Synthesis of symmetrical bis-Schiff base-disulfide hybrids as highly effective anti-leishmanial agents

Taha, Muhammad; Sain, Amyra Amat; Ali, Muhammad; Anouar, El Hassane; Ismail, Nor Hadiani; Adenan, Mohd Ilham; Imran, Syahrul; Al‐Harrasi, Ahmed; Nawaz, Fasial; Iqbal, Naveed; Khan, Khalid Mohammed

doi:10.1016/j.bioorg.2020.103819

Cited by 11 publications

(2 citation statements)

References 28 publications

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“…[30,31,32,33] Various com-pounds bearing hydrazides functionality have exhibited promising antifungal, [33] anticancer, [34] anti-inflammatory [35] and antioxidant, [36] antituberculosis, [37] and antibacterial. [38] On the other hand, the Schiff bases have been great attention in pharmaceutical chemistry due to their biological activities including antifungal, [37,39] antileishmanial, [40] anticancer, [41,42] antiinflammatory, [43,44] and antibacterial. [44] Hydrazide-based Schiff base has attracted widespread attention have biological activities, especially as antifungal, [45] anticancer, [46] antibacterial, [46,47] and antidiabetic.…”

Section: Introductionmentioning

confidence: 99%

New Pyrazole‐Hydrazide Derivatives: Synthesis, Characterization, Highly Active Catecholase‐Like Catalyst, and Antibacterial Study

Roby,

Ouadghiri,

Moutaouakil

et al. 2023

ChemistrySelect

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This captivating presents a detailed exploration of novel pyrazole‐hydrazide derivatives achieved through meticulous synthesis and characterization. A series of novel compounds were synthesized and characterized using a variety of spectroscopic techniques and hyphenated techniques, confirming their structures and purities with precision. Intriguingly, the combination of these synthesized pyrazole‐hydrazide derivatives ligands and copper (II) salts such as Cu(CH3COO)2, Cu(NO3)2, CuSO4, and CuCl2 at aerobic conditions demonstrated remarkable efficiency in catalyzing the oxidation of catechol to o‐quinone. Particularly noteworthy is the excellent rate of 401 μmol L−1 s−1 exhibited by the complex formed by ligand L6 and the metal salt Cu(CH3COO)2 in the oxidation of catechol to o‐quinone. Additionally, an investigation into the antibacterial activity of these compounds against diverse bacterial strains, including Escherichia coli, Pseudomonas aeruginosa, and Staphylococcus aureus, was conducted. Surprisingly, the results revealed a distinct absence of significant antibacterial efficacy in the tested pyrazole‐hydrazide derivatives. This study contributes to the understanding of pyrazole‐hydrazide derivatives, emphasizing their catalytic potential. The novel compounds presented herein can serve as a starting point for applications in various fields, thereby enriching the research and paving the way for future investigations.

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Section: Introductionmentioning

confidence: 99%

New Pyrazole‐Hydrazide Derivatives: Synthesis, Characterization, Highly Active Catecholase‐Like Catalyst, and Antibacterial Study

Roby,

Ouadghiri,

Moutaouakil

et al. 2023

ChemistrySelect

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“…New open and macrocyclic bis Schiff base were found to have moderate to strong biological activity (Essa et al, 2012). Bis-compounds are often referred to as Salen-type compounds, they are highly active against several diseases and have a potential applications as anticancer (Nworie, 2016), anticonvulsant, antitumor, antifungal, and antibacterial (Jarrahpour et al, 2007, Nazeruddin, 2016, anti-leishmanial agent (Taha et al, 2020) antitubercular and antioxidant (Khan et al, 2011), antimalaria, anti-inflammatory and corrosion inhibitor (Arshad et al, 2020, Liang et al, 2019.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of New Series Bis-3-Chloro-β-Lactam Derivatives from Symmetrical Bis-Schiff Bases as Effective Antimicrobial Agents with Molecular Docking Studies

Hassan

Abdullah

Aziz

2021

SJUOZ

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Endeavoring to find a new type of antimicrobial agents, a new sequence of bis-Schiff bases and bis-3-cholro-β-lactams are synthesized. An astonishing class of strained compounds is part of the symmetrical bis-Schiff bases that has widespread applications and building blocks for the combination of bis-3-cholro-β-lactams antibiotics. Bis-3-cholro-β-lactams are synthesized through (Staudinger) [2+2] ketene-imine cycloaddition reaction. Structures of the produced compounds are deduced by 1H, 13C-NMR, and FT-IR spectroscopies. All produced compounds are shown moderate to good antimicrobial activity compared to human pathogenic bacteria strains (Escherichia coli and Staphylococcus aureus), also compared to Aspergillus Niger and Trichophyton mentagrophytes fungi through the broth microdilution technique. A molecular docking study is used for showing the active sides and binding affinity of the products with the target proteins or receptors of E. coli (PDB ID: 3GI9).

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Exploring the Microbial Inhibition Ability of Newly Synthesized Diorganotin(IV) Complexes of Hydrazone Ligands: Structural Elucidation, Crystal Structure, and DFT Studies

Poonia,

Asija,

Deswal

et al. 2024

Applied Organom Chemis

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In our work, we have successfully synthesized twelve diorganotin(IV) complexes (4–15) from different hydrazone ligands and diorganotin(IV) dichlorides. The complexes have a general formula [R2SnL1–3], where R = Et, Me, Bu, and Ph groups. The hydrazone ligands (1–3) were synthesized through a condensation reaction involving 3‐ethoxysalicylaldehyde with different benzhydrazide derivatives. All the synthesized hydrazone ligands and their complexes underwent screening by employing numerous spectroscopic and physicochemical techniques, such as molar conductance measurements, mass spectrometry, (1H, 119Sn, and 13C) NMR, SEM‐EDAX, and FT‐IR. Spectroscopic analysis revealed that the hydrazone ligands were attached to tin atoms in a tridentate fashion via ONO donor atoms, suggesting a pentacoordinated geometry for the complexes. Furthermore, the X‐ray crystallography analysis for Complex 6 revealed the distorted square pyramidal geometry around the tin atom. Moreover, a DFT study was also carried out for Ligand 3 and its complexes (12–15) by employing B3LYP/LanL2DZ theory level (Gaussian 9 software package) to obtain the optimized geometry and global reactivity descriptors, structural behavior, and their efficacy against different microbes. To assess the biological efficacy of synthesized compounds, an in vitro antimicrobial assay was conducted against different fungal (Aspergillus niger and Candida albicans) and bacterial (Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa) strains. The results of the antimicrobial assay demonstrated that Complexes 7, 11, and 15 depicted better results against E. coli strain and C. albicans strain, implying that the higher lipophilic character of these complexes facilitates their easy passage through the cell membrane of microbes. Furthermore, an ADMET study was carried out to evaluate the toxicity score of synthesized compounds.

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Synthesis of symmetrical bis-Schiff base-disulfide hybrids as highly effective anti-leishmanial agents

Cited by 11 publications

References 28 publications

New Pyrazole‐Hydrazide Derivatives: Synthesis, Characterization, Highly Active Catecholase‐Like Catalyst, and Antibacterial Study

New Pyrazole‐Hydrazide Derivatives: Synthesis, Characterization, Highly Active Catecholase‐Like Catalyst, and Antibacterial Study

Synthesis of New Series Bis-3-Chloro-β-Lactam Derivatives from Symmetrical Bis-Schiff Bases as Effective Antimicrobial Agents with Molecular Docking Studies

Exploring the Microbial Inhibition Ability of Newly Synthesized Diorganotin(IV) Complexes of Hydrazone Ligands: Structural Elucidation, Crystal Structure, and DFT Studies

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