Novel thiadiazole‐derived Schiff base ligand and its transition metal complexes: Thermal behaviour, theoretical study, chemo‐sensor, antimicrobial, antidiabetic and anticancer activity

Radha, V; Prabakaran, Mayakrishnan

doi:10.1002/aoc.6872

Cited by 18 publications

(12 citation statements)

References 45 publications

(31 reference statements)

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“…A few azo-azomethine metal complexes have been used extensively in technology due to their photophysical and energy-transfer capabilities. Because of their stability, electroactivity, thermochromism, and photochromism, Schiff base compounds make excellent intermediates for a variety of uses. − Numerous reviews revealed that the metallo-organic chemistry of such compounds significantly affected how they acted biologically, highlighting the role played by metals as catalysts in a variety of biological processes. − Higher electronegative atoms’ connected bonding orbitals and electrons can be adsorbed on metal surfaces due to their electrons’ C=N faction planarity. This substance contributes significantly to the development of inorganic biochemistry and is used as a substrate in ring closure, cycloaddition, and replacement reactions to produce a variety of biologically active compounds. − …”

Section: Introductionmentioning

confidence: 99%

Synthesis and Spectroscopic Characterization of Schiff Base Metal Complexes, Biological Activity, and Molecular Docking Studies

Venkatesh,

Vennila,

Kaya

et al. 2024

ACS Omega

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New cobalt(II), copper(II), and zinc(II) Schiff metal complexes were synthesized by the condensation reaction of 4-nitrobenzene-1,2-diamine with 3−4-(diethylamino)-2-hydroxybenzaldehyde. Fourier transform infrared, nuclear magnetic resonance, ultraviolet−visible, electron paramagnetic resonance, and high-resolution electrospray ionization mass spectrometry and powder X-ray diffraction were used to characterize the synthesized H 2 L and its metal complexes. Conductance measurements, magnetic moment estimation, and metal estimation have all been determined and discussed. The electrochemical properties of the synthesized compounds have been determined and discussed using cyclic voltammetry. The molecular structures of H 2 L and its metal complexes have been optimized using the B3LYP functional and the 6-31G (d,p) basis set, and their parameters have been discussed. The quantum chemical properties of these synthesized compounds have been predicted through charge distribution and molecular orbital analysis. The biological properties of the synthesized compounds' antioxidant, antifungal, and antibacterial activity have been studied and discussed. Furthermore, H 2 L and its complexes have been docked with HER2associated target proteins in breast cancer.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Spectroscopic Characterization of Schiff Base Metal Complexes, Biological Activity, and Molecular Docking Studies

Venkatesh,

Vennila,

Kaya

et al. 2024

ACS Omega

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“…1,3,4-thiadiazole is becoming increasingly important in medicinal chemistry. These agents include those that are anticonvulsant, 13 anti-Alzheimer, 14 anticancer and antitumor, 15 antidiabetic, 16 antiviral, 17 antiplatelet, 18 antituberculosis, 19 carbonic anhydrase inhibitor agents, 20 and diuretic agents. 21 Insecticidal, 22 herbicidal, 23 antifungal, 24 and plant growth regulating compounds 25 are among the pesticides that have been studied.…”

Section: Introductionmentioning

confidence: 99%

Thiadiazole/Thiadiazine Derivatives as Insecticidal Agent: Design, Synthesis, and Biological Assessment of 1,3,4-(Thiadiazine/Thiadiazole)-Benzenesulfonamide Derivatives as IGRs Analogues against Spodoptera littoralis

El-Saghier,

Enaili,

Abdou

et al. 2024

J. Agric. Food Chem.

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In keeping with our investigation, a simple and practical synthesis of novel heterocyclic compounds with a sulfamoyl moiety that can be employed as insecticidal agents was reported. The compound 2-hydrazinyl-N-(4-sulfamoylphenyl)-2-thioxoacetamide 1 was coupled smoothly with triethylorthoformate or a variety of halo compounds, namely phenacyl chloride, chloroacetyl chloride, chloroacetaldehyde, chloroacetone, 1,3-dichloropropane, 1,2-dichloroethane, ethyl chloroformate, 2,3-dichloro-1,4-naphthoquinone, and chloroanil respectively, which afforded the 1,3,4-thiadiazole and 1,3,4-thiadiazine derivatives. The new products structure was determined using elemental and spectral analysis. Under laboratory conditions, the biological and toxicological effects of the synthetic compounds were also evaluated as insecticides against Spodoptera littoralis (Boisd.). Compounds 3 and 5 had LC50 values of 6.42 and 6.90 mg/L, respectively. The investigated compounds (from 2 to 11) had been undergoing molecular docking investigation for prediction of the optimal arrangement and strength of binding between the ligand (herein, the investigated compounds (from 2 to 11)) and a receptor (herein, the 2CH5) molecule. The binding affinity within docking score (S, kcal/mol) ranged between −8.23 (for compound 5), −8.12 (for compound 3) and −8.03 (for compound 9) to −6.01 (for compound 8). These compounds were shown to have a variety of binding interactions within the 2CH5 active site, as evidenced by protein–ligand docking configurations. This study gives evidence that those compounds have 2CH5-inhibitory capabilities and hence may be used for 2CH5-targeting development. Furthermore, the three top-ranked compounds (5, 3, and 9) and the standard buprofezin were subjected to density functional theory (DFT) analysis. The highest occupied molecular orbital–lowest unoccupied molecular orbital (HOMO–LUMO) energy difference (ΔE) of compounds 5, 3, and 9 was found to be comparable to that of buprofezin. These findings highlighted the potential and relevance of charge transfer at the molecular level.

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“…16–19 Benzothiazole-imine Schiff bases are considered “privileged ligands”, among the tridentate chelating ligands bound to Pd( ii ) ion, because of their facile synthesis, great structural flexibility, and biological applications. 20–22 Indeed, benzothiazole-imine Schiff bases constitute a versatile ligand system in coordination chemistry because they enable the formation of stable complexes via 5,5- or 5,6-membered chelate ring with the metal centre in a variety of oxidation states and coordination geometries. 19,20,23…”

Section: Introductionmentioning

confidence: 99%

Novel Pd(ii) pincer complexes bearing salicylaldimine-based benzothiazole derivatives: synthesis, structural characterization, DNA/BSA binding, and biological evaluation

et al. 2023

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Novel thiadiazole‐derived Schiff base ligand and its transition metal complexes: Thermal behaviour, theoretical study, chemo‐sensor, antimicrobial, antidiabetic and anticancer activity

Cited by 18 publications

References 45 publications

Synthesis and Spectroscopic Characterization of Schiff Base Metal Complexes, Biological Activity, and Molecular Docking Studies

Synthesis and Spectroscopic Characterization of Schiff Base Metal Complexes, Biological Activity, and Molecular Docking Studies

Thiadiazole/Thiadiazine Derivatives as Insecticidal Agent: Design, Synthesis, and Biological Assessment of 1,3,4-(Thiadiazine/Thiadiazole)-Benzenesulfonamide Derivatives as IGRs Analogues against Spodoptera littoralis

Novel Pd(ii) pincer complexes bearing salicylaldimine-based benzothiazole derivatives: synthesis, structural characterization, DNA/BSA binding, and biological evaluation

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