Syntheses of new 3-thiazolyl coumarin derivatives, in vitro α-glucosidase inhibitory activity, and molecular modeling studies

• Synthesis of new 3-thiazolylcoumarin.
• Hybrid of thiazole and coumarin.
• α-Glucosidase inhibitory properties.
• Molecular docking studies were carried out.
• Useful in diabetic complications.

3-Thiazolylcoumarin derivatives 1–14 were synthesized via one-pot two step reactions, and screened for in vitro α-glucosidase inhibitory activity. All compounds showed inhibitory activity in the range of IC50 = 0.12 ± 0.01–16.20 ± 0.23 μM as compared to standard acarbose (IC50 = 38.25 ± 0.12 μM), and also found to be nontoxic. Molecular docking study was carried out in order to establish the structure-activity relationship (SAR) which demonstrated that electron rich centers at one and electron withdrawing centers at the other end of the molecules showed strong inhibitory activity. All the synthesized compounds were characterized by spectroscopic techniques such as EI-MS, HREI-MS, 1H NMR and 13C NMR. CHN analysis was also performed.

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