

Sharma, Pankaj ;

Perez, Diego ;

Cabrera, Armando ;

Rosas, Noe ;

Arias, Jose Luis .

ACTA PHARMACOLOGICA SINICA, 2008, 29 (08) :881-890

[48]

Sheldrick G.M., 1997, SHELXTL-97

[49] PHASE ANNEALING IN SHELX-90 - DIRECT METHODS FOR LARGER STRUCTURES [J].

SHELDRICK, GM .

ACTA CRYSTALLOGRAPHICA SECTION A, 1990, 46 :467-473

[50]

SILVESTRU C, 1990, ANTICANCER RES, V10, P803

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