1-Benzyl-3-[(4-methylphenyl)imino]indolin-2-one

Ikotun, Adebomi A.; Adelani, Pius O.; Egharevba, Gabriel O.

doi:10.1107/s1600536812024506

Cited by 5 publications

(6 citation statements)

References 12 publications

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“…Therefore, the resulting complex exhibited an octahedral shape. 40 The spectrum also exhibited a band at 26,178 cm À1 , which might potentially be ascribed to ligand-metal charge transfer.…”

Section: Electronic Spectral and Magnetic Moment Studiesmentioning

confidence: 96%

Structural investigation, molecular docking, X‐ray studies, and in vitro biological activities of new transition metal complexes based isoleucine‐pyridyl hybrid Schiff base

Saleh,

Alsubaie,

Moustafa

et al. 2024

Applied Organom Chemis

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One significant class of chemotherapeutic medicines with the ability to overcome drug resistance is metal‐based medications. The creation of novel therapeutic medications with distinct modes of action is required due to the rise in drug resistance, treatment failures, and the scarcity of available treatments. The amino acid isoleucine interacts with the arylidene (synthesized from isatin and 2,6‐diamino‐pyridine) forming the HL Schiff base ligand, which then interacts with some transition metal ions to form the metal complexes. Thermal analysis, spectroscopy (1H‐NMR, IR, mass, and ultraviolet–visible), solid reflectance, magnetic moment, molar conductivity, and elemental analyses were employed for examining the synthesized HL and resultant complexes. Mass spectra besides elemental analyses studies verified the formulae of the Schiff base ligand and metal complexes. All the complexes, except for the Fe(III) complex which is non‐electrolyte, exhibited electrolytic behavior as indicated by their molar conductivity values. The obtained complexes exhibited octahedral geometrical shapes, except for the complexes of Co(II), Ni(II), and Zn(II), which displayed tetrahedral geometry. Thermal analysis showed that the complexes consistently release organic ligands and anionic components following the initial loss of water molecules of hydration. The conducted X‐ray diffraction patterns elucidated their lattice dynamics and not only confirmed the purity of the samples, but also demonstrated that the ligand and complexes of Cr(III), Fe(III), Mn(II), Cu(II), Zn(II), and Cd(II) have a crystalline structure in addition to determination of average size of the crystallites. Scanning electron microscope (SEM) was investigated for Schiff base ligand and Co(II) complex. The complexes demonstrated superior efficacy than HL towards fungal and bacteria organisms against Aspergillus fumigatus and Candida albicans, Salmonella Sp., Bacillus subtilis, Staphylococcus aureus, and Escherichia coli. The MCF‐7 cancer cell was subjected to investigation by synthesized complexes and IC50 values ranged from 12 to 23.1 μg/ml. Molecular docking studies define and anticipate the inhibitory potential and binding mode of the generated ligand with the 1GS4, 2HQ6, 3DJD, and 5JPE receptors.

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Section: Electronic Spectral and Magnetic Moment Studiesmentioning

confidence: 96%

Structural investigation, molecular docking, X‐ray studies, and in vitro biological activities of new transition metal complexes based isoleucine‐pyridyl hybrid Schiff base

Saleh,

Alsubaie,

Moustafa

et al. 2024

Applied Organom Chemis

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“…The crystal structure of N-benzylisatin has been determined (Akkurt et al, 2006;Schutte et al, 2012). We have previously reported the synthesis and crystal structure of the Schiff base prepared from N-benzylisatin and p-toluidine (Ikotun et al, 2012). The crystal structure of 1-benzyl-3-[(4-methoxyphenyl)imino]indolin-2-one (Fig.…”

Section: Structure Descriptionmentioning

confidence: 99%

1-Benzyl-3-[(4-methoxyphenyl)imino]indolin-2-one

et al. 2023

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“…N-benzylisatin was prepared according to literature [13,16]. Isatin (1.00 g; 6.79 mmol) was dissolved in DMF (20 mL).…”

Section: Synthesis Of N-benzylisatin (C 15 H 11 No 2 )mentioning

confidence: 99%

“…Hence the need to synthesize biologically active Schiff bases of N-benzyl isatin and their complexes using a simple and time efficient method and also establishing their biological significance are the propelling forces for this research. We have reported the single crystal structure of 1-Benzyl-3-[(4-methylphenyl)imino]indolin-2-one grown after conventional refluxing of isatin and P-toluidine for 6 hours [16]. We hereby report the convenient microwave-assisted synthesis of 1-Benzyl-3-[(4-methylphenyl)imino]-indolin-2-one (L) within 15 minutes, 30 seconds, its full spectroscopic characterization, antimicrobial studies, free radical scavenging activities and the reducing power assay.…”

Section: Introductionmentioning

confidence: 99%

Microwave-assisted Synthesis, Characterization, Antimicrobial and Antioxidant Activities of 1-Benzyl-3-[(4-Methylphenyl)Imino]-Indolin-2-One and Its Co(II) Complex

Ikotun

Omolekan

2019

CSIJ

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Aims:To develop a simple, efficient microwave-assisted synthetic method to prepare 1-Benzyl-3-[(4-methylphenyl)imino]-indolin-2-one and its Co(II) complex, characterize and ascertain their biological significance. Place and Duration of Study: Methodology: N-benzylisatin and 4-methylaniline were microwave irradiated in acetic acid to give 1-Benzyl-3-[(4-methylphenyl)imino]-indolin-2-one (C 22 H 18 N 2 O, L; 58 %). L was microwave irradiated Ikotun and Omolekan; CSIJ, 28(1): 1-12, 2019; Article no.CSIJ.51225 2 with CoCl 2 .6H 2 O in ethanol to yield its Co(II) complex. L was characterized using 1 H-NMR, 13 C-NMR, IR and Electronic spectra analyses, exact mass and melting point. IR and Electronic Spectra analyses with melting point confirmed the Co(II) complex was formed. The in-vitro antimicrobial activities of L were evaluated against three gram-positive bacteria (Staphylococcus aureus, Bacillus subtilis and Haemolytic Staphylococcus aureus), three gram-negative bacteria (Pseudomonas aeruginosa, Escherichia coli and Klebsiella sp.) and three fungi (Aspergillus niger, Trichoderma viride and Penicillium citrinum). The IC 50 of L and its Co(II) complex were carried out against DPPH, H 2 O 2 and NO radicals, as well as their reducing power abilities. Results: Antimicrobial studies revealed L was active against Pseudomonas aeruginosa with a high zone of inhibition (thrice that of tetracycline) and Penicillium citrinum. The IC 50 of L against DPPH, H 2 O 2 and NO radicals were 0.561 ± 0.02, 0.3 ± 0.01 and 0.53 ± 0.01 μg/ml respectively, while they were 0.200 ± 0.01, 0.9 ± 0.02 and 0.26± 0.03 μg/ml for Co(II) complex. Their reducing power abilities at IC 50 were 0.53 μg/ml (for L) and 0.6 ± 0.03 μg/ml (the complex). Conclusion: L was synthesized within 15 min and its Co(II) complex within 5 min. L showed good free radical scavenging activities and reducing power when compared with ascorbic acid, while its Co(II) complex even performed better. Original Research Article

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1-Benzyl-3-[(4-methylphenyl)imino]indolin-2-one

Cited by 5 publications

References 12 publications

Structural investigation, molecular docking, X‐ray studies, and in vitro biological activities of new transition metal complexes based isoleucine‐pyridyl hybrid Schiff base

Structural investigation, molecular docking, X‐ray studies, and in vitro biological activities of new transition metal complexes based isoleucine‐pyridyl hybrid Schiff base

1-Benzyl-3-[(4-methoxyphenyl)imino]indolin-2-one

Microwave-assisted Synthesis, Characterization, Antimicrobial and Antioxidant Activities of 1-Benzyl-3-[(4-Methylphenyl)Imino]-Indolin-2-One and Its Co(II) Complex

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