Synthesis and Anticancer Activity of Benzimidazole and Benzothiazole Derivatives Bearing Furan Moiety by CAN as a Catalyst Under Ultrasonic Irradiation and Molecular Docking Studies

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(2)

Published: Jan. 1, 2025

Abstract A practical method for the synthesis of 2‐(5‐arylfuran‐2‐yl)‐1 H ‐benzo[d]imidazole and 2‐(5‐arylfuran‐2‐yl)benzothiazole using cerium(IV) ammonium nitrate (CAN) as an inexpensive readily available catalyst, under ultrasonic conditions is described. With help molecular docking studies, anticancer properties these compounds were studied investigated first time. The study results revealed that synthesized significantly interacted with target protein 5WS1. compound 2‐(5‐(4‐chlorophenyl) furan‐2‐yl)‐5‐methyl‐1 achieved highest score. Finally, MTT assay was conducted on best identified through docking, revealing IC50 value 44.5 µg/mL. showed benzimidazole derivatives bearing furan are useful a template future design potent inhibitors against breast cancer cell lines (MCF7).

Language: Английский

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A combined in vitro and in silico approach of thiadiazole based Schiff base derivatives as multipotent inhibitor: Synthesis, spectral analysis, antidiabetic and antimicrobial activity

Results in Chemistry, Journal Year: 2024, Volume and Issue: 9, P. 101671 - 101671

Published: July 1, 2024

We have developed new thiadiazole-containing Schiff base derivatives and examined their ability to inhibit α-amylase α-glucosidase. Among the members of series, analogue 1 showed excellent inhibitory potential (IC50 = 1.60 ± 0.20 2.40 0.10 µM for α-glucosidase) as compare standard Acarbose 5.30 6.10 µM). Trifluoromethyl substituted analogue-1 best properties because hydrogen bond formation. Analogue 3 9 were also found potent against target enzymes. All compounds investigated antibacterial antifungal activity. 1, exhibited bacterial inhibition 42.3 %, 40.1 38.2 36.5 respectively in contrast streptomycin (44 %). 4 anti-fungal potency 43.4, 31.9 34.3 compared terinafine (50.6675 Scaffolds (1–12) analyzed through HREI-mass spectrometry, 13C NMR, 1H NMR. The functioning active interacting residues enzymes was determined by molecular docking (MD), it that thiadiazole bearing could be considered suitable anti-diabetic drugs. ADMET DFT analysis performed determine stability, drug electronic (electrophilic, nucleophilic, HOMO, LUMO) synthesized compounds.

Language: Английский

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Comparative studies via in vitro anti-Alzheimer of thiazolidinone based chalcone derivatives: Insight into the synthesis, molecular docking and ADME analysis

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 141532 - 141532

Published: Jan. 1, 2025

Language: Английский

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QSAR Modeling of Pyridone Derivatives as α‐amylase Inhibitors Using Chemical Descriptors and Machine Learning

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(4)

Published: Jan. 1, 2025

Abstract Diabetes is a prevalent chronic metabolic disorder that affects the lives and health of millions individuals annually. α‐amylase, key digestive enzyme, plays critical role in carbohydrate digestion. Inhibition α‐amylase activity can effectively slow digestion carbohydrates, thereby aiding maintenance stable blood glucose levels. Consequently, identification development potent inhibitors have become significant research focus diabetes management. This study employed modeling approach based on chemical descriptors machine learning techniques to systematically explore relationship between structures 32 pyridone derivatives their inhibitory activity. A robust predictive quantitative structure‐activity (QSAR) model was developed through optimization with Sparrow algorithm, Monte carlo domain applicability evaluation, Y‐randomization testing. Utilizing this conjunction data from ZINC15 database, 23 potential compounds exhibiting favorable were designed. Further evaluation SwissADME performance predictions identified three high potential. Molecular docking studies provided insights into binding modes mechanisms action these compounds. The results offer valuable theoretical support for as therapeutic agents provide novel discovery inhibitors.

Language: Английский

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Recent Advances in The Therapeutic Insights of Thiazole Scaffolds as Acetylcholinesterase Inhibitors

European Journal of Medicinal Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 117331 - 117331

Published: Jan. 1, 2025

Language: Английский

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In vitro and in silico analysis for elucidation of α-amylase and α-glucosidase: Synthesis, structural confirmation and drug likeness of benzothiazole derived thiazole base bis-Schiff base derivatives

Results in Chemistry, Journal Year: 2024, Volume and Issue: 8, P. 101594 - 101594

Published: June 1, 2024

In this study, we have synthesized S-substituted benzothiazole derived thiazole bearing bis-Schiff base derivatives (1–19) and characterized via different spectroscopic techniques including NMR HR-EIMS then screened against α-amylase α-glycosidase. All the analogues show excellent inhibitory capability. Analogues 1 (IC50 = 3.18 ± 0.72 µM 2.30 1.80 µM) 4 1.40 0.59 2.10 0.78 were found to be strongest among all in contrast with standard drug acarbose 4.30 0.18 6.45 1.84 for Some good potency both enzymes while few moderately potent. For molecules structure–activity relationship was carried determine decrease/increase due steric hindrance, bulky nature, position, type, size, quantity of substituent/s on phenyl rings. Molecular docking ADME analysis out signify binding interactions most potent active site enzymes.

Language: Английский

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New Benzodioxine based oxadiazole Analogues as a Potent Anti-Alzheimer’s Agents: Design, Synthesis, Bioevaluation, Molecular Docking and ADME Analysis

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 142615 - 142615

Published: May 1, 2025

Language: Английский

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Synthesis, in vitro β-glucuronidase inhibition of benzoxazole bearing thiosemicarbazide derivatives along with in silico molecular docking study

Results in Chemistry, Journal Year: 2024, Volume and Issue: 9, P. 101635 - 101635

Published: July 1, 2024

This study was aimed to design and synthesize hybrid analogues of benzoxazole bearing thiosemicarbazide 1–15 as promising β-Glucuronidase inhibitory activity using D-saccharic acid 1,4-lactone the reference inhibitor. The newly afforded benzoxazole-thiosemicarbazide compounds displayed a broad range potential with IC50 values ranging from 20.58 ± 2.46 87.89 8.43 μM, compared (IC50 = 59.5 5.36 μM). Among synthesized series, 14, 2, 5 demonstrated outstanding 2.46, 25.24 2.34 24.53 2.53 μM respectively. Further, precise structures were confirmed 1H NMR, 13C NMR HREIMS. Additionally, molecular docking approach employed correlate in vitro well silico result obtained corroborated that active established several key interactions sites enzyme.

Language: Английский

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Pyrazine based novel molecules as potential therapeutic agents: Synthesis, in vitro biological screening, in silico ADMET profiling and molecular docking study

Results in Chemistry, Journal Year: 2024, Volume and Issue: 10, P. 101698 - 101698

Published: Aug. 1, 2024

The current study described the synthesis of pyrazine-based novel molecules (1–15) using stepwise processes and their structures have been identified various characterization techniques such as 1HNMR, 13CNMR, HREI-MS. Furthermore, biological assessment these scaffolds anti-Alzheimer, anti-bacterial, anti-fungal activities were evaluated. Their inhibitory potentials determined minimum concentration (MIC) in presence standard drugs donepezil (IC50 = 8.90 ± 0.20 µM), streptomycin (inhibition 36.5 %), Terbinafine 31.7 %) respectively. Among screened against acetylcholinesterase enzyme, potent behavior was shown by 1 3.20 0.40 2 2.10 4 2.90 0.10 5 5.80 0.30 6 7.20 8 6.30 9 6.50 10 7.30 µM) 11 7.10 µM). Structure-activity relationship carried out which mainly depends upon substitution pattern around phenyl ring. These compounds further investigated molecular docking studies explore binding interaction ligands with active sites enzymes. Moreover, ADMET prediction also studied for that displayed drug-like properties.

Language: Английский

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Medicinal perspectives, molecular docking and structure activity relationship of benzothiazole derived thiazole-based bis-benzohydrazide as potential anti-Alzheimer agents

Results in Chemistry, Journal Year: 2024, Volume and Issue: 10, P. 101742 - 101742

Published: Aug. 1, 2024

Language: Английский

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