Molecular modeling and synthesis of novel benzimidazole-derived thiazolidinone bearing chalcone derivatives: a promising approach to develop potential anti-diabetic agents
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Shahzad Ahmad Abbasi
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Fazal Rahim
Abstract
Diabetes mellitus (DM) is a disorder which is raised at the alarming level and it is characterized by the hyperglycemia results from the impaired action of insulin, production of insulin or both of these simultaneously. Consequently, it causes problems or failure of different body organs such as kidneys, heart, eyes, nerve system. Since this disease cannot be completely cured until now, we aimed to design series of enzymes inhibitors and tested them for DM treatment. In this series, benzimidazole-based thiazolidinone bearing chalcone derivatives completed in a four step reaction and their structures were confirmed through various spectroscopic techniques. A significant efficacy on antidiabetic enzymes was observed, with IC50 values ranging from 25.05 ± 0.04 to 56.08 ± 0.07 μM for α-amylase and 22.07 ± 0.02 to 53.06 ± 0.07 μM for α-glucosidase. The obtained results were compared to those of the standard glimepiride drug (IC50 = 18.05 ± 0.07 µM for α-amylase and IC50 = 15.02 ± 0 .03 µM for α-glucosidase). The synthesized compounds showed promising antidiabetic potency. Moreover, a molecular docking study was conducted on the most active analogs of the compounds to better understand their interactions with the active sites of the targeted enzymes.
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Research ethics: Not applicable.
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Informed consent: Not applicable.
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Use of Large Language Models, AI and Machine Learning Tools: Not applicable.
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Author contributions: S. A. A.: Methodology; W. R.: Supervision, Concept, Paper writing; F. R.: Data Curation; R. H.: Formal Analysis; M. B. H.: Concept, Validation, Paper editing; M. S. A.: Concept, Validation, Paper editing; M. A.: Concept, Paper draft, Visualization; M. T.: Data curation; S. K.: Software; L. R.: draft editing, resources, A. W.: Software; S. A. A. S.: Formal analysis.
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Conflict of interest: All other authors state no conflict of interest.
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Research funding: None declared.
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Data availability: Not applicable.
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Supplementary Material
This article contains supplementary material (https://doi.org/10.1515/znc-2024-0202).
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Articles in the same Issue
- Frontmatter
- Review Articles
- Ethnopharmacology and current conservational status of Cordyceps sinensis
- Review perspective on advanced nutrachemicals and anterior cruciate ligament rehabilitation
- Research Articles
- Cytotoxic compounds from Viscum coloratum (Kom.) Nakai
- Effect of Hibiscus sabdariffa L. leaf flavonoid-rich extract on Nrf-2 and HO-1 pathways in liver damage of streptozotocin-induced diabetic rats
- Inhibition of pro-inflammatory cytokines by homalolide A and homalomenol A isolated from rhizomes of Homalomena pendula
- Synthesis, in vitro anti-urease, in-silico molecular docking study and ADMET predictions of piperidine and piperazine Morita-Baylis-Hillman Adducts (MBHAs)
- Molecular modeling and synthesis of novel benzimidazole-derived thiazolidinone bearing chalcone derivatives: a promising approach to develop potential anti-diabetic agents
- Determination of essential oil and phenolic compounds of Berberis vulgaris grown in Şavşat, Artvin; revealing its antioxidant and antimicrobial activities
- Essential oil of Daucus carota (L.) ssp. carota (Apiaceae) flower: chemical composition, antimicrobial potential, and insecticidal activity on Sitophilus oryzae (L.)
