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

Autor: Abbasi SA; Department of Chemistry, Hazara University, Mansehra, 21120, Pakistan., Rehman W; Department of Chemistry, Hazara University, Mansehra, 21120, Pakistan., Rahim F; Department of Chemistry, Hazara University, Mansehra, 21120, Pakistan., Hussain R; Department of Chemistry, Hazara University, Mansehra, 21120, Pakistan., Hawsawi MB; Department of Chemistry, Faculty of Science, Umm Al-Qura University, Makkah, 21955, Saudi Arabia., Alluhaibi MS; Department of Chemistry, Faculty of Science, Umm Al-Qura University, Makkah, 21955, Saudi Arabia., Alharbi M; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, King Abdulaziz University, Jeddah, Saudi Arabia., Taha M; Department of Clinical Pharmacy, Institute for Research and Medical Consultations (IRMC), Imam Abdulrahman Bin Faisal University, Dammam, P.O. Box 19823 1441, Saudi Arabia., Khan S; Department of Chemistry, Abbottabad University of Science and Technology (AUST), Abbottabad, Pakistan., Rasheed L; Henan International Joint Laboratory of Nano-Photoelectric Magnetic Material, School of Material Science and Engineering, Henan University of Technology, Zhengzhou, 450001, Henan, China., Wadood A; Department of Biochemistry, Abdul Wali Khan University Mardan, Mardan, 23200, Pakistan., Ali Shah SA; Atta-Ur-Rahman Institute for Natural Product Discovery (AuRIns), Universiti Teknologi MARA Cawangan Selangor Kampus Puncak Alam, Bandar Puncak Alam, Selangor, 42300, Malaysia.; Faculty of Pharmacy, Universiti Teknologi MARA Cawangan Selangor Kampus Puncak Alam, Bandar Puncak Alam, Selangor, 42300, Malaysia.
Jazyk: angličtina
Zdroj: Zeitschrift fur Naturforschung. C, Journal of biosciences [Z Naturforsch C J Biosci] 2024 Nov 20. Date of Electronic Publication: 2024 Nov 20.
DOI: 10.1515/znc-2024-0202
Abstrakt: 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 IC 50 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 (IC 50  = 18.05 ± 0.07 µM for α-amylase and IC 50  = 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.
(© 2024 Walter de Gruyter GmbH, Berlin/Boston.)
Databáze: MEDLINE
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