Novel cobalt(II) complex of a new 24-membered macrocyclic bis-Schiff base bearing 3-mercapto-1,2,4-triazole: Synthesis, characterization, thermal and biological investigations

Ghassemzadeh, Mitra; Faghani, Fatemeh; Shirkhani, Saeed; Mohsenzadeh, Farshid; Aghapoor, Kioumars; Tahghighi, Azar; Neumüller, Bernhard

doi:10.1016/j.molstruc.2023.136573

Cited by 4 publications

(3 citation statements)

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“…14,31 Secondly, FT-IR spectrum of the Schiff base ligand showed two small peaks at 1706 and 1601 cm À1 due to υ(C=O) and υ(C=N), respectively, which shifted to 1700-1715 cm À1 (disappeared in [Er(HL) 2 ]Cl 3 Á6H 2 O complex) and 1616-1650 cm À1 , respectively, in all complexes FT-IR spectra. 36,37 These shifts confirmed coordinate bond formation between the carbonyl oxygen and azomethine nitrogen atom of the Schiff base ligand and metal ions.…”

Section: Ft-ir Spectral Studymentioning

confidence: 72%

“…Also, ascorbic acid was a powerful antioxidant standard compound and has an increased scavenging activity if compared with investigated compounds. 36,60,61 The term "IC 50 " refers to the concentration required to 50% block the DPPH radical so called 50% inhibitory concentration, and it could be ranked for the complexes, ligand, and standard ascorbic acid (vitamin C) as follows: Er(III)-HL < La(III)-HL < ascorbic acid <Zn(II)-HL < Yb(III)-HL < HL < Co(II)-HL < Fe (III)-HL. From the definition, the lowest IC 50 compound had the best antioxidant scavenging activity, so [Er(HL) 2 ] Cl 3 Á6H 2 O complex could be recommended as a powerful antioxidant compound.…”

Section: Antioxidant Study Using Dpph Methodsmentioning

confidence: 99%

“…This tool is greatly used in drug design and drug delivery approaches as it explains how the chemical compound (acts as a drug) bonded to the protein and the mechanism of action in fighting diseases. 36 All tested chemical compounds (the ligand, [Zn (HL) 2 ]Cl 2 Á6H 2 O, and [Yb(HL) 2 ]Cl 3 Á6H 2 O chelates) were drawn by the DFT Gauss05 program, and the proteins' structures were downloaded in PDB format from protein data bank; finally, MOE software was used to get docking information. The outputs were depicted in Tables 5-7 as substrate moiety, receptor site, bonding type, and binding energies.…”

Section: Molecular Docking Studiesmentioning

confidence: 99%

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Design, characterization, and different applications of naphthoquinone‐based Schiff base and its M(II/III) complexes with molecular modeling studies

Saleh,

Alminderej,

El‐Sayed

et al. 2024

Applied Organom Chemis

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Due to the significant pharmacophoric role of 1,4‐naphthoquinone moiety, which is found in numerous biologically active natural products and well‐known chemotherapeutic drugs, including doxorubicin, shikonin, and alkannin, a newly prepared ligand ((E)‐1‐((2‐mercaptophenyl)imino)naphthalen‐2(1H)‐one) can be obtained from the condensation of 2‐aminothiophenol with diketone (1,2‐naphthoquinone) to form Schiff base (HL), which has been characterized using elemental analyses, FT‐IR, 1H‐NMR, and mass spectra. The inner ((La(III), Er(III), and Yb(III)) and outer ((Fe(III), Co(II), and Zn(II)) transitionmetal complexes have been prepared in 1:2 ratio and identified by several spectroscopic instruments. Different characterization tools have been used as elemental analyses, 1H‐NMR, molar conductivity, 13C‐NMR, FT‐IR, thermal decomposition (TG and DTG), UV‐vis, X‐ray diffraction, mass spectrometry, solid reflectance, and magnetic moment. All of them are conjugated to confirm the proposed structures of the metal complexes and are complementary. Also, molecular docking studies for the ligand and its Zn(II) and Yb(III) complexes (using MOE program) have been performed to support the experimental biological activity. Molecular docking studies recommended that (Yb(HL)2)Cl3·6H2O complex is more potent against Aspergillus niger fungus when docked with 1Y43 (aspergilloglutamic peptidase enzyme from A. niger) receptor, while Zn(II) complex recorded the strongest binding energy among the docked compounds against 2W3Z(the crystal structure of a Streptococcus mutans CE4 esterase) and 7AB4 (the crystal structure of the Escherichia coli toxin‐antitoxin system HipBST [HipT S59A]) proteins receptors, respectively. Experimental applications of the free ligand and its metal chelates as antimicrobial and antioxidant activities have been carried out. The former occurred against two fungal species (Aspergillus niger [ATCC:16404] and Candida albicans [ATCC:10231]), two G‐positive bacterial species (S. mutans [ATCC:25175] and Staphylococcus aureus [ATCC:13565]) and two G‐negative bacterial species (Klebsiella pneumonia [ATCC:10031] and E. coli [ATCC:10536]). The DPPH scavenging method has been used to measure the antioxidant activity of the tested compounds.

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Section: Ft-ir Spectral Studymentioning

confidence: 72%

Section: Antioxidant Study Using Dpph Methodsmentioning

confidence: 99%

Section: Molecular Docking Studiesmentioning

confidence: 99%

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Design, characterization, and different applications of naphthoquinone‐based Schiff base and its M(II/III) complexes with molecular modeling studies

Saleh,

Alminderej,

El‐Sayed

et al. 2024

Applied Organom Chemis

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Synthesis, Antimicrobial, DNA Interactions, In Vitro Cytotoxicity, and Cell Cycle Analysis Efficiency of Newly Nano‐Sized Cu (II), Ni (II), Co (II), and Zn (II) Thio‐Schiff Base Complexes of 2‐((E)‐((4,5‐Dimethyl‐2‐(((E)‐4‐Methylbenzylidene)Amino)Phenyl)imino)Methyl)‐Benzenethiol

Aldulmani,

Hakami,

M. A. Alaghaz

2024

Applied Organom Chemis

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Nano‐sized bivalent metal complexes, specifically [M(L)2] with L = 2‐((E)‐((4,5‐dimethyl‐2‐(((E)‐4‐methylbenzylidene)amino)phenyl)‐imino)methyl)benzenethiol] (C23H22N2S) and M = Cu (II) (C1), Co (II) (C2), Ni (II) (C3), and Zn (II) (C4), underwent synthesis and subsequent characterization. Elemental analyses, infrared, NMR, mass, electronic, magnetic susceptibility, conductivity assessments, and X‐ray diffraction studies were used to assess our bivalent metal complexes. DFT studies were used to study the tautomeric equilibrium of the tridentate thio‐Schiff base ligand (HL), via the DFT\B3LYP method in connection with a 6–311G* correlation consistent basis set. Two tautomers, which are thione and thiol forms, were studied to estimate the predominant one. The metal formed four coordinated with the tridentate N2S donor thio‐Schiff base to form octahedral geometry complexes. 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. 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 antimicrobial potential of thio‐Schiff base ligand (HL) plus complexes (C1–C4) 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) chelates. Our flow cytometry data indicate significant levels of apoptosis and cell cycle arresting in both liver and breast cancer cell lines.

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An updated review on 1,2,3-/1,2,4-triazoles: synthesis and diverse range of biological potential

Raman,

Aslam,

Awasthi

et al. 2024

Mol Divers

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Novel cobalt(II) complex of a new 24-membered macrocyclic bis-Schiff base bearing 3-mercapto-1,2,4-triazole: Synthesis, characterization, thermal and biological investigations

Cited by 4 publications

References 98 publications

Design, characterization, and different applications of naphthoquinone‐based Schiff base and its M(II/III) complexes with molecular modeling studies

Design, characterization, and different applications of naphthoquinone‐based Schiff base and its M(II/III) complexes with molecular modeling studies

Synthesis, Antimicrobial, DNA Interactions, In Vitro Cytotoxicity, and Cell Cycle Analysis Efficiency of Newly Nano‐Sized Cu (II), Ni (II), Co (II), and Zn (II) Thio‐Schiff Base Complexes of 2‐((E)‐((4,5‐Dimethyl‐2‐(((E)‐4‐Methylbenzylidene)Amino)Phenyl)imino)Methyl)‐Benzenethiol

An updated review on 1,2,3-/1,2,4-triazoles: synthesis and diverse range of biological potential

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