Anticancer Properties of Fluorinated Aminophenylhydrazines on A549 Lung Carcinoma Cell Line.

Background: Non-small cell lung cancer (NSCLC) is responsible for up to 85% of deaths associated with lung cancer. Chemotherapy is still an important treatment method on the treatment of inoperable cases. In this study, the anticancer properties of a series of Schiff bases were tested on the A549 cell line representing NSCLC.

Crystal structure of 4-({5-[(E)-(3,5-di-fluoro-phen-yl)diazen-yl]-2-hy-droxy-benzyl-idene}amino)-2,2,6,6-tetra-methyl-piperidin-1-ox-yl.

The asymmetric unit of the title compound, C22H25F2N4O2, contains two crystallographically independent mol-ecules. In one mol-ecule, the two benzene rings are oriented at a dihedral angle of 1.93 (10)° and in the other mol-ecule the corresponding dihedral angle is 7.

The molecular structure and vibrational spectra of N-(3-tert-butyl-2-hydroxybenzylidene)-2,6-diphenyl-4-hydroxyaniline.

The molecular structure, vibrational frequencies and intensities of N-(3-tert-butyl-2-hydroxybenzylidene)-2,6-diphenyl-4-hydroxyaniline were calculated by the Density Functional Theory methods (BLYP, B3PW91 and B3LYP) using the 6-31G(d,p) basis set. The calculated geometric parameters were compared to the corresponding X-ray structure of the title compound. The comparison of the theoretical and experimental geometry of the title compound shows that the X-ray parameters fairly well reproduce the geometry of optimized by B3LYP method (r=0.

Polyfluorinated Pd(II)-3,5-di-tert-butylsalicylaldimenes complexes: synthesis, structure, spectroscopy, redox behaviors and catalytic activity.

A series of new polyfluorinated palladium(II) complexes (7-12) of N-polyfluorophenyl-3,5-di-tert-butylsalicylaldimines (1-6) have been synthesized. They were characterized by analytical, spectroscopic (UV/Vis, IR, (1)H NMR, and ESR), electrochemical methods and their chemical oxidation and hydrogenation catalytic activity were studied. The X-ray crystal structure analysis of bis[N-(3,5-di-tert-butylsalicylidene)-F5Ph]Pd(II) (12) revealed a slightly distorted square-planar trans-PdN2O2 geometry around the palladium center.

Synthesis, spectroscopy, magnetic and redox behaviors of copper(II) complexes with tert-butylated salen type ligands bearing bis(4-aminophenyl)ethane and bis(4-aminophenyl)amide backbones.

New salen type ligands, N,N'-bis(X-3-tert-butylsalicylidene)-4,4'-ethylenedianiline [(X=H (1), 5-tert-butyl (2)] and N,N'-bis(X-3-tert-butylsalicylidene)-4,4'-amidedianiline [X=H (3), 5-tert (4)] and their copper(II) complexes 5-8, have been synthesized. Their spectroscopic (IR, (1)H NMR, UV/vis, ESR) properties, as well as magnetic and redox-reactivity behavior are reported. IR spectra of 7 and 8 indicate the coordination of amide oxygen atoms of 3 and 4 ligands to Cu(II).

Synthesis, ESR, UV-Visible and reactivity studies of new bis(N-dimethoxyaniline-3,5-(t)Bu2-salicylaldiminato)copper(II) complexes.

Several new copper(II) complexes (4-6) with N-dimethoxyphenyl-3,5-(t)Bu(2)-salicylaldimine ligands abbreviated as N-R-3,5-DTBS, where R=2,4-dimethoxyphenyl (1), 2,5-dimethoxyphenyl (2) and 3,5-dimethoxyphenyl (3) have been prepared and their spectroscopic (IR, (1)H NMR, UV/Vis, ESR), magnetic and redox reactivity are described. The ESR spectra of frozen-solution 4-6 and solid state 4 and 5 are indicative of axially symmetric g-tensor (g([parallel])>g([perpendicular])>2.03).

Synthesis, spectroscopic characterization and reactivity studies of oxovanadium(IV) complexes with bulky N,N'-polymethylenebis(3,5-(t)Bu(2)salicylaldimine) ligands.

A series of new sterically hindered N,N'-polymethylenebis(3,5-(t)Bu(2)salicylaldimine) ligands (H(2)L(x)) VO(IV) complexes, [VO{(2-O-3,5-(t)Bu(2)C(6)H(2))CHN-R-NCH-(3,5-(t)Bu(2)-C(6)H(2)O-2)] (X), where R=-(CH(2))(3)- (3), -(CH(2))(4)- (4), -(CH(2))(5)- (5), -(CH(2))(6)- (6) and -CH(2)C(CH(3))(2)CH(2)- (7) and early reported -(CH(2))(2)- (1) and -CH(2)CH(CH(3))- (2), has been synthesized and characterized by spectroscopic (IR, UV/vis, (1)H NMR, EPR), electrochemical and magnetic susceptibility measurements. Complexes 1-7 are described a trigonal distorted pyramids. All seven compounds give nearly the same parallel hyperfine coupling constant (A(z)) regardless that the geometry of VO(IV) changes from square pyramidal to trigonal distorted pyramids.

Spectroscopic and electron-transfer reactivity studies of bulky bis(N-cycloalkyl-3,5-tBu2-salicylaldiminato)copper(II) complexes: generation of uncoordinated and coordinated phenoxyl radicals.

This work summarizes the results of our studies on the spectral, magnetic, electrochemical and chemical redox properties of N-cycloalkyl-3,5-(t)Bu(2)-salicylaldimine ligands [cycloalkyl=cyclo-C(5)H(9)(HL(1)), cyclo-C(6)H(11) (HL(2)), cyclo-C(7)H(13) (HL(3)), cyclo-C(8)H(15) (HL(4)), 1-adamantyl (HL(5)), 2-adamantyl (HL(6))] and their copper(II) complexes (1-6). The compounds have been characterized by IR, (1)H NMR, UV-vis, EPR spectroscopy, electrochemical and magnetic susceptibility measurements. The geometry of 1-6, according to their EPR (g(II) and g(II)/A(II)) and visible spectral data, exhibit a significant amount distortion from slightly distorted square-planar to pseudo-tetrahedral.

2,4-Di-tert-butyl-6-[(2,5-difluorophenyl)iminomethyl]phenol.

In the title Schiff base, C(21)H(25)F(2)NO, the dihedral angle between the aromatic rings is 27.90(5)° and an intramolecular O-H⋯N hydrogen bond occurs. In the crystal, the molecules are linked by C-H⋯O, C-H⋯N and C-H⋯F interactions.

Synthesis, spectroscopy, X-ray structure and redox behaviors of 4-(N-R-salicylideneimine)-2,6-diphenylphenols.

A series of sterically hindered 4-(N-R-salicylaldimine)-2,6-diphenylphenols (X), where R=H (1), 3-CH3 (2), 5-CH3 (3), 3-OCH3 (4), 4-OCH3 (5), 5-OCH3 (6), 3-tBu (7), 5-tBu (8), 3,5-tBu2(9) and 5,6-benzo(10), were synthesized and their structure as well as redox behavior studied by analytical, spectroscopic [1H, (13C) NMR, IR, UV-vis and mass spectrometry] and cyclic voltammetric (CV) techniques. Single crystal X-ray diffraction studies of 7 evidenced its existence as non-planar enol-imine tautomer structure, in which the phenol ring of the molecule is twisted around C-N single bond by 21.5(2) degrees.

Synthesis, spectroscopic and structural studies of new Schiff bases prepared from 3,5-Bu2t-salicylaldehyde and heterocyclic amines: X-ray structure of N-(3,5-di-tert-butylsalicylidene)-1-ethylcarboxylato-4-aminopiperidine.

Two new sterically hindered salicylaldimines, N-(2,2,6,6-tetramethyl-piperidine-4)-3,5-Bu2t-salicylaldimine (I) and N-(1-carboxyethyl piperidine-4)-3,5-Bu2t-salicylaldimine (II), have been prepared and characterized by IR, UV-vis, 1H NMR, 13C NMR techniques and the structure of II has been examined by X-ray crystallography. No intermolecular H-bonding, pi-pi stacking or C--H..

Synthesis, spectroscopic and redox properties of the copper(II) complexes of N-(di-methylphenyl)-3,5-Bu2t-salicylaldimines.

A series of copper(II) complexes (CuL2x) with new N-di-methylphenyl-3,5-Bu2t-salicylaldimines (L(x)H) were prepared and characterized by IR, UV/vis, 1H NMR, ESR, cyclic voltammetry techniques and chemical oxidation. L(x)H ligands have been found selectively bind to a Cu(II), rather than to Ni(II), Co(II), Mn(II), VO(IV), Zn(II) and Cd(II). ESR examinations of the CuL2x complexes demonstrate that they exist in magnetically diluted mononuclear or coupled triplet-state structures in the solid.

Synthesis, spectroscopy and electrochemical behaviors of nickel(II) complexes with tetradentate shiff bases derived from 3,5-Bu(2)(t)-salicylaldehyde.

Nickel(II) complexes of a series of N,N'-polymethylenebis(3,5-Bu(2)(t)-salicylaldimine) ligands containing 2,4-di-Bu(2)(t)-phenol arms, NiL(x), were synthesized and their spectroscopic and redox properties were examined. The UV-vis, (1)H NMR spectroscopic and magnetic results indicate that complexes NiL(1)-NiL(4) unlike NiL(5) and NiL(6) have a square-planar structure in the solid state and in solution. Cyclic voltammograms of NiL(x) (x=1-4) complexes displayed two-step oxidation processes.

Studies on bis(3,5-di-t-butyl-1,2-benzoquinone 1-oximato)manganese(II) and its mixed-ligand complexes.

The synthesis, spectroscopy, and redox-reactivity towards PPh(3) of bis(3,5-di-t-butyl-1,2-benzoquinone 1-oximato)manganese(II), Mn(ox)(2), and its mixed-ligand complexes, Mn(ox)L(x) [L(x)=8-hydroxyquinolinato (L(1)), 2,2'-bipyridine (bpy) (L(2)), 1,10-Phenanthroline (phen) (L(3)) and N-(2-hydroxyphenyl)-3,5-di-t-butylsalicylaldiminato (L(4))] complexes, are presented. While some complexes exhibit solid-state ESR spectra they were ESR-silent in toluene or CHCl(3) at 300 K. The reduction of all ESR-silent complexes with an excess of PPh(3), independently from the nature of secondary L(x) ligands, results in the appearance of a six-line hyperfine coupling of 55Mn (I=5/2) (A(Mn)=95-100 G) and a seven-line radical signal, which was assigned to phosphiniminophenoxyl type radicals (g=2.

Synthesis, spectroscopic characterization and EPR studies on electron transfer reactions of bis[N-(2,5-di-tert-butylphenyl)salicylaldiminato]copper complexes with PPh3.

New bidentate N-(2,5-di-tert-butylphenyl)salicylaldimines bearing X = H, HO, CH3O, Br, NO2, 3,5-di-Br, 3-NO2-5-Br and 5,6-benzo substituents on the salicylaldehyde moiety, LxH, and their mononuclear bis[N-(2,5-di-tert-butylphenyl)salicylaldiminato]copper(II) complexes, Cu(Lx)2, have been prepared and investigated by IR, UV-Visible, 1H NMR, ESR spectroscopy, magnetic measurements, as well as reactions of Cu(LX)2 with PPh3 were studied. It has been found that some complexes with X = HO and CH3O unlike their electron-withdrawing and unsubstituted analogues are readily reduced by PPh3 via intramolecular electron transfer from ligand to copper(II) to give Cu-stabilized radical intermediates. The spectra of the primary radicals interpreted in terms of couplings of unpaired electron with (63,65)Cu, 31P, 14N nuclei and aromatic protons.