Synthesis, characterization and crystal structures of new Zinc(II) and Nickel(II) complexes containing morpholine moiety and their antibacterial studies

Goudarziafshar, Hamid; Rezaeivala, Majid; Khosravi, Fayezeh; Abbasityula, Yunes; Yousefi, Somaieh; Özbek, Neslihan; Eigner, Václav; Dušek, Michal

doi:10.1007/s13738-014-0462-2

Cited by 6 publications

(6 citation statements)

References 17 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[18][19][20] Indicators in pH, redox, or complexometric titration in analytical chemistry were other applications for furan-Schiff bases. 21,22 Some furan-Schiff base complexes have presented a decent antibacterial activity. 23 The primary targets for the action of drugs are often DNA and/or proteins.…”

Section: Introductionmentioning

confidence: 99%

Bio‐evaluation of pyrazolone‐furan derived Schiff base Cr(III), Co(II), Ni(II), Cu(II), and Zn(II) nano‐sized complexes: Design, spectral characterization, antimicrobial efficacy, antioxidant activity, apoptotic activity, and cell cycle analysis

Hakami,

Alaghaz,

Zelai

et al. 2024

Applied Organom Chemis

View full text Add to dashboard Cite

A tridentate pyrazolone‐furan Schiff's base ligand, [(E)‐4‐(((5‐[2‐fluorophenyl]furan‐2‐yl)methylene)amino)‐1,5‐dimethyl‐2‐phenyl‐1,2‐dihydro‐3H‐pyrazol‐3‐one] (PFSB), was produced by condensation between compounds 5‐(2‐fluorophenyl)furan‐2‐carbaldehyde and 4‐amino‐1,5‐dimethyl‐2‐phenyl‐1,2‐dihydro‐3H‐pyrazol‐3‐one. Spectroscopic characterization evidence suggested the tridentate nature (ONO) of pyrazolone‐furan Schiff's base ligand (PFSB) and coordinated to the metal (II/III) moieties through nitrogen and oxygen donor sites giving tetra‐ and/or hexa‐coordinated geometry to complexes. The complexes have been supported by elemental analyses, molar conductance, magnetic moments, spectral analyses, EPR, ligand field parameters, XRD, and thermogravimetric measurements. Theoretical optimization employing the density functional theory (DFT) was accomplished on the molecular structures of the compounds in question, and subsequently, the quantum chemical descriptors were computed. Cr(III), Co(II), Ni(II), and Zn(II) complexes were allocated octahedral coordination, while the Cu(II) complex was allocated square‐planar coordination. The SEM, TEM, XRD, AFM, and EDX of the studied complexes unveiled distinct and strong diffraction peaks, signifying their crystalline nature, and providing evidence of their particle sizes being within the nano‐size. The crystal sizes calculated for all complexes were determined to be ranging from 27.73 to 76.39 nm. However, the Cr(III) complex exhibited a particle size exceeding 100 nm. The interactions between metal complexes and calf thymus DNA, and their potential for mimicking insulin activity, were investigated in a controlled lab setting by measuring their ability to inhibit alpha‐amylase. The anti‐microbial potential of the ligand (PFSB) and complexes (C1‐C5) were tested. The viscosity and UV–Vis absorption determinations were utilized to assess the calf thymus DNA (CT‐DNA) interaction with the nano‐sized metal (II/III) chelates. Our flow cytometry data indicate significant levels of apoptosis and cell cycle arresting in both liver and breast cancer cell lines.

show abstract

Section: Introductionmentioning

confidence: 99%

Bio‐evaluation of pyrazolone‐furan derived Schiff base Cr(III), Co(II), Ni(II), Cu(II), and Zn(II) nano‐sized complexes: Design, spectral characterization, antimicrobial efficacy, antioxidant activity, apoptotic activity, and cell cycle analysis

Hakami,

Alaghaz,

Zelai

et al. 2024

Applied Organom Chemis

View full text Add to dashboard Cite

show abstract

“…Reports suggest that the presence of a methylenedioxy ring in derivatives of methylenedioxy aniline may enhance their antibacterial activity [25]. Notably, morpholine, a strong alkali, is a crucial precursor in antibiotic production [26].…”

Section: Introductionmentioning

confidence: 99%

Computational Design of Novel Griseofulvin Derivatives Demonstrating Potential Antibacterial Activity: Insights from Molecular Docking and Molecular Dynamics Simulation

Aris,

Mohamadzadeh,

Zarei

et al. 2024

IJMS

View full text Add to dashboard Cite

In response to the urgent demand for innovative antibiotics, theoretical investigations have been employed to design novel analogs. Because griseofulvin is a potential antibacterial agent, we have designed novel derivatives of griseofulvin to enhance its antibacterial efficacy and to evaluate their interactions with bacterial targets using in silico analysis. The results of this study reveal that the newly designed derivatives displayed the most robust binding affinities towards PBP2, tyrosine phosphatase, and FtsZ proteins. Additionally, molecular dynamics (MD) simulations underscored the notable stability of these derivatives when engaged with the FtsZ protein, as evidenced by root mean square deviation (RMSD), root mean square fluctuation (RMSF), radius of gyration (Rg), and solvent-accessible surface area (SASA). Importantly, this observation aligns with expectations, considering that griseofulvin primarily targets microtubules in eukaryotic cells, and FtsZ functions as the prokaryotic counterpart to microtubules. These findings collectively suggest the promising potential of griseofulvin and its designed derivatives as effective antibacterial agents, particularly concerning their interaction with the FtsZ protein. This research contributes to the ongoing exploration of novel antibiotics and may serve as a foundation for future drug development efforts.

show abstract

“…[40][41][42] In analytical chemistry, indicators in pH, redox, or complexometric titration were among other applications for furan-Schiff bases. 43,44 Some furan-Schiff base complexes have presented a decent antibacterial activity. 45 The primary targets for the action of drugs are often DNA and/or proteins.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, structural investigations, in vitro cytotoxicity, apoptotic activity, cell cycle analysis, and molecular modeling studies of nano‐sized Zn(II) Schiff base complex

Amri,

Alaghaz

2024

Applied Organom Chemis

View full text Add to dashboard Cite

A new novel tetradentate ligand, [(1E,1′E)‐N,N′‐(1,2‐phenylene)bis(1‐(5‐(2‐fluorophenyl)furan‐2‐yl)methanimine) (PFPFMI), and its nano‐sized [Zn(PFPFMI)Cl2].3H2O complex were synthesized. The geometry of PFPFMI and its Zn(II) complex was described through CHN analyses, Fourier‐transform infrared spectroscopy (FTIR), UV–visible, X‐ray diffraction (XRD), thermal gravimetric analysis (TGA), and mass spectral data tests. The spectral data of the nano‐sized [Zn(PFPFMI)Cl2].3H2O complex indicates that the PFPFMI ligand functions as a tetradentate (N2O2) coordination through two azomethine nitrogen groups (N) and two furan ring oxygen (O) atoms. Density functional theory (DFT) calculations were performed using the molecular studio software to investigate the optimal geometry of PFPFMI and its [Zn(PFPFMI)Cl2].3H2O complex. The SEM, TEM, XRD, AFM, and energy dispersive X‐ray analysis (EDX) analyses of the studied complex unveil distinct and strong diffraction peaks, indicating its crystalline nature and providing evidence of its nano‐sized particle sizes. Additionally, the inhibition zone diameter was used to assess the in vitro antimicrobial action of PFPFMI and the particular complex against Gram‐positive bacteria Streptococcus pneumonia and Bacillus subtilis, Gram‐negative bacteria Pseudomonas aeruginosa, Salmonella typhi, and Escherichia coli, as well as fungi Aspergillus fumigatus, Geotricum candidum, Syncephalastrum racemosum, and Candida tropicalis. The [Zn(PFPFMI)Cl2].3H2O complex exhibits higher activity than the ligand PFPFMI. In vitro cytotoxicity of the synthesized [Zn(PFPFMI)Cl2].3H2O complex was explored using MCF7 (breast cancer), HCT116 (colon cancer), A549 (lung cancer), HePG‐2 (liver cancer), A375 (melanoma cancer), and normal lung fibroblast (WI38) cell lines. Based on IC50 and selective index (SI) values, it was shown that the complex exhibited higher potency against MCF7 cell lines. Moreover, the Zn(II) complex exhibited the ability to induce DNA damage in MCF7 cells, resulting in dose‐dependent cell apoptosis. Subsequent investigations revealed that complex 2 also induced cell cycle arrest in the G2 and S phases.

show abstract

Synthesis, characterization and crystal structures of new Zinc(II) and Nickel(II) complexes containing morpholine moiety and their antibacterial studies

Cited by 6 publications

References 17 publications

Bio‐evaluation of pyrazolone‐furan derived Schiff base Cr(III), Co(II), Ni(II), Cu(II), and Zn(II) nano‐sized complexes: Design, spectral characterization, antimicrobial efficacy, antioxidant activity, apoptotic activity, and cell cycle analysis

Bio‐evaluation of pyrazolone‐furan derived Schiff base Cr(III), Co(II), Ni(II), Cu(II), and Zn(II) nano‐sized complexes: Design, spectral characterization, antimicrobial efficacy, antioxidant activity, apoptotic activity, and cell cycle analysis

Computational Design of Novel Griseofulvin Derivatives Demonstrating Potential Antibacterial Activity: Insights from Molecular Docking and Molecular Dynamics Simulation

Synthesis, structural investigations, in vitro cytotoxicity, apoptotic activity, cell cycle analysis, and molecular modeling studies of nano‐sized Zn(II) Schiff base complex

Contact Info

Product

Resources

About