Azomethine-functionalized organic–inorganic framework: an overview

Manvatkar, V.; Patle, Ramkrishna Y.; Meshram, Payal; Dongre, Rajendra S.

doi:10.1007/s11696-023-02889-y

Cited by 5 publications

(9 citation statements)

References 121 publications

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“…These values also coincide with those of related Schiff-base compounds. 60,61 The same observation has also been noted for the CuL 2 complex. Overall, the experimental results were found to be in good agreement with those from the TD-DFT calculations.…”

Section: Ftir Spectral Analysis Of the Ligand And Its Cu(ii)supporting

confidence: 78%

“…A dose-dependent growth inhibitory effect was observed as the proliferation of MCF-7 cells decreased with an increase in the concentration of synthesized compounds. 60,61 All the synthesized compounds showed moderate cytotoxicity against the MCF-7 breast cancer cell line. 72 CuL demonstrated the highest cytotoxic potency, with the lowest half-maximal inhibitory concentration (IC 50 ) of 43.82 ± 2.351 μg/mL, whereas CuL 2 and IQL exhibited higher IC 50 values of 132.20 ± 5.687 μg/mL and 117.60 ± 1.098 μg/mL, respectively (Table S2).…”

Section: Mic Of Iql and Its Cu(ii)mentioning

confidence: 99%

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Cytotoxic Cu(II) Complexes with a Novel Quinoline Derivative Ligand: Synthesis, Molecular Docking, and Biological Activity Analysis

Shumi,

Demissie,

Koobotse

et al. 2024

ACS Omega

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The utilization of metallodrugs as a viable alternative to organic molecules has gained significant attention in modern medicine. We hereby report synthesis of new imine quinoline ligand (IQL)-based Cu(II) complexes and evaluation of their potential biological applications. Syntheses of the ligand and complexes were achieved by condensation of 7-chloro-2-hydroxyquinoline-3-carbaldehyde and 2,2′-thiodianiline, followed by complexation with Cu(II) metal ions. The synthesized ligand and complexes were characterized using UV–vis spectroscopy, TGA/DTA, FTIR spectroscopy, 1H and 13C NMR spectroscopy, and pXRD. The pXRD diffractogram analysis revealed that the synthesized ligand and its complexes were polycrystalline systems, with nanolevel average crystallite sizes of 13.28, 31.47, and 11.57 nm for IQL, CuL, and CuL 2 , respectively. The molar conductivity confirmed the nonelectrolyte nature of the Cu(II) complexes. The biological activity of the synthesized ligand and its Cu(II) complexes was evaluated with in vitro assays, to examine anticancer activity against the MCF-7 human breast cancer cell line and antibacterial activity against Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacterial strains. The CuL complex had the highest cytotoxic potency against MCF-7 breast cancer cells, with an IC50 of 43.82 ± 2.351 μg/mL. At 100 μg/mL, CuL induced the largest reduction of cancer cell proliferation by 97%, whereas IQL reduced cell proliferation by 53% and CuL 2 by 28%. The minimum inhibitory concentration for CuL was found to be 12.5 μg/mL against the three tested pathogens. Evaluation of antioxidant activity using 2,2-diphenyl-1-picrylhydrazyl revealed that CuL exhibited the highest antioxidant activity with IC50 of 153.3 ± 1.02 μg/mL. Molecular docking results showed strong binding affinities of CuL to active sites of S. aureus, E. coli, and estrogen receptor alpha, indicating its high biological activity compared to IQL and CuL 2 .

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Section: Ftir Spectral Analysis Of the Ligand And Its Cu(ii)supporting

confidence: 78%

Section: Mic Of Iql and Its Cu(ii)mentioning

confidence: 99%

Cytotoxic Cu(II) Complexes with a Novel Quinoline Derivative Ligand: Synthesis, Molecular Docking, and Biological Activity Analysis

Shumi,

Demissie,

Koobotse

et al. 2024

ACS Omega

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“…This value is the same for the standard drug gentamicin, which also showed an activity of 10 µg/mL. Complex 82 also showed improved activity against both fungal strains C. albicans (MTCC 277) and A. niger (MCIM 545) with an MIC value of 10 µg/mL when compared with the standard drug fluconazole, which showed an activity of 20 µg/mL against both strains (Table 2) [2]. The reason for the exceptional antimicrobial potency of the synthesized complex (82) was not stated, but it could be due to chelation theory [46] and the good binding interaction of 82 with the proteins of the selected strains.…”

mentioning

confidence: 74%

“…The terms 'imine' and 'Schiff base' were invented by Albert Ladenburg and Hugo Schiff, respectively, and refer to the condensation products of carbonyl compounds (aldehydes and ketone) and amines. They are formed by the condensation of a primary amine with a carbonyl (aldehyde or ketone) compound [1] and an azomethine (-RC=N-) linkage [2]. Imines have wide applicability in many fields, especially in drug development research, because of their versatile characteristics that enable them to form a wide range of stable products.…”

Section: Introductionmentioning

confidence: 99%

Iron–Imine Cocktail in Drug Development: A Contemporary Update

Anane,

Owusu,

Rivera

et al. 2024

IJMS

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Organometallic drug development is still in its early stage, but recent studies show that organometallics having iron as the central atom have the possibility of becoming good drug candidates because iron is an important micro-nutrient, and it is compatible with many biological systems, including the human body. Being an eco-friendly Lewis acid, iron can accept the lone pair of electrons from imino(sp2)-nitrogen, and the resultant iron–imine complexes with iron as a central atom have the possibility of interacting with several proteins and enzymes in humans. Iron–imine complexes have demonstrated significant potential with anticancer, bactericidal, fungicidal, and other medicinal activities in recent years. This article systematically discusses major synthetic methods and pharmacological potentials of iron–imine complexes having in vitro activity to significant clinical performance from 2016 to date. In a nutshell, this manuscript offers a simplistic view of iron complexes in medicinal inorganic chemistry: for instance, iron is presented as an “eco-friendly non-toxic” metal (as opposed to platinum) that will lead to non-toxic pharmaceuticals. The abundant literature on iron chelators shows that many iron complexes, particularly if redox-active in cells, can be quite cytotoxic, which can be beneficial for future targeted therapies. While we made every effort to include all the related papers, any omission is purely unintentional.

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“…23,24 These catalysts consist of immobilized Schiff base ligands on solid supports, offering advantages such as enhanced catalytic activity, improved selectivity, and recyclability. 25–27 They are compatible with a wide range of substrates, enabling the synthesis of various organic compounds with high yields and purity. 28 The tunable and robust nature of these catalysts allows for the development of new synthetic methods and exploration of complex transformations.…”

Section: Introductionmentioning

confidence: 99%

An Fe₃O₄ supported O-phenylenediamine based tetraaza Schiff base-Cu(ii) complex as a novel nanomagnetic catalytic system for synthesis of pyrano[2,3-c]pyrazoles

Tahseen alhayo,

Jassim,

Naji

et al. 2023

Nanoscale Adv.

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Azomethine-functionalized organic–inorganic framework: an overview

Cited by 5 publications

References 121 publications

Cytotoxic Cu(II) Complexes with a Novel Quinoline Derivative Ligand: Synthesis, Molecular Docking, and Biological Activity Analysis

Cytotoxic Cu(II) Complexes with a Novel Quinoline Derivative Ligand: Synthesis, Molecular Docking, and Biological Activity Analysis

Iron–Imine Cocktail in Drug Development: A Contemporary Update

An Fe₃O₄ supported O-phenylenediamine based tetraaza Schiff base-Cu(ii) complex as a novel nanomagnetic catalytic system for synthesis of pyrano[2,3-c]pyrazoles

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Azomethine-functionalized organic–inorganic framework: an overview

Cited by 5 publications

References 121 publications

Cytotoxic Cu(II) Complexes with a Novel Quinoline Derivative Ligand: Synthesis, Molecular Docking, and Biological Activity Analysis

Cytotoxic Cu(II) Complexes with a Novel Quinoline Derivative Ligand: Synthesis, Molecular Docking, and Biological Activity Analysis

Iron–Imine Cocktail in Drug Development: A Contemporary Update

An Fe3O4 supported O-phenylenediamine based tetraaza Schiff base-Cu(ii) complex as a novel nanomagnetic catalytic system for synthesis of pyrano[2,3-c]pyrazoles

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An Fe₃O₄ supported O-phenylenediamine based tetraaza Schiff base-Cu(ii) complex as a novel nanomagnetic catalytic system for synthesis of pyrano[2,3-c]pyrazoles