Synthesis, characterization and biological assay of three new benzotriazole-based Zn(II) complexes

Ling, Ning; Wang, Xia; Zeng, Dai; Zhang, Yawen; Fang, Xiang; Yang, Huai-Xia

doi:10.1016/j.molstruc.2019.127641

Cited by 9 publications

(3 citation statements)

References 48 publications

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“…The Zn-Cl bond distances range between 2.1986(7) and 2.2799(14) Å, and the bond angles involving the Zn(II) atom range between 97.5(13)° and 114.87 (11)° are comparable to those found in the literature. 24,25 The bond distances between Zn1-N1 (2.068(3)) and Zn1-N2 (2.042(3)) are shorter than those between Zn1-Cl3 (2.2154 (9)) and (Zn-Cl4 2.2227( 9)), indicating that the interaction between Zn(II) metal center and N atom is stronger than that between Zn(II) and Cl atom. The Torsion/Dihedral Angles of N2-Zn1-N1-C17, N1-Zn1-N2-C27, Cl4-Zn1-N1-C11, and Zn1-N2-C21-C26 are 63.0(3)°, 48.9(3)°, 111.0(2)°, and 6.7(5)° respectively, which results in a steric interaction between methyl groups on the benzoxazole rings and electron repulsion of chlorine atoms.…”

Section: The Crystal Structure Description Of the Zn(ii) Complexmentioning

confidence: 99%

Zinc(II) Complex Containing Oxazole Ring: Synthesis, Crystal Structure, Characterization, DFT Calculations, and Hirshfeld Surface Analysis

Ali

Mohamad

Gerber

et al. 2022

ACSi

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A new complex of Zn(II), with 5-chloro-2-methylbenzoxazole ligand (L), has been synthesized by the reaction of zinc dichloride with the ligand (L= C8H6ClNO) in ethanol solution: dichloridobis(5-chloro-2-methyl-1,3-benzoxazole)-zinc(II), C16H12Cl4N2O2Zn. The synthesized complex has been fully characterized by elemental analysis, molar conductivity, FT‑IR, UV‑Vis, and single-crystal X-ray diffraction (XRD). The XRD analysis reveals that the complex has a 1:2 metal-to-ligand ratio. The zinc(II) complex has a distorted tetrahedral geometry with two coordinated nitrogen atoms from the ligand. Density Functional Theory (DFT) calculations were performed at the B3LYP level of theory using the LANL2DZ basis set for metal complex and the 6–31G(d) basis set for non-metal elements to determine the optimum geometry structure of the complex, and the calculated HOMO and LUMO orbital energies were presented. A natural bond orbital (NBO) analysis was carried out on the molecules to analyze the atomic charge distribution before and after the complexation of the ligand. The Hirshfeld surface mapped over dnorm, shape index, and curvature exhibited strong H... Cl/Cl...H and H...H intermolecular interactions as the principal contributors to crystal packing.

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Section: The Crystal Structure Description Of the Zn(ii) Complexmentioning

confidence: 99%

Zinc(II) Complex Containing Oxazole Ring: Synthesis, Crystal Structure, Characterization, DFT Calculations, and Hirshfeld Surface Analysis

Ali

Mohamad

Gerber

et al. 2022

ACSi

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“…Numerous investigations to date have demonstrated that transition metal complexes containing various ligands exhibit insulin-like activity and α-amylase inhibition activity. 29 Hydrolytic enzymes, including intestinal α-glucosidases and pancreatic α-amylase, break down carbs into glucose in the body. 30 It is stated in the literature that inhibiting these two enzymes results in a decrease in the use of carbohydrates in the diet and also suppresses postprandial glycemia.…”

Section: Introductionmentioning

confidence: 99%

An experimental and computational studies, evaluating the in vitro antidiabetic and antioxidant activity, in silico prediction ADMET properties of 5‐chloro‐1H‐benzimidazole and its newly synthesized silver(I) complex

Kucuk,

Celik,

Yurdakul

et al. 2024

Applied Organom Chemis

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In this research, a new Ag(I) complex, namely, [Ag(5‐chloro‐1H‐benzimidazole)2(NO3)], has been synthesized using the benzimidazole‐based ligand 5‐chloro‐1H‐benzimidazole (5ClBZ). Ag(I) complexes were characterized by elemental analysis, UV‐Vis, FT‐IR, and 1H NMR spectroscopy, and DFT analysis was used. The free ligand and its Ag(I) complexes were tried for their biochemical properties, including antioxidant and antidiabetic properties. To study the molecular structures of the title compounds, in silico ADME/Tox research was performed on the newly made complex and free ligand. The empirical guidelines relating to ADME were utilized to conduct molecular docking simulations and in‐depth drug‐likeness profiling. This was carried out to validate the conclusions and identify exact binding interactions. Based on the study's findings, it has been determined that these new compounds have significant potential as powerful therapeutic agents for controlling antioxidant and antidiabetic activities.

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“…The diverse geometry of these complexes and their ability to exchange ligands, combined with the therapeutic properties of metal ions and ligands, can lead to the synthesis of many new therapeutics with properties that are not found in the ligands alone. Zn complexes are known for their antimicrobial [ 23 , 24 , 25 , 26 , 27 , 28 ], anticancer [ 29 , 30 ], and antioxidant properties [ 24 , 30 , 31 , 32 , 33 , 34 , 35 ]. The therapeutic effects of drug–metal complexes are not only often comparable to those of conventional drugs, but they are also more active, selective, bioavailable, and have fewer side effects [ 36 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Structure and Biological Activity of Indole–Imidazole Complexes with ZnCl2: Can Coordination Enhance the Functionality of Bioactive Ligands?

et al. 2023

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The ability of the indole–imidazole hybrid ligands to coordinate with the Zn(II) ion and the resulting structures of this new class of coordination compounds were analyzed in order to determine their structural properties and biological functionalities. For this purpose, six novel Zn(II) complexes, [Zn(InIm)2Cl2] (1), [Zn(InMeIm)2Cl2] (2), [Zn(IniPrIm)2Cl2] (3), [Zn(InEtMeIm)2Cl2] (4), [Zn(InPhIm)2Cl2] (5) and [Zn2(InBzIm)2Cl2] (6) (where InIm is 3-((1H-imidazol-1-yl)methyl)-1H-indole), were synthesized by the reactions of ZnCl2 and the corresponding ligand in a 1:2 molar ratio in methanol solvent at an ambient temperature. The structural and spectral characterization of these complexes was performed using NMR, FT–IR and ESI–MS spectrometry and elemental analysis, and the crystal structures of 1–5 were determined using single-crystal X-ray diffraction. Complexes 1–5 form polar supramolecular aggregates by utilizing, for this purpose, the N-H(indole)∙∙∙Cl(chloride) intermolecular hydrogen bonds. The assemblies thus formed differ depending on the distinctive molecular shape, which can be either compact or extended. All complexes were screened for their hemolytic, cytoprotective, antifungal, and antibacterial activities. The results show that the cytoprotective activity of the indole/imidazole ligand significantly increases upon its complexation with ZnCl2 up to a value comparable with the standard antioxidant Trolox, while the response of its substituted analogues is diverse and less pronounced.

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Synthesis, characterization and biological assay of three new benzotriazole-based Zn(II) complexes

Cited by 9 publications

References 48 publications

Zinc(II) Complex Containing Oxazole Ring: Synthesis, Crystal Structure, Characterization, DFT Calculations, and Hirshfeld Surface Analysis

Zinc(II) Complex Containing Oxazole Ring: Synthesis, Crystal Structure, Characterization, DFT Calculations, and Hirshfeld Surface Analysis

An experimental and computational studies, evaluating the in vitro antidiabetic and antioxidant activity, in silico prediction ADMET properties of 5‐chloro‐1H‐benzimidazole and its newly synthesized silver(I) complex

Synthesis, Structure and Biological Activity of Indole–Imidazole Complexes with ZnCl2: Can Coordination Enhance the Functionality of Bioactive Ligands?

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