Ceftriaxone-based Schiff base transition metal(II) complexes. Synthesis, characterization, bacterial toxicity, and DFT calculations. Enhanced antibacterial activity of a novel Zn(II) complex against S. aureus and E. coli

Anacona, J.R.; Santaella, Javier; Al-Shemary, Rehab K.; Amenta, José; Otero, Adriana; Ramos, Cesar; Célis, Freddy

doi:10.1016/j.jinorgbio.2021.111519

Cited by 42 publications

(9 citation statements)

References 74 publications

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“…FT-IR values for compound 3 ( Figure 1 ) showed the presence of -OH functional groups with a peak nearly at 3480–3380 cm −1 , as was indicated in the theoretical spectrum of the ligand ( Figure 2 ). In contrast, in FT-IR spectra of compounds 4 – 8 , broad bands were observed in the range of 3500–3300 cm −1 , which were attributable to -OH because of the presence of moisture or coordinated water molecules in the samples of all of the complexes [ 30 , 54 , 55 ]. Moreover, NO 2 peaks in the ligand appeared at 1529 cm −1 , 1552 cm −1 , but were found to be entirely absent after complex formation.…”

Section: Resultsmentioning

confidence: 98%

“…In the case of the copper complex (compound 5 ), the crystal class was identified as orthorhombic. As a result of the non-identical characteristics of crystalline features [ 30 ], it also possessed the dissimilar space group Bmm2 (38), while its Z value was 2.…”

Section: Resultsmentioning

confidence: 99%

“…The reaction mixture was cooled gently at room temperature, and the final product in the form of a precipitate was collected by means of vacuum filtration. The product was washed thrice successively with distilled water, and ethanol, and dried in a desiccator [ 12 , 29 , 30 ]. The methodology that was adapted for the synthesis of the metal complexes is shown in Scheme 2 .…”

Section: Synthesismentioning

confidence: 99%

“…As a result of the low solubility of the prepared complexes in polar and non-polar solvents, all of the attempts to grow single crystals failed. Therefore, to exactly determine the crystal class of each species, XRD powder diffraction was employed [ 30 ].…”

Section: Synthesismentioning

confidence: 99%

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A New MBH Adduct as an Efficient Ligand in the Synthesis of Metallodrugs: Characterization, Geometrical Optimization, XRD, Biological Activities, and Molecular Docking Studies

et al. 2022

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This article reports the synthesis, characterization, geometrical optimization, and biological studies of new MBH-based organometallic compounds of medicinal significance. The ligand (MNHA) was prepared via the Morita–Baylis–Hillman (MBH) synthetic route, from aromatic aldehyde containing multiple functional groups. Metal complexes were prepared in an alkaline medium and under other suitable reaction conditions. Spectral and elemental analyses were used to identify the structural and molecular formulas of each compound. Optimized geometry was determined through density functional theory (DFT) B3LYP and 6-311++ G (d,p) basis set for the MBH adduct, whereas structures of novel complexes were optimized with the semi-empirical PM6 method. Powder XRD analysis furnished the crystal class of complexes, with Co3+, Cr3+, and Mn2+ being cubic, while Ni2+ was hexagonal, and Cu2+ was orthorhombic. Moreover, the ligand, along with Ni2+ and Co3+ complexes, showed profound antibacterial action against S. aureus, E. coli, B. pumilis, and S. typhi. Additionally, all of the complexes were shown to persist in the positive antioxidant potential of the ligand. Contrarily, not a single metal complex conserved the antifungal potentials of the ligand.

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Section: Resultsmentioning

confidence: 98%

Section: Resultsmentioning

confidence: 99%

Section: Synthesismentioning

confidence: 99%

Section: Synthesismentioning

confidence: 99%

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A New MBH Adduct as an Efficient Ligand in the Synthesis of Metallodrugs: Characterization, Geometrical Optimization, XRD, Biological Activities, and Molecular Docking Studies

et al. 2022

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“…When metal ions are incorporated into a molecule, the polarity of the resulting molecule often changes due to a shift in the distribution of its charges. [70][71][72] As metal-based compounds have such small dipole moments, this evidence suggests that they are more lipophilic. Therefore, there is a strong possibility that the metal complexes will readily permeate the phospholipids of cell membranes, resulting in enhanced antibacterial capabilities.…”

Section: Reactivity Descriptorsmentioning

confidence: 99%

Antibacterial, antifungal, anti‐inflammatory evaluation, molecular docking, and density functional theory exploration of 2‐(1H‐benzimidazol‐2‐yl)guanidine mixed‐ligand complexes: Synthesis and characterization

Abd El‐Lateef,

Khalaf,

Amer

et al. 2023

Applied Organom Chemis

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The aim of the present framework is to synthesize and characterize new cobalt(II) (C1), nickel(II) (C2), and copper(II) (C3) mixed‐ligand complexes incorporating bioactive 8‐hydroxyquinoline moiety, with synthesized 2‐(1H‐benzimidazol‐2‐yl)guanidine (BG) ligand, for investigating their antibacterial, antifungal, and anti‐inflammatory potential. The metal complexes structure had been elucidated by the use of a wide range of methods, including elemental analysis, Fourier transform infrared (FT‐IR), mass spectra, UV–vis spectra, magnetic susceptibility, thermogravimetric (TG) analysis, and the molar ratio technique of stoichiometry analysis. The resulted metal complexes were found to have octahedral structures in molar ratio of M:BG:Qu as 1:1:2. Density functional theory (DFT) had been used to determine the optimal molecular structure and quantum chemical properties of each material. After that, we looked into the metal complexes' anti‐inflammatory and antibacterial properties by testing them in vitro. The disc diffusion test showed that the metal complexes were far more potent against bacteria/fungi than the original ligands. The egg albumin denaturation technique showed that the metal complexes were more potent anti‐inflammatory candidates than the free ligands and comparable with the standard reference. Molecular docking analysis against 5JQ9, 6CLV, and cyclooxygenase‐2 (COX‐2; 5IKT) confirmed the bioactivity behavior of the metal complexes. C3 has the greatest binding affinity among the metal complexes tested. These findings proposed that the metal complexes could form the basis of future antibiotics and anti‐inflammatory candidates. Finally, the in vitro activities were reviewed in relation to the DFT and molecular docking data.

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Synthesis, Structural Investigations, and Potential Antimicrobial and Anticancer Activity of Mononuclear Zn(II) and Cd(II) Complexes Decorated by Morpholine/Pyrazole s‐Triazine Ligand

Gad,

Altowyan,

Abu‐Youssef

et al. 2024

Applied Organom Chemis

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The structure and biological diversities of [Zn(BPTMorph)(H2O)3](ClO4)2 (1), [Zn(BPTMorph)(NO3)2] (2), and [Cd(BPTMorph)(NO3)2] (3) complexes were described. In all complexes, the Zn(II) and Cd(II) ions are coordinated with one 4‐(4,6‐bis(3,5‐dimethyl‐1H‐pyrazol‐1‐yl)‐1,3,5‐triazin‐2‐yl)morpholine (BPTMorph) molecule as a pincer NNN‐chelate. The rest of the coordination sphere was found to depend on the type of anion. In 1, there are three coordinated water molecules leading to a distorted octahedral geometry around Zn(II). In 2 and 3, there are two coordinated NO3− groups that differ in their coordination modes. The two NO3− groups are monodentate in 1 and bidentate in 3. Hence, the coordination numbers of Zn(II) and Cd(II) are 5 and 7, respectively. Supramolecular structure investigations indicated the importance of O···H contacts in the molecular packing. The percentages of O···H contacts are 35.4%–36.1%, 44.8%, and 39.7% in complexes 1–3, respectively. The energy breakdown for the intermolecular interactions was performed using energy framework analysis to explore the forces that dominate these interactions. Anticancer activity of complexes 1–3 and BPTMorph against HepG‐2, MCF‐7, and A‐549 cancerous cells was presented. The best result is found for complex 3 against A‐549 where the IC50 is 2.77 ± 0.26 μg/mL and selectivity index is 12.5 although the corresponding values for BPTMorph are 32.39 ± 2.82 μg/mL and 2.7, respectively. In addition, 3 outperformed the anticancer drug cis‐platin against all cell lines. The antimicrobial activity of 3 is the best compared to 1, 2, and BPTMorph. Interestingly, 3 showed antibacterial efficiency comparable to gentamycin against Proteus vulgaris.

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Ceftriaxone-based Schiff base transition metal(II) complexes. Synthesis, characterization, bacterial toxicity, and DFT calculations. Enhanced antibacterial activity of a novel Zn(II) complex against S. aureus and E. coli

Cited by 42 publications

References 74 publications

A New MBH Adduct as an Efficient Ligand in the Synthesis of Metallodrugs: Characterization, Geometrical Optimization, XRD, Biological Activities, and Molecular Docking Studies

A New MBH Adduct as an Efficient Ligand in the Synthesis of Metallodrugs: Characterization, Geometrical Optimization, XRD, Biological Activities, and Molecular Docking Studies

Antibacterial, antifungal, anti‐inflammatory evaluation, molecular docking, and density functional theory exploration of 2‐(1H‐benzimidazol‐2‐yl)guanidine mixed‐ligand complexes: Synthesis and characterization

Synthesis, Structural Investigations, and Potential Antimicrobial and Anticancer Activity of Mononuclear Zn(II) and Cd(II) Complexes Decorated by Morpholine/Pyrazole s‐Triazine Ligand

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