Synthesis, characterization, and antimicrobial and catalytic activity of a new Schiff base and its metal(II) complexes

Aslan, Halime Güzin; Akkoç, Senem; Kökbudak, Zülbiye; Aydın, Lütfiye

doi:10.1007/s13738-017-1163-4

Cited by 14 publications

(6 citation statements)

References 17 publications

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“…[37] The extension of antimicrobial action of synthesized complexes is explained by Tweedy's chelation theory. According to the hypothesis, the polarization of the metal ion is decreased after complexation, [38] which in turn locked the breathing process of the bacterial cell wall and prohibits the synthesis of proteins of the microbes.…”

Section: Antibacterial/antifungal Activitymentioning

confidence: 99%

“…It will also benefit biologically soft metal ions and their complexes, lowering toxicity and facilitating drug clearance. [ 9,10 ]…”

Section: Introductionmentioning

confidence: 99%

“…It will also benefit biologically soft metal ions and their complexes, lowering toxicity and facilitating drug clearance. [9,10] On January 30, 2020, the World Health Organization asserted the sudden happening of SARSCo-V-2, a public health disaster of worldwide concern. Recently, a new corona virus (COVID 19), SARS CoV2, appeared in China in late 2019 and quickly spread to almost all countries, causing a global pandemic.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, spectroscopic, in vitro, in silico, and in vivo studies of binuclear Cu (II), Ni (II), Ru (II), and Zn (II) complexes with tetradentate Schiff base ligand

Marimuthu¹,

Michael²,

Jeyaraman³

et al. 2022

Applied Organom Chemis

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A novel Schiff base macrocyclic ligand was synthesized by the condensation of 4-(3,4-diaminophenyl)benzene-1,2-diamine with β-naphthol-1-aldehyde.Binuclear complexes were synthesized from this Schiff base by reaction with Cu (II), Ni (II), Ru (II), and Zn (II) metal salts. Square planar geometrical structures of Cu (II), Ni (II), and Ru (II) complexes were achieved by several physicochemical methods, namely UV-Vis, FT-IR, NMR, ESI-Mass, and thermogravimetric analysis, respectively. Density functional theory (DFT) calculations at the B3LYP/6-31G(d) level were carried out to gain an insight into the thermodynamic stability and biological accessibility of the complexes. Moreover, molecular docking analysis was done against a novel target protein PDB: 6M71 (SARS-CoV-2). Both the Schiff base ligand and metal complexes showed excellent interaction with protein receptor. All the metal complexes have the strong tendency to undergo intercalation mode of binding with CT DNA. All the in vivo and in vitro screening studies showed that the complexes exhibit higher activities than the free Schiff base.

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Section: Antibacterial/antifungal Activitymentioning

confidence: 99%

“…It will also benefit biologically soft metal ions and their complexes, lowering toxicity and facilitating drug clearance. [ 9,10 ]…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis, spectroscopic, in vitro, in silico, and in vivo studies of binuclear Cu (II), Ni (II), Ru (II), and Zn (II) complexes with tetradentate Schiff base ligand

Marimuthu¹,

Michael²,

Jeyaraman³

et al. 2022

Applied Organom Chemis

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“…Aminopyrimidine-2-one/thione derivatives appeared to be an important starting compound in synthetic organic chemistry. In recent years, the reactions of aminopyrimidine-2one/thione derivatives with isothiocyanate [14,15], 1,3-dicarbonyl compounds [16], aryl chlorides [17] and transition metal complexes [18,19] have been reported. Nowadays, theoretical, and experimental comparison of N-aminopyrimidine-2-one derivatives have become popular [15,20,21].…”

Section: Introductionmentioning

confidence: 99%

A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies

Kökbudak¹,

Türkmenoğlu²,

Akkoç³

2022

Adıyaman University Journal of Science

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Schiff base derivatives are some of the most widely used organic compounds for industrial purposes and they exhibit a broad range of biological activities. In this paper, a new Schiff base derivative (2) synthesized from the condensation reaction of 1-amino-5-benzoyl)-4phenylpyrimidine-2(1H)-thione (1) with 2-chlorobenzaldehyde. The new compound was characterized by 1 H, 13 C NMR, and FT-IR. The biological activity property of this compound was tested against two different cancer cell lines and a healthy human cell line. The results demonstrate that molecule 2 has antiproliferative activity. In molecular modeling studies, the interaction site was examined using the epidermal growth factor receptor (EGFR) tyrosine kinase domain. Alignment in molecular docking, surface mapping binding, amino acids, and binding energy calculated. Glide score energy was found to be -9.820 kcal/mol and it predicted that the bonding interaction is strong. Theoretical calculations were made to compare the experimental and theoretical data. These calculations were performed on the 6-31 G* basis set using the Density Functional Theory (DFT) method and Becke-3-Parameter-Lee-Yang-Parr (B3LYP).

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“…Schiff base derivatives, carrying an azomethine (-CH = N-) functional group, were rst reported by Hugo Schiff [36][37][38]. These compounds have determined to possess a wide spectrum of biological effects such as anticancer [39], antimicrobial [40,41], antioxidant [42], tyrosinase [43] and cholinesterase properties, etc. [44].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of some pyrazolone based Schiff base derivatives as enzymes inhibitors, antioxidant, and anticancer agents

Çınar

Başaran

Erdoğan

et al. 2021

Preprint

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Drugs with sufficient efficacy for use in the therapy of Alzheimer and other diseases caused by oxidative stress have not yet been produced until today despite the great efforts. Therefore, many people all over the world are experiencing serious health problems due to these diseases nowadays. In the current study, a series of pyrazolone based Schiff base derivatives (2a-e) (except 2a) as target molecules were successfully synthesized for the first time, and then structurally illuminated by using FT-IR, 1H NMR and 13C NMR. Their inhibition activities on acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and tyrosinase enzymes were extensively tested, respectively. Furthermore, the synthesized molecules were also investigated for antioxidant and anticancer activities. The potential in vitro cytotoxic activities of the title molecules were examined on HeLa cancer and 3T3 mouse normal fibroblast cell lines using MTT assay. Our results showed that 1b (IC50: 9.497 mM) and 2a (IC50: 30.49 mM) significantly decreased the proliferation of HeLa cells. On the other hand, the apoptotic effect of 1b and 2a were investigated with acridine orange/propidium iodide double staining. The apoptotic cell ratios of the molecules treated with 1b and 2a were determined as 60 and 64%, respectively. While 2b was found to be a very active molecule in antioxidant activities assays in ABTS cation radical scavenging (IC50:17.95±0.47 mM) and CUPRAC (A0.5:48.73±0.52 mM) activities, 2c had a very active molecule in AChE, BChE and tyrosinase inhibitory activities with 82.79±1.03, 91.39±1.06 and 92.60±1.80 inhibition%, respectively. Also, the target molecules (2a-e) showed better antioxidant and enzyme inhibitory activities than those of ester derivatives (1a-e).

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Synthesis, characterization, and antimicrobial and catalytic activity of a new Schiff base and its metal(II) complexes

Cited by 14 publications

References 17 publications

Synthesis, spectroscopic, in vitro, in silico, and in vivo studies of binuclear Cu (II), Ni (II), Ru (II), and Zn (II) complexes with tetradentate Schiff base ligand

Synthesis, spectroscopic, in vitro, in silico, and in vivo studies of binuclear Cu (II), Ni (II), Ru (II), and Zn (II) complexes with tetradentate Schiff base ligand

A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies

Synthesis and biological evaluation of some pyrazolone based Schiff base derivatives as enzymes inhibitors, antioxidant, and anticancer agents

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