Design, one-pot synthesis, cytotoxic, in vivo anticancer, antioxidant and antimicrobial evaluation of a novel mixed schiff base ligand and its metal complexes

Kumar, K. Subin

doi:10.1016/j.rechem.2022.100463

Cited by 7 publications

(5 citation statements)

References 31 publications

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“…In the same way, in the UV–vis spectra of Cu(II) complexes, three main absorption bands may be also found at 242 and 236 nm attributed to π—π* transitions of aromatic ring electrons, at 274 and 295 nm assigned to n—π* transitions of free electrons of azomethine and thiourea groups and at 376 and 427 nm attributed to MLCT transitions. The studied Cu(II) complexes showed magnetic moments in the range of 1.84–1.98 B.M., which is consistent with an unpaired electron d 9 configuration and distorted square planar geometry around Cu(II) ions 43 …”

Section: Resultssupporting

confidence: 62%

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Synthesis, structural characterization and bioactivities of iron(III) and copper(II) complexes containing Schiff base thiourea ligands of 5‐(tert‐butyl)‐2‐hydroxybenzaldehyde

Trung,

Nam,

Van Tuyen

2024

Vietnam Journal of Chemistry

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Azomethine and thiourea groups possess potential bioactive functions in pharmacological substances so organic ligands containing both imine and thiourea groups and their metal complexes will be expected to have remarkable bioactivities. In this study, some iron(III) and copper(II) complexes containing Schiff base thiourea ligands derived from 1‐(2‐aminoethyl)‐3‐phenylthiourea or 1‐(2‐aminophenyl)‐3‐phenylthiourea and 5‐(tert‐butyl)‐2‐hydroxybenzaldehyde were synthesized and characterized by modern physicochemical analysis approaches such as mass, infrared, UV–vis spectra and effective magnetic moments. The analytical data have supported for the structures of iron(III) complexes in the molecular ratio of 1:2 of iron(III) and the relative ligand while copper(II) complexes in the ratio of 1:1. The synthetic ligands coordinated with iron(III) as NO bidentate mode, however they chelated with copper(II) as NNOS tetradentate possibly. The obtained iron(III) complexes possess high‐spin octahedral geometry when copper(II) complexes perform distorted square planar. The obtained metal complexes were investigated in their thermal stability and chemical components by the thermogravimetric analysis. The synthetic Schiff base thiourea ligands were examined for their antimicrobial activity. Additionally, the synthesized complexes were estimated for their in vitro anticancer property against human cancer cell lines, hepatic cancer cells (HepG‐2), and lung adenocarcinoma cells (A549).

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Section: Resultssupporting

confidence: 62%

“…The studied Cu(II) complexes showed magnetic moments in the range of 1.84-1.98 B.M., which is consistent with an unpaired electron d 9 configuration and distorted square planar geometry around Cu(II) ions. 43…”

Section: Compoundmentioning

confidence: 99%

Synthesis, structural characterization and bioactivities of iron(III) and copper(II) complexes containing Schiff base thiourea ligands of 5‐(tert‐butyl)‐2‐hydroxybenzaldehyde

Trung,

Nam,

Van Tuyen

2024

Vietnam Journal of Chemistry

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“…Cancer poses significant challenges globally due to its tendency to develop drug resistance and inadequate response to cytotoxic treatments. , Researchers are actively seeking novel drugs with reduced systemic toxicity and improved cytotoxicity. Numerous scholarly articles have emphasized the anticancer properties of Schiff bases, utilizing diverse human tumor cell lines. , …”

Section: Introductionmentioning

confidence: 99%

Exploring New Schiff Bases: Synthesis, Characterization, and Multifaceted Analysis for Biomedical Applications

Thakor,

Patel,

Patel

et al. 2024

ACS Omega

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The current work aims to generate novel Schiff bases by reacting substituted aldehydes with amine derivatives catalyzed by a natural acid. The developed compounds underwent diverse physicochemical analyses including liquid chromatography−mass spectrometry, Fourier transform infrared spectroscopy, scanning electron microscopy, 1 H-and 13 C-nuclear magnetic resonance, and X-ray diffraction. Furthermore, differential thermogravimetric, thermogravimetric, and differential thermal analysis techniques were employed in a nitrogen-free environment to determine kinetic parameters. These data were then used in model-free isoconversional methods (e.g., Friedman, Kissinger−Akahira−Sunose, and Flynn−Wall−Ozawa). The Schiff bases were evaluated for their in vitro and in silico α-amylase inhibitory activity. Schiff base-2 displayed the highest inhibition compared with the reference drug acarbose. In comprehensive MTT assay cytotoxicity investigations, both Schiff bases showed strong anticancer capabilities against the human lung cancer cell line (A549). Moreover, this study demonstrated effectiveness of synthetic compounds in screening Caenorhabditis elegans for anti-Alzheimer's and stress resistance properties. The simplicity of its biology allowed precise evaluation of the effect of compounds on neuronal function and stress response. This research enhances drug discovery efforts for Alzheimer's and stress-related disorders, potentially improving patient outcomes.

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“…Computer projections show that it might work as an enhancer of membrane permeability. Using the human lung cancer cell line (A549), the in vitro cytotoxicity of synthesized Schiff base was assessed using the “3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide” (MTT) assay. , The findings demonstrated that the synthesized Schiff base exhibits good cytotoxicity for a human lung cancer cell line (A549).…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Spectral Characterization, Thermal Investigation, Computational Studies, Molecular Docking, and In Vitro Biological Activities of a New Schiff Base Derived from 2-Chloro Benzaldehyde and 3,3′-Dimethyl-[1,1′-biphenyl]-4,4′-diamine

Thakor,

Patel,

Giri

et al. 2023

ACS Omega

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The current research involves the synthesis of a new Schiff base through the reaction between 2-chlorobenzaldehyde and 3,3′-dimethyl-[1,1′-biphenyl]-4,4′-diamine by using a natural acid catalyst and a synthesized compound physicochemically characterized by X-ray diffraction, Fourier transform infrared spectroscopy, 1H- and 13C-nuclear magnetic resonance, and liquid chromatography–mass spectrometry. Thermal studies were conducted using thermogravimetric, differential thermal analysis, and differential thermogravimetric curves. These curves were obtained in an inert nitrogen environment from ambient temperature to 1263 K using heating rates of 10, 15, and 20 K·min–1. Using thermocurve data, model-free isoconversional techniques such as Kissinger–Akahira–Sunose, Flynn–Wall–Ozawa, and Friedman are used to determine kinetic parameters. These parameters include activation energy, phonon frequency factor, activation enthalpy, activation entropy, and Gibb’s free energy change. All of the results have been thoroughly investigated. The molecule’s anti-inflammatory and antidiabetic properties were also examined. To learn more about the potential of the Schiff base and how successfully it can suppress the amylase enzyme, a molecular docking experiment was also conducted. For in silico research, the Swiss Absorption, Distribution, Metabolism, Excretion, and Toxicity algorithms were used to calculate the theoretical pharmacokinetic properties, oral bioavailability, toxic effects, and biological activities of the synthesized molecule. Moreover, the cytotoxicity tests against a human lung cancer cell line (A549) using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay demonstrated that the synthesized Schiff base exhibited significant anticancer properties.

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Design, one-pot synthesis, cytotoxic, in vivo anticancer, antioxidant and antimicrobial evaluation of a novel mixed schiff base ligand and its metal complexes

Cited by 7 publications

References 31 publications

Synthesis, structural characterization and bioactivities of iron(III) and copper(II) complexes containing Schiff base thiourea ligands of 5‐(tert‐butyl)‐2‐hydroxybenzaldehyde

Synthesis, structural characterization and bioactivities of iron(III) and copper(II) complexes containing Schiff base thiourea ligands of 5‐(tert‐butyl)‐2‐hydroxybenzaldehyde

Exploring New Schiff Bases: Synthesis, Characterization, and Multifaceted Analysis for Biomedical Applications

Synthesis, Spectral Characterization, Thermal Investigation, Computational Studies, Molecular Docking, and In Vitro Biological Activities of a New Schiff Base Derived from 2-Chloro Benzaldehyde and 3,3′-Dimethyl-[1,1′-biphenyl]-4,4′-diamine

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