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Biscoumarin-1,2,3-triazole hybrids as novel anti-diabetic agents: Design, synthesis, in vitro α-glucosidase inhibition, kinetic, and docking studies. 2019
Mohammad Sadegh Asgari, and
Maryam Mohammadi-Khanaposhtani, and
Mitra Kiani, and
Parviz Rashidi Ranjbar, and
Ebrahim Zabihi, and
Roghayeh Pourbagher, and
Rahmatollah Rahimi, and
Mohammad Ali Faramarzi, and
Mahmood Biglar, and
Bagher Larijani, and
Mohammad Mahdavi, and
Haleh Hamedifar, and
Mir Hamed Hajimiri
School of Chemistry, College of Science, University of Tehran, Tehran, Iran.
A novel series of biscoumarin-1,2,3-triazole hybrids 6a-n was prepared and evaluated for α-glucosidase inhibitory potential. All fourteen derivatives exhibited excellent α-glucosidase inhibitory activity with IC50 values ranging between 13.0 ± 1.5 and 75.5 ± 7.0 µM when compared with the acarbose as standard inhibitor (IC50 = 750.0 ± 12.0 µM). Among the synthesized compounds, compounds 6c (IC50 = 13.0 ± 1.5 µM) and 6g (IC50 = 16.4 ± 1.7 µM) exhibited the highest inhibitory activity against α-glucosidase and were non-cytotoxic towards normal fibroblast cells. Kinetic study revealed that compound 6c inhibits the α-glucosidase in a competitive mode. Furthermore, molecular docking investigation was performed to find interaction modes of the biscoumarin-1,2,3-triazole derivatives.
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