New thiophene, thienopyridine and thiazoline-based derivatives: Design, synthesis and biological evaluation as antiproliferative agents and multitargeting kinase inhibitors

Alamshany, Zahra M.; Tashkandi, Nada Y.; Othman, Ismail M.M.; Anwar, Manal M.; Nossier, Eman S.

doi:10.1016/j.bioorg.2022.105964

Cited by 14 publications

(10 citation statements)

References 77 publications

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“…Bax protein levels picogram per ml (Pg/mL) were evaluated according to previously reported procedure [ 58 ]. Monoclonal antibody, specific to Bax captured on the plate, was added.…”

Section: Methodsmentioning

confidence: 99%

New 1,2,3-Triazole-Coumarin-Glycoside Hybrids and Their 1,2,4-Triazolyl Thioglycoside Analogs Targeting Mitochondria Apoptotic Pathway: Synthesis, Anticancer Activity and Docking Simulation

et al. 2022

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Toxicity and resistance to newly synthesized anticancer drugs represent a challenging phenomenon of intensified concern arising from variation in drug targets and consequently the prevalence of the latter concern requires further research. The current research reports the design, synthesis, and anticancer activity of new 1,2,3-triazole-coumarin-glycosyl hybrids and their 1,2,4-triazole thioglycosides as well as acyclic analogs. The cytotoxic activity of the synthesized products was studied against a panel of human cancer cell lines. Compounds 8, 10, 16 and 21 resulted in higher activities against different human cancer cells. The impact of the hybrid derivative 10 upon different apoptotic protein markers, including cytochrome c, Bcl-2, Bax, and caspase-7 along with its effect on the cell cycle was investigated. It revealed a mitochondria-apoptotic effect on MCF-7 cells and had the ability to upregulate pro-apoptotic Bax protein and downregulate anti-apoptotic Bcl-2 protein and thus implies the apoptotic fate of the cells. Furthermore, the inhibitory activities against EGFR, VEGFR-2 and CDK-2/cyclin A2 kinases for 8, 10 and 21 were studied to detect the mechanism of their high potency. The coumarin-triazole-glycosyl hybrids 8 and 10 illustrated excellent broad inhibitory activity (IC50= 0.22 ± 0.01, 0.93 ± 0.42 and 0.24 ± 0.20 μM, respectively, for compound 8), (IC50 = 0.12 ± 0.50, 0.79 ± 0.14 and 0.15± 0. 60 μM, respectively, for compound 10), in comparison with the reference drugs, erlotinib, sorafenib and roscovitine (IC50 = 0.18 ± 0.05, 1.58 ± 0.11 and 0.46 ± 0.30 μM, respectively). In addition, the docking study was simulated to afford better rationalization and put insight into the binding affinity between the promising derivatives and their targeted enzymes and that might be used as an optimum lead for further modification in the anticancer field.

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“…Bax protein levels picogram per ml (Pg/mL) were evaluated according to previously reported procedure [ 58 ]. Monoclonal antibody, specific to Bax captured on the plate, was added.…”

Section: Methodsmentioning

confidence: 99%

New 1,2,3-Triazole-Coumarin-Glycoside Hybrids and Their 1,2,4-Triazolyl Thioglycoside Analogs Targeting Mitochondria Apoptotic Pathway: Synthesis, Anticancer Activity and Docking Simulation

et al. 2022

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“…56,57 Recent studies reported that targeting specic phases of the cell cycle is an effective therapeutic intervention in the management of various antiproliferative diseases. [58][59][60] In order to investigate the mechanism underlying the anti-proliferative activity of compound 5a, cell cycle distribution was studied. HepG-2 cells were treated with the IC 50 concentration of 5a (3.42 mM) for 24 h followed by staining with propidium iodide (PI).…”

Section: C-met Inhibitory Assay In Vitromentioning

confidence: 99%

New pyrazolopyridine and pyrazolothiazole-based compounds as anti-proliferative agents targeting c-Met kinase inhibition: design, synthesis, biological evaluation, and computational studies

et al. 2023

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“…[25][26][27] Butyrylcholinesterase and carboxylesterase inhibitors have also been discovered based on thiazoline. [27][28][29] Ligands, particularly those with a hydrazide-hydrazone moiety, have been discovered to be excellent pharmacophores for the design and development of a variety of biologically active materials. Anticancer, antiradical, antifungal, antibacterial, anti-HIV and DNA cleavage are just a few of the applications for these bases and their metal complexes.…”

Section: Introductionmentioning

confidence: 99%

Cd(II) complexes derived from thiazoline, hydrazide and carbodithioate ligands: synthesis, crystal structures and electrochemical sensing of uric acid

Jaiswal

Pandey

Prajapati

et al. 2023

Applied Organom Chemis

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Three novel Cd(II) metal complexes 1-3 have been synthesized with different derivatives of thiazoline, hydrazide and carbodithioate. These metal complexes are abbreviated as [Cd (tht) 2 ] n , [Cd (Hpph) 2 ] n and [Cd (mpps) 2 ] n along with their respective ligands Htht, H 2 pph and mpps. The developed metal complexes are characterized using X-ray diffraction (XRD) data and other spectroscopic techniques (Infrared [IR], nuclear magnetic resonance [NMR], ultraviolet-visible [UV-vis] and fluorescence). The polymeric nature of these cadmium complexes have been ascertained by single XRD data. Several significant interactions were also revealed, which aid in the stabilization of these complexes' supramolecular architecture. Comparing complex 2 with complexes 1 and 3, the absorption spectra of complex 2 exhibits a greater λmax.On comparing the fluorescence study of these complexes, complex 2 has a higher fluorescence than complexes 1 and 3. The cyclic voltammetry (CV) approach was employed to detect the electrochemical behaviour of these complexes, as well as the sensing of uric acid (UA) by these complexes via modified glassy carbon electrodes (GCEs). According to the conclusions received by CV study, the modified electrode containing complex 3 has admirable UA electro catalytic activity. This UA electrochemical sensing device offers a low detection limit (0.3 μM), fine linear ranges (30-1500 μM), reasonable sensitivity, and a fast reaction time.

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New thiophene, thienopyridine and thiazoline-based derivatives: Design, synthesis and biological evaluation as antiproliferative agents and multitargeting kinase inhibitors

Cited by 14 publications

References 77 publications

New 1,2,3-Triazole-Coumarin-Glycoside Hybrids and Their 1,2,4-Triazolyl Thioglycoside Analogs Targeting Mitochondria Apoptotic Pathway: Synthesis, Anticancer Activity and Docking Simulation

New 1,2,3-Triazole-Coumarin-Glycoside Hybrids and Their 1,2,4-Triazolyl Thioglycoside Analogs Targeting Mitochondria Apoptotic Pathway: Synthesis, Anticancer Activity and Docking Simulation

New pyrazolopyridine and pyrazolothiazole-based compounds as anti-proliferative agents targeting c-Met kinase inhibition: design, synthesis, biological evaluation, and computational studies

Cd(II) complexes derived from thiazoline, hydrazide and carbodithioate ligands: synthesis, crystal structures and electrochemical sensing of uric acid

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