Synthesis, characterization, DFT and biological studies of (Z)-N′-(2-oxoindolin-3-ylidene)picolinohydrazide and its Co(II), Ni(II) and Cu(II) complexes

被引:47
作者
Rakha, T. H. [1 ]
El-Gammal, O. A. [1 ]
Metwally, H. M. [1 ]
Abu El-Reash, G. M. [1 ]
机构
[1] Mansoura Univ, Fac Sci, Dept Chem, Mansoura, Egypt
关键词
Hydrazones; Spectral characterization; DFT molecular modeling; NLO; Fukui function; MCF7 cell line; NICKEL(II) COMPLEXES; ISATIN-3,2'-QUINOLYL-HYDRAZONES; MONONUCLEAR; COBALT(II); BEHAVIOR; HARDNESS; SPECTRA; CD(II); MN(II);
D O I
10.1016/j.molstruc.2013.12.086
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The picolinohydrazide derivative: (Z)-N'-(2-oxoindolin-3-ylidene)picolinohydrazide (H2IPH) and its Co(II), Ni(II) and Cu(II) complexes have been synthesized and investigated by using the modern spectroscopic and physicochemical techniques viz. IR, H-1 NMR, UV-Vis spectrometric methods and magnetic moment measurements. The investigation study revealed that the ligand acts as monobasic tri- and tetradentate in Co(II) and Ni(II) complex, respectively and as neutral tridentate in Cu(II) complex. On the basis of magnetic moment and spectral studies, a six coordinated octahedral geometry is assigned for all complexes. The molecular modeling are drawn and showed the bond length, bond angle, chemical reactivity, energy components (kcal/mol) and binding energy (kcal/mol) for all the title compounds and also NLO for the ligand is shown. The energy gap between the HOMO and LUMO for Ni(II) complex is (-7 eV) which indicates that these compound is a promising structure for photovoltaic devices such as solar cells. A comparison of the experimental and theoretical spectra can be very useful in making correct assignments and understanding the basic chemical shift. The thermal behavior and the kinetic parameters of degradation were determined using Coats-Redfern and Horowitz-Metzger methods. The in vitro antibacterial studies of these complexes screened against pathogenic bacteria proved them as growth inhibiting agents. Antitumor activity, carried out in vitro on human mammary gland (breast) MCF7, have shown that the Co(II) complex exhibited potent activity followed by the ligand, Cu(II) and Ni(II) complexes. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:96 / 109
页数:14
相关论文
共 54 条
[1]   Characterization and biological studies on Co(II), Ni(II) and Cu(II) complexes of carbohydrazones ending by pyridyl ring [J].
Abu El-Reash, G. M. ;
El-Gammal, O. A. ;
Ghazy, S. E. ;
Radwan, A. H. .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2013, 104 :26-34
[2]   Antimicrobial and phytochemical studies on 45 Indian medicinal plants against multi-drug resistant human pathogens [J].
Ahmad, I ;
Beg, AZ .
JOURNAL OF ETHNOPHARMACOLOGY, 2001, 74 (02) :113-123
[3]  
[Anonymous], 1993, J THERMAL ANAL CALOR, DOI DOI 10.1007/BF02235447
[4]  
[Anonymous], 1994, A Text Book of Quantitative Inorganic Analysis
[5]  
Arfan M., 2012, J SAUDI CHEM SOC, P1
[6]   Variational principles for describing chemical reactions: The Fukui function and chemical hardness revisited [J].
Ayers, PW ;
Parr, RG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (09) :2010-2018
[8]   Frequency-dependent polarizabilities and first hyperpolarizabilities of CO and H2O from coupled cluster calculations [J].
Christiansen, O ;
Gauss, J ;
Stanton, JF .
CHEMICAL PHYSICS LETTERS, 1999, 305 (1-2) :147-155
[9]   KINETIC PARAMETERS FROM THERMOGRAVIMETRIC DATA [J].
COATS, AW ;
REDFERN, JP .
NATURE, 1964, 201 (491) :68-&
[10]  
Delley, 2011, MAT STUDIO