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Pyrano[2,3-B]Chromone Derivatives As Novel Dual Inhibitors of Α-Glucosidase and Α-Amylase: Design, Synthesis, Biological Evaluation, and in Silico Studies Publisher Pubmed

Summary: Can new compounds control diabetes? Research found pyrano-chromene derivatives strongly reduce blood sugar, offering hope for better diabetes management. #DiabetesCare #DrugDiscovery

Farzaneh E1 ; Mohammadi M2 ; Raymand P3 ; Noori M3 ; Golestani S2 ; Ranjbar S4, 5 ; Ghasemi Y4, 5, 6 ; Mohammadikhanaposhtani M7 ; Asadi M8 ; Nasli Esfahani E9 ; Rastegar H10 ; Larijani B3 ; Mahdavi M3 ; Taslimi P11
Authors

Source: Bioorganic Chemistry Published:2024


Abstract

Inhibition of α-glucosidase and α-amylase is an important target for treatment of type 2 diabetes. In this work, a novel series of pyrano[2,3-b]chromene derivatives 5a-m was designed based on potent α-glucosidase and α-amylase inhibitors and synthesized by simple chemical reactions. These compounds were evaluated against the latter enzymes. Most of the title compounds exhibited high inhibitory activity against α-glucosidase and α-amylase in comparison to standard inhibitor (acarbose). Representatively, the most potent compound, 4-methoxy derivative 5d, was 30.4 fold more potent than acarbose against α-glucosidase and 6.1 fold more potent than this drug against α-amylase. In silico molecular modeling demonstrated that compound 5d attached to the active sites of α-glucosidase and α-amylase with a favorable binding energies and established interactions with important amino acids. Dynamics of compound 5d also showed that this compound formed a stable complex with the α-glucosidase active site. In silico drug-likeness as well as ADMET prediction of this compound was also performed and satisfactory results were obtained. © 2024 Elsevier Inc.
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