Design, Synthesis and In vitro Antitubercular Effect of New Chalcone Derivatives Coupled with 1,2,3‐Triazoles: A Computational Docking Techniques

Chemistry & Biodiversity, Год журнала: 2024, Номер 21(5)

Опубликована: Март 8, 2024

Abstract A very interesting foundation for this study is the creation of new methods modifying compounds with a 1,2,3‐triazole and chalcone scaffolds, as these are significant in organic synthesis, particularly synthesis bioactive compounds. To contribute to development an efficient method conversion antimicrobial antituberculosis heterocyclics, novel series cyclohepta pyridinone fused 1,2,3‐triazolyl chalcones were designed synthesized. All newly prepared scaffolds characterized by FT‐IR, NMR ( 1 H & 13 C) mass spectrometry. Among tested compounds, hybrids 8b , 8d 8f exhibited exceptional antibacterial susceptibilities zone inhibition 27.84±0.04, 32.27±0.02, 38.26±0.01 mm against E. faecalis bacteria, whereas had better antitubercular potency M. tuberculosis 37 Rv strain MIC value 5.25 μg/mL, compared Streptomycin [MIC=5.01 μg/mL]. synthesized initially assessed silico targeted protein i. e., DprE1 that indicated compound 8d, 8h along several other possible inhibitors. Based on docking results, showed amino acids His 74 (A), Lys 76 Cys 332 Asp 331 Val 307 Tyr 357 Met 226 Gln 276 Gly 75 Peo 58 Leu 259 309 (A) highly stable binding receptor Mycobacterium (PDB: 4G3 U). Moreover, physicochemical characteristics, filtration molecular properties, assessment toxicity, bioactivity scores relation ADME (absorption, distribution, metabolism, excretion).

Язык: Английский

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Unveiling the Anticancer Potential of a New Ciprofloxacin-Chalcone Hybrid as an Inhibitor of Topoisomerases I & II and Apoptotic Inducer

Molecules, Год журнала: 2024, Номер 29(22), С. 5382 - 5382

Опубликована: Ноя. 15, 2024

The current study has yielded promising results in the evaluation of a new ciprofloxacin-chalcone hybrid (CP derivative) for its anticancer activity as potential Topoisomerases (Topo) I and II inhibitors. vitro showed that CP derivative significantly suppressed growth HCT-116 LOX IMVI cells, with IC

Язык: Английский

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Advancements in Synthetic Strategies and Biological Effects of Ciprofloxacin Derivatives: A Review

International Journal of Molecular Sciences, Год журнала: 2024, Номер 25(9), С. 4919 - 4919

Опубликована: Апрель 30, 2024

Ciprofloxacin is a widely used antibiotic in the fluoroquinolone class. It acknowledged by various researchers worldwide, and it has been documented to have broad range of other pharmacological activities, such as anticancer, antiviral, antimalarial etc. Researchers exploring synthesis ciprofloxacin derivatives with enhanced biological activities or tailored capability target specific pathogens. The some most potent promising derivatives, well synthetic strategies develop them, are thoroughly reviewed this paper. Modification via 4-oxo-3-carboxylic acid resulted reduced efficacy against bacterial strains. Hybrid molecules containing scaffolds displayed effects. current review paper provides reported findings on development novel ciprofloxacin-based potency intended therapeutic which will be great interest medicinal chemists.

Язык: Английский

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From Infection to Tumor: Exploring the Therapeutic Potential of Ciprofloxacin Derivatives as Anticancer Agents

Pharmaceuticals, Год журнала: 2025, Номер 18(1), С. 72 - 72

Опубликована: Янв. 9, 2025

Ciprofloxacin, a widely used second-generation fluoroquinolone for treating bacterial infections, has recently shown notable anticancer properties. This review explores progress in developing ciprofloxacin derivatives with properties, emphasizing key structural changes that improve their therapeutic effectiveness by modifying the basic group at position 7, carboxylic acid 3, or both. It further investigates mechanisms which these fight cancer, such as inducing apoptosis, arresting cell cycle, inhibiting topoisomerase I and II, preventing tubulin polymerization, suppressing interleukin 6, blocking thymidine phosphorylase, multidrug resistance proteins, hindering angiogenesis. Additionally, it outlines future directions, enhancing efficacy, selectivity, investigating potential synergy other chemotherapeutic agents, offering promising avenue new therapies cancer.

Язык: Английский

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Pharmacological Significance of 1,2,3-Triazoles

Advances in chemical and materials engineering book series, Год журнала: 2025, Номер unknown, С. 155 - 202

Опубликована: Янв. 3, 2025

Click chemistry is not a single specific reaction, but was meant to mimic nature, which also generates substances by joining small modular units. The 1,3-dipolar azide, alkyne cycloaddition (CuAAC) reaction catalyzed copper, as nearly quantitative and easy execute has emerged the leading example of “click chemistry”. Given importance triazole scaffold in medicinal chemistry, its synthesis attracted attention drug discovery development community. This book chapter will summarizes major synthetic methods currently used for preparation pharmacological significance such antifungal, antibacterial, antitubercular, anticancer, anti-inflammatory, antioxidant many more properties discussed. Furthermore, this comprise literature from 2020 till date

Язык: Английский

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Microwave-assisted Click Synthesis, Characterisation, and In silico Studies of novel 2H-chromene-1,2,3-triazolyl glycoconjugates as Potent Anticancer and Antibacterial agents

Journal of Molecular Structure, Год журнала: 2024, Номер 1318, С. 139323 - 139323

Опубликована: Июль 17, 2024

Язык: Английский

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Design, Synthesis, and Anticancer and Antibacterial Activities of Quinoline-5-Sulfonamides

Molecules, Год журнала: 2024, Номер 29(17), С. 4044 - 4044

Опубликована: Авг. 26, 2024

A series of new unique acetylene derivatives 8-hydroxy- and 8-methoxyquinoline- 5-sulfonamide

Язык: Английский

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Design, synthesis and in silico docking techniques of new 1,2,3-triazolylpyrrolidines bearing chalcone derivatives: Discovery of potent antitubercular agents

Results in Chemistry, Год журнала: 2023, Номер 7, С. 101279 - 101279

Опубликована: Дек. 29, 2023

Compounds with a pyrrolidine scaffold play an important role in organic synthesis and especially the of bioactive compounds, therefore, development new methods for modifying this is very interesting framework study. We developed rational approach 1,2,3-trazolylchalcone substituted pyrrolidines derivatives, which were then examined using variety spectroscopic techniques such as 1H NMR, 13C FT-IR, mass spectroscopy elemental analysis. Biological profiles showed that compounds 5e, 5h had better antibacterial inhibitory potency against S. aureus, E. coli zone inhibition 34 ± 0.1, 33 0.3 mm, whereas 5a, 5e potent antifungal activity C. parapsilosis, A. flavus dimeter 26 0.2, 30 0.2 mm respectively. Among tested 5b, most antitubercular Mycobacterium tuberculosis H37Rv showing MIC values 5.23 µg/mL, 6.85 µg/mL respectively, are similar standard Streptomycin (MIC = 5.02 µg/mL). The binding mode compound 5 inside catalytic pocket M. cytochrome P450 CYP121A1 produced network hydrophobic hydrophilic interactions (6GEO). From docking results, 5b demonstrated highly stable amino acids SerA:237, ArgA:386, ArgA:286, CysA:345, MetA:62, GlnA:385, AspA:282, PheA:280, LeuA:284, ValA:83, ProA:285, AlaA:337, HisA:343, AsnA:74, ThrA:65, plays crucial ensuring efficient ligand crystal structure tubercular receptor. Furthermore, physicochemical ADME (absorption, distribution, metabolism, excretion) filtration molecular properties, estimation toxicity, bioactivity scores these scaffolds evaluated.

Язык: Английский

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Synthesis and In Silico Analysis of New Polyheterocyclic Molecules Derived from [1,4]-Benzoxazin-3-one and Their Inhibitory Effect against Pancreatic α-Amylase and Intestinal α-Glucosidase

Molecules, Год журнала: 2024, Номер 29(13), С. 3086 - 3086

Опубликована: Июнь 28, 2024

This study focuses on synthesizing a new series of isoxazolinyl-1,2,3-triazolyl-[1,4]-benzoxazin-3-one derivatives

Язык: Английский

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Synthesis, Characterization and antitumor activity of ethyl 8-nitrociprofloxacin – 1,2,3-triazole conjugates against prostate cancer cell lines PC3, DU145

Results in Chemistry, Год журнала: 2024, Номер unknown, С. 101785 - 101785

Опубликована: Сен. 1, 2024

Язык: Английский

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