Synthesis and characterization of a mononuclear zinc(<scp>ii</scp>) Schiff base complex: on the importance of C–H⋯π interactions

Basak, Tanmoy; Frontera, Antonio; Chattopadhyay, Shouvik

doi:10.1039/d1ra03943a

Cited by 23 publications

(3 citation statements)

References 65 publications

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“…The Zn-O bond distances in the Zn(II) complex [Zn(L)] (2) were in the same range (2.1024(9)-2.1290(9) Å) found in other Zn(II) complexes described in the literature. [75][76][77] On the other hand, the two Zn-N imine bond distances were shorter and closely related to similar Zn(II) complexes reported in the literature. [75][76][77] The packing views of the Zn(II) complexes [Zn(L)(en)]ClO 4 (1) and [(Zn(L) 2 )] (2) (along a-c axis) are illustrated in Fig.…”

Section: Single-crystal X-ray Diffractionsupporting

confidence: 87%

“…[75][76][77] On the other hand, the two Zn-N imine bond distances were shorter and closely related to similar Zn(II) complexes reported in the literature. [75][76][77] The packing views of the Zn(II) complexes [Zn(L)(en)]ClO 4 (1) and [(Zn(L) 2 )] (2) (along a-c axis) are illustrated in Fig. S18 and S19 (ESI †), respectively.…”

Section: Single-crystal X-ray Diffractionsupporting

confidence: 87%

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Synthesis of Zn(ii) coordination complexes, their molecular design and docking with SARS-CoV-2 RBD protein and Omicron spike protein

Singh,

Choudhary

2024

New J. Chem.

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Section: Single-crystal X-ray Diffractionsupporting

confidence: 87%

Section: Single-crystal X-ray Diffractionsupporting

confidence: 87%

Synthesis of Zn(ii) coordination complexes, their molecular design and docking with SARS-CoV-2 RBD protein and Omicron spike protein

Singh,

Choudhary

2024

New J. Chem.

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“…But these complexes exhibit charge transfer transitions, indicating a transfer of charge from the macrocyclic ligands to the zinc metal. 66 The electronic spectra of the macrocyclic ligands display an absorption band in the range of 380-410 nm, which can be attributed to the n ! π* transition primarily originating from the azomethine (>C=N) chromophore.…”

Section: Electronic Spectramentioning

confidence: 99%

Synthesis, spectroscopic elucidation, density functional theory calculation, and molecular docking studies of a novel series of tetradentate macrocyclic Schiff base ligands and their Zn(II) complexes and investigations of their antimicrobial, anti‐inflammatory, and anticancer activities

Mamta,

Pinki,

Chaudhary

2023

Applied Organom Chemis

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In the present work, novel Schiff base macrocyclic Zn(II) complexes [Zn(N8O4MacL1)Cl2–Zn(N8O4MacL3)Cl2] were synthesized by the reaction of ZnCl2 and macrocyclic ligands (N8O4MacL1–N8O4MacL3) derived from the condensation of ligand (L) and dicarboxylic acids [HOOC‐(CH2)n‐COOH]. The structural confirmation of the newly synthesized compounds was accomplished through various analytical techniques, including elemental analysis, infrared (IR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), UV–visible spectroscopy, and powder X‐ray diffraction (XRD) studies. The spectral data provided evidence that the macrocyclic ligands acted as tetradentate ligands, forming coordination bonds with Zn(II) ions through the nitrogen atom of the imine (>C=N) group. The coordination complexes exhibited an octahedral geometry around the zinc ion, with two chloro groups covalently attached. Density functional theory (DFT) studies of the synthesized Schiff base macrocyclic compounds were carried out to determine their structural and electronic properties. The antimicrobial potential of the macrocyclic compounds was examined against a panel of pathogenic microbes, including four bacterial strains (Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Xanthomonas campestris) and two fungal strains (Fusarium oxysporum and Candida albicans). Then, the newly synthesized Schiff based macrocyclic compounds were evaluated for their anti‐inflammatory activity using an egg albumin method. The synthesized compounds were subjected to further evaluation to assess their potential as anticancer agents against MCF‐7 (human breast adenocarcinoma cell line), HCT‐116 (human colon cancer cell line), and A549 (human alveolar adenocarcinoma epithelial cell line). In addition, molecular docking studies were conducted to explore the potential interactions between the synthesized compounds and the target proteins VEGFR2 (PDB ID 1YWN), EGFR (PDB ID 1M17), and DNA gyrase B (PDB ID 4URO). It was found that there was a high correlation between the experimental results and the docking calculations.

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DNA cleaver with improved phosphatase and cytotoxic activity of a series of N₂O‐based zinc(II) complexes

Mukherjee,

Sarkar,

Bakibillah

et al. 2024

Applied Organom Chemis

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Three new Zn(II) Schiff base complexes, [ZnLCl2] (1), [ZnLBr2] (2) and [ZnL(SCN)2] (3), have been synthesized by adding Zn(II) salts of chloride and bromide to a compartmental ligand with NNO donor prepared through the simple condensation of pyridine‐2‐carboxaldehyde and a substituted aniline. The complexes have been identified using standard physicochemical methods, and their solid‐state structures have been determined through single‐crystal X‐ray analysis. The phosphatase‐like activity of all three complexes has been investigated using 4‐NPP as the model substrate in a DMSO/water medium. Complex 1 exhibits the highest level of phosphatase activity. The reactivity trend shows that complex 1 > complex 2 > complex 3. A plausible mechanism and the causes underlying the activity trend have been explored through DFT study, ESI‐mass spectra and 31P experiments. Complex 1 shows promising potential for use in gene‐targeted therapeutics due to its remarkable performance in DNA digestion. The excellent DNA cleavage result of complex 1 has led to the investigation of its molecular docking interaction with the liver cancer 2 receptor to study its anti‐liver cancer activity. Furthermore, in vitro anticancer activity of complex 1 also shows excellent antiproliferative activity against hepatocellular carcinoma.

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Synthesis and characterization of a mononuclear zinc(ii) Schiff base complex: on the importance of C–H⋯π interactions

Abstract: The strength of the C–H⋯π interaction in the solid state of [ZnL(H2O)]·H2O has been evaluated using DFT calculations and also analysed using the MEP surface and NCI plot index computational tool.

Cited by 23 publications

References 65 publications

Synthesis of Zn(ii) coordination complexes, their molecular design and docking with SARS-CoV-2 RBD protein and Omicron spike protein

Synthesis of Zn(ii) coordination complexes, their molecular design and docking with SARS-CoV-2 RBD protein and Omicron spike protein

Synthesis, spectroscopic elucidation, density functional theory calculation, and molecular docking studies of a novel series of tetradentate macrocyclic Schiff base ligands and their Zn(II) complexes and investigations of their antimicrobial, anti‐inflammatory, and anticancer activities

DNA cleaver with improved phosphatase and cytotoxic activity of a series of N₂O‐based zinc(II) complexes

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Synthesis and characterization of a mononuclear zinc(ii) Schiff base complex: on the importance of C–H⋯π interactions

Abstract: The strength of the C–H⋯π interaction in the solid state of [ZnL(H2O)]·H2O has been evaluated using DFT calculations and also analysed using the MEP surface and NCI plot index computational tool.

Cited by 23 publications

References 65 publications

Synthesis of Zn(ii) coordination complexes, their molecular design and docking with SARS-CoV-2 RBD protein and Omicron spike protein

Synthesis of Zn(ii) coordination complexes, their molecular design and docking with SARS-CoV-2 RBD protein and Omicron spike protein

Synthesis, spectroscopic elucidation, density functional theory calculation, and molecular docking studies of a novel series of tetradentate macrocyclic Schiff base ligands and their Zn(II) complexes and investigations of their antimicrobial, anti‐inflammatory, and anticancer activities

DNA cleaver with improved phosphatase and cytotoxic activity of a series of N2O‐based zinc(II) complexes

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Product

Resources

About

DNA cleaver with improved phosphatase and cytotoxic activity of a series of N₂O‐based zinc(II) complexes