Assessment of the electrostatic binding of ferrocenylmethyl-nitroaniline derivatives to DNA: A combined experimental and theoretical study

Journal of Molecular Structure, Год журнала: 2024, Номер 1308, С. 138386 - 138386

Опубликована: Апрель 25, 2024

Язык: Английский

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Synthesis, Structural Investigations, DNA/BSA Interactions, Molecular Docking Studies, and Anticancer Activity of a New 1,4-Disubstituted 1,2,3-Triazole Derivative

ACS Omega, Год журнала: 2023, Номер 8(35), С. 31839 - 31856

Опубликована: Авг. 25, 2023

We report herein a new 1,2,3-triazole derivative, namely, 4-((1-(3,4-dichlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-2-hydroxybenzaldehyde, which was synthesized by copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC). The structure of the compound analyzed using Fourier transform infrared spectroscopy (FTIR), 1H NMR, 13C UV-vis, and elemental analyses. Moreover, X-ray crystallography studies demonstrated that adapted monoclinic crystal system with P21/c space group. dominant interactions formed in packing were found to be hydrogen bonding van der Waals according Hirshfeld surface (HS) analysis. volume voids percentage free spaces unit cell calculated as 152.10 Å3 9.80%, respectively. evaluation energy frameworks showed stabilization dominated dispersion contributions. Both vitro silico investigations on DNA/bovine serum albumin (BSA) binding activity CT-DNA mediated via intercalation BSA both polar hydrophobic interactions. anticancer also tested 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay human lines including MDA-MB-231, LNCaP, Caco-2, HEK-293. exhibited more cytotoxic than cisplatin etoposide Caco-2 cancer an IC50 value 16.63 ± 0.27 μM after 48 h. Annexin V suggests induction death apoptosis. Compound 3 significantly increased loss mitochondrial membrane potential (MMP) levels cells, reactive oxygen species (ROS) proved could induce apoptosis ROS generation.

Язык: Английский

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Synthesis, Biological Properties, In Silico ADME, Molecular Docking Studies, and FMO Analysis of Chalcone Derivatives as Promising Antioxidant and Antimicrobial Agents

ACS Omega, Год журнала: 2025, Номер unknown

Опубликована: Янв. 28, 2025

A series of chalcone derivatives were synthesized and characterized using UV–vis, FT-IR, 1H NMR, mass spectrometry, followed by the evaluation their antimicrobial antioxidant properties. In vitro screening against six bacterial strains (Staphylococcus aureus, Bacillus subtilis, Salmonella typhimurium, Escherichia coli, Pseudomonas aeruginosa, Citrobacter freundii) two fungal (Aspergillus niger Trichoderma harzianum) revealed outstanding antibacterial activities, particularly with compound 5b, 5d, 5e S. compounds 5c 5h B. subtilis. Notably, 5f 5g exhibited significant effects P. while 5b showed highest antifungal activity T. harzianum. All demonstrated remarkable (IC50 values 0.005 μM) 0.006 being most potent, comparable to ascorbic acid 0.007 μM). silico evaluations confirmed favorable drug-likeness pharmacokinetic properties for all analogues, adhering both Lipinski's rule Five Veber's rule. Molecular docking studies potent (5e 5h) indicated strong binding affinities PBP-1b receptor in DFT calculations provided valuable insights into molecular reactivity biological Ligand-based enzymatic target predictions indicate that analogues (5a–m) show potential as inhibitors oxidoreductases, kinases, enzymes, proteases, or ligands family GPCR. These findings position promising candidates therapeutic applications combating infections oxidative stress.

Язык: Английский

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Recent advances in the synthesis of pyrazoline derivatives from chalcones as potent pharmacological agents: A comprehensive review

Results in Chemistry, Год журнала: 2024, Номер 7, С. 101326 - 101326

Опубликована: Янв. 1, 2024

The pyrazoline scaffold plays a vital role in heterocyclic chemistry as fundamental building block both organic and medicinal chemistry. A is composed of an endocyclic double bond, two nitrogen atoms, five different types bonds. It significant chemical fragment exhibits various bioavailabilities, allowing the synthesis diverse compounds with promising biological potential. Over past decade, extensive research efforts have been devoted to investigating therapeutic potentials scaffolds, encompassing their antibacterial, anti-inflammatory, analgesic, cytotoxic, anti-tumour effects. Moreover, presence unique structure, pyrazolines made it easier produce new substitutions low toxicity compared natural complements. current review focuses on recent progress synthesising scaffolds from chalcones, emphasis possible functions. study identifies range derivatives that exhibit properties successfully reported studies. primary objective determine groups structural modifications enhance bioactivity, toxicity, improve safety. Furthermore, explores bioavailability, synthetic challenges, utilising pharmaceutical 2017 2023. substituted are here. These include 1,4-dimethylpiperazine, 2-(2-methyl-1H-benzo[d]imidazol-1-yl)acetohydrazide, 1-methyl-4-phenylpiperazine, 4,5-dihydrooxazole, 2H-chromen-2-one, 2-(4-chlorophenyl)-5-methyl-4,5-dihydrooxazole, benzo[d]thiazole, ethoxybenzene, 1-bromo-4 N,N-dimethylaniline. also discusses effects functional groups, such OCH3, OH, NO2, CF3, halogens, added positions scaffold. This makes better at inhibiting targets. Scientists researchers who work design develop good anticancer will find this very useful.

Язык: Английский

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In silico and in vitro evaluation of novel carbothioamide-based and heterocyclic derivatives of 4-(tert-butyl)-3-methoxybenzoic acid as EGFR tyrosine kinase allosteric site inhibitors

Results in Chemistry, Год журнала: 2024, Номер 7, С. 101329 - 101329

Опубликована: Янв. 1, 2024

Cancer is an elaborate sequence of disease grades that include uncontrolled cell growth and division, invasion, metastasis. Overexpression the epidermal factor receptor (EGFR) causes abnormal signal transduction directly linked to cancer development. Most EGFR tyrosine kinase inhibitors (TKIs) are ATP-competitive frequently cause mutations or chemoresistance. Therefore, targeting TK allosteric site has become a highly sought after treatment strategy. Ten new derivatives 4-(tert-butyl)-3-methoxybenzoic acid containing carbothioamide (compounds 3a-e), triazole 4a-d) oxadiazole (compound 5) moieties were designed as deduced in silico. The structures these characterized by chemical spectroscopic methods (ATR-FTIR, 1HNMR, 13CNMR HRESI-MS). According molecular docking studies, compounds 3e 3d showed highest scores (ΔG), which was confirmed dynamic (MD) simulation studies. synthesized derivatives, specifically 3e, exhibited favorable pharmacokinetic profile. In vitro, newly evaluated for their cytotoxicity against A549 (lung adenocarcinoma), HepG2 (hepatocellular carcinoma), HCT-116 (colorectal) lines via MTT assay, flow cytometry, RT-PCR, immunoblotting, inhibition assay. results compound cytotoxic three tested lines, achieving lowest IC50 concentration cells. Compound caused cycle arrest at G2/M phase induction ER-mediated apoptosis pathway. silico vitro antitumor activity findings demonstrated it promising inhibitor.

Язык: Английский

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Recent Advances in the Anticancer Applications of Benzimidazole Derivatives

ChemistrySelect, Год журнала: 2023, Номер 8(35)

Опубликована: Сен. 15, 2023

Abstract Cancer, one of the most deadly diseases worldwide, is still a crucial challenge to human well‐being. Hence, design and development modern protocols cure diverse kinds cancer seem highly necessary. On other hand, benzimidazole, as an essential pharmacophore, exhibits various biological therapeutic potency. This compound well‐known for its pharmaceutical features, including antifungal, antiviral, antibacterial, anticancer activities. Therefore, benzimidazole derivatives have played role due their outstanding capability, apoptotic effect, inhibitory potential. In recent decades, numerous drug types research been concentrated on finding new practical strategies employing benzimidazole‐based compounds. review focuses latest advancements methodologies exploiting benzimidazole‐bearing compounds treatment varied sorts cancer, considering mechanism function against cell lines.

Язык: Английский

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Synthesis of oxadiazole derivatives: Anti-bacterial, DNA binding and in silico molecular modelling approaches

Journal of Molecular Structure, Год журнала: 2024, Номер 1318, С. 139350 - 139350

Опубликована: Июль 18, 2024

Язык: Английский

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2-hydrazinobenzothiazole based derivatives: Synthesis, characterization, antifungal, DNA binding and molecular modelling approaches

Journal of Molecular Structure, Год журнала: 2024, Номер 1308, С. 138051 - 138051

Опубликована: Март 14, 2024

Язык: Английский

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Thioamides in medicinal chemistry and as small molecule therapeutic agents

European Journal of Medicinal Chemistry, Год журнала: 2024, Номер 277, С. 116732 - 116732

Опубликована: Авг. 5, 2024

Язык: Английский

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3,5-Disubstituted pyrazoline as a promising core for anticancer agents: mechanisms of action and therapeutic potentials

Future Medicinal Chemistry, Год журнала: 2025, Номер unknown, С. 1 - 21

Опубликована: Март 13, 2025

The rapidly growing interest in the literature about anticancer activity of 3,5-disubstituted pyrazolines and their promising therapeutic potentials/pharmacological properties, supported by number pyrazoline derivatives currently clinical use or trials, encouraged us to review vitro antiproliferative effects biochemical investigations probable mechanisms action. Nevertheless, many reported pyrazoline-bearing compounds have without an explored mode action, which opens new research avenues examine profiles further. Therefore, is a core that can be used design with based on structure-activity relationship summarized this obtain higher potency selectivity.

Язык: Английский

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