Synthesis, Antibacterial, and Antioxidant Activities of Thiazolyl-Pyrazoline Schiff Base Hybrids: A Combined Experimental and Computational Study

Zelelew, Demis; Endale, Milkyas; Melaku, Yadessa; Sabir, Fedlu Kedir; Demissie, Taye B.; Ombito, Japheth O.; Eswaramoorthy, Rajalakshmanan

doi:10.1155/2022/3717826

Cited by 10 publications

(6 citation statements)

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“…Thiazoles and their derivatives are extensively recognized as chemical nuclei of great interest for producing molecules with multiple biological properties [ 54 ]. In particular, several compounds bearing these heterocycles were studied for their capability to interfere with DNA topoisomerases (Topos) [ 54 , 55 , 56 ], ubiquitous enzymes essential in several key cellular processes. In recent years, these enzymes have become popular targets in cancer therapy; indeed, the topoisomerase inhibitors can induce damage to genome integrity.…”

Section: Resultsmentioning

confidence: 99%

Novel Thiazolidine-2,4-dione-trimethoxybenzene-thiazole Hybrids as Human Topoisomerases Inhibitors

et al. 2023

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Cancer is a complex and heterogeneous disease and is still one of the leading causes of morbidity and mortality worldwide, mostly as the population ages. Despite the encouraging advances made over the years in chemotherapy, the development of new compounds for cancer treatments is an urgent priority. In recent years, the design and chemical synthesis of several innovative hybrid molecules, which bring different pharmacophores on the same scaffold, have attracted the interest of many researchers. Following this strategy, we designed and synthetized a series of new hybrid compounds that contain three pharmacophores, namely trimethoxybenzene, thiazolidinedione and thiazole, and tested their anticancer properties on two breast cancer (MCF-7 and MDA-MB-231) cell lines and one melanoma (A2058) cell line. The most active compounds were particularly effective against the MCF-7 cells and did not affect the viability of the normal MCF-10A cells. Docking simulations indicated the human Topoisomerases I and II (hTopos I and II) as possible targets of these compounds, the inhibitory activity of which was demonstrated by the mean of direct enzymatic assays. Particularly, compound 7e was proved to inhibit both the hTopo I and II, whereas compounds 7c,d blocked only the hTopo II. Finally, compound 7e was responsible for MCF-7 cell death by apoptosis. The reported results are promising for the further design and synthesis of other analogues potentially active as anticancer tools.

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Section: Resultsmentioning

confidence: 99%

Novel Thiazolidine-2,4-dione-trimethoxybenzene-thiazole Hybrids as Human Topoisomerases Inhibitors

et al. 2023

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“…Where the following carbon atoms C 3 -C 4 -C 10 -C 22 gave values between 129.092-131.752 ppm due to the connection of carbon atoms with nitrogen atoms [23][24]. As for these two signals at 144.818-141.912 ppm, C 1 -C 2 is due to the two groups of azomethane (-C=N-) [25]. Several signals at 129.275-129.627, 129.000-129.927, and 115.742-124.927 ppm indicated the carbon atoms C 12 -C 16 , C 17 -C 21 , and C 24 -C 27 belong to the phenyls of benzil and phenol, respectively [26].…”

Section: The 13 C-nmr Spectrum Of the Ligand (Dptyeap)mentioning

confidence: 99%

Synthesis of a New DPTYEAP Ligand and Its Complexes with Their Assessments on Physical Properties, Antioxidant, and Biological Potential to Treat Breast Cancer

Yasir

Jamel

2023

Indones. J. Chem.

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A new series of complexes of the 2-((1E,2E)-1,2-diphenyl-2-(thiazol-2-ylimino)ethylidene)amino)phenol (DPTYEAP) has been synthesized by the reaction of the ligand with metal chlorides of Ni(II), Cu(II), Pt(IV), and AgNO3 in ethanol as a solvent. The ligand was prepared for the two steps. In the first step, compound (A) was synthesized by reacting 2-aminothiazol with benzil in ethanol. Another step is the preparation of the ligand from the reaction of compound (A) with 2-aminophenol. The structures of the ligand and its complexes were confirmed by FTIR, 1H-13C-NMR, UV-Vis spectra, melting points, molar conductivity (C, H, and N), and magnetic susceptibility. The synthesized complexes were prepared in a 1:2 ratio for Ni(II), Cu(II), and Pt(IV) complexes and a 1:1 ratio (M:L) for Ag(I) complexes. The geometric shape of all complexes is octahedral, except for the Ag(I) complex, which is tetrahedral. The antioxidant test for the prepared compounds was carried out. The anticancer test was conducted for each of the ligands and the platinum(IV) complex, and it was found that the platinum complex is more effective against breast cancer cells (MCF-7); thus, it can be used as a potential drug after studying it well.

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“…D. Zelelew et al reported a greener synthetic methodology for a newly synthesis of thiazole-pyrazoline Schiff-base composite (194). [188] Chalcones (187) were used as the precursors for a nucleophilic cycloaddition process with hydrazine hydrate to generate intermediates of N-formyl pyrazolines (188) (Scheme 35). In the formation of chalcones derivative (191), the reaction between p-nitro acetophenone (189) and aldehyde (4) (Scheme 36).…”

Section: Synthesis Of Thiazine Thiazole and Thiophene Derivativesmentioning

confidence: 99%

Zinc Oxide Nanoparticles as Efficient Heterogeneous Catalyst for Synthesis of Bio‐active Heterocyclic Compounds

Kumar,

Tomar,

Kumar

et al. 2023

ChemistrySelect

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Among the most effective recoverable catalytic systems, metal‐oxide nanoparticles (NPs) are well known for their extensive uses in a broad range of industries, pharmaceuticals, and nano‐biotechnology. In addition, heterogeneous catalysis uses clearly defined materials which are present an extensive range of new possibilities for the research and production of innovative catalysts that help to solve the world's energy and environmental problems. ZnO‐NPs have been used as effective nanocatalysts according to the literature for various kinds of organic reactions. The extensive advantages of ZnO‐NPs over bulk materials suggest that this is a promising field for further research. This review article provides an in‐depth overview of the several ZnO‐NPs that have been reported to catalyse organic transformations including the production of bio‐active compounds like benzofuran, coumarin, imidazole, indole, pyrazole, pyridine pyrimidine, thiazole, diazepine, azoles derivatives. Recent synthetic routes for modifying and functionalizing ZnO‐NPs to increase their catalytic efficacy were also addressed, and illustrated with schematics. The development of novel, highly effective, and reusable modified ZnO‐NPs as catalysts, which would clear the way for the establishment of greener and sustainable technologies, provides the key to the future of catalysis. Researchers attempting to synthesise new functionalized ZnO‐NPs for sustainable development will find this review informative.

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Synthesis, Antibacterial, and Antioxidant Activities of Thiazolyl-Pyrazoline Schiff Base Hybrids: A Combined Experimental and Computational Study

Cited by 10 publications

References 58 publications

Novel Thiazolidine-2,4-dione-trimethoxybenzene-thiazole Hybrids as Human Topoisomerases Inhibitors

Novel Thiazolidine-2,4-dione-trimethoxybenzene-thiazole Hybrids as Human Topoisomerases Inhibitors

Synthesis of a New DPTYEAP Ligand and Its Complexes with Their Assessments on Physical Properties, Antioxidant, and Biological Potential to Treat Breast Cancer

Zinc Oxide Nanoparticles as Efficient Heterogeneous Catalyst for Synthesis of Bio‐active Heterocyclic Compounds

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