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Design, Synthesis, in Vitro, and in Silico Biological Evaluations of Coumarin-Indole Hybrids As New Anti-Α-Glucosidase Agents Publisher



Niri DR1 ; Sayahi MH2 ; Behrouz S1 ; Moazzam A3 ; Mojtabavi S4 ; Faramarzi MA4 ; Larijani B3 ; Rastegar H5 ; Mohammadikhanaposhtani M4, 6 ; Mahdavi M3
Authors

Source: BMC Chemistry Published:2022


Abstract

Background: A series of coumarin-indole hybrids was synthesized as the new α-glucosidase inhibitors. The title hybrids were considered as α-glucosidase inhibitors because had two active pharmacophores against α-glucosidase: coumarin and indole. Methods: The thirteen various derivatives 4a–m were synthesized, purified, and fully characterized. These compounds were evaluated against α-glucosidase in vitro and in silico. In silico pharmacokinetic studies of the most potent compounds were also performed. Results: Most of the title compounds exhibited high anti-α-glucosidase activity in comparison to standard drug acarbose. In particular, the phenoxy derivative 4d namely 3-((1H-indol-3-yl)(3-phenoxyphenyl)methyl)-4-hydroxy-2H-chromen-2-one showed promising activity. This compound is a competitive inhibitor against α-glucosidase and showed the lowest binding energy at the α-glucosidase active site in comparison to other potent synthesized compounds and acarbose. Conclusion: Compound 4d can be a lead compound for further structural development to obtain effective and potent α-glucosidase inhibitors. © 2022, The Author(s).
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