Synthesis, characterization, X-ray crystal structures and antibacterial activities of Schiff base ligands derived from allylamine and their vanadium(IV), cobalt(III), nickel(II), copper(II), zinc(II) and palladium(II) complexes

Rudbari, Hadi Amiri; Iravani, M.R.; Moazam, Vahid; Askari, Banafshe; Khorshidifard, Mahsa; Habibi, Neda; Brunò, Giuseppe

doi:10.1016/j.molstruc.2016.06.055

Cited by 50 publications

(26 citation statements)

References 39 publications

(49 reference statements)

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“…The nitrate ion may be coordinated by a single oxygen atom or by two oxygen atoms with Zn(II) . The bond lengths of Zn‐N9, Zn‐N48, Zn‐N2 and Zn‐N50, of N amino and N carbinitrile atoms are 2.059, 2.055, 1.871 and 1.870 Å, respectively and the bond length between Zn‐O70 and Zn‐O71 of nitrate ion are 1.923 and 1.922 Å while the bond angle O70NO71 of nitro group is 96.53° . The energy of this complex is −434.924 au and the dipole moment is 4.675D.…”

Section: Computational Detailsmentioning

confidence: 99%

“…The structure of complex is shown in Figure and the selected inter atomic lengths and angles are listed in Table . Zn(II) is coordinated with N amino and N carbinitrile atoms with bond lengths Zn‐N9, Zn‐N48,Zn‐N2 and Zn‐N50 are 2.059, 2.058, 1.873 and 1.871 Å . The bond lengths between Zn(II) and oxygen atoms of water molecules are 1.918 and 1.920 Å for Zn‐O72 and Zn‐O69 .…”

Section: Computational Detailsmentioning

confidence: 99%

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Spectroscopic, DFT and antimicrobial activity of Zn(II), Zr(IV), Ce(IV) and U(VI) complexes of N,N‐ chelated 4,6‐bis (4‐chlorophenyl)‐2‐amino‐1,2‐dihydropyridine‐3‐carbinitrile

Sadeek

El‐Hamid

Zordok

2018

Applied Organom Chemis

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Four novel metal complexes of 4,6‐bis (4‐chlorophenyl)‐2‐amino‐1,2‐dihydropyridine‐3‐carbinitrile (H2L) with Zn(II), Zr(IV), Ce(IV) and U(VI) were synthesized. The structure was elucidated using elemental analysis, melting point, molar conductivity; spectroscopic techniques (IR, 1H NMR, UV–Vis., mass spectra) as well as thermo gravimetric analysis. The spectroscopic data proved that H2L chelated with the metal ions as a bidentate ligand through Namino and Ncarbinitrile atoms. The molecular structure of the complexes was determined using density functional theory (DFT). The central metal ion in each complex is six‐coordinate and the angles around it vary from 62.74° to 166.46°; these values agree with distorted octahedral geometry. The calculated total energy of the complexes found in the region – 406.342 to −459.717 au and the dipole moment change from 4.675 to 13.171D. The antibacterial and antifungal activities of the ligand, metal salts and complexes were estimated on some microorganisms. The complexes showed significant antibacterial profile in comparison to the free ligand.

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Section: Computational Detailsmentioning

confidence: 99%

Section: Computational Detailsmentioning

confidence: 99%

Spectroscopic, DFT and antimicrobial activity of Zn(II), Zr(IV), Ce(IV) and U(VI) complexes of N,N‐ chelated 4,6‐bis (4‐chlorophenyl)‐2‐amino‐1,2‐dihydropyridine‐3‐carbinitrile

Sadeek

El‐Hamid

Zordok

2018

Applied Organom Chemis

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“…The Schiff bases and their complexes are of great importance in many areas especially in the biology with activities such as antibacterial, [1][2][3] antifungal, 2 antimicrobial, 4 antidiabetic 5 and anticancer. 6,7 Among them, the oxovanadium(IV) complexes of the Schiff bases exhibit beneficial catalytic 8,9 and biological activities such as the antimicrobial 3 and antidiabetic. 5,10 3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde or pyridoxal is one form of Vitamin B 6 , 11 which plays a cofactor role in many biosynthetic proceses such as the dehydration of serine and threonine, decarboxylation and racemization of amino acids and transamination.…”

Section: Introductionmentioning

confidence: 99%

Oxovanadium(IV) complexes of the pyridoxal Schiff bases: Synthesis, experimental and theoretical characterizations, QTAIM analysis and antioxidant activity

Ghorbani

Beyramabadi

Tabrizi

et al. 2020

JSCS

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Two vanadyl complexes of the pyridoxal Schiff bases have been newly synthesized and characterized by several experimental methods, where the 4,4′-[1,4-butanediylbis-[(E)-nitrilomethylidyne])bis[5-hydroxy-6-methyl-3-pyridinemethanol] and trans-4,4′-[1,2-cyclohexanediylbis-[(E)-nitrilo-methylidyne]]bis[5-hydroxy-6-methyl-3-pyridinemethanol] Schiff base were used. Geometry optimization, assignment of the IR vibrational frequencies and the natural bond orbital (NBO) analysis of the complexes have been calculated by employing the density functional theory (DFT) approaches. Deprotonated form of the Schiff bases (L 2-) acts as a tetradentate N 2 O 2 ligand, which coordinates to the V(IV) via two phenolate oxygens and two imine nitrogens. In the square-pyramidal geometry of the [VO(L)], the apical position is occupied by an oxo ligand. The DFT-calculated vibrational frequencies show a good consistency with the corresponding experimental values, confirming suitability of the optimized geometries for the complexes. Characteristics of the bonding interactions have been explored using the quantum theory of atoms in molecule (QTAIM) analysis. The complex formation results in decrease in strength of the C-N bond of the azomethine group and increase in the strength of the CO bonds of the phenolate group. High-energy gaps approve stability of the complexes. Both of the complexes show significant radical scavenging activities against the ABTS and DPPH radicals, even higher than the BHA.

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“…In the azomethine, the nitrogen atom is involved in the formation of components in normal cell processes and interacts . Heterocyclic structures containing an azole ring system and phenol derivative include a wide range of biologicals, such as antifungal, antioxidant, antibacterial, antitumor, anti‐inflammatory, and antipyretic applications, which they have the application enviro is known . There are many studies showing that they are good antioxidant compounds, especially since Schiff bases are excellent chelating agents .…”

Section: Introductionmentioning

confidence: 99%

Evaluation of antioxidant and antiproliferative activities of 1,2‐bis (p‐amino‐phenoxy) ethane derivative Schiff bases and metal complexes

Parlak

Çakmak

Sandal

et al. 2018

J Biochem & Molecular Tox

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In this study, the effects of the two Schiff base derivatives and their metal complexes were tested for MDA concentration, which is an indicator of lipid peroxidation, antioxidant vitamin A, vitamin E, and vitamin C levels in cell culture. A comparison was performed among the groups and it was observed that MDA, vitamin A, vitamin E, and vitamin C concentrations were statistically changed. According to the results, all compounds caused a significant oxidative stress without Zn complexes. Moreover, Mn(II), Cu(II), Zn(II), and Ni(II) complexes of Schiff bases derived from a condensation of 1,2-bis (p-aminophenoxy) ethane with naphthaldehydes and 4-methoxy benzaldehyde were examined in terms of antitumor activity against MCF-7 human breast cancer and L1210 murine leukemia cells. Furthermore, the derivatives were tested for antioxidative and prooxidative effects on MCF-7 breast cancer cells. The compounds which were tested revealed that there was an antitumor activity for MCF-7 and L 1210 cancer cells. Also, some of the compounds induced oxidative harmful. K E Y W O R D Saminophenoxy, antioxidant activity, cancer, cytotoxicity, Schiff base

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Synthesis, characterization, X-ray crystal structures and antibacterial activities of Schiff base ligands derived from allylamine and their vanadium(IV), cobalt(III), nickel(II), copper(II), zinc(II) and palladium(II) complexes

Cited by 50 publications

References 39 publications

Spectroscopic, DFT and antimicrobial activity of Zn(II), Zr(IV), Ce(IV) and U(VI) complexes of N,N‐ chelated 4,6‐bis (4‐chlorophenyl)‐2‐amino‐1,2‐dihydropyridine‐3‐carbinitrile

Spectroscopic, DFT and antimicrobial activity of Zn(II), Zr(IV), Ce(IV) and U(VI) complexes of N,N‐ chelated 4,6‐bis (4‐chlorophenyl)‐2‐amino‐1,2‐dihydropyridine‐3‐carbinitrile

Oxovanadium(IV) complexes of the pyridoxal Schiff bases: Synthesis, experimental and theoretical characterizations, QTAIM analysis and antioxidant activity

Evaluation of antioxidant and antiproliferative activities of 1,2‐bis (p‐amino‐phenoxy) ethane derivative Schiff bases and metal complexes

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