Molecular modeling and synthesis of novel benzimidazole-derived thiazolidinone bearing chalcone derivatives: a promising approach to develop potential anti-diabetic agents DOI

Shahzad Ahmad Abbasi,

Wajid Rehman, Fakher Rahim

et al.

Zeitschrift für Naturforschung C, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 20, 2024

Abstract Diabetes mellitus (DM) is a disorder which raised at the alarming level and it characterized by hyperglycemia results from impaired action of insulin, production insulin or both these simultaneously. Consequently, causes problems failure different body organs such as kidneys, heart, eyes, nerve system. Since this disease cannot be completely cured until now, we aimed to design series enzymes inhibitors tested them for DM treatment. In series, benzimidazole-based thiazolidinone bearing chalcone derivatives completed in four step reaction their structures were confirmed through various spectroscopic techniques. A significant efficacy on antidiabetic was observed, with IC 50 values ranging 25.05 ± 0.04 56.08 0.07 μM α-amylase 22.07 0.02 53.06 α-glucosidase. The obtained compared those standard glimepiride drug (IC = 18.05 µM 15.02 0 .03 α-glucosidase). synthesized compounds showed promising potency. Moreover, molecular docking study conducted most active analogs better understand interactions sites targeted enzymes.

Language: Английский

Benzimidazole: A versatile scaffold for drug discovery and beyond – A comprehensive review of synthetic approaches and recent advancements in medicinal chemistry DOI Creative Commons

Neha D. Mahurkar,

Nandkishor D. Gawhale,

Mahendra N. Lokhande

et al.

Results in Chemistry, Journal Year: 2023, Volume and Issue: 6, P. 101139 - 101139

Published: Sept. 30, 2023

Heterocyclic compounds are foundational in drug discovery, constituting the core structure of approximately 80% pharmaceuticals. Benzimidazole, particular, emerges as a critical aromatic heterocyclic system present natural compounds, playing an indispensable role medicinal chemistry. Beyond its pharmaceutical importance, benzimidazole demonstrates versatility across diverse domains, including materials science and wide spectrum pharmacological applications, encompassing antiviral, antifungal, antioxidant, anticancer properties. The prominence both biological activities industrial applications underscores pivotal versatile scaffold. Its outstanding attributes, such enhanced bioavailability, stability, activity, have drawn significant attention from researchers industries. This comprehensive review delves into various synthetic approaches to synthesis, with focus on practical eco-friendly pathways utilizing catalysts, biocatalysts, nanocatalysts, photocatalysts. Additionally, this sheds light recent advancements multiple sectors, spanning pharmaceuticals, science, agriculture, coordination Finally, work summarized major challenges presents potential directions for future research endeavors within sectors.

Language: Английский

Citations

38
Benzimidazole-Based Schiff Base Hybrid Scaffolds: A Promising Approach to Develop Multi-Target Drugs for Alzheimer’s Disease DOI Creative Commons
Rafaqat Hussain, Shoaib Khan, Hayat Ullah

et al.

Pharmaceuticals, Journal Year: 2023, Volume and Issue: 16(9), P. 1278 - 1278

Published: Sept. 11, 2023

A series of benzimidazole-based Schiff base derivatives (1-18) were synthesized and structurally elucidated through 1H NMR, 13C NMR HREI-MS analysis. Subsequently, these synthetic subjected to evaluation for their inhibitory capabilities against acetylcholinesterase (AChE) butyrylcholinesterase (BuChE). All showed significant inhibition AChE with an IC50 value in the range 123.9 ± 10.20 342.60 10.60 µM BuChE 131.30 9.70 375.80 12.80 comparison standard Donepezil, which has values 243.76 5.70 276.60 6.50 (BuChE), respectively. Compounds 3, 5 9 exhibited potent both BuChE. Molecular docking studies used validate establish structure-activity relationship derivatives.

Language: Английский

Citations

27
Synthesis, solvent-solute interactions (polar and non-polar), spectroscopic insights, topological aspects, Fukui functions, molecular docking, ADME, and donor-acceptor investigations of 2-(trifluoromethyl)benzimidazole: A promising candidate for antitumor pharmacotherapy DOI

A. Ram Kumar,

S. Selvaraj,

G.P. Sheeja Mol

et al.

Journal of Molecular Liquids, Journal Year: 2023, Volume and Issue: 393, P. 123661 - 123661

Published: Nov. 25, 2023

Language: Английский

Citations

22
Synthesis, In Vitro Biological Evaluation and Molecular Modeling of Benzimidazole-Based Pyrrole/Piperidine Hybrids Derivatives as Potential Anti-Alzheimer Agents DOI Creative Commons

Sundas Tariq,

Fazal Rahim, Hayat Ullah

et al.

Pharmaceuticals, Journal Year: 2024, Volume and Issue: 17(4), P. 410 - 410

Published: March 24, 2024

Benzimidazole-based pyrrole/piperidine analogs (1–26) were synthesized and then screened for their acetylcholinesterase butyrylcholinesterase activities. All the showed good to moderate cholinesterase Synthesized compounds (1–13) in enzyme inhibition assays AChE activities range of IC50 = 19.44 ± 0.60 µM 36.05 0.4 against allanzanthane (IC50 16.11 0.33 µM) galantamine 19.34 0.62 varied BuChE inhibitory activities, with values 21.57 0.61 39.55 0.03 as compared standard 18.14 0.05 21.45 0.21 µM). Similarly, (14–26) also subjected tests determine vitro results obtained corroborated that all 22.07 0.13 42.01 0.02 20.01 0.12 18.05 0.31 26.32 47.03 0.15 Binding interactions most potent confirmed through molecular docking studies. The active 2, 4, 10 13 established numerous sites targeted enzymes, scores −10.50, −9.3, −7.73 −7.8 −8.97, −8.2, −8.20 −7.6 BuChE, respectively.

Language: Английский

Citations

6
Structure-based development of 3,5-dihydroxybenzoyl-hydrazineylidene as tyrosinase inhibitor; in vitro and in silico study DOI Creative Commons

Azzam Bagheri,

Shahram Moradi,

Aida Iraji

et al.

Scientific Reports, Journal Year: 2024, Volume and Issue: 14(1)

Published: Jan. 17, 2024

Abstract A series of new analogs 3,5-dihydroxybenzoyl-hydrazineylidene conjugated to different methoxyphenyl triazole ( 11a-n ) synthesized using click reaction. The structures all compounds were characterized by FTIR, 1 H, 13 C-NMR spectroscopy, and CHO analysis. tyrosinase inhibitory potential the was studied. newly scaffolds found illustrate variable degree profile, most potent analog this that one bearing 4-methoxyphenyl moiety, exhibited an IC 50 value 55.39 ± 4.93 µM. kinetic study derivative reveals a competitive mode inhibition. Next, molecular docking studies performed understand inhibitor's binding within enzyme's site. Molecular dynamics simulations accomplished further investigate orientation interaction over time stability 11m -tyrosinase complex.

Language: Английский

Citations

5
Review of synthesis process of benzimidazole-heterocycle hybrid compounds DOI

Abouelhaoul El Alami,

Hamid Sdassi, Said Bouzikri

et al.

Synthetic Communications, Journal Year: 2024, Volume and Issue: 54(8), P. 613 - 635

Published: Feb. 16, 2024

Over the last few years, benzimidazole-heterocycle hybrid compounds have received considerable attention due to wide spectrum of their biological property and many important chemical pharmacological applications. These revealed antibacterial, antimicrobial, anticoagulant, antidiabetic other activities, they been used as drugs in market treat several diseases. Furthermore, heterocyclic possessing a benzimidazole skeleton exhibit significant complexing anticorrosive properties. All these applications favored development large number synthetic strategies prepare systems different reaction conditions. Many research articles on synthesis reported literature. In this review, we present discuss routes compounds.

Language: Английский

Citations

4
Recent Advances in the Fixation of CO2 into Quinazoline and Benzimidazole DOI

Dhanusha Rajanna,

Puneethkumar M. Srinivasappa,

Allwin Sudhakaran

et al.

Energy & Fuels, Journal Year: 2024, Volume and Issue: 38(10), P. 8481 - 8515

Published: April 24, 2024

CO2 is an important component of the atmosphere that helps in balancing Earth's atmospheric temperature and channelizes food cycles. However, increase or decrease concentration will severely affect climate. Particularly, rise levels has immensely contributed to global warming, resulting elevated temperature, altered precipitation patterns, glacier melting, subsequent rises sea levels, impacting human well-being. In response, researchers are exploring strategies capture convert into valuable products, such as methanol, formic acid, organic compounds. synthesis compounds using CO2, like benzimidazole quinazolines, a high impact. Benzimidazole, widely used medicinal chemistry for treating cancer stomach ulcers, also exhibits antiviral antifungal properties. Quinazoline derivatives, essential drugs prazosin doxazosin, have applications post-traumatic stress disorder Alzheimer's disease. These were synthesized mainly environmentally harmful synthons phosgene potassium cyanide. To address both environmental health concerns, delving chemical fixation sustainable green production. Catalysis emerges key principle chemistry, with catalysts reducing activation energy facilitating processes. This review discusses recent state art on development various conversion quinazoline benzimidazole, through homogeneous heterogeneous catalysts. Notably, while lack industrial recyclability, show promise large-scale implementation. comprehensive mechanistic aspects DFT studies understanding better. Toward end, it gives future scope this subject.

Language: Английский

Citations

4
In vitro study of the inhibitory potential of hydroxy-1,2,3-triazoles on the replication of ZIKA and chikungunya arboviruses DOI Creative Commons

Cláudio César Cirne-Santos,

Rafael R.S. Batista,

Caroline de Souza Barros

et al.

Results in Chemistry, Journal Year: 2024, Volume and Issue: 8, P. 101589 - 101589

Published: June 1, 2024

Arboviruses, including Zika (ZIKV) and Chikungunya virus (CHIKV), replicate in both arthropods vertebrates are transmitted through mosquito, tick, sandfly bites. The development of specific antiviral drugs vaccines for these viruses is limited, highlighting the importance investigating potential drug candidates. In this study, we examined effects hydroxy-triazole-based compounds on vitro replication ZIKV CHIKV. Hydroxy-1,2,3-triazoles were synthesized from 4-acyl-1,2,3-triazoles, previously prepared by cycloaddition enaminones aryl azides, yielding good results. Cytotoxicity assessments using Vero cells showed low toxicity tested compounds, with a CC50 greater than 200 µM. Among LSO150 LSO163 demonstrated potent inhibitory against ZIKV, while LSO149, LSO151, LSO155, LSO166 remarkable These molecules exhibited 99 % inhibition viral at concentration 20 µM, LSO149 particularly effective CHIKV, respectively. maintained an above 80 when added to infected within 8 h after infection. Further investigation into mechanism action revealed that had strong activity adsorption, dose-dependent effect over 90 Additionally, combined suboptimal doses Ribavirin (0.5 µM), compound CHIKV replication, inhibiting it %. Our results suggest have high as

Language: Английский

Citations

4
Novel series of hydrazones carrying pyrazole and triazole moiety: Synthesis, structural elucidation, quantum computational studies and antiviral activity against SARS-Cov-2 DOI

D.V. Geetha,

C.L. Sharath,

N. Shivakumar

et al.

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1317, P. 139016 - 139016

Published: Dec. 1, 2024

Language: Английский

Citations

4
Unveiling the synergistic interplay between Cu and Ni with ZIF-8 nanomaterials: a catalyst for the synthesis of triazole derivatives in nanoscale chemistry DOI

Pouya Taheri,

Pegah Molaei,

Atieh Abazari

et al.

Research on Chemical Intermediates, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 4, 2025

Language: Английский

Citations

0