Design, synthesis, in vitro, and in silico studies of novel diarylimidazole-1,2,3-triazole hybrids as potent α-glucosidase inhibitors

[Display omitted] •New derivatives of diarylimidazole-1,2,3-triazole 7a-p were designed and synthesized.•All compounds were evaluated for their in vitro α-glucosidase inhibitory activity.•All compounds were found to be potent inhibitors in the range of IC50 = 90.4–246.7 µM comparing with acarbose (I...

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Veröffentlicht in:Bioorganic & medicinal chemistry 2019-12, Vol.27 (23), p.115148-115148, Article 115148
Hauptverfasser: Saeedi, Mina, Mohammadi-Khanaposhtani, Maryam, Asgari, Mohammad Sadegh, Eghbalnejad, Nafiseh, Imanparast, Somaye, Faramarzi, Mohammad Ali, Larijani, Bagher, Mahdavi, Mohammad, Akbarzadeh, Tahmineh
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Sprache:eng
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Zusammenfassung:[Display omitted] •New derivatives of diarylimidazole-1,2,3-triazole 7a-p were designed and synthesized.•All compounds were evaluated for their in vitro α-glucosidase inhibitory activity.•All compounds were found to be potent inhibitors in the range of IC50 = 90.4–246.7 µM comparing with acarbose (IC50 = 750.0 µM) as the standard drug.•Among the synthesized compounds, compounds 7b, 7c, and 7e were approximately 8 times more potent than acarbose. In this work, new derivatives of diarylimidazole-1,2,3-triazole 7a-p were designed, synthesized, and evaluated for their in vitro α-glucosidase inhibitory activity. All compounds showed potent inhibitory activity in the range of IC50 = 90.4–246.7 µM comparing with acarbose as the standard drug (IC50 = 750.0 µM). Among the synthesized compounds, compounds 7b, 7c, and 7e were approximately 8 times more potent than acarbose. The kinetic study of those compounds indicated that they acted as the competitive inhibitors of α-glucosidase. Molecular docking studies were also carried out for compounds 7b, 7c, and 7e using modeled α-glucosidase to find the interaction modes responsible for the desired inhibitory activity.
ISSN:0968-0896
1464-3391
DOI:10.1016/j.bmc.2019.115148