Antimicrobial evaluation and docking study of some new substituted benzimidazole-2yl derivatives

Abdel‐Motaal, Marwa; Almohawes, Khozama; Tantawy, Mohamed A.

doi:10.1016/j.bioorg.2020.103972

Cited by 47 publications

(30 citation statements)

References 50 publications

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“…Figure 7 shows a comet tail in all concentrations of pyrazol 13 compared to control cells. These results were also in good agreement with the literature reports in which pyrazoles induce apoptotic cell death via intercalation and subsequent DNA damage [28–31] …”

Section: Biologysupporting

confidence: 92%

“…Mounting evidence showed that cell cycle arrest induces apoptosis by localizing the phosphatidylserine on the extracellular surface, which was evaluated using Annexin-V in conjugation with propidium iodide. [28][29][30][31] Interestingly, pyrazole 13 was able to induce apoptosis in 4T1 cells in a dosedependent manner. Within this context, the early and late apoptotic 4T1 cells increased up to 9-and 18-folds in response to 25 μM of pyrazole 13 compared to vehicle, respectively (Figure 6).…”

Section: Apoptosis Inductionmentioning

confidence: 95%

“…These results were also in good agreement with the literature reports in which pyrazoles induce apoptotic cell death via intercalation and subsequent DNA damage. [28][29][30][31]…”

Section: Dna Damagementioning

confidence: 99%

“…Mounting evidence showed that cell cycle arrest induces apoptosis by localizing the phosphatidylserine on the extracellular surface, which was evaluated using Annexin‐V in conjugation with propidium iodide [28–31] . Interestingly, pyrazole 13 was able to induce apoptosis in 4T1 cells in a dose‐dependent manner.…”

Section: Biologymentioning

confidence: 99%

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One‐Pot Synthesis and Anticancer Activity of Novel Pyrazole Hybrids

2021

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Novel pyrazole hybrids (3‐17) were synthesized via one‐pot reaction of thiocarbonyldihydrazide (1), ethyl 3‐phenyl‐3‐oxopropanoate (2), and different carbonyl reagents in good yields (68–98 %). Their structures were confirmed using IR, 1HNMR, 13CNMR, and Mass spectroscopy (MS), as well as elemental analysis. Pyrazole hybrids (3‐17) were screened for their cytotoxicity against three different breast cancer cell lines (e. g., MDA‐MB‐231, MCF‐7, and 4T1) and HepG2 liver cancer cells. Interestingly, 5‐oxo‐N′‐(2‐oxoindolin‐3‐ylidene)‐3‐phenyl‐4,5‐dihydro‐1H‐pyrazole‐1‐carbothiohydrazide (13) exhibited good anticancer activity (IC50=25±0.4 μM) against the aggressive, invasive, and tumorigenic 4T1 cells. Therefore, its therapeutic index was estimated in normal human skin fibroblast (HSF). Moreover, its possible mode of action was investigated using colony formation, wound healing, apoptosis induction, cell cycle, and DNA damage assays. Collectively, pyrazole 13 led to 4T1 cells cell death via inhibition of wound healing and colony formation as well as cell cycle delay in the G0/G1 phase, activation of p27 levels, and apoptosis probably via DNA intercalation.

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Section: Biologysupporting

confidence: 92%

Section: Apoptosis Inductionmentioning

confidence: 95%

“…These results were also in good agreement with the literature reports in which pyrazoles induce apoptotic cell death via intercalation and subsequent DNA damage. [28][29][30][31]…”

Section: Dna Damagementioning

confidence: 99%

Section: Biologymentioning

confidence: 99%

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One‐Pot Synthesis and Anticancer Activity of Novel Pyrazole Hybrids

2021

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“…The cocrystal ligands DTQ for CDK2, and 13Q for P53-MDM2 complex were redocked to assure the validity of the docking parameters and methods to represent the position and orientation of the ligand detected in the crystal structure. The difference of RMSD value between cocrystal ligands to the original cocrystal ligand was <2Å which approved the accuracy of the docking protocols and parameters [56][57][58]. Figures 3 and 4 described the interaction of the most promising compound ( 16) with CDK2 and P53-MDM2 proteins compared to reference ligand (RL).…”

Section: Molecular Docking Studymentioning

confidence: 79%

Novel Melatonin Derivatives: Synthesis, Anticancer Evaluations and Molecular-Docking Study

et al. 2020

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Many studies mentioned that Melatonin considers an anti-cancer agent. So in this study, a lot of novel Melatonin derivatives incorporated different heterocyclic ring systems such as triazole, thiadiazole, tetrazole, thiazole, thiophene and pyrazole were synthesized. The synthesized compounds 5, 6, 8, 11, 15, 16 and 19 were evaluated as anti-cancer by using two human cancer cell lines, Breast cancer (MCF7) and colon cancer (HCT-116). The synthesized compounds showed a gradual decrease in the cell viability of the two cell lines. We also observed that compound 16 was the lowest IC50 and the highest cytotoxic effects against the two cancer cell lines. Furthermore, the molecular-docking study was employed to determine the possible mode of action of the synthesized compounds against proteins (CDK2 and P53-MDM2) which, were considered to be potential proteins involved in the pathogenesis of cancer. We observed that compound 16 was the best-docked ligand against the targeted proteins, as it displayed the lowest binding energies, critical hydrogen bonds, and hydrophobic interactions compared to other tested compounds.

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Cyanopropyl functionalized benzimidazolium salts and their silver N‐heterocyclic carbene complexes: Synthesis, antimicrobial activity, and theoretical analysis

Türker

Üstün

Günal

et al. 2022

Archiv der Pharmazie

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The reaction of N-substituted benzimidazole with 4-bromobutyronitrile gives the corresponding benzimidazolium salts as N-heterocyclic carbene (NHC) precursors. Silver(I) carbene complexes are synthesized by the reaction of the corresponding benzimidazolium salts with Ag 2 O in dichloromethane. These new NHC precursors and Ag-NHC complexes were characterized by spectroscopy techniques and also screened for their antibacterial activities against the standard bacterial strains Escherichia coli, Pseudomonas aeruginosa, Acinetobacter baumannii, Klebsiella pneumoniae, Staphylococcus aureus, methicillin-resistant Staphylococcus aureus, and Enterococcus faecalis, and the standard fungal strains Candida albicans and Candida glabrata, and promising results were achieved. The compounds were also analyzed by density functional theory (DFT)/time-dependent DFT and docking methods.

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Antimicrobial evaluation and docking study of some new substituted benzimidazole-2yl derivatives

Cited by 47 publications

References 50 publications

One‐Pot Synthesis and Anticancer Activity of Novel Pyrazole Hybrids

One‐Pot Synthesis and Anticancer Activity of Novel Pyrazole Hybrids

Novel Melatonin Derivatives: Synthesis, Anticancer Evaluations and Molecular-Docking Study

Cyanopropyl functionalized benzimidazolium salts and their silver N‐heterocyclic carbene complexes: Synthesis, antimicrobial activity, and theoretical analysis

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