Synthesis, characterization, and biological evaluation of organotin(IV) complexes derived from Schiff bases of 3-methoxybenzohydrazide

Devi, Jai; Devi, Jai; Taxak, Bharti; Boora, Ankit

doi:10.1080/10426507.2022.2116637

Cited by 14 publications

(5 citation statements)

References 52 publications

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“…To determine whether the synthesized compounds were amorphous or crystalline in nature, the powder X‐ray diffraction technique was employed 67 . To gain insight into the dynamics of the compounds, the powder XRD of the compounds was recorded in the range of 2θ = 10–80°, and average crystallite size (D XRD ) was computed using the Debye–Scherrer Equation ().…”

Section: Resultsmentioning

confidence: 99%

Investigation of anti‐inflammatory and antimicrobial activities of hydrazone‐based diorganotin (IV) complexes: Synthesis, spectroscopic characterization, and computational studies

Taxak,

Devi,

Dubey

et al. 2023

Applied Organom Chemis

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In the search of novel and effective anti‐infectious agents, new hydrazone ligands (1–4) and their diorganotin (IV) complexes (5–20) were synthesized by condensing piperonylic hydrazide with salicylaldehyde derivatives, which have been further characterized by numerous physical and spectral techniques [1H, 13C, 119Sn] NMR, mass spectroscopy, UV–Vis, IR). These techniques ascertained dibasic tridentate coupling of hydrazone ligands with diorganotin (IV) through phenolic, enolic oxygens, and imine nitrogen, demonstrating pentacoordinated stereochemistry of the complexes. The thermal stability of up to 160°C of the complexes was ascertained by TGA studies whereas low conductance signified compounds have non‐electrolytic nature. Further, the antimicrobial activity was evaluated against four bacterial and two fungal strains by serial dilution assay, which demonstrated that the metal complexes (10, 11, 12) have comparable MIC values (0.0085–0.0098 μmol/ml) with ciprofloxacin and excellent biological responses in comparison of fluconazole. The phenyl complex [Ph2SnL2] (12) was found to be the most active antimicrobial agent with the lowest MIC value (0.0085 μmol/ml). The compounds were also screened for in vitro anti‐inflammatory activity by BSA denaturation assay and the phenyl complex [Ph2SnL2] (12) has been reported as most potent with 7.62 IC50 value, which is comparable with diclofenac sodium. Further, the biologically active complexes (9–12) and their hydrazone ligand [H2L2] were theoretically analyzed by computational investigations to support the in vitro results. The molecular docking analysis of compounds was performed on the active site of C. albicans (PDB ID: 5V5Z) and E. coli (PDB ID: 1HNJ) to assess the binding interactions and binding energy. The DFT and MESP (2, 9–12) revealed the most reactive areas, molecular geometry, Mulliken atomic charges, electronegativity, etc. of the compounds (2, 9–12). The ADMET profile showed the toxicity level and drug‐likeness properties, showing their potential to operate as viable antagonists.

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Section: Resultsmentioning

confidence: 99%

Investigation of anti‐inflammatory and antimicrobial activities of hydrazone‐based diorganotin (IV) complexes: Synthesis, spectroscopic characterization, and computational studies

Taxak,

Devi,

Dubey

et al. 2023

Applied Organom Chemis

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“…The in‐vitro radical scavenging potential of the organotellurium (IV) complexes (3a–3f) was assessed using the DPPH (2,2‐diphenyl‐1‐picrylhydrazyl) assay 57 . Ascorbic acid was employed as the standard antioxidant, and the molar absorbance of each mixture was measured at 517 nm across a range of concentrations (100, 80, 60, 40, 20 μg/mL).…”

Section: Methodsmentioning

confidence: 99%

“…The in-vitro radical scavenging potential of the organotellurium (IV) complexes (3a-3f) was assessed using the DPPH (2,2-diphenyl-1-picrylhydrazyl) assay. 57 Ascorbic acid was employed as the standard antioxidant, and the molar absorbance of each mixture was measured at 517 nm across a range of concentrations (100, 80, 60, 40, 20 μg/mL). For the DPPH assay, a mixture was prepared by combining 1 mL of the test complex solution at various concentrations in methanol with 1 mL of a 4 mg/mL DPPH solution.…”

Section: Evaluation Of Antioxidant Activitymentioning

confidence: 99%

Unveiling the biomedical potential of thiophene‐derived Schiff base complexes: A comprehensive study of synthesis, spectral characterization, antimicrobial efficacy, antioxidant activity, and computational insights

Bhardwaj,

Dubey,

Tufail

et al. 2024

Applied Organom Chemis

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In our pursuit of designing potent bioactive compounds, we synthesized six novel tellurium (IV) complexes through the condensation of 5‐methyl‐2‐thiophene carboxaldehyde and p‐nitroaniline. These compounds underwent rigorous investigation using various analytical techniques (TGA, SEM, EDAX, and powder XRD) and spectral analyses (NMR, mass spectrometry, UV–Vis, and FTIR). Spectroscopic analysis suggested an octahedral geometry for the complexes, revealing chelation through the thiophene sulfur and azomethine nitrogen atoms. Thermal analysis indicated a three‐step degradation process, ultimately leaving behind metal oxide as the end product. We conducted in‐vitro antimicrobial screening using the broth micro‐dilution method, highlighting the significant antimicrobial and antioxidant properties of complexes 3c and 3d, as well as the potent antimicrobial activity of 3b and 3f against various bacterial strains, including Candida albicans. To further substantiate our findings, we performed advanced computational analyses, including molecular docking, pharmacophore modeling, DFT, MESP, and ADMET studies. Molecular docking validated our antimicrobial results, whereas pharmacophore models enhanced our understanding of molecular interactions with proteins, potentially identifying novel bioactive compounds. Furthermore, DFT and MESP investigations underscored the superior biological efficacy of tellurium (IV) complexes over thiophene‐derived ligands, emphasizing their potential as therapeutic agents. ADMET analysis revealed their favorable profile as precursors for drug development with minimal adverse effects. In summary, our research seamlessly integrates experimental and theoretical aspects, offering innovative insights into drug design and potential applications in pharmaceuticals. This study represents a significant milestone, paving the way for future advancements in the field of pharmaceutical science.

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“…The mixture for DPPH assay was prepared by taking 1 ml of 20, 40, 60, 80, 100 ug/ml of the test complexes in methanol added in 1 ml of 4 mg/ml of DPPH. [46,47] Then place them in a dark environment for about 30 minutes at room temperature after shaking vigorously. Further, the absorbance of mixtures was recorded at 517 nm by taking a methanolic solution of DPPH as blank, through which we can calculate the percentage radical scavenging capacity of solutions by applying the following formula:…”

Section: Evaluation Of Antioxidant Activitymentioning

confidence: 99%

“…The antioxidant property of organotellurium(IV) complexes ( 8 a – c & 9 a – c ) were investigated by DPPH (2,2‐diphenyl‐1‐picrylhydazyl) assay using ascorbic acid as standard, and absorbance of each mixture was observed in contrast to the blank solution of DMSO, by utilising UV‐spectrophotometer at wavelength 517 nm. The mixture for DPPH assay was prepared by taking 1 ml of 20, 40, 60, 80, 100 ug/ml of the test complexes in methanol added in 1 ml of 4 mg/ml of DPPH [46,47] . Then place them in a dark environment for about 30 minutes at room temperature after shaking vigorously.…”

Section: In‐vitro Pharmacological Evaluation Of Schiff Base (5mtcona)...mentioning

confidence: 99%

Theoretical and Experimental In‐vitro Studies of Novel Thiophene Based Organotellurium(IV) Complexes

Bhardwaj,

Kumar,

Bendi

et al. 2024

Chemistry & Biodiversity

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Schiff bases are one of the important classes of organic compounds containing imine or azomethine functional groups with potential biological applications in medicinal chemistry. These bases played a significant role in developing inorganic, bioinorganic, and optical materials and coordination complexes. Nowadays, these compounds have attracted the scientific community's attention due to their ability to act as ligands in the formation of stable metal complexes with significant biological activity. In this connection, we have designed and synthesized some novel thiophene‐based organoltellurium (IV) complexes using a novel N‐((5‐methylthiophen‐2‐yl) methylene)‐2‐nitroaniline (5MTCONA) schiff base. The synthesized schiff base and organotellurium complexes were characterized with FT‐IR, Mass spectrometry, 1H NMR, 13C NMR, Powder XRD, and TGA. The in‐vitro pharmacological evaluation of these compounds has been carried out as antimicrobial and antioxidant agents. The theoretical studies (Semi empirical PM3 method, Molecular Docking, and ADMET) of all the compounds have also been carried out with Spartan‐14, Hex‐8.0., Swiss ADME software to support the experimental investigations and observed that both the results are in correlation with each other.

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Synthesis, characterization, and biological evaluation of organotin(IV) complexes derived from Schiff bases of 3-methoxybenzohydrazide

Cited by 14 publications

References 52 publications

Investigation of anti‐inflammatory and antimicrobial activities of hydrazone‐based diorganotin (IV) complexes: Synthesis, spectroscopic characterization, and computational studies

Investigation of anti‐inflammatory and antimicrobial activities of hydrazone‐based diorganotin (IV) complexes: Synthesis, spectroscopic characterization, and computational studies

Unveiling the biomedical potential of thiophene‐derived Schiff base complexes: A comprehensive study of synthesis, spectral characterization, antimicrobial efficacy, antioxidant activity, and computational insights

Theoretical and Experimental In‐vitro Studies of Novel Thiophene Based Organotellurium(IV) Complexes

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