N,N′-dipyridoxyl Schiff bases: Synthesis, experimental and theoretical characterization

Beyramabadi, S. Ali; Morsali, Ali; Khoshkholgh, Malihe Javan; Esmaeili, Abbas Ali

doi:10.1016/j.saa.2011.08.067

Cited by 46 publications

(37 citation statements)

References 30 publications

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“…In recent years, density functional theory (DFT) calculations have been used extensively for calculating various properties of Schiff base compounds such as FT-IR and 1 H NMR spectra [16][17][18], tautomeric equilibrium [12][13][14][15], and conformational studies [19,20], and have provided reliable results which are in accordance with experimental data. In continuation of our studies [21][22][23][24], we report the synthesis, characterization, and crystal structure of the Schiff base (E)-4-hydroxy[(1-phenylethyl)iminomethyl]bezyne (1) (Scheme 1), as well as theoretical studies on it by using the DFT/B3LYP-6-31G method.…”

Section: Introductionmentioning

confidence: 83%

“…The crystal structures were solved by direct methods with program SIR2002 [14] and refined with the Jana2006 program package [15] by full-matrix least-squares technique on F 2 . The molecular structure plots were prepared by ORTEP III [16]. Hydrogen atoms were mostly discernible in difference Fourier maps and could be refined to reasonable geometry.…”

Section: X-ray Determinationmentioning

confidence: 99%

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Synthesis, characterization, crystal structure and theoretical studies of new chiral Schiff base (E)-4-hydroxy[(1-phenylethyl)iminomethyl]benzyne

et al. 2013

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New chiral Schiff-base (E)-4-hydroxy[(1-phenylethyl)iminomethyl]benzyne (1) was synthesized through the condensation of 4-hydroxybenzaldehyde and 1-phenylethylamine in methanol at ambient temperature and characterized by elemental analyses (CHN), FT-IR, and 1 H NMR spectroscopy. The crystal structure of the title compound was determined from single-crystal X-ray diffraction study. The title compound crystallizes in the orthorhombic space group P2 1 2 1 2 1 with unit cell parameters: a = 5.9332(2), b = 10.0198(3), c = 20.9678(6) Ǻ , V = 1246.52(7) Ǻ 3 , and Z = 4. The molecular geometry of the title compound has been calculated using the density functional method (B3LYP) with 6-31G basis set and compared with the experimental data. Calculated results show that density functional theory can well reproduce the structure of the title compound. In the gas phase, the two conformers (cis and trans) for the title compound were found, with the trans isomer being the most stable one.

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Section: Introductionmentioning

confidence: 83%

Section: X-ray Determinationmentioning

confidence: 99%

Synthesis, characterization, crystal structure and theoretical studies of new chiral Schiff base (E)-4-hydroxy[(1-phenylethyl)iminomethyl]benzyne

et al. 2013

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“…Nowadays, theoretical analysis of the spectra is used as an important tool for identification of the chemical compounds [12][13][14][15][16][17][18]. The IR and NMR spectra of the most-stable conformer of the Lyrica (L1)…”

Section: Ir and Nmr Spectramentioning

confidence: 99%

“…A broad band in the 3430-2600 cm -1 spectral region is attributed to overlapping of the O-H, N-H and C-H stretching vibrations [12][13][14][15][16][17][18]35,36]. Deconvolution of this region is given in Table 5.…”

Section: Ir and Nmr Spectramentioning

confidence: 99%

“…Synthesis of the Lyrica was first reported by Hoekstra et al [9,10] and later reviewed by Ordonez and Cativiela [11]. Now, the DFT as a remarkable method is widely used in many areas of the computational chemistry, such as kinetics and mechanism investigations of the reactions, spectroscopic assignments, characterization of the molecular structures, drug science and so on [12][13][14][15][16][17][18][19][20][21][22][23].…”

Section: Introductionmentioning

confidence: 99%

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A DFT investigation of structure, spectroscopic properties and tautomerism of the anticonvulsant drug Lyrica

Sadeghzade

Beyramabadi

Morsali

2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Mn(II) complex of a vitamin B6 Schiff base as an exclusive apoptosis inducer in human MCF7 and HepG2 cancer cells: Synthesis, characterization, and biological studies

Tabatabayi

Tabrizi

Neamati

et al. 2019

J of Cellular Biochemistry

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Herein, a Mn(II) complex of the N,N′‐dipyridoxyl(1,4‐butanediamine) (═H2L) Schiff base has been newly synthesized. The synthesized complex was characterized by several experimental methods. In addition, the density functional theory approaches were used for theoretical identification of the complex. A good agreement between the computed and experimental infrared frequencies demonstrates validity of the optimized geometry for the synthesized complex. In a N2O2 manner, two azomethine nitrogens and two phenolate oxygens of the L2− ligand are coordinated to the Mn2+ metal ion. The biological studies indicate an efficient apoptotic and antioxidant activities of the synthesized [MnL(CH3OH)2] complex on both of the HepG2 and MCF7 cancer cells. Since it has been suggested that the complex is an exclusive potent antitumor for treatment of the human breast and liver cancers.

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N,N′-dipyridoxyl Schiff bases: Synthesis, experimental and theoretical characterization

Cited by 46 publications

References 30 publications

Synthesis, characterization, crystal structure and theoretical studies of new chiral Schiff base (E)-4-hydroxy[(1-phenylethyl)iminomethyl]benzyne

Synthesis, characterization, crystal structure and theoretical studies of new chiral Schiff base (E)-4-hydroxy[(1-phenylethyl)iminomethyl]benzyne

A DFT investigation of structure, spectroscopic properties and tautomerism of the anticonvulsant drug Lyrica

Mn(II) complex of a vitamin B6 Schiff base as an exclusive apoptosis inducer in human MCF7 and HepG2 cancer cells: Synthesis, characterization, and biological studies

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