Synthesis and spectroscopic characterization of 3,4-difluoroacetophenone-thiosemicarbazone and its palladium(II) complex: Evaluation of antimicrobial and antitumour activity

被引:31
作者
Jagadeesh, M. [1 ]
Rashmi, H. K. [2 ]
Rao, Y. Subba [3 ]
Reddy, A. Sreenath [1 ]
Prathima, B. [1 ]
Devi, P. Uma Maheswari [2 ]
Reddy, A. Varada [1 ]
机构
[1] Sri Venkateswara Univ, Dept Chem, Tirupati 517502, Andhra Pradesh, India
[2] Sri Padmayati MahilaVisyaVidyalayam, Dept Appl Microbiol, Tirupati 517502, Andhra Pradesh, India
[3] Sri Venkateswara Univ, DST PURSE Ctr, Tirupati 517502, Andhra Pradesh, India
关键词
Fluoro substituted thiosemicarbazone; Pd(II) complex; Raman spectra and Infrared spectroscopy; SCHIFF-BASE LIGANDS; PD-II COMPLEXES; NICKEL-COMPLEX; THIOSEMICARBAZONES; DERIVATIVES; DESIGN; DNA;
D O I
10.1016/j.saa.2013.06.071
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
A new cis-palladium(II)diaqua(3,4-difluoroacetophenonethiosemicarbazone complex (Pd(II) complex) is synthesized using 3,4-difluoroacetophenonethiosemicarbazone(L). The L and its Pd(II) complex are characterized and confirmed by elemental analyses, electrochemical analyses, FT-IR, FT-Raman, UV-Vis, HRMS and LC-MS techniques. Ligand L is further characterized by H-1, C-13 and F-19 NMR spectroscopy. The crystal structure of L is unambiguously characterized by single X-ray crystallography. The ligand (L) belongs to monoclinic system with P2(1)/C space group and the unit cell parameters are a(angstrom) = 9.1144(7), b(angstrom) = 13.7928(7), c(angstrom) = 8.4174(5), alpha(degrees)= 90, beta(degrees) = 100.715, gamma(degrees) = 90 and volume V(A(3))= 1039.73(11). The Raman bands observed for the L and its Pd(II) complex are in good agreement with the FT-IR spectral data. The Pd(II) complex is found to be highly efficient in inhibiting the growth of human pathogens like Salmonella typhimurium and Klebsiella pneumonia with MIC value 10.0 mu g/mL whose inhibition zones are almost comparable with the standard antibiotic. The synthesized compounds have shown antiproliferative activity against the human breast cancer cell lines MDA-MB231 by intermitting the regular pathway of ribonucleotidereductase. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:583 / 587
页数:5
相关论文
共 25 条
[1]   Syntheses and spectroscopic studies on zinc(II) and mercury(II) complexes of isatin-3-thiosemicarbazone [J].
Akinchan, NT ;
Drozdzewski, PM ;
Holzer, W .
JOURNAL OF MOLECULAR STRUCTURE, 2002, 641 (01) :17-22
[2]   Synthesis and Anti-Bacterial Activities of Some Novel Schiff Bases Derived from Aminophenazone [J].
Asiri, Abdullah M. ;
Khan, Salman A. .
MOLECULES, 2010, 15 (10) :6850-6858
[3]   Biologically active thiosemicarbazone Fe chelators and their reactions with ferrioxamine B and ferric EDTA; a kinetic study [J].
Bernhardt, Paul V. ;
Martinez, Manuel ;
Rodriguez, Carlos ;
Vazquez, Marta .
DALTON TRANSACTIONS, 2012, 41 (07) :2122-2130
[4]   Electrochemical study of nitrostilbene derivatives:: nitro group as a probe of the push-pull effect [J].
Bollo, S ;
Soto-Bustamante, E ;
Núñez-Vergara, LJ ;
Squella, JA .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2000, 492 (01) :54-62
[5]   COMPARISONS OF 2-INVITRO CYTO-TOXICITY ASSAYS - THE NEUTRAL RED (NR) AND TETRAZOLIUM MTT TESTS [J].
BORENFREUND, E ;
BABICH, H ;
MARTINALGUACIL, N .
TOXICOLOGY IN VITRO, 1988, 2 (01) :1-6
[6]   Synthesis, characterization and deepening in the comprehension of the biological action mechanisms of a new nickel complex with anti proliferative activity [J].
Buschini, Annamaria ;
Pinelli, Silvana ;
Pellacani, Claudia ;
Giordani, Federica ;
Ferrari, Marisa Belicchi ;
Bisceglie, Franco ;
Giannetto, Marco ;
Pelosi, Giorgio ;
Tarasconi, Pieralberto .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2009, 103 (05) :666-677
[7]   Neutral NiII, PdII and PtII ONS-pincer complexes of 5-acetylbarbituric-4N-dimethylthiosemicarbazone: synthesis, characterization and properties [J].
Castineiras, Alfonso ;
Fernandez-Hermida, Nuria ;
Garcia-Santos, Isabel ;
Gomez-Rodriguez, Lourdes .
DALTON TRANSACTIONS, 2012, 41 (43) :13486-13495
[8]   Synthesis, structures and urease inhibition studies of copper(II) and nickel(II) complexes with bidentate N,O-donor Schiff base ligands [J].
Dong, Xiongwei ;
Li, Yuguang ;
Li, Zuowen ;
Cui, Yongming ;
Zhu, Hailiang .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2012, 108 :22-29
[9]   Interaction of Triapine and related thiosemicarbazones with iron(III)/(II) and gallium(III): a comparative solution equilibrium study [J].
Enyedy, Eva A. ;
Primik, Michael F. ;
Kowol, Christian R. ;
Arion, Vladimir B. ;
Kiss, Tamas ;
Keppler, Bernhard K. .
DALTON TRANSACTIONS, 2011, 40 (22) :5895-5905
[10]   Synthesis, structural characterization and biological activity of p-fluorobenzaldehyde thiosemicarbazones and of a nickel complex [J].
Ferrari, MB ;
Capacchi, S ;
Reffo, G ;
Pelosi, G ;
Tarasconi, P ;
Albertini, R ;
Pinelli, S ;
Lunghi, P .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2000, 81 (1-2) :89-97